IP Library › Patent Application 13968274

Patent Application

App. No. 13/968,274

MODULATORS OF ATP-BINDING CASSETTE TRANSPORTERS

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Patent No.: US None
App. No.: 13/968,274

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Abstract

The present invention relates to modulators of ATP-Binding Cassette (“ABC”) transporters or fragments thereof, including Cystic Fibrosis Transmembrane Conductance Regulator, compositions thereof, and methods therewith. The present invention also relates to methods of treating ABC transporter mediated diseases using such modulators.

Claims (1144)

1 - 75 . (canceled)

76 . A compound of formula IVA

or a pharmaceutically acceptable salt thereof, wherein

W is a bond or an optionally substituted C 1 -C 6 alkylidene chain wherein up to two methylene units of W are optionally and independently replaced by —CO—, —CS—, —COCO—, —CONR′—, —CONR′NR′—, —CO 2 —, —OCO—, —NR′CO 2 —, —O—, —NR′CONR′—, —OCONR′—, —NR′NR′, —NR′NR′CO—, —NR′CO—, —S—, —SO, —SO 2 —, —NR′—, —SO 2 NR′—, NR′SO 2 —, —NR′SO 2 NR′—;

R W is selected from halo, cyano, CF 3 , CHF 2 , OCHF 2 , Me, Et, CH(Me) 2 , CHMeEt, n-propyl, t-butyl, OMe, OEt, OPh, O-fluorophenyl, O-difluorophenyl, O-methoxyphenyl, O-tolyl, O-benzyl, SMe, SCF 3 , SCHF 2 , SEt, CH 2 CN, NH 2 , NHMe, N(Me) 2 , NHEt, N(Et) 2 , C(O)CH 3 , C(O)Ph, C(O)NH 2 , SPh, SO 2 -(amino-pyridyl), SO 2 NH 2 , SO 2 Ph, SO 2 NHPh, SO 2 —N-morpholino, SO 2 —N-pyrrolidyl, N-pyrrolyl, N-morpholino, 1-piperidyl, phenyl, benzyl, (cyclohexyl-methylamino)methyl, 4-Methyl-2,4-dihydro-pyrazol-3-one-2-yl, benzimidazol-2yl, furan-2-yl, 4-methyl-4H-[1,2,4]triazol-3-yl, 3-(4′-chlorophenyl)-[1,2,4]oxadiazol-5-yl, NHC(O)Me, NHC(O)Et, NHC(O)Ph, NHSO 2 Me, 2-indolyl, 5-indolyl, —CH 2 CH 2 OH, O-(2,3-dimethylphenyl), 5-methylfuryl, —SO 2 —N-piperidyl, 2-tolyl, 3-tolyl, 4-tolyl, O-butyl, NHCO 2 C(Me) 3 , CO 2 C(Me) 3 , isopropenyl, n-butyl, O-(2,4-dichlorophenyl), NHSO 2 PhMe, O-(3-chloro-5-trifluoromethyl-2-pyridyl), phenylhydroxymethyl, 2,5-dimethylpyrrolyl, NHCOCH 2 C(Me) 3 , O-(2-tert-butyl)phenyl, 2,3-dimethylphenyl, 3,4-dimethylphenyl, 4-hydroxymethyl phenyl, 4-dimethylaminophenyl, 2-trifluoromethylphenyl, 3-trifluoromethylphenyl, 4-trifluoromethylphenyl, 4-cyanomethylphenyl, 4-isobutylphenyl, 3-pyridyl, 4-pyridyl, 4-isopropylphenyl, 3-isopropylphenyl, 2-methoxyphenyl, 3-methoxyphenyl, 4-methoxyphenyl, 3,4-methylenedioxyphenyl, 2-ethoxyphenyl, 3-ethoxyphenyl, 4-ethoxyphenyl, 2-methylthiophenyl, 4-methylthiophenyl, 2,4-dimethoxyphenyl, 2,5-dimethoxyphenyl, 2,6-dimethoxyphenyl, 3,4-dimethoxyphenyl, 5-chloro-2-methoxyphenyl, 2-OCF 3 -phenyl, 3-trifluoromethoxy-phenyl, 4-trifluoromethoxyphenyl, 2-phenoxyphenyl, 4-phenoxyphenyl, 2-fluoro-3-methoxy-phenyl, 2,4-dimethoxy-5-pyrimidyl, 5-isopropyl-2-methoxyphenyl, 2-fluorophenyl, 3-fluorophenyl, 4-fluorophenyl, 3-cyanophenyl, 3-chlorophenyl, 4-chlorophenyl, 2,3-difluorophenyl, 2,4-difluorophenyl, 2,5-difluorophenyl, 3,4-difluorophenyl, 3,5-difluorophenyl, 3-chloro-4-fluoro-phenyl, 3,5-dichlorophenyl, 2,5-dichlorophenyl, 2,3-dichlorophenyl, 3,4-dichlorophenyl, 2,4-dichlorophenyl, 3-methoxycarbonylphenyl, 4-methoxycarbonyl phenyl, 3-isopropyloxycarbonylphenyl, 3-acetamidophenyl, 4-fluoro-3-methylphenyl, 4-methanesulfinyl-phenyl, 4-methanesulfonyl-phenyl, 4-N-(2-N,N-dimethylaminoethyl)carbamoylphenyl, 5-acetyl-2-thienyl, 2-benzothienyl, 3-benzothienyl, furan-3-yl, 4-methyl-2-thienyl, 5-cyano-2-thienyl, N′-phenylcarbonyl-N-piperazinyl, —NHCO 2 Et, —NHCO 2 Me, N-pyrrolidinyl, —NHSO 2 (CH 2 ) 2 N-piperidine, —NHSO 2 (CH 2 ) 2 N-morpholine, —NHSO 2 (CH 2 ) 2 N(Me) 2 , COCH 2 N(Me)COCH 2 NHMe, —CO 2 Et, O-propyl, —CH 2 CH 2 NHCO 2 C(Me) 3 , hydroxy, aminomethyl, pentyl, adamantyl, cyclopentyl, ethoxyethyl, C(Me) 2 CH 2 OH, C(Me) 2 CO 2 Et, —CHOHMe, CH 2 CO 2 Et, —C(Me) 2 CH 2 NHCO 2 C(Me) 3 , O(CH 2 ) 2 OEt, O(CH 2 ) 2 OH, CO 2 Me, hydroxymethyl, 1-methyl-1-cyclohexyl, 1-methyl-1-cyclooctyl, 1-methyl-1-cycloheptyl, C(Et) 2 C(Me) 3 , C(Et) 3 , CONHCH 2 CH(Me) 2 , 2-aminomethyl-phenyl, ethenyl, 1-piperidinylcarbonyl, ethynyl, cyclohexyl, 4-methylpiperidinyl, —OCO 2 Me, —C(Me) 2 CH 2 NHCO 2 CH 2 CH(Me) 2 , —C(Me) 2 CH 2 NHCO 2 CH 2 CH 2 CH 3 , —C(Me) 2 CH 2 NHCO 2 Et, —C(Me) 2 CH 2 NHCO 2 Me, —C(Me) 2 CH 2 NHCO 2 CH 2 C(Me) 3 , —CH 2 NHCOCF 3 , —CH 2 NHCO 2 C(Me) 3 , —C(Me) 2 CH 2 NHCO 2 (CH 2 ) 3 CH 3 , C(Me) 2 CH 2 NHCO 2 (CH 2 ) 2 OMe, C(OH)(CF 3 ) 2 , —C(Me) 2 CH 2 NHCO 2 CH 2 -tetrahydrofurane-3-yl, C(Me) 2 CH 2 O(CH 2 ) 2 OMe, or 3-ethyl-2,6-dioxopiperidin-3-yl;

m is 1-4;

X is a bond;

R X is hydrogen; and

R′ is independently selected from hydrogen and an optionally substituted group selected from a C 1 -C 8 aliphatic group, a 3-8-membered saturated, partially unsaturated, or fully unsaturated monocyclic ring having 0-3 heteroatoms independently selected from nitrogen, oxygen, and sulfur, and an 8-12 membered saturated, partially unsaturated, or fully unsaturated bicyclic ring system having 0-5 heteroatoms independently selected from nitrogen, oxygen, and sulfur;

provided that

of formula IVA is not 2-methoxyphenyl, 4-methoxyphenyl, 2-methylphenyl, 2,6-dichlorophenyl, 2,4-dichlorophenyl, 2-bromophenyl, 4-bromophenyl, 4-hydroxyphenyl, 3,5-dicarboxylic acid phenyl, 2,4-dimethylphenyl, 2,6-dimethylphenyl, 3-carboxylic-acid phenyl, 2-fluorophenyl, 3-fluorophenyl, 3-trifluoromethylphenyl, 3-ethoxyphenyl, 4-chlorophenyl, 3-methoxyphenyl, 4-dimethylaminophenyl, 3,4-dimethylphenyl, 2-ethylphenyl, 4-ethoxycarbonylphenyl, 4-ethoxyphenyl, or 3,4-dimethoxyphenyl; and

of formula IVA is not a phenyl substituted with —OCH 2 CH 2 Ph or —OCH 2 CH 2 (2-trifluoromethyl-phenyl).

