IP Library Granted Patent US 9,856,216
Granted Patent B2
US 9,856,216 · App. 15/134,987 · Granted Jan 2, 2018

Compounds as TNIK, IKKε and TBK1 inhibitors and pharmaceutical composition comprising same

Inventors: Soongyu Choi (Yongin-si, KR); Eun-Jung Park (Yongin-si, KR); Hee Jeong Seo (Yongin-si, KR); Younggyu Kong (Yongin-si, KR); Ickhwan Son (Yongin-si, KR); Sang-ho Ma (Yongin-si, KR); Man-Young Cha (Yongin-si, KR); Mi-Soon Kim (Yongin-si, KR); Kisoo Park (Yongin-si, KR)
Assignee: GREEN CROSS CORPORATION
C07D209/46C07D217/24C07D401/04C07D401/12C07D403/04C07D403/12C07D403/14C07D405/06C07D405/12C07D409/04C07D409/06C07D409/12C07D409/14C07D413/04C07D417/04C07D471/04
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Quick Facts
Patent No.
US 9,856,216
App. No.
15/134,987
Granted
Jan 2, 2018
Kind
B2
Abstract

Provided is a compound of formula (I) as a TNIK (Traf2- and NCK-interacting kinase), IKKε (I-kappa-B kinase epsilon) and TBK1 (TANK-binding kinase 1) inhibitor; the compound according to the present invention effectively inhibits TNIK, IKKε and TBK1, and thus is useful not only as an anticancer agent for the treatment of various cancers including colorectal cancer, breast cancer, CNS cancer, colon cancer, non-small cell lung cancer, kidney cancer, prostate cancer, ovarian cancer, uterus cancer, stomach cancer, liver cancer, skin cancer, lung cancer, brain cancer, bladder cancer, esophageal cancer, pancreatic cancer, thyroid cancer, head and neck cancer, squamous cell carcinoma, osteosarcoma, B-cell or T-cell lymphoma, acute or chronic leukemia and multiple myeloma, but as a therapeutic agent for chronic inflammation.

Claims (406)

1. A compound of formula (I) or a pharmaceutically acceptable salt thereof:

wherein,

X is CH;

Y is CH 2 ;

n is 1;

R 1 is —NH—C(═O)—R 4 ;

R 2 is C 6-14 aryl, 5- to 10-membered heteroaryl, or —NH—R 17 ; and

R 3 is H or C 1-7 alkyl;

R 4 is C 1-7 alkyl, C 6-14 aryl, or 5- to 10-membered heteroaryl; and

R 17 is C 6-14 aryl or 5- to 10-membered heteroaryl;

wherein said C 6-14 aryl or 5- to 10-membered heteroaryl is optionally substituted with one or more substituents selected from the group consisting of C 1-7 alkyl; —OCF 3 ; C 1-7 alkoxy; (C 1-7 alkoxy)carbonyl; (C 1-7 alkyl)carbonyl; C 6-14 aryl; (C 1-7 alkyl)thio; halogen; (C 1-7 alkyl)sulfonyl; —NH—R 20 —R 21 ; —N(CH 3 )—R 20 —R 21 ; 5- to 10-membered heteroaryl; heterocycloalkyl unsubstituted or substituted with C 1-7 alkyl or amino; (C 1-7 alkylcarbonylamino)(C 6-14 aryl); (heterocycloalkyl)-(C 1-7 alkyl)-(5- to 10-membered heteroaryl); —CF 3 ; cyano; (C 1-7 alkyl)amino; nitro; oxo; (heterocycloalkyl)-(C 1-7 alkoxy); (diC 1-7 alkyl)amino; (C 1-7 alkyl)carbonylamino; hydroxy; (heterocycloalkyl)-(C 1-7 alkyl); (tertbutoxycarbonyl)-(heterocycloalkyl)-(C 1-7 alkyl); benzyl; and amino, wherein R 20 is C 6-14 aryl, 5- to 10-membered heteroaryl or C 1-7 alkyl which is unsubstituted or substituted with hydroxy; and R 21 is 5- to 10-membered heteroaryl or heterocycloalkyl which is unsubstituted or substituted with H, hydroxy, halogen, amino, C 1-7 alkyl, (diC 1-7 alkyl)amino, C 1-7 alkylcarbonylamino, C 1-7 alkoxy, methyl or oxo;

wherein said 5- to 10-membered heteroaryl is a mono or bicyclic heteroaryl comprising one to three heteroatoms selected from the group consisting of O, N, and S and

wherein said heterocycloalkyl is selected from the group consisting of pyrrolidinyl, piperidinyl, morpholino, azepanyl and piperazinyl.

