Title of Invention

"BENZOXAZINONE-DERIVED SULFONAMIDE COMPOUNDS AND PROCESS FOR PREPARATION THEREOF"

Abstract wherein R1 to R9, and W are as described in the specification. The present invention also relates to a process for the preparation thereof.
Full Text The present invention relates to benzoxazinone-derived sulfonamide compounds and process for preparation thereof.
The present invention relates to benzoxazinone-derived sulphonamide compounds of
general formula (1),
(Formula Removed)
a process for their preparation, a medicament comprising these compounds and the use of benzoxazlnone-darived sulphonamide compounds for the preparation of medicaments for 5-HT6 receptor regulation as well as for the treatment of disorders related thereto.
The superfamlly of serotonin receptors (5-HT) indudes 7 dasses (5-HTi-S-HT7) encompassing 14 human subclasses [D. Hoyer, et al., Neuropharrnaeotogy, 1997, 38.4191. The 5-HTe receptor Is the latest serotonin receptor identified by molecular efoning both in rats [FJ. Monsma, et al., Mol. Pharmacol., 1993, 43,320; M. Ruat, et al., Brochem, Btophys. Res. Commun., 1993,193,288] and in humans [R. Kohen, et al, J. Neunochem., 1996,66, 47]. Compounds with 5-HT6 receptor affinity are useful for the treatment of various disorders of the Central Nervous System and of the gastrointestinal tract, such as Irritable Intestine syndrome. Compounds with 5-HTg receptor affinity are also useful in the treatment of anxiety, depression and cognitive