77 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 76 , wherein each occurrence of WR W is independently —C 1 -C 3 alkyl, —O(C1-C 3 alkyl), —CF 3 , —OCF 3 , —SCF 3 , —F, —Br, —COOR′, —COR′, —O(CH 2 ) 2 N(R′)(R′), —O(CH 2 )N(R′)(R′), —CON(R′)(R′), —(CH 2 ) 2 OR′, —(CH 2 )OR′, an optionally substituted monocyclic or bicyclic aromatic ring, an optionally substituted arylsulfone, an optionally substituted 5-membered heteroaryl ring, —N(R′)(R′), —(CH 2 ) 2 N(R′)(R′), or —(CH 2 )N(R′)(R′).

78 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 76 , wherein each occurrence of WR W is selected from halo, cyano, CF 3 , CHF 2 , OCHF 2 , Me, Et, CH(Me) 2 , CHMeEt, n-propyl, t-butyl, OMe, OEt, OPh, O-fluorophenyl, O-difluorophenyl, O-methoxyphenyl, O-tolyl, O-benzyl, SMe, SCF 3 , SCHF 2 , SEt, CH 2 CN, NH 2 , NHMe, N(Me) 2 , NHEt, N(Et) 2 , C(O)CH 3 , C(O)Ph, C(O)NH 2 , SPh, SO 2 -(amino-pyridyl), SO 2 NH 2 , SO 2 Ph, SO 2 NHPh, SO 2 —N-morpholino, SO 2 —N-pyrrolidyl, N-pyrrolyl, N-morpholino, 1-piperidyl, phenyl, benzyl, (cyclohexyl-methylamino)methyl, 4-Methyl-2,4-dihydro-pyrazol-3-one-2-yl, benzimidazol-2yl, furan-2-yl, 4-methyl-4H-[1,2,4]triazol-3-yl, 3-(4′-chlorophenyl)-[1,2,4]oxadiazol-5-yl, NHC(O)Me, NHC(O)Et, NHC(O)Ph, NHSO 2 Me, 2-indolyl, 5-indolyl, —CH 2 CH 2 OH, —OCF 3 , O-(2,3-dimethylphenyl), 5-methylfuryl, —SO 2 —N-piperidyl, 2-tolyl, 3-tolyl, 4-tolyl, O-butyl, NHCO 2 C(Me) 3 , CO 2 C(Me) 3 , isopropenyl, n-butyl, O-(2,4-dichlorophenyl), NHSO 2 PhMe, O-(3-chloro-5-trifluoromethyl-2-pyridyl), phenylhydroxymethyl, 2,5-dimethylpyrrolyl, NHCOCH 2 C(Me) 3 , O-(2-tert-butyl)phenyl, 2,3-dimethylphenyl, 3,4-dimethylphenyl, 4-hydroxymethyl phenyl, 4-dimethylaminophenyl, 2-trifluoromethylphenyl, 3-trifluoromethylphenyl, 4-trifluoromethylphenyl, 4-cyanomethylphenyl, 4-isobutylphenyl, 3-pyridyl, 4-pyridyl, 4-isopropylphenyl, 3-isopropylphenyl, 2-methoxyphenyl, 3-methoxyphenyl, 4-methoxyphenyl, 3,4-methylenedioxyphenyl, 2-ethoxyphenyl, 3-ethoxyphenyl, 4-ethoxyphenyl, 2-methylthiophenyl, 4-methylthiophenyl, 2,4-dimethoxyphenyl, 2,5-dimethoxyphenyl, 2,6-dimethoxyphenyl, 3,4-dimethoxyphenyl, 5-chloro-2-methoxyphenyl, 2-OCF 3 -phenyl, 3-trifluoromethoxy-phenyl, 4-trifluoromethoxyphenyl, 2-phenoxyphenyl, 4-phenoxyphenyl, 2-fluoro-3-methoxy-phenyl, 2,4-dimethoxy-5-pyrimidyl, 5-isopropyl-2-methoxyphenyl, 2-fluorophenyl, 3-fluorophenyl, 4-fluorophenyl, 3-cyanophenyl, 3-chlorophenyl, 4-chlorophenyl, 2,3-difluorophenyl, 2,4-difluorophenyl, 2,5-difluorophenyl, 3,4-difluorophenyl, 3,5-difluorophenyl, 3-chloro-4-fluoro-phenyl, 3,5-dichlorophenyl, 2,5-dichlorophenyl, 2,3-dichlorophenyl, 3,4-dichlorophenyl, 2,4-dichlorophenyl, 3-methoxycarbonylphenyl, 4-methoxycarbonyl phenyl, 3-isopropyloxycarbonylphenyl, 3-acetamidophenyl, 4-fluoro-3-methylphenyl, 4-methanesulfinyl-phenyl, 4-methanesulfonyl-phenyl, 4-N-(2-N,N-dimethylaminoethyl)carbamoylphenyl, 5-acetyl-2-thienyl, 2-benzothienyl, 3-benzothienyl, furan-3-yl, 4-methyl-2-thienyl, 5-cyano-2-thienyl, N′-phenylcarbonyl-N-piperazinyl, —NHCO 2 Et, —NHCO 2 Me, N-pyrrolidinyl, —NHSO 2 (CH 2 ) 2 N-piperidine, —NHSO 2 (CH 2 ) 2 N-morpholine, —NHSO 2 (CH 2 ) 2 N(Me) 2 , COCH 2 N(Me)COCH 2 NHMe, —CO 2 Et, O-propyl, —CH 2 CH 2 NHCO 2 C(Me) 3 , hydroxy, aminomethyl, pentyl, adamantyl, cyclopentyl, ethoxyethyl, C(Me) 2 CH 2 OH, C(Me) 2 CO 2 Et, —CHOHMe, CH 2 CO 2 Et, —C(Me) 2 CH 2 NHCO 2 C(Me) 3 , O(CH 2 ) 2 OEt, O(CH 2 ) 2 OH, CO 2 Me, hydroxymethyl, 1-methyl-1-cyclohexyl, 1-methyl-1-cyclooctyl, 1-methyl-1-cycloheptyl, C(Et) 2 C(Me) 3 , C(Et) 3 , CONHCH 2 CH(Me) 2 , 2-aminomethyl-phenyl, ethenyl, 1-piperidinylcarbonyl, ethynyl, cyclohexyl, 4-methylpiperidinyl, —OCO 2 Me, —C(Me) 2 CH 2 NHCO 2 CH 2 CH(Me) 2 , —C(Me) 2 CH 2 NHCO 2 CH 2 CH 2 CH 3 , —C(Me) 2 CH 2 NHCO 2 Et, —C(Me) 2 CH 2 NHCO 2 Me, —C(Me) 2 CH 2 NHCO 2 CH 2 C(Me) 3 , —CH 2 NHCOCF 3 , —CH 2 NHCO 2 C(Me) 3 , —C(Me) 2 CH 2 NHCO 2 (CH 2 ) 3 CH 3 , C(Me) 2 CH 2 NHCO 2 (CH 2 ) 2 OMe, C(OH)(CF 3 ) 2 , —C(Me) 2 CH 2 NHCO 2 CH 2 -tetrahydrofurane-3-yl, C(Me) 2 CH 2 O(CH 2 ) 2 OMe, or 3-ethyl-2,6-dioxopiperidin-3-yl.