2. The compound of claim 1 , wherein R 4 is C 1-4 alkyl, substituted or unsubstituted phenyl, substituted or unsubstituted thiophenyl, substituted or unsubstituted furanyl, or substituted or unsubstituted pyridinyl.

3. The compound of claim 2 , wherein said phenyl, thiophenyl, furanyl, or pyridinyl is substituted with one or more substituents selected from the group consisting of fluoro, chloro, bromo, nitro, cyano, amino, tertbutyloxycarbonyl, methyl, methylthio, methylsulfonyl, methoxy, acetamido, methylpiperazinyl, aminopiperidinyl, morpholino, morpholinoethoxy, methylamino, dimethylamino, dimethylaminoethylamino, dimethylaminopropylamino, aminoethylamino, hydroxyethylamino, hydroxypropylamino, hydroxybutylamino, methoxyethylamino, methoxypropylamino, methyl(2-(methylamino)ethyl)amino, acetamidoethylamino, pyrrolidinylethylamino, pyrrolidinylpropylamino, piperidinylethylamino, piperidinylpropylamino, azepanylethylamino, morpholinoethylamino, morpholinopropylamino, methylpiperazinylethylamino, methylpiperazinylpropylamino, thiophenylmethylamino, oxopyrrolidinylpropylamino, and (2-hydroxy-3-(piperidinyl)propyl)amino.

4. The compound of claim 1 , wherein R 2 is substituted or unsubstituted phenyl, thiazolyl, pyrazolyl, imidazolyl, triazolyl, pyridinyl, 1H-pyrrolo[2,3-b]pyridinyl, pyrimidinyl, thiophenyl, furanyl, benzo[d]oxazol-7-yl, quinolinyl, indolyl, benzo[d]imidazolyl or benzofuranyl.

5. The compound of claim 1 , wherein R 2 is selected from the group consisting of thiazolyl; pyrazolyl; methylpyrazolyl; imidazolyl; methylimidazolyl; triazolyl; methyltriazolyl; pyridinyl; chloropyridinyl; fluoropyridinyl; methoxyphenylaminopyridinyl; methoxypyridinyl; phenyl-1H-pyrrolo[2,3-b]pyridinyl; 1H-pyrrolo[2,3-b]pyridinyl; acetamidophenyl-1H-pyrrolo[2,3-b]pyridinyl; morpholinomethylthiophenyl-1H-pyrrolo[2,3-b]pyridinyl; pyrimidinyl; dichloropyrimidinyl; methoxyphenylaminopyrimidinyl; methylpyrazolylaminopyrimidinyl; phenylaminopyrimidinyl; fluorophenylaminopyrimidinyl; acetamidophenylaminopyrimidinyl; methylpiperazinylpyrimidinyl; morpholinopyrimidinyl; tolylaminopyrimidinyl; chloropyrimidinyl; thiophenyl; pyrrolidinylmethylthiophenyl; piperidinylmethylthiophenyl; morpholinomethylthiophenyl; tertbutyloxycarbonylpiperazinylmethylthiophenyl; furanyl; benzo[d]oxazol-7-yl; methyl-benzo[d]oxazol-7-yl; quinolinyl; indolyl; benzo[d]imidazolyl; and benzofuranyl.

6. The compound of claim 1 , wherein R 3 is methyl.

7. The compound of claim 1 , which is selected from the group consisting of:

(1) N-(7-(2-ethylphenyl)-3-oxoisoindolin-4-yl)benzamide;

(2) N-(7-(3-isopropylphenyl)-3-oxoisoindolin-4-yl)benzamide;

(3) N-(7-(4-(tert-butyl)phenyl)-3-oxoisoindolin-4-yl)benzamide;

(4) N-(3-oxo-7-(2-(trifluoromethoxy)phenyl)isoindolin-4-yl)benzamide;

(5) N-(3-oxo-7-(3-(trifluoromethoxy)phenyl)isoindolin-4-yl)benzamide;

(6) N-(7-(2-isopropoxyphenyl)-3-oxoisoindolin-4-yl)benzamide;

(7) N-(7-(3-isopropoxyphenyl)-3-oxoisoindolin-4-yl)benzamide;

(8) methyl 2-(7-benzamido-1-oxoisoindolin-4-yl)benzoate;

(9) methyl 3-(7-benzamido-1-oxoisoindolin-4-yl)benzoate;

(10) methyl 4-(7-benzamido-1-oxoisoindolin-4-yl)benzoate;