memory disorders [M. Yoshioka, et a!., Ann. NY Acad. Sci., 1998, 861, 244; A.
Bourson, et al., Br. J. Pharmacol., 1998,125,1562; D.C. Rogers, et al., Br. J.
PharmacoL Suppl., 1999,127, 22P; A. Bourson, et al., J. Pharmacol. Exp. Ther.,
1995, 274,173; A.J. Sleight, et al,, Behav. Brain Res., 1996, 73, 245; T.A. Brancliek,
et al., Annu. Rev. Pharmacol. Toxicol., 2000, 40, 319; C. Routledge, et al., Br. J.
Pharmacol., 2000,130,1606]. It has been shown that typical and atypical
antipsychotic drugs for treating schizophrenia have a high affinity for 5-HTe receptors
[B.L Roth, et al., J. Pharmacol. Exp. Ther., 1994,268,1403; C.E. Glatt, et al., Mol.
Med., 1995,1, 398; F.J. Mosma, et al., Mol. Pharmacol., 1993,43, 320; T. Shinkai,
et al., Am. J. Med. Genet., 1999,88,120]. Compounds with 5-HTe receptor affinity
are useful for treating infant hyperklnesla (ADHD, attention deficit / hyperactivity
disorder) [W.D. Hirst, et al., Br. J. Pharmacol., 2000,130,1597; C. Gerard, et al.,
Brain Research , 1997, 746, 207; M.R. Pranzatelli, Drugs of Today, 1997, 33, 379J.
Moreover, it has been shown that the 5-HT6 receptor also plays a role in food
ingestion [Neuropharmacology, 41, 2001,210-219].
Food ingestion disorders, particularly obesity, are a serious, fast growing threat to the
health of humans of all age groups, since they increase the risk of developing other
serious, even life-threatening diseases such as diabetes or coronary diseases.
Thus, it was an object of the present invention to provide novel compounds that are
suitable in particular as active substances in medicaments, preferably in
medicaments for the regulation of 5-HTe receptors, for cognitive enhancement, for
the prophylaxis and/or treatment of food-intake related disorders, disorders of the
central nervous system, disorders of the gastrointestinal tract, such as irritable
intestine syndrom, anxiety, panic, depression, cognitive memory disorders, senile
dementia disorders, such as Morbus Alzheimer, Morbus Parkinson and Morfous
Huntington, schizophrenia, psychosis, infantile hyperkinesia, ADHC (attention deficit,
hyperactivity disorders) and other 5-HT6 mediated disorders particularly in mammals,
including humans.
It has been found that the benzoxazinone-derived sulphonamide compounds of
general formulas (I), (la) and (Ib) given below show affinity for the 5-HTe-receptor.
These compounds are therefore also suitable for the manufacture of a medicament
for cognitive enhancement, for the prophylaxis and/or treatment of food ingestion
(food intake) disorders, particularly for the regulation of appetite, for the maintenance,
increase or reduction of body weight, for the prophylaxis and/or treatment of obesity,
bulimia, anorexia, cachexia or type II diabetes (Non-Insulin Dependent Diabetes
Mellitus), preferably type II diabetes, which is caused by obesity, disorders of the
central nervous system, disorders of the gastrointestinal tract, such as irritable
intestine syndrom, anxiety, panic, depression, cognitive memory disorders, senile
dementia disorders, such as Morbus Alzheimer, Morbus Parkinson and Morbus
Huntington, schizophrenia, psychosis, infantile hyperkinesia, ADHC (attention deficit,
hyperactivity disorders) and other 5-HT6 mediated disorders particularly in mammals,
including man.
Thus, one aspect of the present invention are benzoxazinone-derived sulfonamide
compounds of general formula (I),
(Figure Removed)
wherein
R1, R2, R3, R4 are each Independently selected from the group consisting of
hydrogen, halogen, an unbranched or branched, saturated or unsaturated, optionally
at least mono-substituted aliphatic radical, a saturated or unsaturated, optionally at
least mono-substituted, optionally at least one heteroatom as ring member containing
cycloaliphatic radical, which may be bonded via an optionally at least monosubstituted
alkylene group and/or may be condensed with an optionally at least
mono-substituted mono- or polycyclic ring-system, an optionally at least monosubstituted
aryl- or heteroaryl radical, which may be bonded via an optionally at least
mono-substituted alkylene group and/or may be condensed with an optionally at least
mono-substituted mono- or polycyclic ringsystem, a nitro group, a cyano group, -
OR10, xOC(=0)R11, -(00)-0-R11, -SR12, -SOR12, -S02R12, -NH-SO2R12, -S02NH2
and a -NR13R14 moiety,
R5 represents hydrogen, an unbranched or branched, saturated or unsaturated,
optionally at least mono-substituted aliphatic radical or a saturated or unsaturated,
optionally at [east mono-substituted, optionally at least one heteroatom as ring
member containing cycloaliphatic radical,
R6, R7, R8, R9 are each independently selected from the group consisting of
hydrogen, an unbranched or branched, saturated or unsaturated, optionally at least
mono-substituted aliphatic radical, a saturated or unsaturated, optionally at least
mono-substituted, optionally at least one heteroatom as ring member containing
cycloaliphatic radical, a cyano group and a -COOR15 moiety,
W represents an unbranched or branched, saturated or unsaturated, optionally at
least mono-substituted aliphatic radical,
a saturated or unsaturated, optionally at least mono-substituted, optionally at least
one heteroatom as ring member containing cycloaliphatic radical, which may be
bonded via an optionally mono-substituted alkylene group and/or may be condensed
with an optionally at least mono-substituted mono- or polycyclic ring-system,
an optionally at least mono-substituted heteroaryl radical, which may be bonded via
an optionally mono-substituted alkylene group and/or may be condensed with an
optionally at least mono-substituted mono- or poJycycllc ring-system,
an optionally at least mono-substituted, monocycllc aryl1 radical, which is condensed
with an optionally at least mono-substituted mono- or polycyclic ring-system and
which may be bonded via an optionally at least mono-substituted alkylene group,
a NR16R17-molety,
a COR18-moiety,
or a phenyl radical, which is at least mono-substituted with one of the substituents
selected from the group consisting of:
2,2,2,-Trifluoroethoxy-, C2-6-Alkenyl-, 1,3-Dihydro-1-oxo-2H-isoindol-2-yJ-, NPhthalimidinyK
[(2-chlon1,3-thlazolyl-5-yl)-methoxyr Ethyl-5-yl2-methyl-3-
furoate, C11-20-alkyl-, 1,3-Dioxo-2-azasplro[4,4]non-2~yl-, pyrazolyl-, (1,3-oxazol-
5-yl)-, (5-Methy!-1,3l4-oxadiazol-2-yl)-, difluoromethoxy, dichloromethoxy, 1-
pyrrolidinylsulfonyl, morpholinosulfonyl, 2-methyl-4-pyrimidinyl-, a phenoxy
group, which is at least mono-substituted with C1-5-alkoxy, a phenyl group,
which is at least mono-substituted with one of the substituents selected from the
group consisting of nftro, C1-5alkoxy, F, Cl, Br, at least partially fluorlnatedC1-5-
alkyl, at least partially chlorinated C1-5-alkyl, [(2-Cfiloro-1,3-thlazol-5-yl)-
methoxy]-, -(C=O)-H and -(C=0)-Ci-alkyl, a pyridlnyl group, which Is at least
mono-substituted with C1-5-alkoxy, a pyrldinyloxy group, which is at least monosubstituted
with C1-5-alkoxy, a phenoxy group, which is at least di-substituted
and a pyrldinyloxy group, which is at least di-subsituied,
with the proviso that W does not represent unsubstituted furyl-, unsubstituted thienylor
thienyl substituted with a substituent selected from the group consisting of C1-5-
alkoxycarbonyl, C1-5-alkylcarbonyl, carboxyl and pyridyl, unsubstituted pyrrolyl-,
unsubstituted naphthyl, unsubstituted indolyl, unsubstituted tetrahydronaphthyl,
substituted or unsubstituted pyridyl, unsubstituted pyrazinyl, unsubstituted quinolinyi-,
C1-5-alkyJsubstituted pyrrolyl- and unsubstituted cyclohexyl or cyclohexyl substituted
with one or two members selected from the group consisting of oxo, hydroxyl, C1-
alkoxyl, C1-5-alkoxy-carbonylamino-C1-5 alkyl and amino-C1-5 alkyl,
R10 represents hydrogen, an unbranched or branched, saturated or unsaturated,
optionally at least mono-substituted aliphatic radical, a saturated or unsaturated,
optionally at least mono-substituted, optionally at least one heteroatom as ring
member containing cycloaliphatic radical, which may be bonded via an optionally at
least mono-substituted alkylene group and/or may be condensed with an optionally at
least mono-substituted mono- or polycyclic ring-system, or an optionally at least
mono-substituted aryl- or heteroaryl radical, which may be bonded via an optionally
at least mono-substituted alkylene group and/or may be condensed with an optionally
at least mono-substituted mono- or polycyclic ring-system,
R11 represents hydrogen, an unbranched or branched, saturated or unsaturated,
optionally at least mono-substituted aliphatic radical, a saturated or unsaturated,
optionally at least mono-substituted, optionally at least one heteroatom as ring
member containing cycloaliphatic radical, which may be bonded via an optionally at
least mono-substituted alkylene group and/or may be condensed with an optionally at
least mono-substituted mono- or polycyclic ring-system, or an optionally at least
mono-substituted aryl- or heteroaryl radical, which may be bonded via an optionally
at least mono-substituted alkylene group and/or may be condensed with an optionally
at least mono-substituted mono- or polycyclic ring-system,
R12 represents an unbranched or branched, saturated or unsaturated, optionally at
least mono-substituted aliphatic radical, a saturated or unsaturated, optionally at least
mono-substituted, optionally at least one heteroatom as ring member containing
cycloaliphatic radical, which may be bonded via an optionally at least monosubstituted
alkylene group and/or may be condensed with an optionally at least
mono-substituted mono- or polycyclic ring-system, or an optionally at least monosubstituted
aryl- or heteroaryl radical, which may be bonded via an optionally at least
mono-substituted alkylene group and/or may be condensed with an optionally at least
mono-substituted mono- or polycyclic ring-system,
R13 and R14 each are independently selected from the group consisting of hydrogen,
an unbranched or branched, saturated or unsaturated, optionally at least monosubstituted
aliphatic radical, a saturated or unsaturated, optionally at'least monosubstituted,
optionally at least one heteroatom as ring member containing
cycloaliphatic radical, which may be bonded via an optionally at least monosubstituted
alkylene group and/or may be condensed with an optionally at least
mono-substituted mono- or polycyclic ring-system, or an optionally at least monosubstituted
aryl- or heteroaryl radical, which may be bonded via an optionally at least
mono-substituted alkylene group and/or may be condensed with an optionally at least
mono-substituted mono- or poiycyclic ring-system,
or R13 and R14 together with the bridging nitrogen atom form a saturated, unsaturated
or aromatic heterocyclic ring, which may be at least mono-substituted and/or contain
at least one further heteroatom as a ring member,
R15 represents hydrogen, an unbranched or branched, saturated or unsaturated,
optionally at least mono-substituted aliphatic radical, a saturated or unsaturated,
optionally at least mono-substituted, optionally at least one heteroatom as ring
member containing cycloaliphatic radical or an optionally at least mono-substituted
aryl- or heteroaryl radical, which may be bonded via an optionally at least monosubstituted
alkylene group and/or may be condensed with an optionally at least
mono-substituted mono- or polycyclic ring-system,
R16 represents an unbranched or branched, saturated or unsaturated, optionally at
least mono-substituted aliphatic radical,
R17 represents an unbranched or branched, saturated or unsaturated, optionally at
least mono-substituted aliphatic radical, and
R18 represents an optionally at least mono-substituted aryl radical,
optionally in form of one of its stereoisomers, preferably enantiomers or
diastereomers, its racemate or in form of a mixture of at least two of its
stereoisomers, preferably enantiomers or diastereomers, in any mixing ratio, or a
corresponding salt thereof, or a corresponding solvate.
A mono- or polycyclic ring-system according to the present invention means a monoor
polycyclic hydrocarbon ring-system that may be saturated, unsaturated or
aromatic. If the ring system is polycyclic, each of its different rings may show a
different degree of saturation, i.e. it may be saturated, unsaturated or aromatic.
Optionally each of the rings of the mono- or polycyclic ring system may contain one
or more heteroatoms as ring members, which may be Identical or different and which
can preferably be selected from the group consisting of N, O, S and P, more
preferably be selected from the group consisting of N, O and S. Preferably the
polycyclic ring-system may comprise two rings that are condensed. The rings of the
mono- or polycyclic ring-system are preferably 5- or 6-membered.
If one or more of the residues R1-R17 and W represents an aliphatic radical, which is
substituted by one or more substituents, unless defined otherwise, each of these
substituents may preferably be selected from the group consisting of hydroxy,
halogen, branched or unbranched d-4-alkoxy, branched or unbranched
C1-4-perfluoroalkoxy, branched or unbranched C1-4-perfluoroalkyl, amino, carboxy,
amido, cyano, nitro, -SO2NH2l -CO-C1-4-alkyl, -SO-C1-4-alkyl, -SO2-C1-4-alkyl,
-NH-S02-C1-4-alkyl, wherein the CC1-4-alkyl may in each case be branched or
unbranched, an unsubstituted or at least mono-substituted phenyl or naphthyl radical
and an unsubstituted or at least mono-substituted furanyl-, thienyl-, pyrrolyl-,
imldazolyl-, pyrazolyl-, pyridinyl-, pyrimidinyl-, quinolinyl- and isoqulnollnyl radical,
more preferably be selected from the group consisting of hydroxy, F, Cl, Br, methoxy,
ethoxy, CFa and an unsubstituted phenyl radical. If any one of the above mentioned
substitutents itself is at least mono-substituted, said substituents may preferably be
selected from the group consisting of F, Cl, methyl and methoxy.
If one or more of the residues R1-R15 represents or comprises a cycloaliphatic radical,
which is substituted by one or more substituents, unless defined otherwise, each of
these substituents may preferably be selected from the group consisting of hydroxy,
halogen, branched or unbranched C1-4-alkyl, branched or unbranched C1-4-alkoxy,
branched or unbranched C1-4-perfluoroalkoxy, phenoxy, benzoyl, cyclohexyi,
branched or unbranched C1-4-perfluoroalkyl, -NRARB wherein RA, RB are each
independently selected from the group consisting of H, a branched or unbranched C-i-
4-alkyl-radical, -CH2-CH2-OH and phenyi, carboxy, amido, cyano, nitro, -SOsNHjj, -
CO-C1-4-alkyl, -CO-OC1-4-aikyl, -SO-C1-4-alkyl( -SO2-C1-4-alkyl, -NH-SO2-C1-4-alkyl,
wherein C^-alkyl may in each case be branched or unbranched, unsubstituted or at
least mono-substituted phenyi or naphthyl and unsubstituted or at least monosubstituted
furanyl-, thienyl-, pyrrolyl-, imidazolyl-, pyrazolyl-, pyridinyl-, pyrimidlnyl-,
quinolinyl- and isoquinolinyl radical, more preferably be selected from the group
consisting of hydroxy, F, Cl, Br, methyl, ethyl, methoxy, ethoxy, benzoyl, phenoxy,
cyclohexyi, -CF3, -CO-CH3 -CO-OCH3, -NRARB wherein RA, RB are each
independently selected from the group consisting of H, a branched or unbranched
C1-4-alkyl-radical, -CH2-CH2-OH and phenyi, and an unsubstituted phenyi radical. If
any one of the above mentioned substitutents itself is at least mono-substituted, said
substituents may preferably be selected from the group consisting of F, Cl, methyl
and methoxy.
If one or more of the residues R1-R4, R10-R15 and W comprises an alkylene group,
which Is substituted by one or more substituents, unless defined otherwise, each of
these substituents may preferably be selected from the group consisting of hydroxy,
halogen, branched or unbranched d-4-alkoxy, branched or unbranched
d-4-perfluoroalkoxy, branched or unbranched d-4-perfluoroalkyl, amlno, carboxy,
amldo, cyano, nitro, -SO2NH2r -CCKWalkyl, -SO-d-4-alkyl, -SO2-d-4-alkyl,
-NH-SO2-d-4-alkyl, wherein d-4-alkyl may be branched or unbranched, an
unsubstituted or at least mono-substituted phenyi or naphthyl radical and an
unsubstituted or at least mono-substituted furanyl-, thienyl-, pymolyh imidazolyl-,
pyrazolyl-, pyridinyl-, pyrimidlnyl-, quinolinyl- and Isoquinolinyl radical, more
preferably be selected from the group consisting of hydroxy, F, Cl, Br, methoxy,
ethoxy, CF3 and unsubstituted phenyi. If any one of the above mentioned
substitutents itself is at (east mono-substituted, said substituents may preferably be
selected from the group consisting of F, CI, methyl and methoxy.
If one or more of the residues R1-R4 and R10-R15 comprises a mono- or polycyclic
ringsystem, which is substituted by one or more substituents, unless defined
otherwise, each of these substituents may preferably be selected from the group
consisting of hydroxy, halogen, branched or unbranched C-alky!, branched or
unbranched CM-alkoxy, branched or unbranched Ci-4-perfluoroalkoxy, branched or
unbranched C-perfluoroalkyl, amlno, carboxy, amldo, cyano, keto, nitro, -SO2NH2,
-CO-d-4-alkyl, -SO-CM-alkyl, -SOz-Ci^-alkyl, -NH-SOz-Ci-4-alkyl, wherein Ci^-alkyl
may be branched or unbranched, an unsubstituted or at least mono-substituted
phenyl or naphthyl radical and unsubstituted or at least mono-substituted furanyK
thienyl-, pyrrolyl-, imidazolyl-, pyrazolyl-, pyridinyl-, pyrimidinyl-, quinolinyl- and
isoquinolinyl, more preferably from the group consisting of hydroxy, F, CI, Br, methyl,
ethyl, methoxy, ethoxy, CF3l keto, cyano and an unsubstituted phenyl radical. If any
one of the above mentioned substitutents itself is at least mono-substituted, said
substituents may preferably be selected from the group consisting of F, CI, methyl
and methoxy.
If one or more of the residues R1-R4, R10-R15 and R18 represents or comprises an aryl
radical, which is substituted by one or more substituents, unless defined otherwise,
each of these substituents may preferably be selected from the group consisting of
hydroxy, halogen, branched or unbranched C1-4-alkoxy, branched or unbranched
C1-4-alkyl, branched or unbranched C1-4-perfluoroalkoxy, unsubstituted or at least
mono-substituted phenoxy, unsubstituted or at least mono-substituted benzoyl,
cyclohexyl, branched or unbranched C1-4-perfluoroalkyl, NRARB wherein R*. RB are
each independently selected from the group consisting of H, a branched or
unbranched C1-4-alkyl-radlcal, -CHrChk-OH and phenyl, carboxy, amldo, cyano,
-CH(OH)(phenyl), nitro, -SOzNHa, -COCn-alkyl, -CO-OC14-alkyl, -SO-C1-4-alkyl, -
SCk-C1-4-alkyl, -NH-S02-C1-4-alkyl, whereinC1-4-alkyl may be branched or
unbranched, an unsubstituted or at least mono-substituted phenyl or naphthyl radical
and unsubstituted or at least mono-substituted furanyl-, thienyl-, pyrrolyl-, imidazolyl-,
pyrazolyl-, pyridinyl-, pyrimidinyl-, quinolinyl- and isoquinolinyl radical, more
preferably be selected from the group consisting of hydroxy, F, CI, Br, methyl, ethyl,
cyano, -CH(OH)(phenyl), methoxy, ethoxy, unsubstituted or at least mono-substituted
benzoyl, unsubstituted or at least mono-substituted phenoxy, cyclohexyl, CF3 -COCH3,
-CO-OCH3, -NF^R0 wherein RA, RB are each independently selected from the
group consisting of H, a branched or unbranched C1-4-alkyl-radical, -CH2-CH2-OH
and phenyl, and an unsubstituted phenyl radical. If any of the above mentioned
substitutents itself is at least mono-substituted, said substituents may preferably be
selected from the group consisting of F, Cl, methyl and methoxy.
If one or more of the residues R1-R4 and R1D-R15 represents or comprises a
heteroaryl radical, which is substituted by one or more substituents, unless defined
otherwise, each of these substituents may preferably be selected from the group
consisting of hydroxy, halogen, branched or unbranched C1-4-alkoxy, branched or
unbranched C1-4-alkyl, branched or unbranched C1-4-perfluoroalkoxy, unsubstituted or
at least mono-substituted phenoxy, unsubstituted or at least mono-substituted
benzoyl, cyclohexyl, branched or unbranched C1-4-perfluoroalkyl, NRARB wherein RA,
RB are each independently selected from the group consisting of H, a branched or
unbranched C1-4-alkykadical, -CH2-CHrOH and phenyl, carboxy, amido, cyano,
nitro, -CH(OHXphenyl), SO2NH2, -CO-C1-4-alkyl, -CO-OC1-4alkyl, SO-C1-4alkyl,
SOrd-4-alkyl, -NH-SCVC1-4-alkyl, wherein C1-4-alkyl may be branched or
unbranched, an unsubstituted or at least mono-substituted phenyl or naphthyl radical
and an unsubstituted or at least mono-substituted furanyl-, thienyl-, pyrrolyl-,
imidazolyl-, pyrazolyl-, pyridinyl-, pyrimidinyl-, quinolinyl- and isoquinolinyl radical,
more preferably be selected from the group consisting of hydroxy, F, Cl, Br, methyl,
ethyl, cyano, methoxy, ethoxy, unsubstituted or at least mono-substituted benzoyl,
unsubstituted or at least mono-substituted phenoxy, cyclohexyl, CF3| -
CH(OH)(phenyl), -CO-CH3, -CO-OCH3l -NRARB wherein RA, RB are each
independently selected from the group consisting of H, a branched or unbranched
C1-4-alkyl-radicaI, -CH2-CH2-OH and phenyl, and an unsubstituted phenyl radical. If
any one of the above mentioned substitutents itself is at least mono-substituted, said
substituents may preferably be selected from the group consisting of F, Cl, methyl
and methoxy.
If R13 and R14 form a heterocyclic ring, which is substituted by one or more
substituents, unless defined otherwise, each of these substituents may preferably be
selected from the group consisting of hydroxy, halogen, branched or unbranched
C1-4-alkoxy, branched or unbranched C1-4-alkyl, branched or unbranched C1-4--
perfluoroalkoxy, branched or unbranched C1-4-perfluoroalkyl, amino, carboxy, amido,
cyano, nitro, -SO2NH2, -CO-C1-4alkyl, -SO-C1-4-alkyl, -SO2-C1-4-alkyl,
-NH-SO2-C1-4-aIkyl, wherein Ci.4-alkyl may be branched or unbranched, an
unsubstituted or at least mono-substituted phenyl or naphthyl radical and an
unsubstituted or at least mono-substituted furanyi-, thienyl-, pyrrolyl-, imidazolyl-,
pyrazolyl-, pyridinyl-, pyrimidinyl-, quinolinyl- and Isoquinolinyl radical, more
preferably be selected from the group consisting of hydroxy, F, Cl, Br, methoxy,
ethoxy, methyl, CF3 and an unsubstituted phenyl radical. If any of the above
mentioned substttutents itself is at least mono-substituted, said substituents may
preferably be selected from the group consisting of F, Cl, methyl and methoxy.
If R13 and R14 form a heterocyclic ring, which contains one or more further
heteroatoms as ring members, unless defined otherwise, each of these heteroatoms
may preferably be selected from the group consisting of N, O and S, more preferably
from the group consisting of N and O.
If one or more of the residues R1-R15 and W represents or comprises a cycloaliphatic
radical, which contains one or more heteroatoms as ring members, unless defined
otherwise, each of these heteroatoms may preferably be selected from the group
consisting of N, 0, S and P, more preferably from the group consisting of N, O and S.
If one or more of the residues R1-R4, R10-R15 and W represents or comprises an
heteroaryl radical, which contains one or more heteroatoms as ring members, unless
defined otherwise, each of these heteroatoms may preferably be selected from the
group consisting of N, 0, S and P, more preferably from the group consisting of N, 0
and S.
If W represents or comprises a cycloaliphatic radical, a heteroaryl radical, an aryl
"radical and/or a mono- or polycycllc ring system, which is substituted by one or more
substituents, unless defined otherwise, each of these substituents may preferably be
selected from the group consisting of hydroxy, nitro, carboxy, cyano, keto, halogen,
C1-20-aikyl, partially fluorinated C1-4 alkyl, partially chlorinated CM alkyl, partially
brominatedC1-4alkyl, C1-4-alkoxy, partially fluorinated CM alkoxy, partially
chlorinated CM alkoxy, partially brominated CM alkoxy, C1-4-alkenyl, SO2-C1-4-alkyl, -
(C=0)-d^alkyl, -(C=O)-O-C1-4-alkyl, -(C=O)-Clr -S-CM-alkyl-, -(C=O)-H, -NH-
(C=O>NH-Ci-5-alkyl, -(C=0)-C1-4-perfluoroalkyl. -NRARB, wherein RA and RB are
independently selected from the group consisting of H, C1-4-alky! and phenyl, NH-
(C=O)-C1-4-alkyl, -C1-4-alkylen-tCOJ-C1-4-alkyl, (1,3-Dihydro-1 -oxo-2H-isoindol-2-yl),
N-Phthalimidinyl-, (1,3-Dioxo-2-azaspiro[4,4]-non-2-yl, substituted or unsubstituted
phenyl, -SO2-phenyi, phenoxy, pyridinyl, pyridinyloxy, pyrazolyl, pyrimidinyl,
pyrrolidinyl-, -SOz-pyrrolidinyl, morphollnyl, SO2-morpholinyl-, thiadiazolyl,
oxadiazolyl, oxazolyl, thiazolyl, isoxazolyl, O-CHa-thfazolyl,-, NH-phenyl, and -CMAlkylen-
NH-(C=O)-phenyl, more preferably from the group consisting of hydroxy,
nitro, carboxy, cyano, keto, F, Cl, Br, I, Ci-i2-alkyl, CH2F, CHF2, CF3, CH2CI, CH2CI2,
CCI3, CH2Br, CHBr2, CBr3, OCF3, OCHF2l OCH2F, O-CH2-CF3, vinyl, SOrCHs, -
(CO)-CH3, -(C=Q)-C2H5l -(C=0)-0-CH3, -(C=O)-O-C2CH5, -(C=O)-CI, -S-CH3-( -
(C=O)-H, -NH-(C=0)-NH-CH3 -(Cy-CFdlmethylamlno, dlethylamlno, di-npropylamino,
di-lso-propylamino, di-n-butylamino, di-tert-butyamino, NH-(C=O)-CH3, -
CHHC=O)-CH3, -CHHC^J-CjiHs, (1,3-Dihydro-1-oxo-2H-isoindol-2-yl), NPhthalimidinyl-,
(I.S-Dioxo-Z-azaspiro-non-yl, substituted or unsubstituted
phenyl, -S02-phenyl, phenoxy, pyridinyl, pyridinyloxy, pyrazolyl, pyrimidinyl,
pyrrolidinyl-, -SO2-pyrrolidinyl, morpholinyl, SOa-morpholinyl-, thiadiazolyl,
oxadiazolyl, oxazolyl, thiazolyl, isoxazolyl, O-CHz-thiazoly!,-, NH-phenyl, and CH2-
NH-(C=O)-phenyl.
If any of the afore mentioned substituents itself is substituted by one or more
substituents, said substituents may preferably be selected from the group consisting
of halogen, nitro, cyano, hydroxy, -(P=O)-CM-alkyl, C1-4-alkyi. at least partially
fluorinated C1-4-aikyl, at least partially chlorinated C1-4-alkyd at least partially
brominated C1-4-alkyi, -S-C1-4-alkyl, -C(=O)~0-Ci-6-alkyi, -(C=O)-CH2-F, -(C=O)-CH2-
Cl, -(C=O)-CH2-Br, preferably from the group consisting of F, Cl, Br, CH2F, CHF2|
CF3, CH2CI, CHCI2, CCI3, CH2Br, CHBr2, CBr3, nitro, cyano, hydroxy, -(C=O)-CH3,
CH3| CaHs, -S-CH3, -C^OJ-O-CHa, -C(=O)-O-C2H5, -(C=0)-CH2-F, -(C=O)-CH2-Cl
and -(C=O)-CH2-Br.
Preferred compounds of general formula (I) are those, wherein R1, R2, R3, R4 are
each independently selected from the group consisting of H, F, CI, Br, an unbranched
or branched, saturated or unsaturated, optionally at least mono-substituted C1-6-
aliphatic radical, a saturated or unsaturated, optionally at least mono-substituted,
optionally at least one heteroatom as ring member containing C1-4-cycloaliphatic
radical, which may be bonded via an optionally at least mono-substituted C1-6-
alkylene group and/or may be condensed with an optionally at least mono-substituted
mono- or polycyclic ring-system, an optionally at least mono-substituted, 5- or 6-
membered aryl- or heteroaryl radical, which may be bonded via an optionally at least
mono-substituted C1-6-alkylene group and/or may be condensed with an optionally at
least mono-substituted mono- or polycyclic ringsystem, a nitro group, a cyano group,
-OR10, -OC(=O)R11, -SR12, -SOR12, -S02R12, -NH-SO2R12, -SO2NH2 and a
-NR13R14 moiety,
preferably selected from the group consisting of H, F, Ci, Br, a saturated, branched or
unbranched, optionally at least mono-substituted C1-3-aliphatic radical, a saturated,
optionally at least mono-substituted, optionally at least one heteroatom as ring
member containing Cg- or C6- cycloaliphatlc radical, which may be bonded via an
optionally at least mono-substituted Cr or C2-alkylene group, a nitro group, a cyano
group, -OR10, -OC(=O)R11, -SR12 and -NR13R14 moiety,
more preferably selected from the group consisting of H, F, CI, -CHs, -CH2CH3>
-CF2CF3, cyclopentyl, cyclohexyl, a nitro group, a cyano group and -OR10,
and R5-R18 and W have the meaning as defined above, optionally in form of one of
their stereoisomers, preferably enantiomers or diastereomers, their racemates or in
form of a mixture of at least two of its stereoisomers, preferably enantiomers or
diastereomers, in any mixing ratio, or corresponding salts thereof, or corresponding
solvates.
Also preferred are compounds of generals formula (I), wherein R5 represents
hydrogen, an unbranched or branched, saturated or unsaturated, optionally at least
mono-substituted d-e-aliphatic radical or a saturated or unsaturated, optionally at
least mono-substituted, optionally at least one heteroatom as ring member containing
C1-4-cycloaliphatic radical,
preferably represents H or a branched or unbranched Ci-3-alkyl radical,
more preferably H, CHa or
and R1-R4, R6-R1fl and W have the meaning given above, optionally in form of one of
their stereoisomers, preferably enantiomers or diastereomers, their racemates or in
form of a mixture of at least two of its stereoisomers, preferably enantiomers or
diastereomers, in any mixing ratio, or corresponding salts thereof, or corresponding
solvates.
Preferred compounds of general formula (I) are also those, wherein R6, R7, R8, R9
are each independently selected from the group consisting of hydrogen, an
unbranched or branched, saturated or unsaturated, optionally at least monosubstituted
C1-6-aliphatic radical, a saturated or unsaturated, optionally at least monosubstituted,
optionally at least one heteroatom as ring member containing
cycloaliphatic radical, a cyano group and a -COOR16 moiety,
preferably selected from the group consisting of H, a branched or unbranched
alkyl radical, a cyano group and a -COOR16 group,
more preferably from the group consisting of H, -CHa, -ChfeCHa and a cyano moiety,
and R1-R5, R10-R1B and W have the meaning given above, optionally in form of one of
their stereoisomers, preferably enantiomers or diastereomers, their racemates or in
form of a mixture of at least two of its stereoisomers, preferably enantiomers or
diastereomers, in any mixing ratio, or corresponding salts thereof, or corresponding
solvates.
Also preferred are compounds of general formula (I), wherein W represents an
unbranched or branched, optionally at least mono-substituted C11-20-alkyl radical, a
napthyf group, which is at least mono substituted, a quinolinyl group, which is at least
mono-substituted, a pyrrolyl group, which is at least mono-substituted by a
substituent other than C1-5--alkyl, an optionally at least mono-substituted thiazolylbenzo[
b]-thiophenyK benzo{b]-furanyK isoquinolinyJ-, tetrahydrolsoquinolinyl-,
pyrazolyK isoazolyl-, chromanyK benzothiadiazolyl-, imidazolyl-, benzofurazany)-
dibenzojb.dj-furanyl-, benzoxadiazolyl-, lmidazo[2,1-b]-thiazolyK anthracenyK
coumarinyK 2,3-Dlhydro-1,4-benzodioxlnyl-, 2,3-Dihydrobenzo[bJfuranyl-, 3,4-
Dihydro-2H-1,4-Benzoxazinyl-, 3,4-Dihydro-2H-1,5-Benzodioxepinyl-, Benzothlazolyl-
lmidazo[1,2-aI-pyridinyl-, a chromonyl- group, an isatinyl group, a
pentamethyldihydrobenzofuranyl group, an optionally at least mono-substituted
cyclopropyl- or cyclopentyl-group, a 2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl-)-ethyI, a
thienyl group, which Is at least mono-substituted by one or more substituents
independently selected from the group consisting of F, Cl, Br, C1-5-alkoxy-, CFs,
-SOa-C1-5-alkyl and optionally at least mono substituted benzoylaminomethy!-,
phenylsulfonyl-, isoxazolyl-, benzamldomethyl-, pyrimldyl-, thlazolyf-, pyrazolyl-,
phenyl-, 1,2,4-thiadiazolyl-, 1,3-oxazolyl- or 1,2,4-oxddlazoJyl-, afuryl group, which is
at least mono-substituted by one or more subsltutents independently selected from
the group consisting of a C-i-s-alkyl radical, which may be at least partially fluorinated
or chlorinated, an optionally at least mono-substituted phenyl and a -(C=O)-O-C1.5-
alkyl group,
a NR16R17-moieiy,
a COR18-moiety,
or a phenyl radical, which is at least mono-substituted with one of the substituents
selected from the group consisting of:
2,2,2,-Trifluoroethoxy-, C2-6-Alkenyl-, 1,3-Dihydro-1-oxo-2H-lsoindol-2-yh NPhthalimidinyl-,
[(2-chIoro-1,3-thiazolyl-5-yl)-methoxy, Ethyl-5-yl-2-methyl-3-furoate,
C11-20-alkyl-, 1,3-Dioxo-2-azaspiro[4,43non-2-yl-, pyrazolyl-, (I.S-oxazol-S-yl)-, (5-
Methyl-1,3,4-oxadiazol-2-yl)-, difluoromethoxy, dichloramethoxy, 1-
pyrrolidinylsulfonyl, morpholinosulfonyl, 2-methyI~4-pyrimidinyl-, a phenoxy group,
which is at least mono-substituted with d-s-alkoxy, a phenyl group, which is at least
mono-substituted with one of the substrtuents selected from the group consisting of
nitro, Ci-5-akoxy, F, Cl, Br, at least partially fluorinated C^-alky!, at least partially
chlorinated Ci-s-alkyI, [(2-Chloro-1,3-thiazol-5-yl)-methoxy]-, -{C=O)-H and -{C=O)-Ci,
s-alkyi, a pyridinyl group, which is at least mono-substituted with C-alkoxy, a
pyridinyloxy group, which is at least mono-substituted with Ci.5-alkoxy, a phenoxy
group, which is at least di-substituted and a pyridinyloxy group, which is at least disubsituted,
more preferably W represents a moiety selected from the group consisting of 5-
Dimethylamino-napth-1 -yl, 2-Acetamido-4-methyl-5-thlazolyl-, Trifluoromethyl-,
Trichloromethyl-, Isopropyi-, Methyl-, 2,2,2-Trrfluoroethyh Ethyl-, Hexadecyl-, 2-
Chloroethyl-, n-Propyi-, 3-Chloro-propyl-, n-Butyl-, Dichloromethyl-, Chloromethyl-,
Dodecyl-, 1-Octyl-, 6-(phtoluidino)-naphth-2-yl-, 4,5-Dibromo-thiophene-2-yl-1
Benzoylchloride-2-yl-, 1-Octadecyl-, 4-Bromo-2,5-dichloro-thiophene-3-yl-, 2,5-
Dichloro-thiophene-3-yl-, 5-Chioro-thiophene-2-yl-, 1-Decyl-, 3,5-Dichloro-4-(2-chloro-
4-nitrophenoxy)-phenyl-1 2,3-Dichlorothiophene-5-yl->3-Bromo-2-chloro-thiophene-5-
yl, 3-Bromo-5-chloro-thiophene-2-yl-, 2-(BenzoyIamlnomethyl)-thlophene-5-yl-> 4-
(Phenyl-sulphonyl)-thlophene-2-yl-, 2-Phenyl-sulphonyl-thlophene-5-yi-, 2-[1 -Methyl-
S^trifluoromethyOpyrazol-S-yQ-thiophene-S-yl-, 5-Chloro-1,3-dimethyJpyrazole-4-yl-,
3,5-Dlmethylisoxazole-4-yl-, 2-(2,4-Dichlorophenoxy)-phenyl, 4-(2-ChlorO"6-nltrophenoxy)-
phenyl-t 4-(3-chloro-2-cyanophenoxy)-phenyl, 2,4-Dimethyl-1,3-th!azole-5-
yl-, Methyl-methane-sulfonyl-, 215-Bis-(2,2,2-Trifluoroethoxy)-phenyl-, 5-(Di-npropylamino)-
naphth-1 -yl-, 2t2,5,7,8-Pentamethyl-chrornan-8-yl-, 5-Chloro-4-nitrothiophene-
2-yl-, 2,1,3-Benzothiadiazole-4-yl-, 1 -Methyl-imidazole-4-yl-,
Benzofurazan-4-yl-, 5-(lsoxazol-3-yl)-thiophene-2-yl-, Vinyl-phenyi-4-yl-, 5-Dichloromethyl-
furan-2-yl-, 5-Bromo-thiophene-2-yl-, 5-(4-Chlo robenzamidomethyl)-
thiophene-2-yl-, Dibenzo[b ,d]-furan-2-yi-, 5-Chloro-3-methylbenzo[b]-thiophene-2-yl-,
3-Methoxy-4-(methoxycarbonyl)-thiophene-2-yl-, 5-[2-(Methylthio)-pyrimidin-4-yl-
thiophene-2-yl-, 4-Chloro-2,1,3-Benzoxadiazole-7-yl-, 5-Chloro-2,1,3-
Benzoxadiazole-4-yl-, 6-Chloro-!mldazo(2,1 -B)-thiazo!e-5-yl-, 3-Methyl-benzo[b]-
thiophene-Z-yl-^-p-Chioro-S-fTriffuoromethylJ^-pyridyfJoxy-phenyl-, 5-Chloronaphth-
1-yl-, 5-Chloro-naphth-2-yl-, 9,10-Dibromoanthracene-2-yl-, lsoquinoline-5-yi-,
17
4-Methoxy-2,3,6-trimethylbenzoyl-, 4'-Nitro-biphenyl-4-yl-. (1,3-Dihydro-1-oxo-2Hisoindo[-
2-yl-H-pheny[-, 5-(2-Methyl-1,3-thia2ole-4-yl)-thiophene-2-yl-l 5-(1-Methyl-3-
(trtfluoromethy()pyra2ol-5-yl-]-thiophene-2-yl-,5-[5-TrifluoromethyI)-isoxazo[-3-yrithiophene-
2-yl-, p-Dodgcyl-phenyl-^-KS-Cyano-^methoxy^-pyridinylJoxyJ-phenyl-,
4-(N-phtha]imidinyl)-phenyl-, 1,2,3,4-Tetrahydro-2-(trifIuoroacety])-isoquJnollne-7-yl-,
1 -Dimethylimidazole-^yK 2l2f4r6l7-Pentamethyldihydnobenzofuran-5-y]-14-Chloronaphth-
1-y!-, 2,5-Dichloro-4-nitro-thiophene-3-yl-, 4-(4-Methoxy-phenoxy)-phenyl-, [4-
{3,5-Dichlorophenoxy)phenylK [4-{3,4-DichIorophenoxy)phenyl]-, [4-(3,5)-
Bis(trifluoromethylphenoxy)phenyl]-, 3-(2-Methoxy-phenoxy)-phenyi, 3-(4-Methoxyphenylj-
phenyl-, 3-(4-Chloro-phenyl)-phenyl-l S^S.S-Dlchloro-phenylJ-phenyl-, 3-{3,4-
Dichloro-phenylJ-phenyl-, 3-(4-Fluorophenyl)-phenyl-, 3-[4-(Trifluoromethyl)-phenyl]-
phenyl-, 3-[3,5-Bis-(Trifluoramethyl)-phenyl]-phenyl-, 4-{2-Methoxy-phenoxy)-phenyl-,
4-(2-Methyl-phenoxy)-phenyl-,4-(4-Methoxy-phenoxy-phenyl-14-(4-Chlorophenyl)-
phenyl-, 4-(3,5-Dichlorophenyl)-phenyl-, 4-(3,4-Dichlorophenyl)-phenyf-, 4-(4-
Fluorophenyl)-phenyl-, 4-[4-(Trifluormethy!)-phenyl]-phenyl-, 4-[3,5-B is-
(Trlfluoromethyl)-phenyl]-phenyl-, Cyclopropyl-, 2-(2-Chlorophenyl)-2-Phenylethyl-, 2-
(2-Trifluoromethylphenyl)-2-phenylethyK 5-[4-Cyano-1 -methyl-5-(methylthio)-1 Hpyrazol-
3-yl-thiophene-2-yl-, 3-Cyano-2,4-bls-(2,2,2-Trlfluonothoxy)-phenyl-l4-[(2-
Chloro-1,-Thlazol-5-yl)-methoxy]-pheny]-, 2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-
ethyl-, 5-lodo-naphth-1 -yl-, Ethyl-2,5-dimethyH-phenylpyiTOle-4-carboxylate-3-yl-,
Ethyl-2-methyl-1,5-dlphenyl-1 H-pyrrole-3-carboxylate-4-yl-, Ethyl-5-(4-chlorophenyJ-
2"methyl-3-furoate-4-yl, Ethyl-5-(4-chlorophenyl)-2-methyH-phenyl-3-carboxylate-4-
yl-, Ethyl.S-dimetiiyl-S-furoate-yl-, 3-Chloro-4-(1 .S-dloxo-AzaspiroJnon-yl)-
phenyl-, Coumarin-6-yl, 3-(4-Methoxy-phenoxy)-phenyl-, [3-(3,5-Dichlorophenoxy)]-
phenyl-, [3-(3,4 Dichlorophenoxy)]-phenyl-, 3,5-Bls(Trifluoromethyl)phenoxyphenyl-,
2,2-Diphenylethyl-, 4-Phenyl-5-{trifluoromethyl)-thlophene-3-yl-, Methyl-4-Phenyl-5-
(Trifluoromethyl)-thiophene-2-carboxylate-3-yl-, Methyl-1,2,5-trimethylpyrrole-3-
Carboxylate-4-yl-, 4~Fluoro-naphth-1 -yl-, 5-Fluoro-3-methylbenzo[b]-thiophene-2-yl-,
Methyl-2,5-dlmethyl-3-furoate-4-yl-, Methyl-2-furoate-5-yl-, Methyl-2-methyl-3-furoate-
5-yl-, Methyl-1-methyl-1H-pyrrole-2-Carboxylate-5-yl-, 2-(5-Chloro-1 AThiadiazol-Syl)-
thlophene-5-y]-t 1 .S.S-Trimethyl-IH-pyrazole-yl-,
Pentafluoroethoxytetrafluoroethyl-, 5-(5-Isoxazyl)-thiophene-2-yI-, 5-(5-lsoxazol-yl)-2-
furyl-, 5-Methyl-2,1,3-benzothiadiazole-4-yl-, 2>3-Dihydro-1,4-benzodioxine-6-yl-f 4-
Methyl-Naphth-1 -yl-, 5-Methyl-2-(Trffluormethyl)-3-Furyl-r 2,3-Dlhydrabenzo[b]furan-
5-yh 1-Benzothiophene-3-yl-, 4-Methyl-3,4-dihydro-2H-1,4-Benzoxazine-7-yl-, 5-
MethyM-phenyI-1 H-pyrazoIe-4-yl-, 6-Morpholino-3-Pyridinyl-, 4-(1 H-Pyrazol-1-yl)-
phenyl-, 6-Phenoxy-3-PyridyJ-, 3,4-Dihydro-2H-1,5-benzodioxepine-7-yK 5-(1,3-
Oxazof-5-yl)-2-thienyl-, 4-(1,3-Oxazol-5-yl)-phenyl-, 5-Methyl-4-isoxazolyl, 2,1,3-
Benzothiadiazole-5-yl-, 5-Acetamido-naphth-1-yl-, 3-Methyl-8-Quinollnyl-, 1,3-
Benzothiazole-6-yl-, 2-Morphollno-3-Pyridyl-, 2,5-Dimethyl-3-thienyl-, 5-[5-
(ChloromethylH ,2,4-oxadiazol-3-y|]-2-thienyK Ethyl-3-[5-yl-2-thienyl-]1,2,4-
oxadiazole-5-carboxylate-, 3-(5-Methyl-1I3,4-oxadlazol-2-yi)-phenyI-l 4-
(Difluoromethoxy)-phenyf-, 3-(Difluonomethoxy)-phenyl-, 2,2-Dimethyl-6-Chromany-
Ethyl-3,5-dimethyl-1 H-pyrrole-2-carboxylate-4-yl-, lmidazo[1,2-A]pyridine-3-yK 3-
(1,3-Oxazol-5-yl)-phenyl-, Ethyl-5-[4-yl)-phenyl]-2-methyl-3-furoate> 1-
Pyrrolidlnylphenylsulfonyl-, Methyl-5-yl-4-methyl-2-thiophene-carboxylate, Methyl-3-
yl-isopropylsulfonyO^-thiophene, 7-Chlorochromone-3-yl-, 4'-Bromoblphenyl-4-yl-
4'-Acetyl-b(phenyJ-4-yl-f 4'-Bromo-2'-fluoro-biphenyl-4-yl-, 1-Methyl-5-isatinyl-, 2-
ChIoro-3-thiophenecarboxyllc-acld-5-yl-, 2-Methoxy-5-(N-phthalimldlnyf)-phenyl-, 1-
Benzothiophene-2-yh Morphollnophenylsulfonyl- and 3-(2-Methyf-4-pyrimidinyl)-
phenyl- and R1-R18 have the meaning given above, optionally in form of one of their
stereoisomers, preferably enantlomers or dfastereomers, their racemates or in form
of a mixture of at least two of Its stereoisomers, preferably enantiomers or
diastereomers, in any mixing ratio, or corresponding salts thereof, or corresponding
solvates.
Furthermore, compounds of general formula (I) are preferred, wherein R10 represents
hydrogen, an unbranched or branched, saturated or unsaturated, optionally at least
mono-substituted C1-6-aliphatic radical, a saturated or unsaturated, optionally at least
mono-substituted, optionally at least one heteroatom as ring member containing C1-6-
cycloallphatic radical, which may be bonded via an optionally at least monosubstituted
C1-6-alkylene group and/or may be condensed with an optionally at least
mono-substituted mono- or polycyclic ring-system, or an optionally at least monosubstituted,
5- or 6-membered aryl- or heteroaryl radical, which may be bonded via
an optionally at least mono-substituted C1-6-alkylene group and/or may be condensed
with an optionally at least mono-substituted mono- or polycyclic ring-system,
preferably H, a linear or branched C1-4-alkyl radical, a cyclohexyl radical or a phenyl
radical,
more preferably H, -CH3l -CzHg or phenyl,
and R1-R9, R12-R18 and W have the meaning given above, optionally in form of one of
their stereoisomers, preferably enantiomers or diastereomers, their racemates or In
form of a mixture of at least two of Its stereoisomers, preferably enantiomers or
diastereomers, in any mixing ratio, or corresponding salts thereof, or corresponding
solvates.
Moreover, compounds of general formula (I) are preferred, wherein R11 represents
hydrogen, an unbranched or branched, saturated or unsaturated, optionaliy at least
mono-substituted C1-6-aliphatic radical, a saturated or unsaturated, optionaliy at least
mono-substftuted, optionally at least one heteroatom as ring member containing C1-6-
cycloaliphatic radical, which may be bonded via an optionally at least monosubstituted
C1-6-alkyiene group and/or may be condensed with an optionally at least
mono-substituted mono- or polycyclic ring-system, or an optionally at least monosubstituted,
5- or 6-membered aryl- or heteroaryl radical, which may be bonded via
an optionally at least mono-substituted C1-6-alkylene group and/or may be condensed
with an optionally at least mono-substituted mono- or polycyclic ring-system,
preferably H, a linear or branched C1-4-alkyl radical, a cyclohexyl radical or a phenyl
radical, more preferably H, -CHa, -CaHs or phenyl,
and R1-R10, R12-R18 and W have the meaning given above, optionally in form of one
of their stereoisomers, preferably enantiomers or diastereomers, their racemates or
in form of a mixture of at least two of Its stereoisomers, preferably enantiomers or
diastereomers, in any mixing ratio, or corresponding salts thereof, or corresponding
solvates.
Preference is also given to compounds of general formula (I), wherein R1Z represents
an unbranched or branched, saturated or unsaturated, optionally at least monosubstituted
C1-6-aliphatic radical, a saturated or unsaturated, optionally at least monosubstituted,
optionally at least one heteroatom as ring member containing C1-6
cycloaliphatic radical, which may be bonded via an optionally at least monosubstituted
Ci-e-alkylene group and/or may be condensed with an optionally at least
mono-substituted mono- or polycyclic ring-system, or an optionally at least monosubstituted,
5- or 6- membered aryl- or heteroaryl radical, which may be bonded via
an optionally at least mono-substituted C1-6--alkylene group and/or may be condensed
with an optionally at least mono-substituted mono- or polycyclic ring-system,
preferably represents H, a linear or branched C1-4-alkyl radical, a cyclohexyl radical
or a phenyl radical,
more preferably H, -Chfe, -CaHg or phenyl,
and R1-R11, R13-R18 and W have the meaning given above, optionally in form of one
of their stereoisomers, preferably enantiomers or diastereomers, their racemates or
in form of a mixture of at least two of its stereoisomers, preferably enantiomers or
diastereomers, in any mixing ratio, or corresponding salts thereof, or corresponding
solvates.
Also preferred are compounds of general formula (I), wherein R13 and R14 are each
independently selected from the group consisting of hydrogen, an unbranched or
branched, saturated or unsaturated, optionally at least mono-substituted
aliphatic radical, a saturated or unsaturated, optionally at least mono-substituted,
optionally at least one heteroatom as ring member containing C1-6-cycloaliphatic
radical, which may be bonded via an optionally at least mono-substituted
alkylene group and/or may be condensed with an optionally at least mono-substituted
mono- or polycyclic ring-system, or an optionally at least mono-substituted, 5- or 6-
membered aryl- or heteroaryl radical, which may be bonded via an optionally at least
mono-substituted C1-6-alkylene group and/or may be condensed with an optionally at
least mono-substituted mono- or polycyclic ring-system,
preferably are each independently selected from the group consisting of H, a linear or
branched C1-4-alkyl radical, a cyclonexyl radical and a phenyl radical,
more preferably are each independently selected from the group consisting of H,
CH3f C2H5 and phenyl,
and R1-R12, R1S-R18 and W have the meaning given above, optionally In form of one
of their stereoisomers, preferably enantiomers or diastereomers, their racemates or
in form of a mixture of at least two of its stereoisomers, preferably enantiomers or
diastereomers, in any mixing ratio, or corresponding salts thereof, or corresponding
solvates.
Furthermore, compounds of general formula I are preferred, wherein R13 and R14
together with the bridging nitrogen atom form a saturated, unsaturated or aromatic, 5-
or 6-membered heterocyclic ring, which may be at least mono-substituted and/or
contain at least one further heteroatom as a ring member,
preferably form an unsubstituted piperidin or morpholine group,
and R1-R12, R15-R18 and W have the meaning given above, optionally In form of one
of their stereoisomers, preferably enantiomers or diastereomers, their racemates or
In form of a mixture of at least two of its stereoisomers, preferably enantiomers or
diastereomers, in any mixing ratio, or corresponding salts thereof, or corresponding
solvates.
Also preferred are compounds of general formula (I), wherein R15 represents
hydrogen, an unbranched or branched, saturated or unsaturated, optionally at least
mono-substituted C1-6-aliphatic radical, a saturated or unsaturated, optionally at least
mono-substituted, optionally at least one heteroatom as ring member containing C1-6-
cycioaliphatic radical or an optionally at least mono-substituted, 5- or 6- membered
aryl- or heteroaryl radical, which may be bonded via an optionally at least monosubstituted
C1-6-alkylene group and/or may be condensed with an optionally at least
mono-substituted mono- or polycyclic ring-system,
preferably represents H, a linear or branched C1-4-alkyl radical, a cyclohexyl radical
or a phenyl radical,
more preferably represents H, -CH3, -C2Hs or phenyl,
and R1-R14, R16, R17, R18 and W have the meaning given above, optionally in form of
one of their stereoisomers, preferably enantlomers or diastereomers, their racemates
or in form of a mixture of at least two of its stereoisomers, preferably enantiomers or
diastereomers, in any mixing ratio, or corresponding salts thereof, or corresponding
solvates.
Also preferred are compounds of general formula (I), wherein R16 represents an
unbranched or branched, saturated or unsaturated, optionally at least monosubstituted
C-ue aliphatic radical,
preferably an unbranched or branched, saturated, unsubstituted Ci-3 alkyl radical,
more preferably a methyl radical,
and R1-R16, R17, R18 and W have the meaning given above, optionally In form of one
of their stereoisomers, preferably enantiomers or diastereomers, their racemates or
in form of a mixture of at least two of Its stereoisomers, preferably enantiomers or
diastereomers, In any mixing ratio, or corresponding salts thereof, or corresponding
solvates.
Also preferred are compounds of general formula (I), wherein R17 represents an
unbranched or branched, saturated or unsaturated, Optionally at least monosubstituted
C1-6 aliphatic radical,
preferably an unbranched or branched, saturated, unsubstituted C1-3 alkyl radical,
more preferably a methyl radical,
and R1-R1e, R18 and W have the meaning given above, optionally in form of one of
Iheir stereoisomers, preferably enantiomers or diastereomers, their racemates or in
form of a mixture of at least two of its stereoisomers, preferably enantiomers or
diastereomers, in any mixing ratio, or corresponding salts thereof, or corresponding
solvates.
Also preferred are compounds of general formula (I), wherein R18 represents a
phenyl radical, which is optionally at least mono-substituted by a C1-6 aliphatic
radical, more preferably a phenyl radical, which Is optionally at least monosubstituted
by a methyl group,
and R1-R17 and W have the meaning given above, optionally in form of one of their
stereoisomers, preferably enantiomers or diastereomers, their racemates or In form
of a mixture of at least two of its stereoisomers, preferably enantiomers or
diastereomers, in any mixing ratio, or corresponding salts thereof, or corresponding
solvates.
Particularly preferred are compounds of general formula (I) selected from the
following list A:
List A:
(Table Removed)
More particularly preferred are compounds of general formula (1) selected from the
consisting of
1 -[1 -(5-Chloro-3-methyl-benzo[b]thiophenyl-2-sulfonyl)-piperidine-4-yQ-1 ,4-dihydrobenzo[
d][1 ,3]oxazin-2-one,
1 -{1 -(5-Dimethylami no-naphthyl-1 -sulfonyl)-piperidine-4-yl]-8-methyl-1 ,4-dihydrobenzo[