79 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 78 , wherein R W is selected from halo, cyano, CF 3 , CHF 2 , OCHF 2 , Me, Et, CH(Me) 2 , CHMeEt, n-propyl, t-butyl, OMe, OEt, OPh, O-fluorophenyl, O-difluorophenyl, O-methoxyphenyl, O-tolyl, O-benzyl, SMe, SCF 3 , SCHF 2 , SEt, CH 2 CN, NH 2 , NHMe, N(Me) 2 , NHEt, N(Et) 2 , C(O)CH 3 , C(O)Ph, C(O)NH 2 , SPh, SO 2 -(amino-pyridyl), SO 2 NH 2 , SO 2 Ph, SO 2 NHPh, SO 2 —N-morpholino, SO 2 —N-pyrrolidyl, N-pyrrolyl, N-morpholino, 1-piperidyl, phenyl, benzyl, (cyclohexyl-methylamino)methyl, 4-Methyl-2,4-dihydro-pyrazol-3-one-2-yl, benzimidazol-2yl, furan-2-yl, 4-methyl-4H-[1,2,4]triazol-3-yl, 3-(4′-chlorophenyl)-[1,2,4]oxadiazol-5-yl, NHC(O)Me, NHC(O)Et, NHC(O)Ph, or NHSO 2 Me.

80 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 76 , wherein said compound has formula V-A-2

wherein

Y is CH 2 , C(O)O, C(O), or S(O) 2 ; and

m is 0-3.

81 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 80 , wherein W is a bond and R W is C 1 -C 6 aliphatic, halo, CF 3 , or phenyl optionally substituted with C 1 -C 6 alkyl, halo, cyano, or CF 3 , wherein up to two methylene units of said C 1 -C 6 aliphatic or C 1 -C 6 alkyl is optionally replaced with —CO—, —CONR′—, —CO 2 —, —OCO—, —NR′CO 2 —, —O—, —NR′CONR′—, —OCONR′—, —NR′CO—, —S—, —NR′—, —SO 2 NR′—, NR′SO 2 —, or —NR′SO 2 NR′—.

82 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 81 , wherein WR W is methyl, ethyl, propyl, tert-butyl, or 2-ethoxyphenyl.

83 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 80 , wherein R W in Y—R W is C 1 -C 6 aliphatic optionally substituted with N(R″) 2 , wherein R″ is hydrogen, C 1 -C 6 alkyl, or two R″ taken together form a 5-7 membered heterocyclic ring with up to 2 additional heteroatoms selected from O, S, or NR′.

84 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 83 , wherein R W in Y—R W is pyrrolidinyl, piperidyl, morpholinyl, or thiomorpholinyl.

85 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 76 , wherein said compound has formula V-A-3

wherein

Q is W;

R Q is R W ;

m is 1-4; and

n is 0-4.

86 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 85 , wherein QR Q taken together is halo, CF 3 , OCF 3 , CN, C 1 -C 6 aliphatic, O—C 1 -C 6 aliphatic, O-phenyl, NH(C 1 -C 6 aliphatic), or N(C 1 -C 6 aliphatic) 2 , wherein said aliphatic and phenyl are optionally substituted with up to three substituents selected from C 1 -C 6 alkyl, O—C 1 -C 6 alkyl, halo, cyano, OH, or CF 3 , wherein up to two methylene units of said C 1 -C 6 aliphatic or C 1 -C 6 alkyl is optionally replaced with —CO—, —CONR′—, —CO 2 —, —OCO—, —NR′CO 2 —, —O—, —NR′CONR′—, —OCONR′—, —NR′CO—, —S—, —NR′—, SOR′, SO 2 R′, —SO 2 NR′—, NR′SO 2 —, or —NR′SO 2 NR′—.

87 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 86 , wherein QR Q taken together is methyl, isopropyl, sec-butyl, hydroxymethyl, CF 3 , NMe 2 , CN, CH 2 CN, fluoro, chloro, OEt, OMe, SMe, OCF 3 , OPh, C(O)OMe, C(O)O-iPr, S(O)Me, NHC(O)Me, or S(O) 2 Me.

88 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 76 , wherein said compound has formula V-A-4

89 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 88 , wherein R W is C 1 -C 12 aliphatic, C 5 -C 10 cycloaliphatic, or C 5 -C 7 heterocyclic ring, wherein said aliphatic, cycloaliphatic, or heterocyclic ring is optionally substituted with up to three substituents selected from C 1 -C 6 alkyl, halo, cyano, oxo, OH, or CF 3 , wherein up to two methylene units of said C 1 -C 6 aliphatic or C 1 -C 6 alkyl is optionally replaced with —CO—, —CONR′—, —CO 2 —, —OCO—, —NR′CO 2 —, —O—, —NR′CONR′—, —OCONR′—, —NR′CO—, —S—, —NR′—, —SO 2 NR′—, NR′SO 2 —, or —NR′SO 2 NR′—.

90 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 89 , wherein R W is methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, t-butyl, n-pentyl, vinyl, cyanomethyl, hydroxymethyl, hydroxyethyl, hydroxybutyl, cyclohexyl, adamantyl, or —C(CH 3 ) 2 —NHC(O)O-T, wherein T is C 1 -C 4 alkyl, methoxyethyl, or tetrahydrofuranylmethyl.

91 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 76 , wherein said compound has formula V-A-5

wherein

m is 0-3.

92 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 91 , wherein each R′ is independently hydrogen or C 1 -C 4 alkyl.

93 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 92 , wherein each R′ is independently hydrogen or methyl.

94 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 91 , wherein m is 1 or 2; and R W is halo, CF 3 , CN, C 1 -C 6 aliphatic, O—C 1 -C 6 aliphatic, or phenyl, wherein said aliphatic and phenyl are optionally substituted with up to three substituents selected from C 1 -C 6 alkyl, O—C 1 -C 6 alkyl, halo, cyano, OH, or CF 3 , wherein up to two methylene units of said C 1 -C 6 aliphatic or C 1 -C 6 alkyl is optionally replaced with —CO—, —CONR′—, —CO 2 —, —OCO—, —NR′CO 2 —, —O—, —NR′CONR′—, —OCONR′—, —NR′CO—, —S—, —NR′—, —SO 2 NR′—, NR′SO 2 —, or —NR′SO 2 NR′—.

95 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 94 , wherein R W is chloro, CF 3 , OCF 3 , methyl, ethyl, n-propyl, isopropyl, n-butyl, t-butyl, methoxy, ethoxy, propyloxy, or 2-ethoxyphenyl.

96 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 76 , wherein said compound has formula V-A-6

wherein

ring B is a 5-7 membered monocyclic or bicyclic, heterocyclic or heteroaryl ring optionally substituted with up to n occurrences of -Q-R Q ; and wherein

Q is W;

R Q is R W ;

m is 0-3; and

n is 0-4.

97 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 96 , wherein ring B is a 5-7 membered monocyclic, heterocyclic ring having up to 2 heteroatoms selected from O, S, or N, optionally substituted with up to n occurrences of -Q-R Q .

98 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 96 , wherein ring B is a 5-6 membered monocyclic, heteroaryl ring having up to 2 heteroatoms selected from O, S, or N, optionally substituted with up to n occurrences of -Q-R Q .

99 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 96 , wherein ring B is selected from N-morpholinyl, N-piperidinyl, pyrrolidin-1-yl, 4-methyl-piperidin-1-yl, benzimidazol-2-yl, 5-methyl-furan-2-yl, 2,5-dimethyl-pyrrol-1-yl, pyridine-4-yl, indol-5-yl, indol-2-yl, 2,4-dimethoxy-pyrimidin-5-yl, furan-2-yl, furan-3-yl, 2-acyl-thien-2-yl, benzothiophen-2-yl, 4-methyl-thien-2-yl, 5-cyano-thien-2-yl, 3-chloro-5-trifluoromethyl-pyridin-2-yl.