(11) N-(7-(2-acetylphenyl)-3-oxoisoindolin-4-yl)benzamide;

(12) N-(7-(3-acetylphenyl)-3-oxoisoindolin-4-yl)benzamide;

(13) N-(7-(4-acetylphenyl)-3-oxoisoindolin-4-yl)benzamide;

(14) N-(7-(2-(methylthio)phenyl)-3-oxoisoindolin-4-yl)benzamide;

(15) N-(7-(2,4-difluorophenyl)-3-oxoisoindolin-4-yl)benzamide;

(16) N-(7-(2,3-dimethylphenyl)-3-oxoisoindolin-4-yl)benzamide;

(17) N-(7-(2,3-dichlorophenyl)-3-oxoisoindolin-4-yl)benzamide;

(18) N-(7-(2,4-dichlorophenyl)-3-oxoisoindolin-4-yl)benzamide;

(19) N-(7-(2,5-dichlorophenyl)-3-oxoisoindolin-4-yl)benzamide;

(20) N-(7-(3,4-dichlorophenyl)-3-oxoisoindolin-4-yl)benzamide;

(21) N-(7-(3,5-dichlorophenyl)-3-oxoisoindolin-4-yl)benzamide;

(22) N-(7-(4-fluoro-2-methoxyphenyl)-3-oxoisoindolin-4-yl)benzamide;

(23) N-(7-(2-chloro-3-fluorophenyl)-3-oxoisoindolin-4-yl)benzamide;

(24) N-(7-(2-fluoro-3-methoxyphenyl)-3-oxoisoindolin-4-yl)benzamide;

(25) N-(3-oxo-7-(2,3,4-trimethoxyphenyl)isoindolin-4-yl)benzamide;

(26) N-(7-(3,4-dimethylphenyl)-3-oxoisoindolin-4-yl)benzamide;

(27) N-(7-(3,5-dimethylphenyl)-3-oxoisoindolin-4-yl)benzamide;

(28) N-(7-(2,6-dimethylphenyl)-3-oxoisoindolin-4-yl)benzamide;

(30) N-(7-(3,5-difluorophenyl)-3-oxoisoindolin-4-yl)benzamide;

(31) N-(7-(2,5-dimethylphenyl)-3-oxoisoindolin-4-yl)benzamide;

(32) N-(7-(2,5-difluorophenyl)-3-oxoisoindolin-4-yl)benzamide;

(33) N-(7-(3,4-difluorophenyl)-3-oxoisoindolin-4-yl)benzamide;

(34) N-(7-(2,3-difluorophenyl)-3-oxoisoindolin-4-yl)benzamide;

(38) N-(7-(2,4-dimethylphenyl)-3-oxoisoindolin-4-yl)benzamide;

(39) N-(7-(4-ethylphenyl)-3-oxoisoindolin-4-yl)benzamide;

(40) N-(7-(4-isopropoxyphenyl)-3-oxoisoindolin-4-yl)benzamide;

(41) N-(7-(4-(methylthio)phenyl)-3-oxoisoindolin-4-yl)benzamide;

(42) N-(7-(3-ethylphenyl)-3-oxoisoindolin-4-yl)benzamide;

(43) N-(3-oxo-7-(2-propoxyphenyl)isoindolin-4-yl)benzamide;

(44) N-(3-oxo-7-(3-propoxyphenyl)isoindolin-4-yl)benzamide;

(45) N-(7-(2-butoxyphenyl)-3-oxoisoindolin-4-yl)benzamide;

(46) N-(7-(3-butoxyphenyl)-3-oxoisoindolin-4-yl)benzamide;

(47) N-(7-(2-(methylsulfonyl)phenyl)-3-oxoisoindolin-4-yl)benzamide;

(48) N-(7-(3-fluoro-2-methoxyphenyl)-3-oxoisoindolin-4-yl)benzamide;

(49) N-(7-(4-chloro-2-methoxyphenyl)-3-oxoisoindolin-4-yl)benzamide;

(50) N-(7-(3-chloro-2-fluorophenyl)-3-oxoisoindolin-4-yl)benzamide;

(51) N-(3-oxo-7-(thiazol-5-yl)isoindolin-4-yl)benzamide;

(52) N-(3-oxo-7-(thiazol-4-yl)isoindolin-4-yl)benzamide;

(53) N-(3-oxo-7-(thiazol-2-yl)isoindolin-4-yl)benzamide;

(54) N-(7-(1H-imidazol-4-yl)-3-oxoisoindolin-4-yl)benzamide;