d][1 ,3]oxazin-2-one,
1 -[1 -(5-Dimethylamino-naphttiyl-1-sulfonyl)-piperldine-4-yI)-1 ,4-dihydrobenzo[
d][1 ,3]oxazin-2-one,
and corresponding salts thereof, and corresponding solvates.
In a further aspect the present invention also provides a process for the preparation
of benzoxazinone-derived sulphonamide compounds of general formula (I), wherein
R1-R9 and W have the meaning given above, comprising reacting at least one
piperidine compound of general formula (II) and/or a corresponding salt thereof,
preferably a hydrochloride salt,
(Figure Removed)
wherein R1 to R9 have the meaning given above, with at least one compound of
general formula (III),
(Figure Removed)
wherein W has the meaning given above, In a suitable reaction medium, optionally in
the presence of at least one base and/or at least one auxiliary agent, to yield a
compound of general formula (I).
Suitable reaction media include e.g. organic solvents, such as ethers, preferably
diethyl ether, dioxane, tetrahydrofurane, dimethyl glycol ether, or alcohols, e.g.
methanol, ethanol, propanol, isopropanol, butanol, isobutanol, tert-butanol, or
hydrocarbons, preferably benzene, toluene, xylene, hexane, cyclohexane, petroleum
ether, or halogenated hydrocarbons, e.g. dichloromethane, trichioromethane,
tetrachloromethane, dichloroethylene, trichloroethylene, chlorobenzene or/and other
solvents, preferably ethyl acetate, triethylamine, pyridine, dimethylsulfoxide,
diemthylformamlde, hexamethylphosphoramide, acetonitril, acetone or nftromethane,
are included. Mixtures based one or more of the afore mentioned solvents may also
be used.
Bases that may be used in the processes according to the present invention are
generally organic or inorganic basesxpreferably alkali metal hydroxides, e.g. sodium
hydroxyde or potassium hydroxyde, or obtained from other metals such as barium
hydroxyde or different carbonates, preferably potassium carbonate, sodium
carbonate, calcium carbonate, or alkoxides, e.g. sodium methoxlde, potassium
methoxide, sodium ethoxide, potassium methoxide, potassium ethoxlde or potassium
tert-butoxide, or organic amines, preferably triethylamine, djisopropyethylamine or
heterocycles, e.g. 1,4-diazabicyclo[2.2.2] octane, 1,8-diazabicyclo[5AO]urKlec-7-ene
pyridine, diamino pyridine, dimethylarninopyridine, methylpiperidine or morpholine.
Alkali metals such as sodium or ist hydrides, e.g. sodium hydride, may also be used,
fixtures based one or more of the afore mentioned bases may also be used.
During the synthetic reactions described above or while preparing the compounds of
general formulas (II) or (III) the protection of sensitive groups or of reagents may be
necessary and/or desirable. This can be performed by using conventional protective
groups like those described in the literature [Protective groups in Organic Chemistry,
ed. J. F.W. McOmie, Plenum Press, 1973; T.W. Greene & P.G.M.Wuts, Protective
Groups in Organic Chemistry, John Wiley & sons, 1991. Said literature description is
hereby Incorporated by reference as part of the disclosure. The protective groups
may also be eliminated as convenient by means well-known to those skilled in the
art.
The compounds of genera! formulas (II) and (HI) are either commercially available or
can be produced according to methods known to those skilled in the art. The reaction
of compounds of general formulas (II) and (III) to yield benzoxazinone-derived
sulphonamide compounds of general formula (I) may also be facilitated by
conventional methods known to those skilled in the art.
The substituted benzoxazinone compounds of general formula (II), wherein R5
represents H, are preferably synthesized from substituted anthranlllc acid or a
corresponding ester via the corresponding substituted benzylalcohol (see scheme 1,
method A). By reductive arnination with 1-Boc-(tert.-Butylcarbonylo)cy)-4-plperidone
the Boc-piperidin-moiety is introduced into the substituted benzylalcohol. The
benzoxazinone-ring is formed by cyclisatlon with triphosgene. The elimination of the
Boc-protecting group is carried out by treatment in acidic media according to the
method described in Williams et al., J. Med. Chem. 1995 38,4634 and later by Bell et
al., J. Med. Chem., 1998, 41,2148 which are hereby Incorporated by reference and
form part of the disclosure. By reacting such a substituted benzoxazinone compound
of general formula (II) with a substituted sulfuryl chloride of general formula (III) (Figure Removed)
compounds of general formula (I) are obtained.
By reduction of the corresponding ketones via conventional methods known to those
skilled in the art, e.g. by reduction with sodium borohydrtde (see scheme 1, method
B, R5=Z) benzoxazinone derived sulphonamide compounds of general formula (Figure Removed)
wherein R5 represents an unbranched or branched, saturated or unsaturated,
nationally at least mono-substituted aliphatic radical or a saturated or unsaturated,
optionally at least mono-substituted, optionally at least one heteroatom as ring
member containing cycloaliphatic radical (denoted by Z in method B) can be
obtained.
The respective reagents used in said process for the preparation of benzoxazinone
derived sulphonamide compounds of general formula (I) are either commercially
available or can be obtained by methods well known to those skilled in the art.
Scheme 1:
(Figure Removed)
In a further aspect the present invention also provides a process for the preparation
of salts of benzoxazinone-derived sulphonamide compounds of general formula (Figure Removed)
wherein at least one compound of general formula (I) having at least one basic group
is reacted with at least one inorganic and/or organic acid, preferably in the presence
of a suitable reaction medium. Suitable reaction media are, for example, the ones
given above. Suitable inorganic acids include hydrochloric acid, hydrobromic acid,
fljosphoric acid, sulfuric acid, nitric acid, suitable organic acids are e.g. citric acid,
maleic acid, fumaric acid, tartaric acid, or derivatives thereof, p-toluenesulfonic acid,
methanesulfonic acid or camphersulfonic acid.
in yet a further aspect the present invention also provides a process for the
preparation of salts of benzoxazinone-derived sulphonamide compounds of general
formula (I), wherein at least one compound of general formula (I) having at least one
acidic group is reacted with one or more suitable bases, preferably in the-presence of
a suitable reaction medium. Suitable bases are e.g. hydroxides, carbonates or
alkoxides, which include suitable cations, derived e.g. from alkaline metals, alkaline
earth metals or organic cations, e.g. [NHnFLnvT, wherein n is 0,1,2,3 or 4 and R
represents a branched or unbranched Ci.4-aikyl-radical. Suitable reaction media are,
for example, the ones given above.
Solvates, preferably hydrates, of the Benzoxazinone-derived sulphonamide
compounds of general formula (I) or of the salts thereof may also be obtained by
standard procedures known to those skilled in the art.
If the Benzoxazinone-derSved compounds of general formula (I) are obtained In form
of a mixture of stereoisomers, particularly enantiomers or diastereomers, said
mixtures may be separated by standard procedures known to those skilled In the art,
e.g. chromatographic methods or crystallization with chiral reagents.
The purification and isolation of the Benzoxazinone-derived sulphonamide
compounds of general formula (I) or a corresponding stereoisomer, or salt, or solvate
respectively, if required, may be carried out by conventional methods known to those
skilled in the art, e.g. chromatographic methods or recrystallization.
The Benzoxazinone-derived sulphonamide compounds of general formula (1), their
stereoisomers, the corresponding salts and the corresponding solvates are
toxicologically acceptable and are therefore suitable as pharmaceutical active
substances for the preparation of medicaments.
The present invention therefore also provides for a medicament comprising at least
The benzoxazinone-derived sulphonamide compound of general formula (1),
optionally in form of one of Its stereoisomers, preferably enantiomers or
diastereomers, its racemate or in form of a mixture of at least two of its
stereoisomers, preferably enantiomers or diastereomers, in any mixing ratio, or a
physiologically acceptable salt thereof, or a corresponding solvate, and optionally
one or more pharmaceutically acceptable adjuvants.
Furthermore, the present invention also provides for a pharmaceutical composition
comprising at least one benzoxazinone-derived sulphonamide compound of general
formula (I), optionally in form of one of Its stereoisomers, preferably enantiomers or
diastereomers, its racemate or in form of a mixture of at least two of its stereoisomers
in any mixing ratio, or a physiologically acceptable salt thereof, or a corresponding
solvate and optionally one or more pharmaceutically acceptable adjuvants, which is
not yet formulated into a medicament.
Preferably the medicament Is suitable for 5-HTrreceptor regulation, for cognitive
enhancement, for the prophylaxis and/or treatment of food Ingestion (food Intake)
disorders, particularly for the regulation of appetite, for the maintenance, increase or
reduction of body weight, for the prophylaxis and/or treatment of obesity, bulimia,
anorexia, cachexla or type II diabetes (Non-Insulin Dependent Diabetes Mellitus),
preferably type II diabetes, which Is caused by obesity, disorders of the central
nervous system, disorders of the gastrointestinal tract, such as irritable intestine
syndrom, anxiety, panic, depression, cognitive memory disorders, senile dementia
disorders, such as Morbus Alzheimer, Morbus Parkinson and Morbus Huntington,
schizophrenia, psychosis, infantile hyperkinesia, ADHC (attention deficit,
hyperactivity disorders) and other 5-HT6 mediated disorders particularly in mammals,
including humans.
A further aspect of the present invention is the use of at least one benzoxazinonederived
compound of general formula (I) for the manufacture of a medicament for 5-
HTe-receptor regulation, for cognitive enhancement, for the prophylaxis and/or
treatment of food ingestion (food intake) disorders, particularly for the regulation of
appetite, for the maintenance, increase or reduction of body weight, for the
prophylaxis and/or treatment of obesity, bulimia, anorexia, cachexia or type II
Tabetes (Non-Insulin Dependent Diabetes Mellitus), preferably type II diabetes,
which is caused by obesity, disorders of the central nervous system, disorders of the
gastrointestinal tract, such as irritable intestine syndram, anxiety, panic, depression,
cognitive memory disorders, senile dementia disorders, such as Morbus Alzheimer,
Morbus Parkinson and Morbus Huntington, schizophrenia, psychosis, infantile
hyperkinesia, ADHC (attention deficit, hyperactivity disorders) and other 5-HT6
mediated disorders particularly in mammals, including humans.
in yet a further aspect, the present invention also provides for the use of at least one
benzoxazinone-derived sulphonamide compound of general formula (la)
(Figure Removed)
wherein
R1a, R28, R3a, R48 are each independently selected from the group consisting of
hydrogen, halogen, an unbranched or branched, saturated or unsaturated, optionally
at least mono-substituted aliphatic radical, a saturated or unsaturated, optionally at
least mono-substituted, optionally at least one heteroatom as ring member containing
cycloaliphatic radical, which may be bonded via an optionally at least monosubstituted
alkylene group and/or may be condensed with an optionally at least
mono-substituted mono- or polycyclic ring-system, an optionally at least mono-
ibstituted aryl- or heteroaryl radical, which may be bonded via an optionally at least
mono-substituted alkylene group and/or may be condensed with an optionally at least
mono-substituted mono- or polycyclic ringsystem, a nitno group, a cyano group, -
OR10a, -OC(=0)R11a, -C(=0)-OR11a, -SR12a, -SOR12a, -SO2R12a, -NH-SO2R12a, -
S02NH2 and a -NR13aR14a moiety,
R53 represents hydrogen, an unbranched or branched, saturated or unsaturated,
optionally at least mono-substituted aliphatic radical or a saturated or unsaturated,
optionally at least mono-substituted, optionally at least one heteroatom as ring
member containing cycloaliphatic radical,
R6", R7a, R83, R93 are each Independently selected from the group consisting of
hydrogen, an unbranched or branched, saturated or unsaturated, optionally at least
mono-substituted aliphatic radical, a saturated or unsaturated, optionally at least
mono-substituted, optionally at least one heteroatom as ring member containing
cycloaliphatic radical, a cyano group and a -COOR15a moiety,
Wa represents an unbranched or branched, saturated or unsaturated, optionally at
least mono-substituted aliphatic radical, a saturated or unsaturated, optionally at least
mono-substituted, optionally at least one heteroatom as ring member containing
cycloaliphatic radical, which may be bonded via an optionally at least monosubstituted
alkylene group and/or may be condensed with an optionally at least
mono-substituted mono- or polycyclic ring-system, an optionally at least monosubstituted
aryl- or heteroaryl radical, which may be bonded via an optionally at least
mono-substituted alkylene group and/or may be condensed with an optionally at least
mono-substituted mono- or polycyclic ring-system, a NR16aR17a-moiety or a -COR18amoiety,
R10a represents hydrogen, an unbranched or branched, saturated or unsaturated,
optionally at least mono-substituted aliphatic radical, a saturated or unsaturated,
optionally at least mono-substituted, optionally at least one heteroatom as ring
member containing cycloaliphatic radical, which may be bonded via an optionally at
least mono-substituted alkylene group and/or may be condensed with an optionally at
least mono-substituted mono- or polycyclic ring-system, or an optionally at least
mono-substituted aryl- or heteroaryl radical, which may be bonded via an optionally
at least mono-substituted alkylene group and/or may be condensed with an optionally
at least mono-substituted mono- or polycyclic ring-system,
R11a represents hydrogen, an unbranched or branched, saturated or unsaturated,
optionally at least mono-substituted aliphatic radical, a saturated or unsaturated,
optionally at least mono-substituted, optionally at least one heteraatom as ring
member containing cycloaliphatlc radical, which may be bonded via an optionally at
least mono-substituted alkylene group and/or may be condensed with an optionally at
least mono-substituted mono- or polycyclic ring-system, or an optionally at least
mono-substituted aryl- or heteroaryl radical, which may be bonded via an optionally
at least mono-substituted alkylene group and/or may be condensed with an optionally
at least mono-substituted mono- or polycyclic ring-system,
R12a represents an unbranched or branched, saturated or unsaturated, optionally at
least mono-substituted aliphatic radical, a saturated or unsaturated, optionally at least
mono-substituted, optionally at least one heteroatom as ring member containing
cycloaliphatic radical, which may be bonded via an optionally at least monosubstituted
alkylene group and/or may be condensed with an optionally at least
mono-substituted mono- or polycyclic ring-system, or an optionally at least monosubstituted
aryl- or heteroaryl radical, which may be bonded via an optionally at least
mono-substituted alkylene group and/or may be condensed with an optionally at least
mono-substituted mono- or polycyclic ring-system,
R13a and R14a each are independently selected from the group consisting of
hydrogen, an unbranched or branched, saturated or unsaturated, optionally at least
mono-substituted aliphatic radical, a saturated or unsaturated, optionally at least
mono-substituted, optionally at least one heteroatom as ring member containing
cycloaliphatic radical, which may be bonded via an optionally at least monosubstituted
alkylene group and/or may be condensed with an optionally at least
mono-substituted mono- or polycyclic ring-system, or an optionally at least monosubstituted
aryl- or heteroaryl radical, which may be bonded via an optionally at least
mono-substituted alkylene group and/or may be condensed with an optionally at least
mono-substituted mono- or polycyclic ring-system,
or R13a and R14a together with the bridging nitrogen atom form a saturated,
unsaturated or aromatic heterocycfic ring, which may be at least mono-substituted
and/or contain at least one further heteroatom as a ring member,
R16a represents hydrogen, an unbranched or branched, saturated or unsaturated,
optionally at least mono-substituted aliphatic radical, a saturated or unsaturated,
optionally at least mono-substituted, optionally at least one heteroatom as ring
member containing cycloaliphatic radical or an optionally at least mono-substituted
aryl- or heteroaryl radical, which may be bonded via an optionally at least monosubstituted
alkylene group and/or may be condensed with an optionally at least
mono-substituted mono- or polycyclic ring-system,
R16a represents an unbranched or branched, saturated or unsaturated, optionally at
least mono-substituted aliphatic radical,
R17a represents an unbranched or branched, saturated or unsaturated, optionally at
least mono-substituted aliphatic radical,
R18a represents an optionally at least mono-substituted aryl radical,
optionally in form of one of its stereoisomers, preferably enantlomers or
diastereomers, its racemate or in form of a mixture of at least two of its
stereoisomers, preferably enantiomers or diastereomers, in any mixing ratio, or a
physiologically acceptable salt thereof, or a solvate, respectively,
for the manufacture of a medicament for 5-HT6-recepior regulation, for cognitive
enhancement, for the prophylaxis and/or treatment of food ingestion (food intake)
disorders, particularly for the regulation of appetite, for the maintenance, increase or
reduction of body weight, for the prophylaxis and/or treatment of obesity, bulimia,
anorexia, cachexia or type II diabetes (Non-Insulin Dependent Diabetes Meliitus),
preferably type II diabetes, which Is caused by obesity, disorders of the
gastrointestinal tract, such as irritable intestine syndrom, anxiety, panic, depression,
lgnitive memory disorders, senile dementia disorders, such as Morbus Alzheimer,
Morbus Parkinson and Morbus Huntington, schizophrenia, psychosis, infantile
hyperkinesia, ADHC (attention deficit, hyperactivity disorders) and other 5-HT6
mediated disorders particularly in mammals, preferably humans.
If one or more of the residues R1a-R17a and W* represents an aliphatic radical, which
is substituted by one or more substituents, unless defined otherwise, each of these
substituents may preferably be selected from the group consisting of hydroxy,
halogen, branched or unbranched C-alkoxy, branched or unbranched
Ci.4-perfluoroalkoxy, branched or unbranched Ci-4-perfluoroalkyl, amlno, carboxy,
amido, cyano, nitro, -SO2NH2) »CO-Ci^-alkyI, -SO-C^-alkyl, -SC>2-Ci-4-alkyl,
-NH-SO2-Ci-4-alkyl, wherein the C-M-alkyl may In each case be branched or
unbranched, an unsubstituted or at least mono-substituted phenyl or naphthyl radical
and an unsubstituted or at least mono-substituted furanyl-, thienyf-, pyrrolyl-,
imidazoly!-, pyrazolyl-, pyridinyl-, pyrimldlnyl-, qulnolinyl- and Isoquinolinyl radical,
more preferably be selected from the group consisting of hydroxy, F, Cl, Br, methoxy,
ethoxy, CF3 and an unsubstituted phenyl radical. If any one of the above mentioned
substftutents itself is at least mono-substituted, said substituents may preferably be
selected from the group consisting of F, Cl, methyl and methoxy.
If one or more of the residues R1a-R16a represents or comprises a cycloaliphatic
radical, which is substituted by one or more substituents, unless defined otherwise,
each of these substituents may preferably be selected from the group consisting of
hydroxy, halogen, branched or unbranched C1-4-alkyl, branched or unbranched C1-4-
alkoxy, branched or unbranched C1-4-perfluoroalkoxy, phenoxy, benzoyl, cyclohexyl,
branched or unbranched C1-4-perfluoroalkyl, -NRARB wherein RA, RB are each
Independently selected from the group consisting of H, a branched or unbranched C1-
4-alkyl-radical, -CHrCHa-OH and phenyl, carboxy, keto, amido, cyano, nitro, -
SO2NH2, -CO-C1-4-alkyl, -CO-OC1-4-alkyl, -SO-C1-4alkyl, -SO2-Ci.4-alkyl, -NH-SOrCi.
4-alkyl, whereinC1-4-alkyl may in each case be branched or unbranched,
unsubstituted or at least mono-substituted phenyl or naphthyl and unsubstituted or at
least mono-substituted furanyl-, thlenyl-, pyrrolyl-, Imldazolyl-, pyrazolyl-, pyridinyl-,
pyrimidinyl-, quinolinyl- and isoquinolinyl radical, more preferably be selected from
the group consisting of hydroxy, F, Cl, Br, methyl, ethyl, methoxy, ethoxy, keto.
benzoyl, phenoxy, cydohexyl, -CF3, -CO-CH3, -CO-OCH3, -NRARB wherein RA, RB
are each independently selected from the group consisting of H, a branched or
unbranched C1-4-alkyl-radical, -CHrCHrOH and pheny!, and an unsubstituted phenyl
radical. If any one of the above mentioned substitutents itself is at least monosubstituted,
said substituents may preferably be selected from the group consisting of
F, Cl, methyl and methoxy.
If one or more of the residues R^-R48 and R1Da-R15a and Wa comprises an alkylene
group, which is substituted by one or more substituents, unless defined otherwise,
each of these substituents may preferably be selected from the group consisting of
hydroxy, halogen, branched or unbranched C1-4-alkoxy, branched or unbranched C1-
4-alkyl, branched or unbranched C1-4-perfluoroalkoxy, branched or unbranched C1-4-
perfluoroalkyl, amino, carboxy, amido, cyano, nitro, -SCNHz, -CO-C1-4alkyi, -SO-Ci-4-alkyl, -SO2-C1-4-alkyl, -NH-SO2-C1-4-alkyl, wherein C1-4-alkyl may be branched or
unbranched, an unsubstituted or at least mono-substituted pheny] or naphthyl radical
and an unsubstituted or at least mono-substituted furanyl-, thlenyl-, pyrroly!-,
imidazolyl-, pyrazolyl-, pyridinyl-, pyrlmldinyl-, quinolinyl- and Isoqulnollnyl radical,
more preferably be selected from the group consisting of hydroxy, F, Cl, Br, methyl,
methoxy, ethoxy, CF3 and unsubstituted phenyl. If any one of the above mentioned
substitutents Itself Is at least mono-substituted, said substituents may preferably be
selected from the group consisting of F, Cl, methyl and methoxy.
If one or more of the residues R^-R43 and R10a-R15a comprises a mono- or polycyclic
ringsystem, which is substituted by one or more substituents, unless defined
otherwise, each of these substituents may preferably be selected from the group
consisting of hydroxy/halogen, branched or unbranched C1-4-alkyl, branched or
unbranched C1-4-alkoxy, branched or unbranched C1-4-perfluoroalkoxy, branched or
unbranched C1-4-perfluorocarbonyl, branched or unbranched C1-4-perfluoroalkyl,
amino, carboxy, amido, cyano, keto, nitro, -SO2NH2l -CO-C1-4-alkyl, -SO-C1-4-alkyl, -
SO2-C1-4-alkyl, -NH-SO2-C1-4ralkyl, wherein C1-4-alkyl may be branched or
unbranched, an unsubstituted or at least mono-substituted phenyl or naphthyl radical
and unsubstituted or at least mono-substituted furanyl-, thienyl-, pyrrolyl-, imidazolyl-,
pyrazolyh pyridinyl-, pyrimidinyl-, quinolinyl- and Isoquinolinyl, more preferably from
the group consisting of hydroxy, F, Cl, Br, methyl, ethyl, methoxy, ethoxy, CF3,
-(C=O)-CF3, keto, cyano and an unsubstituted phenyl radical. If any one of the above
mentioned substitutents itself is at least mono-substituted, said substituents may
preferably be selected from the group consisting of F, Ci, methyl and methoxy.
If one or more of the residues R^-R48, R10a-R15a and R18a represents or comprises an
aryl radical, which is substituted by one or more substituents, unless defined
otherwise, each of these substituents may preferably be selected from the group
consisting of hydroxy, halogen, branched or unbranched C1-4-alkoxy, branched or
unbranched C1-4-alkyl, branched or unbranched C1-4-perfluoroalkoxy, unsubstituted or
at least mono-substituted phenoxy, unsubstituted or at least mono-substituted
benzoyl, cyclohexyl, branched or unbranched C1-4-perfluoroalkyl, NR^8 wherein R
RB are each Independently selected from the group consisting of H, a branched or
unbranched C1-4-alkyl-radical, -CH2-CH2-OH and phenyl, carboxy, amldo, cyano,
-CH(OH)(phenyl), nitro, -SO2NH2, -CO-C1-4-alkyl, -CO-OC1-4-alkyl. -SO-C1-4-alkyl,
SO2-C1-4-alkyl, -NH-SO2-C1-4-alkyl, wherein C1-4-alkyl may be branched or
unbranched, an unsubstituted or at least mono-substituted phenyl or naphthyi radical
and unsubstituted or at least mono-substituted furanyl-, thienyl-, pyrrolyK imidazolyi-,
pyrazolyl-, pyridinyl-, pyrimidinyl-, quinolinyl- and isoquinolinyl radical, more
preferably be selected from the group consisting of hydroxy, F, Cl, Br, methyl, ethyl,
cyano, nitro, -CH(OH)(phenyl), methoxy, ethoxy, unsubstituted or at least monosubstituted
benzoyl, unsubstituted or at least mono-substituted phenoxy, cyclohexyl,
CF3, OCF3l-CO-CH3, -CO-OCH3, SO2-CH3, -NR^8 wherein RA, RB are each
independently selected from the group consisting of H, a branched or unbranched C1-
4-alkyl-radical, -CH2-CH2-OH and phenyl, and an unsubstituted phenyl radical, if any
of the above mentioned substitutents itself Is at least mono-substituted, said
substituents may preferably be selected from the group consisting of F, Cl, Br, CF3,
OCF3, methyl and methoxy.
If one or more of the residues R^-R48 and R10a-R15a represents or comprises a
heteroaryl radical, which is substituted by one or more substituents, unless defined
otherwise, each of these substituents may preferably be selected from the group
consisting of hydroxy, halogen, branched or unbranched C1-4-alkoxy, branched or
unbranched C1-4-alkyl, branched or unbranched C1-4-perfluoroalkoxy, unsubstltuted or
fat least mono-substituted phenoxy, unsubstituted or at least mono-substituted
benzoyl, cyclohexyl, branched or unbranched C1-4-perfluoroalkyl, NRARB wherein RA,
RB are each independently selected from the group consisting of H, a branched or
unbranched C1-4-alkyl-radical, -CH2-CH2-OH and phenyl, carboxy, amido, cyano,
-CH(OH)(phenyl), nitro, -SO2NH2, -CO-C1-4-alky!, -CO-OC1-4-alkyl, -SO-C1-4-alkyl,
SOrC1-4alkyl, -NH-SOrC1-4-alkyi, wherein C1-4-alkyl may be branched or
unbranched, an unsubstituted or at least mono-substituted phenyl or naphthyl radical
and unsubstituted or at least mono-substituted furanyl-, thienyl-, pyrrolyl-, imidazolyh
pyrazolyl-, pyridinyl-, pyrimidinyi-, quinolinyl- and isoquinolinyl radical, more
preferably be selected from the group consisting of hydroxy, F, Cl, Br, methyl, ethyl,
cyano, nitro, -CH(OH)(phenyl), methoxy, ethoxy, unsubstituted or at least monosubstituted
benzoyl, unsubstituted or at least mono-substituted phenoxy, cyclohexyl,
CF3, OCF3l-CO-CH3, -CO-OCHg, SO2-CH3, -NRARB wherein R*, RB are each
independently selected from the group consisting of H, a branched or unbranched Cj.
4-alkyl-radical, -CH2-CH2-OH and phenyl, and an unsubstituted phenyl radical. If any
of the above mentioned substitutents itself is at least mono-substituted, said
substituents may preferably be selected from the group consisting of F, Cl, Br, CF3,
OCFa, methyl and methoxy.
If R13a and R14a form a heterbcyclic ring, which is substituted by one or more
substituents, unless defined otherwise, each of these substituents may preferably be
selected from the group consisting of hydroxy, halogen, branched or unbranched
C1-4-aikoxy, branched or unbranched C1-4-alky!, branched or unbranched C1-4-
perfluoroalkoxy, branched or unbranched C1-4-perfluoroalkyl, amino, carboxy, amido,
cyano, nitro, -SO2NH2, -CO-C1-4-alkyl, -SO-C1-4-alkyl, -SO2-C1-4-aikyl,
-NH-SO2-C1-4-alkyl, wherein C1-4-alkyl may be branched or unbranched, an
unsubstituted or at least mono-substituted phenyl or naphthyl radical and an
unsubstituted or at least mono-substituted furanyl-, thienyl-, pyrrolyi-, imidazoryf-,
pyrazolyl-, pyridinyl-, pyrimidinyi-, quinolinyl- and Isoquinolinyl radical, more
preferably be selected from the group consisting of hydroxy, F, Cl, Br, methoxy,
ethoxy, methyl, CF3 and an unsubstltuted phenyl radical. If any of the above
mentioned substitutents Itself is at least mono-substituted, said substituents may
preferably be selected from the group consisting of F, Cl, methyl and methoxy.
and R14a form a heterocyclic ring, which contains one or more further
heteroatoms as ring members, unless defined otherwise, each of these heteroatoms
may preferably be selected from the group consisting of N, O and S, more preferably
from the group consisting of N and O.
If one or more of the residues R1a-R18a and Wa represents or comprises a
cycloaliphatic radical, which contains one or more heteroatoms as ring members,
unless defined otherwise, each of these heteroatoms may preferably be selected
from the group consisting of N, O, S and P, more preferably from the group
consisting of N, O and S.
If one or more of the residues R1a-R4a, R10a-R15a and Wa represents or comprises an
heteroaryi radical, which contains one or more heteroatoms as ring members, unless
defined otherwise, each of these heteroatoms may preferably be selected from the
group consisting of N, O, S and P, more preferably from the group consisting of N, O
andS.
If Wa represents or comprises a cycloaliphatic radical, a heteroaryi radical, an aryl
radical and/or a mono- or polycyclic ring system, which is substituted by one or more
substituents, unless defined otherwise, each of these substrtuents may preferably be
selected from the group consisting of hydroxy, nitro, carboxy, cyano, keto, halogen,
C1-20-alkyl, partially fluorinated C1-4 alkyl, partially chlorinated CM alky], partially
brominated CM alkyl, C1-5alkoxy, partially fluorinated C1-4 alkoxy, partially
chlorinated C1-4alkoxy, partially brominated C1-4alkoxy, C1-4alkenyl, SO2-C1-4-alkyl, -
(C=0)-C1-5-alkyl, -(C=O)-O-C1-5alkyl( -(C=O)CI, -S-C1-4-alkyl-, -(C=O)-H, -NH-
(C=0)-NH-C1-5-alkyl, -(C=O)-C1-4-perfluoroalkyl, -NRARB, wherein RA and RB are
Independently selected from the group consisting of H, C1-4-alkyl and phenyl, NH-
(COJ-C1-5-alkyl, -Ci.5-alkylen-(C=0)-C1-5-alkyl, (1,3-Dihydro-1 -oxo-2H-lsoindol-2-yl),
N-Phthalimidinyl-, (1,3-Dioxo-2-azaspiro[4,4]-non-2-yl, substituted or unsubstituted
phenyl, -SCVphenyl, phenoxy, pyridinyl, pyridlnyloxy, pyrazolyl, pyrimidlnyl,
pyrrolidinyl-, -SO2-pyrrolidinyl, morpholinyl, SO2-morpholinyl-, thiadiazolyl,
oxadlazolyl, oxazolyl, thiazolyl, isoxapolyl, O-Chfe-thlazolyl,-, NH-phenyl, and -C1-4-Alkylen-NH-(C=O)-phenyl, more preferably from the group consisting of hydroxy,
nitro, carboxy, cyano, ketd, F, Cl, Br, I, d-tralkyl, ChfcF, CHF2, CF3, CH2CI, CH2CI2l
CI3, CH2Br, CHBr2, CBr3l OCF3 OCHF2l OCH2F, O-CHrCFg, vinyl, SO2-CH3, -
TC=0)-CH3, -(C=0)-C2HS, -(C=OK)-CH3, -(C=O)-O-C2CH5, -(C=O)-C1, -S-CH3-, -
(OOJ-H, -NH-(C=O)-NH-CH3, -(CsCO-CFs, dimethylamino, dlethylamino, di-npropylamlno,
di-iso-propylamlno, di-n-butylamino, di-tert-butyamlno, NH-(C=O)-CH3, -
CH2-(C=O)-CH3, -CH2-(C=O)-C2H5, (1,3-Dihydro-1-oxo-2H-lsoindol-2-yl), NPhthalimidinyl-,
(1,3-Dioxo-2-azasplro[4,4]-non-2-yl, substituted or unsubstituted
phenyl, -SO2-phenyl, phenoxy, pyrldinyl, pyridinyloxy, pyrazolyl, pyrimidinyl,
pyrrolidinyl-, -SO2-pynrolidinyl, morpholinyl, SO2-morpholinyl-, thiadiazolyl,
oxadiazolyl, oxazolyl, thiazolyl, isoxazolyl, O-CH2-thlazolyl,-, NH-phenyl, and -CH2-
NH-(C=O)-phenyl.
If any of the afore mentioned substituents itself is substituted by one or more
substituents, said substituents may preferably be selected from the group consisting
of halogen, nitro, cyano, hydroxy, -(CsOJ-C1-4alkyl, C1-4-alkyl, at least partially
fluorinated C1-4alkyl, at least partially chlorinatedC1-4-alkyl, at least partially
brominated C1-4-alkyl, -S-C1-4-alkyl, -C(=O)-O-d.5-alkyl, -(C=O)-CH2-F, -(C=0)-CH2-
Cl, -{C=O)-CH2-Br, preferably from the group consisting of F, Cl, Br, CH2F, CHF2>
CF3, CH2CI, CHCI2, CCI3, CH2Br, CHBr2, CBr3l nitro, cyano, hydroxy, -(C=O)-CH3I
CH3) C2H5, -S-CH3, -C(=O)-O-CH3, -C(=0)-O-C2HSl -(C«O)-CH2-F, -(C=O)-CH2-CI
and -(C=0)-CH2-Br.
Preferred is the use of compounds of general formula (la), wherein R1a, R28, R38, R4
are each independently selected from the group consisting of H, F, Cl, Br, an
unbranched or branched, saturated or unsaturated, optionally at least monosubstituted
C1-6-aliphatlc radical, a saturated or unsaturated, optionally at least monosubstituted,
optionally at least one heteroatom as ring member containing C1-4- .
cycloaliphatic radical, which may be bonded via an optionally at least monosubstituted
C1-6-alkylene group and/or may be condensed with an optionally at least
mono-substituted mono- or polycyclic ring-system, an optionally at least monosubstituted,
5- or 6-membered aryl- or heteroaryl radical, which may be bonded via
an optionally at least mono-substituted C1-6-alkylene group and/or may be condensed
with an optionally at least mono-substituted mono- or polycyclic ringsystem, a nitro
group, a cyano group, -OR10a, -OC(=O)R11a, -SR12a, -SOR12a, -SO2R12a, -NHS02R12a,
-S02NH2 and a -NR13aR14a moiety,
preferably selected from the group consisting of H, F, Cl, Br, a saturated, branched or
unbranched, optionally at least mono-substituted C1-3-aliphatic radical, a saturated,
optionally at least mono-substituted, optionally at least one heteroatom as ring
member containing Cs- or C6- cycloaliphatlc radical, which may be bonded via an
optionally at least mono-substituted Cr or C2-alkylene group, a nitro, cyano, -OR10a, -
OC(=O)R11a, -SR12a and -NR13aR14a moiety,
more preferably selected from the group consisting of H, F, Cl, CHa, CHaCHs,
CF2CF3, cyclopentyl, cyclohexyl, a nitro group, a cyano group and -OR10a,
and R5a-R18a and Wa have the meaning as defined above, optionally in form of one of
their stereoisomers, preferably enantiomers or diastereomers, their racemates or In
form of a mixture of at least two of its stereoisomers, preferably enantiomers or
diastereomers, in any mixing ratio, or corresponding salts thereof, or corresponding
solvates.
Also preferred is the use of compounds of general formula (la), wherein R5a
represents hydrogen, an unbranched or branched, saturated or unsaturated,
optionally at least mono-substituted (^aliphatic radical or a saturated or
unsaturated, optionally at least mono-substituted, optionally at least one heteroatom
as ring member containing CM-cycloaliphatic radical,
preferably represents H or a branched or unbranched C1-3-alkyl radical,
more preferably H, -CH3 or -CH2CH3,
and R-R43, R6a-R18a and Wa have the meaning given above, optionally In form of
one of their stereoisomers, preferably enantiomers or diastereomers, their racemates
or in form of a mixture of at least two of its stereoisomers, preferably enantiomers or
diastereomers, in any mixing ratio, or corresponding salts thereof, or corresponding
solvates.
Preference Is also given to the use of compounds of general formula (la), (Figure Removed)
wherein
fi88, R7a, R8a, R are each independently selected from the group consisting of
Hydrogen, an unbranched or branched, saturated or unsaturated, optionally at least
mono-substituted C1-6-aiiphatic radical, a saturated or unsaturated, optionally at least
mono-substituted, optionally at least one heteroatom as ring member containing
cycloaliphatic radical, a cyano group and a -COOR16a moiety,
preferably selected from the group consisting of H, a branched or unbranched
alkyl radical, a cyano group and a -COOR15" group,
more preferably from the group consisting of H, -CH3, -CHaCHa and a cyano moiety,
and R-R58, R-R188 and Wa have the meaning given above, optionally in form of
one of their stereoisomers, preferably enantiomers or dlastereomers, their racemates
or in form of a mixture of at least two of its stereoisomers, preferably enantiomers or
diastereomers, in any mixing ratio, or corresponding salts thereof, or corresponding
solvates.
Also preferred Is the use of compounds of general formula (la), wherein Wa
represents an unbranched or branched, saturated or unsaturated, optionally at least
mono-substituted C10-20 aliphatic radical, a saturated or unsaturated, optionally at least
mono-substituted, optionally at least one heteroatom as ring member containing C1-4
cycloaliphatic radical, which may be bonded via an optionally at least monosubstituted
C1-6-alkyiene group and/or may be condensed with an optionally at least
mono-substituted mono- or polycyclic ring-system, an optionally at least monosubstituted,
5- or 6-membered aryl- or heteroaryl radical, which may be bonded via
an optionally at least mono-substituted C1-6- alkylene group and/or may be
condensed with an optionally at least mono-substituted mono- or polycyclic ringsystem,
a NR16aRl7a-moiety or a COR18a-moiety,
preferably is selected from the group consisting of 1-NaphthyI-, 5-Dimethyfaminonapth-
1-yl, 2-NaphthyK 2-Acetamido-4-methy1-5-thiazolyl-, 2-Thieny!-, 8-Quinolinyl-t
Phenyl-, PentafluorophenyK 2,4,5-Trichloro-phenyl-, 2,5-Dichloro-phenyl-, 2-
NrtrophenyK 2,4-Dinitro-phenyK 3,5-Dichloro-2~hydroxy-phenyK 2,4,6-Trisisopropylpheny!-,
2-Mesityl-, 3-Nitro-phenyl-, 4-Bromo-phenyK 4-Fluoro-phenyl-, 4-
Chlorophenyl-, 4-Chloro-3-nitro-pheny!-, 4-Iodo-phenyl-, N-Acetyl-suIfanilyt-, 4-Nitrophenyl-,
4-Methoxy-phenyI-, Benzoic-acid-4-y!-, 4-tert-Butyl-phenyl-, p-Tolyi-,
TrifluoromethyK Trichloromethyl-, Isoprapyl-, Methyl-,
Benzyl-, trans-styryl-, 2,2,2-TrtfluoroethyI-, Ethyl-, Hexadecyl-, 2-Chloroethyl-, n-
Propyl-, 3-Chloro-propyl-, n-Buty!-, Methyl-benzoate-2-yl-, 2-Nitro-4-(trifluoromethyl)-
phenyk, Pentamethyl-pheny!-, 2,3,5,6-TetramethyI-phenyl-, 3-(Trlfluoromethyl)-
phenyl-, S.S-Bis-CTrifluoromethyl^phenyl-, Dichloromethyl-, Chloramethyl-, Dodecyl-,
1-OctyK 2,3,4-TricHloro-ph6nyl-1 2,5-Dimethoxy-phenyl-, o-Tolyl-, p-xyIyl-2-yl-,
Benzoic-acid-3-yl-14-Chloro-3-(trifluoromathyl)-ph0nyl-, 4-Chloro-5-nitro-benzoic
acld-3-yl-, 6-(p-toluidino)-naphth-2-yI-, 4-Methoxy-2,3,6-trimethylphenyI-, 3,4-
Dlchlorophenyl-, 4,5-Dibromo-ttiloph6ne-2-yl-1 3-Chloro-4-fluoro-phenyl-, 4-Ethylphenyl-,
4-n-Propyi-phenyl-, 4-(1,1-Dimethylpropyl)-phenyl-, 4-lsopropyl-phenyl-, 4-
Bromo-2,5-difluora-phenyl-, 2-Fluoro-phenyl-, 3-Fluoro-phenyl-, 4-(Triiluoromethoxy)-
phenyl-, 4-{Trifluoromethyl)-phenyl-, 2,4-Difluoro-phenyl-, 2,4-Dlchloro-5-mettiylphenyl-,
4-Chloro-2,5-dimethyl-phenyl-, 5-Dlethylamlno-napth-2-yK BenzoyI chloride-
3-yl-, 2-Chloro-phenyl-, 1-Octadecyl-, 4-Bromo-2,5-dlchlortHhlophene-3-yl-, 2,5-
Dichloro-thiophene-3-yl-, 5-Chloro-thtophene-2-yl-, 2-Methyl-5-nitro-phenyl-, 2-
(Trifluoromethyl)-phenyl-, 3-Chloro-phenyl-, 3,5-Dichloro-phenyl-, 1-Decyl-, 3-Methylphenyl-,
2-Chloro-6-methyl-, 5-Bromo-2-methoxy-phenyl-, 3,4-Dimethoxy-phenyl-, 2-
3-Dichtoro-phenyl-, 2-Bromo-phenyl-, 3,5-Dichloro-4-(2-chloro-4-nltrophenoxy)-
phenyl-, 2,3-Dichloro-thiophene-5-yl-, 3-Bromo-2-chloro-thiophene-5-yl-, 3-Bromo-5-
chloro-thiophene-2-yl-, 2-(Benzoylaminomethyl>thlophene-5-yI-, 4-(PhenyJsulphonyl)-
thiophene-2-yl-,2-Phenyl-sulphonyl-thlophene-5-yl-l3-Chtoro-2-methylphenyl-,
2-[1 -Methy1-5-(trifluoromethyl)pyrazol-3-ylHhIophene-5-yl-, 5-Pyrid-2-ylthiophene-
2-yl-, 2-Chlono-5-(trifluoromethyl)-phenyl-, 2,6-Dichtoro-phenyl-, 3-Bramophenyl-,
2-{TrifIuoromethoxy)-phenyl-, 4-Cyano-phenyl-, 2-Cyano-phenyl-, 4-n-
Butoxy-phenyl-, 4-Acetamido-3-chloro-phenyl, 2,5-Dibromo-3,6-dlfIuoro-phenyl-, 5-
Chtoro-1,3-dimethylpyrazole-4-yl-, 3,5-Dimethyl[soxazoIe-4-yl-, 2-(2,4-
Dichlorophenoxy)-phenyl-, 4-(2-Chloro-6-nltro-phenoxy)-phenyl-, 4-(3-Chloro-2-
cyano-phenoxy)-phenyl-, 2,4-Dlchtoro-phenyl-, 2,4-Dimethyl-1,3-thiazole-5-yl-,
Methyl-methane-sulfonyl-, 2,5-Bis-(2,2,2-Trifliioroethoxy)-phenyl-, 2-Chloro-4-
(trifluoromethyl)-phenyK 2-Chloro-4-fluoro-phenyK 5-Fluoro-2-methyl-phenyl-, 5-
Chloro-2-methoxy-phenyl-, 2,4,6-Trichloro-phenyl-, 2-Hydroxy-benzoic acid-5-y!-, 5-.
(Di-n-propylaminoJ-naphth-l-yl-, 6-Methoxy-m-tolyK 2,5-Difluoro-phenyK 2,4-
Dimethoxy-phenyl-, 2,5-Dibromo-phenyl-, 3,4-Dibromo-phenyl-, 2,2,5,7,8-
Pentamethyl-chroman-6-yf-, 2-Methoxy-benzoic-acid-5-yl-, 5-Chloro-4-nitrothlophene-
2-yl-, 2,1,3-Benzothiadiazole-4-y[-, 1-Methyl-imidazole-4-yK
Benzofurazan-4-yl-, 2-(Methoxycarbonyl)-thlophene-3-yl-, 5-(lsoxazol-3-yl)-
thiophene-2-yl-, 2,4,5-Trifluoro-phenyl-, Biphenyl-4-yl-, Vinyl-phenyl-4-yl-, 2-Nitrobenzyl-,
5-Dichloro-methyl-furan-2-yl-, S-Bromo-thtophene-yl-, 5-(4-
ChIorobenzamidomethyl)-thiophene-2-yl-, 2>6-Difluoro-phenyl-,2,5-Dimethoxy-4-
nitro-phenyl-, DibenzoIb.cil-furan-2-yl-, 2,3,4-Trifluoro-phenyl-, 3-Nitro-p-tolyl-, 4- '
Methoxy-2-nitro-phenyl-, 3,4-CWfluoro-phenyI-, 4-(Bromoethyl)-phenyl-p 3,5-Dlchloro-
4-hydroxy-phenyl-, 4-n-Amyl-phenyi-, S-Chloro-S-methylbenzoIbJ-thiophene-yl-, 3-
Methoxy-4-(methoxycarbonyl)-thiophene-2-yl, 4-n-Butyl-phenyl-, 2-Chlora-4-cyanophenyl-,
5-[2-(Methylthio)-pyrimidin-yl-]Jtnl6phene-2-jrt-,3>5-Dinitro-4-methoxyphenyl-,
4-BroTno-2-(trifluoromethoxy)-phenyl-, 4-Chloro-2,1 .S-Benzoxadlazole-T-yl-,
2-(1-Naphthyl)-ethyl-I 3-Cyano-phenyl-, S-Chloro.l.S-Benzoxadiazole-yl-, 3-
Ch!oro-4-methyl-phenyl-, 4-Bromo-2-ethyl-phenyl-, 2,4-Dichloro-6-methyl-phenyl-6-
Chloro-imidazo(2,1 -B)-thiazoIe-5-yl-, 3-Methyl-benzo[b3-thiophene-2-yl-t 4-Methylsulphonyl-
phenyl-, 2-Methyl-suIphonyl-phenyl-, 4-Bromo-2-methyl-phenyl-l 2,6-
Dichloro-4-(trifluoromethyl)-phenyl-, 4-[[3-Chloro-5-(trifluoromethyl)-2-pyridlnyl]oxy]-
phenyl-, 5-Chloro-naphth1yl-, 5-Chloro-naphth-2-yl-, O.IO-Dlbromoanthracene-yl-,
lsoquinoline-5-yl-, 4-Methoxy-2,3,6-trimethyl-phenyl-, 4'-Nltro-blphenyl-4-yl-, [(4-
Phenoxy)-phenyl-, (1 .S-Dihydro-l-oxo^H-isoindoW-yl-H-Phenyl-, 4-Acetyl-phenyl-,
5-(2-Methyl-1 .S-thiazoleyiy-thiophene-yl-, 5-(1 -Methyl-3-{trifluoromethyl)pyrazoJ-
5-yl-]-thiophene-2-yl-, 5-[5-Trif)uoromethyl>-lsoxazol-3-yr!-thiophene-2-yI-,2-lodophenyl-,
p-Dodecyl-phenyl-, 4-[(3-Cyano-4-methoxy-2-pyridinyl)oxy]-phenyl-, 4-(Nphthalimidtnyl)-
phenyl-, 1,2,3,4-Tetrahydro-2-(trlfluoroacetylHsoquinollne-7-yl-, 4-
Bromo-2-fluoro-phenyl-, 2-Fluoro-5- (trrfluoromethyl)-phenyl-, 4-Fluoro-3Ktrifluorornethyl)-phenyl-, 2,4,6-Trifluoro-phenyl-,
3-(Trffluoromethoxy)-phenyl-, 1,2-D!methylimldazote-4-yl-, Ethyl-4-CarboxyIate-3-yl-,
212,4,617-Pentamethyldihydrobenzofuran-5-yl-13-Bromo-2-chloropyridine-5-yl-, 3-
Methoxy-phenyl-,2-Me»ioxy-4-methyl-phenyl-f 2-Chloro-4-fluorobenzoic-acld-5-yK
4-Chloro-naphth-1 -yl-, 2,5-Dichloro-4-nitix-thiophene-3-yl-, 4-(4-Methoxy-phenoxy)-
phenyl-,4-(4-Chloro-phenoxy)-phenyK4-(315-Dichloro-phenoxyphenyl-I
4-(3,4-Dich!oro-phenoxy)-phenyl-l4-(4-Fluoro-phenoxy}-phenyK4-(4-Methylphgnoxyj-
phenyl-, 4-[4-(Trifluo rmethyl)-phenoxy-phenyh 4-[3,5-Bis-(trffluorom9thyl)-
phenoxyj-phenyl-, 3-(2-Methoxy-phenoxy)-ph9nyl-, [3-(2-Chloro-phenoxy)-phenyl-, 3-
(2-Methyl-phenoxy)-phenyl-, 4-[2-(Trlfluoromethyl)-phenoxy]-phenyl-l 3-Phenylphenyl-,
3-(4-Methoxy-phenyl)-phenyI-, S--Chloro-phenylJ-phenyl-, 3-(3,5-Dichlorophenyl)-
phenyK S-fS^-Dichloro-phenylJ-phenyl-, 3-(4-Fluorophenyl)-phenyl-r 3-{4-
Methylphenyl)-phenyl-, a-^TrifluoromethylJ-phenylJ-phenyl-.S-IS.S-Bis-
(Trifluoromethyl)-phenyl]-ph9nyl-14-(4-Pyridyloxy>-phenyI)-l4-(2-Methoxy-phenoxy)-
pheny!-, 4-(2-Chloro-phenoxy)-phenyl-, 4-(2-Methyl-phenoxy)-phenyI-, 4-(4-Methoxyphenoxy)-
phenyl-, 4-(4-Chlorophenyl)-phenyl-l 4-(3,5-Dichlorophenyl)-phenyl-, 4-(3,4-
Dichlorophenyl)-ph9nyl-, 4-(4-Ruorophenyl)-phenyl-, 4-(4-Methylphenyl)-phenyl-r 4-
[4-(Trifluormethyl)-ph9nyl]-phenyf-, 4-[3,5-Bis-(Trffluoromethyl)-phenyl]-phenyl-, [3-
(Trifluoromethyl)-phenyl]-methyl-, (4-Chloraphenyl)-methyl-> (3,5-Dichlorophenyl)-
methyl-, (3,5-Dichlorophenyl)-methyl-, (^FluorophenylVmethyl-, 4-
Methylphenylmethyl-, [4-(Trifluonomethyl)-phenyl]-methyl-, Cydopropyl-, 2-(2-
Chlorophenyl-Phenylethyl-TrifluoromethylphenylJ-phenylethyl-, 5-[4-
Cyano-1 -methyl-5-(methylthio)-1 H-pyrazol-3-yI-thlophene-2-yl-f 3-Cyano-2,4-bis-
(2J2,2-TrifJuorothoxy)-phenyl-, 4-[(2-Chloro-1,3-Thiazol-5-yl)-methoxy]-ph8nyl-f 3-
Nitro-phenylmethyl-, 4-FormyIphenyl-, 2-(1,3-Dioxo-1 .S-dihydro-lsoindol^-ylJ-ethyl-,
[3,5-Bis-(Trifluoromethyl)-phenylJ-methyl-, (4-(2-Pyridyloxy)-phenyl)-, (4-(3-
Pyridyloxy)-phenyl)-, 5-lodo-naphth-1-yl-f Ethyl-2,5-d!methyl-1-ph9nylpyrrole-4-
carboxylate-3-yl-, Ethyl-2-methyl-1,5-diphenyl-1 H-pyrrole-3-carboxytate-4-yl-, Ethyl-5-
(4-chlorophenyl)-2-methyl-3-furoat9-4-yl>Ethyl-5- 3-carboxylate-4-yl-, Ethyl-2f5-dimethyl-3-furoate-4-yl-, 3-Chlono-4-(1,3-dioxo-2-
Azaspiro[4,4]non-2-yl)-phenyl-, S-Bromolfluoro-phenyl-, 5-Chloro-2,4-
dlfiuorophenyl-, Coumarin-6-yl, 2-Methoxy-phenyl, (3-Phenoxy)-phenyl-, 3-(4-
Methoxy-ph9noxy)-phenyl-, 3-(4-Chlorophenoxy)-phenyl-, 3-(3,5Dichlorophenoxy)-
phenyl-, 3-(3,4-Dichlorophenoxy)-phenyI-, 3-(4Fluoraphenoxy)-phenyl-, 3-(4-
Methylphenoxy)-phenyl-, 3-[4-(Trlfluoromethyl)-phenoxy]-phenyl-, 3-[3,5-
{Trif!uoromethyi)-phenoxy]-phenyl-, 3-[2-(TrifluoromethyI)-phenoxy]-phenyl-r 2,2-
Dlphenytethyl-, 4-PhenyI-5-{trifluorom6thyl)-thiophen9-3-yl-, MethyI-4-Ph9nyl-5-
(Trifluoromethyl)-thlophene-2-carboxylate-3-yl-, Methyl-IS-trimethylpyrrole-S-
Carboxylate-4-yl-, 4-Fluoro-naphth-1-yl-, 3,5-DifluorophenyK 3-Fluoro-4-methoxyphenyl-,
4-Chloro-215-difluorophenyl-f 2-Chloro-4,5-difluoro-phenyh 5-Fluoro-3-
methylbenzo[b]-thiophene-2-yl-, Methyl-3-phenylpropionate-4-ylI Dihydrocinnamic
Acid-4-yl-, Methyl-2,5-dimethyl-3-furoate-4-yK Methyl-2-furoate-5-yK Methyl-2-
methyl-3-furoate-5-yl-, Methyl-1 -methyl-1 H-pyrnofe-2-Carboxy]ate-5-yK 2- 1-Thiadiazol-S-ylHhiophene-S-yl-, 1,3,5-TrimethyI-l H-pyrazole-4-yl-, 3-Chloro-5-
fluoro-2-methylphenyl-, Pentafluoroethoxytetrafluoroethyl-, 5-(5-lsoxazy!)-thiophene-
2-yl-, 5-(5-lsoxazol-yI)-2-furyl-l S-Methyl-I.S-benzothiadiazoleyK BlphenyI-2-yl-,
2,3-Dlhydro-l ,4-benzodloxine-6-yl-, 4-Methyl-Naphth-1 -yK 5-Methyl-2-
(Trifluormethyl)-3-Furyl-, a.S-Dihydrobenzofblfuran-S-yl-, 1 -Benzothiophene-3-yl-,
4-Methyl-3,4-dlhydro-2H-1,4-Benzoxazine-7-y[-, 5-Methyl-1-phenyl-1 H-pyrazole-4-yl-,
6-Morpholino-3-PyridinyK 4-(1H-Pyrazol-1-yl-phenyl-, 6-Phenoxy-3-Pyridyl-, 3,4-
Dihydro-2H-1,5-benzodioxepine-7-yK 5-(1,3-Oxazol-5-yl)-2-thienyl-, 4-(1,3-Oxazol-5-
ylj-phenyl-, 5-Methyl-4-[soxazolyl, 2,1,3-Benzothiadiazole-5-yl-, 3-Thienyl-, 2-Methylbenzyl-,
3-Chloro-benzyl-, 5-Acetamido-naphth-1-yI-, 3-Methyl-8-Quinollnyl-, 4-
Chloro-2-nitrophenyl-, 6-Quinolinyl-, 1,3-Benzothiazole-6-yl-, 2-Morpholino-3-Pyridyl-,
2,5-DimethyI-3-thienyl-, 5-[5-(Chloromethyl)-1 f2,4-oxadiazol-3-yl]-2-thienyl-, Ethyl-3-
[5-yl-2-thienyl-]1 oxadiazole-S-carboxylate-, 3-{5-Methyl-1,3,4-oxadiazol-2-yl)-
phenyl-, 4-lsoprapoxyphenyl-, 2,4-Dibromophenyl-, 3-Cyano-4-fluorophenyl-, 2,5-Bis-
(TrifluoromethylJ-phenyl, 2-Bromo-4-fluoraphenyl-, 4-Bromo-3-fluorophenyl-, 4-
(Dlfluoromethoxy)-phenyl-, S-tDrfluoromethoxyJ-phenyl-, 5-Chloro-2-fluoro-phenyl-,
3-Chloro-2-fluorophenyl-, 2-Fluoro-4-methylphenyl-t 4 Nitro-3-(trifluoromethyl)-
phenyl-, 3-Fluoro-4-methylphenyl-1 4-Fluoro-2-methylphenyl-, 4-Bromo-3-
(tjfluoromethylphenyl-, 4-Bromo-2-{trifluorom8thyI)-phenyl-, 3-Bromo-5-
(trifluoromethyl)-phenyl-, 2-Bromo-(trlfluoromethyl)-phenyl-I 2-Bromo-5-
(trifluoromethyl)-phenyl-,2,4-Dichloro-5-fluorophenyl-, 4,5-Dlchloro-2-fluorophenyl-,
3,4,5-Trifluorophenyl-, 4-Chloro-2-fluorophenyl-, 2-Bromo-4,6-Difluorophenyl-, 2-
Ethylphenyl-, 4-Bromo-2-chlorophenyl-, 4-Bromo-2,6-dichlorophenyl-1 2H3romo-4,6-
dichlora-phenyl-, 4-Bromo-2,6-dimethylphenyl-, 3,5-Dimethylphenyl-, 4-Bromo-3-
methylpheny!-, 2-Methoxy-4-nltrophenyl-, 2,2-Dimettiyl-6-Chromanyl-, Ethyl-3,5-
dlmethyl-1 H-pyrrole-2-carboxylate-4-yI-, lmldazo[1 -Alpyridine-S-yl-, 3-(1,3-Oxazol-
S-ylJ-phenyl-.Ethyl-S-^yO-phenyq^-methyl-S-furoate, Methyl-3-{yl)-4-
methoxybenzoate, 1-PyrrolidinylphenyIsulfony!-, MethyI-5-yl-4-methyl-2-thiophene-
carboxylate, Methy]-3-yl-4-(isopropyisulfonyl)-2-thiophene, 2-PyrldyI-, 3-Fluoro-4-
'trophenyl-, 7-ChIorochromone-3-y]-, 4'-Bromobiphenyl-4-yl-,
Acetyl-biphenyl-yl-'-Bromo'-fluoro-biphenyM-yl-.a-Chbro^-propyl-
Ureido)-phenyl-, S-BromoacetyO-phenyl-, 2-Bromo-3-{trifluorornethyl)-phenyl-f 1-
Methyl-S-isatinyl--lsopropyl-benzolo-acid-S-yl-, 2-Chloro-3-thiophenecarboxylioacid-
5-yl-, 3-Pyridyl-, Cyclohexyfmethyl-, 2-Methoxy-5-(N-phthalimidiny!}-phenyK 1-
Benzothiophene-2-yl-, MorphollnophenylsulfonyhS^-Methyl-pyrimidinyO-phenyl-,
and 2-Cyano-5-methylphenyl-l and R1a-R18a have the meaning given above,
optionally in form of one of their stereoisomers, preferably enantiomers or
diastereomers, their racemates or in form of a mixture of at least two of its
stereoisomers, preferably enantiomers or diastereomers, in any mixing ratio, or
corresponding salts thereof, or corresponding soivates.
Furthermore, the use of compounds of general formula (la) is preferred, wherein (Figure Removed)