100 . A compound of formula V-A-1

or a pharmaceutically acceptable salt thereof, wherein each of WR W2 and WR W4 is independently selected from hydrogen, CN, CF 3 , halo, C 1 -C 6 straight or branched alkyl, 3-12 membered cycloaliphatic, or phenyl, wherein said WR W2 and WR W4 is independently and optionally substituted with up to three substituents selected from —OR′, —CF 3 , —OCF 3 , SR′, S(O)R′, SO 2 R′, —SCF 3 , halo, CN, —COOR′, —COR′, —O(CH 2 ) 2 N(R′)(R′), —O(CH 2 )N(R′)(R′), —CON(R′)(R′), —(CH 2 ) 2 OR′, —(CH 2 )OR′, CH 2 CN, optionally substituted phenyl or phenoxy, —N(R′)(R′), —NR′C(O)OR′, —NR′C(O)R′, —(CH 2 ) 2 N(R′)(R′), or —(CH 2 )N(R′)(R′); and

WR W5 is selected from hydrogen, —OH, NH 2 , CN, CHF 2 , NHR′, N(R′) 2 , —NHC(O)R′, —NHC(O)OR′, NHSO 2 R′, —OR′, CH 2 OH, CH 2 N(R′) 2 , C(O)OR′, SO 2 NHR′, SO 2 N(R′) 2 , or CH 2 NHC(O)OR′; and

R′ is independently selected from hydrogen or an optionally substituted group selected from a C 1 -C 8 aliphatic group, a 3-8-membered saturated, partially unsaturated, or fully unsaturated monocyclic ring having 0-3 heteroatoms independently selected from nitrogen, oxygen, or sulfur, or an 8-12 membered saturated, partially unsaturated, or fully unsaturated bicyclic ring system having 0-5 heteroatoms independently selected from nitrogen, oxygen, or sulfur;

X is a bond; and

R X is hydrogen;

provided that

i) The phenyl ring substituted with WR W2 , WR W4 , and WR W5 of formula V-A-1 is not phenyl, 2-methylphenyl, 2,4-dichlorophenyl, 2-bromophenyl, 4-bromophenyl, 2,4-dimethylphenyl, 3-carboxylic-acid phenyl, 2-fluorophenyl, 3-ethoxyphenyl, 4-chlorophenyl, 3-methoxyphenyl, or 2-ethylphenyl; and

ii) The phenyl ring substituted with WR W2 , WR W4 , and WR W5 of formula V-A-1 is not a phenyl substituted with —OCH 2 CH 2 Ph, or —OCH 2 CH 2 (2-trifluoromethyl-phenyl), —OCH 2 CH 2 -(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-2-yl), or substituted 1H-pyrazol-3-yl.

101 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 100 , wherein:

each of WR W2 and WR W4 is independently selected from hydrogen, CN, CF 3 , halo, C 1 -C 6 straight or branched alkyl, 3-12 membered cycloaliphatic, or phenyl, wherein said WR W2 and WR W4 is independently and optionally substituted with up to three substituents selected from —OR′, —CF 3 , —OCF 3 , —SCF 3 , halo, —COOR′, —COR′, —O(CH 2 ) 2 N(R′)(R′), —O(CH 2 )N(R′)(R′), —CON(R′)(R′), —(CH 2 ) 2 OR′, —(CH 2 )OR′, optionally substituted phenyl, —N(R′)(R′), —NR′C(O)OR′, —NR′C(O)R′, —(CH 2 ) 2 N(R′)(R′), or —(CH 2 )N(R′)(R′); and

WR W5 is selected from hydrogen, —OH, NH 2 , CN, NHR′, N(R′) 2 , —NHC(O)R′, —NHC(O)OR′, NHSO 2 R′, —OR′, CH 2 OH, C(O)OR′, SO 2 NHR′, or CH 2 NHC(O)OR′.

102 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 100 , wherein:

WR W2 is a phenyl ring optionally substituted with up to three substituents selected from —OR′, —CF 3 , —OCF 3 , SR′, S(O)R′, SO 2 R′, —SCF 3 , halo, CN, —COOR′, —COR′, —O(CH 2 ) 2 N(R′)(R′), —O(CH 2 )N(R′)(R′), —CON(R′)(R′), —(CH 2 ) 2 OR′, —(CH 2 )OR′, CH 2 CN, optionally substituted phenyl or phenoxy, —N(R′)(R′), —NR′C(O)OR′, —NR′C(O)R′, —(CH 2 ) 2 N(R′)(R′), or —(CH 2 )N(R′)(R′);

WR W4 is C 1 -C 6 straight or branched alkyl; and

WR W5 is OH.

103 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 100 , wherein each of WR W2 and WR W4 is independently selected from CF 3 , halo, CN, or C 1 -C 6 straight or branched alkyl.

104 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 100 , wherein each of WR W2 and WR W4 is independently selected from CF 3 or halo.

105 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 100 , wherein each of WR W2 and WR W4 is independently selected from hydrogen or an optionally substituted C 1 -C 6 straight or branched alkyl.

106 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 100 , wherein each of WR W2 and WR W4 is independently selected from optionally substituted n-propyl, isopropyl, n-butyl, sec-butyl, t-butyl, 1,1-dimethyl-2-hydroxyethyl, 1,1-dimethyl-2-(ethoxycarbonyl)-ethyl, 1,1-dimethyl-3-(t-butoxycarbonyl-amino) propyl, or n-pentyl.

107 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 100 , wherein WR W2 is hydrogen and WR W4 is C 1 -C 6 straight or branched alkyl.

108 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 107 , wherein WR W4 is selected from methyl, ethyl, propyl, n-butyl, sec-butyl, or t-butyl.

109 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 100 , wherein WR W4 is hydrogen and WR W2 is C 1 -C 6 straight or branched alkyl.

110 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 109 , wherein WR W2 is selected from methyl, ethyl, propyl, n-butyl, sec-butyl, t-butyl, or n-pentyl.

111 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 103 , wherein each of WR W2 and WR W4 is C 1 -C 6 straight or branched alkyl.

112 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 105 , wherein each of WR W2 and WR W4 is selected from methyl, ethyl, propyl, n-butyl, sec-butyl, t-butyl, or pentyl.

113 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 100 , wherein each of WR W2 and WR W4 is independently selected from optionally substituted 3-12 membered cycloaliphatic.

114 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 113 , wherein each of WR W2 and WR W4 is independently selected from cyclopentyl, cyclohexyl, cycloheptyl, norbornyl, adamantyl, [2.2.2]bicyclo-octyl, [2.3.1]bicyclo-octyl, or [3.3.1]bicyclo-nonyl.

115 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 100 , wherein WR W5 is selected from hydrogen, CHF 2 , NH 2 , CN, NHR′, N(R′) 2 , CH 2 N(R′) 2 , —NHC(O)R′, —NHC(O)OR′, —OR′, C(O)OR′, or SO 2 NHR′.

116 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 115 , wherein WR W5 is —OR′.

117 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 116 , wherein WR W5 is —OH.

118 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 100 , wherein WR W5 is selected from hydrogen, NH 2 , CN, CHF 2 , NH(C 1 -C 6 alkyl), N(C 1 -C 6 alkyl) 2 , —NHC(O)(C 1 -C 6 alkyl), —CH 2 NHC(O)O(C 1 -C 6 alkyl), —NHC(O)O(C 1 -C 6 alkyl), —OH, —O(C 1 -C 6 alkyl), C(O)O(C 1 -C 6 alkyl), or SO 2 NH 2 .

119 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 100 , wherein WR W5 is selected from —OH, OMe, NH 2 , —NHMe, —N(Me) 2 , —CH 2 NH 2 , CH 2 OH, NHC(O)OMe, NHC(O)OEt, CN, CHF 2 , —CH 2 NHC(O)O(t-butyl), —O-(ethoxyethyl), —O-(hydroxyethyl), —C(O)OMe, or —SO 2 NH 2 .

120 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 100 , wherein said compound has one or more of the following features:

a. WR W2 is hydrogen;

b. WR W4 is C 1 -C 6 straight or branched alkyl or monocyclic or bicyclic aliphatic; and

c. WR W5 is selected from hydrogen, CN, CHF 2 , NH 2 , NH(C 1 -C 6 alkyl), N(C 1 -C 6 alkyl) 2 , —NHC(O)(C 1 -C 6 alkyl), —NHC(O)O(C 1 -C 6 alkyl), —OH, —O(C 1 -C 6 alkyl), C(O)O(C 1 -C 6 alkyl), or SO 2 NH 2 .