(55) N-(3-oxo-7-(1H-pyrazol-4-yl)isoindolin-4-yl)benzamide;

(56) N-(7-(1-methyl-1H-imidazol-5-yl)-3-oxoisoindolin-4-yl)benzamide;

(57) N-(7-(1-methyl-1H-pyrazol-4-yl)-3-oxoisoindolin-4-yl)benzamide;

(58) N-(3-oxo-7-(1H-1,2,4-triazol-5-yl)isoindolin-4-yl)benzamide;

(59) N-(7-(1-methyl-1H-1,2,4-triazol-5-yl)-3-oxoisoindolin-4-yl)benzamide;

(88) 3-methyl-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(89) 4-methyl-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(90) 3-chloro-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(91) 2,4-difluoro-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(92) 3,4-difluoro-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(93) 3,4-dimethyl-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(94) 2-(dimethylamino)-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(95) 3-(dimethylamino)-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(96) 2-(methylthio)-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(97) 3-(methylthio)-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(98) 2-(methylsulfonyl)-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(99) 3-(methylsulfonyl)-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(100) 4-(methylsulfonyl)-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(101) 2,4-dimethoxy-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(102) 3,4-dimethoxy-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(103) 2,4-dichloro-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(104) 3,4-dichloro-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(105) 2,4-dimethyl-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(106) 2-acetamido-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(107) 3-acetamido-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(108) 4-(methylamino)-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(109) 3-methyl-N-(3-oxo-7-phenylisoindolin-4-yl)thiophene-2-carboxamide;

(110) 4-methyl-N-(3-oxo-7-phenylisoindolin-4-yl)thiophene-2-carboxamide;

(111) 5-methyl-N-(3-oxo-7-phenylisoindolin-4-yl)thiophene-2-carboxamide;

(112) N-(3-oxo-7-(o-tolyl)isoindolin-4-yl)benzamide;

(113) N-(3-oxo-7-(m-tolyl)isoindolin-4-yl)benzamide;

(114) N-(3-oxo-7-(2-(trifluoromethyl)phenyl)isoindolin-4-yl)benzamide;

(115) N-(3-oxo-7-(3-(trifluoromethyl)phenyl)isoindolin-4-yl)benzamide;

(116) 4-acetamido-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(117) N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(118) N-(7-(4-methoxyphenyl)-3-oxoisoindolin-4-yl)benzamide;

(119) 4-nitro-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(120) 4-acetamido-N-(7-(4-methoxyphenyl)-3-oxoisoindolin-4-yl)benzamide;

(121) 4-methoxy-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(122) 4-fluoro-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(123) N-(7-(4-fluorophenyl)-3-oxoisoindolin-4-yl)-4-methoxybenzamide;

(124) 4-acetamido-N-(7-(4-fluorophenyl)-3-oxoisoindolin-4-yl)benzamide;

(125) N-(3-oxo-7-(thiophen-2-yl)isoindolin-4-yl)benzamide;

(126) N-(7-(furan-2-yl)-3-oxoisoindolin-4-yl)benzamide;

(127) N-(3-oxo-7-(pyridin-4-yl)isoindolin-4-yl)benzamide;

(128) N-(3-oxo-7-(pyridin-4-yl)isoindolin-4-yl)benzamide hydrochloride;

(129) 2-methoxy-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(130) 3-fluoro-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(131) 4-(methylthio)-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(132) N-(3-oxo-7-(4-propoxyphenyl)isoindolin-4-yl)benzamide;

(133) N-(7-(4-isopropylphenyl)-3-oxoisoindolin-4-yl)benzamide;

(134) N-(7-(2,3-dimethoxyphenyl)-3-oxoisoindolin-4-yl)furan-2-carboxamide;

(135) N-(7-(2,3-dimethoxyphenyl)-3-oxoisoindolin-4-yl)-4-fluorobenzamide;

(136) N-(7-(2,3-dimethoxyphenyl)-3-oxoisoindolin-4-yl)thiophene-2-carboxamide;

(137) 4-fluoro-2-methyl-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(138) 4-acetamido-N-(7-(2-methoxyphenyl)-3-oxoisoindolin-4-yl)benzamide;

(139) 4-(dimethylamino)-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(140) 4-acetamido-N-(7-(furan-2-yl)-3-oxoisoindolin-4-yl)benzamide;

(141) 4-fluoro-N-(7-(2-methoxyphenyl)-3-oxoisoindolin-4-yl)benzamide;

(142) 2-fluoro-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(143) 4-chloro-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(144) N-(7-(2-methoxyphenyl)-3-oxoisoindolin-4-yl)benzamide;