represents hydrogen, an unbranched or branched, saturated or unsaturated,
optionally at least mono-substituted C1-6-aliphatic radical, a saturated or unsaturated,
optionally at least mono-substituted, optionally at least one heteroatom as ring
member containing C3-8-cycloaliphatic radical, which may be bonded via an optionally
at least mono-substituted C1-6-alkylene group and/or may be condensed with an
optionally at least mono-substituted mono- or polycyclic ring-system, or an optionally
at least mono-substituted, 5- or 6-membered aryl- or heteroaryl radical, which may be
bonded via an optionally at least mono-substituted C1-6-alkylene group and/or may be
condensed with an optionally at least mono-substituted mono- or polycyclic ringsystem,
preferably H, a linear or branched C1-4-alkyl radical, a cyclohexyl radical or a phenyl
radical,
more preferably H, -CH3 -C2H5 or phenyl,
and R1a-R9a, R12a-R18a and Wa have the meaning given above, optionally in form of
one of their stereoisomers, preferably enantiomers or diastereomers, their racemates
or in form of a mixture of at least two of its stereoisomers, preferably enantiomers or
diastereomers, in any mixing ratio, or corresponding salts thereof, or corresponding
solvates.
Moreover, the use of compounds of general formula (la) is preferred, wherein (Figure Removed)
represents hydrogen, an unbranched or branched, saturated or unsaturated,
optionally at least mono-substituted C1-6-aliphatic radical, a saturated or unsaturated,
optionally at least mono-substituted, optionally at least one heteroatom as ring
member containing C3-8-cycloaliphatic radical, which may be bonded via an optionally
at least mono-substituted C1-6-alkylene group and/or may be condensed with an
optionally at least mono-substituted mono- or polycyclic ring-system, or an optionally
at least mono-substituted, 5- or 6-membered aryl- or heteroaryl radical, which may be
bonded via an optionally at least mono-substituted C1-6alkylene group and/or may be
condensed with an optionally at least mono-substituted mono- or polycyclic ringsystem,
preferably H, a linear or branched Cr4-alkyl radical, a cyclohexyl radical or a phenyl
radical, more preferably H, -Ofo, -CzHg or phenyl,
and R1a-R10a, R12a-R18a and Wa have the meaning given above, optionally in form of
one of their stereoisomers, preferably enantiomers or diastereomers, their racemates
or in form of a mixture of at least two of its stereoisomers, preferably enantiomers or
diastereomers, in any mixing ratio, or corresponding salts thereof, or corresponding
solvates.
Preference is also given to the use of compounds of general formula (la), (Figure Removed)
wherein
R12a represents an unbranched or branched, saturated or unsaturated, optionally at
least mono-substituted C1-6-aliphatic radical, a saturated or unsaturated, optionally at
least mono-substituted, optionally at least one heteroatom as ring member containing
C1-6-cycloallphatic radical, which may be bonded via an optionally at least monosubstituted
C1-6-alkylene group and/or may be condensed with an optionally at least
mono-substituted mono- or polycyclic ring-system, or an optionally at least monosubstituted,
5- or 6- membered aryl- or heteroaryl radical, which may be bonded via
an optionally at least mono-substituted C1-6-alkylene group and/or may be condensed
with an optionally at least mono-substituted mono- or polycyclic ring-system,
preferably represents H, a linear or branched C1-4-alkyf radical, a cyclohexyl radical
or a phenyl radical,
more preferably H, -CH3> -CaHs or phenyl,
and R1a-R11a, R13a-R18a and Wa have the meaning given above, optionally in form of
one of their stereofsomers, preferably enantlomers or diastereomers, their racemates
or in form of a mixture of at least two of its stereoisomers, preferably enantiomers or
diastereomers, in any mixing ratio, or corresponding salts thereof, or corresponding
solvates.
Also preferred is the use of compounds of general formula (la), wherein R13a and R14a
are each independently selected from the group consisting of hydrogen, an
unbranched or branched, saturated or unsaturated, optionally at least monosubstituted
C1-6-aliphatic radical, a saturated or unsaturated, optionally at least monosubstituted,
optionally at least one heteroatom as ring member containing C3-8-
cycloaliphatic radical, which may be bonded via an optionally at least monosubstituted
Ci-e-alkylene group and/or may be condensed with an optionally at least
mono-substituted mono- or polycyclic ring-system, or an optionally at least monosubstituted,
5- or 6-membered aryl- or heteroaryl radical, which may be bonded via
an optionally at least mono-substituted C1-6-alkylene group and/or may be condensed
with an optionally at least mono-substituted mono- or polycyclic ring-system,
preferably are each independently selected from the group consisting of H, a linear or
branched Cr4-alkyl radical, a cyclohexyl radical and a phenyl radical,
more preferably are each independently selected from the group consisting of H,
CH3, -C2He and phenyl,
and R1a-R12a, R15a-R18a and Wa have the meaning given above, optionally In form of
one of their stereoisomers, preferably enantiomers or diastereomers, their racemates
or In form of a mixture of at least two of Its stereoisomers, preferably enantiomers or
diastereomers, in any mixing ratio, or corresponding salts thereof, or corresponding
solvates.
Furthermore, the use of compounds of general formula (Ja) is preferred, wherein R13a
and R14a together with the bridging nitrogen atom form a saturated, unsaturated or
aromatic, 5- or 6-membered hetenocyclic ring, which may be at least monosubstituted
and/or contain at least one further heteroatom as a ring member,
preferably form an unsubstituted plperldin or morpholine group,
and R1a-R12a, R15a-R1fla and Wa have the meaning given above, optionally In form of
one of their stereoisomers, preferably enantlomers or diastereomers, their racemates
or in form of a mixture of at least two of Its stereoisomers, preferably enantiomers or
diastereomers, in any mixing ratio, or corresponding salts thereof, or corresponding
solvates.
Also preferred are compounds of general formula (la), wherein R15a represents
hydrogen, an unbranched or branched, saturated or unsaturated, optionally at least
mono-substituted C1-6-aliphatic radical, a saturated or unsaturated, optionally at least
mono-substituted, optionally at least one heteroatom as ring member containing GMT
cycloaliphatlc radical or an optionally at least mono-substituted, 5- or 6- membered
aryl- or heteroaryl radical, which may be bonded via an optionally at least monosubstituted
C1-6-alkylene group and/or may be condensed with an optionally at least
mono-substituted mono- or polycyclic ring-system,
preferably represents H, a linear or branched C1-4-alkyl radical, a cydohexyl radical
or a phenyl radical,
more preferably represents H, -CHs, -C2Hs or phenyl,
and R1a-R14a, R16a - R1fla and Wa have the meaning gfven above, optionally in form of
one of their stereoisomers, preferably enantiomers or diastereomers, their racemates
or in form of a mixture of at least two of its stereoisomers, preferably enantiomers or
diastereomers, in any mfxing ratio, or corresponding salts thereof, or corresponding
solvates.
Also preferred is the use of compounds of general formula (la), wherein R16a
represents an unbranched or branched, saturated or unsaturated, optionally at least
mono-substituted C1-6aliphatic radical,
preferably an unbranched or branched.-saturated, unsubstituted C1-3 alkyl radical,
more preferably a methyl radical,
and R1a-R15a, R17a, R1fla and W* have the meaning given above, optionally in form of
one of their stereoisomers, preferably enantlomers or diastereomers, their racemates
or In form of a mixture of at least two of its stereoisomers, preferably enantiomers or
diastereomers, in any mixing ratio, or corresponding salts thereof, or corresponding
solvates.
Also preferred is the use of compounds of general formula (la), wherein R17a
represents an unbranched or branched, saturated or unsaturated, optionally at least
mono-substituted C1-6 aliphatic radical,
preferably an unbranched or branched, saturated, unsubstituted C1-3 alkyl radical,
more preferably a methyl radical,
and R1a-R16a, R18a and Wa have the meaning given above, optionally In form of one of
their stereoisomers, preferably enantiomers or diastereomers, their racemates or in
form of a mixture of at least two of its stereoisomers, preferably enantiomers or
diastereomers, in any mixing ratio, or corresponding salts thereof, or corresponding
solvates.
Also preferred are compounds of general formula (la), wherein R18a represents a
phenyl radical, which is optionally at least mono-substituted by a C1-6 aliphatic
radical, more preferably a phenyl radical, which Is optionally at least monosubstituted
by a methyl group and R1a-R17a and Wa have the meaning given above,
optionally in form of one of their stereoisomersj preferably enantiomers or
diastereomers, their racemates or in form of a mixture of at least two of its
stereoisomers, preferably enantiomers or diastereomers, in any mixing ratio, or
corresponding salts thereof, or corresponding solvates.
Particularly preferred is the use of one or more benzoxazinone-derived sulfonamide
compound of general-formula (la) selected from the list A given above.
More particularly preferred Is the use of one or more benzoxazinone-derived
sulfonamide compound of general formula (la) selected from the group consisting of
1 -[1 -{NaphthyM -sulfonyi)-piperidine-4-yl]-1,4-dihydro-benzo[d][1 .SJoxazin-one,
1-(1 -Phenyteulfbnyl-piperidine-4-yl]-1,4-dihydro-benzo[d][1,3]-oxazin-2-one,
1 -[1 -(5-Chloro-3-methyl-benzo[b]thiophenyl-2-sutfonyl)-piperid]ne-4-yl]-1,4-dihydrobenzo[
d][1,3]oxazin-2-one,
8-Methyl-1-[1 -naphthyl-1-sulfonyl)-plperidine-4-yl]-1,4-dihydro-benzo[d][1,3]oxazin-2-
one,
1 -[1 -(Quinoline-8-suIfonyl)-piperWin-yl]-1,4-dihydro-benzo[d][1 .SJoxazin^-one,
8-Methyl-1-[1 -(quinollne-8-sulfonyl)-plperidin-4-yl]-1,4-dlhydro-benzo|[dJ[1,3]oxazin-2-
one,
1 -[1 -(5-Dlmethylamino-naphthyM -sulfonyl)-piperidine-4-yll-8-methyJ-1,4-
dlhydrobenzo[d][1,3]oxazln-2-one,
104
1-[1 -(5-Dimethylamino-naphthyl-1 -sutfonyl)-ptperidine-4-yf]-1,4-dihydrobenzo[
d][1,3]oxazin-2-one,
1 -[1 -(2,3-Dichloro-phenylsulfonyl)-pjperidine-4-yl]-1,4-dihydro-benzo[d][1,3]oxazin-2-
one,
1-[1 -{2,3-Dichloro-phenylsulfonyl)-piperidln-4-yl]-8-methyl-1,4-dihydrobenzo[
dJ[1,3]oxazin-2-one, and
corresponding salts thereof, or corresponding solvates thereof.
The compounds of general formula (la), their stereoisomers, corresponding salts and
corresponding solvates may be obtained analogously by the methods described
above for compounds of general formula (I).
In another aspect the present invention relates to benzoxazinone-derived
sulfonamide compounds of general formula (Ib),
(Figure Removed)
R , R , R3, R4b are each independently selected from the group consisting of
hydrogen, halogen, an unbranched or branched, saturated or unsaturated, optionally
at least mono-substituted aliphatic radical, a saturated or unsaturated, optionally at
least mono-substituted, optionally at least one heteroatom as ring member containing
cycloaliphatjc radical, which may be bonded via an optionally at least monosubstituted
alkylene group and/or may be condensed with an optionally at least
mono-substituted mono- or polycyclic ring-system, an optionally at least monosubstituted
aryl- or heteroaryl radical, which may be bonded via an optionally at least
mono-substituted alkylene group and/or may be condensed with ah optionally at least
mono-substituted mono- or polycyclic ringsystem, a nltro group, a cyano group, -
ORlob, -OC(=0)R11b, -(C=0)-OR11b, -SR12b, -SOR12b, -SO2R12b, -NH-SO2R12b, -
S02NH2 and a -NR13bR14b moiety,
R5b represents hydrogen, an unbranched or branched, saturated or unsaturated,
optionally at least mono-substituted aliphatic radical or a saturated or unsaturated,
optionally at least mono-substituted, optionally at least one heteroatom as ring
member containing cycloaliphatic radical,
R^, R7b, R8b, R* are each independently selected from the group consisting of
hydrogen, an unbranched or branched, saturated or unsaturated, optionally at least
mono-substituted aliphatic radical, a saturated or unsaturated, optionally at least
mono-substituted, optionally at least one heteroatom as ring member containing
cycloaliphatic radical, a cyano group and a -COOR16b moiety,
Wb represents an unbranched or branched, saturated or unsaturated, optionally at
least mono-substituted aliphatic radical, a saturated or unsaturated, optionally at least
mono-substituted, optionally at least one heteroatom as ring member containing
cycloaliphatic radical, which may be bonded via an optionally at least monosubstituted
alkylene group and/or may be condensed with an optionally at least
mono-substituted mono- or polycyclic ring-system, an optionally at least monosubstftuted
aryl- or heteroaryl radical, which may be bonded via an optionally at least
mono-substituted alkylene group and/or may be condensed with an optionally at least
mono-substituted mono- or polycyclic ring-system, a NR16bR17b-moiety or a COR18bmoiety,
R10b represents hydrogen, an unbranched or branched, saturated or unsaturated,
optionally at least mono-substituted aliphatic radical, a saturated or unsaturated,
optionally at least mono-substituted, optionally at least one heteroatom as ring
member containing cycloaliphatic radical, which may be bonded via an optionally at
least mono-substituted alkylene group and/or may be condensed with an optionally at
least mono-substituted mono- or polycyclic ring-system, or an optionally at least
mono-substituted aryl- or heteroaryl radical, which may be bonded via an optionally
at least mono-substituted.alkylene group and/or may be condensed with an optionally
at least mono-substituted mono- or polycyclic ring-system,
R11b represents hydrogen, an unbranched or branched, saturated or unsaturated,
optionally at least mono-substituted aliphatic radical, a saturated or unsaturated,
optionally at least mono-substituted, optionally at least one heteroatom as ring
member containing cycloaliphatic radical, which may be bonded via an optionally at
least mono-substituted alkylene group and/or may be condensed with an optionally at
least mono-substituted mono- or polycyclic ring-system, or an optionally at least
mono-substituted aryt- or heteroaryl radical, which may be bonded via an optionally
at least mono-substituted alkylene group and/or may be condensed with an optionally
at least mono-substituted mono- or polycyclic ring-system,
R12b represents an unbranched or branched, saturated or unsaturated, optionally at
least mono-substituted aliphatic radical, a saturated or unsaturated, optionally at least
mono-substituted, optionally at least one heteroatom as ring member containing
cycloaliphatic radical, which may be bonded via an optionally at least monosubstituted
alkylene group and/or may be condensed with an optionally at least
mono-substituted mono- or polycyclic ring-system, or an optionally at least monosubstituted
aryl- or heteroaryl radical, which may be bonded via an optionally at least
mono-substituted alkylene group and/or may be condensed with an optionally at least
mono-substituted mono- or polycyclic ring-system,
R13b and R14b each are independently selected from the group consisting of
hydrogen, an unbranched or branched, saturated or unsaturated, optionally at least
mono-substituted aliphatic radical, a saturated or unsaturated, optionally at least
mono-substituted, optionally at least one heteroatom as ring member containing
cycloaliphatic radical, which may be bonded via an optionally at least monosubstituted
alkylene group and/or may be condensed with an optionally at least
mono-substituted mono- or polycyclic ring-system, or an optionally at least monosubstituted
aryl- or heteroaryl radical, which may be bonded via an optionally at least
mono-substituted alkylene group and/or may be condensed with an optionally at least
mono-substituted mono- or polycyclic ring-system,
or R13b and R14b together with the bridging nitrogen atom form a saturated,
unsaturated or aromatic heterocyclic ring, which may be at least mono-substituted
and/or contain at least one further heteroatom as a ring member,
R15b represents hydrogen, an unbranched or branched, saturated or unsaturated,
optionally at least mono-substituted aliphatic radical, a saturated or unsaturated,
optionally at least mono-substituted, optionally at least one heteroatom as ring
member containing cycloaliphatic radical or an optionally at least mono-substituted
aryl- or heteroaryl radical, which may be bonded via an optionally at least monosubstituted
alkylene group and/or may be condensed with an optionally at least
mono-substituted mono- or pofycyclic ring-system,
R1eb represents an unbranched or branched, saturated or unsaturated, optionally at
least mono-substituted aliphatic radical,
R17b represents an unbranched or branched, saturated or unsaturated, optionally at
least mono-substituted aliphatic radical,
R18b represents an optionally at least mono-subsituted aryl radical,
optionally in form of one of its stereoisomers, preferably enantiomers or
diastereomers, its racemate or in form of a mixture of at least two of its
stereoisomers, preferably enantiomers or diastereomers, in any mixing ratio, or a
physiologically acceptable salt thereof, or a soivate, respectively.
If one or more of the residues R1b-R17band Wb represents an aliphatic radical, which
is substituted by one or more substituents, unless defined otherwise, each of these
substituents may preferably be selected from the group consisting of hydroxy,
halogen, branched or unbranched C1-4-alkoxy, branched or unbranched
C1-4-perfluoroaIkoxy, branched or unbranched C1-4-perfluoroalkyi, amino, carboxy,
amido, cyano, nitro, -S02NH2, -CO-C1-4-alkyl, -SO-C1-4-alkyl, -SCfc-C1-4-alkyl,
-NH-SO2-C1-4-afkyl, wherein the C1-4alkyl may in each case be branched or
unbranched, an unsubstituted or at least mono-substituted phenyl or naphthyl radical
and an unsubstituted or at least mono-substituted furanyl-, thienyl-, pyrrolyl-,
imldazolyl-, pyrazolyl-, pyridinyl-, pyrimidinyl-, quinolinyf- and isoquinolinyl radical,
more preferably be selected from the group consisting of hydroxy, F, Cl, Br, methoxy,
ethoxy, CF3 and an unsubstituted phenyl radical. If any one of the above mentioned
substitutents itself is at least mono-substituted, said substituents may preferably be
selected from the group consisting of F, Cl, methyl and methoxy.
If one or more of the residues R1b-R1sb represents or comprises a cycloaliphatic
radical, which is substituted by one or more substituents, unless defined otherwise,
each of these substituents may preferably be selected from the group consisting of
hydroxy, halogen, branched or unbranched C1-4-alkyl, branched or unbranched C1-4-
alkoxy, branched or unbranched C1-4-perfluqroalkoxy, phenoxy, benzoyl, cyclohexyl,
branched or unbranched C1-4-perfluoroalkyl, -NRARB wherein RA, RB are each
independently selected from the group consisting of H, a branched or unbranched Ci-
4-aikyl-radical, -Chk-CI-b-OH and phenyl, carboxy, keto, amido, cyano, nitro, -
S02NH2, -CO-C1-4-alky), -CO-OC1-4-alkyl, -SO-C1-4-alky!, -SO2-C1-4-alkyl, -NH-SOa-C!.
4-alkyl, wherein CC1-4-alkyl may in each case be branched or unbranched,
unsubstituted or at least mono-substituted phenyl or naphthyl and unsubstituted or at
least mono-substituted furanyl-, thienyl-, pyrrolyl-, Imldazolyl-, pyrazolyl-, pyridinyl-,
pyrimidinyl-, quinolinyl- and isoquinolinyl radical, more preferably be selected from
the group consisting of hydroxy, F, Cl, Br, methyl, ethyl, methoxy, ethoxy, keto,
benzoyl, phenoxy, cyclohexyl, -CF3, -CO-CH3, -CO-OCH3l -NRARB wherein RA, RB
are each independently selected from the group consisting of H, a branched or
unbranched v-alkyl-radical, -CH2-CHrOH and phenyl, and an unsubstituted phenyl
radical. If any one of the above mentioned substitutents itself is at least mono-
substituted, said substftuents may preferably be selected from the group consisting of
F, Cl, methyl and methoxy.
If one or more of the residues R1b-R4b and R10b-R15b and Wb comprises an alkylene
group, which is substituted by one or more substituents, unless defined otherwise,
each of these substituents may preferably be selected from the group consisting of
hydroxy, halogen, branched or unbranched C1-4-alkoxy, branched or unbranched d.
4-alkyl, branched or unbranched C1-4-perfluoroalkoxy, branched or unbranched
perfluoroalkyl, ammo, carboxy, amido,. cyano, nitro, -SO2NH2, -CO-C1-4-aJkyl,
4-alkyl, -SO2-C1-4-alkyl, -NH-SO2-C1-4-alkyl, wherein C1-4-alkyl may be branched or
' unbranched, an unsubstituted or at least mono-substituted phenyi or naphthyl radical
and an unsubstituted or at least mono-substituted furanyl-, thienyl-, pyrrolyl-,
imidazolyl-, pyrazolyl-, pyridinyl-, pyrimldlnyl-, quinolinyl- and Isoquinolinyl radical,
more preferably be selected from the group consisting of hydroxy, F, Cl, Br, methyl,
methoxy, ethoxy, CF3 and unsubstituted phenyl. If any one of the above mentioned
substitutents itself is at least mono-substituted, said substituents may preferably be
selected from the group consisting of F, Cl, methyl and methoxy.
If one or more of the residues R1b-R4b and R10b-R15b comprises a mono- or polycyclic
ringsystem, which is substituted by one or more substituents, unless defined
otherwise, each of these substituents may preferably be selected from the group
consisting of hydroxy, halogen, branched or unbranched C1-4-alkyl, branched or
unbranched C1-4-alkoxy, branched or unbranchedC1-4-perfluoroalkoxy, branched or
unbranched C1-4-perfluorocarbonyl, branched or unbranched C1-4-perfluoroalkyl,
amino, carboxy, amido, cyano, keto, nitro, -SO2NH2, -CO-C1-4-alkyl, -SO-C1-4-alkyl, -
SOz-C1-4-alkyl, -NH-SO2-C1-4-aIkyl, wherein C1-4-alkyl may be branched or
unbranched, an unsubstituted or at least mono-substituted phenyl or naphthyl radical
and unsubstituted or at least mono-substituted furanyl-, thienyl-, pyrrolyl-, imidazolyl-,
pyrazolyh pyridinyl-, pyrimidinyl-, quinolinyl- and isoquinollnyl, more preferably from
the group consisting of hydroxy, F, Cl, Br, methyl, ethyl, methoxy, ethoxy, CFs,
-(C=O)-CF3, keto, cyano and an unsubstituted phenyf radical. If any one of the above
mentioned substitutents itself is at least mono-substituted, said substituents may
preferably be selected from the group consisting of F, Cl, methyi and methoxy.
no
If one or more of the residues R1b-R4b, R10b-R15b and R1flb represents or comprises an
aryl radical, which is substituted by one or more substituents, unless defined
otherwise, each of these substituents may preferably be selected from the group
consisting of hydroxy, halogen, branched or unbranched C1-4-aJkoxy, branched or
unbranched C1-4-alkyl, branched or unbranched C1-4-perfluOroalkoxy, unsubstftuted or
at least mono-substituted phenoxy, unsubstituted or at least mono-substituted
benzoyi, cyclohexyl, branched or unbranched C1-4-perfluoroalkyl, NRARB wherein R.
RB are each independently selected from the group consisting of H, a branched or
unbranched C1-4-alkyl-radical, -CH2-CH2rOH and phenyl, carboxy, amldo, cyano,
-CH(OH)(phenyl), nitro, -SO2NH2, -CO-C1-4-alkyl, -CO-O-C1-4-alkyl, -SO-C1-4-alkyl, -
S02-C1-4-alkyl, -NH-SOr-C1-4-alkyl, wherein C1-4-alkyl may bd branched or
unbranched, an unsubstituted or at least mono-substituted phenyl or naphthyl radical
and unsubstituted or at least mono-substituted furanyl-, thlenyl-, pyrrolyK Imidazolyl-,
pyrazolyl-, pyridinyl-, pyrimidinyl-, quinolinyl- and Isoquinolinyl radical, more
preferably be selected from the group consisting of hydroxy, F, Cl, Br, methyl, ethyl,
cyano, nitro, -CH(OHXphenyl), methoxy, ethoxy, unsubstituted or at least monosubstituted
benzoyi, unsubstituted oral least mono-substituted phenoxy, cyclohexyl,
CF3, OCF3)-CO-CH3, -CO-OCHg, SO2-CH3, -NR*RB wherein R*. RB are each
independently selected from the group consisting of H, a branched or unbranched O|.
4-alkyl-radical, -CHe-CH2-OH and phenyl, and an unsubstituted phenyl radical. If any
of the above mentioned substitutents Itself Is at least mono-substituted, said
substituents may preferably be selected from the group consisting of F, Cl, Br, CF3,
OCFs, methyl and methoxy.
If one or more of the residues R^-R45 and R10b-R16b represents or comprises a
heteroaryl radical, which is substituted by one or more substituents, unless defined
otherwise, each of these substituents may preferably be selected from the group
consisting of hydroxy, halogen, branched or unbranched C1-4-alkoxy, branched or
unbranched C1-4-alkyl, branched or unbranched C1-4-perfluoroalkoxy, unsubstituted or
at least mono-substituted phenoxy, unsubstituted or at feast mono-substituted
benzoyi, cyclohexyl, branched or unbranched C1-4-perfluoroaikyl, NRARB wherein RA,
RB are each Independently selected from the group consisting of H, a branched or
unbranched C1-4-alkyl-radical, -CHrCHrOH and phenyl, carboxy, amido, cyano,
-CH(OH)(phenyl), nitro, -SO2NH2, -CO-C1-4-alkyl, -CO-OCC1-4-alkyl, -SO-C1-4-alkyl, -
SOz-C1-4-alkyI, -NH-SOa-C1-4-alkyl, wherein C1-4-alky! may be branched or
unbranched, an unsubstituted or at (east mono-substituted phenyl or naphthyi radical
and unsubstituted or at least mono-substituted furanyl-, thienyK pyrrolyl-, imidazolyl-,
pyrazolyi-, pyridinyK pyrimidinyl-, quinolinyl- and isoquinoiinyl radical, more
preferably be selected from the group consisting of hydroxy, F, Cl, Br, methyl, ethyl,
cyano, nitro, -CH(OH)(phenyl), methoxy, ethoxy, unsubstituted or at least monosubstituted
benzoyl, unsubstituted or at feast mono-substituted phenoxy, cyclohexyl,
CF3, OCF3l-CO-CH3l -CO-OCH3, SO2-CH3) -NRARB wherein RA
F RB are each
Independently selected from the group consisting of H, a branched or unbranched Ci-
4-alkyl-radical, -CHs-CKk-OH and phenyl, and an unsubstituted phenyl radical. If any
of the above mentioned substituted itself is at least mono-substituted, said
substltuents may preferably be selected from the group consisting of F, Cl, Br, CF3,
OCF3) methyl and methoxy.
If R13b and R14b form a heterocyclic ring, which is substituted by one or more
substituents, unless defined otherwise, each of these substituents may preferably be
selected from the group consisting of hydroxy, halogen, branched or unbranched
C1-4-alkoxy, branched or unbranched C1-4-alkyi, branched or unbranched C1-4-
perfJuoroalkoxy, branched or unbranched C1-4-perfJuoroalkyl, amlno, carboxy, amido,
cyano, nitro, -SO2NH2, -CO-C1-4-alkyl, -SO-C1-4-alkyl, -SOz-C1-4-alkyl,
-NH-SO2-C1-4-alkyl, wherein C1-4-alkyl may be branched or unbranched, an
unsubstituted or at least mono-substituted phenyl or naphthyi radical and an
unsubstituted or at Jeast mono-substituted furanyl-, thienyl-, pyrrolyl-, Imidazolyl-,
pyrazolyi-, pyridinyl-, pyrimidinyl-, quinolinyl- and isoquinoiinyl radical, more
preferably be selected from the group consisting of hydroxy, F, Cl, Br, methoxy,
ethoxy, methyl, CF3 and an unsubstituted phenyl radical. If any of the above
mentioned substitutents itself Is at least mono-substituted, said substituents may
preferably be selected from the group consisting of F, Cl, methyl and methoxy.
If R13b and R14b form a heterocyclic ring, which contains one or more further
heteroatoms as ring members, unless defined otherwise, each of these heteroatoms
may preferably be selected from the group consisting of N, O and S, more preferably
from the group consisting of N and O.
If one or more of the residues R1b-R15b and Wb represents or comprises a
cycloaliphatic radical, which contains one or more heteroatoms as ring members,
unless defined otherwise, each of these heteroatoms may preferably be selected
from the group consisting of N, O, S and P, more preferably from the group
consisting of N, O and S.
If one or more of the residues R^-R45, R10b-R15b and Wb represents or comprises an
heteroaryl radical,.which contains one or more heteroatoms as ring members, unless
defined otherwise, each of these heteroatoms may preferably be selected from the
group consisting of N, O, S and P, more preferably from the group consisting of N, O
andS.
If Wb represents or comprises a cycloaliphatic radical, a heteroaryl radical, an aryl
radical and/or a mono- or polycyclic ring system, which is substituted by one or more
substituents, unless defined otherwise, each of these substituents may preferably be
selected from the group consisting of hydroxy, nitro, carboxy, cyano, keto, halogen,
C1-20-alkyl, partially fluorinated C1-4alky], partially chlorinated C1-4-=alkyl, partially
brominated C1-4 alkyl, C1-4-alkoxy, partially fluorinated CM alkoxy, partially
chlorinated d^ alkoxy, partially brominated C1-4 alkoxy, C2-6-alkenylI S02-C1-4-alkyl,
(C-0)-C1-5-alkyl, -(C=O)-O-C1.5-alkyl, -(C=OJ-Cl, -S-C1-4-alkyl-F -(OOJ-H, -NH-
(C=O)-NH-C1.5-alkyl> -{C=O)-C1-4perfluoroalkyl. -NR^8, wherein RA and RB are
independently selected from the group consisting of H, C1-4-alkyl and phenyl, NH-
(C=O)-C1-5-alkyl, -C1-5-alkylen-(C=O)-C1-5-alkyl, (1,3-Dihydro-1-oxo-2H-isoindol-2-yl),
N-Phthalimidinyl-, (1,3-Dioxo-2-azaspiro[4,4]-non-2-yl, substituted or unsubstituted
phenyl, -SO2-phenyl, phenoxy, pyridinyl, pyridinyloxy, pyrazolyl, pyrimldinyl,
pyrrolidinyl-, -SO2-pyrrolidinyl, morpholinyl, SO2-morpholinyK thiadiazolyl,
oxadiazolyl, oxazolyl, thlazolyl, isoxazolyl, O-CH2-thiazolyl,-, NH-phenyl, and -C1-4-
Alkylen-NH-(C=O)-phenyl, more preferably from the group consisting of hydroxy,
nitro, carboxy, cyano, keto, F, Cl, Br, I, C1-12-alky!, CH2F, CHF2, CF3, CH2CI, CH2CI2,
CCI3, CH2Br, CHBr2l CBr3, OCF3, OCHF2| OCH2F, O-CH2-CF3, vinyl, SOrCH3, -
(C=O)-CH3, -(C=O)-C2H5, -(C=0)-0-CH3, -(C=OJ-O-CaCHa, -(C=O)-C1, -S-CH3-, -
(C=0)-H, -NH-(C=O)-NH-CH3, -(C=O)-CF3| dimethylamino, diethylamino, di-npropylamino,
di-lso-propylamino, di-n-butylamino, di-tert-butyamino, NH-(C=O)-CH3, -
CH2-(C=0)-CH3l -CH2-(C=O)-C2H5) (1,3-Dihydro-1-oxo-2H-iso]ndoi-2-yi), NPhthallmidinyl-,
(1,3-Dioxo-2-azaspiro[4,4]-non-2-yl, substituted or unsubstituted
phenyl, -SO2-phenyl, phenoxy, pyridlnyl, pyridinyloxy, pyrazolyl, pyrimidlnyl,
pyrrolidinyl-, -SO2-pyrrolidinyl, morpholinyl, SO2-morpholinyl-, thiadiazolyl,
oxadiazolyi, oxazolyl, thlazolyl, isoxazolyl, O-CH2-thiazolyl,-, NH-phenyl, and -
NH-(C=O)-phenyl.
If any of the afore mentioned substituents itself is substituted by one or more
substftuents, said substituents may preferably be selected from the group consisting
of halogen, nitro, cyano, hydroxy, -(C=O)-CM-alkyl, C-alkyl, at least partially
fiuorinated C1-4-alkyl, at least partially chlorinated C1-4-alkyl, at least partially
bromlnated C1-4-alkyl. -S-C1-4-alkyl. -C(=O)-O-C1-4-alkyl, -(C=O)-CH2-F, -{C=O)-CHr
Cl, -{C=O)-CH2-Br, preferably from the group consisting of F, Cl, Br, CH2F, CHF2,
CF3, CH2CI, CHCI2, CCI3, CH2Br, CHBr2, CBr3l nitro, cyano, hydroxy, -(C=O)-CH3,
CH3j C2H5, -S-CH3| -C(=O)-O-CH3, -C(=O)-0-C2H5l -(C=CHrF, -(C=OJ-CHrCI
and -(C=O)-CH2-Br.
Preferred are compounds of general formula (Ib) given above, wherein R1b, R2b, R3b,
R4b are each independently selected from the group consisting of H, F, Cl, Br, an
unbranched or branched, saturated or unsaturated, optionally at least monosubstituted
C1-6-aliphatic radical, a saturated or unsaturated, optionally at least monosubstituted,
optionally at least one heteroatom as ring member containing C3.8-
cycloaliphatic radical, which may be bonded via an optionally at least monosubstituted
C1-8-alkylene group and/or may be condensed with an optionally at least
mono-substituted mono- or polycycllc ring-system, an optionally at least monosubstituted,
5- or 6-membered aryl- or heteroaryl radical, which may be bonded via
an optionally at least mono-substituted C1-6-alkylene group and/or may be condensed
with an optionally at least mono-substituted mono- or poiycyclic ringsystem, a nitro
group, a cyano group, -OR10b, -OC(=O)R11b, -SR12b, -SOR12b, -SO2R12b, -NHSO2R12b,
-SO2NH2 and a -NR13bR14b moiety, preferably selected from the group
consisting of H, F, Cl, Br, a saturated, branched or unbranched, optionally at least
mono-substituted C1-3-aliphatic radical, a saturated, optionally at least monosubstituted,
optionally at least one heteroatom as ring member containing C5- or C6-
cycloaliphatic radical, which may be bonded via an optionally at least mono-
ubstituted Cr or C2-alkylene group, a nitra group, a cyano group, -OR10b, -
OC(=0)R11b, -SR12b and -NR13bR14b moiety, more preferably selected from the group
consisting of H, F, Cl, Br, -CH3, -CH2CH3, -CF3i -CF2CF3, cyclopentyl, cyclohexyl,
nltro, cyano and -OR10b, and R5b-RT8b and Wb have the meaning given above,
optionally in form of one of their steneoisomers, preferably enantfomers or
diastereomers, their racemates or in form of a mixture of at least two of its
stereoisomers, preferably enantiorners or diastereomers, in any mixing ratio, or
corresponding salts thereof, or corresponding solvates.
Also preferred are compounds of general formula (Ib) given above, wherein Rsb
represents hydrogen, an unbranched or branched, saturated or unsaturated,
optionally at least mono-substituted Ci-e-aliphatic radical or a saturated or
unsaturated, optionally at least mono-substituted, optionally at least one heteroatom
as ring member containing C1-4cycloalfphatic radical, preferably represents H or a
branched or unbranched C1-3-alkyl radical, more preferably H, -CHa or -CH2CH3,
most preferably a hydrogen atom, and R^-R45, Reb-R18b and Wb have the meaning
given above, optionally in form of one of their stereoisomers, preferably enanttomers
or diastereomers, their racemates or in form of a mixture of at least two of its
stereoisomers, preferably enantiorners or diastereomers, In any mixing ratio, or
corresponding salts thereof, or corresponding solvates.
Also preferred are compounds of general formula (Ib) given above, wherein R6", R76,
R8", R are each independently selected from the group consisting of hydrogen, an
unbranched or branched, saturated or unsaturated, optionally at least monosubstituted
C1-6-aliphatic radical, a saturated or unsaturated, optionally at least monosubstituted,
optionally at least one heteroatom as ring member containing C3.8-
cycloalibhatic radical, a cyano group and a -COOR15b moiety, preferably selected
from the group consisting of H, a branched or unbranched C1-3-alkyl radical, a cyano
group and a COOR15b group, more preferably from the group consisting of H, -CH3, -
CH2CH3 and a cyano moiety, most preferably each of R66, R7", R8b and Reb represent
a hydrogen atom, and R1b-R5b, R10b-R18b and Wb have the meaning given above,
optionally in form of one of their stereoisomers, preferably enantiorners or
diastereomers, their racemates or in form of a mixture of at least two of fts
stereoisomers, preferably enantiomers or diastereomers, in any mixing ratio, or
corresponding salts thereof, or corresponding solvates.
Also preferred are compounds of general formula (Ib) given above, wherein Wb
represents an unbranched or branched, saturated or unsaturated, optionally at least
mono-substituted C^o aliphatic radical, a saturated or unsaturated, optionally at least
mono-substituted, optionally at least one heteroatom as ring member containing Ca
cycloaljphatic radical, which may be bonded vfa an optionally at least monosubstituted
Ci-6-alkylene group and/or may be condensed with an optionally at least
mono-substituted mono- or polycyclic ring-system, an optionally at least monosubstituted,
5- or 6-membered aryl- or heteroaryl radical, which may be bonded via
an optionally at least mono-substituted d-e- alkylene group and/or may be
condensed with an optionally at least mono-substituted mono- or polycyclic ringsystem,
a NR16bR17b-moiety or a COR18b-molety,
preferably Wb represents
a linear or branched C1-20-alkyl radical, preferably an alkyl radical selected from the
group consisting of methyl, ethyl, n-propyl, Iso-propyl, n-butyl, Iso-butyl, sec-butyl,
tert-butyl and 1,1-dimethyl-propyl; a linear or branched C2.2o-alkenyl radical;
preferably a vinyl radical; -CF3; -CHF2; -CH2F; -CCI3; -CHCI2; -CH2CI; -CH2-CF3;
CHjrCH2-CI; -CH2-CH2-CH2-CI; -CHy-S(Ofe-CHs; a cyclopropyl radical; a cydobutyl
radical; a cyclopentyl radical; a cyclohexyl radical; -CH2-cyclopropyl; -CH2-cyclobutyl;
-CH2-cyclopentyl; -CH2-cyclohexyl; -N(CH3)2; -N(C2H5)z; -N(n-CH2-bHrCH3)2;
phenyl; benzyl; naphthyl; -CH=CH-phenyl; -(CF2HCF2)-O-phenyl; -{CH2)-naphtyi; -
(CH2)-(CH2)-naphthyl; anthracenyl; -(C=O)-phenyf; thiophenyl; benzo[b]thiophenyl;
furanyl; 2-oxo-2H-chromenyl; dibenzofuranyl; 2,3-dihydrobenzofuranyI; chromanyl;
2,3-dihydro~benzo[1,4]dioxinyI; 3,4-dlhydro-2H-1,5-benzo-dioxepinyl; chromonyl; 1HImidazolyl;
pyridinyl; pyrrolidine-2,5-dionyl; pyrrolyl; 1H-pyrazolyl; IH-pyrimfdlne-2,4-
dionyl; qulnolinyl; isoquinolinyl; 1 H-Benzolmldazolyl; 1,4-dihydro-quinoxaline-2,3-
dionyl; 1,2,3,4-tetrahydro-isoquinolinyl; 1,4-dihydro-ben2D[bJ[1,4]diazepine-2,4-dionyf;
3-dihydro-1-oxo-2H-isoindoly.l; phthalimldinyl; 2-(1 ,3-dioxo-1 ,3-dihydro-isoindol-2-
yl)-ethyl; lmidazo[1 ,2-a]pyridine; isatinyl; thiazolyl; 1,3-thiazolyl; 1,2,4-thiadiazolyl;
imidazo[2,1-b]thiazolyl; 1 ,3-benzothiazolyl; benzo[1 ,2,5]thladiazolyl; 2-oxo-2,3-
dihydro-benzothiazolyi; 2,1,3-benzothiadiazolyl; imidazo[2,1-b]thiazolyl; isoxazolyl;
benzo[1 ,2,5]oxadiazolyl; benzo[d]isoxazolyl; benzofurazanyl;
2HDXO-2,3-dihydno-benzooxazolyl; 3,4-dihydro-2H-benzo[1 ,4]oxazinyl; or 2,1 ,3-
benzoxadiazolyl;
whereby each of .these afore mentioned cyclic moieties may optionally be substituted
with 1 , 2, 3, 4 or 5 substituents independently selected from the group consisting of
methyl; ethyl; n-propyl; iso-propyl; n-butyl; iso-butyl; sec-butyl; tert-butyf; 1,1-
dimethyl-propyl; n-pentyl; vinyl; cyclopropyl; cyclobutyl; cyclopentyl; cyclohexyl;
morpholino; methoxy; ethoxy; n-propoxy; iso-propoxy; n-propoxy; F; Cl; Br; I; -CN; -
OH; -CF3; -CF2H; -CH2F; -CCl3; -CCIH2; -CHCI2; -CHa-F; -CHrCI;-CHrBn -(OO)-
CH2-Br; -OCF3; -O-CH2-CF3; -O-CHF2; -NO2; -NH2; -N(CH3)2; -N(C2H5)2; -N(n-CHr
CH2-CH3)2; -Nfn-CHrCHrCHrCHg-NHC-CHs; -NH-phenyl; -(C=O)-CF3; -
(C=O)-OH; =O (oxo); -(C=O)-H; -Sf-Ofc-Chb; -S(=0)risopropyl; -S(=O)2-phenyl; -
S(=O)2-pyrrolidinyl; -S(=O)rmorpholino; -(CH2)-(CH2HC=O)-O-CH3; -NH-(C=O)-NHCH2-
CH2-CH3; -(C=O)-CH3; -{C=O)-O-CH3; -(C=O)-O-C2H5; -(CH2>-NH-(C=O)-
phenyl; -CH2-C(H)(phenyl)(phenyl); -0-CHrthiazolyl; 1,3-dioxo-2-azaspiro[4.4]non-2-
yl; phenyl; phenoxy; isoxazolyl; 1,3-oxazolyl; 1 ,2,4-oxadiazolyl; 1,3,4-oxadiazolyl;
pyridinyl; pyridinyloxy; pyrazolyl; pyrimldinyl and phthalimidinyl; and
whereby each of the cyclic moieties of these afore mentioned substituents may
optionally be substituted with 1 , 2, 3, 4 or 5 substituents that are independently
selected from the group consisting of methyl; ethyl; n-propyl; iso-propyl; F; Cl; Br;
CN; -CH2-F; -CHrCCHBr; -CF3 and -S-CH3,
more preferably Wb represents
an alkyl radical selected from the group consisting of methyl; ethyl; n-propyl; isopropyl;
n-butyl; sec.butyl; iso-butyl and tert-butyl; vinyl (CH2=CH-); -N(CH3)2; 1-
naphthyl; benzyl; 2-naphtyl; phenyl; 2-methyl-phenyl; 3-methyl-phenyl; 4-methylphenyl;
2-ethyl-phenyl; 3-ethy!-phenyl; 4-ethyl-phenyi; 2-n-propyl-phenyl; 3-n-propyl-
117
phenyl; 4-n-propyl-phenyl; 2-isopropyl-phenyl; 3-isopropyl-phenyl; 4-lsopropyl-phenyl;
2-n-butyl-phenyl; 3-n-butyl-phenyl; 4-n-butyl-phenyl; 2-Iso-butyl-phenyl; 3-iso-butylphenyl;
4-iso-butyI-phenyl; 2-tert-butyl-phenyl; 3-tert-butyl-phenyl; 4-tert-butyl-phenyl;
1,1-dimethylpropyl-phenyl; 2-cyclopentyl-phenyl; 3-cyclopentyl-phenyl; 4-cyclopentylphenyl
2-cyclohexyl-phenyl; 3-cyclohexyl-phenyI; 4-cyclohexyl-phenyl; 2-methoxyphenyt;
3-methoxy-phenyl; 4-methoxy-phenyl; 2-ethoxy-phenyl; 3-ethoxy-phenyl; 4-
ethoxy-phenyl; 2-n-propoxy-phenyl; 3-n-propoxy-phenyl; 4-n-propoxy-phenyl; 2-isopropoxy-
phenyl; 3-iso-pnopoxy-phenyl; 4-isopropoxy-phenyl;2-f!uoro-phenyl; 3-fluorophenyl;
4-fluoro-phenyl; 2-chIora-phenyl; a-chloro-phenyl; 4-chloro-phenyl; 2-bromophenyl;
3-bromo-phenyl; 4-bromo-phenyl; 2-trifluoromethyl-phenyl; 3-trifluoromethylphenyl;
4-trifluoromethyl-phenyl; 2-trifluoromethoxy-phenyl; 3-trifluoromethoxyphenyl;
4-trifluoromethoxy-phenyl; 2-cartx)xy-phenyl; 3-carboxy-phenyl; 4-carboxyphenyl;
2-acetyl-phenyl; 3-acetyl-phenyl; 4-acetyl-phenyl; 2-(C=O)-0-CH3-phenyl; 3-
(C=O)-O-CH3-phenyl; 4-(C=O)-O-CH3-phenyl; 2-(CH2HCH2)-(C=O)-O-CH3; 3-(CH2)-
(CH2)-(C=O)-O-CH3; 4-(CH2)-(CH2)-(C=O)-O-CH3; 2-cyano-phenyl; 3-cyano-phenyl;
4-cyano-phenyl; 2-nitro-phenyl; 3-nltro-phenyl; 4-nitro-phenyl; 4-(4-bromophenoxy>-
phenyl; 2-methylsulfonyl-phenyl; 3-methylsulfonyl-phenyl; 4-methylsulfbnyl-phenyl; 2-
phenyl-phenyl (biphenyl-2-yl); 3-phenyl-phenyl (biphenyl-3-yl); 4-phenyl-phenyl
(biphenyl-4-yt); 2-phenoxy-phenyl; 3-phenoxy-phenyl; 4-phenoxy-phenyl; 2,4-
dimethyl-phenyl; 3,4-dimethyl-phenyl; 2,4,6-trimethyl-phenyl; 2,3,5,6-tetramethylphenyl;
pentamethyl-phenyl; 2,5-dimethoxy-phenyl; 3,4-dlmethoxy-phenyl; 2,3-
dichloro-phenyl; 2,4-dichloro-phenyl; 2,5-dichloro-phenyl; 3,4-dichloro-phenyl; 3,5-
dichloro-phenyl; 2,6-dlchloro-phenyl; 2,4-dlfluoro-phenyl; 3,4-drfluoro-phenyl; 2,5-
difluoro-phenyl; 2,6-dlfluoro-phenyl; 3-ch!oro-2-fluoro-phenyl; 3-chloro-4-fluorophenyl;
5-chloro-2-fluoro-phenyl; 2,3,4-trichloro-phenyl; 2,4,5-trichloro-phenyl; 2,4,6-
trichloro-phenyl; 2,4,5-trlfluoro-phenyl; 2,3,4-trlfluoro-phenyl-; 2-chloro-4,5-dlfluorophenyl;
2-bromo-4-fluoro-phenyl; 2-bromo-4,6-difluoro-phenyl; 4-chloro-2l5-difluorophenyl;
5-ch!oro-2,4-difluoro-phenyi; 4-bromo-2,5-difluoro-phenyl; 5-bromo-2,4-
dlfluoro-phenyl; pentafluoro-phenyl; 2,4-dinitro-phenyl; 4-chloro-3-nttro-phenyl; 2-
methyl-5-nItro-phenyl; 5-bromo-2-methoxy-phenyl; 3-chloro-2-methyl-phenyl; 4-
bromo-3-methyl-phenyl; 4-chloro-2,5-dimethyI-phenyl; 4-fluoro-3-methyl-phenyI; 5-
fluoro-2-methyl-phenyI;2-nitro-4-trifluoromethyl-phenyl;2-methoxy-4-methyl-phenyl;
3,5-dichloro-2-hydroxy-phenyl;3,5-dichloro-4-hydroxy-phenyl;5-chloro-2,4-difluorophenyl;
3-chIoro-4-(NHHC=O)-CH3-phenyl; 2-chloro-6-metnyI-phenyl; 2-chloro-5-
trifluoromethyl-phenyl; 2-chloro-5-trifluoromethoxy-phenyl; 4-bromo-2-
trifluoromethoxy-phenyl;4-bromo-2-trifluoromethyl-phenyl;4-bromo-3-trifluorometn
phenyl; 3-carboxy-4-fluoro-phenyl; 3-carboxy-4-chloro-6-fluoro-phenyl; 4-methoxy-
2,3,6-trimethyl-phenyl-; or one of the following groups:
(Figure Removed)
whereby in each case X denotes the position by which the respective substituent Wb
is bonded to the -SO2 group of formula (Ib),
and R1b-R18b have the meaning given above, optionally in form of one of their
stereoisomers, preferably enantiomers or diastereomers, their racemates or In form
of a mixture of at least two of its stereoisomers, preferably enantiomers or
diastereomers, in any mixing ratio, or corresponding salts thereof, or corresponding
solvates.
Also preferred are compounds of general formula (Ib) given above, wherein R10b
represents hydrogen, an unbranched or branched, saturated or unsaturated,
optionally at least mono-substituted C1-8-aliphatic radical, a saturated or unsaturated,
optionally at least mono-substituted, optionally at least one heteroatom as ring
member containing C3-8-cycloaiiphatic radical, which may be bonded via an optionally
at least mono-substituted C1-6-alkylene group and/or may be condensed with an
optionally at least mono-substituted mono- or polycyclic ring-system, or an optionally
at least mono-substituted, 5- or 6-membered aryl- or heteroaryl radical, which may be
bonded via an optionally at least mono-substftuted C1-6-alkylene group and/or may be
condensed with an optionally at least mono-substituted mono- or polycyclic ringsystem,
preferably H, a linear or branched C1-4-alkyl radical, a cyclohexyf radical or a
phenyf radical, more preferably H, -CH3l -C2HS or phenyl, and R1b-R* Rm-R18b and
Wb have the meaning given above, optionally in form of one of their stereoisomers,
preferably enantiomers or diastereomers, their racemates or in form of a mixture of at
least two of its stereoisomers, preferably enantiomers or diastereomers, in any
mixing ratio, or corresponding salts thereof, or corresponding solvates.
Also preferred are compounds of general formula (Ib) given above, wherein R11b
represents hydrogen, an unbranched or branched, saturated or unsaturated,
optionally at least mono-substituted C1-6aliphatic radical, a saturated or unsaturated,
optionally at least mono-substituted, optionally at least one heteroatom as ring
member containing C3-8-cycloaliphatic radical, which may be bonded via an optionally
at least mono-substituted C1-6-alkytene group and/or may be condensed with an
optionally at least mono-substituted mono- or polycyclic ring-system, or an optionally
at least mono-substituted, 5- or 6-membered aryl- or heteroaryl radical, which may be
bonded via an optionally at least mono-substituted C1-6-alkyiene group and/or may be
condensed with an optionally at least mono-substituted mono- or polycyclic ringsystem,
preferably H, a linear or branched Ci-4-alkyl radical, a cyclohexyl radical or a
phenyl radical, more preferably H, -CH3, -QH5 or phenyl, and R1b-R10b, R12b-R18b and
Wb have the meaning given above, optionally in form of one of their stereoisomers,
preferably enantiomers or diastereomers, their racemates or in form of a mixture of at
least two of its stereoisomers, preferably enantiomers or diastereomers, in any
mixing ratio, or corresponding salts thereof, or corresponding solvates.
Also preferred are compounds of general formula (Ib) given above, wherein R12b
represents an unbranched or branched, saturated or unsaturated, optionally at least
mono-substituted C1-6-aliphatic radical, a saturated or unsaturated, optionally at least
mono-substituted, optionally at least one heteroatorn as ring member containing C1-6-
cycloaliphatic radical, which may be bonded via an optionally at least monosubstituted
C1-6-alkylene group and/or may be condensed with an optionally at least
mono-substituted mono- or polycyclic ring-system, or an optionally at least monosubstituted,
5- or 6- membered aryl- or heteroaryl radical, which may be bonded via
an optionally at least mono-substituted. Curalkytene group and/or may be condensed
with an optionally at least mono-substituted mono- or polycyclic ring-system,
preferably represents H, a linear or branched C1-4-alkyl radical, a cyclohexyl radical
or a phenyl radical, more preferably H, -CH3, -C2H5 or phenyl, and R1b-R11b, R13b-R18b
and Wb have the meaning given above, optionally in form of one of their
stereoisomers, preferably enantiomers or diastereomers, their racemates or in form
of a mixture of at least two of its stereoisomers, preferably enantiomers or
diastereomers, in any mixing ratio, or corresponding salts thereof, or corresponding
solvates.
Also preferred are compounds of general formula (Ib) given above, wherein R13b and
R14b are each independently selected from the group consisting of hydrogen, an
unbranched or branched, saturated or unsaturated, optionally at least monosubstituted
Ci-6-aiiphatic radical, a saturated or unsaturated, optionally at least monosubstituted,
optionally at least one heteroatorn as ring member containing CMcycloaliphatic
radical, which may be bonded via an optionally at least monosubstituted
C1-6alkylene group and/or may be condensed with an optionally at least
mono-substituted mono- or polycyclic ring-system, or an optionally at least monosubstituted,
5- or 6-membered aryl- or heteroaryl radical, which may be bonded via
an optionally at least mono-substituted C1-6-aikylene group and/or may be condensed
with an optionally at least mono-substituted mono- or polycyclic ring-system,
preferably are each independently selected from the group consisting of H, a linear or
branched Ci-4-alkyl radical, cyclohexyl and a phenyl radical, more preferably are
each independently selected from the group consisting of H, -CH3, -C2Hs and phenyl,
and R1b-R12b, R^-R1* and Wb have the meaning given above, optionally in form of
one of their stereoisomers, preferably enantiomers or diastereomers, their racemates
or In form of a mixture of at least two of its stereolsomers, preferably enantlomers or
diastereomers, in any mixing ratio, or corresponding salts thereof, or corresponding
solvates.
Also preferred are compounds of general formula (Ib) given above, wherein R13b and
R14b together with the bridging nitrogen atom form a saturated, unsaturated or
aromatic, 5- or 6-membered heterocyclic ring, which may be at least monosubstituted
end/or contain at least one further heteroatom as a ring member,
preferably form an unsubstituted piperidin or morpholine group, and R1b-R12b, R15b-
R1fib and Wb have the meaning given above, optionally in form of one of their
stereoisomers, preferably enantiomers or diastereomers, their racemates or in form
of a mixture of at least two of its stereolsomere, preferably enantlomers or
dlastereomers, in any mixing ratio, or corresponding salts thereof, or corresponding
solvates.
Also preferred are compounds of general formula (Ib) given above, wherein R15b
represents hydrogen, an unbranched or branched, saturated or unsaturated,
optionally at least mono-substituted C1-6-allphatic radical, a saturated or unsaturated,
optionally at least mono-substituted, optionally at least one heteroatom as ring
member containing C3-8-cycloaliphatic radical or an optionally at least monosubstituted,
5- or 6- membered aryl- or heteroaryl radical, which may be bonded via
an optionally at least mono-substituted C1-6-alkylene group and/or may be condensed
with an optionally at least mono-substituted mono- or polycyclic ring-system,
preferably represents H, a linear or branched C1-4-alkyl radical, a cyclohexyl radical
or a phenyl radical, more preferably represents H, -CH3, -csHs or phenyl, and R1b-
R14b, R1eb-R18b and Wb have the meaning given above, optionally in form of one of
their stereoisomers, preferably enantlomers or diastereomers, their racemates or in
form of a mixture of at least two of its stereolsomers, preferably enantiomers or
dlastereomers, in any mixing ratio, or corresponding salts thereof, or corresponding
solvates.
Also preferred are compounds of general formula (Ib) given above, wherein R16b
represents an unbranched or branched, saturated or unsaturated, optionally at least
mono-substituted C1-6 aliphatic radical, preferably an unbranched or branched,
saturated, unsubstituted C1-3alkyl radical, more preferably a methyl radical, and R1b-
R156, R17b and R18b and Wb have the meaning given above, optionally in form of one
of their stereoisomers, preferably enantiomers or diastereomers, their racemates or
in form of a mixture of at least two of its stereoisomers, preferably enantiomers or
diastereomers, in any mixing ratio, or corresponding salts thereof, or corresponding
solvates. . .
Also preferred are compounds of general formula (Ib) given above, wherein R17b
represents an unbranched or branched, saturated or unsaturated, optionally at least
mono-substituted C1-6 aliphatic radical, preferably an unbranched or branched,
saturated, unsubstituted C1-3 alkyl radical, more preferably a methyl radical, and R1b-
R16b, R18b and W* have the meaning given above, optionally in form of one of their
stereoisomers, preferably enantiomers or diastereomers, their racemates or in form
of a mixture of at least two of Its stereoisomers, preferably enantiomers or
diastereomers, in any mixing ratio, or corresponding salts thereof, or corresponding
solvates.
Also preferred are compounds of general formula (Ib) given above, wherein R18b
represents a phenyl radical, which is optionally at least mono-substituted by a C1-6
aliphatic radical, more preferably a phenyl radical, which Is optionally at least monosubstituted
by a methyl group, and R1b-R17b and Wb have the meaning given above,
optionally In form of one of their stereoisomers, preferably enantiomers or
diastereomers, their racemates or In form of a mixture of at least two of its
stereoisbmers, preferably enantiomers or diastereomers, in any mixing ratio, or
corresponding salts thereof, or corresponding solvates.
More preferred are compounds of general formula (Ib) given above, wherein
R , R , R , R are each Independently selected from the group consisting of a
hydrogen atom; a fluorine atom; a chlorine atom; a bromine atom; a methyl group
and a methoxy group;
R6" represents a hydrogen atom;
R6 bR7bReb R9b each represents hydrogen atom;
\Nb represents
an alkyl radical selected from the group consisting of methyl; ethyl; n-propyl; isopropyl;
n-butyl; sec.butyl; iso-butyl and tert-butyl; vinyl (CH2=CH-); -N(CH3)2; 1-
naphthyl; benzyl; 2-naphtyl; phenyl; 2-methyl-phenyl; 3-methyl-phenyl; 4-methylphenyl;
2-ethyl-phenyI; 3-ethyl-phenyl; 4-ethyl-phenyl; 2-n-propyl-phenyl; 3-n-propylphenyl;
4-n-propyl-phenyl; 2-isopropyl-phenyl; 3-isopropyl-phenyl; 4-isopropyl-phenyl;