121 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 120 , wherein said compound has all of the following features:

a. WR W2 is hydrogen;

b. WR W4 is C 1 -C 6 straight or branched alkyl or monocyclic or bicyclic aliphatic; and

c. WR W5 is selected from hydrogen, CN, CHF 2 , NH 2 , NH(C 1 -C 6 alkyl), N(C 1 -C 6 alkyl) 2 , —NHC(O)(C 1 -C 6 alkyl), —NHC(O)O(C 1 -C 6 alkyl), —OH, —O(C1-C 6 alkyl), C(O)O(C 1 -C 6 alkyl), or SO 2 NH 2 .

122 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 100 , wherein said compound has one or more of the following features:

a. WR W2 is halo, C 1 -C 6 alkyl, CF 3 , CN, or phenyl optionally substituted with up to 3 substituents selected from —O(C 1 -C 4 alkyl), or halo;

b. WR W4 is CF 3 , halo, C 1 -C 6 alkyl, or C 6 -C 10 cycloaliphatic; and

c. WR W5 is OH, NH 2 , NH(C 1 -C 6 alkyl), or N(C 1 -C 6 alkyl) 2 .

123 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 122 , wherein said compound has all of the following features:

a. WR W2 is halo, C 1 -C 6 alkyl, CF 3 , CN, or phenyl optionally substituted with up to 3 substituents selected from —O(C 1 -C 4 alkyl), or halo;

b. WR W4 is CF 3 , halo, C 1 -C 6 alkyl, or C 6 -C 10 cycloaliphatic; and

c. WR W5 is OH, NH 2 , NH(C 1 -C 6 alkyl), or N(C 1 -C 6 alkyl) 2 .

124 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 100 , wherein R′ is hydrogen.

125 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 100 , wherein R′ is a C 1 -C 8 aliphatic group, optionally substituted with up to 3 substituents selected from halo, CN, CF 3 , CHF 2 , OCF 3 , or OCHF 2 .

126 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 100 , wherein R′ is a 3-8 membered saturated, partially unsaturated, or fully unsaturated monocyclic ring having 0-3 heteroatoms independently selected from nitrogen, oxygen, or sulfur, wherein R′ is optionally substituted with up to 3 substituents selected from halo, CN, CF 3 , CHF 2 , OCF 3 , OCHF 2 , or C 1 -C 6 alkyl, wherein up to two methylene units of said C 1 -C 6 alkyl is optionally replaced with —CO—, —CONH(C 1 -C 4 alkyl)-, —CO 2 —, —OCO—, —N(C 1 -C 4 alkyl)CO 2 —, —O—, —N(C 1 -C 4 alkyl)CON(C 1 -C 4 alkyl)-, —OCON(C 1 -C 4 alkyl)-, —N(C 1 -C 4 alkyl)CO—, —S—, —N(C 1 -C 4 alkyl)-, —SO 2 N(C 1 -C 4 alkyl)-, N(C 1 -C 4 alkyl)SO 2 —, or —N(C 1 -C 4 alkyl)SO 2 N(C 1 -C 4 alkyl)-.

127 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 100 , wherein R′ is an 8-12 membered saturated, partially unsaturated, or fully unsaturated bicyclic ring system having 0-5 heteroatoms independently selected from nitrogen, oxygen, or sulfur; wherein R′ is optionally substituted with up to 3 substituents selected from halo, CN, CF 3 , CHF 2 , OCF 3 , OCHF 2 , or C 1 -C 6 alkyl, wherein up to two methylene units of said C 1 -C 6 alkyl is optionally replaced with —CO—, —CONH(C 1 -C 4 alkyl)-, —CO 2 —, —OCO—, —N(C 1 -C 4 alkyl)CO 2 —, —O—, —N(C 1 -C 4 alkyl)CON(C 1 -C 4 alkyl)-, —OCON(C 1 -C 4 alkyl)-, —N(C 1 -C 4 alkyl)CO—, —S—, —N(C 1 -C 4 alkyl)-, —SO 2 N(C 1 -C 4 alkyl)-, N(C 1 -C 4 alkyl)SO 2 —, or —N(C 1 -C 4 alkyl)SO 2 N(C 1 -C 4 alkyl)-.

128 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 76 , wherein said compound is selected from:

Cmpd

No.

Name

N-(3-methoxy-4-tert-butyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

N-[2-(2-methoxyphenoxy)-5-(trifluoromethyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

N-(2-morpholinophenyl)-4-oxo-1H-quinoline-3-carboxamide

N-[4-(2-hydroxy-1,1-dimethyl-ethyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

N-[3-(hydroxymethyl)-4-tert-butyl-phenyl]-4-oxo-1H-quinoline-3-carboxamide

N-(4-benzoylamino-2,5-diethoxy-phenyl)-4-oxo-1H-quinoline-3-carboxamide

N-(3-amino-4-ethyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

4-oxo-N-(3-sulfamoylphenyl)-1H-quinoline-3-carboxamide

4-oxo-N-[2-[2-(trifluoromethyl)phenyl]phenyl]-1H-quinoline-3-carboxamide

N-[2-(4-dimethylaminophenyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

N-(3-cyano-4-tert-butyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

[5-[(4-oxo-1H-quinolin-3-yl)carbonylamino]-2-tert-butyl-phenyl]aminoformic acid methyl ester

4-oxo-N-(2-propylphenyl)-1H-quinoline-3-carboxamide

N-(5-amino-2-propoxy-phenyl)-4-oxo-1H-quinoline-3-carboxamide

N-[2-(2-methylphenoxy)phenyl]-4-oxo-1H-quinoline-3-carboxamide

4-oxo-N-[4-(2-pyridylsulfamoyl)phenyl]-1H-quinoline-3-carboxamide

N-[2-(2-ethoxyphenyl)-5-hydroxy-4-tert-butyl-phenyl]-4-oxo-1H-quinoline-3-carboxamide

4-oxo-N-(3-pyrrolidin-1-ylsulfonylphenyl)-1H-quinoline-3-carboxamide

N-[2-(3-acetylaminophenyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

4-oxo-N-[2-(1-piperidyl)phenyl]-1H-quinoline-3-carboxamide

[2-methyl-2-[4-[(4-oxo-1H-quinolin-3-yl)carbonylamino]phenyl]-propyl]aminoformic acid 2-

methoxyethyl ester

[2-isopropyl-5-[(4-oxo-1H-quinolin-3-yl)carbonylamino]phenyl]aminoformic acid methyl ester

4-oxo-N-(p-tolyl)-1H-quinoline-3-carboxamide

N-[4-(1,1-diethylpropyl)-2-fluoro-5-hydroxy-phenyl]-4-hydroxy-quinoline-3-carboxamide

N-(2-isopropylphenyl)-4-oxo-1H-quinoline-3-carboxamide

N-[2-(1H-indol-2-yl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

N-[2-(2-hydroxyethyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

N-(5-amino-2-propyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

N-[2-[[3-chloro-5-(trifluoromethyl)-2-pyridyl]oxy]phenyl]-4-oxo-1H-quinoline-3-carboxamide

N-[2-(3-ethoxyphenyl)-5-hydroxy-4-tert-butyl-phenyl]-4-oxo-1H-quinoline-3-carboxamide

N-(2-cyano-3-fluoro-phenyl)-4-oxo-1H-quinoline-3-carboxamide

N-[3-chloro-5-(2-morpholinoethylsulfonylamino)phenyl]-4-oxo-1H-quinoline-3-carboxamide

N-[4-isopropyl-2-(trifluoromethyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

N-(5-chloro-2-fluoro-phenyl)-4-oxo-1H-quinoline-3-carboxamide

N-[2-(2,6-dimethoxyphenyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

4-oxo-N-(2,4,6-trimethylphenyl)-1H-quinoline-3-carboxamide

N-[2-(m-tolyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

N-(3-amino-2-methoxy-5-tert-butyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

N-[4-(3-ethyl-2,6-dioxo-3-piperidyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

N-[3-amino-4-(trifluoromethoxy)phenyl]-4-oxo-1H-quinoline-3-carboxamide

N-[2-(5-isopropyl-2-methoxy-phenyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

[4-isopropyl-3-[(4-oxo-1H-quinolin-3-yl)carbonylamino]phenyl]aminoformic acid tert-butyl ester