2-n-butyl-phenyl; 3-n-butyl-phenyl; 4-n-butyl-phenyl; 2-iso-butyl-phenyl; 3-iso-butylphenyl;
4-iso-butyl-phenyl; 2-tert-butyl-phenyl; 3-tert-butyl-phenyl; 4-tert-butyl-phenyl;
1,1-dimethylpropyl-phenyl; 2-cyclopentyl-phenyl; 3-cyclopentyl-phenyl; 4-cyclopentylphenyl
2-cyclohexyl-phenyl; 3-cyclohexyl-phenyl; 4-cyclohexyl-phenyl; 2-methoxyphenyl;
3-methoxy-phenyl; 4-methoxy-phenyi; 2-ethoxy-phenyl; 3-ethoxy-phenyl; 4-
ethoxy-phenyl; 2-n-propoxy-phenyl; 3-n-propoxy-phenyl; 4-n-propoxy-phenyl; 2-isopropoxy-
phenyl; 3-lso-propoxy-phenyl; 4-lsopropoxy-phenyl;2-fluoro-phenyl; 3-fluorophenyl;
4-fluoro-phenyl; 2-chloro-phenyl; 3-chloro-phenyl; 4-chloro-phenyl; 2-bromophenyl;
3-bromo-phenyl; 4-brorno-phenyl; 2-trifluoromethyl-phenyl; 3-trifluoromethylphenyl;
4-trifluoromethyl-phenyl; 2-trifluoromethoxy-phenyl; 3-trifluorbmethoxyphenyl;
4-trifluoromethoxy-phenyl; 2-carboxy-phenyl; 3-carboxy-phenyl; 4-carboxyphenyl;
2-acetyl-phenyl; 3-acetyl-phenyl; 4-acetyl-phenyl; 2-(C=O)-O-CH3-phenyl; 3-
(C=0)-O-CH3-phenyl; 4-{C=O)-O-CH3-phenyl; 2-(CH2)-(CH2)-(C=O)-O-CH3; 3-(CH2)-
(CH2)-(C-O)-0-CH3; 4-{CH2MCH2MC=O)-O-CH3; 2-cyano-phenyl; 3-cyano-phenyl;
4-cyano-phenyl; 2-nitro-phenyl; 3-nltro-phenyl; 4-nitro-phenyl; 4-{4-bromophenoxy)-
phenyl; 2-methylsuIfonyl-phenyl; 3-methylsulfonyl-phenyl; 4-methylsulfonyl-phenyl; 2-
phenyl-phenyl (biphenyl-2-y[); 3-phenyl-phenyl (biphenyl-3-yl); 4-phenyl-phenyl
(biphenyf-4-yl); 2-phenoxy-phenyl; 3-phenoxy-phenyl; 4-phenoxy-phenyl; 2,4-
dimethyl-phenyl; 3,4-dimethyl-phenyI; 2,4,6-trimethyl-phenyl; 2,3,5,6-tetramethylphenyl;
pentamethyl-phenyl; 2,5-dlmethoxy-phenyl; 3,4-dimethoxy-phenyl; 2,3-
dlchloro-phenyl; 2,4-dichlono-phenyl; 2,5-dichloro-phenyl; 3,4-dichloro-phenyl; 3,5-
dlchlora-phenyl; 2,6-dichloro-phenyl; 2,4-difluoro-phenyl; 3,4-difluoro-phenyl; 2,5-
dlfluoro-phenyl; 2,6-dffluono-phenyl; 3-chloro-2-fluoro-phenyl; 3-chIoro-4-fluorophenyl;
5-chloro-2-fluoro-phenyl; 2,3,4-trichloro-phenyI; 2,4,5-trichloro-phenyl; 2,4,6-
trichloro-phenyl; 2,4,5-trifluoro-phenyl; 2,3,4-trffluono-phenyl-; 2-chloro-4,5-difluorophenyl;
2.-bromo-4-fluoro-phenyl; 2rbromo-4l6-djfluoro-phenyl; 4-chloro-215-difluoraphehyl;
5-chloro-2,4-difluoro-phenyl; 4-bromo-2,5-dlfluoro-phenyl; 5-bromo~2,4-
difluoro-phenyl; pentafluoro-phenyl; 2,4-dinitro-phenyl; 4-chloro-3-nitro-phenyl; 2-
methyl-5-nitro-phenyl; 5-bromo-2-methoxy-phenyl; 3-chloro-2-methyl-phenyl; 4-
bromo-3-methyl-phenyl; 4-chloro-216-dimethyl-phenyl; 4-fluoro-3-methyl-phenyl; 5-
fluoro-2-methyl-phenyl;2-nitro-4-trifluoromethyl-phenyl;2-methoxy-4-methyl-phenyl;
S.S-dlchloro-hydroxy-phenyl; 3,5-dichloro-4-hydroxy-phenyl; S-chloroAdifluorophenyl;
3-chloro-4-(NH)-C=O)-CH3-ph9nyl; 2-chloro-6-methyl-phenyl; 2-chloro-5-
trifluoromethyl-phenyl; 2-chloro-5-trifluoromethoxy-phenyl; 4-bromo-2-
trifluoromethoxy-phenyl;4-bromo-2-tiifluoromethyl-phenyl;4-bromo-3-trifluoromethylphenyl;
3-carboxy-4-fluoro-phenyl; 3-caitoxy-4-chloro-6-fluoro-phenyl; 4-methoxy-
2,3,6-trimethyl-phenyl-; or one of the following groups:
(Figure Removed)
whereby in each case X denotes the position by which the respective substituent Wb
is bonded to the -SO2 group of formula (Ib),
optionally in form of one of its stereoisomers, preferably enantiomers or
diastereomers, its racemate or in form of a mixture of at least two of its
stereoisomers, preferably enantiomers or diastereomers, in any mixing ratio, or a
physiologically acceptable salt thereof, or a solvate, respectively.
Most particularly preferred are compounds of general formula (Ib) selected from the
following group given in list B:
List B:
Compound
1-n-(Naphthalene-2-sulfonyl)-p|per[dln-vn-1.4-dihvdr(-ben2o[diri.3loxazin-2-one
-[1 -fToluene-4-sulfonyl)-plperidln-4-vi1-1.4-dihvdro-benzofd]f1.31oxazin-2-one
1 -(1-Phenylmethanesulfonyl-pipef[dln-4-vl)-l .4-dlhvdro-ben2ordin .31oxa2in-2-one
1 -n-Benzenesutfonyl-piperidin-4-yl)-6-chloro-1.4-d[nvdro-penzo[d][1.3]oxazln-2-one
6-Chloro-1 -F1 -{toluene-4-smfonvl-plperidin>4-vn-1.4-dihydro-benzo{d3[1,3]oxazln-2-one
6-Chloro-1 -41 -phenylmethanesutfonvl-plDerldlnwt-vD-i .4-dihydro-benzoMTII .31oxazln-2-one
6-Chloro-1-n-(rTaphthalen&.1-sulfonviy-plperidln-4-vlV1.4-dihvdro-benzo[d]f1.3Ioxa2ln-2H)ne
6-Chloro-1 -fi -(naphthalene-2-sulfonvl>-piperfdin-4-vlT-1.4-dihydro-benzo[din .31oxazln-2-one
9 6-Chloro-1 -[1 -(Shloro-a-methyl-benzoIbJthiophene-BulfonylJ-piperldln-ylhl ,4-dihydrobenzofdin
,3]oxazin-2-one
10 1 -[1 -qhiophene-2-6Ulfonvl)-piperidin-4-vn-1.4-dihvdro-benzo[dlf1.3]oxazln-2-one
11 -[1 -(4-Acetvl-benzenesulfony>-plperidln-4-yl1.4-dihydro-benzord][1.31oxazln-2-one
12 2-[4-(2-Qxo4H-benzofd1[1.3loxazln-1 -vll-plperidlne-1 -sulfonyn-benzonitrile
13 1-[1-(2.4-Dimethyl-benzeneBulfbnyl)-plperidln-4-yl]-1.4-dlhydro-berizordK1.3]oxazin-2-one
14 -[1-(4/lethoxy-benzenesulfonyt)-plperfdin-4-yll-1,4-dihydro-benzo[d][1t3]oxazin-2-one
1S 1-[1-(2-Naphthalen-1-yl-ethanesulfonyl)-plperidin-4-yl]-1,4-dihydro-benzo[d][1,3]oxazln-2-
one
16 8-Melhvl-1 -[1 -(thiophene-2-sulfbnyl)-plperidin-4-yl3-1,4-dihydro-benzo[cn[1,3]oxazin-2-one
17 one
1 -[1 -(4-Acetyl-benzenesuKbnyl)-piper!din-4-yl^B-methyl-1,4-dihydro-benzo[d][1,3]oxazin-2-
18 2-[4-{8-Metriv)-2-oxo4H-benzo[d][1,3loxazln-1 -yl)-piperldlne-1 -sulfonyll-benzonltrile
19 1 -[1 -(2,4-Dlmethyl-benzenesulfonyl-p!peridin-4-yl]-8-methyl-1,4-dihydrotenzofdlH
,3]oxazin-2-one
1 -[1 -(4-Methoxy-benzenesulfonyl)-piperidin-4-yl]-8-methyl-1,4-dihydro-benzo[d][1,3]oxazin-
20 2-one
21 J-Methyl-1-[1-(2-naphtha!en-1-yl-ethanesulfonyl)-piperidir>-4-y!]-1J4-dihydro-
3enzofd][1,3]oxazln-2-one 22 4-(8-Methyl-2-oxo-4H-benzo[d][1,3loxazln-1-vD-piperidine-1-sulfonlc acid dimethylamide
23 2-I4-(2-Oxo-4H-benzord][1,3]oxazln-1-yl)-plperidlne-1-8ulfonvll-benzolc add methyl ester
24 one
-[1 -(3-Trifluoromethyl-benzenesulfonyt)-plperidin-4-yl]-1,4-dihydro-benzo[d][1,3Joxazin-2-
2-[4-(8-MBthyi-2-oxo-4H-benzo[d3[1,3]oxazln-1 -yl)-piperidine-1 -sulfonyl]-benzoic acid methyl
25 ester
26
5-Methyl-1 -[1-(3-trifluoromethyI-benzenesulfonyl)-piperidin-4-ylI-1,4-dihydro-
)enzo[d][1,3]oxazin-2-one
27 one
1 -[1 -(4Acetyl-benzenesu]fonyl)-piperldin-4-yl]-6-chloro-1,4-dihydro-benzo[d][1,3]oxazin-2-
28 2^4-(6-pliloro-2-oxo-4H-benzo[d]C1.3]oxazin-1-yl)-plperidine-1--8ulfonyl]-benzonltrile
2-one
OA 2-[4-(6-Chloro-2-oxo-4H-benzo[d][1,3]oxazln-1-yl)-piperidine-1-sulfonyl]-benzoic acid methyl
30 ester
31 6-Chloro-1 -[1 -2,4-dimethyl-benzenesulfonyl)-piperidin-4-yl]-1,4-dihydrobenzo[
d][1.31oxazin-2K)ne
32 3-Chloro-1 -[1 -(3-trifluoromethyl-benzenesulfonyl)-piperidin-4-yl]-1,4-dlhydrobenzo[
d1[1,3]oxazin-2-one '
33
1 -[1 -(5-Chloro-3-methyl-benzo[b]thlophene-2-sulfonyl)-piperidin-4-y]]-8-methyl-1,4-dihydro-
enzo[d][1,3]oxazin-2-one
34 1 -{1 -[4-(4-Bromo-phenoxy>-benzenesuIfonyl]-plperidin-4-yl}-8-methyt-1,4-dihydrobenzord][
1,3]oxazin-2-one
35 one
.[1 .(4-Fluoro-benzenesulfonyl)-p]peridin-4-yl]-8-methyl-1,4-dihydro-benzo[d][1,3]oxazln-2-
36 eridin-4-vO-1,4-dlhydro-benzofdiri ,3Ioxazln-2-
38 one
39 Ch[oro-1-[1.(4-methanesutfonyl-benzenesuffonyI)-piPerid!iv4-yl]-1,4-dihydrobenzofdin
.3]oxazln-2-QnB
40 41 one
42 1 -[1-(4-Methanesulfonyl-benzenesulfonyl)-piperidin-4-srt-methyl-1,4-dihydrobenzofcnn
,31oxazin-2-one
43 H1 -{Butane-1 -sulfonv-p!Derldlrv4-vll-8-methyl-1,4-dihvdrbenzo[d][1.3]oxazln-2-one
44 6-Chloro-1 -[1 -(2-nttro-benzenesulfonyi)-plperidir4-yl]-1,4-dJhydro-benz:oldS1,3]oxazIn-2-
one
45 ona
6-Chloro1 -[1 -3-nltro-benzenesuIfonyl)-piperldin-4-ylJ-1,4-dihydrp-benzo[d][1,3]oxazIn-2-
46 14HBlphenyl-4-sutfonvll-Dlperldii4-vll-chlort.1.4lihydn-bergo[dl[1.3Ioxazin-2-one
47 one
8-MethyM -[1 -(2-nilro-benzenesulfbny!)-piperidin'4-yl]-1Ihydro-benzoldjfl ,3]oxazln-2-
48 one
[-[1 Biphenyl8utfonyl)-plpertdln-4-yll-8-iTiethyl-1,4-dlhydro-benzoId][1.31oxazin-2-one
8-Methyl-1-lH4-nltro-beriMnesu[fonyl-p1perldin-4-yi]r1,4-dlhydro-ben2o[d][1,3]oxazin-2-
one
51 one
6hloro-1-[14tro-beiizenesulfonylhpiper[dh-4]-1,4-dihydro-benzo[d][1I3loxazln-2-
52 I -(1-EthanesuHbnylp{per[dln-4l)-1.4-dihydro-ben2o[dlH .3]oxazin-2-one
53 l-[1-(Propane-1-sutfonylplperldln-4-ylH ,4-dlhydro-benzo[d][1.3]oxazln-2-one
54 I -[1 -(Propane-2-8utfonyl)-plperldln-4-ylH .4-dihydro-benzo[dl[1.3]oxazin-2-one
6-Chloro-1-(1 -ethan98utfonyl-.piperidln-4-yt)-1,4 57
58 6ihloro-1-t1-qulnoHn6-8-auifonvti-plperidlfHt-vlV1.4-dlhydro-benzoId][1.31oxa2in-2-one
59 -n-f4-Nltro-benzenesuKbnyl)-plperidlr>4-yiH .4-dlhvdro-benzordlH .31oxazln-2^ne
60 6ethvl-141QulnoBne-8-eutfonvl)-plperldln-4-vl1-1.4-dthvdrD-benzQ[d3[1.31oxazin-2-one
61
e-Methyl-ll-ta-naphthalen-l-yl-ethanesuffonyli-plperidlnyll-lihydro-
nzoldiri .31oxazin-2-one
6-Methv-1-n-(toluene-4ufonvi-p[perldln-4-yn-1.4-dlhvdro-benzordTn .3Toxazln-2-one
83 one
64ethv1-1-IHnaphthalene-1tfonvlVplperidlnvl1.4-d!hvdro-benzo[dl[1.3loxazin-2-one
65a00n HbenzoLfd-lJHk J,3-Jloxazln -2-:o ne,4-dlhydro-benzo[d]t1,3]oxazin
67 one N
68 1 -f 1-Benzene8utfonv-pip9fid[n-4-vi-methvH ,4-dihvdro-benzordTri .31oxazln-2-one
1-11 4-Chlon3-n!tro-benzenesutfonyl)-piDeridirv4-y1]-6-methyl-1,4-dihydro-
benzoin ,31oxaz}n-2-one
HH5-Dlmethytem!no-naph
70 benzordin .31oxazln-2-one
1-[1-(4-Chloro^3-nHro-benzenesulfonyl)-plperidin-4-yll-8-methyl-1,4-dihydro-
71 benzotdiri ,3]oxazln-2-one '
1.(4hloroltro-benzenesulfonyl)-plpBrfdlrv4-yl1,4Kiihydro-bBnzo[dK1,3]oxazin-2-
one
6-Chloro-1-[1 .(4-ch[oro-3-nitro-benzenesulfbnyl)-piperidin-4-yll-1,4-dihydrobenzofdin
.3toxazln-2-one
6-Chloro-1 -[1 -5-dimethylamlno-naphthalene-1 -sulfbnyl)-plperidin-4-yl]-1,4-dihydro-
74 benzoldl[1,31oxazln-2-one 136
75 1-[1-(4-Methoxy-2,3,6-triinethyl-benzenesulfonyl)-piperidin-4-yl1,4-dihydrobenzo[
d][1.3]oxazln-2-one
76 1 -[1 -(4-Methoxy-2,3,6-trimethyl-benzenesu[fonyl)-piperidin-4-y!]-8-methyl-1,4-dlhydrobenzo[
d][1,3]oxazin-2-one
77 B-Chloro-l-II^-methoxy-S.e-trlmethyl-benzenesulfonylJ-piperidinyll-l-dihydrobenzo[
d][1,3]oxazin-2one
78 1-[1-(4-Methoxy-2,3,6-trimethyl-benzenesuifonyl)-plperidln-4]-&-methyl-1,4-dihydrobenzoM[
1,3]oxazin-2-onB
79 -[1 -2-Broma-benzenesutfonv»-DlDeridln-4-vl1-1,4-d!hydro-benzo[d]ri .31oxazin-2-one
80 1-[1 -2-Bromo-benzenesulfonyt)-piperldin-4-yl]-8-methyl-1,4-dihydro-benzo[d][1,3]oxazin-2-
one
81 one
1-[1-(2-Bromo-benzenesulfonylH)iperidin-4-yl]-6-chIoro-1I4-dlhydro-benzo[d|[1>3]oxazin-2-
„ 1 -[1-(2-Bromo-benzenesulfonyl)-piperidin-4-yl]-6-methyl-1,4-dihydro-benzo[dl[1,3]oxazin-2-
one
6-Chloro-1-[1-(2l3-dich[oro-benzenesutfbnyl)-piperidin-4-yl]-1l4-dihydro-benzo[d][1,3]oxazin-
2-one
H1 -2,3-DichlorD-benzenesulfonyl)-piperidln-4-yl]-8-methyl-1,4-dlhydrobenzo[
d][1,31o3cazin-2-one
85 1-[1-(2.4.5-Trlchloro-benzenesulfonyl)-piperldin-4-ylM.4-dlhvdro-benzo[d]f1.31oxazin-2-one
86 8-Methyl-1-[1 -{2,4,5-trlchlofo-benzene8utfonyl)-plper1dln-4-yl]-1,4-dihydrobenzo[
d][1,3]oxazln-2-one
87 6-Chloro-1 -[1-(2(4,5-trichloro-benzenesulfonyl)-piperidln-4-yl]-1,4-dihydrobenzo[
d][1,3]oxazin-2-one
88
6-Methyl-1 -[1-(2,4.5-trlchloro-benzenesulfonyl)-piperidIn-4-y!]-1,4-dihydrobenzo[
d][1,3]oxazfn-2-one
89 1 -[1-{5-Bromo-2-methoxy-benzenBsulfonyl)-piperidin-4-yt]-1,4-dlhydro-benzo[d][1,3]oxazln-
2-one
1-[1 -(5-Bromo-2-methoxy-benzenesulfonyl}-piperidin-4-yl]-8-methyl-1,4-dlhydrobenzofdlfl
,3]oxazin-2-one
91 1 -[1 -(5-Bromo-2-methoxy-benzenesulfonyl)-piperidl5-4-yl]-6-chloro-1,4-dihydrobenzo[
d][1,3]oxazln-2-one '
92 1 -[1 -{5-Bromo-2-methoxy-benzenesulfonyf)-plperidin-4-yI]-6-rne{hyl-1,4-dihydrobenzofd][
1,3]oxazln-2-one
93 -M -(2,6-Pimethoxy-benzenesulfonyl)-plperldln-4-yll-1.4-dfhydro-benzo[dH1,3]oxazln-2-one
94 1-[1 -(2,6-Dimethoxy-benzenesulfonyl)-piperidin-4-yl]-8-methyl-1,4-dlhydro-
3enzo[dI1,3]oxazin-2-one 6-CNoro-1 -[1-(2,5-dimethoxy-benzenesu{fonyl)-plperldln-4-yl3-1,4-dlhydrobenzofdlM
,3]oxazin-2-one
96 l-tl-S-Dimethoxy-benzenesutfonylJ-ptperidin-yll-e-methyl-l^-dlhydrobenzofdin
,3]oxazin-2-one 97 1-(1-Pentamethyfbenzenesulfonyl-plperldin-4-ylH.4-dlhydro-benzo[d][1.3]oxazin-2-one
J-Methyl-1-(1-pentamethylbenzenesulfony(-plperidln-4-yl)-1,4-dihydro-benzo[d][1,33oxazin-
2-one
5-Chloro-1 -(1 -pentamethylbenzenesulfonyl-plperidln-4-yl)-1,4-dihydro-benzo[d][1,3]oxazln-
2-one
100 6-Methyl-1 -(1 "pentamethylbenzenesulfonyl-p!per!din-4-yl)-1,4-dihydro-benzo[d][1,3]oxazin-
2-one
101 1 "{1"I2-(2-2.2-Trlfluoro-acetyl)-1 S-tetrahydro-lsoquinoline-y-sulfonyq-piperidlnylH ,4-
dlhydro-benzo[d][1,3]oxazin-2-one
102 S-Methyl-HI-ptrifluoro-acetylJ-I.S-tetrahydro-isoquinofln-sulfonylj-pfperfdin-
,4-dihydro-benzo[d]n .31oxa2ln-2-one
103 6-Chloro-1 -{1 -I2-(2,2,2-lrifluoro-acetyl)-112,3I4-tetrahydro-i8oquinollne-7-sulfonyl]-plperidIn-
4-yl}-1,4-dlhydro-benzordlH ,3]oxazIn-2-one
104 6-Methyl-H1-t2-(2l2,2-trifluoro-acatyl)-1,2I3l4-tetrahydro-isoqulnollne-7-sulfonyl]-plperidin-
,4-dlhydro-benzord][1,3]oxazin-2-one
105 1 -[1 -{2-Methyl-5-nltro-benzenesu!fonyl)-plperidln-4-yIJ-1,4-dihydro-benzo[d][1,3]oxazin-2-
one
106 J-Melhyi-1 -[1 -(2-methyl-5-nitro-benzenesulfonyl)-piperidin-4-yl]-1,4-dihydrobenzoMH
,3]oxazin-2-one
137
107 e-Chloro-1 -[1 -(2-methyl-5-nitro-benzenesu!fonyl)-piperidin-4-yl]-1,4-dIhydrobenzo[
d]f1,3]oxazin-2-one
108 8-MethyM -[1 -(2-methyl-5-nitro-b6nzenesulfonyl)-p!peridin-4-yl]-1,4-dlhydrobenzo[
dl[1,31oxazin-2-one
1 no H1 -(4-Bromo-2,5-difluoro-benzenesulfonyl)-piperid!n-4-yl]-1,4-dihydro-benzo[d][1,3]oxazin-
2-one
110 H1-(4-Bromo-2,5-difluoro-benzene3Ulfonyl)-p!peridin-4-yl]-8-methyl-1l4-dIhydrobenzofdlfl,
3]oxazln-2-one
111 1 -t1-(4-Bromo-2,5-difIuoro-benzene8ulfonyl)-plperidin-4-yl]-6-chlort>-1,4-dihydrobenzo[
d][1,3]oxazln-2-one
112 1 -[1 -(4-Bramo-2,5-dffiuoro-benzene3ulfonyI)-plperidin-4-yI]-e-methyl-1,4-dihydrobenzo[
d][1,3]oxazin-2-one
113 1 -I1-(4-Chloro-2l5-dimethyl-benz6nesu[fonyl)-pIperidln-4-yl]-l ,4-dihydrobenzo[
d][1,3]oxazJn-2-one
114 1 -[1 -(4-Chloro-2,5-dimethyl-benzenesulfonyl)-plper!d[n-4-yl]:8-methyl-1,4-dihydrobenzo[
d][1,3]bxazin-2-6ne
115 8-Chloro-1 -{1 -{4-chloro-2,5-dimethyl-benzenesuHbnyl)-plperldln-4-ylH ,4-dihydrobenzo[
d][1,3]oxazin-2-one
116 1 -[1 -(4-Ch loro-2,5-dimethyl-benze nesulfonyl)-piperld ln-4-yl]-6-methyl-1,4-dihydrobenzo[
d][1,3]oxazin-2-one
117 1 -[1 -(4-Methoxy-benzenesutfonyI)-piperldin-4-yl]-6-methyl-1,4-dihydro-benzo[d][1,3]oxazln-
2-one
118 -[1-(4-lsopropyl-benzen9SUtfonyl>-piperidin-4-vn-1.4-dlhydro-benzo[d][1,3]oxazln-2-one
-[1-(4-lsopropyl-benzenesulfonyl)-piperidin-4-yl]-8-nriethyl-1,4-dihydro-benzo[d][1,3]oxazin-
2-one
120 6-Chloro-1 -{1 -(4-isopropyl-benzenesuttbnyl)-piperidin-4-yl]-1,4-d!hydro-benzo[d][1,3]oxazin-
2-one
1-[1-(4-l8opropyl-45enzenesulfonyl)-plperidin-4-yl]-6-methyl-1,4-dihydro-benzo[d][1,3]oxazfn-
2-one
22 1-[H3-Chloro-4-fluoro-benzenesutfonyl)-piperldin-4-yll-1,4-dihydro-benzo[d][1,3]oxazin-2-
one
123 H[3benzenesu[tbnyl)-piperidin-4-yI]-8-mathyl-1,4-dihydrobenzo[
din .31oxazln-2-one 124 3-Chloro-1 -[1 -(3"Chloro-4-fluoro-benzenesulfonyl)-plperidin-4-yl]-1,4-dihydroi)
enzo[d][1,3]oxazin-2-one .
125 1 -[1-3-Chloro-4-fluoro-benzene8ulfonyl-pipei1dln-4-yl]-6-methyl-1,4-dihydrot>
anzo[dlf1,31oxazin-2-one
1 26 -1 ,4-dihydro-benzo[d][1 ,3]oxazin-2-
127 one
6-MethyM -[1 -(3-nitro-benzenesutfonyi)-piperld!n-4-y[]-1,4-dihydro-benzo[d][1,3]oxazin-2-
128 3-Methyl-1 -[1-(3-trifIuoromethyl-benzenesu[fonyl)-plperidin-4-yr|-1,4-dihydro-
nzo[d}[1,3]oxazin-2-one
HI -(4-Trifluoromethoxy-benzene3Ulfonyl)-piperidin-4-yl]-1,4-dihydro-benzoId][1,3Ioxazin-2-
one
130 l-II-Nftrotrifluoromethyl-benzenesulfonylJ-plperldin-ylH.ihydro-
3enzo[d]I1,3]oxazin-2-one
131 H1 -(3-Fluoro-benzenesutfonyl)-plperldln-4-yl]-1,4-dlhvdtx-benzord][1,3]oxazln-2-one
132 1 -11 -(2.4-Dichloro-benzene8ulfony[)-plperidln-4-yO-1,4-dlhydro-benzo[d][1,3]oxazln-2-one
133 I -H -f 2,4.6-Trimethvl-benzenesulfonyl)H3lperidln-4-yl]-1,4-Jihydro-benzo[d][1,3]oxazln-2-pne
134 H1 -(2-Trifluoromethy)-benzenesulfonyl}-piperidin-4-y]]-1,4-dihydro-benzo[d][1,3]oxazEn-2-
one
135 5-Methyl-1 -[1 -(4-trlfluoromethoxy-benzenesulfonyl)-plperidin-4-yl]-1,4-dihydro-
enzo[d][1,3]oxazin-2-one
136 5-Methyl-1 -[1-2-nltro-4-tr]fluoromethy!-benzenesulfonyl)-ptperldin'4-yl]-1,4-dihydro-
enzo[d][1,3]oxazln-2-one
11-(3-Fluoro-benzenesulfonyl)-plperldIn-4]-8-methyl-1,4-dlhydro-benzoId][1,3]oxazin-2-
one
138 l-IIDichloro-benzenesulfonylJ-plpertdin-^yll-S-methyl-l^dihydro-
enzo[d1[1,3]oxazln-2-one "
138
139 8-Methyl-1-[1 -(2,4,6-trimethyl-benzenesuffony1)-piperidin-4-yl]-1,4-dihydrobenzo[
d]pl ,3]oxazfn-2-one
140 8-MethyI-1-t1-(2-trtfluoromethy]-benzenesulfonyI)-piperidin-4-yl]-1 1,3]oxazJn-2-one
141 1 -ri-(4-Fluoro-benzene8Ulfonyl)-p|perldin-4-yl3-1.4-dihydro-benzordlf 1.37oxazin-2-one
142 1 -fi -f4-Bromo-benzenesu[fonvl)-p|peridfn-4-y|]-1.4-dlhydro-b9nzo[d1f1.31oxazin-2-one
143 1-[H3-NHro-benzenesulfonvi)-piperld[n^t-yl1-1.4-dihvdro-benzofdiri.3loxaz!n-2-one
144 1 -{1 -[4-(4-Bromo-phenoxy)-b9nzenesutfonyl]-pfperld!n-4-yl}-1,4-dihydro-benzo[d][1,3]oxazin-
2-one
14b 1-[1-(3-Methoxv-benzen9sulfonvlVDiDerldin-4-yll-1,4-dfhydro-benzo[d]ri,31oxazin-2-one
146 8-Methvl-1 -[1 -(toluene-4-su{fonyl-Dfperidin-4-yl]-1 ,4-dlhydro-benzordlM ,3Toxazin-2-one
1471-[1-(2-Nrtro-benzenesulfonvl)-plDer!din-4-yl]-1,4-dihvdro-benzord]ri.3]oxazln-2-one
148 1 -(1-BenzenesulfonyHjJperidin-4-yl)-8-methyl-1 ,4-dihvdro-benzoWin , 3]oxazln-2-one
149 1 -[1 -{3-Methoxy-benzenesulfonyl)-piperidin-4-ylJ-8-rnethyM ,4-dihydro-benzo[d]ri ,3]oxazln-
2-one
150 1-[1-(2,4-Dlmethy[-benzenesulfbnyl)-p]perldin-4-yl]-6-melhyl-1,4-l]hydrobenzofdin
3]oxazJn-2-one
151 1-{1-[4-(4-Bromo-phenoxy)-benzenesulfonyl]-piperidin-4-yl}-0-meBiyl-1,4-dihydrobenzo[
d][1,3]oxazln-2-one
152 6-Methyl-1-[1 -(thlophene-2-sulfonyi)-p|peridin-4-yl]-1.4-dihydro-benzordlM ,3joxazin-2-one
153 1 -[1 -(Toluene-3-8utfbnyl)-plperidin~4-yl]-1,4-dlhydro-benzo[dI[1,31oxazin-2-one
-(1 -(5-Fluoro-2-methyl-benzene5Ulfonyl)-piperidin-4-ylJ-1,4-dihydro-benzofdHI ,3]oxazin-2-
one
155 1-[1-(4-[8opropoxy-benzenesulfonyl-piper[dirv4-ylM.4-dihydrD-benzo[d][1.3]oxazln-2-one
156 1 -t1 -3-Ch[oro-benzene8ulfQnyl)-plperklin-4l]-1,4-3ihydro-benzo[d]ri. 31oxazln-2-one
157 1 -11 -(3.4-Dimethoxy-benzenesulfonyl)-ptperldin-4-^l-1.4-dlhydro-benzo[dTf1.3]oxazin-2-one
158 1-(1 -Pentafluorobenzenesulfonyl-plperldin-4-yn-1,4-dlhydro-benzoMn ,3]oxazin-2-one
159 8-Methyl-1-[1-ftoluene-3-sulfonv[)-p|p9ridln-4-1-1.4-dihvdro-benzofdlf1,31oxazin-2-one
160 oxarln-2-one
161 1 1 -(4-l8opropoxy-benzenesulfbnyl)-p)per!d!n-4-yl]-8-methyl-1,4-dihydro-benzo[dI|:i ,3]
oxazfn-2-on9
1-[1-(3-Chloro-benzenesulfonyl)-piperidin-4-yl]-8-methyl-1,4-dihydro-benzo[d][1,3]oxazin-2-
one
1 f1 -{3.4-Dimethoxy-benzBnesuIfonyl}-plperidin-4-yl8-methyl-1,4-dihydro-benzo[dJ|;i ,3]
oxazin-2-one ..
8-Methyl-1-(1 -pentafluorobenzenesulfbnyl-pIperidln-4-yl)-1,4-dihydro-benzo[d][1,3]oxazin-2-
104 one . 165 -Methvl-1-[1-(toluene-3sulfonyl)-plperld[n-4-vn-1.4-dlhvdro-benzord1f1.31oxazln-2-one
166
1.[1.(5.Fluoro-2-methyl-benzenesulfonyl)-plp9rldin-4-yl]-fl-methy!-1l4-dihydro-
)enzo[dlf1,31oxazin-2-one
167
1 .[1 -{4-lsopropoxy-benzenesulfonyl)-piperidin-4-yl]-8-methyl-1,4-dlhydro-
enzo[d][1,3]oxazin-2-one
A oo 1 -[1 -(3-Chloro-benzenesulfonyl)-plperidln-4-yl]-6-methyl-1,4-dihydro-benzo[d][1,3]oxazin-2-
168 one .
169
1 -[1-(3,4-Dimethoxy-benzenesu{fonyl-piperldin-4-yrHB-methyl-1,4-dihydro-
3enzo[dK1,3]oxazln-2-one
e-Methyl-1 -(1 -pentafluorobenzenesulfonyl-p[perldln-4-yl)-1,4-dihydro-benzo[d][1,3]oxazin-2-
one
171
6-MethyM--[1-(4-trlfluoromethoxy-benzenesulfonyl)-plperidin-4-yl]-1,4-dihydro-
enzo[d][1.31oxazln-2-one
6-Melhyl-1 -[1 -{2-nitro-4-trifluoromethyl4)enzenesulfonyl)-piperldin-4-yl]-1,4-dihydrobenzofcflU
,31oxazin-2-one
A -70 1 -I1 -{3-Fluoro-benzenesulfbny])-plperidin-4-yl]-6-methyl-1,4-dihydro-benzo[d][1,3]oxaz!n-2-
173 one
174 1 -[1 -(2,4-Dichloro-benzenesulfonyl)-plperldlrH-yl]-6-methyl-1,4-dihydrobenzo[
d][1,31oxazin-2-one
175
6-MethyM -{1e-trimethyl-benzenesulfonytj-plperidinyll-l ,4-dihydrojenzoCdlh
,31oxazln-2-one
176 6-Methvl-1-f1-f2-{rifluoromethyl-b9nzene8Utfonyl)-plperldln-4-vl]-1.4-dlhydro-
benzo[d][1,3]oxazin-2-one
177 l-fHS-Melhoxy-benzenesulfonylpiperldinyq-e-methyl-^ihydro-benzoIdll.SJoxazin-
2-one
e-Methyl-1 -[1 -(2-nrtrc-benzenesuffonyl)-piperidin-yl]-1,4-dihydro-benzo[d][1,3]oxazin-2-
one
179 -n-(4-Acetyi-benzenesulfonyl)-piperidin-4-y&-methyl-1,4-dihydro-benzo[d][1,3joxazin-2-
one
180 1-[1-(4-MethanesuHbnyl-benzenesulfonyl)-piperidin-4-yl]-6-methyl-1,4-dfhydrobenzo[
d1M .31oxazin-2-one
181 6-Methyl-1 -(1-phenylmethanesulfonvl-plper[dln-4)-1.4-dihydro-benzo[d][1,3]oxazln-2-one
182 2-[4-(6-Methyl-2-oxo-4H-benzo[d][1,3]oxazin-1-yl)-piperid[ne-1 -sulfonyQbenzoic acid methy
ester
183 6-Methyl-1 -[1 -{2-oxo-2H-chromene-6-sulfonyl)-piperidin-4-yl]-1,4-dihydrobenzo[
d][1,3]oxazln-2-one
184 one
e-Chloro-1 -[1 K4-fiuorp-benzenesulfbnyl)-ptp.eridin-4-yl]-1,4-dlhydro7benzQ[d][1 .
185 6-Chlort-1 -{1 -{3,5-dichloro-benzene8ulfonyl)-piperldln-4-yl]-1,4-dlhydro-benzo[d][1,3]oxazin-
2-one
186 1 -{1 -[4-(4-Bromo-phenoxy)-benzenesulfonyl]-plperidin-4-yl}-6-chlora-1,4-dihydrobenzo[
d][1,3loxazin-2-one
187 e-Chlpro-l -f 1 -(thIophene-2-sulfon vl)-plperid!n-4-ylH .4-dihydro-benzo[d]f1.3]oxazin-2-one
188 6-Chloro-1 -{3-methoxy-benzenesulfonyl)-plperid[n-4-yl]-1,4-dIhydro-benzo[d][1,31oxazin-
2-one
189 6-Chloro-1 -{1 -{2-oxo-2H-chromene-6-sulfbnylHjiperidin-4-yI]-1,4-dihydrobenzo[
d][1,31oxazin-2-one
190 6-Chloro-1 -H -(toluene-3-sulfonyl)-plperidlrHl-vlM Adihydro-benzoWiri ,3]oxazin-2-one
191 B-Chloro-1 -{1 5-fluoro-2-methyl-benzenesulfbnyl)-piperidin-4-yl]-1,4-dihydrobehzotd][
1,3Ioxazin-2-one
192 6-Chloro-1 -[1 -(4-isopropoxy-benzenesutfonyl)-piperldin-4-yI]-1,4-dihydro-benzo[d][1,3]
oxazin-2-one
6-Chlora-1 -[1 -(3-chloro-benzene8Ulfonyl)-piperidin-4-yt]-1,4-dihydro-benzo[d][1,3]oxazin-2-
one
194 KJhloro-1 -[1 -(S-dimethoxy-benzenesulfonylJ-piperidin-yQ-l ,4-dihydrobenzold][
1,3]oxazIn-2-one
4Qc B-Chloro-1-(1-pentafluorobenzenesulfony[-plperldin-4-yl)-1,4-dihydro-benzo[d][1,3]oxazin-2-
100 one
196 3-Chloro-1-[1-(4-trKluoromethoxy-benzenesulfonyl)-plperldin-4-yl]-1p4-dihydro-
3enzo[d][1,3]oxazln-2-one .
197 3hloro-1-[1-(2-nltro-4-tnfluoromethyl-benzenesulfonyl)-piperIdin-4-yl]-1t4-dihydrobenzofdl[
1.31oxazin-2-one
6-Chloro-1 -[1 -(3-fluoro-benzenesuIfonyl)-piperldln-4-yl]-1.4-dIhydro-benzo[d][1,3]oxazJn-2-
198 one
199 5-Chloro-1 -[1 -(2,4-dichloro-benzene8Ulfonyl)-plperidin-4-yl]-1,4-dihydro-benzo[d][1,3]oxazin-
2-one
200 6-Chloro-1 -[1 -{2,4t6-trimethyl-benzene8ulfonyl)-piperidin-4-ylJ-1,4-dihydro-
)enzo[d][1,3]oxazin-2-one
201 i-Chloro-1-[1-{2-trlfluoromethy]-benzenesulfonyl)-piperidln-4-yI]-1,4-dihydrobenzp[
d][1,3]oxazln-2-one 202 1-[1-(2-Oxo-2H-chromene-6-3utfonyl)-plperldln-4-vll-1.4-dlhvdro-benzordlf1.3loxazin-2-one
203 I -11 -(3,5-Dichloro-benzenesufonyl)-plperidIn-4-yll-1,4-dlhydro-benzo[d][1,31oxazin-2-one
204 1-f1-f2.5-Dichloro-benzenesulfonv-p|perldln-4-vn-1.4-dihydro'benzo[d1[1.3]oxazln-2-one
205 -(5-Brom°-6-ch'oro-pyridine-3-sulfbnyl)-piperidin-4-yl]-1,4-dihydro-benzo[d][1,3]oxazln-
2-one
206 1 -M -(4-Chlofo-benzenesatfonyl)-plperldln-4-yll-1.4-dihydro-benzo[diri.31oxaz1n-2-one
207 1 -[1 -(2,6-Dichloro-benzenesulfony»)-pIperldin-4-yn-1,4-dlhydro-benzordlf 1.31oxazln-2-one
208 J-Methyl-1 -[1 -(2-oxo-2H-chromene-6-sulfonyl)-piperidin-4-yl]-1,4-dihydrobenzoFdiri,
31oxaz!n-2-one
209 1-[1-(3.5-Dichloro-benzenesuIfonyI)-piperidin-4-yf|-8-methyl-1l4-dihydrobenzo[
d][1,3]oxazin-2-one
210 1 -f 1 -(2.5-Dlch[oro-benzenesulfony!)-plperfdln-4-vl1-8-methyl-1,4-dlhvdro-
140
benzoldlfl ,3]oxazln-2-one
9-11 1 benzoMFI ,3]oxazin-2-one
212 one
-(4-Chloro-benzenesulfonyl)-piperidin^-yl]-8-mBthyl-1,4-dihydro-benzo[d][1,3]oxazin-2-
213 1-I12,e-DidiJoro-benzenesulfonyi)-piperid[n-4-yl]-8H7i6thyl-1,4-dihydn>-
benzo[d][1.3]oxazin-2-one
214 i-[1 -(Biphenvl-4-sutfon^]-ploerldin-4-vlVl .4-dlhydro-benzord]n .31oxazln-2-one
215 6-Chloro-11-(2,5xJiforo-benzenesulfony[)-piperidlny!Hf4H3lhydro-benzoIeO[1,3]oxazin-
2-one
216 1 -11 -5-Bromo-6-chlQro-pyrkiine-3-sulfonyl)-p!peridin-4-yl]-6-chloro-1,4-dihydrobenzotctfll.
3]oxazln-2-on&
217 one
e-Chloro-1-[1 -(4-ch!oro-benzenesulfonyl)-plperldln-4-ylH f4-dihydro-benzo[d][1,3]oxaz!n-2-
218 6hloro-1-[1-(2te-dlchlpro-benzenesulfbny[)-plperldirv4-yl]-1,4-dlhydro-benzo[d][1l3]oxazin-
2-one
219 1 -f1 - Biphenvl-4-sulfonvlVp]peridln-4-vn-6-mefliy!-1.4-dlhydro-benzoId][1.3]oxazln-2-one
220 2-r4-(6-Methyl-2-oxo-4H-benzordiri .31oxazin~1 wD-Plperldlne-1-sutfonvq-benzonttrlle
221 1-[1-(2,5-DIchloro-benzenesulfonyl)-p]perldln-4-yt]-6-/nelhyi-1,4-dihydrobenzoldin
,33oxazln~2-one
222 1-[1^6^omo^-chloro-pyridlne-3-®uifonyl)-piperidin-4-yl]-6-rnethyl-1,4-dfhydrobenzoldlll
,3]oxazln-2-one
1'P -{4-Chloro-benzenesulfonyl)-plperldin-4-yl]-6-mettiyM ,4- one
224 1-[1-2,e-DicWafo-benzenesulfonyi}-pIperIdin-4-yt]-6-methyl-1,4-dlhydrobenzo[
dl[1,3]oxazin-2-one
225 1-[1 -{S.S-Dlchloro-benzenesuIfonylJ-piperldfri-yll-e-methyl-l ,4-dlhydrobenzoCdlH
,3loxazin-2-one
226 6-Methyl-1 -11 -(1 -methyl-1 H-lmldazola-4-sulfonyl)-plperldIn-4-yrj-1,4-dlhydrobenzo[
dHl ,3loxazin-2-one
227
1-[H5-&x>mo-2,4ifIuoro-benzeneBUlfonylHlparldin-4-yll-8-rnethyl-1,4-dlhydrobenzo[
cTlI1,31oxazln-2-onfl
-[1 -(4-Methanesulfonyl-benzenesulfonyI)-plperldin-4-yt]-1,4-dihydro-benzo[dl[1,33oxaztn-2-
228 one
228 one
[1 -(5-Bromo-2,4-dinuorQ-benzene8ulfony1-plperid!n-4-yll"1,4-dlhydro-benzo[dl[1,3]oxazln-
230 2-one
231
H1-(8)h!oro-lmldazot2J-b]ihiazole-6-sutfonylHiper]dln-4-yl]-1,4-dlhydrobenzo[
dl[1.3loxazln-2-one
232 1-n-(4-Ethvl-benzenesulfony)Vp|peridlrv4-vn-1.4-dlhvdro-benzotdH1.3loxaz]n-2-one
233 1-ri-(Benzotbfthtophene-3utfonviVplperldlrv4-vl1-1.4-llhydro-benzo(dlt1,3toxazin-2-one
1-[1-(6-Chloro-!midazot2,1-b]thiazole-5-8UlfonyI)-p1peridin-4-yl]-8-melhyl-1,4-dihydrobenzo[
dl[1,3]oxazln-2-one
1-[1-(4-Ethy)-benzenesulfonyl)-plperidin-4-yll-8-methyl-1,4-dihydro-benzo[d][1,3]oxazln-2-
235 one y.
236 benzoldin .3]oxazln-2-one
237 benzotd][1.3]oxazln-2-one
6-Chloro-1-[1-{4-«thyl-benzene8ulfonyl)-piperidin-4^!l-1T4- 238 one
a 1-[1 -{BenzoIb]th1ophene-3-su!fony1)-plperid1rK4-yl]-6-chloro-1,4-dihydro-benzoldlII ,3Joxazin-
239 2-one
1-[1 -6-Chloro-imidazo[2,1 -b]thiazo!e-5-sulfonyl)-plperldin-4-yl3-6-m&thyl-1,4-dihydrobenzo[
d][1.31oxazin-2-one
241 one
242 1-[1 -(Benzo[blthiophene-3-BuIfony!)-pIperidln-4-yl]-6-methy!-1,4-dihydrobenzo[
d][1.31oxazin-2-one
243 1 -[1-(7-Chloro-benzo[1 .a.SJoxadiazole-sulfonyn-piperidin-ylpl ,4-dihydrobenzofcfin
.3]oxazin-2-one
244 1 -[1 -{2-Methoxy-4-methy!-benzenesulfonyl)-piperldin-4-yl]-1,4-dihydro-benzo[d][1,3]oxazin-
2-one
245 3-{4-[4-(2-Oxo-4H-benzo[d][1,3Joxa2in-1-yJ)-p|perldine-1 -sutfonyl]-pheny1}-propSonic acid
methyl ester
246 1-[1-(2.4-Dinitro-ben2enesuifonyl)-Diperidin-4-vn-1.4-dihydro-benzord1f1.3]oxazin-2-one
247 1 -[1-(7-Chloro-benzo[1,2,5]oxadiazole-4-suffonyl)-piperidin-4-ylJ-8-methyl-1,4-dihydrobenzo[
dl[1,3]oxa2ln-2-one
248 1-[1-(2-Methoxy-4-methyl-benzenesulfony[)-p!perldin-4-yl]-8-methyHl4-dihydrobenzo[
d][1.3]oxazltv2-one
249 3-{4-[4-(8-Methy]-2-oxo-4H-benzo[d][1,3]oxarin-1-yl)-piper/dine-1-sulfonyr!-phenyl}-proplonic
acid methyl ester
250 1 -[1 -{2,4-Dinftro-benzenesulfonyl)-piperidin-4-yl]-8-niethyl-1,4-dihydno-benzo[d][1,3]oxazln-
2-one
251
benzofdlM,3]oxazin-2-one
252 -[1 -(2-Methoxy-4-methyl-benzenesuffonyl)-piperidln-4-yl]-6-methyl-1,4-dihydro-
3enzd[d][1,3]oxazin-2-one
253 Se-Methyl^-oxo^H-benzotdlP.SJoxazln-l-ylJ-piperidlne-l-sulfonyQ-phenylJ-proplonic
acid methyl ester
254 1 -[1 -{2l4-Dfnitro-benzenesu[fonyl)-piperidin-4-yl]-6-methyl-1,4-dihydro-benzo[d][1,3]oxazin-
2-one
255 }-Chloro-1-[1 -{7-chloro-benzo[1,2,5]oxadiazole-4-sulfonyl)-piperidin-4^l]-1,4-dlhydro-
enzofd][1,3]oxazin-2-one
256 J-Chloro-1 -[1-(2-methoxy-4-methyl-benzenesulfonyl)-piperldln-4-yl]-1,4-dlhydro-
»enzo[d]t1,3]oxazin-2-one
257 3-{4-[4-{6-Chloro-2-oxo-4H-benzo[dH1,3]oxazin-1 -yl)-plperidine-1 -sulfonyi]-phenyl}-proplonic
acid methyl ester
258 one
6-Chloro-1-[1 -2,4-dinltro-benzenesutfonyl)-piperidln-4-yl]-1,4-daiydro-benzo[d][1,3]oxazin-2-
259 }-Chloro-1 -[1 -(1-methyl-1 H-imidazole-4-3uffonyl>-piperidin-4-yl]-1,4-dihydro-
enzo[d][1,3]oxazin-2-one
260 -[1-(5-Bromo-2,4-dtfluoro-benzenesuifonyl)-piperidin-4-y!]-6-chloro-1,4-dihydro-
enzo[d][1.3]oxazin-2-one
261 i-Methyl-1-[1-{1-methyl-1H-imidazole-4-sulfonyl)-p!peridin-4-yl]-1-
enzofd][1.3]oxaz[n-2-one
262 -[1 -{5-Broma-2,4-dlfluoro-benz6nesutfonyf)-piperidirv4-yl]-8-methyl-1,4-dihydro-
enzofd1[1,3]oxazln-2-one
263 -[l-fBenzoIblthiophene-sulfonylJ-piperidirv-ylJ-B-methyl-l^dihydro-
3anzo[dK1,3]oxazin-2-one
264 -[1-(Benzo[blthlophene-2-sulfbnyl)-piperldln-4-yl]-1.4-dihvdro-benzo[dl[1.3]oxazln-2-Qne
265 -[1-(Benzo[b]thiophene-2-su]fony])-piperidin^4-yl]-6-chloro-1,4-dihydro-benzo[d][1,3]oxazin-
2-one
266 "t1 -(Benzo[b]thiophene-2-sulfonyl)-plperldin-4-yl]-6-methyl-1,4-dihydrouenzo[
din ,3]oxazln-3-one
267 -0 -(2.5-Dtfluoro-benzenesulfonyl)-plperidin-4-yl1-1,4-dlhydro-benzordl[1,31oxazln-2-one
268 -one
1K2,5-Drfluoro-benzenesuffonyl)-pipeldJn-4-yl8-methyl-1l4-dihydro-benzo[d][1>3]oxazlnoco
-Chloro-1 -[1 -(2,5-dffluoro-benzenesulfonyl}-plperidin-4-yl]-1,4-dihydro-benzo[d][1,3]oxazln-
269 -one
270 -[1 -2,5-Difluoro-benzenesulfonyl)-piperidin-4-yl]-6-methyl-1,4-dihydro-benzo[d][1,3]oxazin-
271 -one
-[1 -(4-Chloro-2,5-difluoro-benzenesulfonyl)-plperidin-4-y)]-1,4-dihydro-benzo[d][1,3]oxazin-
272 -[1-(4-Chloro-2,5-dlfluoro-benzenesulfony-plperidln-4-yl]-ft-methyl-1l4-dihydroenzordlfl.
Sloxazin^-one
273 -Chloro-1 -[1 -{4-chloro-2,5-difluoro-benzenesulfbnyl)-piperidin-4-yl3-1,4-dihydro-
jenzord][1,3]oxazln-2-one
274J -[1-(4-CNoro-2.5-dlfluoro-benzenesuH'onyl)-plper[dln-4-yll-6-methyM,4-dihydro-
benzo[d1[1.3]oxazin-2-one
275 -[1 -(2.4.S-Trifluoro-benzenesu[fonvl)-piperidin-4-vn-1.4-dihvdro-benzo[din ,31oxazln-2-one
276 8-Methyl-1 -[1 -{2,4,5-frifluoro-benzenesulfonyl)-p!peridln-4-yl]-1?4-dihydrobenzordlfljSloxazin-
g-one
277 e-Chloro-1 -{1 -2,4,5-trinuoro-benzene8ulfonyl)-piperidin-4-yl]-1,4-dIhydrobenzofdin
,3]oxazin-2-one
278 6-MethyM -[1 -(2,4,5-trtfluoro-benzenesulfonyl)-piper!din-4-yl]-1,4-dihydrobenzordld
.3]oxazin-2-one
279 1 -[1 -(3,5-Dichloro-2-hydroxy-benzenesulfonyl)-piperidin-4-yl]-1,4-dihydrobenzordin
,31oxazln-2-one
280 1-[1-(2.6-Difluoro-benzenesulfbnyl-plp6rldln-4-yn-1 (4-dihydro-benzo[dI[1,31oxaz!n-2-one
281 -[1 -(2,6-Dinuoro-benzenesulfonyl}-plperldin-4-yl]-8-methyI-1,4-dihydrt-benzo[d][1,3]oxazin-
2-one
282 e-Chloro-1 -{1 -(2f6-dffluoro-benzeneaulfonyl)-piperldin-4-yl]-1,4-dihydro-benzo[d][1,3]oxazin-
2-one
283 1 -[1 -(2,6Difluoro-benzene8Uffonyl)-p!perld!n4-yl]-6-methyl-1,4-dihydro-benzo[d][1,3]oxazin-
2-one
284 1 -[1-(5-Chloro-2,4-d[fluoro-benzenesuifonyl>-pIperidln-4-y]]-1,4-dihydro-benzo[dJ[1,3]oxazin-
2-one
285 1 -[1 -(5-Chloro-2,4-dlfIuoro-benzenesulfonyl)-piperldln-4-yl]-8-methyl-1,4-dihydrobenzofdin
.3]oxazln-2-one
286 B-Chloro-1 -[1 -(5-chloro-2,4-difluoro-benzene8Ulfonyl)-plpBrid!n-4-yl]-1,4-dlhydrobenzo[
d][1,31oxazin-2-one .
287 1-[1 -{5-Chloro-2,4-difluoro-benzenesulfonyl)-plperldln-4-yl]-6-methyM ,4-dihydrobenzo[
dl[1.31oxazln-2-one
288 1 -[1 -(2-Chtoro-benzene8u[fonvl)-plperidin-4-yn-1.4-dlhydro-benzo[cflriJ3]oxazin-2-one
289 one
6-Chloro-1-[1-(2-chloro-benzenesulfonyl)-pIperidin-4-yl]-T,4-dihydro-benzo[d][1I3]oxazin-2-
one
291 " -Chloro-benzenesulfonyl)-plperidin-4-yl]-6-methyl-1,4-dihydro-benzo[d][1,3]oxazln-2-
one .
292 6-Chloro-1 -[1 -(2-naphthalen-1 -yl-ethanesulfonyl)-piperidin-4-yl]-1,4-dihydrobenzofdlM
,31oxazin-2-one
6-Bromo-1 -[1 -{4-bromo-benzenesuifonyf)-piperidin-4-yl]-1,4-dihydro-benzo[d][1,3Joxazliv2-
293 one
294 6-Bromo-1 -f1 -(toluene-4-sulfonyl)-plperidln-4-vll-1,4-dihydr o-benzord1[1.31oxazln-2-one
295
J-Bromo-1-[1 -(2,4-dimBthyl-benzenesulfonyl)-plperldin-4-yI]-1,4-dlhydrobenzo[
d][1,3]oxazlrv2-one
6-Bromo-1-[1-(2-naphthaten-1 -yl-ethan6sulfonyl)-plperidin-4-yl]-1,4-dihydrobenzofdlfl
,3loxazin-2-one
297 -Bromo-1 -[1 -(quinollne-8-sulfonyl)-plperidfn-4-yH-1,4-dlhydro-benzo[diri ,31oxazln-2-one
298 }-Bromo-1 -[1 -(5-chloro-3-methyl-benzo[b]thiophene-2-sulfonyl)-piperid!n-4-yl]-1,4-dihydro-
3enzo[d1f1. 3|oxazln-2-one
OOQ 6-Bromo-1 -[1 -3-nltro-benzenesulfbnyl)-piperidin-4-yi1,4-dihydro-benzo[d][1,3]oxazln-2-
299 one
300 }-Bromo-1-[1-(naphthalen&-1-sulfbnyl)-plperldln-4-vl1.4-dihydro-ben2o[din.3]Qxazln-2-one
301 6-Bromo-1-ri -(naphthalene-2-suIfonyl)-pipefidln-4-yl1.4-d!hydro-benzo[dI[1.31oxazln-2-ona
302 I -(1 -Benzeneaulfonyl-plperldin-4-yl6-bromo-1.4-dthydro-benzoJd]|'1,3]oxazin-2-one
303
Brotno-1-{1-[4-(4-bromo-phenoxy)-benz8nesu]fonyl]-piparld!n-4-yl}-1,4-dihydro-
enzo[d][1,3]oxazin-2-one
304 6-Bromo-1 -[1 -(thiophene-2-sulfonyl)-piperidin-4-vll-1.4-dihvdro-benzo[dl[1,37oxaz]n-2-one
6-Bromo-1-[1-{2-methyl-5-nltro4jenzenesulfonyl)-plperidln-4-yl]-1>4-dlhydrobenzo[
d][1,3]oxazin-2-pne
306 6-Bromo-1-[1-(4-bromo-2I5-difluoro-benzenesulfonyl)-piperidln-4-yl]-1,4-dlhydro-
enzo[d][1,31oxazin-2-one
307 6-Brofno-1-[1-(toluen6-3-3utfonylVplperldln4-yl]-1.4-dlhydro-benzord][1.3]oxazin-2-one
308
e-Bromo-l-II-JS-fluoro^-methyl-benzenesulfonylJ-piperldln^-yll-l.^dihydrobenzofd][
1,31oxazin-2-one
309 6-Brqmo-1 -[1 -(4-isopropoxv-benzenesufonyl)-plperidln-4-ylH ,4-dlhydro^
143
benzord][1,3]oxazln-2-one
6-Bromo-1-[1 -(3-chlon-benzene8Uffonyl)-piperIdin-4-yl]-1,4-dihydro-benzo[d][1,3]oxazln-2-
one
311 6-Bronao-11-(3l4-dimethoxy-benzenesutfonyI)-pIperidin-4-yi]-1,4-dihydrobenzotcfiri.
31oxazin-2-one
6-Bromo-1-{1-pentafluorob8nzenesulfonyi-piperklin-4-yl)-1,4-dihydro-benzo[d][1T3]oxazln-2-
0 one
313 e-Sromo-l-CHhloroS-dimethyl-benzenesulfonylJ-piperidin^-ylJ-l^-dihydrt)-
benzo[d][1,3]oxazin-2-one
314 6^romo-1-[H3-methoxy-faenzenesulfony])-pJperidin-yl]-1,4-dihydro-benzo[d][1,3]oxazin-
2-one
315 e-Bromo-l-IHisopropyl-benzenesulfonylJ-piperidin--ylJ-l-dihydnxbenzoIdJIl.SJoxazin-
2-one
6-Bromo-1 -[1 -(4-fluoro-benzenesulfonyI)-piperidin-4-yl]-1,4-dihydro-benzo[d][1,3]oxazin-2-
one
317 6-Bromo-1-[1-(3-chloro-4-fluoro-b8nzenesulfonyl)-piperidin-4-yl]-1,4-dihydrobenzo[
dlf1,3]oxazln-2-one
318 6-Bromo-1-(1 -pentamethyfbenzenesulfonyl-piperidin-4-yf)-1,4-dihydro-benzo[d][1,3]oxazin-
2-one
6-Bromo-1-[1-(2-nltro-benzene8ulfonyl>plperidin-y]-1,4ihydrcbenzo[dl[1,3]oxazln-2-
one
320 6-Bromo-1 -1 -(4-chloro-3-nifro-benzenesulfonyJ)-plperidin-4-yl]-1,4-dihydrobenzo[
d][1,3]oxazin-2-one
321 6-Bromo-1 -[1 -(5-dimethylamino-naphthalene-1 -8Ulfbnyl)-piperid!n-4-yl]-1,4-dihydrobenzofdTTI
,3]oxazln-2-one
6-Bromo-1 -[1 -(4-nitro-benzenesulfonyl)-piperidin-4-yl]-1,4-dihydro-benzo[d][1,3]oxazin-2-
one
323 4 - d i h y d r o - b e n z o [ d ] t 1 , 3 ] o x a z i n - 2 -
one
324 6-Bromo-1 -[1 -(4-melhanesutfonyl"benzen9sulfony[)-piperidin-4-yr|-1,4-dihydrobenzotd][
1.3]oxazin-2-one
325 1-[1-(Blphefiyl-4-sutfonvl)-piperidin-4-yll-6-bfomo-1,4-dihydro-benzo[d1[1,3]oxazin-2-onB
326 6-Bromo-1 -d-phenylmgthanesutfony 327 6-Bromo-1-[1-(2,6-dimethoxy-benzenesulfonyl)-plper[d!n-4-yI]-1,4-dlhydro-
,3]oxazin-2-one 328 6-Bromo-H1-[2-{2,2I2-ttfIuoro-acetyl1I2,3,4-tetrahydrcHsoquinoline-7-8ulfonyl]-piperidinyl}-
1,4-dihydr(-benzo[d][1,3]oxazin-2-one
329 6-Bromo-1 -[1-{2,3-dichlon-benzene8ulfonyl)-piperidin-4-ylJ-1 r4-dihydro-benzo[d][1,3]oxazin-
2-one
330 3-Bromo-1 -[1-(2)4,5-trichloro-benzene8ulfonyl)-piperid3n-4-yl]-1,4-dihydro-
3enzofd][1,3]oxazin-2-one .
331 3-Bromo-1-[1-{5-bromo-2-rnethoxy-benzene8Ulfnyl)-piperidin-4-yl]-1,4-dihydroaenzoWlH
,3]oxazin-2-one
332 6-Bromo-1 -[1-(4-trifluoromethoxy-benzene8ulfonyl)-p!p9rIdln-4-yl]-1,4-dihydrobenzordiri,
31oxazln-2-one
333 6-Bromo-1-[1^2-nhro^trlfluoromethyl-benzene8Ulfonyl)-plperidiiv4-yl]-1,4-d]hydrol_
3]oxazin-2-one
6-Bromo-1-[1-(3-fluoro-benzene8utfonylH)lperIdln-4-yf]-1,4-dlhydro-benzo[d][1,3]oxazirv-2-
334 one
335 6-Bromo-1-[1-(2,4-dlchloro^enzenesulfonyl)-p!p9rldIn-4-y!]-1,4-dihydro-benzo[d][1,3]oxazin-
2-one
e-Bromo-H.e-trlmethyt-benzenesulfonyiJ-pJperldin-yll-l ,4-dihydrobenzo[
d][1.3]oxazin-2-one
337 6-Bromo-1-[1-(2-trtfluoromethyl-benzenesulfonyl)-plpBrid[n-4-ylJ-1l4-dihydrobenzord][
1.3]pxazJn-2-one
338 one
339 >Bromo-1-[1-(4-methoxy-2,3,6-Wmethyl-benzenesu)fonyl)-plperidin-4-yl]-1,4-d!hydrobenzo[
cri[1,3loxazln-2-one
340 1j1-(3,S-P!dilon>4-hydroxy-benzenesuIfonyl)'plpgr]dln-4-yll-1,4-d[hydro-
benzo[d][1.3loxazin-2-one
341 1 -[1 -(3,5-Dichloro-4-hydroxy-benzenesulfonyl)-pipBridin-4-yl]-8-methyl-1,4-d!hydrobenzo[
cflf 1,3]oxazin-2-one
342 e-Chloro-l-p-CS.S-dichloro^-hydroxy-benzenesulfonylJ-plperldln^ylj-l^dihydrobenzo[
d][1,3]oxazin-2-one
343 1-[1-(3,5-DicWoro-4-hydroxy-benzenesu[fonyl)-piperldin-4-yl3-&-methyl-1,4-dihydrobenzo[
d][1 ,3]oxazin-2-one
344 6-Bromo-1-[1-(3,5-d[chloro-4-hydroxy-benzenesu[fonyl)-piperldin-4-yl]-1,4-dihydrobenzo[
d][1,3]oxazin-2-one
345 8-Chloro-1-[1-(3,5-dichlora-2-hydroxy-benzenesulfonyI)-plperldin-4-yl]-1)4-dihydrobenzo[
d]n. 3]oxazin-2-one
346 6-Bromo-1-[1-(3,5-dichloro-2-hydroxy-benzene8Ulfonyl)-plperldIn-4-1,4-dihydrobenzofdlfl
3]oxazin-2-one
347 2-[4-(6-Bromo-2-oxo-4H-benzo[d][1,3]oxazln-1-yl)-piperid[ne-1-sutfonyl]-benzonitriie
348 e-BrDmo-l-II-methoxy-benzenesulfonylJ-plperidln--yll-l-dihydro-benzoIdltl.Sloxazin-
2-one
2-[4-{6-Bromo-2-oxo-4H-benzo[d][1,3]oxazln-1-yl)-plperidine-1-8ulf6nyl3-benzoic acid methyl
ester
350 6-Bromo-1 -[1 -(3-trifluoromethyl-benzenesulfonyl)-piper[din-4-yl]-1,4-dihydrobenzoMn
,3loxazin-2-one
351 6-Bromo-1 -[l-(2-oxo-2H-chromene-6-8uIfonyl)-plperldln-4-yf]-1,4-dihydrobenzo[
d][1,3]oxazln-2-one 6-Bromo-1 -[1 -(3,5-d!chloro-benzenesulfonyl)-piperIdIn-4-yrj-1,4-dlhydro-benzo[d][1,3]oxazin-
2-one
6-8romo-1 -[1 -{2,5-dichloro-benzenesutfonylplperidin-4-yl]-1,4-dihydro-benzo[d][1,3]oxazin-
353 2-one
354 6-Bromo-1 -[1 -(5-bromo-6-chloro-pyr[dine-3-6ulfbnyl-pfperfdln-4-yJ]-1,4-dihydrobenzofdin
.3]oxazin-2-one
6-Bromo-1 -t1-(4-chtoro-benzenesulfbnyl)-piperidin-4-yl]-1,4-dlhydro-benzo[dH1,3]oxazin-2-
355 one
356 6-Bromo-1-[1 -(2,6-dichloro-benzenesutfonyl)-i}iperidin-4-yl]-1,4-dlhydro-benzo[d][1,3]oxazin-
2-one
6-Bromo-1-[1-(1-methyl-1H-imidazole-4-3ulfonyl)-piperidin-4-yl]-1,4-dlhydrobenzotdin
,3]oxazln-2-one
358 S-Bromo-1-[1-(5-bromo-2,4-difluoro-benzenesulfonyl)-piperldin-4-y[]-1,4-dihydn>
jenzo[d][1,31oxazln-2-one
-(4-ethyl-benzenesulfonyl)-piperidin-4-yl]-1,4-dihydro-benzo[d][1,3]oxazin-2-
one
360 6-Bromo-1-[1-{6-chloro-imidazo[2,1-bIthiazole-6-Buifony[)-plperldin-4-yl]-1,4-dihydriobenzofdin
.3]oxazln-2-one
361 1-[1 -(Benzo[b]thlophene-3-sulfonyl)-piperidin-4-yl]-6-bromo-1,4-dihydro-benzo[d][1,3]oxazin-
2-one
362 >Bromo-1 -[1-(7-chloro-benzo[1,2,5]oxadlazole-4-sulfbnyl)-plperldln-4-yl]-1,4-dihydrobenzofd][
1.31oxazin-2-one
6-Bromo-1-[1 -(2-methoxy-4-methyl-benzenesu[fonyl)-piperidin-4-yl]-1,4-dihydrobenzo[
d][1.3]oxazin-2-one
3-{4-[4-(6-Bromo-2-xo-4H-benzo[d][1,3]oxazin-1-yl)-plperidlne-1-sulfonyl]-phenyl}-proplonic
acid methyl ester •
6-Bromo-1 -[1-(2,4-dinitro-benzene8ulfonyl)-piperidln-4-yl]-1,4-dlhydro-benzo[d]|;i,3]oxazin-2-
365 one
366 I -[1 -(Benzo[b]thiophene-2-sulfonyl)-piperidin-4-yl]-8-bromo-1,4-dlhydro-benzo[d][1,3]oxazin-
2-one
6-Bromo-1-[1 -(2,5-difluoro-benzenesulfonyl)-plperidln-4-yl]-1,4-d!hydro-benzo[d][1,3Joxazind67
2-one
368 J-Bromo-1 -[1 --chloro-2,5-difluoro-benzenesulfonyl)-plperldin-4-yl]-1,4-dihydrobenzo[
d][1,31oxazln-2-one
369 6-Bromo-1 -[1 -(2,4l5-trifluoro-benzene8ulfonyl)-piperidln-4-yl]-1,4-dihydro-
>enzo[d]ri .3]oxaz!n-2-one
370 6-Bromo-1-[1 -(2,6-difluoro-benzenesulfonyl)-piperldin-4-yl]-1,4-dihydro-berizordJP ,3]oxazin-
2-one
371 6-Bromo-1-[1-(5-chloro-2,4-drfluoro-benzenesulfonyl)-pip6ridin-4-yl]-1,4-dlhydr6-
benzoMM .3]oxazin-2-one
372 e-Brorno-l-II^-chloro-benzenesuIfonyO-piperidirM-ylM^-dlhydro-benzofdJp.S^oxazln^-
one
373
374
37fa
376
6-Bromo-l -[1 ^2 A4-trifluoro-benzenesulfonyl)-piperidin-4-yl]-1 ,4-dihydrobenzofdKt
, 3]oxazin-2-one
N-{4-[4-(6-Bromo2-oxo-4H-benzo[d][1 ,3]oxazin-1 -yl-p!perldine-1 -sulfonyl]-2-ch!oro-phenyl}-
acetamide
1 -[1-(2.3,4-Trifluoro-benzen9sulfonvlVDiDeridin-4-yl]-1 ,4-dihvdro-benzoTdin ,3loxazln-2-one
8-MetnyM -[1 -(213]4-trtfiuoro-benzenesulfonyl)-piperidin-4-yl]-l ,4-dihydrobenzo[
d][1 ,3]oxazin-2-one
377 6-Chloro-1 -[1 2,3trffluoro-benzenesulfonyf)iperidin-4-yl]-1 ,4-dihydrobenzo[
d][1,3]oxazin-2-one
378 6-MethyM -[1 2,3,4-tn1luoro-benzenesulfonyl)-piperidin-4-y[]-1 ,4-dihydrobenzo[
d][1,3]oxazin-2-one
379 N-{2-ChlorcHH4-(e-methyl-2-oxa4H-benzo|;d]t1,3]oxazln-1 -yl)-piperldine-1 -8uffonyl>
phenylVacetamlde
380 1-[H3.4-Dtfluoro-benzene8ulfonyn-plperidln-yl]-1,4-dlhydrD-benzofd]f1.3]oxazln-2-one
381 l-IHS-Dlfluoro-benzenesulfonylJ-piperidln-yll-a-methyl-l^-dihydro-benzofdJtl.SloxazIn-
2-one
382 6-Chloro-1 -[1 -(3,4-difluoro-benzenesutfonyl>-piperldln-4-yl]-1,4-dihydro-benzo[d][1,3]oxazin-
2-one
383 1 -[1 -(3,4-Difluoro-benzenesulfonyl)-plperidln-4-yl]-6-methyl-1,4-dihydro-benzo[d][1,3]oxazin-
2-one
6-Bromo-1-[1 -(3,4-difluoro-benzene8Ulfbnyl)-plper[dln-4-yl]-1,4-dlhydro-benzo[d][1,3]oxazin-
2-one
385 N-{2-Chloro-4-[4-(8-methyl-2-oxo-4H-benzo[d][1,3]oxazln-1 -yl)-pfperidine-1 -eulfonyl]-
phenyl)-acetamlde 2-one
387 1 -[1 -(2-Chloro-4,5-d{fluoro-benzenesu[fonyl)-p[perldIn-4-yl]-8-methyl-1,4-dihydrobenzokflfl
,3]oxaz1n-2-one
6-Chlorc>-1 -[1 -{2-chloro-4,5-difluoro-benzenesulfony[)-p[peridln-4-yl]-1,4-dihydrobenzo[
d][1,3]oxaz8n-2-one
1 -[1 -{2-Chloro-4>5-difluoro-benzenesulfbnyl)-plpBrldln-4-yl]-6-methyt-1,4-dihydrobenzoMM
,3]oxazin-2-one
390
J-Bromo-1 -[1- Sloxazin-one
N-{2-Chloro-4-[4-{2-oxo-4H-benzo[d][1,3]oxazin-1 -yl)-plperldlne-1 -sulfonyQ-phenyl}-
acetamlde
^QO 1 -[1-(Benzo[1,2,5]oxadlazole-4-8ulfonyl)-plperidln-4-yl]-1,4-dlhydro-benzo[d][1,3]oxazln-2-
392 one
393 1 "{1-(Benzo[1,2l5]oxadlazole-4-6ulfonyl)-p!perldln-4-ylH-fnethyl-1,4-dihydrobenzo[
d][1.3]oxazin-2-one
394 1 -[1 -(Benzo[1,2,5]oxadiazole-4-8ulfonyI)-piper[din-4-yl]-6-cWoro-1,4-dIhydro-
enzofd1f1,3]oxazin-2-one
395 1 -[1 -{Benzo[1,2,5]oxadtazole-4-sulfonyl)-plDeridin-4-yl]-6-methyl-1,4-dihydro-
enzo[d][1.3loxazln-2-one
398 1 "I1 "(Benz°I1,2,5]oxadiazole-4-8ulfonyl)-plperldin-4-yl]-e-bromo-1,4-dihydrobenzo[
d]f1,31oxazln-2-one
N-{2-Chloro-4-[4-{6-chlon>2-oxo-4H43enzo[d]f1l3]oxazIn-1-yl)-plperidine-1-«ulfonyl]-phenyl}-
acetamide
1 -[1 -(Benzo[1,2,5Jthiadiazole-4-sLilfonyl)-plperIdin-4-yl]-1,4-dlhydro-benzo[d][1,3]oxazin-2-
398 one
399 1 -{1 -{Benzofl ,2,5]thiadiazole-4-sulfonyl)-p[peridln-4-ylI-8-methyl-1,4-dihydro-
enzo[d][1.31oxazin-2-one
400
1-[1 -enzo[1,2,5]th!adiazole-4-sulfonyl)-plperidln-4-yl]--chloro-l ,4-dihydrojenzo[
d][1,3]oxazln-2-one
1-[1 -(Benzo[112,5]thladiazole-4-8uIfonyl)-plperldin-4-yl]-6-methy|-1,4-dihydrobenzo[
dTI1,31oxazln-2-one
402 1-[1-{Benzo[1,2,5]thiadiazole4-su!fonyl)-piper1dlrHl-y!]-6-bromo-1,4-dihydrobenzofdin
.31oxazin-2-one
403 H1-Ethanesulfonvt-pIperidin-4-v-8-m9thvl-1.4-dlhvdro-benzo[d]ri.3]oxaz{n-2-one
404 -[1 -(2.4-Difluoro-benzenesulfonvl Vp|per[dirv4-vn-1.4-dlhydro-benzo[d1[1.3]oxazln-2-one
405 1 -[1-{2J4-Difluoro-benzenesulfonyl)-p|pertdin-4-yl]-8-{nethyl-1,4-dihydro-benzo[d][1,3]oxazin-
2-one
406 6-Chloro-1-[1 -(2,4-difIuoro-benzene8u[fonyl)-pfper!din-4-yI]-1,4-dihydro-benzo[d][1,3]oxazin-
2-one
407 1-[1-(2r4-Difluoro-benzenesulfonyl)-plperidln-4-yl]-6Tiethyl-14-dihydro-benzo[d][1l3)oxazln-
2-one
408 6-Bromo-1 -[1 -(2,4-difluoro-benzene8ulfonyl)-plper!din-4-yl]-1,4-d!hydro-benzo[d][1,3]oxazin-
2-one
409 ft-Methyl-1 -T1 -(propane-2-sulfony|)-plperidln-4-vll-1.4-dlhvdro-benzofdlf 1.31oxazln-2-one
410 1-[1-(3,4-DicNoro-benzenesulfonvl)-plperldln-4-yll-1.4-dlhydro-benzord][1.31oxazln-2-one
411 1 -[1 -(3,4-D!cWora-benzenesulfonylH)iperidin-4-yl]-8-methyl-1,4-dlhydropenzo[
d][1,3]oxazln-2-one
412 6-Chloro-1 -[1 -(3,4-dichloro-benzene8ulfonyl)-piperidin-4-]-1,4-dihydro-benzoIdJI ,3]oxazin-
2-one
413 1 -[1 -(3,4-DlchIoro-benzenesulfonyl-p|peridffi-4-yl]-6-methyl-1,4-dihydrobenzotdlf
1,31oxazln-2-one
414 6-Bromo-1-[1 -(3,4-dlchloro-benzenesulfony[)-piperidin-4-yi]-1,4-dihydro-benzo[d][1,3]oxazin-
2-one
415 8-Methyl-1-[1-(propane-1-sulfonyl)-plperldln-4-yll-1.4-dlhvdro-benzofd1[1,3]oxazin-2-one
1 P -(2-Chloro-6-methyl-benzenesulfonyl)-plperidln-4-yl]-1,4-dlhydro-benzo[d][1,3]oxazin-2-
one
417 1 -[1 -(2-Chloro-6-methyl-benzenesulfonyl)-plperldin-4-yl]-8-methyl-1,4- 1,3]oxazln-2-one
418 3-Chloro-1 -[1-(2-chIoro-6-methyl-benzene8Ulfonyl)-plperldln-4-yl]-1,4-dlhydro-
3enzo[d]f 1,3]oxazln-2-one
419 1 -[1 -(2-Chloro-6-methyl-benzenesulfonyl)-piperldln-4-yl]-6-methyl-1,4-dlhydrobenzo[
dl[1,3Ioxazln-2-one
420 1 -[1 -(2-Chloro-6-methyl-benzenesulfbnyl)-piperld!n-4-yl]-6~methy]-1,4-dihydrobenzo[
d][1,3]oxazln-2-one
421 8-MethyH-[1-(2,3I6I6-tetramethy[-benzenesulfonyl)-plperldin-4-yl]-1l4-dihydrobenzofdiri
,3]oxazln-2-one
422 1 -[1 -(2.3,4-Trlchloro-benzenesulfonyl>-plperldln-4-ylM ,4-dihydro-benzo[d][1,3]oxazln-2-one
B-Methyl-1-[1-(2,3,4-trichloro-benzene8Ulfonyl)-plperidin-4-yl]-1l4-dihydrobenzofdin
,3]oxazin-2-one
424 e-Chloro-l-IISAtrichloro-benzenesulfonylJ-piperidinylJ-lhydrobenzo[
d][1,3]oxazln-2-one
425
benzofdlh ,3]oxazln-2-one
6-Bromo-1-[1 -(2,3,4-trichloro-benzene8ulfonyl-piperidin-4-yl]-1,4-dJhydrobenzofdiri
,31oxazin-2-one
HH^S.S.e-Tetramethyl-benzenesulfonyljhpiperidin-yll-l-dihydro-benzoMEI.Sjoxazin-
2-one
428 I -[1 Thlophene-3-6utfonyl-piperidIn-4-vn-1,4-dlhydro-benzo[dlf 1,31oxazln-2-one
429 8-Methyl-1-[1-(thiophene-3-8ulfonyl)-plperidin-4-vll-1.4-dlhvdro-benzord1f1.31oxazln-2-one
430 )-Chloro-1-[1-(thiophene-3-sulfonyl)-plperidln-4-yl]-1.4-dlhydro-benzo[d][1.3]oxazin-2-pne
431 6-Methyl-1-[1-(thiophene-3-sulfonyl)-p|peridin-4-yl]-1.4-d]hydro-benzo[d][1.3loxazin-2-one
432 6-Bromo-1-[1^thiophene-3-sulfonyl-p|perldln-4-yl3-1.4-dlhvdro-benzord][1.31oxazin-2-one
6-Chloro-1-[1 -(S.S.e-tetramethyf-benzenesulfonylJ-piperidirh-yll-l ,4-dihydrobenzo[
d][1,3]oxazin-2-one
434 1 -T1-(2.4.6-Trichlor(-benzenesulfonvl)-plperIdln-4-vl1-1.4-dlhydro-benzo[d][1,31oxazln-2-one
435
benzo[dl[1,3]oxazin-2-one
436 6-Chloro-1 -[1 -(2,4,6-trichloro-benzenesulfony])-plperldin-4-yl]-1,4-dihydrobenzo[
d][1,3]oxazin-2-one 6-Methy!-1 -[1 -(2,4,6-trichloro-benzenesulfonyl}-piperidin-4-yl]-1,4-dihydrobenzo[
d][1.3]oxazin-2-one
438 6-Bromo-1-[1-(2,4>6-trichloro-benzenesulfonyl)-pip6ridin-4-yl]-1,4-dihydrobenzordTI
.3]oxazln-2-one
439 6-Methyl-1-[1-(2,3,5,e-tetrametiiyl-benzenesulfonyl>-piperidin-4-yl]-1I4-d!hydrobenzoldlfl
,31oxaztn-2-one
440 1 -[1 -2-Bromo-4,6-dffluoro-benzenesulfonyl}-plperldln-4-yl]-8-methy]-1,4-dihydrobenzo[
din ,3]oxaztn-2-one
441 1 -[1 -(2^romo-4,6-dffluoro-benzenesulfonyl)-plperldln-4-yJ]-6-chlort>-1,4-dlhydrobenzordlf
1,3]oxazln-2-one
442 1 -[1 -C2-Bromo-4,6-dHluoro-benzenesulfonyl)-plperldln-4-yl]-6-methyM ,4-dlhydrobenzofdlfl
,3]oxazin-2-one
443 6-Bromo-1-[1-(2-broino-4,6-difluoro-benzenesu!fonyl)-pipBridin-4-yl3-1,4-dlhydrobenzofdin
.3]oxazin-2-one
444 6-Bromo-1-[1 -2,3,5,6-tetramethyl-benzenesulfonyl)-plperidin-4-yl]-1,4-dihydrobenzotdin
.3]oxazln-2-one
445 1 -[1 -(4-Bromo-2-trlf|uoromethoxy-benzenesulfbnyl)-plperidin-4-yl]-1,4-dihydrobenzo[
d][1,3]oxazln-2-one
446 1 -[1 -(4-Bromo-2-trifluoromethoxy-benzenesulfonyf )-plperldin-4-yl]-8-methyl-1,4-dihydrobenzofdlfl
,3]oxazln-2-one
447 1-[1-(4-Bromo-2-trifluoromethoxy-benzene8ulfonyl)-piperidin-4-yf]-8-cliiort-1,4-dihydrobenzo[
d][1,3]oxazln-2-one
448 1-[1-(4-Bromo-2-trrfluoromethoxy-benzene8Utfonyi)-piperidin-4-yl]-6-methyl-1,4Hdihydrobenzo[
d][1,31oxazin-2-one
449 6-Bromo-1 -{1 -(4-bromo-2-trlfIuoromethoxy-benzenesulfonyl)^lperidin-4-yl]-1,4-dihydrobenzo[
d][1,3]oxazln-2-one
450 1 -[1-(4-Phenoxy-benzen«sutfonyl)-piperidiiv4-yl]-1,4-dihydro-benzord][1,31oxazln-2-one
451 1 -[1 -(3-Bromo-benzenesulfonyl)-plperldliv4-yl]-1,4-dlhydro-benzord][1,3]oxazln-2-one
1 -[1 -(3-Bromo-benzene8ulfonyl)-plperidin-4-yl]-8-methyl-1,4~dihydro-benzo[d][1,3]oxazin-2-
one
453 "(3-Bromo-benzenesulfony))-piperidin-4-yl]-6-chloro-1,4-dihydro-benzo[d][1,3]oxazin-2-
one
AKA H1 -(3-Bromo-benzenesulfonyl)-piperldin-4-yl]-6-methy[-1,4-dihydro-benzo[d][1,3]oxazln-2-
404 one
6-Bromo-1 -[1-(3-bromo-benzenesuIfonyl)-pIperidin-4-y]]-1,4-dihydro-benzo[d][1,3]oxaz!n-2-
one
8-MethyH -{1 -(4-phenoxy-benzenesulfbnyl)-piperidin-4-yl]-1,4-dihydro-benzo[d][1,3]oxazln-
2-one
457 1 -[1 -{4-tert-Butvl-benzenesuifonyi)-plperldln-4-vll-1,4-dlhydro-benzordlM ,31oxazln-2-one
1 "C1 -4-tert-Butyl-benzenesulfonyl)-plperldin-4-yl]-8-methyl-1,4-dlhydro-benzo[d][1,3]oxazln-
2-one
l-f-tert-Butyl-benzenesulfonylJ-piperldinyll-e-chloro-IAdihydro-benzoIdlll.Sloxazln-
2-one
430
1 -[1 -4-tert-Butyl-ben2enesulfonyl)-piperldin-4-yl]-&-methyl-1,4-dihydro-benzo[d][1,3]oxazin-
2-one
481
J-Bromo-1 -[1 -(4-tert-butyl-benzenesuIfonyl)-piperidin-4-yl]-1,4-dihydro-benzo[d][1,3]oxazln-
2-one
2-one
AM 1-[1-(2-Bromo-4,6-dlfluoro-benzenesulfbnyl)-pIperidln-4-yl]-1,4-dihydro-ben2X)[d][1,3]oxazin-
483 2-one
464
H1-(2-MeUianesulfonyl-benzenesulfonyl)-pIperklln-4-yl]-8-methyl-1,4-dihydrojenzofdin
6-Chloro-1-[1 -(2-methanesulfonyl-benzenesulfonyl)-piperidin-4-yl]-1,4-d!hydrobenzoMM
,31oxazln-2-one
-[1-(2-Methanesulfonyl-benzene3ulfonyl)-piperIdin-4-yl]-6-rnethyl-1,4-dihydrobenzo[
d][1,3loxazin-2-one
6-Bromo-1 -[1 -{2-methanesulfonyl-benzenesulfonyl)-pipertdln-4-yl]-1,4-dlhydrobenzo[
d]f1,31oxazln-2-one
one
469 6-Chloro-1-n -(4-propyl-ben2enesulfonv1)-plperidln-4-yl1-1.4-dihydro-ben2o[d][1,3loxazln-2-
470
one
e-Methyl-l-f^propyl-benzenesutfonyO-piperidlnylJ-l.dlhydro-benzoIdJfl.SJoxazin-
one
e-Bromo-1 -[1 -{4-propyl-benzenesulfonyl)-piperid]n-4-yl]-1,4-dihydro-benzo[d]1,3]oxazin-2-
one
472 1-[1-(3-Chloro-2-methyl-benzenssulfonyl)-plperidin-4-yl]-8-methy]-1,4-dihydrobenzofdin
,3]oxazin-2-one
473 6-Chloro-1-[1-(3-chloro-2-methyl-benzenesulfonyi)-p]perldln-4-yl]-1I4-dihydrobenzo[
dl[1,3joxazin-2-one
474 1 -[1 -{3-Chloro-2-methyf-benzene8ulfonyl)-piperidin-4-yl]-6-m6thy|-1,4-d[hydrobenzo[
d][1,3]oxazln-2-one
475 6-Bromo-1-[1-{3-diloro-2-methyl-benzenesu[fonyl)-plperidin-4-yl]-1,4-dihydrobenzordin
,3]oxazlrv2-one
478 1-I1-(ButylnzenesuKbnyl)-piper!dlrK4-yI]-8-rTiethyl-1,4-dihydro-benzo[dJ[1,3]oxazin-2-
one
A77 1 -[1-(4-Butyl-benzenesulfonyl)-piperidin-4-yl]-6-chJofo-1,4-dihydro-benzo[d]t1,3Joxazin-2-
one
478,4-dihydro-benzotd][1,3]oxazJn-2-
one
e-Bromo-1 -[1 -(4-butyl-benzene8uffony()-plperldln-4-yl]-1,4-dihydro-benzo[d]f 1,3]oxazin-2-
478 one
1-[H4^romo-3-methyl-bQnzenesulfonyl-piperJdin-4-ylJ-8-rnethyl-1,4-dihydrobenzoFdin
.3]oxazin-2-one
benzordl[1,3loxazln-2-one
482 benzo[d][1,31oxa2ln-2-one
6-Bromo-1-[1 -(4-bromo-3-methyl-benzene8ulfonyl)-plperldfn-4-yl]-1,4-dihydrobenzo[
dl[1.33oxazJn-2-one
484 benzo[d][1.3]oxazin-2-one
485
6^hloro-H1Wt1-dimethyl-propyJ)-benz8nesulfonyl>lPerid]n-4-yl}-1,4-dihydrobenzo[
d][1,3]oxaztn-2-one
486
1 -{1 -[4-(1,1 -DimethyI-propyl)-benzene8u(fonyl]-piperidin-4-yl)-6-methyl-1,4-dihydrobenzofdin
,31oxazin-2-one
487 benzo[d][1,31oxazin-2-one
488 EthenesuHbnvl-plperidin-4-yl)-8-methyl-1.4-dlhvdro-benzord1f1.3Toxazln-2-one
489 3-W8-Methyl-2-oxfr4H-bBnzofd1M .37oxazJn~1-vl)-plperldine-1 -sutfonvll-benzolc add
490 344-(e-Me&iyl-2-oxo~4H-bBnzo[din.3]oxazln-1-vl)-plperidlne-1-sulfonvn-benzolcacld
491 3-r4-f6-Bromo-2-oxo-4H-b6nzordin ,3]oxazln-1 -vD-plperkllne-l-sutfbnvH-benzofc add
492
1 -[1 -(3-Chloro-2-fluoro-benzenesulfonyl)-piperidin-4-yr|-8-methy]-1,4-dihydrobenzotdin
,31oxazln-2-one
493
5-Chloro-1-[1-(3-chloro-2-fluoro-benzene8Ulfonyl)-piperidin-4-yl]-1,4-dihydrobenzo[
d][1,31oxazln-2-one
494
1 -[1 -(3-Chloro-2-fIuoro-benzenesu(fonyl)-piperidin-4-yl]-6-methyl-1,4-dihydrobenzo[
d][1.3]oxazln-2-one
495
3-Bromo-1-[1-3-chloro-2-fluoro-benzene8ulfonyl)-plperidin-4-yl]-1,4-dihydrobenzord][
1,31oxazln-2-one
496
M-{4-Methyl-5-[4-(8-methy!-2-oxo-4H-benzo[cl][1,3]oxazin-1-y!)-piperidine-1-8Ulfonyri-thlazol-
2-yfl-acetamide
497
M-{5-[4-(6-Chloro-2-oxo-4H-benzo[d][1,3]oxazln-1-yl)-piperidine-1-sulfony]]-4-methyl-thiazol-
2-yl}-acetamlde
498
N-{4-Methyl-5-[4- 2-yl}-acetamlde
499
N5-[4-(6-Brt)mo-2^xo^H-benzo[d][1,3]oxazin-1-yl)-pIperidine-1-sulfonylH-methyl-thiazol-
2-yl}-acetamide
500
1 -[1 -(2-Bromo-4-fluoro-benzenesulfonyl)-piperldin-4-yl]-8-methyl-1,4-dihydrobenzo[
d][1,31oxazln-2-one
501 1 -[1 -f 2-Bromo-4-fluoro-benz6nesutfonyn-piperidin-4-vll-6-Ghloro-1,4-dlhvdro-
benzo[cfln .3]oxazin-2-one
502 1 -[1 -(2-Bromo-4-f!uoro-benzenesulfony|)-pfp6ridin-4-yl]-6-methyl-1,4-dihydrobenzo[
d]f1,3]oxazin-2-one
503 6-Bromo-1 -[1 -2-bromo-4-f[uoro-benzenesulfonyl)-piperidin-4-yl]-1,4-dihydrobenzo[
d]ri ,3]oxazln-2-one
504 1 -[1 -{5-Chloro-2-fluoro-benzenesulfony|)-piperidin-4-yl]-8-methyl-1,4-dihydrobenzo[
d][1,3]oxazin-2-one
505 6-Chloro-l -[1 -(5-chloro-2-fluoro-benzenesulfbnyl)-piperidin-4-yl]-1,4-dihydrobenzo[
d][1,3]oxazin-2-one
506 1 -[1 - ,31oxazfn-2-one
507 6-Bromo-1 -[1 -(5-chloro-2-fiuoro-benzenesulfonyl)-piperid ln-4-ylJ-1,4-dihydrobenzofdiri
,3]oxazin-2-one
508 1 -[1 -{4-Bromo-3-trifluoromethyl-benzenesulfonyl)-piperidin-4-yl]-8-methyl-1,4-dihydrobenzofd][
1,3]oxazin-2-one
509 1 -[1 -{4-Bromo-3-trifIuoromethyl-benzenesulfony!)-pipBridin-4-yl]-6-chloro-1,4-dihydrobenzo[
d][1,3]oxazin-2-one
510 1 -[1 -(4-Bromo-3-trifluoromethyl-benzenesulfonyl)-plperidin-4-yl]-6-methyl-1,4-dihydroben20[
d][1.3]oxazin-2-one
511 e-Bromo-1 -{1 -(4-bromo-3-trlfIuoromelhyl-benzene8ulfonyl)-piperIdfn-4-yl]-1,4-dihydro-
,3]oxazin-2-one
512 -
one
513 1 -f 1-(4-Propyl-benzenesutfonyl)-pipei1din-4-yn-1.4-dihvdro-benzo[d][1,3]oxazin-2-one
1-[1-(3-Chloro-2-methyl-benzenesuffonyl)-piperldln-4-yl]-1,4-dihydro-benzo[d][1,3]oxazln-2-
one
515 1-[1-(4-Butyl-benzenesulfonyl)-piperidin-4-ylH.4-dlhydro-benzo[d][1,3]oxazin-2-one
516 •(4"Bromo-3H7iethy!-benzenesulfonyi)-piperldin-4-yl]-1,4-dihydro-benzo[d][1,3]oxaz1n-2-
one '
,1 -Dimethyl-propyl)-benzenesulfony)]-plperidin-4-yl}-1,4-dihydrt>-
benzo[d][1,3]oxazin-2-one
N-{4-Methyl-5-[4-{2-oxo-4H-benzoId][1,3]oxa2in-1 -yt)-piperidine-1-sulfony!3-thlazol-2-yl}-
acetamlde
ft 1 -I1 -{3-Chloro-2-fluoro-benz0nesulfonyl)-plperldin-4-yl]-1,4-dihydro-benzo[d][1,3]oxazln-2-
510 one
con 1 -E1 -(2-Bromo-4-fluoro-benz8ne8Ulfonyl)-plperidln-4-yl]-1,4-dihydro-benzo[d][1,3]oxazin-2-
520 one
521 1 -[1-(4-Bramo-3-trrfluoromethyl-benzenesulfonyl)-piperidin-4-ylI-1,4-dihydrobenzo[
d][1,3]oxazin-2-one
522. 4 - d t h y d r o - b e n z o [ d ] [ 1 , 3 ] o x a z i n - 2 -
523 1 -[1 -(l8oquinoline-5-sulfonyi)-piperidin-4-vl1-1,4xllhvdro-benzo[dl[1.3]oxazin-2-one
524 6-Fluoro-H1-(2-methanesulfonyl"benzenesulfony[)-piperidln-4-yl]-1l4-dlhydro-
enzo[d][1.3]oxazin-2-one
B-Fluoro-1-[1-(4-propyl-benzene8ulfonyl)-plpei1dln-4-ylJ-1f4-dihydro-benzo[d]t1,3]oxazin-2-
&Z5 one
526 1 "f1 - dl[1.3]oxazin-2-one
527 1 -f1 -f 4-Butvl-benzenesulfonvl)-plpBridin-4-vl1-6-fluoro-1,4-dlhydro-benzordiri ,3]oxazin-2-one
1 -[1 -(4-Bromo-3-methyl-benzen88Ulfonyl)-plperldin-4-yf]-6-fluoro-1,4-d!hydrobenzo[
d][1,3]oxaz!n-2-one
529
4-(i, 1 -Dlmethyl-propyl>-benzenesulfonyl]-plpeTiarn-4--yt}-fr-fJuoro-1,4-dihydro-
enzofd][1.3]oxazin-2-one
530 g.{5_[4-(6-Fluoro-2-oxo-4H-benzo[d][1,3]oxazln-1 -yl)-piperidine-1 -sulfonylH-methyl-thlazol-
2-y(}-acetamide
531 1 "1 -(3-Ch!oro-2-fluoro-benzenesulfonyl)-piperidin-4-yl]-6-fIuoro-1,4-dihydrobenzo[
d][1,3]oxazin-2-one
532 1-[1-(2-Bromo-4-fluoro-benzenesulfonyl)-plperldin-4-yi]-6-fluoro-1l4-dihydro-
enzo[d][1,3]oxaztn-2-one
533 1 -[1 -(4-Bromo-3-trifluoromethyl->enzenesulfonyl)-plperldin-4-yll-6-fluoro-1,4-dihydro-
benzofdlH,3]oxazin-2-one
534 1 -lH5-Chloro-2-fluoro-benzenesulfonyl)-pIper1din-4-yl]-e-fluoro-1,4-dihydropenzo[
d][1 .33oxaztn-2-one
635 6-Fluonxl -f 1 -flsoqulnoHne-5-sulfonyi-plDerldin-4-vi]-1,4-dihydro-benzo[cnf 1.3Ioxazin-2-one
636 6-RUQTO-1 -[1 ^guinollne-8-sulfonvn-plperldin~4-vn-'l.4-dlhydro-benzofdlf 1.3]oxa2in-2-one
537 1 -[1 -(5-Chloro-3-meihyl-benzo[b]thlophene-2-sulfonyf)-piperklIn-4-yi]-6-fluoro-1,4-dihydrobenzoWlp
,3]oxazln-2-one
538 6-Huoro.Hl-(naphthalene-lulfonyl)-Diperldiri-viT-1.4-dihvdro-benzordlf1.3]oxaz[n-2-one
530 8-Ruoro-1-[1-fnaphthalene~2uffonylVDlDerMin^4-vl1-1.4-dihydn-benzordiri.3lQxazin-2-one
540 2-one
541 1 -[1 -(Benzo[b]thtophene-3-suffony])-plperidin-4-y[]-e-fIuoro-1,4-dihydro-benzo[dJ[1,3]oxazln-
2-one
542 8athoxy-1 -n-fguinoltne-8-8ulfonv[)-pip6rldln-yl]-1,4-dihydro-benzordl[1,31oxazfn-2-one
643 1 -{1 K5hioro-3eftyt-benzo[b]thiophene-2-sutfony1)-pfperidin-4-yf]-8-methoxy-1,4-
dihydro-benzo[d7[1,3]oxazlrv-2-one
544 one
8-Methoxy-1-(Hnaphthalene-l-3ulfony!)-plperldin-4-yl]-1l4-dihydro-benzo[d]t1,3]oxazln-2-
545 one
8-Methoxy-1 -[1 -(naphthalene-2-«ulfonyl)-piperldin-4-yl]-1,4-dihydro-benzo[d][1,3]oxazln-2-
546 1 -[1 -(Benzo[b]thtophen6-2-«ulfonyl)-plperidirv4-yl]-8-inethoxy-1,4-dihydroaenzo[
dl[1,3]oxazin-2-one
547 1 -{1-{Benzolb]thiophene-3-sutfbnyJpfperldfn-4l]-a-methoxy-1,4-dlhydro-
548 j-Ghloro-l-n^-methanesuIfonyl-benzenesutfonyl^piperldln-^ylJ-l^-dihydrojenzofcflf
1,3]oxazin-2-one
KAO 5-Chloro-1 -[1 -{4-propyJ-benzenesutfonyl)-piperldln-4-ylh1,4-dihydro-benzo[d][1,3]oxazin-2-
548 one
550 5"Chloro-1 -[1 -(3-ch!oro-2-methyl-benzBnesulfonyl)-plperidtn-i-yQ-1,4-dihydronzofdlfl
,3]oxaztn-2-one
1 -[1-(4-Butyl-benzenesulfonyl)-p!peridin-4-v1>5-chloro-1,4-dihydro-benzoIdKI ,3]oxaz!n-2-
one
552 1 -{1 -(4-Bromo-3-methyl~b6nzene8Utfonyl)-plperldln-4-yl]-5-ch!oro-1,4-dlhydro-
enzo[d]|"1,3]oxazin-2-one
553 5-Chioro-1 -{1 -[4-(1,1 -dimethyl-propy()-benzene8uJfonyl]-piperklin-4-y!}-1,4-dihydrozcrfdH1,3]
oxazln-2-Qne
N-{5-[4-(5-Chloro-2-oxcK4H-benzo[d3[1,3]oxazin-1 -yl-plp6ridine-1 -sulfonyl]-4-methyI-thlazol-
'.-vO-acetamida
555 5-Chloro-1 -[1 -3-chtoro-2-fluoro-benzenesulfonyl)-p!p6rIdln-4-ylh1,4-dlhydrobenzofdin
,3]oxazln-2-one
556 benzo[dl[1 .31oxazln-2-one
557
141-(4-Bromo-34rifluoromethy!-benzanesulfonyl)ipertdln-4-yl]-5-chlcjro-1,4-dihydro-
enzojd][1,3]oxazln-2-one
"Chloro-1 -[1 -{5-chloro-2-fIuoro-benzenesulfonyl)-p!peridln-4-ylH ,4-dihydrojertzojdin.
31oxazin-2-one
5SO 5-Chloro-1-n -flsoqulnol!ne-5^ulfonvl)-plperidliv4-vn-1,4-d[hvdro-benzof(nH .31oxazin-2-one
560
1 -{1 -(2-Methanesulfonyl-benzenesulfonyl)-plperidin-4-yll-8-niethoxy-1,4-dIhydro-
enzo[d][1,3]oxazln-2-one
561
i -[1 -(2-Methanesutfonyl-benzenesulfonyt)-piperidirv4-yl]-&^ethoxy-1,4-dihydroienzo[
dl[1.3]oxa2ln-2-Qne
562
1 -[1 -{3-Chloro-2-methyi-benzene8uffonyI)-plper]d!n-4-yl]-8-methoxy-1 ,4-dfhydrobenzo[
d]f1 ,3]oxazln-2-one
1.[1.(4-Butyl-benzenesulfony!)-piperIdifv4-yl]-8-methoxy-1l4^ihydro-benzoId][1,3]oxazln-2-
563 one
564 1 -[1 -{4-Bromo-3-methyI-benzene8ulfonyl)-pIperidln-4-yl]-8-melhoxy-1,4-dihydro-
>enzo[d][1.31oxazln-2-on6
penzoIdlH .3]oxazln-2-one
566 I N-(5-[4-f8-Methoxy-2-oxo-4H-bBnzord][1,3]oxazlr>-1-vl)-plperidine-1-sulfonvi]-4-methyl-
1S1
thlazol-2-y[)-acetarn ide
567 1 -fl -{3-Ch[oro-2-fIuoro-benzenesutfonyl)-plperidin-4-y[]-8-methoxy-1,4-dfhydrobenzofdin
,3]oxazin-2-one
568 1 -{1 -2-Bromo-4-fluoro-benzenesulfonyl)-piperidln-4-yl]-fl-methoxy-1,4-dfhydrobenzo[
d][1,33oxazln-2-one
569 1 -[1 H[4-Bromo-3-trlfluorometiiyl-benzene3ulfonyf)-pIperldln-4-yI]-8-m«hoxy-1,4-dihydrobenzo[
d][1,3]oxazin-2-one
670 1 -[1 -(5-Chloro-2-fluoro-benzenesulfonyl)-plperidln-4-yl]-8-mBthoxy-1,4-dihydrobenzo[
d][1,3]oxazln-2-one
571 1 -[1 -(!soquinoline-5-6ulfonyl}-p!peridfn-4-yl]-8-methoxy-1,4-dlhydro-benzo[d][1,3]oxazln-2-
one; hydrochloride
572 1 -[1 -(4-Methyl-naphthafene-l -sulfonvl)-ptperldln-4-vl]-1.4-dlhydro-benzo[d]n ,3]oxazln-2-one
573 6-Chlora-1 -[1 -(4-methy[-naphthalene-1-suHbnyl)-plperidin-4-yl]-1,4-dihydrobenzo[
d][1.3]oxazln-2-one
574 6-Methy1-1 -[1 -{4-methy[-naphthalene-1-sulfonyl)-pIperidirv-4-yl]-1
benzo[d]{1,3]oxazin-2-one
575 8-Methyl-1-[1-{4-methyl-naphthalene-1-aulfonyl)-ptperidin-4-yl]-1p4-dihydrobenzo[
d][1.3]oxazin-2-one
576 6-Fluoro-1 -[1 -(4-methy[-naphthatene-1 -sulfonyl)-piperidin-4-yl]-1,4-dihydrobenzo[
d]M ,3]oxazln-2-one
577 8-Methoxy-1 -[1 -(4-methyl-naphtha!ene-1 -sulfonyl)-plperid!n-4-y1]-1,4-dfhydrobenzofdiri
,3]oxazin-2-one
578 5-ChIoro-1-[1-(4-methyl-naphtha[ene-1-3ulfonyl)-p!perfdln-4-yl]-1,4-dlhydrobenzofdlM
,3]oxazin-2-one
579 5-Chtoro-1-[1 -(naphthalene-1-sutfonyl)-plperidln-4-yn-1.4-dlhydro-benzo[dlf1,3loxazln-2-one
580 5-Chtoro-1 -[1 -(naphthalene-2Hsutfonyl>-plperidln-4-v^-1,4-dlhydfD-benzo[d][1,3]oxazln-2-one
581 S-Chtoro-1 -[1 -fquinoline-8-sulfonyl)-plperidln-4-yl]-1,4-dihvdro-ben2ordlf1.3]oxaz»n-2-one
582 5-Chloro-1 -[1 -(5-chloro-3-methyl-benzo[b]thlophene-2-«ulfonyl)-piperid1n-4-yl]-1,4-dihydrobenzo[
d]f1,3]oxazin-2-one
583
1-[1-(Benzo[b]thiophene-2-8Ulfonyl)-piperidin^-yl]-5^hloro-1,4Kl!hydro-benzo[d][1,3]oxazin-
2-one
584
1-0 -{BenzoIb]thiophene-BUlfonyl-piperldir4-yI]-5-chloro-1,4-dihydr&-benzQ[d]l1,3]oxazin-
2-one
585
6-Bromo-1-[1 -4-methyl-naphthalene-1 -suifonyl-piperfdin-4-yl]-1,4-dlhydroaenzo[
d][1,3]oxazin-2-one
586
2-Chloro-4-fIuoro-5-[4-(8-methy[-2-oxo4H-benzo[d][1,3]oxazin-1-yl)-piperidlne-1-«ulfonyI]-
benzole acid
587
2Jhlon5-[4-{6loro-2xo-4H-benzo£d][1,33oxazin-1-yl)-piperidine-1-su»fonyl]-4-fluorobenzole
acid
588
2-Chlorofluoro-5-[4-(6-methy[-2-oxo-4H-benzo[d][1,3]oxazin-1-yl)-piperidine-1-«ulfonyqsenzoic
acid
589
2-Chloro-4-fluoro-5-4-(2-oxo-4H-benzold3[1,3]oxazin-1 -yl)-piperidine-1 -sulfonylj-benzolc
acid
590
2-Chloro-fluoro-5-{4-(8-methoxy-2-oxo-4H-benzo[d][1l3]oxazin-1-yl)-piperidine-1-8ulfony!]-
tienzoic acid
591
2^h!oro-5-[4-(5K;hlorD-2K)xo-4H-benzo[d][1,3]oxazi1-yl)peridine-1-8ulfonyH-fluorobenzolc
acid
592 3-[4-(2-Oxo-4H-benzo[dlf1.31oxaz1n-1-vn-plperidlne-1 -sulfonvll-benzolc acid
593 3-[4-(8-Methoxv-2-oxo-4H-benzo[d]n.3loxazin-1-vl-plperidlne-1-sutfonvlT-ben2olcacld
594 3-[4-(S-Chloro-2-oxo-4H-benzord]ri .3loxazln--1 -vDnalperidina-l -sulfonvll-benz'oic acid
595
1 -[1 -l8oquinoline-5-sulf6ny])-plperidin-4-y18-methyl-1,4-dihydro-benzo[d][1,3]oxazIn-2-one;
hydrochloride
596 6-Chloro-1 -{1 -(isoquinoline-5-su[fonyl)-piperidin-4-y1]-1,4-dihydro-benzo[d][1,3]oxazin-2-one;
hydrochloride
597
-[1-(l3oquinoline-6-sulfonyl-p[peridin-4-yl3-6-methy1-1,4-dIhydro-benzo[d][1l3]oxazln-2-
oneihydrochtoride
598 6.7-Difluon141 -(au inollne-8-sulfonvl-plperldln-4-vn-1,4-dlhvdro-benzordin .31oxazfn-2-one
599
1 -[1 -5-Chloro-3-methyl-benzo[b]thioph8ne-2ulfonyl)-piperidln-4-y]J-6,7-difIuoro-1,4-
dlhydro-benzordin ,31oxazln-2-one
600 6.7-Ptfluoro-1 -n ^naphthalene-1-sulfonvn-piperldln-yl]-1.4-dihydro-benzordlfl ,3]oxazln-2-
601
one
6,7-Dffluoro-l -[1 -{naphtha!ene-2-sulfonyl)-piperidin-4-ylJ-1,4- one
602 1-[1-{Benzo[b]thiophane-2-sulfbnyl)-piperidln-4-yO-8l7-difluoro-1,4-dihydrobenzo[
d][1.3]oxazln-2-one
603 1-[1-(Benzo[b]thiophene-sulfonyl)-piperldln-4-yl]-6,7-dlfluoro-1,4-dihydrobenzo[
dl[1 ,3]oxazln-2-one
604 H1-(5-Dimethylamino-naphthalene-1-sulfonyl)-plperidin-4-yl]-6,7-dif)uoro-1,4-dihydrobenzo[
d][1.3]oxazin-2-one
605 1-fHBIphenyl-4-sulfbnvl)-piperidln-4-ylI-e.7-dlfluoro-1.4-dlhydro-benzord]ri.3loxazln-2-on9
606 1-[1 -{Benzo[112,5]thladiazole-4-8ulfony])-plperidin-4-ylh6,7-difluoro-1,4
benzo[d]{1,3]oxaz?n-2-one
607 1 -[1 -(Benzo[1.SJoxadlazole-sulfonylJ-plpeildin-ylJ-e, 7-dffluoro-1,4-dihydrobenzo[
d][1,3]oxazin-2-one
608 1-[H7-Chloro:benzp{1,2l6]oxadiazol6-4ulfonyf)H3lperidln74-yJh6,7-difluoro-1I4-
benzofdlf 1,3]oxazln-2-one
609 8,7-Difluoro-1 -{1 -(4-methyl-naphthalene-1-8ulfonyl)-plperidin-4-yl]-1,4-dihydrobenzo[
d7[1,3]oxazin-2-one
610 1 -[1-(4-Chloro-naphthal9ne-1-8u[fonyl)-plperidin-4-yl]-1,4-dihydro-benzo[d]f1,3loxazln-2-one
611 1 -11 -(4-Fluoro-naphthalene-1 -sulfonyl)-plperldin-4-ylH ,4-dlhydro-benzord]f 1,31oxazln-2-one
612 1-f1-(D[benzofuran-2-sulfonyl)-plperldin-4-yl]-1,4-dlhydro-benzo[d][1.3]oxazln-2-one
H1 -(2,3-Dihydro-benzofuran-6-8ulfonyl)-piper!din-4-yl]-1,4-dlhydro-benzo[d][1,3]oxazin-2-
613 one 614 1 -[HBIphenyl-2^utfonyQ-plperldlfHl.-yfM ,4-dlhydro-benzordlM .3]oxazln-2-one
K 1-[1-{5-lsoxazol-5-yl-thlophene-2-8ulfbnyl)-piper?d[n-4-yl]-1l4-dlhydro-benzo[d][1,3]oxazln-2-
615 one .
61 e " -(4-Chloro-naphthal6ne-1 -sutfonyl)-plper!dfn-4-ylh8-methyM ,4-dlhydrobenzofd]
ri,3]oxazin-2-one
617 1 -[l-(4-Fluoro-naphthalene-1 -sulfonyl)-piperidin-4-ylJ-6-methyl-1,4-dihydrobenzo[
d]f1,3]oxazln-2-one
1-[1-(Dibenzofuran-2-sulfonyf)-piperidin-4-yl]-8-methyl-1,4-dihydro-benzo[d][1,3]oxaz!n-2-
one .
618 1 -[1 -(2,3-Dihydro-benzofuran-5-sulfonyl)-plperidin-4-y[J-8-methyl-1,4-dihydrobenzo[
d][1,3]oxazln-2-one
620 1-[1- 621 1 -[1 -(5-lsoxazol-5-yl-thtophen9-2-«ulfonyl)-piperldin-4-yl]-8-mBthyl-1,4-dihydrobenzo[
d][1.3]oxazJn-2-one
B22 5-Chloro-1-[H4-ohloro-naphtha!ene-1-sulfbnyl)-plperidin-4-yl]-1,4-d!hydrobenzoMM
.31oxazln-2-one
623
5-Chloro-1-[1-(4-fluoro-naphthalene-1-sulfonyl)-piperidin-ylM,4-cf!hydrobenzo[
diri .3]oxazln-2-onB
5-Chloro-1-[Hdibenzofuran-2-sulfonyl)-plperidin-4-yl]-1,4-dlhydro-benzo[d][1,3]oxazln-2-
one
5-ChlorD-1-[1-(2,3-dihydro-benzofuran-5-sulfonyl)-plperidin-4-yl>1,4-dihydrobenzofdlfl
,3]oxazln-2-one
626 1 -f1 -fBlphenyl-2-sulfonyl)-plperidinH4-vll-.5-chloro-1.4-dih vdro-benzord][1.3]oxazin-2-one
627
5-Chloro-1 -[1 -(5-isoxazol-5-yl-thiophene-2-sulfbnyl)-piperidfn-4-yl]-1,4-d!hydrob9nzo[
d][1,3Toxazln-2-one
628
1-[1-{4-Chloro-naphthalene-1-sulfonyl)-piper!din-4-yl]-8-methoxy-1,4-d]hydrobenzofdin
,3]oxazln-2-one
629 1 .[1 -(4-Fluoro-naphthalene-1 -sulfonyl)-plperidin-4-yl]-8-methoxy-1,4-dihydrobenzo[
d][1,3Ioxazln-2-one
1 -[1 -(Dibenzofuran-2-3ulfonyt)-piperidin-4-yl]-8-methoxy-1,4-d[hydro-benzo[d][1,3]oxazii>2-
ona
631
l-fHS-Dihydro-benzofuran-S-sulfonyO-piperidin^yq-B-methoxy-l^-dihydrabenzo[
d][1,3]oxazln-2-one
632 1-ri-fBlph6nyl-2utfonylVpiperidliT-4-yll-6-methoxy-1.4-dihydro-benzord]ri.3]oxazln-2'One
633
1-[1-(5-lsoxazol-5-yl-thtophene-2-sulfonyl)-pfperidin-4l]-8-methoxy-1,4-d[hydrobenzofdlH
,31oxazin-2-one
634 6-Chloro-1 -f1 -(4-chloro-naphthalene-1-8Utfonvl)-ptperidln-4-vl]-1,4-dihydro-
153
benzofd][1.3]oxazin-2-one
635 6-Chloro-1-[1-(4-fluoro-naphthalene-1-8u!fonyl)-piperidln-4-yl]-1l4-dihydrobenzo[
diri .3]oxazin-2-one
638 6-Chloro-1 -[1 -(dibenzofuran-2-sulfonyI)-pIperWin-4-ylJ-1,4-dihydro-benzo[d][1,3]oxazin-2-
one
637 e-CMoro-1 -[1 -(2,3-dlhydroenzofuran-5-sulfonyl)-piperidin-4-y!]-1,4-dihydrobenzofd][
1.3]oxazin-2-one
638 1-n-(Biphenyl-2-sulfonvlVpiperldln-4-y[]-6-chloro-1T4-dihvdro-benzord]ri.31oxazin-2-one
639
benzold][1,3]oxazin-2-one
640 1 -[1 -{4-Chloro-naphthalene-1 utfonyO-pfperidin-4-y[]-6-methyl-1,4-dihydrobenzofdTM,
3]oxazin-2-one
641 1-[1-4-Fluoro-naphthalene-1-sulfonyl)-plperidin-4-yl]-6-methyH,4-dihydrobenzo[
d]f 1,3]oxazin-2-one
642 one
,4-dihydro-benzo[d][1 ,3]oxazin-2-.
643 1 -{1 -{2,3-Dlhydro-benzofuran-5-8Ulfonyl)-piperidin-4-yl]-6-methyl-1,4-dlhydrobenzordff
1,3]oxazin-2-one
644 1 -11 -Biph6nyl-2-su]fonyl-piperldln-4-yn--methyM .4-dihydro-benzord][1,3]oxazin-2-one
645 1 -[1-(5-l30xazol-5-yl-thtophene-2-sulfonyl)-pfper!din-4-yI]-6-methyH ,4-dihydrobenzo[
d][1,31oxazin-2-one
646 1 -[1 -(4-Oiloro-naphthalene-1 -sulfonyI)-plper]din-4-yl>6,7-difluoro-1,4-dihydrobenzo[
d][1 .
647 B,7-Dlfluoro-1 -[1 -(4-fluoro-naphthatene-1 -sulfonyl)-piperldin-4-yI]-1,4-dlhydrobenzofdlfl
,31oxazJn-2-one
(Dlbenzofuran-2-8ulfonyl-piperidin-4-yl]-6,7-difIuoro-1,4-dihydro4»nzo[d][1,3]oxazin-2-
one
649 4 -[1 -(2l3-Dihydro-benzofuran-5-6Ulfonyl)-plperidin-4-yl]-6,7-difluoro-1,4-dfhydrojenzo[
d]f1,3]oxazin-2-one
650 -[1 -{Biphenyl-2-BUlfonyl)-plperidiiv4-yll-6.7-dlfluoro-1.4-dlhydro-benzo[diri .3Ioxazln-2-one
651 3,7-Difluoro-1 -[1 -(5-isoxazof-5-yl-thlophene-2-sulfonyl}-pipericfln-4-yl]-1,4-dihydrobenzofdlM
3]oxaz!n-2-one
1-[1-(1,2-Dimethyl-1H-im!dazole-4-sutfonyl)-piperidin-4-yl]-1l4-dihydro-benzoIdK1,3Joxazin-
2-one
653 HH5-Mathyl-benzo[1 .Sjthfadlazole'SUlfonylJ-piperidin-yl]-! ,4-dihydrobenzordiri
,3bxazin-2-one
Ocx -[1-(3,5-Dlmethyl-isoxazole-4-sulfonyl)-piperidin-4-yl]-1,4-dlhydro-benzo[d][1,3]oxazin-2-
654 one
ess bercoCdin ,3]oxazin-2-one
8-Methyl-1 -[1 -(5-methyl-benzo[1,2,5|thiadiazore-4^ulfonyl>.piperidin-4-yl]-1,4-dihydrobenzordTH
,3]oxazin-2-one
1 -[1-(3,5-Dlm0thyl-l80xazole-4-lfonyl)-piperidin-4-yl]-8-methyl-1,4-dihydrobenzo[
dltL31oxazin-2-one .
6-Chloro-1-[1 -1,2-dimethyl-1 H-lmldazolB-4-8Ulfony!)-piperidln-4-ylh1,4-dihydro
benzo[djri,31oxazin-2-one .
6-Chloro-1-[1 -(5-methyl-benzo[1,2,5lthtadiazofe-4-sulfonyl)-piperidin-4-yri-1,4-dihydrobenzofd]
f1,3]oxazln-2-one
660 5-Chloro-1 -[1-(3,5-dimethyl-lsoxazole-4-autfonyl)-p!peridin-4-yl]-1,4-dihydro-
enzo[d][131oxazin-2-one
661 1-IH1,2-Dlmethyl-1H-imkJazole-4-sulfonyl)-piperidin-4-yl]-8-nnethoxy-1r4-dihydrobenzord]
ri,31oxazin-2-one
662 8-Methoxy-1 -[1 -{5-methyl-benzo[1,2,5]{hiadiazole-4-sulfonyl)-piperid!n-4-y!]-1,4-dihydrobenzord][
1.31oxazin-2-one .
663 1 -[HS.S-Dlmethyl-lsoxazole-sulfonylJ-piperidin-rhe-methoxy-l ,4-dihydrobenzo[
dl[1,3]oxazin-2-one
5-Ch!oro-1-[1 -(1,2-dlmethyl-1 H-lmidazole-4-6ulfonyl)-pperidln-4-yl]-1,4-dihydrobenzordlflStoxazi^-
one
665
5^hloro-H1-(5-melhyl-benzoE1,2,5]lh1ad]azole-4-sulfonyl)-piperId&T-4-yl]-1l4-dihydrojenzc^
dlll ,3loxaz-2-one
666 5-Chtoro-1 -[1 3,5-dimethyMsoxazole-sulfony])lperidin-4-yi]-1 ,4-dlhydro-
" ,3]oxazin-2-one
667 1 -[1 -{1,2-DimethyM H-lmldazofe-4-sulfonyl)-plperldfn1-yi]-6-methyl-1,4-dlhydrobenzo[
d][1,3]oxazin-2-one
668 6-Methyl-1-[1-(5-m6thyl-benzo[1,2p5]thiad!azoJe-4-sulfonyl)-plperidin-4-yl]-1,4-dihydrobenzofd][
1,3Ioxazin-2-one
669 l-fl-fS.S-Dimethyl-isoxazole-aulfonylJ-pfperldln-ylJ-e-methyl-l-dihydrobenzotd][
1,3]oxazin-2-one 670 ,2-Dimethyl-1 H-!midazole-4-su!fonyl)-piperldin-4-y]]-8-fluoro-1,4-dihydrobenzojd][
1,3]oxazin-2-one
671 benzofd]f1,31oxazin-2one
672 1-[1-(3,5-Dimethyl-isoxazolesulfbnyl}-piperldin-4-yl]-6-fIuoro-1,4-dihydrobenzo[
d][1,3]oxazln-2-one
673
benzordiri ,3l6xazln-2-orie
R74
benzofdin .31oxaztn-2-one
675 1-[1-(3l5lmethyl-isoxazole4-sulfonyl)-Piperid!n-4-yl]-6,7-difluoro-1,4-dihydrobenzo[
d][1,3]oxazin-2-one
676
677
M1 -r5-Chloro-naphtfiaIene-1 -sulfonyl)-pp9rldln-4-yl]
1-[H5-Chloro-naphthaIene-2.sulfony)-piperJdin-4-yl
-1 ,4-dihydro-benzo[d][1 ,3]oxazin-2-one
1-1 ,4-dihydro-benzo[d][1 ,3]oxazin-2-one
678 N-{5-[4-(2-Oxo-4H-benzo[d][1,3]oxazin-1 -yl)-plper[dine-1 -«ulfonylj-naphthaten-1 -yl}-
acetamide
679 1-[1-5-Chloro-naphthalene-1-sulfonyl)-p!peridln-4-yl]-8-methyl-1,4-dlhydrobenzofdlfl
,3]oxazin-2-one
680 1 -[1 -{5-ChJoro-naphthalen&-2-sulfony[)-piperldin-4-yI]-8-methyl-1,4-dihydrobenzo[
d]f1.3]oxazin-2-one
681 NKM4 acetamide
682 5-Chloro-1 -[1 -(5-chloro-naphthalene-1-suIfonyl)-piperidin-4-yf]-1,4-dlhydrobenzo[
d][1,3]oxazln-2-one
683 5-Chloro-1-[1-(5-chloro-naphthalene-2-3ulfonyl)-piperidin-4-yl]-1,4-cfihydrobenzofd][
1,3]oxazin-2-one
684 N^-[45hlort-2-oxo^H-benzo[d][1,3]oxazin-1-yl)-plperidine-1-sulfonyl]-naPhtha]en-1-yl}-
acetamide
685 1-[1-(5-Chloro-naphftalene-1-suifonyl-plperidirv4-yl]-8-methoxy-1,4Kllhydrobenzofdin
,3]oxa2in-2-one
1 -f 1 -(5-Chloro-naphtha!ene-2-3Ulfonyl)-plperidin-4-yl]-8-methoxy-1,4-dihydrt-
benzofdl[1,31oxazin-2-one
687 N-[5-[4-(8-Methoxy-2-oxo-4H-benzo[d][1,3]oxazin-1 -ylperfdine-1 -sulfonyl]rnaPhthaleiv1 -
yl}-aoetarnide
2,5-Dimethyl-[4-(8-methyl-2-oxcMH-benzoId][1,3]oxazIn-1-yl)-PiPeridlne-1-Bulfonyll-fUran-
3-carboxylic acid methyl ester .
689
J-Methyl-HH2-ox-2,3ihydro-benzothiazole-6ulfonyl)-Piperldln-4-yl]-1,4-dihydroienzo[
d][1,3]oxazln-2-one
690 1 -[1 -(4-Fluoro-3-methyl-benzenesulfonyl)-piperidin-4-ylJ-8-methyl-1,4-dlhydroienzo[
dl[1,3]oxazin-2-one
8-Methyl-1 -[1-(2-oxo-2,3-dfhydro-benzooxazole-6-sulfony[)-plperidin-4-yl]-1,4-dlhydro~
benzo[d][1.3]oxazIn-2-one
692 1 -[1-(4-Cyclohexyl-benzene8Ulftnyl-piPeridin-4-yl]-8-niethyl-1,4-dIhydrobenzord][
1,31oxaln-2-ona
2,5-Dimethyl-4-[4-(2"Oxo-4H-benzo[d][1l3]oxazln-1-ylpiperIdlne-1-sulfbnyl]-furan-3-
carboxic acid methyl ester
1-[1-(4-Fluoro-3-methyl-bianzenesu!fonyl)-pfperidin-4-yl]-1,4-dlhydro-benzoj;d][1I3]oxazln-2-
one
695 1"1 -(2-Oxc-2,3ihydro-benzooxazole-6sunbnyl}-piPeridln-4-yl]-1,4-dIhydrobenzo[
dlf1,3]oxazin-2-one
1 .[1 -(4-Cyclohexyl-benzenesulfonyl)-plpei1din-4-yn-1,4-dihydro-benzo[d][1.31oxazln-2-one
697 2-Fluoro^-[4-(8-methyl-2K)xo^H-benzorcnC1.3loxazln-1-yt)-piperid{ne-1-sutfQnyl]-benzolc
698
acid
2-Fluoro-5-[4-(2-oxo-4H-benzofdiri .31oxazin-1 -vl-p|peridine-1 -sutfbnyll-benzoic acid
699 1 -[1 -{a-Oxo.S-dihydro-benzothlazole-e-sulfbnylJ-piperidin^yll-l ,4-dihydrobenzo[
d][1,3]oxazin-2-one
700 1 -[1-(5-Pyridin-2-yl-thiophene-2ulfonyl-piperrdin-4-y|]-1,4-dihydro
-benzo[d][1,31oxazin-2-one
701 3-r4-(2-Oxo-4H-benzo[diri.3]oxazin-1-vl)-plperidine~1-sulfonvn-benzonitrile
702 3-[4-(2-Oxo-4H-benzo[d][1,3]oxazin-1 -yl)-piperidlne-1 -sulfonylJ-thiophene-2-carboxylic add
methyl ester
703 H5-[4-(2-Oxo-4H-benzo[d][1,3]oxazin-1-yl)-p!perldine-1-8ulfbnyl]-napMhalen-1-yI}-
pyrrolidine-2,5-dione
704 1 -[1 -(2-Chloro-5-trifIuoromethyl-benzenesulfonyl)-plperidln-4-y]]-1,4-dihydrobenzo[
d][1,3]oxazin-2-one
705 -(3.4-Dlmethyl-benzenesulfonyl>-plperidln-4-yl3-1,4-dlhydro-benzord][1,3]oxaz!n-2-one
708 8-Methyl-1 -{1 -(5-pyridin-2-yl-thiophene-2-«u[fonyl)-piper!d in-4-yl]-1,4-dihydrobenzo[
d][1,3]oxazin-2-one
707 3-f4-(8-Methyl-2-oxo-4H-benzo[d][1,3]oxazin-1-vl)-plperldine-1-sulfonyl]-benzonitrile
708
carboxyllc acid methyl ester
709 H5-[4-(B-Methyl-2-oxo-4H43enzo[d][1,3]oxazln-1-yl)-piperidine-1-siJ(fonyl]-naphthaler»-1-yl)-
Pvrrolldine-2,S-dione
710 1 -[1 -(2-Chloro-5-trffluoromethyl-benzBnesulfbnyl)-plperldin-4-yl]-8-niethyl-1,4-dihydrobenzo[
d][1.3]oxazin-2-one
711 1 -[1-(3.4-Dimethyl-benzenesulfonyl)-plperidln-4-yl]-8-methyl-1,4-dihydrobenzo[
d]f1,3]oxazin-2-one
712 5-Chloro-1-[1-(5-pyridln-2-yl-thiophene-2-sulfonyl)-piperidir-4-yl]-1,4-dihydrobenzo[
d][1,3]oxazin-2-one
713 3-[4-(5-Chloro-2-oxo~4H-benzo[d]f1.3loxazln-1-yl-plperidin6-1-8ulfonyi]-benzonltrBe
714 3-[4-(5-Chloro-2-oxo-4H-benzo[d][1,3]oxazin-1-yl)-plperidine-1-sulfonyl]-thiophene-2-
carboxylic acid methyl ester
1-{5-{4-{5-Chloro-2-oxo-4H-benzo[d]I1,3]oxazin-1 -yl)-plperidine-1 -«ulfonyl]-naph&ialen-1-yl}-
pyrrolldine-2,5-dione
5-Chlon-1 -[1 -(2-chloro-5-trif1uoromethyl-benzenesulfonyl)-piperldin-4-yl]-1,4-dihydrobenzord][
1,3loxazin-2-one
717 S-CNoro-1 -[1 -3J4-dlmethyl-benzene8Ulfonyl)-piperfdin-4-yl]-1,4-dihydrobenzo[
d][1,3]oxazln-2-one
718 6-Methyl-1-[1-(5-pyridin-2-yl-thiophene-2-6ulfonyl)-piperidin-4-yl]-1l4-dihydroaenzo[
d][1.3]oxazin-2-one
719 3-f4-f6-Methyi-2-oxo-4H-benzord1f1.31oxazliv1-vl-piperidme-1-sulfonvl]-benzonltrile
720
3-[4-{6-Methyl-2-oxo-4H-benzo[d][1,3]oxazin-1-y!-piperidine-1-su!fonyl]-thiophene-2-
carboxylfc acid methyl ester
H5-[4-(8-Methy!-2-oxo-4H-benzo[d][1,3]oxazln-1-yl)-piperidine-1-sulfonyl]-naphthalen-1-yl}-
pyrrolldine-2.5-dione
722
1 -[1 -(2-Chloro-5-trlfluoromethyl-benzenesulfonyl)-piperidin-4-yl]-6-methyl-1,4-dlhydrojenzo[
d][1,3]oxaz]n-2-one
723l-II-tSDimethyl-benzenesulfonyplperidin-yll-e-methyl-IAdihydrojenzord][
1.3]oxazln-2-one
724 6-Chloro-1 -[1 -{5-pyridin-2-yl-thiophene-2-sulfonyl)-piperidin-4-yl]-1,4-dihydro-
3enzo[d][1,3]oxazln-2-one
725 3-[4-(6-Chloro-2-oxo-4H-benzo[cr|[1.3]oxazln-1-yl)-Plperidine-1-su[f6n^]-benzonltrlle
726 3.[4-(6-Chloro-2-oxo-4H-benzo[d][1,3]oxazin-1-yl)-plperidine-1-sulfonylHhiophene-2-
carboxyllc acid methyl ester
1-{5-[4-(6-Chloro-2-oxo-4H-benzo[d3[13]oxazln-1-yl)-plperidine-1-sulfonyl]-naphthalen-1-yl}-
pyrrolldlne-2,5-dione
728 6-Chloro-1 -[1 -{2-chloro-5-trifluoromethyl-benzenesulfony[)-pIperidir>4-yl3-1,4-dlhydro-
3enzo[d][1,3]oxazln-2-onB
729 6-Chloro-1 -[1-(3,4-dimethy[-benzenesulfonyl)-piperidin-4-ylI-1,4-dihydro-
enzo[dK1,31oxazIn-2-one
730 1 -t1 -(S-Methyl-l3oxazole-4-sulfonyl)-plperldlrv4-ylM .4-dlhydro-benzo[din ,3]oxazln-2-one
731 1 -[1 -2,2-Dlmeth^-chroman-e-6uifonyl)-plpBridin-4-yl]-1,4-dFhvdro-benzordiri ,3]oxazln-2-one
732 1 -[1 -(4-Methyl-314-d ihydro-2H-benzo[1,4]oxazine-7-sulfonyl)-piperidin-4-yl]-1,4-dihydrobenzofdin.
31oxazin-2-one
733 1 -[1 -(2,3-Dihydro-benzo[1 ,4]dioxlne-6-sulfonyl)-pipBridin-4-yl]-1 ,4-dihydrobenzo[
d][1 ,3loxazin-2-one
734 -[1 -(1 ,3,5-Trimethy]-1 H-pyrazo[e-4-sulfonyl)-piperidin-4-yl]-1 ,4-dihydro-benzo[d][1 ,3]oxazln-
2-one
735 1 -[1 -(S-Methyl-oxo- 3-dihydro-benzooxazole-6-sulfonyl)-piperklin-4-yl]-1 ,4-dihydrobenzo[
d]f1 ,3Joxazin-2-one
736 S-Methyl-Hl-IS-methyl-isoxazole-ulfonyllperidin-yll-ldihydrobenzo[
d][1.3]oxazln-2-one
737 1 -[1 -(2,2-Dimethy[-chronrian-6-Bulfonyl)-piperidin-4-y[]-8-methyl-1,4-dlhydrobenzo[
d][1.31oxazin-2-one
738 8-Methyl-1 -[1 -(4-methyl-3,4-dihydro-2H-benzoI1,4]oxazlne-7-su1fony])-piperidin-4-yl]-1 ,4-
d|hydro-benzo{d3[1,3]oxazln-2-one
739 1 -[1 -(2,3-Dihydro:benzo[1,4]diqxine-6-su|fqnyl)-piperldln-4-yl]-8-methyM ,4-dlhydrabenzo[
d][1,31oxazJn-2-one
740 S-Methyl-l-III.S.S-trimethyl-IH-pyrazole-ulfonylJ-piperldlnylHdfhydrobenzo[
d][1,3]oxazin-2-one
741 8-Methyl-1-I1-(3-methy[-2-oxo-2,3-dihydro-benzooxazole-8-sulfonyl)-p[peridln-4-yl]-1t4-
dihydro-benzord][1,3]oxazin-2-one
742 8-Methoxy-1-[1 -1,3,5-trimethyl-1 H-pyrazole-4-8ulfonyl)-p!peridin-4-yl]-1,4-dihydix>-
benzo[d][1,31oxazIn-2-one
743 8-Methoxy-1 -[1 -{3-meUiyl-2-oxo-2l3-dihydro-benzooxazole-6-suIfonyl)-piperidin-4-yl]-1,4-
dihydro-benzo[d1f 1.3]oxazln-2-one
744 1-[1-(Benzo[d]isoxazol-3-ylmethanesulfonyl)-plperidin-4-ylJ-1,4-dihydro-benzo[d][1J3]oxazin-
2-one
745 1'[^"(2'2'4.6J-Pentamethyl-2I3-dthydro-benzofuran-5-8ulfonyl)-piperidin-4-yl]-1l4-dihydrobenzo[
d][1,31oxazin-2-one
7,R 6-Methyl-5-[4-(2-oxo-4H-benzo[d3[1,3]oxazin-1-yl)-piperidine-1 -sulfonyl}-1 H-pyrimidine-2,4-
740 dione
747 1 -[1 -(3-Methyl-quinollne-8-sulfonyl)-plperldin-4-yll-1,4-dihydro-benzo[d][1,3]oxazin-2-one
748 1 -[1 -(2,2,5,7,8-Pentamethyl-chroman-6-8ulfonyl)-piperidin-4-yl]-1,4-dlhydrobenzo[
d][1,31oxazin-2-one
749 1,4-Dimethyl-6-[4-{2-oxo-4H-benzo[d][1,3]oxazin-1-y!)-piperidine-1-sulfony1}-1,4-dihydroqulnoxaline-
2.3-dlone ,
760 1-n-(1 H-lmldazole-4-sulfonyl)-piperidln-4-yl]-1,4-d[hydro-benzo[d]f1,3]oxazin-2-one
751 1 -[1 -{2-Oxo-1,2,3,4-tetrahydro-qulnoI]ne^-sulfonyl)-plperld!n-4-yl]-1,4-dlhydro-
3enzo[d][1,31oxazin-2-one 7-[4-(2-Oxo-4H-benzo[d][1,3]oxazln-1-yl)-piperldine-1-sulfonyl}-1,5-dlhydrobenzo[
blTL4]diazepine-2,4-dlone
8-Methyl-1 -[1 -(3-methyl-qulnol!ne-8-sulfonyl)-plperldin-4-yl]-1,4-dlhydro-benzo[d][1,3]oxazln-
763 2-one 8-Chloro-1 -[1 -(3-methyl-quInoltne-8-aulfonyl)-plperldln-4-yl]-1,4-dlhydro-benzo[d][1,3]oxazin-
2-one
5-Chloro-1 -[1 -(3-methyi-quinol]ne-8-sulfonyl)-plperldln-4-yt]-1,4-dihydro-benzo[d][1,3]oxazln-
2-one
756 J-Methoxy-1 -[1 -(3-methyl-quinollne-8-8Ul{bnyl)-plperldln-4-y]]-1,4-dlhydro-
enzo[d][1,31oxazin-2-one
757 1 -[1 -(Pyridine-2-su!fonyI)-p]peridln-4-yll-1.4-dlhydro-benzo[d][1,3]oxaz!n-2-one
758 -[1 -{6,7-Dihydroxy-naphthalene-1 -sulfonyl-piper!din-4-yl]-1,4-dihydro-benzo[d][1,3]oxazin-
2-one
75g Acetic acid 3-acetDxy-5-[4-(2-oxo-4H-benzo[d][1,3]oxazin-1-yl)-plperidine-1-sulfonyl]-
naphthalen-2-yl ester 760 1 -f1 -f 1 H-Benzoimidazole-2-8utfonvl)-plperldln-4-vl]-1.4-dihydro-benzorcn[1.3]oxazln-2-one
761 1 -[1 -{1 H-Benzoimidazole-2-sulfbnyl)-piperldin-4-yl]-8-methoxy-1,4-dlhydrobenzo[
d][1,3]oxazln-2-one
762 1-J1 -1 H-Benzo!mldazole-2-suIfonyl)-plperldin-4-yl]-5-chloro-1,4-dlhydrobenzo[
d][1.3]oxazin-2-one
763 1-[H2,5-Dimethoxy-benzenesulfbnyl)-piperidin-4-yl]-e-fluoro-1,4-dihydrobenzofd][
1,31oxaztn-2-one
764 1 -[1-(2,5-Dimethoxy-benzenesu[fonyl)-piperidin-4-yl]-8-methoxy-1,4-dihydrobenzo[
d][1. 3IoxazJn-2-one
765 1-[1-(2,5-Dimethoxy-benzenesulfonyl)-piperidln-4-yl]-6,7-dffluoro-1,4-dihydrobenzo[
d][1.3]oxazin-2-one
766 5-Chloro-1-[1-(2,5-dimethoxy-benzenesuifonyl)-piper1dIn-4-yI]-1,4-dihydrobenzofdin
3]oxazin-2-one
767 1 -[1 -{5-Dimethylamino-naphthalene-1 -ulfonyl)-plperldfn-4-yl]-8-methoxy-1,4-drhydrt>-
benzotdiri .3]oxazin-2-one
5-Chloro-1-[1-(5Jimethylarnino-naphthalene-1-sulfonyl)-plperidin-4-yfI-1,4-dihydrc>-
benzo[d][1.3]oxazin-2-one 768
769 6-Chloro-1 -[1-5-chloro-naphthalene-1-uffonyl)-plperldln-4-y[]-1,4-dihydrobenzo[
d][1.3]oxazln-2-one
770 1-[1-(5-Chloro-naphthalene-1-sutfonyl)-piperidin-4-yl]-e-methyl-1,4-dihydrobenzo[
d][1,3]oxazln-2-one
771 1 -[1 -(5-Chloro-naphthalene-1 -su[fony])-piperldin-4-yI]-6-fluon>-1,4-dlhydrobenzordlfl.
31oxa2in-2-orie
772 6-Chloro-1-[1-(5-chloro-naphthalene-2-8U]fony!)-plperldln-4-yl]-1,4-dihydrobenzo[
d][1,3]oxazin-2-one
773 1 -[1 -{5-Chloro-naphthalene-2-8u!fonyl)-p[peridin-4-yl]-6-methyl-1,4-dIhydrobenzo[
d][1,3]oxazin-2-one
774 1 -11 -{5hloro-naphthalene-2-sulfonyl)-plperldln-4-yl]-6-fluoro-1,4-dlhydrobenzo[
d1f1,3]oxazin-2-one
6-Methyl-1-[1-(3-methyl-quinoline-8-eulfonyl)-piperldin-4-yl]-1,4-dihydro-benzo[d][1,3]oxazln-
2-one
77fi 6-Fluoro-1 -[1 -3-methyl-quinollne-8-sutfony[)-piperidin-4-yl]-1,4-dihydro-benzo[d][1,3]oxazln-
2-one 777 6,7-Dlfluoro-1-[1 -(3-methyl-quinollne-8-8Ulfonyl)-piperidln-4-yl]-1,4-dihydrobenzo[
d][1,3]oxazfn-2-one
77B 6-Chloro-1 -[1 - dlhydro-benzo[d][1,3]oxazin-2-one
779 6-Methyl-1 -[1 -(3-methyl-2-oxo-2,3-dlhydro-benzooxazole-e-8ulfonyl)-piperidin-4-yl]-1,4-
dihydro-benzo[d][1,3]oxazlrv-2-one
780 " ' --(3-methyl-2-oxo-2I3-dihydro-bBnzooxazole-6-8Ulfonyl)-pIperidln-4-yl]-1,4-
dihydro-benzo[dl[1,3]oxazin-2-one
7B1 6,7-Difluoro-l -[1-(3-methyl-2-oxo-2,3-dihydro-benzooxazole-6-su[fonyl)-plperidln-4-yl]-1,4-
dihydro-benzo[d][1.31oxazin-2-one
7B2 5-Chloro-1 -[1 -(3-methyl-2-oxo-2,3-dihydro-benzooxazole-8-8ulfonyl)-piperidin-4-yl]-1,4-
dihydro-benzo[d][1,31oxazin-2-one
783 6-Chloro-1 -[H4-methyl-3J4-dlhydro-2H-benzo[1 ^loxazine^-suIfonyO-plperidln^-yl]-! ,4-
dlhydro-benzo[d][1.3]oxazin-2-one
784 6-Methyl-1 -[1 -{4-m8thyl-3,4-dihydro-2H-bBnzoI1,4]oxazine-7-8ulfonyl)-piperidin-4-yl]-1,4-
dlhydrchbenzo[dl[1,3]oxazin-2-one
6-FIuoro-1-[1-(4-methy1-3,4-dihydro-2H-benzo[1l4]oxazine-7-8ultbnyl}-plperidin-4-yl]-1I4-
dlhvdro-benzoFdlM .31oxazin-2-one
786 8-Methoxy-1 -{1 -(4-methyl-3,4-dlhydro-2H-benzo[1,4]oxazine-7-sulfonyl)-plperidln-4-yl]-1,
dlhvdro-benzo[d][1,31oxazfn-2-one
787
5-Chloro-1-[1-(4-methyl-3,4-dlhydro-2H-benzo[1,4]oxazine-7-sulfonyl)-plperldin-4-yri-1,4-
dlhydro-benzofdin ,3]oxazin-2-one.
Preferably, the compound 1-[[(7T7-dimethyl-2-oxobfcyclo[2.2.1]hept-1-
yl)methyl]sulfonyl]-4-(2-oxo-2H-3,1-benzoxazin-1(4H)-yl-piperidine may be excluded.
More preferably, the compound 1-[[(7,7-dimethyl-2-oxobfcyclo[2.2.13hept-1-
yl)methy(Jsuifonyl]-4-(2-oxo-2H-3,1-benzoxazin-1 (4H)-yl-piperidine, salts thereof and
solvates thereof may be excluded.
The compounds of general formula (Ib), their stereoisomers, corresponding salts and
corresponding solvates may be obtained analogously by the methods described
above for compounds of general-formula (I). For details of the process reference Is
made to the description given above for compounds of general formula (I).
Thus, in another aspect the present invention relates to a process for the preparation
of benzoxazinone-derived sulfonamide compounds of general formula (Ib) given
above, which comprises reacting at least one piperldine compound of general
formula (Mb), wherein R1b to R9b have the meaning given above and/or a salt,
preferably a hydrochloride salt, thereof,
(Figure Removed
with at least one compound of general formula (Ilib),
(Figure Removed
wherein Wb has the meaning given above, in a suitable reaction medium, optionally
in the presence of at least one base and/or at least one auxiliary agent.
in a further aspect the present Invention relates to a process for the preparation of a
physiologically acceptable salt of the benzoxazinone-dertved sulphonamide
compounds of general formula (Ib) given above or a corresponding stereoisomer
thereof, characterized in that at least one compound of general formula (Ib) having at
least one basic group is reacted with at least one acid, preferably an inorganic or
organic acid, preferably in the presence of a suitable reaction medium.
in a further aspect the present invention relates to a process for the preparation of a
physiologically acceptable salt of the benzoxazinone-derived sulphonamide
compounds of general formula (Ib) given above or a corresponding stereoisomer
thereof, characterized in that at least one compound of genera] formula (Ib) having at
least one acidic group is reacted with at least one base, preferably in the presence of
a suitable reaction medium.
In yet another aspect the present Invention relates to a pharmaceutical composition
comprising at least one benzoxazinone-derived sulphonamide compound of general
formula (!b) given above, optionally in form of one of its stereoisomers, preferably
enantiomers or diastereomers, its racemate or in form of a mixture of at least two of
its stereoisomers, preferably enantiomers or diastereomers, In any mixing ratio, or a
physiologically acceptable salt thereof, or a solvate, respectively, and optionally one
or more pharmaceutfcaliy acceptable adjuvants.
'In yet another aspect the present invention provides for a medicament comprising at
least one benzoxazinone-derived sulphonamide compound of general formula (Figure Removed
given above, optionally in form of one of its stereoisomers, preferably enantiomers or
diastereomers, its racemate or In form of a mixture of at least two of its
stereoisomers, preferably enantiomers or diastereomers, in any mixing ratio, or a
physiologically acceptable salt thereof, or a solvate, respectively, and optionally one
or more pharmaceutically acceptable adjuvants.
The medicament of the present invention is suitable for the prophylaxis and/or
treatment of disorders that are at least partially mediated via 5-HTe-receptors.
In particular, the medicament of the present Invention is suitable for the prophylaxis
and/or treatment of food intake disorders, preferably for the regulation of appetite, for
the maintenance, increase or reduction of body weight, for the prophylaxis and/or
treatment of obesity, for the prophylaxis and/or treatment of bulimia, for the
prophylaxis and/or treatment of anorexia, for the prophylaxis and/or treatment of
cachexia, for the prophylaxis and/or treatment type II diabetes (non-Insulin
dependent diabetes mellitus).
Also in particular, the medicament of the present invention Is suitable for the
prophylaxis and/or treatment of gastrointestinal disorders, preferably irritable colon
syndrome; for the prophylaxis and/or treatment of disorders of the central nervous
system; for the prophylaxis and/or treatment of anxiety; for the prophylaxis and/or
treatment panic attacks; for the prophylaxis and/or treatment of depression; for the
prophylaxis and/or treatment of bipolar disorders; for the prophylaxis and/or treatment
cognitive disorders, preferably memory disorders; for improvement of cognition (for
cognitive enhancement); for the prophylaxis and/or treatment of senile dementia; for
the prophylaxis and/or treatment of psychosis; for the prophylaxis and/or treatment
neurodegenerative disorders; preferably selected from the group consisting of
Morbus Alzheimer, Morbus Parkinson, Morbus Huntington and Multiple Sclerosis; for
the prophylaxis and/or treatment of schizophrenia or for the prophylaxis and/or
treatment hyperactivity disorder (ADHD, attention deficit, hyperactivlty disorder).
Another aspect of the present invention is the use of at least one benzoxazinonederived
sulphonamide compound of general formula (ib) given above, optionally in
form of one of its stereolsomers, preferably enantlomers or diastereomers, its
racemate or in form of a mixture of at least two of its stereoisomers, preferably
enantiomers or drastereomers, in any mixing ratio, or a physiologically acceptable
salt thereof, or a solvate, respectively, for the manufacture of a medicament for 5-HTe
receptor-regulation, in particular for the manufacture of a medicament for the
prophylaxis and/or treatment of disorders that are at least partially mediated via 5-
HT6 receptors. . .
Preferred is the use of at least one benzoxazinone-derived sulphonamide compound
of general formula (Ib) given above, optionally in form of one of its stereolsomers,
preferably enantiomers or diastereomers, its racemate or in form of a mixture of at
least two of its stereoisomers, preferably enantiomers or diastereomers, in any
mixing ratio, or a physiologically acceptable salt thereof, or a solvate, respectively, for
the manufacture of a medicament for the prophylaxis and/or treatment of food intake
disorders, preferably for the regulation of appetite, for the reduction, increase or
maintenance of body weight; for the prophylaxis and/or treatment of obesity, for the
prophylaxis and/or treatment of bulimia, for the prophylaxis and/or treatment of
anorexia; for the prophylaxis and/or treatment of cachexla; or for the prophylaxis
and/or treatment of type II diabetes.
Also preferred is the use of at least one benzoxazinone-derived sulphonamide
compound of general formula (Ib) given above, optionally in form of one of its
stereolsomers, preferably enantiomers or diastereomers, its racemate or in form of a
mixture of at least two of its stereoisomers, preferably enantiomers or diastereomers,
in any mixing ratio, or a physiologically acceptable salt thereof, or a solvate,
respectively, for the manufacture of a medicament for the prophylaxis and/or
treatment of of gastrointestinal disorders, preferably irritable colon syndrome; for the
prophylaxis and/or treatment of disorders of the central nervous system; for the
prophylaxis and/or treatment of anxiety; for the prophylaxis and/or treatment panic
attacks; for the prophylaxis and/or treatment of depression; for the prophylaxis and/or
treatment of bipolar disorders; for the prophylaxis and/or treatment cognitive
disorders, preferably memory disorders; for improvement of cognition (for cognitive
enhancement); for the prophylaxis and/or treatment of senile dementia; for the
prophylaxis and/or treatment of psychosis; for the prophylaxis and/or treatment
neurodegenerative disorders; preferably selected from the group consisting of
Morbus Alzheimer, Morbus Parkinson, Morbus Huntington and Multiple Sclerosis; for
the prophylaxis and/or treatment of schizophrenia; or for the prophylaxis and/or
treatment hyperactivity disorder (ADHD, attention deficit, hyperactivity disorder).
The medicament according to the present invention may be in any form suitable for
the application to humans and/or animals, particularly mammais, including humans,
and can be produced by standard procedures known to those skilled in the art. The
composition of the medicament may vary depending on the route of administration.
The preparation of corresponding pharmaceutical compositions as well as of the
formulated medicaments may be carried out by conventional methods known to
those skilled in the art, e.g. from the tables of contents from .Pharmaceutics: the
Science of Dosage Forms", Second Edition, Autton, M.E. (Ed.) Churchill Livingstone,
Edinburgh (2002); .Encyclopedia of Pharmaceutical Technology", Second Edition,
Swarbrick, J. and Boylan J.C. (Eds.), Marcel Dekker, Inc. New York (2002); ..Modern
Pharmaceutics', Fourth Edition, Banker G.S. and Rhodes C.T. (Eds.) Marcel Dekker,
Inc. New York 2002 and BThe Theory and Practice of Industrial Pharmacy", Lachman
L, Lieberman H. and Kanig J. (Eds.), Lea & Febiger, Philadelphia (1986). The
respective literature descriptions are incorporated by reference and are part of the
disclosure.
The pharmaceutical compositions as well as the formulated medicaments prepared
according to the present invention may in addition to at least one compound of general
formula (I), (la) or (Ib), optionally in form of one of its stereoisomers, preferably
enantiomers or diastereomers, its racemate or in form of a mixture of at least two of its
stereoisomers, preferably enantiomers or diastereomers, in any mixing ratio, or a
corresponding physiologically acceptable salt or a corresponding solvate, comprise
further conventional auxiliary substances known to those skilled in the art, such as
carriers, fillers, solvents, diluents, colouring agents, coating agents, matrix agents
and/or binders. As is also known to those skilled In the art, the choice of the auxiliary
substances and the amounts thereof to be used are dependent on the intended route of
administration, e.g. oral, rectal, intravenous, intraperitoneal, intramuscular, fntranasal,
buccal or topical route.
Medicaments suitable for oral administration are for example, tablets, sugar-coated
pills, capsules or multiparticulates, such as granules or pellets, optionally
compressed into tablets, filled Into capsules or suspended in a suitable liquid,
solutions or suspensions.
Medicaments suitable for parenteral, topical or inhalatory administration may
preferably be selected from the group consisting of solutions, suspensions, readily
reconstitutable dry preparations and also sprays.
Suitable medicaments, e.g. medicaments for oral or percutaneous use may release
the compounds of general formula (I), (la) or (Ib) and/or in each case stereoisomers
thereof in a delayed manner, whereby the preparation of these delayed release
medicaments is generally known to those skilled in the art.
Suitable delayed-release forms as weli as materials and methods for their preparation
are known to those skilled in the art, e.g. from the tables of contents from «Modifled-
Release Drug Delivery Technology", Rathbone, M. J. Hadgraft, J. and Roberts, M.S.
(Eds.), Marcel Dekker, Inc., New York (2002); .Handbook of Pharmaceutical Controlled
Release Technology", Wise, D.L. (Ed.), Marcel Dekker, Inc. New York,
(2000);"Controlted Drug Delivery", Vol. I, Basic Concepts, Bruck, S.D. (Ed.), CRC Press
Inc., Boca Raton (1983) and from Takada, K. and Yoshikawa, H., HOral Drug delivery",
Encyclopedia of Controlled Drug Delivery, Mathiowitz, E. (Ed.), John Wiley & Sons, Inc.,
New York (1999), Vol. 2,728-742; Fix, J., .Oral drug delivery, small intestine and
colon", Encylopedia of Controlled Drug Delivery, Mathiowitz, E. (Ed.), John Wiley &
Sons, Inc., New York (1999), Vol. 2,698-728. The respective descriptions are
incorporated by reference and are part of the disclosure.
The medicament of the present invention may also have at least one enteric coating
which dissolves as a function of pH. Because of this coating, the medicament can pass
through the stomach undissolved and the compounds of general formula (I), (fa) or (Ib)
are only released in the intestinal tract. The enteric coating preferably dissolves at a pH
of between 5 and 7.5. Suitable materials and methods for the preparation of enteric
coatings are also known to those skilled in the art
The compositions of the present invention may also be administered topically or via a
suppository.
The above mentioned compositions include preferably 1 to 60 % by weight of one or
more of the benzoxazinone-derived sulphonamide compounds of general formulas
(I), (la) or (Ib), optionally inform of one of its stereoisomers, preferably enantiomers
or diastereomers, its racemate or in form of a mixture of at least two of its
stereoisomers in any mixing ratio, or a physiologically acceptable salt thereof, or a
solvate, respectively, and 40 to 99 % by weight of the appropriate pharmaceutical
vehicle(s).
The daily dosage for humans and animals may vary depending on factors that have
their basis In the respective species or other factors, such as age, sex, weight or
degree of illness and so forth. The daily dosage for humans usally ranges from 1 to
2000, preferably 1 to 1500, more preferably 1 to 1000 milligrams of substace to be
administered during one or several intakes.
Pharmacological Methods:
BINDING TO SEROTONIN RECEPTOR 5HT6
Cell membranes of HEK-293 cells expressing the 5HTe-human recombinant receptor
were supplied by Receptor Biology. In said membranes the receptor concentration is
2.18 pmol/mg protein and the protein concentration is 9.17 mg/ml. The experimental
protocol follows the method of B. L. Roth et al. [B. L. Roth, S. C. Craigo, M. S.
Choudhary, A. Uluer, F. J. Monsma, Y. Shen, H. Y. Melteer, D. R. Sibley: Binding of
Typical and Atypical Antipsychotic Agents to 5-Hydroxytryptamine-6 and
Hydroxytriptamine-7 Receptors. The Journal of Pharmacology and Experimental
Therapeutics, 1994,268,1403] with the following slight changes. The respective part
of the literature description is hereby incorporated by reference and forms part of the
disclosure.
The commercial membrane is diluted (1:40 dilution) with the binding buffer: 50 mM
Tris-HCI, 10 mM MgCI2, 0.5 mM EDTA {pH 7.4). The radioligand used Is [3H]-LSD at
a concentration of 2.7 nM with a final volume of 200 μl . incubation is initiated by
adding 100μl of membrane suspension, (= 22.9 μg membrane protein), and is
prolonged for 60 minutes at a temperature of 37 °C. The incubation is ended by fast
filtration in a Brandel Cell Harvester through fiber glass filters made by Schleicher &
Schuell GF 3362 pretreated with a solution of polyethylenimine at 0.5 %. The filters
are washed three times with three mllliliters of buffer Tris-HCI 50 mM pH 7.4. The
filters are transferred to flasks and 5 ml of Ecoscint H liquid scintillation cocktail are
added to each flask. The flasks are allowed to reach equilibrium for several hours
before counting with a Wallac Winspectral 1414 scintillation counter. Non-specific
binding is determined in the presence of 100 μM of serotonin. Tests were made In
triplicate. The inhibition constants (Ki, nM) were calculated by non-linear regression
analysis using the program EBDA/LIGAND described in Munson and Rodbard,
Analytical Biochemistry, 1980,107,220, which is hereby incorporated by reference and
forms part of the disclosure.
FOOD INTAKE MEASUREMENT (BEHAVIOURAL MODEL):
Male W rats (200-270 g) obtained from Harlan, S.A. are used. The animals are
acclimatized to the animal facility for at least 5 days before they are subjected to any
treatment. During this period the animals are housed (in groups of five) In translucid
cages and provided with food and water ad libitum. At least 24 hours before the
treatment starts, the animals are adapted to single-housing conditions.
The acute effect of the. inventively used sulphonamide derivatives of general formula
(I) on food intake in fasted rats Is then determined as follows:
The rats were fasted for 23 hours in their single homecages. After this period, the rats
are orally or intraperitoneally dosed with a composition comprising a sulphonamide
derivative of general formula (I) or a corresponding composition (vehicle) without said
sulphonamide derivative. Immediately afterwards, the rat is left with preweighed food
and cumulative food intake is measured after 1,2,4 and 6 hours.
Said method of measuring food intake is also described in the literature publications
of Kask et al., European Journal of Pharmacology 414 (2001), 215-224 and of
Turnbull et al., Diabetes, Vol. 51, August 2002. The respective parts of the
descriptions are hereby incorporated by reference and form part of the disclosure.
The present invention is illustrated below with the aid of examples. These illustrations
are given solely by way of example and do not limit the general spirit of the present
Invention.
Examples:
The intermediates of general formulas (li) and (ill) were prepared by means of
conventional organic chemistry methods known to those skilled in the art. The
following example A shows the preparation of an intermediate of general formula (II):
Example A:
Synthesis of an intermediate compound of general formula (II)
Preparation of 6-Chloro-1-(piperidine-4-yl)-1,4-dihydro-2H-3,1-benzoxazln-2-one
Hydrochloride
(Figure Removed
a) 1-(tert-Butyloxycarbonyl)-4-[4-chloro-(2-hydroxymethylphenyiamlne)]
plperidine
A solution of 1-(tert-butyloxycarbonyl)-4-piperidinone (20 g, 0.10 mol), 2-amino-5-
chlorobenzylic alcohol (17.34 g, 0.11 mol) and acetic acid (14 ml, 0.22 mol) in dry
toluene (500 ml) was heated at reflux temperature, with water elimination by means
of azeotrope distillation with Dean-Stark, for 6 hours. The mixture was then cooled
and vacuum concentrated up to half volume. NaBHaCN (20 g, 0.32 mol) and dry THF
(300 ml) were added to the resulting solution. Acetic acid (10 ml, 0.17 mol) was
then dripped for one hour. The reaction was stirred at room temperature for 24 hours.
The mixture was vacuum concentrated and the residue was dissolved In ethyl
acetate (750 ml), washed with a NaHCO3-saturated solution (4 x 250 ml) and a
NaCI-saturated solution (250 mL), dried and evaporated to dryness. The residue was
purified by means of flash chromatography elutlng with a mixture of ethyl acetate:
petroleum ether (1:3). The desired product was thus obtained as an oil (32.7 g, 96%).
1H NMR (CDCI3): 1.32 (d, =11.2 Hz, 2H), 1.41 (s, 9H), 1.92 (d, J11.2 Hz, 2H), 2.92
(t, J=12.0 Hz, 1H), 3.10 (s, 1H), 3.37 (m, 1H), 3.88 (d, J= 13.7 Hz. 2H), 4.49 (s, 2H),
4.75 (s, 1H), 6.52 (d, J= 8.6 Hz, 1H), 6.96 (s, 1H), 7.07 (d, J= 8.6 Hz, 1H).
b.) 1-(1-fert-ButyloxycarbonyI-4-piperidinyl)-6-chlorO"1t4-d!hydro-2H-3f1-
benzoxazin-2-one
N, N-diisppropylethylamlne (DIEA) .(43 ml, 0.25 mol) and triphosgene
(8.65 g, 29.2 mmol) were added to a solution of 1-(terf-Butyloxycarbonyl)-4-{(4-
chloro-(2-hydroxymethyl) phenyi-am!no)]piperldine (27.0 g, 79 mmol) In dry THF
(250 m!) cooled at 0°C. The reaction was stirred at 0°C for 1 h and at room
temperature for 72 h. Ethyl ether was added and the mixture was cooled at 0°C for
3 h and the DIEA hydrochloride was then filtered. The filtered solution was
evaporated to dryness and the residue was dissolved in ethyl acetate (750 ml),
washed with 5% solution of critic acid (2 x 500 ml), water (250 ml) and NaHCOssaturated
solution (2 x 500 ml). The ethyl acetate solution was dried (MgSQO,
filtered and evaporated under reduced pressure. The residue was brought to the boil
with ethyl ether until the whole solid was dissolved and then cooled overnight to yield
the desired compound (n crystalline form (28.9 g, 67%).
Melting point: 177-179 °C
1H NMR (CDCl3): 1.46 (s, 9H), 1.79 (d, J-10.1 Hz, 1H), 2.54 (m, 2H), 2.78 (m, 2H),
3.96 (m, 1 H), 4.28 (m, 2H), 5.02 (s, 2H), 6.98 (d, J= 8.7 Hz, 1 H) 7.13 (d, J=> 2.4 Hz,
1H), 7.28 (dd, J= 8.7 Hz, 2.4 Hz, 1H).
c.) 6-chloro-1 -(piperidin-4-yl)-1,4-dihydro-2H-3,1 -benzoxazin-2-one
hydrochloride
A solution of l-KI-tert-ButyloxycarbonylJ-piperldlnyQ-e-chloro-l-dihydroH-S.Ibenzoxazin-
2-one (24 g, 65 mmol) in ethyl acetate (500 ml) was cooled at OeC. A 5
M solution of hydrogen chloride in ethyl ether (500 mL) was then added and the
resulting mixture was stirred at 0°C for 4 h. The precipitate formed was collected by
filtration, washed with ether and vacuum dried to yield the desired product as a solid
(16.95 g, 97%).
Melting point: 254-257 °C
1H NMR (CD3OD): 2.13 (d, J= 12.2 Hz, 2H), 2.88 (m, 2H), 3.20 (m, 2H), 3.53 (d, J=
12.8 Hz, 2H), 4.24 (m, 1H), 5.16 (s, 2H), 7.31 (m, 2H), 7.41 (dd, J= 8.8 Hz, J= 2.6 Hz,
1H).
Several substituted 3,1-benzoxazin-2-one compounds were prepared via the .
respectively substituted benzyl alcohols by reducing the respectively substituted
anthranilic acids with lithium aluminium hydride and other known reducing agents by
methods well known to those skilled In the art (see scheme 1), e.g. por ejemplo 6-
methyl-1 ^(piperidin-4-yl)-1,4-dihydro-2H-3,1 -benzoxazin-2-one, 7-methyM -(piperidin-
4-ylM Adihydro^H-S.I-benzoxazin^-one, 8-methyl-1-(piperidin-4-yl)-1,4-dihydro-
2H-3.1-benzoxazin-2-one , 5-methoxy-1-(piperidin-4-yl)-1,4-dihydro-2H-3,1-
benzoxazin-2-one, 6-fluoro-1 -(piperidin-4-yl)-1,4-dihydro-2H-3,1 -benzoxazin-2-one,
S-methoxy-HpiperidinylJ-l^hydroH-S.I-benzoxazin^-one, 5-methyl-1-
(piperidin-4-yl)-1,4-dihydro-2H-3,1-benzoxazin-2-one, 7-fluoro-1-(piperidin-4-yl)-1,4-
dihydro-2H-3,1 -benzoxazin-2-one, 5-fluoro-1-(piperidin-4-yl)-1,4-dihydro-2H-3,1-
benzoxazin-2-one, 6-methoxy-1 -(piperidinyl)-l ,4-dihydro-2H-3,1 -benzoxazin-2-one,
5-chloro-1-(piperidinyl)-1,4-dihydro-2H-3,1 -benzoxazin-2-one, 7-chloro-1-
(piperidinyl)-l ,4-dihydro-2H-3,1 -benzoxazin-2-one, 8-chloro-1 -(piperidinyl)-1,4-
dihydro-2H-3,1-benzoxazin-2-one and others. The reaction of the respective 5-
methoxy-1 -(piperidinyl)-l ,4-dihydro-2H-3,1-benzoxazin-2-one, 8-methoxy-1-
(piperidinyl)-1,4-dihydro-2H-3,1-benzoxazin-2-one and 6-methoxy-1-(p1peridinyl)-1,4-
dihydro-2H-3,1-benzoxazin-2-one compounds according to conventional methods,
e.g. BBra in an inert organic solvent yields the respective 5-hydroxy-1-(plperidinyl)-
1,4-dihydro-2H-3,1 -benzoxazin-2-one, 8-hydroxy-1 -(piperldinyl)-l ,4-dihydro-2H-3,1 -
benzoxazln-2-one and 6-hydroxy-1 -(piperldlnyl)-1,4-dlhydro-2H-3,1-benzoxazin-2-
one compounds. The unsubstftuted benzoxazin-2-one 1-(plperidin-4-yl)-1,4-dihydro-
2H-3.1-benzoxazin-2-one is prepared according the method described in J. Med.
Chem. 1995, 38, 4634 and J.Med.Chem. 1998,41,2146, which are hereby
incorporated by reference and form part of the disclosure.
The substituted anthranilic acids were reduced by conventional methods known to
those skilled in the art, e.g. by the use of LIAIhU as reducing agent In anhydrous THF
under an inert-gas atmosphere, e.g. argon or nitrogen. This process is very efficient
and in most cases the respective 2-aminobenzylaIcohols are obtained in very good
yields.
General instruction for the reduction of substituted anthranilic acids:
To a three neck flask, equipped with a mechanical stlrrer and an Inlet for gaseous .
nitrogen, 100 ml anhydrous THF and 116,6 mmoles of LIAIhU were given and the
resulting suspension cooled to 0 °C. After the addition of 58,3 mmoles of the
respective substituted anthranilic acid in 150 ml anhydrous THF, the resulting
reaction mixture is warmed to room temperature and stirred or about an hour. Under
cooling to 0° C 4,7 ml water, 4,7 ml NaOH 15 wt-%, and finally 14 mL water are
carefully added to the mixture. The resulting suspension is filtered and washed with
ethyiacetate.
The organic phase is washed with water, dried and the solvent evaporated. In most
cases the resulting product may be used without further purification.
Example 5:
Preparation of 1-[1~quinolIne-8-su1fonyl)-piperidlne-4-yl]-1,4-dlhydrobenzo[
d][1,3]oxazin-2-one
(Figure Removed
150 mg (0,66 mmol) quinoline-8-sutfbnyl chloride are added to a mixture of 1-(4-
piperidiny!)-1,4-dihydro-2H-3,1 -benzoxazinone hydrochloride (161 mg, 0,60 mmol)
and dfisopropylethylamin (230 mg, 1,80 mmol) In dichloromethane (10 ml) and the
resulting reaction mixture was stirred overnight at room temperature. The reaction
mixture was then washed with water (3x15 ml) and the organic phase was
separated, dryed and evaporated to dryness. A solid was obtained, which was
recrystallized from ethanok 182 mg of 1-[1-quinoline-8-sulfonyl-piperidine-4-y]>1l4-
dihydro-benzo[d][1,3]oxazin-2-one were obtained as a white solid (yield 69 %).
IR(crn1) KBr: 1712,1337,1291,1205,1162,1144,1034, 717, 583
1H-NMR(6 in ppm): 1.8 (d, J^9.5 Hz, 2 H) 2.6 (qd, J=12.6, 4.4 Hz, 2 H) 3.0 (td,
J=12.8, 2.5 Hz, 2 H) 4.1 (tt, J=12.5, 3.8 Hz, 1 H) 4.3 (ddd, J=13.0, 2.3 Hz, 2 H) 5.0 (s,
2 H) 7.1 (m, 3 H) 7.3 (m, 1 H) 7.6 (dd, J=8.4, 4.2 Hz, 1 H) 7.6 (m, 1 H) 8.1 (dd, J=B2,
1.3 Hz, 1 H) 8.3 (dd, J=8.3,1.7 Hz, 1 H) 8.5 (dd, J=7.3,1.5 Hz, 1 H) 9.1 (dd, =4.2,
1.8Hz,1 H)(CDCI3-d).
Melting point: 170-172 "C.
The compounds according to examples 1-4 and 6-10 given in the following table I as
well as the compounds according to lists A and B given above were prepared
analogously to the methods described above
(Table Removed)
Pharmacological data:
The binding of the benzoxazinone derived sulphonamide compounds of general
formulas (I), (la) and (Ib) was determined as described above.
The binding results of some these compounds are given in the following
table 2
(Table Removed)