N-(2,3-dimethylphenyl)-4-oxo-1H-quinoline-3-carboxamide

4-oxo-N-[3-(trifluoromethoxy)phenyl]-1H-quinoline-3-carboxamide

N-[2-(2,4-difluorophenyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

3-[2-[(4-oxo-1H-quinolin-3-yl)carbonylamino]phenyl]benzoic acid methyl ester

N-(3-amino-4-isopropyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

4-oxo-N-[2-(4-pyridyl)phenyl]-1H-quinoline-3-carboxamide

3-[2-[(4-oxo-1H-quinolin-3-yl)carbonylamino]phenyl]benzoic acid isopropyl ester

N-[2-(3,4-difluorophenyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

4-oxo-N-(2-sulfamoylphenyl)-1H-quinoline-3-carboxamide

N-[2-(4-fluoro-3-methyl-phenyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

4-oxo-N-(3-propionylaminophenyl)-1H-quinoline-3-carboxamide

N-(4-diethylamino-2-methyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

N-[2-(3-cyanophenyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

N-[2-(3,4-dichlorophenyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

N-[4-[2-(aminomethyl)phenyl]phenyl]-4-oxo-1H-quinoline-3-carboxamide

4-oxo-N-(3-phenoxyphenyl)-1H-quinoline-3-carboxamide

[2-methyl-2-[4-[(4-oxo-1H-quinolin-3-yl)carbonylamino]phenyl]-propyl]aminoformic acid tert-butyl

ester

N-(2-cyano-5-methyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

4-oxo-N-(2-tert-butylphenyl)-1H-quinoline-3-carboxamide

N-(3-chloro-2,6-diethyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

N-[2-fluoro-5-hydroxy-4-(1-methylcyclohexyl)-phenyl]-4-oxo-1H-quinoline-3-carboxamide

N-[2-(5-cyano-2-thienyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

N-(5-amino-2-methyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

N-(2-cyanophenyl)-4-oxo-1H-quinoline-3-carboxamide

N-[2-(2,4-dimethoxypyrimidin-5-yl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

N-(5-dimethylamino-2-propyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

4-oxo-N-(4-pentylphenyl)-1H-quinoline-3-carboxamide

101

N-(5-amino-2-isopropyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

102

N-[2-[3-(4-chlorophenyl)-1,2,4-oxadiazol-5-yl]phenyl]-4-oxo-1H-quinoline-3-carboxamide

106

N-(2-cyano-4,5-dimethoxy-phenyl)-4-oxo-1H-quinoline-3-carboxamide

110

N-[4-(cyanomethyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

111

4-oxo-N-[2-(trifluoromethyl)phenyl]-1H-quinoline-3-carboxamide

114

[4-(2-ethoxyphenyl)-3-[(4-oxo-1H-quinolin-3-yl)carbonylamino]phenyl]aminoformic acid tert-butyl

ester

115

N-[2-(2-furyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

117

N-(3-dimethylamino-4-isopropyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

118

N-[2-(1H-indol-5-yl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

119

[2-methyl-2-[4-[(4-oxo-1H-quinolin-3-yl)carbonylamino]phenyl]-propyl]aminoformic acid ethyl

ester

120

N-(2-methoxy-5-methyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

121

N-(3,4-dichlorophenyl)-4-oxo-1H-quinoline-3-carboxamide

123

N-[2-(3-furyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

126

N-[3-hydroxy-4-[2-(2-methoxyethoxy)-1,1-dimethyl-ethyl]-phenyl]-4-oxo-1H-quinoline-3-

carboxamide

127

[5-[(4-oxo-1H-quinolin-3-yl)carbonylamino]-2-tert-butyl-phenyl]aminoformic acid ethyl ester

129

[2-ethyl-5-[(4-oxo-1H-quinolin-3-yl)carbonylamino]phenyl]aminoformic acid methyl ester

131

N-(3-amino-5-chloro-phenyl)-4-oxo-1H-quinoline-3-carboxamide

132

N-(5-acetylamino-2-ethoxy-phenyl)-4-oxo-1H-quinoline-3-carboxamide

133

N-[3-chloro-5-[2-(1-piperidyl)ethylsulfonylamino]phenyl]-4-oxo-1H-quinoline-3-carboxamide

134

N-[2-(4-methylsulfinylphenyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

135

N-(2-benzo[1,3]dioxol-5-ylphenyl)-4-oxo-1H-quinoline-3-carboxamide

136

N-(2-hydroxy-3,5-ditert-butyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

138

N-[2-(3,5-difluorophenyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

139

N-[2-(2,4-dichlorophenyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

140

N-(4-cyclohexylphenyl)-4-oxo-1H-quinoline-3-carboxamide

141

[2-methyl-5-[(4-oxo-1H-quinolin-3-yl)carbonylamino]phenyl]aminoformic acid ethyl ester

142

4-oxo-N-(2-sec-butylphenyl)-1H-quinoline-3-carboxamide

143

N-(2-fluoro-5-hydroxy-4-tert-butyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

144

N-(3-hydroxyphenyl)-4-oxo-1H-quinoline-3-carboxamide

149

N-(3-acetylamino-4-ethyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

150

4-oxo-N-[4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]-1H-quinoline-3-

carboxamide

151

N-[2-(4-methyl-2-thienyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

153

N-[4-(1,1-diethyl-2,2-dimethyl-propyl)-2-fluoro-5-hydroxy-phenyl]-4-hydroxy-quinoline-3-

carboxamide

154

N-[3,5-bis(trifluoromethyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

156

4-oxo-N-[2-[2-(trifluoromethoxy)phenyl]phenyl]-1H-quinoline-3-carboxamide

157

N-(2-ethyl-5-methylamino-phenyl)-4-oxo-1H-quinoline-3-carboxamide

160

N-(3-amino-4-propyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

161

N-[3-(2-ethoxyethoxy)-4-tert-butyl-phenyl]-4-oxo-1H-quinoline-3-carboxamide

163

N-[5-(aminomethyl)-2-(2-ethoxyphenyl)-phenyl]-4-oxo-1H-quinoline-3-carboxamide

164

4-oxo-N-[3-(trifluoromethyl)phenyl]-1H-quinoline-3-carboxamide

165

4-oxo-N-(4-sulfamoylphenyl)-1H-quinoline-3-carboxamide

166

4-[2-[(4-oxo-1H-quinolin-3-yl)carbonylamino]phenyl]benzoic acid methyl ester

167

N-(3-amino-4-methyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

171

N-[2-(2,3-dichlorophenyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

172

N-(2-(benzo[b]thiophen-2-yl)phenyl)-1,4-dihydro-4-oxoquinoline-3-carboxamide

174

N-[2-(5-acetyl-2-thienyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

176

4-oxo-N-[4-(trifluoromethoxy)phenyl]-1H-quinoline-3-carboxamide

177

N-(2-butoxyphenyl)-4-oxo-1H-quinoline-3-carboxamide

178

4-oxo-N-[2-(2-tert-butylphenoxy)phenyl]-1H-quinoline-3-carboxamide

179

N-(3-carbamoylphenyl)-4-oxo-1H-quinoline-3-carboxamide

180

N-(2-ethyl-6-methyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

181

4-oxo-N-[2-(p-tolyl)phenyl]-1H-quinoline-3-carboxamide

182

N-[2-(4-fluorophenyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

185

N-(3-morpholinosulfonylphenyl)-4-oxo-1H-quinoline-3-carboxamide

189

N-(4-benzyloxyphenyl)-4-oxo-1H-quinoline-3-carboxamide

190

N-[2-(3-chloro-4-fluoro-phenyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

194

N-(4-cyanophenyl)-4-oxo-1H-quinoline-3-carboxamide

196

N-[5-(3,3-dimethylbutanoylamino)-2-tert-butyl-phenyl]-4-oxo-1H-quinoline-3-carboxamide

198

N-(4-fluorophenyl)-4-oxo-1H-quinoline-3-carboxamide

199

N-[2-(o-tolyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

201

N-(2-cyano-3-methyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

202

N-[2-(5-chloro-2-methoxy-phenyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

205

N-[2-(4-methoxyphenoxy)-5-(trifluoromethyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