WE CLAIM:
Benzoxazlnone-derived sulfonamide compounds of general formula (I)


(Formula Removed)



wherein
R1, R2, R3, R4 are each independently selected from the group consisting of hydrogen, halogen, an unbranched or branched, saturated or unsaturated, optionally at least mono-substituted aliphatic radical, a saturated or unsaturated, optionally at least mono-substituted, optionally at least one heteroatom as ring member containing cycloaiiphatjc radical, which may be bonded via an optionally at feast mono-substituted alfcyiene group and/or may be condensed with an optionally at least mono-eubstauted mono- or polycyclic ring-system, an optionally at least mono-substituted aryl- or heteroaiyf radical, which may be ponded via an optionally at feast mono-substituted alkylsns group and/or may be condensed with an optionally at least mono-substituted mono- or polycyclic ringsystem, a nitro group, a cyano group, -OR10, -OC(=O)R11 -(C=Oy-OK", -SR12, ^SOR12, -SOZR12, -NH-SOZR12, -SOZNH2 and a -NR13R14 moiety.


R5 represents hydrogen, an unbranched or branched, saturated or unsaturated, optionally at least mono-substituted aliphatic radical or a saturated or unsaturated, optionally at least mono-substftuted, optionally at least one heteroatom as ring member containing cycloaliphatic radical,
R6, R7, R8 R9 are each independently selected from the group consisting of hydrogen, an unbranched or branched, saturated or unsaturated, optionally at least mono-substituted aliphatic radical, a saturated or unsaturated, optionally at least mono-substftuted, optionally at least one heteroatom as ring member containing cycloaliphatic radical, a cyano group and a -CC=OR16 moiety,
W represents an unbranched or branched, saturated or unsaturated agnatic radical, which may be substituted by one or more substjtuents selected from the group consisting of hydroxy, halogen, branched or unbranched C1-4-alkoxy, branched or unbranched C1-4-perfluoroalKoxy, branched or unbranched Ci-r perfluoroalkyl, amino, carboxy, amtdo, cyano, nitro, -SO2NH2, -CO-C1-4-alkyl, -SO-C1-4aJkyl, -SOC1-4-alkyl, -NH-SO2-C1-4alkyl, wherein the C1-4-alkyl may in each case be branched or unbranched, an unsubstltuted or at least mono-substituted phenyl or naphthyl radical and an urisubstituted or at least mono-substftuted furanyl, thfenyl, pyrrofyi, fmidazoryl, pyrazolyl, pyrfdlnyl, pyrimidlnyl, qulnolinyl and isoquinolinyl radical,
whereby said substltuents may be at least mono-substituted with F, CI, methyl and rnethoxy,
a saturated or unsaturated, optionally at least one heteroatom as ring member containing cycloaliphatic radical, whereby said cycloaliphatic radical may be substituted by one or more substituents selected from the group consisting of hydroxy, nitro, carboxy, cyano, keto, halogen, C1-20-alkyl, partlafryfluorinated C1-4 alkyl, partially chlorinated C1-4 alkyl, partially bromlnated C1-4 alkyl, C1-5-alkoxy, partially fluorinated C1-4 alkoxy, partially chlorinated C1-4 alkoxy, partially brominated C1-4 alkoxy, CWalkenyl. SO2-C1-4-alkyl, -(C=O)-C1-5-alkyl, -(C=O)-alkyl, -(C=O)-C1, -S-C1-4-alkyl -(C=O)-H, -NH-(C=O)NH-C1-5 alkyl. -{C=O)-C1-4-pernuoroalkyl, -NRAR8, wherein RA and RB are independently selected from the group consisting of H, C1-4-alkyl and phenyl,


NH-{C=O)-C1-5-alkyl, -C1-5-alkyl6n-(C=O)-C1-5-alkyl, (1,3-Dihydro-1-oxo-2H-isaindoi-2-yl), N-Phthaiimidfnyh (1,3-Dioxo-2-azaspiro[4,4]-noan-2-yl, substituted crunsubstituted phenyf, -SQrphenyl, phenoxy. pyrfdinyl, pyridinyloxy, pyrazolyl, pyrimidmyl, pyrrolidinyh -SO2-pynvlidinyl, morphollnyl, SO2-morpholinyl-, thiadiazolyl, oxadfazolyl, oxazolyi, thiazolyl, isoxasolyl, O-CHrihiazolyl, -NH-phenyl, and -C1-4-Alkylen-NH-{C=O)-phenyl, whereby said substituents may be substituted by one or more substituents selected from the group consisting of halogen, naro, cyano, hydroxy, -(C=O) C1-4alkyl, C1-4-alkyl, at least partially ffuorfnated C1-4alkyl, at least partially chlorinated C1-4-alkyl, at least partially brominated C1-4-alkyl, -S-C1-4-alkyl, -C(=O)-O-C1-5-alkyl. -(C=O)-CH2-F, -{C=O)-CH2-Cl and -(C=O)CHrBr, and whereby said cycloaliphatic radical may be bonded via an optionally mono-substituted alkylene group and/or may be condensed with an optionally at least mono-substituted aromatic mono- or porycydlc ring-system,
an optionally at least mono-substituted heteroaryl radical, which may be bonded via an optionally mono-substituted afcylene group and/or may be condensed with an optionally at least mono-substituted mono- or polycyciic ring-system,
an optionally at least mono-substituted, monocyclic aryl radical, which is condensed with an optionally at least mono-substituted mono- or polycvcfic ring-system and which may be bonded via an optionally at least mono-substituted alkylene group,
a -NR16R17-moiety,
a -COR18-moiety,
or a phenyl radical, which is at least mono-substituted with one of the substituents selected from the group consisting oft


2,2,2,-Triffuoroethoxy-, C2-6-AIkenyl-, 1,3-Dihydro-1-oxo-2H-isoindol-2-yl-, N-Phthalimidinyl [(Z-chloro-l.a-thlazolyl-5-yl)-methoxy, Ethyl-5-yl-2-methyI-3-furoate, Cn-20-alkyl-, 1,3-Dioxo-2-azaspiro[4,4]non-2-yh pyrazolyh (1,3-oxazol-5-yi)-, (5-MethyH,3,4-oxadiazoI-2-yl)-, difluoromethoxy, dlchJoromethoxy, 1-pymolidinylsulfonyl, morpholinosulfonyl, 2-methyl-4-pyrimidinyh a phenoxy group, which is at least mono-substituted with Ct-s-alkoxy, a phenyl group, which is at least mono-substituted with one of the substituents selected from the group consisting of nitro, C1-5-alkoxy, F, CI, Br, at least partially fluorinated C1-5-alkyl, at least partially chlorinated C1-5-alkyl, [(2-Chloro-1,3-thiazo!-5-yl}-methoxy]-, -(C=O)-H and -{C=O)-C1-5-alkyl, a pyridinyl group, which is at least mono-substituted with C1-5-alkoxy, a pyridinyloxy group, which is at least mono-substituted with C1-5alkoxy, a phenoxy group, which is at least d1-5ubstituted and a pyridinyloxy group, which Is at least di-subsftuted,
with the proviso that W does not represent unsubstituted furyl-, unsubstituted thierryl- orthienyl substituted with a substituent selected from the group consisting of d-5-alkoxycarbonyl, C^-alkylcarbonyf, carboxyl and pyridyl, unsubstftuted pyrrolyl unsubstituted naphthyl, unsubstftuted Indolyl, unsubstftuted tetrahydronaphthyl, substituted or unsubstituted pyridyf, unsubstituted pyrazinyl, unsubstituted quinolinyl-, Cwralkyleubstituted pyrroryf-, and unsubstituted cyclohexyl or cyclohexyl substituted with one or two members selected from the group consisting of oxo, hydroxyl, C1-4-alkoxyl. C^ s-alkoxy-carbonylamino-C1-5 alkyl and amino-C^ alkyl,
R10 represents hydrogen, an unbranched or branched, saturated or unsaturated, optionally at least mono-substituted aliphatic radical, a saturated or unsaturated, optionally at least mono-substituted, optionally at least one heteroatom as ring member containing cycloafiphatic radical, which may be bonded via an optionally at least mono-substituted alkylene group and/or may be condensed with an optionally at least mono-substituted mono- or polycyclic ring-system, or an optionally at least mono-substituted aryi- or heteroaryl radical, which may be bonded via an optionally at least mono-substituted


alkylene group and/or may be condensed with an optionally at least mono-ubstituted mono- or polycyclic ring-system,
R11 represents hydrogen, an unbranched or branched, saturated or unsaturated, optionally at least mono-substituted afiphatic radical, a saturated or unsaturated, optionally at least mono-substituted, optionally at least one
heteroatorn as ring member containing cycloaliphatic radical, which may be

bonded via an optionally at least mono-substituted alkylene group and/or may be condensed with an optionally at least mono-substituted mono- or polycyclic ring-system, or an optionally at least mono-substituted aryl- or heteroaryl radical, which may be bonded via an optionally at least mono-substituted alkylene group and/or may be condensed with "an optionally at least mono-substituted mono- or polycyclic ring-system,
R12 represents an unbranched or branched, saturated or unsaturated, optionally at least mono-substituted aliphatic radical, a saturated or unsaturated, optionally at least mono-substituted, optionally at least one heteroatorn as ring member containing cycloaliphatic radical, which may be bonded via an optionally at least mono-substituted alkylene group and/or may be condensed with an optionally at least mono-substituted mono- orpolycyclic ring-system, or an optionally at least mono-substituted aiyi- or heteroaryi radical, which may be bonded via an optionally at least mono-substituted alkylene group and/or may be condensed with an optionally at least mono-substituted mono- or polycyclic ring-system,
Rt3 and R14 each are independently selected from the group consisting of hydrogen, an unbranched or branched, saturated or unsaturated, optionally at least mono-substituted aliphatic radical, a saturated or unsaturated, optionally at least mono-substituted, optionally at least one heteroatorn as ring member containing cycloaliphatic radical, which may be bonded via an optionally at least mono-substituted alkylene group and/or may be condensed with an optionally at least mono-substituted mono- or polycyclic ring-system, or an optionally at least mono-substituted aryl- or heteroaryi radical, which may be bonded via an optionally at least mono-substituted alkylene group and/or may


be condensed with an optionally at least mono-substituted mono- or polycyclic ring-system,
or R13 and R14 together with the bridging nitrogen atom form a saturated, unsaturated or aromatic heterocyclic ring, which may be at least rnono-substrtuted and/or contain at least one further heteroatorn as a ring member,
R15 represents hydrogen, an unbranched or branched, saturated or unsaturated, optionally at least mono-substituted aliphatic radical, a saturated or unsaturated, optionally at least mono-substituted, optionally at least one heteroatam as ring member containing cycloaHphatfc radical or an optionally at least mono-substituted aryi- or heieroaryi radical, which may be bonded via an optionally at least mono-substituted alkylene group and/or may be condensed with an optionally at least mono-substituted mono- or poiycyclic ring-system,
R16 represents an unbranched or branched, saturated or unsaturated, optionally at least mono-substituted aliphatic radical,
R17 represents an unbranched or branched, saturated or unsaturated, optionally at least mono-substituted aliphatic radical, and
R1S represents an optionally at least mono-substituted aryi radical,
optionally in form of one of its stereoisomers, preferably enantiomers or diastereomers, its racemate or in form of a mixture of at least two of its stereoisomers, preferably enantiomers or diastereomers, in any mixing ratio, or a corresponding salt thereof, or a corresponding solvate.
2. Compounds as claimed in claim 1, characterized in that R1, R2, R3, R4 are each


independently selected from the group consisting of H. F, CI. Br, an unbranched or branched, saturated or unsaturated, optionally at least mono-.- substituted Ci-e-aHphatic radical, a saturated or unsaturated, optionally at least mono-substituted, optionally at least one heteroatom as ring member containing C^-cycloaliphatic radical, which may be bonded via an optionally
at least mono-substituted C1-6alkylene group and/or may be condensed with an optionally at feast mono-substituted mono- orporycycJic ring-system, an optionally at least mono-substituted, 5- or 6-membered aryi- or heteroaryf' radical, which may be bonded via an optionally at least mono-substftuted C1-6-alkylene group and/or may be condensed with an optionally at least mono-substituted mono- orpolycyclic ringsystem, a nitro group, a cyano, -OR10, -OC^OJR11, -SR12, -SOR12, -SOzR12, -NH-SOzR12, -SOzNHz and a -NR13R14 moiety, preferably selected from the group consisting of H, F, Cf, Br, a saturated, branched or unbranched, optionally at least mono-substituted C1-3-aliphatic radical, a saturated, optionally at feast mono-substituted, optionally at least one heteroatom as ring member containing C5- or C6- cycloaliphatic radical, which may be bonded via an optionally at least mono-substituted C1-or Creflcylene group, a nitro, cyano, -OR10, -OC(=O)R11, -SR12 and -NR13R14 moiety, more preferably selected from the group consisting of H, F, CI, -CH3, -CH2CH3, -CF3, -CF2CF3, cyclopentyl, cyclohexyl, a nitro group, a cyano group and -OR10.
3. Compounds as claimed in claim 1 or 2, characterized in that R5 represents
hydrogen, an unbranched or branched, saturated or unsaturated, optionally at least mono-substituted d-a-aliphatic radical or a saturated or unsaturated, optionally at least mono-substituted, optionally at least one heteroatom as ring member containing Qj^-cyctoaliphatic radical, preferably represents H or a branched or unbranched C^-alkyl radical, more preferably represents H, -CH3 or-CHzCHs.
4. Compounds as claimed in any one of claims 1 to 3, characterized in that R6, R7,

Rs, R9 are each independently selected from the group consisting of hydrogen, an unbranched or branched, saturated or unsaturated, optionally at (east mono-substituted C1-5-aliphatic radical, a saturated or unsaturated, optionally at least mono-substituted, optionally at least one heteroatom as ring member containing C3-8-cycloaIiphatic radical, a cyano group and a -CC=OR15 moiety, preferably selected from the group consisting of H, a branched or unbranched C1-3-alkyl radical, a cyano group and a -CC=OR15 group, more preferably from the group consisting of H, -CH3, -CH2CH3 and a cyano moiety.
5. Compounds as claimed in any one of claims 1 to 4, characterized in that W
represents an unbranched or branched 0,1-20-alkyl radical, which may be substituted by one or more substituents selected from the group consisting of hydroxy, halogen, branched or unbranched C1-4-alkoxy, branched or unbranched C^-perfluoroalkoxy, branched or unbranched C1-4-perfluoroalkyl, amino, carboxy, arnldo, cyano, nitro, -SO2NH2, -CO-C1-4-alkyl, -SO-C1-4-alkyl, -SO2-C1-4-alkyl. -NH-SQ2-Ci-*-alkyl, wherein the C1-4-alkyl may in each case be branched or unbranched, an unsubstituted or at feast mono-substituted phenyl or naphthyl radical and an unsubstituted or at least mono-substituted furanyl, thienyl, pyrrolyf, imidazolyl, pyrazolyl, pyrtdinyt, pyrimldfinyl, quinolinyl and isoquinoiinyl radical, whereby said substituents may be at feast mono-substituted with f, CI, methyl and methoxy; a napthyl group, which is at least mono substituted, a quinolinyl group, which is at feast mono-substituted, a pyrrolyl group, which is at least mono-substituted by a substftuent other than Ci-3-alkylr an optionally at least mono-substituted thiazolyl benzo[b]|-trjiophenyl-, benzo[b]-furanyl-r isoquinoHnyl-, tetrahydrofeoqufnolinyh pyrazoJyh isoazofyl-, chrornanyl-, benzothiadiazoryh imidazolyl-, benzofurazanyl dIbenzoIb,d3-ftjranyl-, benzoxadiazolyl-, imidazo{2,1-b]-thtazolyl anthracenyl-, coumarinyl-, 2,3-DBiydro-1 ,4-benzodloxinyl-, 2,3-Dthydrobenzo[b]furanyl-, 3,4-Dihydro-2H-1,4^enzoxazlnyl-, 3,4-EHhydro-2H-1,5-Benzodioxepinyl-, Benzothlazolyf-, lmidazo[1,2-a]-pyridlnyl-, a chromonyl-group, an Isatlnyf group, a perrtamethytoihydrobenzofuranyl group, a cyctopropyl- or cycloperrtyl-group whereby said cyclopropyl or cyclopeniyl group may be substituted by one or more substituents selected selected from the group consisting of hydroxy, nitro, carboxy, cyano, keto, halogen, C1-20 alkyl, partially fiuorlnated C1-4 alkyl, partiaily chlorinated C1.4 alkyl, partially
brominated C1-4 alkyl, C-wralkoxy, partially fluorinated C1-4 alkoxy, partially chlorinated C1-4 altoxy, partially brominated C1-4 alkoxy, C2-5-alkenyl, SO2-C1-4 alkyl, -(C=O)C1-4-alkyl. -(C=O)O-C1-5-alkyl, -(C=O)-C1. -S-C1-4-alkyl-, -(C=O)


H, -NH-(C=O)-NH-C1-5-alkyl. -(C=O)-C1-4-pernuoroaIkyl. -NRARB, wherein RA and Re are independently selected from the group consisting of H, C1-4-alkyl and phenyl, NH-(C=O)-C1-5alkyl, -C1-4-alkylen-(C=O)-C1-5-alkyl (1,3-Dfhydro- oxo-2H-koindol-2-yl). N-PhthaJimfdJnyl-, (1.3-Dioxo-2-azaspiro[4,4>non-2-yl,
substituted or unsubstituted phenyl, -SOz-phenyl, phenoxy, pyridinyl. pyridfnyloxy, pyrazolyl, pyrimldinyl, pyrrolidinyl-, -SOz-pyrrolidinyl, morpholinyl, SO2-morpholinyl-, thladtazolyl, oxadiazolyl, oxazoiyl, thiazolyf, isoxazolyl, O-CHr-thiazolyl. -NH-phenyl, and -C1-4-Alkylen-NH-(C=O)-phenyl, whereby said substftuents may be substituted by one or more substftuents selected from the group consisting of halogen, nitro, cyano, hydroxy, -(C=O)-C1-4-alkyl, C1-4-alkyl, at feast partially ftuorinatBd C1-4-alkyl, at least partially chlorinated C1-4-alkyl, at least partially brominated C1-4alkyl, -S-C1-4ralkyl, -C(=O)-O-C1-5-alkyl. -(C=O)CH2-F, -(C=O)-CH2-CI and -(C=O)-CH2-Br, a2K1.343ioxo-1,3klihydro-lsoJndoI-2-yl-)-erthyl, a thlenyl group, which is at least mono-substituted by one or more substftuents independently selected from the group consisting of F, CI, Br, Ct-s-alkoxy-, CF3, -SQz-Ct^-alkyl and optionally at least mono substituted benzoyfaminomethyl-, phenylsulfbnyf-, isoxazolyi-, benzamidometfiyl-, pyrimidyl-. thlazolyf-, pyrazolyl, phenyl-, 1,2,4-thiadiazolyl-, 1,3-oxazolyt- or 1,2,4-oxadiazolyh a furyi group, which is at least mono-substituted by one or more subsftutents independently selected from the group consisting of a C1-5-alkyl radical, which may be at least partially fJuorinated or chlorinated, an optionally at least mono-substituted phenyl and a -(C=O)-O-C1-5alkyl group,
a NRiaRtr-moiety,
a COR18~moiety,
or a phenyl radical, which is at feast mono-substituted with one of the substftuents selected from the group consisting of:
2,2,2,-Trtfluoroethoxy-, Qz-s-Alkenyl-; 1,3-Dihydn>-l-oxo-2H-isoindol-2-yl-, N-Phthalimidlnyl-, [(2-chIoro-1,3-thiazolyl-5-yl}-methoxy, Ethyl5-yl-2-methyl-3-furoate, C11-20-alkyl-, 1,3-Dioxo-2-a2aspiro[4,4]non-2-yl-, pyrazolyl-, (1,3-oxazo1-5-yl)-, (6-Methyl-1,3,4-oxadiazol-2-yl}-, difluoromethoxy, dichloromethoxy, 1-pyrrolidinylsuJfonyl, morpholinosurfonyl, 2-methy1-4-pyrfmidinyl-, a phenoxy group, which is at least rncirto-substituted with C1-5-alkoxy, a phenyl group, which is at least mono-substituted with one of the


substrtuents selected from the group consisting of nitro, C1-5-atkoxy, F. Cl, Br, ' - at least partially fluonnated C1-5r-alkyl. at least partially chlorinated C1-5-afkyl, [(2-Chtoro-1,3-thfeizol-a-ylHnethoxy]-. -(C=O)-H and -(C=O)-C1-5-alkyl, a pyridinyl group, which is at least mono-substituted with C1-5-alkoxy, a pyrfdinyloxy group, which Is at feast mono-substituted with C1-5-alkoxy, a phenoxy group, which Is at teast df-substituted and a pyridinyloxy group, which is at least d1-5ubsituted,
more preferably W represents a moiety selected from the group consisting of 5-Dlmemylamlno-napth-1-yl, 2-Ace4amfdo-4-nisthyl-5-ihlazDlyh Trrfluoromethyh TrichJoromethyh Isopnopyl Methyl-, 2,2,2-TnTIuoiioethyh Ethyl-, Hexadecyl 2-Chlaroethyl n-Propyl 3-ChJoro-propyl n-Butyh Dichloiomethyl-, ChloromeBiyl-, Dodecyl-, 1-OctyH 6-(p-foluidmo)-naphth-2-yi-, 4,S-Dibromo-thlophene-2-yl BenzDyldTloride-3-yh 1-Octadecyh 4-Bromo-2.5-d«chIoro-miophene-3-yl 2,5-Dichloro-thiophene-3-yl 5-Chlono-thfophene-2-yI-, 1-Decyl-, 3,5-Dichloro-4-{2-diloro-4-nfirophenoxy)-phenyl-, 2,3-Dlchlorothtophene-5-yl-, 3-Bromc-2-chloro-thiophene-5-yl-, 3-6romo-5-chton>-thiophene-2-yl-, 2-(BenzDylaminomethyl)-thjophene~5-yl-., 4-(Phenyf-sulphonyl)thIaphena-2-yl 2-Phenyt-sulphonyl-thlophene-S-yl-, 2-[1-Meihyl-5-(1iif[uoit)nriethyl)pyrezDl-3-y^ttitophene-5-yl-, 5-Chloro-1,3-drmethylpyrazole-4-yl-, 3,5-Dimethylisoxazole-4-yl 2-{2,4-Dlchlorophenoxy>-phenyl, 4-(2-Chlc>ro-B-nitrc-phenoxy)-pb«nyl-, 4^3phenyl-, 5-{Dhn-propytemino)-naphih-1-y{-, 2,2,5,7,8-Pentamethyl-chroman-^S-yl 5-Chloro-4-nfbo-thlopnene-2-yl 2,1,3-BenzDthiadtazole-4-yh 1-Methyf-imidazote-4-yl-, Benzcfurazan-4-yl 5- y (IsoxazoJ-3-yT>tn!ophene-2-yl--, Vinyl-phenyW-yl 5-ttchIon>rnethyMurari-2-y|-, 5-Bromo-thJophene-Z-yl-, 5-{4^hloroberi2anrildornefliyl)-thiophene-2->*-, Dlbenzo]rb,dHuran-2-yl 5-Chforo-3-methylben2o033-thiophene-2-yl-, 3-M8thoxy-44methoxycarbonyl)thlophene-2-yl-, 5-[2-(MfettTytthio>pyrimidin-4-yl-J-thiophene-2-yl-, 4-Chloro-2,1,3-Benzoxadiazole-7-yl 5-Chloro-2,1,3-Benzo?cadiazx>le-4-yi-, 6-Chloro-imWazo(2,1-b>thiazoteK5-yl-, 3-Methyl-benzs|b>th!ophene-2-yl4-{p-Chfon>5-(^ , 5-CWoro-naphth-1-yl 5-Chloro-naphth-2~yh 9,10-Dibromoanthracene-2-yl-,


teoqulnoline-5-yl 4-Methoxy-2,3,6-trimethylbenzoyl-, 4-Nltro-biph9nyt-4-yl-,
(1,3-Dlhydro-1-oxo-2HHsaBidol-2-yl-)-4-phenyl-, 5-(2-MethyM,3-thiazofe-4-yf)-
hiophene-2~yl 5-(1-Meihyl-3-(trifluoiiomethyf)pyr^ 5-
[5-Trffluoromethy{)-feoxazol-3-yl]-thJophen8-2-yl-, p-Dodecyl-phenyh 4-[(3~ Cyano-4-methoxy-2-pyrtdlnyl)oxy]^heny»-,4-(N-phthallmldlnyl)-phenyf-, 1,2,3,4-T0trahydro-2-thioph©ne-3-yl 4-(4-Mothoxy-phenaxy>iJhenyl-1 [4-(3,5-Dictilorophenoxy)phsnyQ-, J4^3,4-Dichtarophenoxy)phenyfh [443,6)-B!s(triftuoromettiylphenoxy}phenyO-, 3-{2-Methoxy-fjhenoxy)-phenyl, 3«{4-Methoxy-phenyO-phenyl 3-(4-Chlora-phenyl)-phenyl-, 3-(3,5-Dichton>-phenyl)-phenyl-t 3-{3,4-DidWoro-phenyll)-phenyl 3-(4-F{uorophenyl)-phenyt-, 344-(Tiffluorom«thyl)-phenyll-phenyl-, 3-[3,5-Bis-(Trifluorofnethyl)-phenyf}-phenyl 4^2-Methoxy-phenoxy)-phenyl-, 4-(2-Methyl-ph0noxy)-ph©nyl-, 4- Dichforopheriyl)-phenyl-, 4-{3,4-Dichtorophenyl)-phenyh 4-(4-nuoroph«nyl)-phenyl-, 4-[4-(Trifluornie4hy])-phenyl]-phenyl-, 4-[3,5-Bis-(Trifluorornethyl)-phenyQ-phenyh Cyclopropyl-, 2-(2-Chlorophenyl)-2-Phenylelfiyl 2-(2-Trifluoiomettiylphenyl)-2-phenytethyl-, 5H[4-Cyano-l-metthyl-5-methylthio)-1 H-pyrazol-S-yl-thiophene-a-yl-, 3^yano-2,4-bis-(2,2,2-Trifiuorothoxy)-ph9nyl-, 4-[(2-Chloro-1,3-Thlazol-6-yl)-methoxy]-phenyl 2-(1,3-DIoxo-1,3-dihydro-isoindol-2-yl}-ethyl-, 5-lodo-naphtfi-1-yf-, Ethyl-2,5HJIrnethyl-1i3heiiyfpyTrol6-4-carboxylate-3-yl-. Ethyl-2-methyl-1,6-diphenyl-1H-pyrrole-^caftoxylate-4-y{-, Ethyl^^4-chlorophenyl)-2-methyl-3-fyroats-4-yf, Ettiyt-5-(4-ch!orophenyl)-2-methyl-1-phenyl3-carboxylate-4-yf-, E*yl-2,5-dlinethyf-3-fiHtaate-4-y{-, 3- Chloro-4-(1,-3-dioxo-2-Azaspiro[4,43non-2-yl)-phenyl-, Coumarfn-6-yf, 3-(4-Motho^phenoxy^honyh [3-(3,5-Dichioropheno>y)}-phenyl [3-(3,4 Dichtorophenoxy)I-phenyh 3,5HBis(TrifluoromethyI)phenoxyphenyt~, 2,2-Diphenylethyl 4-Pheny1-5-{ftrifluofomethyl3-thiophene-3-yl-, JVtethy1-4-Phenyl-5-(Trifluorom©th^>miophene-2-caii30xytatefe-3-Cart3oxyiate-4-yl 4-F?uoro-naphth-1-yl 5-Buoro-3-methylben2DO03Hhiophene-2-yl-, Ms*yl-2,5-dfmethyl-3-ftjrDate-4-y}-, Methyl-2-furoate-5-yh Methyl-2-methyl-3-furoate-5-yl MethyM-methyt-1H^yrrote-2-Carboxylate-5-yl-, 2-(5-Chloro-1,2,4-Thiadiazol-3-yl)-thlophen9-S-yI-, 1,3,5-


Trimethyl-1H-pyrazole-4-yh Pentafluoroethoxytetrafluoroethyl-, 5-(5-lsoxazyI)-thiophene-2-yh 5-{5-lsoxazol-yl)-2-furyl-, 5-Methyl-2,1,3-benzothiadiazole-4-y*, 2,3-Dihydro-1,4-benzodioxine-6-yi-, 4-Methyl-Naphth-l-yl-, 5-Methyl-2-Qrifluormethyl)-3-Furyh 2,3-Dibydrpberizo[b]furan-5-yl 1-Benzothiophene-3-yl-, 4-Methyl-3,4^ihydro-2H-1,4-Benzoxazlne-7-yl-, 5-MethyM-phenyMH-
pyrazole-4-yl-, 4-(1H-Pyrazol-1-yl)-phenyl-, 3,4-Dihydro-2H-1, 5-
benzodioxepine-7-yl-, 5-(1,3-Oxazol-5-yl)-2-thienyl-,4-(1,3-Oxazol-5-yl)-phenyl-, 5-Methyl-4-isoxazolyl, 2,1,3-Benzothiadiazole-5-yl-, 5-Acetamido-naphth-1-yl-, 3-methyl-8-Quinolinyl-, 1,3-Benzothiazole-6-yl, 2,5-Dimethyl-3-thienyl-, 5-[5-
(ChJoromethylM,2,4-oxadiazo!-3-yl]-2-trtienyh Ethyl-3-{5-yh2-thienyl-;|1,2,4-oxadlazole-5-carboxylate-, 3-(5-Methyl-1,3,4-oxadiazDl-2-yl)phenyf-, 4-(Difiuoromethoxyl-phenyl-, 3-(Difluorometboxy)-phenyh 2,2-Dimethyl-6-Chromanyh Ethyl-3,5-dimethyf~lHi3yiTol9-2-cartK5xylate-4-yl lmidazo[1,2-A3pyridIne-3-yh 3^1,3-Oxazo*-5-yf)-phenyh Ethyl~5-[4-yl)-phenyl]-2-niethyl-3-furoate, 1-PyrroIidinyfphenylsuHbnyh Methyl-5-yl-4-methyl-2-thiophene-carboxylate, Methyl-3-yl-4-(isopropylsulfonyl)-2-thiophene, 7-Chlorochromone~ 3-yl 4-Bromobiphenyt-4-yl-, 4 -Acetyf-bipheny1-4-yh 4'-Brorno-2*-fluon> biphenyl-4-yl-, 1-Methyl-5-isatinyf-, 2-Chlorc~3-thiophenecarboxylic-acid-5-yl 2-Methoxy-5-(N-phthaIimidinyl)-phenyl-, 1 -Benzothiophene-2-yh Morpholinophenylsulfonyl- and 3-{2-Methyl-4-pyrimfdinyl)-pheny{-
6. Compounds as claimed in any one of claims 1 to 5, characterized in that R10
represents hydrogen, an unbranched or branched, saturated or unsaturated, optionally at least mono-substituted C%e-aliphatic radical, a saturated or unsaturated, optionally at least mono-substituted, optionally at least one heteroatom as ring member containing C^s-cycloaliphatfc radical, which may be bonded via an optionally at least mono-substituted C1-4-alkylene group and/or may be condensed with an optionally at least mono-substituted mono-or polycyclic ring-system, or an optionally at least mono-substituted, 5- or 6-membered aryi- or heteroaryl radical, which may be bonded via an optionally at least mono-substituted C1-4-alkylene group and/or may be condensed with an optionally at least mono-substituted mono- or polycyclic ring-system,
preferably H, a linear or branched C1-4-alkyl radical, a cyclohexyf radical or a phenyl radical, more preferably H, -CH3, -C2HS or phenyl.


7. Compounds as claimed in any one of claims 1 to 6, characterized in that R11
^represents hydrogen, an unbranched or branched, saturated or unsaturated,
optionally at least mono-substituted C-r-s-aliphatic radical, a saturated or unsaturated, optionally at least mono-substituted, optionally at least one heteroatom as ring member containing C1-4-cycloaliphattc radical, which may be bonded via an optionally at least mono-substituted Cmj-alkylene group and/or may be condensed with an optionally at least mono-substituted mono-or polycyclic ring-system, or an optionally at least mono-substituted, 5- or 6-membered aryl- or heteroaryl radical, which may be bonded via an optionally at least mono-substituted Ci-e-alkylene group and/or may be condensed with an optionally at least mono-substituted mono- or polycyclic ring-system, preferably H, a linear or branched Cr4-alkyl radical, a cyclohexyl radical or a phenyl radical, more preferably H, -CH3, -C2H5 or phenyl.
8. Compounds as claimed in any one of claims 1 to 7, characterized in that R12 represents an unbranched or branched, saturated or unsaturated, optionally at least mono-substituted d-e-aliphatic radical, a saturated or unsaturated, optionally at least mono-substituted, optionally at least one heteroatom as ring member containing CVs-cycloaliphatic radical, which may be bonded via an / optionally at least mono-substituted Ci-e-alkylene group and/or may be condensed with an optionally at least mono-substituted mono- or polycyclic ring-system, or an optionally at least mono-substituted, 5- or 6- membered aryl- or heteroaryl radical, which may be bonded via an optionally at least mono-substituted C1^-alkylene group and/or may be condensed with an optionally at least mono-substituted mono- or polycyclic ring-system, preferably represents H, a linear or branched C-j-a-alkyl radical, a cyclohexyl radical or a phenyl radical, more preferably H, -CH3, -CzH5 or phenyl.
9. Compounds as claimed in any one of claims 1 to 8, characterized in that R13


and R14 are each independently selected from the group consisting of hydrogen, an unbranched or branched, saturated or unsaturated, optionally at "feast mono-substituted Ci-g-aliphatic radical, a saturated or unsaturated, optionally at least mono-substituted, optionally at least one heteroatom as ring member containing Ca-a-cycloaliphatic radical, whfch may be bonded via an optionally at least mono-substituted CWalkylene group and/or may be condensed with an optionally at least mono-substituted mono- or pofycyclic ring-system, or an optionally at least mono-substituted, 5- or 6-membered aryl-or heteroaryi radical, which may be bonded via an optionally at least mono-substituted Ci-e-alkyfene group and/or may be condensed with an optionally at least mono-substituted mono- or polycyclic ring-system, preferably are each independently selected from the group consisting of H, a linear or branched C1-4-aIkyl radical, a cydohexyf radical and a phenyl radical, more preferably are each independently selected from the group consisting of H, -CH3, -C2H5 and phenyl.
10. Compounds as claimed in any one of claims 1 to 8, characterized in that R13
and R14 together with the bridging nitrogen atom form a saturated, unsaturated or aromatic, 5- or 6-membered heterocyclic ring, which may be at least mono-substituted and/or contain at Jeast one further heteroatom as a ring member, preferably form an unsubstituted piperidin or morpholine group.
11. Compounds as claimed in any one of claims 1 to 10, characterized in that R15
represents hydrogen, an unbranched or branched, saturated or unsaturated, optionally at feast mono-substituted C^-^-aliphatic radical, a saturated or unsaturated, optionally at least mono-substituted, optionally at least one heteroatom as ring member containing C3^-cycIoaIiphatic radical or an optionally at least mono-substituted, 5- or 6- membered aryl- or heteroaryi radical, which may be bonded via an optionally at least mono-substituted C1-4-alkylene group and/or may be condensed with an optionally at least mono-substituted mono- or polycyclic ring-system, preferably represents H, a linear
or branched C1-4-alkyl radical, a cyclohexyl radical or a phenyl radical, more preferably represents H, -CH3, -C2H5 or phenyl.


12. Compounds as claimed in any one of claims 1 to 11, characterized in that R16 represents an unbranched or branched, saturated or unsaturated, optionally at least mono-substituted Ci_e aliphatic radical, preferably an unbranched or branched, saturated, unsubstrtuted C1-4 alkyt radical, more preferably a methyl radical.
13. Compounds as claimed in any one of claims 1 to 12, characterized in that R17
represents an unbranched or branched, saturated or unsaturated, optionally at least mono-substituted Cve aliphatic radical, preferably an unbranched or branched, saturated, unsubstrtuted Ctj alkyl radical, more preferably a methyl radical.
14. Compounds as claimed in one or more of claims 1 to 13:
1 -[1 -(5-Chloro-3-rnethyl-benzoEbJUiiophenyl-2-sulfonyl)p1peridine-4-yQ-1,4-^ dihyd ro-ben2D[d][1,3]oxazin-2-one,
1 -[1 -(5-Dimethylamino dihydro-benzo[d J[1 ,3]oxazin-2-one,
1 -[1 -(5-Dimethylarnino-naphthyM -sulfonyl)-p jperidine-4-yl]-1,4-dihydro-benzo[d][1,3Joxazin-2-one,
and corresponding salts thereof, and corresponding solvates.
15. Process for the preparation of benzoxazinone-derived sulfonamide compounds
of general formula (I) as claimed in one or more of claims 1 to 14, characterized in that
it comprises reacting at least one piperidine compound of general formula (II), wherein
R1, to R9 have the meaning as claimed in claim 1, and/or a salt, preferably a
hydrochloride salt, thereof,




(Formula Removed)
with at least one compound of general formula (HI),


(Formula Removed)

wherein W has the meaning as claimed in claim 1, in a suitable reaction medium, optionally in the presence of at least one base and/or at least one auxiliary agent.
16. Process for the preparation of physiologically acceptable salt of the benzoxazinone-derived sulphonamide compounds as claimed in claims 1 to 14,
characterized In that at least one compound of general formula (f) having at least one basic group is reacted with at least one add, preferably an inorganic or organic acid, preferably in the presence of a suitable reaction medium.

17. Process for the preparation of a physiologically acceptable salt of the
benzoxazinone-derived sulphonamide compounds as claimed in claims 1 to 14,
e" aracterized in that at least one compound of general fbimufa (I) having at least one acidic group is reacted with at least one base, preferably in the presence of a suitable reaction medium.
18. The compound as claimed in claims 1 to 14 as and when used in the preparation of a medicament for prophylaxis and treatment of diseases as herein defined.
19. Benzoxazinone-derived sulphonamide compound as claimed in claims 1 to 14, optionally in form of one of its stereosiomers, preferably enantiomers or diastereomers, its racemate or in form of a mixture of at least two of its stereoisomers in any mixing ratio, or a physiologically acceptable salt thereof, or a solvate, for use in the manufacture of a medicament for cognitive enhancement, for the prophylaxis and/ore treatment of fC=Od ingestion (fC=Od intake) disorders, particularly for the regulation of appetite, for the maintenance, increase or reduction of body weight, for the prophylaxis and/or treatment of obesity, bulimia, anorexis, cachexia or type II
diabetes (Non-Insulin Dependent Diabetes MeJIitus}, preferably type II diabetes, which Is caused by obesity, disorders of the central nervous system, disorders of the gastrointestinal tract, such as irritable intestine syndrom, anxiety, panic, depression, cognitive memory disorders, senile dementia disorders, such as Morbus Alzheimer, Morbus Parkinson and Morbus Huntington, schizophrenia, psychosis, infantile hyperkinesia or ADHC (attention deficit, hyperactivity disorders).
20. Benzoxazinone-derived sulphonamide compound of general formula (la).



(Formula Removed)

wherein
Rla, R23, R33, R43 are each independently selected from the group consisting of hydrogen, halogen, an unbranched or branched, saturated or unsaturated, optionally at least mono-substituted aliphatic radical, a saturated or unsaturated, optionally at least mono-substituted, optionally at least one heteroatom as ring member containing cycloaliphatic radical, which may be bonded via an optionally at least mono-substituted ajkylene group and/or may bs condensed with an optionally at least mono-substituted mono- or polycyclic
ring-system, an optionally at least mono-substituted aryl- or heteroaryl radical, which may be bonded via an optionally at least mono-substituted alkytene group and/or may be condensed vvith an optionally at least mono-substituted mono- or polycyclic ringsystem, a nitro group, a cyano group, -OR10a, -OC(=O)R11a, -(C=O)-OR11a, -SRlZa, -SOR1Za, -SOaR123, -NH-SO2R123, -SOzNH2 and a -NR13aR14a moiety,
R5a represents hydrogen, an unbranched or branched, saturated or unsaturated, optionally at least mono-substituted aliphatic radical or a saturated or unsaturated, optionally at least mono-substituted, optionally at least one heteroatom as ring member containing cycloaliphatic radical,


R63, Rra, R83, R" are each independently selected from the group consisting of -^hydrogen, an unbranched or branched, saturated or unsaturated, optionally at least mono-substituted aliphatic radical, a saturated or unsaturated, optionally at least mono-substituted, optionally at least one heteroatom as ring member containing cycioaliphatic radical, a cyano group and a -CC=OR15a moiety,
Wa represents an unbranched or branched, saturated or unsaturated,
optionally at least mono-substituted aliphatic radical, a saturated or
unsaturated, optionally at least mono-substituted, optionally at least one
heteroatom as ring member containing cycioaliphatic radical, which may be
bonded via an optionally at least mono-substituted alkylene group and/or may
ring-system, an optionally at least mono-substituted aryl- or heteroaryl radical,
which may be bonded via an optionally at least mono-substituted alkylene
group and/or may be condensed with an optionally at least mono-substituted
mono- or polycyclic ring-system, a NRl6aR17a-moiety or a COR18a-moiety,
R10a represents hydrogen, an unbranched or branched, saturated or unsaturated, optionally at least mono-substituted aliphatic radical, a saturated or unsaturated, optionally at least mono-substituted, optionally atleast one heteroatom as ring member containing cycioaliphatic radical, which may be bonded via an optionally at least mono-substituted alkylene group and/or may
be condensed wnth an optionally at least mono-substituted mono- or polycyclic ring-system, or an optionally at least mono-substituted aryl- or heteroaryj radical, which may be bonded vfa an optionally at least mono-substituted alkylene group and/or may be condensed with an optionally at least mono-substituted mono- or polycyclic ring-system,

R11a represents hydrogen, an unbranched or branched, saturated or unsaturated, optionally at least mono-substituted aliphatic radical, a saturated «r unsaturated, optionally at least mono-substituted, optionally at least one heteroatom as ring member containing cycloaliphatic radical, which may be bonded via an optionally at least mono-substituted alkyjene group and/or may be condensed with an optionally at least mono-substituted mono- or poJyeycJic ring-system, or an optionally at least mono-substituted aryf- or heteroaryl radical, which may be bonded via an optionally at least mono-substituted alkylene group and/or may be condensed with an optionally at least mono-substituted mono- or polycyclic ring-system,
R12a represents an unbranched or branched, saturated or unsaturated, optionally at least mono-substituted aliphatic radical, a saturated or unsaturated, optionally at least mono-substituted, optionally at least one heteroatom as ring member containing cycloaliphatic radical, which may be bonded via an optionally at feast mono-substituted alkylene group and/or may be condensed with an optionally at least mono-substituted mono- or polycydfc ring-system, or an optionally at least mono-substituted aryj- or heteroaryl radical, which may be bonded via an optionally at feast mono-substituted alkylene group and/or may be condensed with an optionally at least mono-substituted mono- or polycyclic ring-system,
R13a and R14a each are independently selected from the group consisting of hydrogen, an unbranched or branched, saturated or unsaturated, optionally at least mono-substituted aliphatic radical, a saturated or unsaturated, optionally at least mono-substituted, optionally at least one heteroatom as ring member containing cycloaliphatic radical, which may be bonded via an optionally at least mono-substituted alkylene group and/or may be condensed with an


optionally at least mono-substituted mono- or polycyciic ring-system, or an optionally at least mono-substituted aryl- or heteroaryl radical, which may be -ponded via an optionally at least mono-substituted alkylene group and/or may be condensed with an optionally at least mono-substituted mono- orpolycycfic ring-system,
or R13a and R14a together with the bridging nitrogen atom form a saturated, unsaturated or aromatic heterocyclic ring, which may be at least mono-substituted and/or contain at least one further heteroatom as a ring member,
R1sa represents hydrogen, an unbranched or branched, saturated or x
unsaturated, optionally at least mono-substituted aliphatic radical, a saturated or unsaturated, optionally at least mono-substituted, optionally at least one heteroatom as ring member containing cycfoaliphatic radical or an optionally at least mono-substituted aryl- or heteroaryl radical, which may be bonded via an optionally at least mono-substituted alkylene group and/or may be condensed with an optionally at least mono-substituted mono- or potycycfic ring-system.
R16a represents an unbranched or branched, saturated or unsaturated, optionally at least mono-substituted aliphatic radical,
R17a represents an unbranched or branched, saturated or unsaturated, optionally at least mono-substituted aliphatic radical,
R1Ba represents an optionally at least mono-subsituted aryl radical,
optionally in form of one of its stereoisomers, preferably enantiomers or diastereomers, its racemate or in form of a mixture of at least two of its stereoisomers, preferably enantiomers or diastereomers, in any mixing ratio, or a physiologically acceptable salt thereof, or a solvate, respectively,
for use in manufacture of a medicament for the prophylaxis and/or treatment of
fC=Od intake disorders; anxiety; panic; depression; cognitive disorders; preferably memory disorders; senile dementia processes, preferably selected


from the group consisting of Morbus Alzheimer, Morbus Parkinson, Morbus Huntington; psychosis; Infantile hyperkinesia; ADHC (attention Jeficit/hyperacftrvify disorder); disorders of the gastrointestinal tract, preferably intestine syndrom; schizophrenia or for cognitive enhancement
21. The compound as claimed in claim 20, characterized in that R1a, R2a, R3a, R4a
are each independently selected from the group consisting of H, F, CI, Br, an
unbranched or branched, saturated or unsaturated, optionally at least mono-substituted Cve-aliphatic radical, a saturated or unsaturated, optionally at least mono-substituted, optionally at least one heteroatom as ring member y containing Qj*-cyeioafiphatic radical, which may be bonded via an optionally at least mono-substituted Cj.e-alkylene group and/or may be condensed with an optionally at least mono-substituted mono- orpolycyoRc ring-system, an optionally at least mono-substituted, 5- or 6-membered aryl- or heteroaryf radical, which may be bonded via an optionally at least mono-substituted d^-alkylene group and/or may be condensed with an optionally at least mono-substituted mono- or polycyclic ringsystem, a nitro group, a cyano group, -OR1Da, -OC(=O)R11a, -SRl2a, -SOR12a, -SO2Rn2a, -NH-SOzR12a, -SQzNrfeand a -NRl3aR14a moiety, preferably selected from the group consisting of H, F, CI, Br, a saturated, branched or unbranched, optionally at least mono-substituted Ci_3-aliphatic radical, a saturated, optionally at least mono-substituted, optionally at least one heteroatom as ring member containing Cs~ or Cg-cycloaliphatic radical, which may be bonded via an optionally at least mono-substituted C-r or Qralkylene group, a nitro group, a cyano group, -OR10*, -0C(=O)R"*, -SR1Za and -NR13aRlJta moiety, more preferably selected from the group consisting of H, F, CI, -CH3, -CH2CH3, -CF3. -CF2CF3, cyclopentyl, cydohexyl, nitro, cyano and -ORl0a.
22. The compound as claimed in claim 20 or 21, characterized in that R5 represents
hydrogen, an unbranched or branched, saturated or unsaturated, optionally at least mono-substituted Ct-e-aliphatic radical or a saturated or unsaturated, optionally at least mono-substituted, optionally at least one heteroatom as ring member containing C3^-cycIoalrphatic radical, preferably represents H or a
branched or unbranched C-3-alkyl radical, more preferably H, -CH3 or -CH2CH3.


23. The compound as claimed in any one of claims 20 to 22, characterized in that
R6a, R7a, R8a, R9a are each independently selected from the group consisting of
hydrogen, an unbranched or branched, saturated or unsaturated, optionally at least mono-substituted Ci_g-aliphatic radical, a saturated or unsaturated, optionally at least mono-substituted, optionally at least one heteroatom as ring member containing Cs*-cycloaliphatic radical, a cyano group and a -CC=OR15" moiety, preferably selected from the group consisting of H, a branched or unbranched C^a-alkyl radical, a cyano group and a CC=OR1Sa group, more preferably from the group consisting of H, -CH3, -CH2CH3 and a cyano moiety.
24. The compound as claimed in any one of claims 20 to 23, characterized in that
Wa represents an unbranched or branched, saturated or unsaturated, optionally at
least mono-substituted C^ aliphatic radical, a saturated or unsaturated, optionally at least mono-substituted, optionally at least one heteroatom as ring member containing C3-8 cycloafiphatic radical, which may be bonded via an optionally at least mono-substituted C1-4-alkylene group and/or may be condensed with an optionally at least mono-substituted mono- or polycycJic ring-system, an optionally at least mono-substituted, 5- or 5-membered aryl- or heteroaryl radical, which may be bonded via an optionally at least mono-substituted CW alkylene group and/or may be condensed with an optionally at least mono-substituted mono- or polycycJic ring-system, a NR1BaR1TS-moiety or a CORl8a-moiety,
preferably is selected from the group consisting of 1-Naphthyh 5-Dimethylamino-napth-1-yI, 2-Naphthyl-, 2-Acetamido-4-methyl-5-thiazoJyi-, 2-Thienyl 8~Quino[inyl-, Phenyh Perrtafluorophenyh 2,4,5-Trichloro-phenyl 2,5-Dichloro-phenyl-. 2-Nitrophenyl-, 2,4-Dinitro-phenyl-, 3,5-DichJoro-2-hydroxy-phenyl-, 2,4,6-Trisisopropyl-phenyl-, 2-Mesityi-, 3-Nitro-phenyl 4-Bromo-phenyl-, 4-FIuoro-phenyl-, 4-Chlorophenyl-, 4-ChJoro-3-nitro-phenyl-, 4-fodo-phenyl-, N-Acetyf-suffanifyf-, 4-Nrtro-phenyf-, 4-Methoxy-phenyl Benzoioacid-4-yl 4-tert-Butyl-phenyl-, p-Tolyl-, Trifluoromethyl-,


Tricfcianamethyl Isopropyl Methyl-, Benzol-, trans-styiyf-, 2,2,2-Trifluoroethyl Ethyl-, Hexadecyh 2-ChloroethyI-, n-Propyl-, 3-Ch!oro-propyt-, , T-Butyt-, Methyf-benzoate-2-yh 24*tro-ihenyl-, 3,5-Bfe-(Trifluoromett»yf>|jheny(-, Dichloromethyf-, CWoromethyl Dodecyl-, 1-Octyt-, 2,3,4-TrfchIoro-phenyt-, 2,5-Dimethaxy-phenyl o-ToIyl-, p-xylyt-2-yh Benzsic-acfd-3--yh 4-ChJoro-3-(trf|fuorom6thyI}i3henyl 4-ChIo(p-5-nftro- ' benzoic acid-3-yl 6-(p-to!uidino>naprrth-2-yh 4-Methoxy-2,3,6-trimethyfphenyl 3,4-Didh!orophenyt-, 4,5-Dfbronw-thiophene-2-yl 3-Chloro-4-fluoro-phenyl-, 4-Ethytf>henyt-, 4-n-Propyt-phenyl-, 4--2-yl-, Benzoyl chJoride-3-yt-, 2-OiJoro-phanyl-, 1-Octadecyh 4-BromcH2,S^rchtoro^toph«r»-3-yl-, 2,5-D$chloro-thIophene-3-yh S^hloro-thiophene-2-yh 2-Methy}-5-nitra-phenyl 2-ro-B~rnethyl-, 5-Bromo-2-meflioxyi3henyl-, 3,4-D»methoxy-phenyl 2-3-Dfchloro-phenyl 2-Bromo-phenyl-, 3,5-Dlchloro-4^2-^rjkjfo^nitrdphBnaxy>-phenyl-, 2,3^lchlon>thioph©rie-5-.y{-, 3-Bromo-2-chIoro-thioph9ne-5-yl-, 3-Bromo-5-chIoro-tti1ophene-2-yl-, 2HBenzoylamfnomethyt}^|ophene-5-yh, 4-(Phenyl-su!phonyl)-thlophene-2-yl-. 2HPhenyMulphonylhiopherie-5-yh 3-Chtoro-2-me8iy{-phen>4-, 2-fl -M8thyr-5K^1fluoTOmetriy0pyra2oh3-yfJ-thiophene-5-yl 5-PyFid~2-yMhSophena-2-yf-, 2-Chtoro-5-(trifluoromethyl}-phesnyh 2.6-Dichloro-phenyh 3-Bromo-phenyl-, 2-(Trif5uoromalhoxy>-phanyl-, 4-Cyano-phenyh 2-Cyano-phenyh 4-n-Butaxy-phenyl-, 4-AcetamIdo-3-chIcsro-phenyf, 2.5-DJbromo-3.6-dffluoro-phenyl-, 5-Chforo-1,3-dime»iylpyTa2X»le-4-yt», 3,5-Dirnethylisoxazo!e-4-yl-, 2-(2,4-Dichforophenoxy)-phenyl-, 4-(2-Chforo-6-nftro-pheno5cy>phenyl-, 4-(3-Chtoro-2-cyano-ph€MrToxy)-phenyl-, 2,4-Dfchloro-phenyl 2,4-Pimethyl-1,3-thfeizol6-5-yl-, Methyl-methane-sulfonyl, 2,5-Bls-(2,2,2-Trifluoroethoxy)-phenyl 2-Chtoro-4-(liffluoromethy1)-prienyl-, 2-Chloro-4-fluoro-phenyl-, 5-FIuora-2-methyl-phenyt-, 5-Ch!oro-2-metfioxy-phenyl-, 2,4,6-TrfchIoro-phenyl-, 2-Hydroxy-benzofc acid-5-yh 5^Di-n-propylarn{no>. naphth-1-yh e-Methoxy-m-tolyl-, 2„5-Dif!uoro-pheriyl 2,4-Dimeihoxy-prienyh