208

N-[4-(2-adamantyl)-5-hydroxy-2-methyl-phenyl]-4-oxo-1H-quinoline-3-carboxamide

209

N-[4-(hydroxymethyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

211

N-(2-methoxy-5-tert-butyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

213

N-[2-(2,5-dichlorophenyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

214

N-(3-methylsulfonylaminophenyl)-4-oxo-1H-quinoline-3-carboxamide

220

N-(2,3-dihydroxy-4,6-ditert-butyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

221

[5-[(4-oxo-1H-quinolin-3-yl)carbonylamino]-2-propyl-phenyl]aminoformic acid methyl ester

222

N-(3-chloro-2-cyano-phenyl)-4-oxo-1H-quinoline-3-carboxamide

223

N-[2-(4-methylsulfanylphenyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

225

[2-isopropyl-5-[(4-oxo-1H-quinolin-3-yl)carbonylamino]phenyl]aminoformic acid ethyl ester

226

4-oxo-N-(4-propylphenyl)-1H-quinoline-3-carboxamide

227

N-[2-(3H-benzoimidazol-2-yl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

228

N-[2-(hydroxy-phenyl-methyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

229

N-(2-methylsulfanylphenyl)-4-oxo-1H-quinoline-3-carboxamide

231

3-[4-hydroxy-2-[(4-oxo-1H-quinolin-3-yl)carbonylamino]-5-tert-butyl-phenyl]benzoic acid methyl

ester

232

N-(5-acetylamino-2-propyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

236

4-oxo-N-[4-(trifluoromethyl)phenyl]-1H-quinoline-3-carboxamide

239

[4-isopropyl-3-[(4-oxo-1H-quinolin-3-yl)carbonylamino]phenyl]aminoformic acid methyl ester

240

N-(2-benzyloxyphenyl)-4-oxo-1H-quinoline-3-carboxamide

242

N-(5-amino-2,4-dichloro-phenyl)-4-oxo-1H-quinoline-3-carboxamide

243

N-(5-acetylamino-2-isopropyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

245

N-[2-(2,4-dichlorophenoxy)phenyl]-4-oxo-1H-quinoline-3-carboxamide

247

4-oxo-N-[2-(2-phenoxyphenyl)phenyl]-1H-quinoline-3-carboxamide

248

N-(3-acetylamino-4-methyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

249

[4-ethyl-3-[(4-oxo-1H-quinolin-3-yl)carbonylamino]phenyl]aminoformic acid methyl ester

250

N-(5-acetylamino-2-methoxy-phenyl)-4-oxo-1H-quinoline-3-carboxamide

251

[2-methyl-2-[4-[(4-oxo-1H-quinolin-3-yl)carbonylamino]phenyl]-propyl]aminoformic acid isobutyl

ester

252

N-(2-benzoylphenyl)-4-oxo-1H-quinoline-3-carboxamide

253

4-oxo-N-[2-[3-(trifluoromethoxy)phenyl]phenyl]-1H-quinoline-3-carboxamide

257

N-(4-fluoro-3-methyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

260

N-(5-amino-2-tert-butyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

261

N-[2-(3,4-dimethylphenyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

263

N-(4-bromo-2-ethyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

264

N-(2,5-diethoxyphenyl)-4-oxo-1H-quinoline-3-carboxamide

265

N-(2-benzylphenyl)-4-oxo-1H-quinoline-3-carboxamide

266

N-[5-hydroxy-4-tert-butyl-2-(trifluoromethyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

267

4-oxo-N-(4-phenoxyphenyl)-1H-quinoline-3-carboxamide

268

4-oxo-N-(3-sulfamoyl-4-tert-butyl-phenyl)-1H-quinoline-3-carboxamide

269

[4-isopropyl-3-[(4-oxo-1H-quinolin-3-yl)carbonylamino]phenyl]aminoformic acid ethyl ester

271

N-(3-amino-4-tert-butyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

272

N-[3-(2-morpholinoethylsulfonylamino)-5-(trifluoromethyl)phenyl]-4-oxo-1H-quinoline-3-

carboxamide

276

N-(4-morpholinosulfonylphenyl)-4-oxo-1H-quinoline-3-carboxamide

277

N-[2-(3-fluorophenyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

278

4-oxo-N-[2-[3-(trifluoromethyl)phenyl]phenyl]-1H-quinoline-3-carboxamide

279

N-[2-(2-methylsulfanylphenyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

282

N-(5-amino-2-ethyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

283

N-[2-(3-methoxyphenyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

285

N-[2-(2,3-difluorophenyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

288

N-(5-fluoro-2-methoxycarbonyloxy-3-tert-butyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

289

N-(2-fluoro-4-methyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

290

N-[2-(3-isopropylphenyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

291

N-(2-chloro-5-hydroxy-4-tert-butyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

292

N-(5-chloro-2-phenoxy-phenyl)-4-oxo-1H-quinoline-3-carboxamide

293

4-oxo-N-[2-(1H-pyrrol-1-yl)phenyl]-1H-quinoline-3-carboxamide

295

4-oxo-N-(2-pyrrolidin-1-ylphenyl)-1H-quinoline-3-carboxamide

297

N-[2-(2,5-dimethyl-1H-pyrrol-1-yl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

298

[2-ethyl-5-[(4-oxo-1H-quinolin-3-yl)carbonylamino]phenyl]aminoformic acid ethyl ester

301

N-[4-(4-methyl-4H-1,2,4-triazol-3-yl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

302

N-[2-[4-(hydroxymethyl)phenyl]phenyl]-4-oxo-1H-quinoline-3-carboxamide

304

[4-(2-ethoxyphenyl)-3-[(4-oxo-1H-quinolin-3-yl)carbonylamino]phenylmethyl]aminoformic acid

tert-butyl ester

305

N-[2-(4-methoxyphenyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

306

N-[2-(3-ethoxyphenyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

307

N-[2-(3-chlorophenyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

308

N-[2-(cyanomethyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

310

4-oxo-N-(4-sec-butylphenyl)-1H-quinoline-3-carboxamide

311

N-[2-(5-methyl-2-furyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

312

N-[2-(2,4-dimethoxyphenyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

313

N-[2-(2-fluorophenyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

314

N-(2-ethyl-6-isopropyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

316

N-(5-acetylamino-2-tert-butyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

318

4-oxo-N-[3-[2-(1-piperidyl)ethylsulfonylamino]-5-(trifluoromethyl)phenyl]-1H-quinoline-3-

carboxamide

321

N-[2-(4-benzoylpiperazin-1-yl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

322

N-(2-ethyl-6-sec-butyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

323

[2-methyl-2-[4-[(4-oxo-1H-quinolin-3-yl)carbonylamino]phenyl]-propyl]aminoformic acid methyl

ester

324

N-(4-butylphenyl)-4-oxo-1H-quinoline-3-carboxamide

325

N-(2,6-diethylphenyl)-4-oxo-1H-quinoline-3-carboxamide

326

N-[2-(4-methylsulfonylphenyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

328

N-(3-acetylphenyl)-4-oxo-1H-quinoline-3-carboxamide

330

N-(2-chlorophenyl)-4-oxo-1H-quinoline-3-carboxamide

331

N-(2-carbamoylphenyl)-4-oxo-1H-quinoline-3-carboxamide

332

N-(4-ethynylphenyl)-4-oxo-1H-quinoline-3-carboxamide

333

N-[2-[4-(cyanomethyl)phenyl]phenyl]-4-oxo-1H-quinoline-3-carboxamide

335

N-(2-carbamoyl-5-methyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

336

N-(2-butylphenyl)-4-oxo-1H-quinoline-3-carboxamide

340

N-(3-methylsulfonylamino-4-propyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

341

[2-methyl-2-[4-[(4-oxo-1H-quinolin-3-yl)carbonylamino]phenyl]-propyl]aminoformic acid

neopentyl ester

344

N-[2-(2-ethoxyphenyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

348

N-[2-(4-ethoxyphenyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

349

4-oxo-N-(2-phenylsulfonylphenyl)-1H-quinoline-3-carboxamide

353

[3-[(4-oxo-1H-quinolin-3-yl)carbonylamino]-4-tert-butyl-phenyl]aminoformic acid tert-butyl ester