2,5-Dibromo-phenyl 3,4-Oibromo-phenyl-, 2,2,5J,8-Pentarnethyf-chrarnan-6-
yh 2-Methcjxy-benzofc-acid-5-yl 5-Chloro-4-nitr^thtophene-2-yl 2,1,3-
8wzofhf.adiazDl3-4-yH 1-MethyMmJdazole-4-.yh BenzofurazartA-yl-, 2-
;Me(hoxycart»onyf>-tfw3phefie-3-yf-, 8^tsaKawl-3-yt)-1tiiapttem&yl-, Z.4,5-
Trfffuoro-phenyf-, BiphenyW-yl Vfnyl-pbenyW-yf-, 2-NtC=O-foenzyl-, 5-Dfchloro-
mathyl-furan-2-yh 5HBromo-ihiophene-2-yh 5--
thJophene-2-yl-, 2,6-Dlfluoro-phenyl 2,5-Dlm6*oxy^nSra^henyl
Dibenzo[b.dHuran-2-yh 2,3,4-TrifluorD-phenyl-, 3-Nitro-p-tolyl-, 4-Methoxy-2-
nftro-phenyh 3,4-Dffluoro-phenyh 4^BromoethyI)-phenyh 3,5-DichIoro-4-
hydroxy-phenyl 4-n-Amyl-phenyl-, 5-Chlort>3-methylben2D{b>th!ophene«2-yl-
, 3-Methoxy^meftoxycari3onyl)-thlophefie-2-yI-, 4-n-Butyl-phenyf-, 2-Chloro-
4-cyano-phenyl--, 5-^MethyRhla>^yrfmfdfn-4->4-3-th?ophene-2-yl 3,5-DfnJtro-
4-metfioxy-phenyf-, 4^romo^K*^twromethoxy)-pfienyf-, 4-Chloro-2,f,3-
Benzoxadfazole-7-yf-, 2-(1-Naphtftyf}-ethyf-, 3-Cyano-phenyf-, 5-CWoro-2,1,3-
Benzoxadiazote-4-yl 3-CWoro-4-m«ttTyH>h©nyl-, 4-Bromo-2-ethylphenyl-,
2,443Ichton>-6-methyl-phenyh 6-ChlorD-lmida20{2,1-BHb«az33te-5-yl-, 3-
MethyMsen2so{b}4hiophene-2-yl-. 4-Methylsulphonyhphenyl-, 2-Methyl~
sulphanyl-phenyl 4-Bromo-2-methyl-pheriyl 2,6-Dfcfttaro^trffiuoromethyl}-
phenyh 4HJ3^hton>^W1tuoioni8th^^ 5-Chioro-
naphth-1-yh 5-ChIoro-naphth-2-yl 9/IO-Dibromoanthracene-2-yh Isoqulnoilne-s-yl 4-MethcC=Ofc2.3,6-trime4byl-phenyl-14'-Nltro-biph©nyM-yl-, K4-Phancwy)-phenyl-, (1,3^iltydn>-1^xo-2H-KOJndcrf-2-yf-H-phenyl 4-Acetyf-phenyh 5-

phenyl 4-(3,5-Dfchforo-pfterw^)-phenyh 4^3,4-DfchIoro-pheno*y)-phenyl 4^4~Ruon>phenoxy)-phenyh 4-phenyf-, 3-(2-Meifjy*r phenoxy)-phenyh 4-I2-(Trifluoitimethyl)-phenoxyl-phenyl-, 3-Phenyl-phenyh 3-(4-Methoxy-phenyl)ph9nyh 3^4~Chtoro-phenyf>ph©riyl 3-{3,5-Dichlofo-phenyf}-pfrenyl 3^3,4-Dichforaftoenyl)i3hertyl 3-(4-Fluorephenyl)-phenyt-, 3-(4-MethyIphejiyl)-phenyh 3-{4-(Trifluoromethyl)-pbenyr|i3henyl-, 3-[3,5-Bte-(Trtfluoromathyl)pheny^phonyl 4-phenyl 4-(2-Methyf-phenoxy>-phenyl 4-(4-Methoxy-phenaxy>-phervyl-. 4^4-Oiloropheriyl)-pheriyl 4-{3,5-DfchlorophenyD-phenyh 4-(3,4-DichIorophenyl)-ph9nyl-, 4-(4-Fluorophenyl)-phenyl 4-(4-Metfiylpheny})>phenyf-r 4H£4 {4-Ch!orophenyl)-mBthyl (3,5-Okdtforophenyl)-mettryt-, (3,5-EMchlorophBnyl)-methyl (4-Fluorophenyl)-methyt-, 4-*4ethylphenylmethyl-, [4hBnylethyl-, 544-C^no-1-m^hyt-5-{melhyfltilo)-1H-pyrazofc3-yl-thfophene~2-yl 3-Cyano-2,4-Ws-(2»2,2-Trffluorothoxy>-phenyl-, 4~ [(2-Chloix>l,3-Thfazot-5^)-m©thco(y}-pheny}-r 3-Nttrp-phenylfnethyl-, 4-Formyiphenyl 2^1>Dioxo-1.3^^yciro-isoincio}-2-yf>-ethy}-, J3,5-Bis-(TrtfluoromethyI)-phany5-rr»thyl-, (4-(2-Pyridyloxy)-pheny{)-, (4-{3-Pyrtdyloxy> phenyl}-, 5-todo-naphth-1-yf-, Ethyt-2,5-dim8thyf-T-f>fienyfpyrn3Fe-4-carboxylate-3-yh Ethyl-2-methyl-1,5^iphenyl-l!+pyiToI©-3-carboxylate-4--yi-, Ethy^^-{4-chIoropheny^>2-methyl-3-furoat&-4-yl, Ethyl-5-(4-chlorophenyl)-2-mathyM-pheny^3-cartwxy/afe-4-yl Eihyl-2,5-dim^hyf-3-furoate-4-yf-, 3-CWoro-4-phenoxy>-phenyl-, 3-(3,5-Dichforophenoxy)-pheriyh 3-(3,4-Oichtorx3phencBcy)-phenyt-, 3-(4-Ruorophenoxyj-phenyl-, 3-(4-Methylphenoxy)-phenyl 3-£4-(TriffuoromethyO-pheno^J-pheny^
3-[2-{TrifJuorometfiyl)phenoxy}-pheny^, 2,2-Dfphenylethyf-, 4-Phenyf-5-(trffluoromethylHh>°Phen^^Vi-, Methyl-4-Phenyl-5-(Tnfluoromethyl)-

thfophane-2-cartHa>^at©^-yl Me^^
yl 4-Ruon>naphtM-yl-, 3,5-Dffluorophenyh 3-FJuoro-4-methoxy-phen>*-, 4--> • Chtero-2,5-drf?uarapf»8nyl-, 2^hforo-4,5-drfluoro-phenyl-, S-FTuoro-3-methyIbenzo£b]-thiophene-2-yhM^
Dihydrocinnamfc AcW-4-yl Metnyl-2,5--5-fIuon>-2-rnethylpheriy{-, Pe^tafluoroethcjxytetrafluoroett^-, 5^5-JsoxazyfHhfophene-2-yI-> 5-(5-IsoxazoJ-yfK-ftjryl-, S^^byl-^I.S-benzothiadlazsote-^yt-, BJphenyl-2-yh 2,3-Dihydix>-l,4-benzodfc«ine-8-yl-, 4-M©thyt-Naphth-1-yl 5-Methyl-2-(TrffruormethylJ-3-Furyl 2,3~Dihydrobenzo{p]fura»vS-yh 1-Benzptfifophene-3-yl-, 4-Mxadne-7-yl-, S-MethyM-pftenyMH-pyrazols-4-yh B-Morpholino-3-PyiWinyl-, ^IH-PyraswH-yf^phenyl-, 6-Phenoxy-3-Pyridyl-, 3,4-DIhydro-2H-1,5-benzodlt»»pIn6-7-yl-, 5-(1,3-QxazDi~ 5-yl)-2~thienyh 4-{1,3-Oxazo1-5~yl)-pheriyl 5-Methyl-4-!sc»cazolyl, 2,1,3-BereothiadJazple^S-yl 3-Thtenyl 2-Methyl-benzyl 3-Chlofo-benzyl-, 5-Acetamfclo-naphth-1-yl-, 3-Methyl-8-Quinolinyl-, 4-Chloro-2-nftropberiyh 8-QuInoBnyl-. 1,3-Benzrthiazote-6~yl 2-NADrphoJlpo-3-Pyridy)-, 2,5-Dirneibyl-3-thienyl 5-j^Chloromethyl)-1,2,4-oxadjazof-3-yl3-2-ttiianyl-, BHtyl-^{5-yi-2-thfenyl-J1,2,4-oxadteu!:ofe-5-cart)oxytate-, 3-(5-MethyH,3,4-axad?azol-2-yi}~ phenyl-, 4~!sopropoxyphenyf-r 2,4-Dibromophenyl-, 3-C/ano-4-fluorc^phenyl 2,5-Bls-(Trffluaromattiyl)phenyl, 2-Bromo-4-fiuopjphenyl-, 4-8romo-3-fiuoraphenyl-, 4-(Drffuoromethoxy)-phenyl-, 3-(D"rfluorDmethoxyH>henyl-, 5-Chloitx-2-fluoro-phanyl 3-Chlpro-2-fluonophanyl-, 2-Ftuorch4-methyfphenyf-, 4 Nttro-3-(lrifluorofnethyl)-ph»iyi-, 3-Fluoro-4-metfiy|phenyl, 4-FIuoro-2-methylphenyh 4-Bromo-3-{tifluoromethyI)-phenyl-. 4-Bromo-2-(trtfluoromethylVphenyl 3-Bromo-5-{trif!uoromethyl)-phenyl-, Z-Bromo-4-(i*ifluorometfiyl)pbenyl 2-Bromo-5-(trff!uoromethyl)-pheriyl 2,4-DichJoro-5-fluoropbenyl-, 4,5-DIct>loTO-2-f}iiorophenyl-, 3,4,5-Tf/fluorapbenyl 4-C1-4ora-2-fluorophenyf-, 2-Bromo-4,6-DIUuoropheny}-, 2-Etttylphenyt-, 4-BromoZ-chforophenyh 4-Bromo-2.6-d«cWorophenyf-, Z-Bromo-4,6-dichforo-phenyf-, 4-Bromo-2.6-dimethylphenyl-, 3,5-DlmethyIphenyl 4-Bfomo-3-methytph«nyl 2-Methoxy-4-nitraphenyl 2,2-Dfmethyt~6-Chromanyl Ethyl-3,5-dimethyM B-

pyrrole-2-carboxylate-4~yl-, imidazoP,2-A]pyridine-3-yl 3-{1,3-OxazDl-5-yl)-
phenyh Ethyf-S-[4-yl)-pfienylJ-2-methyt-3-fuit3ate> Methyf-3-(yl}-4-
-•34-{3-propyI-Ureido)-phenyh'3-(-Bromoacetyl)-phenyl2^^ phenyl-, 1-Methyl-5-isafinyl 4~lsopropyl-benzolc-acid-3-yf-, 2-CnJoro-3-thiopnenecarboxylio-acid-5-yh 3-Pyridyh Cyclahexylmethyl 2-Methoxy-5-(N-phtha!imidinyl)-phenyl-, 1-Benzothiophene-2-yl-, Morpholinophenylsurfonyl-, 3-(2-Methyf-4-pyrimidinyf)-phenyf-J and 2-Cyano-5-methyfphenyf-.
25. The compound as claimed in any one of claims 20 to 24, characterized in
R10a represents hydrogen, an unbranched or branched, saturated or unsaturated,
optionally at least mono-substituted Cj^-aliphatic radical, a saturated or unsaturated, optionally at (east mono-substituted, optionally at feast one heteroatom as ring member containing Qj^-cycloaiiphatlc radical, which may be bonded via an optionally at least mono-substituted CWalkylene group and/or may be condensed with an optionally at least mono-substituted mono-or poJycyclic ring-system, or an optionally at least mono-substituted, 5- or 6-membered aryl- or heteroaryl radical, which may be bonded via an optionally at least mono-substituted Ci-^-alkytene group and/or may be condensed with an optionally at least mono-substituted mono- orpolycydic ring-system, preferably H, a linear or branched C-,-4-alkyl radical, a cyclohexyl radical or a phenyl radical, more preferably H, -CH3, -C2H5 or phenyl.
26. The compound as claimed in any one of claims 20 to 25, characterized in
R11a represents hydrogen, an unbranched or branched, saturated or unsaturated,
optionally at least mono-substituted C-i-e-aliphatic radical, a saturated or y-unsaturated, optionally at least mono-substituted, optionally at least one heteroatom as ring member containing C3^-cycloa(iphatfc radical, which may be bonded via an optionally at least mono-substituted d.B-alkylene group and/or may be condensed with an optionally at least mono-substituted mono-or polycyclic ring-system, or an optionally at least mono-substituted, 5- or 6-


membered aryl- or heteroaryl radical, which may be bonded via an optionally at feast mono-substituted Ct-e-alkytene group and/or may be condensed with r^ optionally at least mono-substituted mono- or polycyclic ring-system, preferably H, a linear or branched C^-alkyl radical, a cyclohexyl radical or a phenyl radical, more preferably H, -CHa, -C2H5 or phenyl.
27. The compound as claimed in any one of claims 20 to 26, characterized in that
R12a represents an unbranched or branched, saturated or unsaturated, optionally at
least mono-substituted C^-aliphatic radical, a saturated or unsaturated, optionally at least mono-substituted, optionally at least one heteroatom as ring member containing C^-cycloalFphatic radical, which may be bonded via an optionally at least mono-substituted Ci_6-alkylene group and/or may be condensed with an optionally at least mono-substituted mono- or polycyclic ring-system, or an optionally at least mono-substituted, 5- or 6- membered aryl- or heteroaryf radical, which may be bonded via an optionally at least mono-substituted Ci-e-alkylene group and/or may be condensed with an optionally at least mono-substituted mono- or polycyclic ring-system, preferably represents H, a linear or branched Cr4~alkyl radical, a cyclohexyl radical or a phenyl radical, more preferably H, -CH3, -CzHs or phenyl,
28. The compound as claimed in any one of claims 20 to 27, characterized in that
R13a and R14a are each independently selected from the group consisting of hydrogen
an unbranched or branched, saturated or unsaturated, optionally at least mono-substituted Cj^-aliphatic radical, a saturated or unsaturated, optionally at least mono-substituted, optionally at least one heteroatom as ring member containing C^s-cycloaliphatic radical, which may be bonded via an optionally at least mono-substituted Ci,e-alkylene group and/or may be condensed with an optionally at least mono-substituted mono- or polycyclic ring-system, or-an optionally at least mono-substituted, 5- or 6-membered aryl- or heteroaryl radical, which may be bonded via an optionally at least mono-substituted C1-4-alkylene group and/or may be condensed with an optionally at least mono-substituted mono- or polycyclic ring-system, preferably are each independently selected from the group consisting of H, a linear or branched C1-4-alkyl radical.

cyclohexyi and a phenyl radical, more preferably are each independently selected from the group consisting of H, -CH3. -C2H3 and phenyl.
29. The compound as claimed in any one of claims 20 to 28, characterized in that
R13a and R14a together with the bridging nitrogen atom form a saturated, unsaturated or
aromatic, 5- or 6-membered heterocyclic ring, which may be at (east mono-substituted and/or contain at least one further heteroatom as a ring member, preferably form an unsubstituted piperidin or morpholine group.
30. The compound as claimed in any one of claims 20 to 29, characterized in that
R15a represents hydrogen, an unbranched or branched, saturated or unsaturated,
optionally at least mono-substituted C^alipnaiic radical, a saturated or unsaturated, optionally at least mono-substituted, optionally at least one heteroatom as ring member containing Qj^-cycloalfphatic radical or an optionally at least mono-substituted, 5- or 6- membered aryl- or heteroaryl radical, which may be banded via an optionally at least mono-substituted Oj^-alkylene group and/or may be condensed with an optionally at least mono-substituted mono- or porycyclic ring-system, preferably represents H. a linear or branched C-j-4-alkyl radical, a cyclohexyl radical or a phenyl radical, more preferably represents H, -Oth, ~C^HS or phenyl.
31. The compound as claimed in any one of claims 20 to 30, characterized in That
R16a represents an unbranched or branched, saturated or unsaturated, optionally at
least mono-substituted C|-e aliphatic radical, preferably an unbranched or
branched, saturated, unsubstituted CV3 a'tyl radical, more preferably a methyl
radical. /
32. The compound as claimed in any one of claims 20 to 31, characterized in that
R17a represents an unbranched or branched, saturated or unsaturated, optionally at
least mono-substituted d^ aliphatic radical, preferably an unbranched or
branched, saturated, unsubstituted C^ alkyl radical, more preferably a methyl
radical.

33. The compound as claimed in any one of claims 20 to 32, characterized in that
one or more benzoxazinone-derived sulfonamide compounds of generally formula (la)
a*'1 selected from the group consisting of:
1-{1 -(Naphthyl-1 -sulfonyl}-pFpend?ne-4-yrj-1,4-dihydfo-benzo[d}£1,33o>azin-2-
one, .
1-(1-Ph6nyl$ulfonyl-piperfdine-4-yl}-1,4-dihydro-benz»[d][1,3]-oxaztn-2-one,
1-[1 K5^hlon»-3Hmethvl-benz^,4-
df hydro-benzo|djtjFJI,3JoxazinH2-ane,
8-MeftyI-1-fl-naphthyM-sutfony{)-pfperidJne-4-y^1,4Miihydro~ benzo[d][1,3Joxazin-2-ane,
1-{1-(quinoIine-«^ulfbnyr>piperf^^ one,
8-MethyH-[1 -(qu!noflne-S^uHbnyf)-piperfdfiv4-yfj-1,4-dfhydro-benzo JdJfJ,3]axazin-2-orie,
1HP^5-DimethylaminoHnephthyM
dihydroberi2O[dH1,33oxazIn-2-ori0»
y 1-[1^545imethytaTnino-naphthyl-1-sutftm^^
benzo[d][1 ,3]oxazJn--2-orie,
1-(1-(2,3-DIchtoro-phenyteu}fonyl)-piperjdm&-4-yQ-1,4-dfhydro-benz»[dl[1,3]oxazin-2-ane,
HH2,3-DicMaro-phenyteuffon^ benzo[d]f1,3]oxa23n-2-one, and
corresponding salts thereof, or corresponding solvates thereof.
34. The compound as claimed in any one of claims 20 to 33, for the regulation of appetite.
35. The compound as claimed in any one of claims 20 to 33 for the reduction, increase or maintenance of body weight.

36. The compound as claimed in any one of claims 20 to 33 for the prophylaxis and/or treatment of obesity.
37. The compound as claimed in any one of claims 20 to 33 for the prophylaxis and/or treatment of bulimia.
38. The compound as claimed in any one of claims 20 to 33 for the prophylaxis and/or treatment of anorexia.
39. The compound as claimed in any one of claims 20 to 33 for the prophylaxis and/or treatment of cachexia.
40. The compound as claimed in any one of claims 20 to 33 for the prophylaxis and/or treatment of type II diabetes.
41. Benzoxazinone-derived sulfonamide compounds of general formula (lb).

(Formula Removed)
wherein R1b, R26, R3", R46 are each independently selected from the group consisting of hydrogen, halogen, an unbranched or branched, saturated or unsaturated, optionally at least mono-substituted aliphatic radical, a saturated or unsaturated, optionally at least mono-substituted, optionally at least ons / heteroatom as ring member containing cycfoaliphatic radical, which may be bonded via an optionally at least mono-substituted ajkylene group and/or may be condensed with an optionally at least mono-substituted mono- or polycyclic ring-system, an optionally at least mono-substftuted aryl- or heteroaryi radical, v SOzNH2 and a -NR13bR,4b moiety.
Wb represents an unbranched or branched, saturated or unsaturated, aliphatic
radical, which may be substituted by one or more substituents selected from
the group consisting of hydroxy, halogen, branched or unbranched C^-alkoxy,
branched or unbranched C^-perfluoroalkoxy, branched or unbranched C-H,-
perfluoroalkyl, amino, carboxy, arnido, cyano, nitro, -SO2NH2, -CO-C^-alkyl, -
SO-C1-4-alkyl. -SOz-d-q-alkyl, -NH-SOz-C^-alkyl, wherein the C^-alkyl may
in each case be branched or unbranched, an unsubstituted or at least mono-
substiiuted phenyl or naphthyl radical and an unsubstituted or at least mono-
substituted furanyh thienyl pyrrolyh imidazoryl-, pyrazolyl-, pyridinyl-,
pyrimidinyl-, quinolinyl- and jsofluinolinyl radical, '
whereby said substituents may be at least mono-substituted with F, CI, methyl and methoxy,
a saturated or unsaturated, optionally at least one heteroatom as ring member containing cycloaliphatic radical,
whereby said cycloaliphatic radical may be substituted by one or more substituents selected from the group selected from the group consisting of hydroxy, nitro, carboxy, cyano, keto, halogen, C>2o-alkyl, partially fluorinated C1-4 alkyl, partially chlorinated C1-4 alkyl, partially brominated Ct-* alkyl. Cs-alkoxy, partially fluorinated C^ slkoxy, partially chlorinated d-4 alkoxy, partially brominated d-4 alkoxy, CWalkenyl, SOz-d^-alkyl, -(C^J-C1-5-alkyl, .(C=O-O-CLs-alkyl. -(C=O)C|, -S-C^-alkyl-, -(C=O)-H, -NH-(C=O)NH-d^-


independently selected from the group cansfetfng of H, C^-alkyl and phenyl, NHKC=O)-C,.5-alkyl, -^^-aflcylenKCsO^d^-allcyl, (1,3-Dihydro-1-oxD-2H-'^oindol-2-yl), N-PhthaHmldinyh (1,3-Dioxo-2-aza^)ln3[4,4J-non-2-v|, substituted or unsubstituted phenyl, -SO2phenyl, phenoxy, pyridinyl, pyridlnyloxy, pyrazolyl, pyrimldfnyl, pynnoBdinyl -SOjrPyrrolidinyl, morpholinyl, SOz-morpholinyl-, thiadiazolyl, oxadtazolyt, oxazolyi, thiazolyl, isoxazoryl, O-CrVthiazolyi, \NH-phenyl, and -^rAIKyl9n-NH-{C==O)-pheny}, whereby said substltuents maybe substituted by one or more substituenta selected from the group consisting of halogen, nftro, cyano, hydroxy, -{C=O}-C1-4-alkyl, Ct-A-alkyl, at least partially fluorinatod Ct~ralkyt, at least partially chlorinated Ct-a-atkyl, at least partially bromlnated CWa&yU -S-C^-alkyl, -C(=O)-O-Ci«ralkyl. -(C=O)-CHz-F, -(C=O)-CHz-CI and -(C=O)-CH2-Br. and whereby said cydoaliphatic radical may be bonded via an optionally at least mono-substituted alkylena group and/or may be condensed with an optionally at least mono-eubstltuted aromatic mono- or polycycfic rtng-system.
an optionally at least mono-substituted aryt- or heteroaryf radical, which may be bonded Vm an optionally at least mono-substituted alkylene group and/or may be condensed with an optionally at least mono-substituted mono- or polycyclic ring-system, a NR1BbR17b-moiety or a COR18b-rnoiety.
R*®8 represents hydrogen, an unbranched or branched, saturated or unsaturated, optionally at least mono-substituted aliphatic radical, a saturated or unsaturated, optionally at least mono-substituted, optionally at least one heteroatom as ring member containing cydoaliphatic radical, which may be bonded via an optionally at least mono-substituted atkylene group and/or may be condensed wtth an optionaBy at least mono-substituted mono- or polycyclic ring-system, or an optionally at least mono-substituted aryl- or heteroaryi radical, which may be bonded via an optionally at least mono-substituted alkylene group and/or may be condensed with an optionally at least mono-substituted mono- or polycyclic ring-system,


Rm represents hydrogen, an unbranched or branched, saturated or unsaturated, optionally at least mono-substituted aliphatic radical, a saturated ~" »• unsaturated, optionally at least mono-substituted, optionally at least one heteroatom as ring member containing cyctoaiiphatic radical, which may be bonded via an optionally at least mono-substituted alkytene group and/or may be condensed with an optionally at least monc^subHsdWuted mono- or polycydfc ring-system, or an optionally at least mono-substituted aryl- or heteroaryl radical, which may be bonded via an optionally at least mono-substituted alkylene group and/or may be condensed with an optionally at least mono-substftuted mono- or polycyciic ring-system,
R12b represents an unbranched or branched, saturated or unsaturated, optionally at least mono-substituted aliphatic radical, a saturated or unsaturated, optionally at teast mono-substituted, optionally at feast one heteroatom as ring member containing cycfoaliphatic radical, wftfch may be bonded via an optionally at least mono-substituted alkylene group and/or may be condensed wfth an optionally at least mono-substituted mono- or polycycltc ringrsystern, or an optionally at least mono-substituted aryl- or heteroaryl radical which may be bonded via an optionally at least mono/-substituted alkylene group and/or may be condensed with an optionally at least mono-substituted mono- or polycycfic ring-system,
R'36 and R14b each are independently selected from the group consisting of hydrogen, an unbranched or branched, saturated or unsaturated, optionally at least mono-substituted aliphatic radical, a saturated or unsaturated, optionally at least mono-substituted, optionally at teast one heteroatom as ring member containing cycloaliphatJc radical, which may be bonded via an optionally at least mono-substituted alkylene group and/or may be condensed with an optionally at least mono-substftuted mono- or polycycltc ring-system, or an optionally at least mono-substituted aryi- or heteroaryi radical, which may be bonded via an optionally at least mono-substituted alkylene group and/or may be condensed with an optionally at least mono-substituted mono- or porycyciic ring-system,


or R13b and R1* together with the bridging nitrogen atom form a saturated, unsaturated or aromatic heterocyclic ring, which may be at least mono---"yjbstituted and/or contain at least one further heteroatom as a ring member,
R1Sb represents hydrogen, an unbranched or branched, saturated or unsaturated, optionally at least mono-substituted aliphatic radical, a saturated or unsaturated, optionally at least mono-substituted, optionally at least one heteroatom as ring member containing cycloallphatfc radical or an optionally at least mono-substituted aryl- or heteroaryl radical, which may be bonded via an optionally at least mono-substituted alkylene group and/or may be condensed with an optionally at least mono-substituted mono- or polycyclic ring-system,
R16b represents an unbranched or branched, saturated or unsaturated, optionally at least mono-substituted aliphatic radical,
R17b represents an unbranched or branched, saturated or unsaturated,
optionally at least mono-substituted aliphatic radical.
R1Btl represents an optionally at least mono-subsituted aryl radical,
optionally in form of one of its stereoisomers, preferably enantiomers or dia5tereomers. rts racemate or in form of a mixture of at least two of its stereoisomers, preferably enantiomers or diastereomers, in any mixing ratio, or a physiologically acceptable saH thereof, or a solvate, respectively.
42. Compounds as claimed in claim 41, characterized in that R1b, R2b, R3b, R each independently selected from the group consisting of H, F, CI, Br, an unbranched or branched, saturated or unsaturated, optionally at least mono-substituted C-i-e-aliphatic radical, a saturated or unsaturated, optionally at least mono-substituted, optionally at least one heteroatom as ring member containing Qj^-cycloaffphafic radical, which may be bonded via an optionally at feast mono-substituted CWafkyfene group and/or may be condensed with an optionally at feast mono-substituted mono- or polycyclic ring-system, an optionally at feast mono-substituted, 5- or 5-membered aryl- or heteroaryl


radical, which may be bonded via an optionally at least mono-substituted Cj-s-alkylene group and/or may be condensed with an optionally at least mono-~1ibstituted mono- or polycyciic ringsystem, a nrtio group, a cyano group, -OR10*, -OC(=O)R11b, -SR1Zb, -SOR12b, -SO2R1a\ -NH-SO2R12b, -SO2NH2 and a -NR13bRMa moiety, preferably selected from the group consisting of H, F, CI, Br, a saturated, branched or unbranched. optionally at least mono-substituted Cvyalrphatic radical, a saturated, optionally at least mono-substituted, optionally at least one heteroatom as ring member containing C5- or Cg-cycloaHphatic radical, which may be bonded via an optionally at least mono-substituted Ci- or C2-alkylene group, a nrtro group, a cyano group, -OR1to, -OC(=O)R11b, -SR12a and -NR1*R14b moiety, more preferably selected from the group consisting of H, F, CI, Br, -CH3, -CH2CH3. -CF3. -CF2CF3, cyclopentyl, cyclohexyl, nftro, cyano and -OR10*.
43. Compounds as claimed in claim 41 or 42, characterized in that R5b represents
hydrogen, an unbranched or branched, saturated or unsaturated, optionally at least mono-substituted C!^-alfphatic radical or a saturated or unsaturated, optionally at least mono-substituted, optionally at least one heteroatom as ring member containing Cg-a-cycloaliphatic radical, preferably represents Hora branched or unbranched Ci.3-a!kyl radical, more preferably H, -CH3 or -CHgChfe, most preferably a hydrogen atom.
44. Compounds as claimed in any one of claims 41 to 43, characterized in that R6b,
R7b RBb^ ^9b are eacn independently selected from the group consisting of hydrogen, an unbranched or branched, saturated or unsaturated, optionally at least mono-substituted Ci-6-aIipbatic radical, a saturated or unsaturated, optionally at least mono-substituted, optionally at least one heteroatom as ring member containing Qwrcycloafiphatic radical, a cyano group and a -CC=OR15b moiety, preferably selected from the group consisting of H, a branched or unbranched Ci-3-alkyl radical, a cyano group and a CC=OR1Sb group, more preferably from the group consisting of H, -CH?, -CH2CH3 and a cyano moiety, most preferably each of Ra, R76, R811 and R* represent a hydrogen atom.
45. Compounds as claimed in any one of claims 41 to 44, characterized in that Wb


represents an unbranched or branched, saturated or unsaturated, C1.20
aliphatic radical, which may be substituted by one or more substituents
selected from the group consisting of hydroxy, halogen, branched or
unbranched Ct^-alkoxy, branched or unbranched Cj^-perfluoroalkoxy,
branched or unbranched C^perfluoroalkyl, amino, carboxy, amido, cyano,
nitre. -SO2NH2, -CO-C^-alkyl, -SO-Ct-*-alky|, -SOr-Ci-ralkyl. -NH-SQrC^-
alkyl, wherein the d-4-aJM may In each case be branched or unbranched, an
unsubstttuted or at least mono-substituted phenyl or naphtftyf radical and an
unsubstttuted or at least mono-substituted furanyl-, thienyf-, pyrroiyl-,
imidazoryh pyrazoryh pyrfdlnyl-, pyrimidinyh quinolinyt- and isoqutnofinyf
radical, whereby said substituents may be at least mono-substituted with F, CI,
methyl and methoxy; a saturated or unsaturated, optionally at least one
heteroatom as ring member containing C»* cycloaJlphatlc radical, s
whereby said C3* cyclosliphatic radical may be substituted by one or more substituents selected from the group selected from the group consisting of hydroxy, nltro, carboxy, cyano, keto, halogen, C-Hzo-alkyl, partially fluorinated d-4 alkyl, partially chlorinated Gj-4 alkyl, partially brornfnated C1-4 afkyl. C1-5-alkoxy, partially fluorinated C1-4 alkoxy, partially chlorinated C^ alkoxy, partially brominated d^ alkoxy, Qwralkenyl, SO2d-4-alkyl, -(C^O^d.s-aftyl, ^C=OKJ-C^-alkyl. -(C=O)-CI, -S-C,.*-alkyl -(C=O)H, -NH-(C-0)-NH-Ci*-alkyl, -(0*0>C-rperftuoroalkyl, -NF^R3, wherein R* and RB are independently selected from the group consisting of H, d-4-alkyl and phenyl, NH-(C=O)-C1^-alkyl) -C1-4-alkyteri-CCsO^d^-alkyl, (1,3-Dihydro-1-oxo-2H-isolndol~2-y0, N-PhthaEmHinyh (1,3-Dioxo-2-azasp0o(4/4]-non-2-yl, substituted or unsubstttuted phenyl, -SC>2-phenyl, phenoxy, pyridioyl, pyrldinyfoxy, pyrazolyl, pyrimidinyl, pyrrolldinyl-, -SOz-pynolldinyt, morphollnyf, SO2-morpholfnyl thiadfetzolyl, oxadiazoryl, oxazolyl, thlazolyl, isoxazojyl, O-CHa-thfezoJyl, -NH-phenyl, and -C1^AIkyfen-NH-{C=O).phenyf, whereby said substituents may be substituted by one or more substituente selected from the group consisting of halogen, nitro, cyano, hydroxy, HPO}* C-1-4-alkyl, Gj-4-sikyf,a* te35* partially fluorinated d-r-alkyl. a*Ieast partially chforinated d-r^M. at least partially brominated C^-alkyl, -S~d-»-alkyl) -C(=O)-O.C,^a|kyl, -(C=O)-CH2-F. -(r>0)-CHrCI and -(C=OJ-CHr8r,


and whereby said C-wjcycJoallphatfc radical may be bonded via an optionally at least mono-substituted d-e-aJkytene group and/or may be condensed with ' ^n optionally at feast mono-substituted aromatic mono- or polycyclic ring-system,
an optionally at least mono-substituted, 5- or S-mernbered ajyf- or heteroary} radical, which may be bonded via an optionaHy at teast mono-substituted Cj.*-alkylene group ami/or may be condensed with an optionally at least mono-substituted mono- or porycycflc ring-system, a NRtebR17b-moiety or a CORtfb-molety,
preferably Wb represents
a linear or branched Ct-ao-alkyl radical, preferably an alkyl radical selected from the group consisting of methyl, ethyl, n-propyl, Iso-propyl, tvbutyl, iso-butyl, ssc-butyl, tart-butyl and 1,1-dirnethyl-propyl; a linear or branched C^zo-alkenyl radical; preferably a vinyl radical; -CF3; -CHF2; -CH2F; -CCfe; -CHCfe; -CHzCf; -CHrCF3; -CHz-CHz-Cl; -CHz-CHz-CHz-CI; -CH^(=O)2-CH3; a cyctopropyl radical; a cydobutyl radical; a cycJopentyf radical; a cyctohaxyf radical; -CH2-cyclopropyl; -CHz-cydobutyl; -CHjrcyeJapentyf: -CFfercyclohexyi; -N(CH3k; -HtPzHeh; -N(n-CH2-CHrCH3fe; phenyl; benzyl; naphthyl; -CH*CH-phenyl; -(CF2)-(CF2)-0-phenyl; -

2-oxo-2,3-dlhydnj-benzC=Oxazolyt; 3,4-dihydro-2H-benzo[1,43oxaz3nyl; or 2,1,3-benzoxadiazoiyi;
whereby each of these afore mentioned cyclic moieties may optionally be substituted with l„ 2,3,4 or 5 substrtuents independently selected from the group consisting of methyl; ethyl; n-propyl; iso-propyl; n-butyl; iso-butyl; sec-butyl; tert-butyt; 1,1-dirnethyl-propyl; n-pentyl; vinyl; cydopropyi; cyclobutyl; cyclopentyl; cyclohexy}; morphiolino; methoxy; ethoxy, n-piopoxy; iso-propoxy; n-propoxy; F; Cl; Br, I; -CN; -OH; ~CF3; -CF2H; -Cl-feF; -CCb: -CCIHa; -CHCfo -CHrF; -CHrCK-CrVBr; -(C=O) CH2-B17 -OCFa; -O-CH2-CF3; -0-CHF2; -NO* -NHZ; -^(CHsfe; -NfCaHsfci -NCrM^Hz-CHz-CHafe -WCn-CH^HrCHrCHak'-NH-iC=OJ-CHa,* -NH-phenyl; ~(C=O)-CF3; -(00}-OH; =O (oxo); -{f>0)-H; -S^Ofe-CHa; -S(=O]brlsopropyl; -S{*=O)rphenyl; -S(=Ofe-pyrraffa inyf; -S(=sO>s-morpholino; ^CH2y{ZHz}iOyO-CHi; -NH^CsO^NH-CHa-CHz-CHs; -(C=OJ-CH* -{C=O)-O-CHa; -(Osoyo-Citts; -{CH2>-NH-{C=O)phenyl; -CHrC{H}(phenylXphenyl),- -O-CHrthiazolyl; 1,3-dioxo-2-az2spiro[4.4Jnon-2-yl; phenyl; phenoxy; isoxazoryl; 1,3-oxazoIy|; 1,2,4-oxadiazolyl; 1,3,4~oxadiazoiyi; pyridinyl; pyridinyloxy; pyrazolyt; pyrimidinyf and phthafirnidinyf; and
whereby each of the cyclic moieties of these afore mentioned substttuerrts may optionally be substituted wfth 1,2,3,4 or 5 , substftuents independently selected from the group consisting of methyl; ethyl; n-propyl; iso-propyl; F; CI; Br;!; CN; -CHrF; -CH2-CI; -CHz-Bn ~CF3 and -S-CH3,
more preferably Wh represents
an alkyl radical selected from the group consisting of methyl; ethyl; n-prbpyl; iso-propyl; n-butyi; secbutyt iso-butyl and tert-butyl; vinyl (CrV=CH-); -N(CH3fe 1-naphihyl; benzyl; 2-naphtyl; phenyl; 2-methyl-phenyf; 3-methyl-phenyl; 4-methyI-phenyl; 2-ethyj-phenyl; 3-ethyl-phenyfc 4-ethyt-phenyl; 2-n-propyl-phenyl: 3-n-propyl-phenyf; 4-n-propyl-phenyl; 24sopropy|-phenyl; 3-


isopropyl-phanyf; 4-lsopropyl-phenyt,* 2-n-btrtyl-phenyt; 3-tv*utyi-phenyf; 4-n-butyt-phenyl; 2-fso-buiyt-phenyf; 3-iso-hutyf-phenyf; 4-fSO-butyf-phenyt; 2-tert-J $utyl-phenyl; 3-tsrt-butyl-phenyl; 4-tert4sutyl-phenyt; Ll-dimethytpropyl-phenyl; 2-cyctopen^-phenyl; 3-cryctopenfyt-pftenyl; 4-cydopentyl-phefryf 2-cyclohexyl-phenyl; 3-€yclohexyl-.phenyl; 4-cydohexyl-ph«Tyi; 2-methoxy-phenyl; 3-methoxy-phenyf; 4-methoxyphenyt; 2-ethoxy^jhenyfc 3-ethaxy» phenyl; 4-0thoxy-phenyl; 2-n-propoxy-phenyfc 3-n-propoxy-phenyl; 4-n* propoxy-phonyl; 24so-propoxy-phenyl; 3-feo-propox/-phenyfc 4-Jsopropoxy-phenyl^-fluoro-phenyl; 3-fluoro-ptienyl; 4-fluoro-phenyl; 2>-chloro-phenyfc 3-chforo-phenyf; 4-chtaro-phenyl; 2-btomo-phmyl; 3-bromo-phenyl; 4-bronw>-phanyl; 2-tilfliioromethyl-pheriyl; 3-tffluoromethyl-phenyl; 44rifluorometftyt-phenyf; 2-trifIuorornethoxy-phenyf,* S-triftuorometfroxy-phenyl; Ar trffkioromeftboxy-phenyl; 2-carboxy-phenyl; 3-carboxy-pheny); 4-carboxy-phenyl; 2-acetyt-pJienyl; 3nacefyf~phanyl; 4-^acetyf-phenyl; Z-{O=O}-O-€Ht-phenyt; 3-(C=O)-0-CH:rphenyl; 4^C=O)O-CHrphenyl; 2-(CHzMCH2KC=O)-O-Chhl 3-CCHzHCHzHC=O)-OCH3>- 4-phenyf; 4-(4-bromophenoxy)-phenyl; 2-methyfeulfonyl~phenyl; 3-metfiyjlsulfonyf-phenyfe 4-methylsuKbnyl-phenyl; 2-phenyf-phenyl (blphenyl-2-yl); 3-pbenyl-phenyl (bJphenyl-3-y)fc 4-pbenyl-phenyl (brphenyl-4-yf); 2-phenoxy-phenyl; 3-phenoxy-phenyf: 4-pherioxy-phenyt; 2,4-dlmethyl-phenyl; 3,4Hdime!hyl-pftenyl,- 2,4,6-trimetbyf-phenyl; 2,3,5,6-t0trame4hyH3henyl; pentamethyl-phenyl; 2,5-dlmethaxy-phenyl; 3,4-dlmethoxy-phenyl; 2,3-dichforo-phenyfc 2,4Hdichlofo-phenyl; 2,5-dicNoro-phenyl; 3,4-dlchJoro-ph©nyl,-3,5-d$chloro-phenyl; 2,6-dfchloro-phenyf; 2,4-dffluoro-phwiyl; 3,4-drfluoro-phenyl; 2,5-difluoro-pheny}; 2,6-difluoro-pheny>; 3~chIaro-2-fiuoro^3henyl; 3-GhIora-4-fluoro~phenyl; 5-chloro-Z-ffuoro-phenyf; 2,3,4-trichlaru-phenyl; 2,4,5-trfchloro-phenyt; 2,4,6-trfchlora-phenyl; 2A^Jffiuoro-phertyl; 2,3r44rifiuoro~ phenyls 2-chtoro-4,5-difIuoro-phenyl; 2-bfomo-4-fFuoro-phenyl; 2-broma-4,6-diffuoro-phenyl; 4-chIarx>-2,6-dffluoro~phenyl; 5-chloro-2,4-difiuora-phenyl; 4-bromo-2,5-dtf?uoro-pheny{; 5-bromo-2,4-dfnuoro-phenyl; pentafluoro-phenyf; 2,4-dinitrophenyl; 4-chloro-3-nttro-phenyl; 2-metbyl-5-nltro-phenyl; 5-bromo-2-methoxy-phenyf; 3«chioro-2-meth}4-phenyf; 4~bromo-3-rn9thyf-phenyl; 4-chloro-2,S-dimeihyl-phenyl; 4-fluoro-3-methyl-phenyl; 5-fIuora-2-methyt-


phenyl; 2-nitro-4-trifluoromethyl-phenyl; Z-methoxy-4-methyl-phenyl: 3,5-dlcftIoro-2-hydroxy-phenyl; 3,5-dichloro-4-hydroxy-phenyl; 5-chJop>.2,4-* Ifluoro-phenyf; 3~chloro«4-(NHKC=O)-CH3-phenyl; 2-chforo-6-methyr-phenyl; 2-chtoro-5-tnfluoroniethyl-phenyl; 2-chlom-5-trifiuoromethoxy-phenyl; 4-bromo-2-trifluoromethoxy-phenyl; 4-bromo-2-trifluoromethyl-phenyl; 4-bromo-3-trifluoromethyf-phenyl; 3-cart)0xy-4-t?uoro-phenyl; 3-carboxy-4~chloro-6-fluoro-phenyl; 4~methoxy-2A6-trimethyl-phenyl^; or one of the following groups:



(Formula Removed)


whereby in each case X denotes the position by which the respective substituent Wb is bonded to the -SO2 group of formula (Jb).

46. Compounds as claimed in any one of claims 41 to 45, characterized in that R

10b


represents hydrogen, an unbranched or branched, saturated or unsaturated, optionaHy at least mono-substituted d^aliphatic radical, a saturated or -^saturated, optionally at least mono-substituted, optionaliy at least one heteroatom as ring member containing C3^cycloaliphatic radical, which may be bonded via an optionally at least mono-substituted Ci-e-alkytene group and/or maybe condensed with an optionally at least mono-substituted mono-or pclycyclic ring-system, or an optionally at least mono-substituted, 5- or 6-membered aryl- or heteroaryf radical, which may be bonded via an optionally at least mono-substituted Gj,5-alkylene group and/or may be condensed with an optionally at least mono-substituted mono- or polyoyclic ring-system, preferably H, a linear or branched C^a-alkyl radical, a cycfohexyi radical or a phenyl radical, more preferably H, -CH3, -C2Ha or phenyl.
47. Compounds as claimed in any one of claims 41 to 46, characterized in that R11b
represents hydrogen, an unbranched or branched, saturated or unsaturated,
optionaliy at least mono-substituted Ci-e-aliphatrc radical, a saturated or
unsaturated, optionally at least mono-substituted, optionally at feast one*
heteroatom as ring member containing Cas-cyeloaliphatic radical, which may
be bonded via an optionally at least mono-substituted C^^-alkylene group and/or may be condensed with an optionally at least mono-substituted mono-or pofycyclic ring-system, or an optionally at least mono-substituted, 5- or 6-membered aryl- or heteroaryl radical, which may be bonded via an optionally at least mono-substituted C^alkytene group and/or may be condensed with an optionaliy at least mono-substituted mono- or polycyclic ring-system, preferably H, a linear or branched C1-4-alkyl radical, a cyclohexyl radical or a phenyl radical, more preferably H, -CH3, -C2H5 or phenyl.
48. Compounds as claimed in any one of claims 41 to 47, characterized in that R12b
represents an unbranched or branched, saturated or unsaturated, optionally at least mono-substituted CVe-aJiphatic radical, a saturated or unsaturated, optionally at least mono-substituted, optionally at least one heteroatom as ring member containing CVs-cydoaliphatic radical, which may be banded via an optionally at least mono-substituted C1-4-alkylene group and/or may be


condensed with an optionally at least mono-substituted mono- or polycycllc ring-systern, or an optionally at least mono-substituted, 5- or 6- membered ^1- or heteroaryl radical, which may be bonded via an optionally at least mono-substituted C1-4-alkylene group and/or may be condensed with an optionally at least mono-substituted mono- or pofycyclic ring-system, preferably represents H, a linear or branched C1-4-alkyl radical, a cyclohexyl radical or a phenyl radical, more preferably H, -CH3, -C2H5 or phenyl.
49. Compounds as claimed in any one of claims 41 to 48, characterized in that R1:
and R14b are each independently selected from the group consisting of hydrogen, an unbranched or branched, saturated or unsaturated, optionally at least mono-substituted C^^-aliphatic radical, a saturated or unsaturated, optionally at least mono-substituted, optionally at least one heteroatom as ring member containing C3-a-cycfoaliphatic radical, which may be bonded via an optionally at least mono-substituted Cj^-alkylene group and/or may be condensed with an optionally at least mono-substituted mono- or polycydic ring-system, or an optionally at least mono-substituted, 5- or 6-mernbered aryl-or heteroaryl radical, which may be bonded via an optionally at least mono-substituted C1-5-alkylene group and/or may be condensed with an optionally at least mono-substituted mono- or polycyclic ring-system, preferably are each independently selected from the group consisting of H, a linear or branched C1-4-alkyl radical, cyclohexyl and a phenyl radical, more preferably are each independently selected from the group consisting of H, -CH3, -CgHs and phenyl.
50. Compounds as claimed in any one of claims 41 to 49, characterized in that R1
and R14b together with the bridging nitrogen atom form a saturated, unsaturated or aromatic, 5- or 6-membered heterocyclic ring, which may be'at least mono-substituted and/or contain at least one further heteroatom as a ring member, preferably form an unsubstituted piperidin or morpholine group.
51. Compounds as claimed in any one of claims 41 to 50, characterized in that15b


represents hydrogen, an unbranched or branched, saturated or unsaturated, optionally at least mono-substituted C1-5-aHphalic radical, a saturated or -^saturated, optionally at least mono-substituted, optionally at least one heteroatorn as ring member containing CWcycloaliphatic radical or an optionally at least mono-substftuted, 5- or 6- membered aryl- or heteroaryl radical, which may be bonded via an optionally at least mono-substituted Ci-e-alkylene group and/or may be condensed with an optionally at least mono-substituted mono- or polycyclic ring-system, preferably represents H, a linear or branched C-»-4-alkyl radical, a cyclohexyl radical or a phenyl radical, more preferably represents H, -CH3, -CzHs or phenyl.
52. Compounds as claimed in any one of claims 41 to 51, characterized in that R1
represents an unbranched or branched, saturated or unsaturated, optionally at least mono-substituted C1-4 aliphatic radical, preferably an unbranched or branched, saturated, unsubstftuted C1.3 alkyl radical, more preferably a methyl radical.
53. Compounds as claimed in any one of claims 41 to 52, characterized in that R1 represents an unbranched or branched, saturated or unsaturated, optionally at least mono-substituted C1-6 aliphatic radical, preferably an unbranched or branched, saturated, unsubstftuted C1.3 alM radical, more preferably a methyl radical.
54. Compounds as claimed in any one of claims 41 to 53, characterized in that R1
represents a phenyl radical, which is optionally at least mono-substituted by a Cf& aliphatic radical, more preferably a phenyl radical, which is optionally at /east mono-substituted by a methyl group.
55. Compounds as claimed in any one of claims 41 to 54, characterized in that
R,b, R2b, R3b, R4* are each independently selected from the group consisting of a hydrogen atom; a fluorine atom; a chlorine atom; a bromine atom; a methyl group and a methoxy group;


R5b represents a hydrogen atom;


-if, R7b, R8", R9" each represent a hydrogen atom;
Wb represents
an alkyl radical selected from the group consisting of methyl; ethyl; n-propyl; iso-propyl; n-butyl; seabutyt; iso-butyf and tert-butyl; vinyl (CH2=CH-); - ' N(CH3fe; 1-naphthyl; benzyl; 2-naphtyl; phenyl; 2-methyf-phenyf; 3-methyl-phenyl; 4-methyI-phenyl; 2-ethyl-phenyl; 3-ethyl-phenyl; 4-ethyf-phenyl; 2-n-propyl-phenyl; 3-n-propyl-phenyl; 4-n-propyf-phenyl; 2-isopropyi-pheny): 3-isopropyl-phenyl; 4-isopropyl-phenyl; 2-n-butyl-phenyl; 3-n-butyl-phenyl; 4~n-butyl-phenyl; 2-iso-butyl-phenyl; 3-iso-buryI-phenyl; 4-iso-butyUphenyl; 2-tert-butyl-phenyl; 3-tert-butyt-phenyl; 4*-tert-butyl-pheny1; 1,1-dimethylpropyl-phenyl; 2-cyclopentylphenyl; 3-cydopentyI-phenyt; 4-cydopentyl-phenyl 2-cydohexyf-phenyf; 3-cycfohexyf-phenyl; 4-cyclohexyl-phenyfc 2-methoxy^-phenyt; 3-methoxy-phenyl: 4-methoxy-pherryl; 2-ethoxy-phenyl; 3-etfioxy-phenyl; 4-ethoxy^phenyl; 2-n-propoxy-phenyl; 3-n-prapoxy-phenyl; 4-n-propoxy-phenyl; 2-iso-propoay-phenyl; 3-Jso-propoxy-phenyl; 4~}sopnjpoxy-phenyl;2-fluoro-phenyl; 3-fluoro-phenyl; 4-f5uoro-phenyl; 2-chloro-phenyl; 3-chloro-phenyl; 4-chJoro-phenyl; 2-bromo-phenyl; 3-bromo-phenyl; 4-bromo-phenyl; 2-irifluoromethyl-phenyl; 3-trifluoromethyl-phenyl; 4-trifluoromethyl-phenyl; 2-4rifluoromethoxy-phenyl; 3-trifluoromethoxy-phenyl; 4-trffluoromethoxy-phenyl; 2-carboxy-phenyl; 3-carboxy-phenyl; 4-carboxy-phenyl; 2-acetyI-phenyl; 3-acetyl-phenyl; 4-acetyf-phenyl; 2-(C=O3-0-CH3-phenyl; 3-{C=QyO~CH3-phenyl: 4-(C=O)-0-CH3-phenyf; 2-(CH2KCH2KC=O)-0-CH3: 3-(CH2HCHzHC=O)-0-CH3; 4-(CH2)-(CHz)-(C-0)-0-CH3; 2-cyano-

phenyl; 3-cyano-phenyl; 4-cyano-phenyl; 2-nltro-phenyl; 3-nftro-phenyl; 4-nifro-phenyl; 4-(4~bramophenoxy)-phenyf; 2-rnethylsuHbnyl-phenyl; 3-njethylsulfonyl-phenyl; 4-methylsulfbnyl-phenyl; 2-phenyl-phenyf (biphenyl-2->,); 3-phenyl-phenyl (blphenyt-3-yI); 4-phenyl-phenyl (biphenyl-4-yl); 2-phenoxy-phenyf; 3-phenoxy-phenyl; 4-phenoxy-phenyf; 2,4-dImetnyf-pftenyl; 3,4-dimethyl-phenyl; 2,4,6-trimethyl-phenyl; 2,3,5,6-tetra.methyl-phenyt; pentarnethyl-phenyl; 2,5-dimethoxy-phenyl; 3,4-dlmethoxy-pbenyl; 2,3-dichloro-phenyl; 2,4-dlchloro-phenyl; 2,5-dichlaro-phenyl; 3,4-dichtoro-pnenyl; 3,5-dichloro-phenyl; 2,6-dichloro-pherryl; 2,4-difluoro-phenyl; 3,4-difluoro-phenyl; 2,5-difluoro-phenyl; 2,6-difluoro-phenyl; 3-chtoro-2-fluoro-phenyl; 3-chtoro-^-fluoro-phenyl; 5-chtoro-2-fluoro-pnenyl; 2,3,4-trichloro-phenyl; 2,4.5-trichloro-phenyl; 2,4,6-trichloro-phenyl; 2,4,5-trifluoro-phenyl; 2,3,4-trifluoro-phenyl-; 2-chloro-4,5-difluoro-phenyl; 2-bromo-4-fluoro-phenyl; 2-bromo-4,6-dffluaro-phenyl; 4-chJoro-2,5-drfluQro-phenyl; 5-chJoro-2,4-drfluoro-phenyl; 4-brorno-2,5-drfluoro-phenyl; 5-bromo-2,4-dlfluoro-phenyl; pentafluoro-phenyl; 2,4-dinrtro-phenyl; 4-chlono-3-nitro-phenyl; 2-methyl-5-nitro-phenyl; 5-bromo-2-methaxy-phenyl; 3-chloro-2-methyl-pbenyl; 4~bro/7)o-3-metfiyl-phenyl; 4-chloro-2,5-d5methyI-phQnyl; 4-fluoru-3-methyI-phenyl; 5-fluoro-2-methyl-phenyl; 2-nitro-^trifluoromethy^henyl; 2-methoxy-4-methyl-pbenyl; 3,5-dicbIojti-2-hydroxy-phenyl; 3,5-dlchloro-4-hydroxy-phenyl; 5-chIoro-2,4~ dffluoro-phenyl; 3-chforo-4-(NH)-(C=O)-CH3-phenyf; 2-chJoro-6-rnethyl-phenyl; 2-chloro-5-trifluoromethy^phenyl; 2-chioro-5-trifluoromethoxy-phenyl; 4-bromo-2-trifluoromethoxy-phenyl; 4-bromo-2-trifluoromethyl-phenyl; 4-bromo-3-trifluoromethyf-phenyl; 3-carboxy-4-fluorD-phenyf; 3-carboxy-4-chJoro-6-fluoro-phenyl; 4-metboxy-2,3,6-trimethyl-phenyl-; or one of the following groups:







(Formula Removed)





whereby in each case X denotes the position by which the respective substituent W* is bonded to the ~SOz group of formula (lb).
optionally in form of one of its stereoisomers, preferably enantiomers or diastereomers, its racemate or in form of a mixture of at least two of its stereoisomers, preferably enantiomers or diastereomers, in any mbcing ratio, or a physiologically acceptable salt thereof, or a solvate, respectively.
56. Compounds as claimed in any one of claims 41 to 55 selected from the following group



(Table Removed)




57. Process for the preparation of benzoxazinone-derived sulfonamide compounds of general formula (lb) as claimed in one or more of claims 41 to 56, characterized in that comprises reacting at least one piperidine compound of general formula (Mb), wherein R1b to R9b have the meaning according to one or more of claims 41 to 56 and/or a salt, preferably a hydrochloride salt, thereof,


(Formula Removed)
(lib) with at least one compound of general formula (Hlb),


(Formula Removed)

wherein Wb has the meaning according to one or more of claims 42-57, in a suitable reaction medium, optionally in the presence of at least one base and/or at least one auxiliary agent
58. Process for the preparation of a physiologically acceptable salt of the benzoxazinone-derived sulphonamide compounds as claimed in claims 41 to 56,
characterized in that at least one compound of general formula (lb) having at least one basic group is reacted with at least one acid, preferably an inorganic or organic acid, preferably in the presence of a suitable reaction medium.
59. Process for the preparation of a physiologically acceptable salt of the benzoxazinone-derived sulphonamide compounds as claimed in claims 41 to 56,
characterized In that at least one compound of general formula (lb) having at least one acidic group is reacted with at least one base, preferably in the presence of a suitable reaction medium.


60. The compound as claimed in any one of claims 41 to 56 as and when used in the preparation of a medicament for prophylaxis and treatment of diseases as herein def/red.
61. Benzoxazinone-derived sulphonamide compound as claimed in any one of claims 41 to 56 for the manufacture of a medicament for the prophylaxis and/or treatment of fC=Od intake disorders.
62. The compounds as claimed in claim 61 for the regulation of appetite, for the reduction, increase or maintenance of body weight; for the prophylaxis and/or treatment of obesity, for the prophylaxis and/or treatment of bulimia, for the prophylaxis, and/or treatment of anorexia; for the prophylaxis and/or treatment of cachexia; or for the prophylaxis and/or treatment of type II diabetes.
63. Benzoxazinone-derived sulphonamide compound as claimed in any one o^ claims 41 to 56 for the use in the manufacture of a medicament for
the prophylaxis and/or treatment of of gastrointestinal disorders, preferably irritable colon syndrome; for the prophylaxis and/or treatment of disorders of the central nervous system; for the prophylaxis and/or treatment of anxiety; for the prophylaxis and/or treatment panic attacks; for the prophylaxis and/or treatment of depression: for the prophylaxis and/or treatment of bipolar disorders; for the prophylaxis and/or treatment cognitive disorders, preferably memory disorders; for improvement of cognition (for cognitive enhancement); for the prophylaxis and/or treatment of senile dementia; for the prophylaxfe and/or treatment of psychosis; for the prophylaxis and/or treatment neurodegenerative disorders; preferably selected from the group consisting of Morbus Alzheimer, Morbus Parkinson, Morbus Huntington and Multiple Sclerosis; for the prophylaxis and/or treatment of schizophrenia; or for the prophylaxis and/or treatment hyperactivity disorder (ADHD, attention deficit, hyperactivity disorder).

Documents:

188-DELNP-2006-Abstract-(10-12-2008).pdf

188-DELNP-2006-Abstract-(13-04-2009).pdf

188-delnp-2006-abstract.pdf

188-DELNP-2006-Claims-(10-12-2008).pdf

188-DELNP-2006-Claims-(13-04-2009).pdf

188-delnp-2006-claims.pdf

188-DELNP-2006-Correspondence-Others-(10-12-2008).pdf

188-DELNP-2006-Correspondence-Others-(13-04-2009).pdf

188-delnp-2006-correspondence-others..pdf

188-delnp-2006-correspondence-others.pdf

188-DELNP-2006-Description (Complete)-(10-12-2008).pdf

188-delnp-2006-description (complete).pdf

188-DELNP-2006-Form-1-(10-12-2008).pdf

188-delnp-2006-form-1.pdf

188-delnp-2006-form-18.pdf

188-DELNP-2006-Form-2-(10-12-2008).pdf

188-delnp-2006-form-2.pdf

188-delnp-2006-form-3.pdf

188-delnp-2006-form-5.pdf

188-DELNP-2006-GPA-(10-12-2008).pdf

188-delnp-2006-gpa.pdf

188-delnp-2006-pct-210.pdf

188-delnp-2006-pct-304.pdf

188-delnp-2006-pct-409.pdf

188-delnp-2006-pct-416.pdf

188-DELNP-2006-Petition-137-(10-12-2008).pdf

188-DELNP-2006-Petition-138-(10-12-2008).pdf


Patent Number 234536
Indian Patent Application Number 188/DELNP/2006
PG Journal Number 26/2009
Publication Date 26-Jun-2009
Grant Date 05-Jun-2009
Date of Filing 10-Jan-2006
Name of Patentee LABORATORIOS DEL DR. ESTEVE S. A.
Applicant Address AV. MARE DE DEU DE MONTSERRAT, 221, E-08041 BARCELONA, SPAIN
Inventors:
# Inventor's Name Inventor's Address
1 ANTONI TORRENS JOVER C/RACO, 8, 2° 2A, E-08221 TERRASE, SPAIN
2 JOSEP MAS PRIO C/CAL PRINCEP, 39, E-08191 RUBI, SPAIN
3 ALBERTO DORDAL ZUERAS C/MALADETA, 26 3° 3A, E-08016 BARCELONA, SPAIN
4 MARIA ANGELES FISAS ESCASANY C/HIPOLITO LAZARO 19 3° 1A IZQ., E-08025 BARCELONA, SPAIN
PCT International Classification Number C07D 413/04
PCT International Application Number PCT/EP2004/008507
PCT International Filing date 2004-07-29
PCT Conventions:
# PCT Application Number Date of Convention Priority Country
1 P 200301812 2003-07-30 Spain