354

N-[2-[(cyclohexyl-methyl-amino)methyl]phenyl]-4-oxo-1H-quinoline-3-carboxamide

355

N-[2-(2-methoxyphenyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

356

N-(5-methylamino-2-propyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

359

N-[3-(2-dimethylaminoethylsulfonylamino)-5-(trifluoromethyl)phenyl]-4-oxo-1H-quinoline-3-

carboxamide

360

N-[4-(difluoromethoxy)phenyl]-4-oxo-1H-quinoline-3-carboxamide

361

N-[2-(2,5-dimethoxyphenyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

362

N-(2-chloro-4-tert-butyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

363

N-[2-(2-fluoro-3-methoxy-phenyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

365

N-(2-acetylphenyl)-4-oxo-1H-quinoline-3-carboxamide

366

4-oxo-N-[2-[4-(trifluoromethyl)phenyl]phenyl]-1H-quinoline-3-carboxamide

367

N-[2-(3,5-dichlorophenyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

368

N-(3-amino-4-propoxy-phenyl)-4-oxo-1H-quinoline-3-carboxamide

369

N-(2,4-dichloro-6-cyano-phenyl)-4-oxo-1H-quinoline-3-carboxamide

370

N-(3-chlorophenyl)-4-oxo-1H-quinoline-3-carboxamide

371

4-oxo-N-[2-(trifluoromethylsulfanyl)phenyl]-1H-quinoline-3-carboxamide

372

N-[2-(4-methyl-1-piperidyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

378

N-(3-amino-4-methoxy-phenyl)-4-oxo-1H-quinoline-3-carboxamide

379

N-[3-acetylamino-5-(trifluoromethyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

380

N-(2-ethoxyphenyl)-4-oxo-1H-quinoline-3-carboxamide

382

[5-[(4-oxo-1H-quinolin-3-yl)carbonylamino]-2-propyl-phenyl]aminoformic acid ethyl ester

384

N-[2-(2,5-difluorophenyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

387

N-[2-methyl-3-(trifluoromethyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

388

4-oxo-N-[2-[4-(trifluoromethoxy)phenyl]phenyl]-1H-quinoline-3-carboxamide

389

N-(3-benzylphenyl)-4-oxo-1H-quinoline-3-carboxamide

390

N-[3-(aminomethyl)-4-tert-butyl-phenyl]-4-oxo-1H-quinoline-3-carboxamide

391

N-[2-(4-isobutylphenyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

393

N-[5-amino-2-(2-ethoxyphenyl)-phenyl]-4-oxo-1H-quinoline-3-carboxamide

395

N-[4-(1-adamantyl)-2-fluoro-5-hydroxy-phenyl]-4-hydroxy-quinoline-3-carboxamide

396

[2-methyl-2-[4-[(4-oxo-1H-quinolin-3-yl)carbonylamino]phenyl]-propyl]aminoformic acid

tetrahydrofuran-3-ylmethyl ester

397

4-oxo-N-(4-phenylphenyl)-1H-quinoline-3-carboxamide

398

4-oxo-N-[2-(p-tolylsulfonylamino)phenyl]-1H-quinoline-3-carboxamide

399

N-(2-isopropyl-5-methylamino-phenyl)-4-oxo-1H-quinoline-3-carboxamide

401

N-[2-(2,3-dimethylphenyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

403

N-[2-fluoro-5-hydroxy-4-(1-methylcyclooctyl)-phenyl]-4-hydroxy-quinoline-3-carboxamide

409

N-(5-dimethylamino-2-ethyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

410

4-oxo-N-[2-(4-phenoxyphenyl)phenyl]-1H-quinoline-3-carboxamide

413

4-oxo-N-(2-phenoxyphenyl)-1H-quinoline-3-carboxamide

416

[2-methyl-2-[4-[(4-oxo-1H-quinolin-3-yl)carbonylamino]phenyl]-propyl]aminoformic acid propyl

ester

417

N-(2-(benzo[b]thiophen-3-yl)phenyl)-1,4-dihydro-4-oxoquinoline-3-carboxamide

418

N-(3-dimethylaminophenyl)-4-oxo-1H-quinoline-3-carboxamide

419

N-(3-acetylaminophenyl)-4-oxo-1H-quinoline-3-carboxamide

420

2-methyl-2-[4-[(4-oxo-1H-quinolin-3-yl)carbonylamino]phenyl]-propanoic acid ethyl ester

421

N-[5-methoxy-4-tert-butyl-2-(trifluoromethyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

424

N-[2-(4-chlorophenyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

425

N-(4-isopropylphenyl)-4-oxo-1H-quinoline-3-carboxamide

426

N-(4-chloro-5-hydroxy-2-tert-butyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

428

N-(3-hydroxy-4-tert-butyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

429

N-[3-amino-5-(trifluoromethyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

430

N-(2-isopropyl-6-methyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

431

N-(3-aminophenyl)-4-oxo-1H-quinoline-3-carboxamide

432

N-[2-(4-isopropylphenyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

434

N-(2,5-dimethylphenyl)-4-oxo-1H-quinoline-3-carboxamide

436

N-[2-(3,4-dimethoxyphenyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

438

N-[5-(difluoromethyl)-2,4-ditert-butyl-phenyl]-4-oxo-1H-quinoline-3-carboxamide

441

N-[3-methylsulfonylamino-5-(trifluoromethyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

442

4-oxo-N-[3-(1-piperidylsulfonyl)phenyl]-1H-quinoline-3-carboxamide

444

5-[(4-oxo-1H-quinolin-3-yl)carbonylamino]-2-tert-butyl-benzoic acid methyl ester

445

N-(2-isopropenylphenyl)-4-oxo-1H-quinoline-3-carboxamide

447

N-(3-cyanophenyl)-4-oxo-1H-quinoline-3-carboxamide

448

4-oxo-N-(4-tert-butylphenyl)-1H-quinoline-3-carboxamide

449

N-(m-tolyl)-4-oxo-1H-quinoline-3-carboxamide

450

N-[4-(1-hydroxyethyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

451

N-(4-cyano-2-ethyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

452

4-oxo-N-(4-vinylphenyl)-1H-quinoline-3-carboxamide

453

N-(3-amino-4-chloro-phenyl)-4-oxo-1H-quinoline-3-carboxamide

454

N-(2-methyl-5-phenyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

455

N-[4-(1-adamantyl)phenyl]-4-oxo-1H-quinoline-3-carboxamide

456

4-oxo-N-[3-(trifluoromethylsulfanyl)phenyl]-1H-quinoline-3-carboxamide

457

N-(4-morpholinophenyl)-4-oxo-1H-quinoline-3-carboxamide

458

N-[3-(2-hydroxyethoxy)-4-tert-butyl-phenyl]-4-oxo-1H-quinoline-3-carboxamide

460

[2-methyl-2-[4-[(4-oxo-1H-quinolin-3-yl)carbonylamino]phenyl]-propyl]aminoformic acid butyl

ester

461

4-oxo-N-(2-phenylphenyl)-1H-quinoline-3-carboxamide

462

N-(3-dimethylamino-4-propyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

463

N-(4-ethylphenyl)-4-oxo-1H-quinoline-3-carboxamide

465

[5-[(4-oxo-1H-quinolin-3-yl)carbonylamino]-2-tert-butyl-phenylmethyl]aminoformic acid tert-butyl

ester

466

N-(2,6-diisopropylphenyl)-4-oxo-1H-quinoline-3-carboxamide

470

4-oxo-N-(4-phenylsulfanylphenyl)-1H-quinoline-3-carboxamide

471

[3-[(4-oxo-1H-quinolin-3-yl)carbonylamino]-4-propyl-phenyl]aminoformic acid methyl ester

472

[4-ethyl-3-[(4-oxo-1H-quinolin-3-yl)carbonylamino]phenyl]aminoformic acid ethyl ester

476

N-(2-cyano-5-hydroxy-4-tert-butyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

483

N-[2-fluoro-5-hydroxy-4-(1-methylcycloheptyl)-phenyl]-4-hydroxy-quinoline-3-carboxamide

484

N-(3-methylamino-4-tert-butyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

485

N-(3-dimethylamino-4-tert-butyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide

129 . The compound, or a pharmaceutically acceptable salt thereof, according to claim 100 , wherein said compound is selected from:

Cmpd.