(145) N-(7-(3-methoxyphenyl)-3-oxoisoindolin-4-yl)benzamide;

(146) N-(3-oxo-7-(thiophen-3-yl)isoindolin-4-yl)benzamide;

(147) N-(7-(3-cyanophenyl)-3-oxoisoindolin-4-yl)benzamide;

(148) N-(7-(3-(dimethylamino)phenyl)-3-oxoisoindolin-4-yl)benzamide;

(149) N-(7-(2-fluorophenyl)-3-oxoisoindolin-4-yl)benzamide;

(150) N-(7-(furan-3-yl)-3-oxoisoindolin-4-yl)benzamide;

(151) N-(7-(3-fluorophenyl)-3-oxoisoindolin-4-yl)benzamide;

(152) N-(3-oxo-7-(pyridin-3-yl)isoindolin-4-yl)benzamide;

(153) N-(3-oxo-7-(pyridin-3-yl)isoindolin-4-yl)benzamide hydrochloride;

(154) N-(3-oxo-7-(pyrimidin-5-yl)isoindolin-4-yl)benzamide;

(155) 3-chloro-N-(3-oxo-7-phenylisoindolin-4-yl)thiophene-2-carboxamide;

(156) 5-bromo-N-(3-oxo-7-phenylisoindolin-4-yl)thiophene-2-carboxamide;

(157) 3-bromo-N-(3-oxo-7-phenylisoindolin-4-yl)thiophene-2-carboxamide;

(158) 4-fluoro-N-(7-(furan-2-yl)-3-oxoisoindolin-4-yl)benzamide;

(159) N-(3-oxo-7-phenylisoindolin-4-yl)pentanamide;

(160) N-(3-oxo-7-phenylisoindolin-4-yl)acetamide;

(161) N-(7-(2-chloropyrimidin-4-yl)-3-oxoisoindolin-4-yl)acetamide;

(162) N-(7-(2-((3-methoxyphenyl)amino)pyrimidin-4-yl)-3-oxoisoindolin-4-yl)acetamide;

(163) N-(7-(2-((3-fluorophenyl)amino)pyrimidin-4-yl)-3-oxoisoindolin-4-yl)acetamide;

(164) N-(3-oxo-7-(2-(m-tolylamino)pyrimidin-4-yl)isoindolin-4-yl)acetamide;

(165) N-(3-oxo-7-(2-(p-tolylamino)pyrimidin-4-yl)isoindolin-4-yl)acetamide;

(166) N-(7-(2-((3-methoxyphenyl)amino)pyrimidin-4-yl)-3-oxoisoindolin-4-yl)propionamide;

(167) N-(7-(4-(methylsulfonyl)phenyl)-3-oxoisoindolin-4-yl)benzamide;

(168) N-(7-(3-(methylsulfonyl)phenyl)-3-oxoisoindolin-4-yl)benzamide;

(169) N-(7-(3-acetamidophenyl)-3-oxoisoindolin-4-yl)benzamide;

(170) 5-chloro-N-(3-oxo-7-phenylisoindolin-4-yl)thiophene-2-carboxamide;

(171) N-(7-(2,3-dimethoxyphenyl)-3-oxoisoindolin-4-yl)benzamide;

(172) N-(7-(3,5-dimethoxyphenyl)-3-oxoisoindolin-4-yl)benzamide;

(174) N-(7-(2-chlorophenyl)-3-oxoisoindolin-4-yl)benzamide;

(175) N-(7-(2,4-dimethoxyphenyl)-3-oxoisoindolin-4-yl)benzamide;

(176) N-(7-(3,4-dimethoxyphenyl)-3-oxoisoindolin-4-yl)benzamide;

(177) N-(7-(3-ethoxyphenyl)-3-oxoisoindolin-4-yl)benzamide;

(178) N-(7-(2,5-dimethoxyphenyl)-3-oxoisoindolin-4-yl)benzamide;

(179) N-(7-(4-chlorophenyl)-3-oxoisoindolin-4-yl)benzamide;

(180) N-(7-(3-chlorophenyl)-3-oxoisoindolin-4-yl)benzamide;

(181) N-(7-(4-ethoxyphenyl)-3-oxoisoindolin-4-yl)benzamide;

(182) N-(7-(2-ethoxyphenyl)-3-oxoisoindolin-4-yl)benzamide;

(183) N-(7-(2-cyanophenyl)-3-oxoisoindolin-4-yl)benzamide;

(184) N-(7-(4-butoxyphenyl)-3-oxoisoindolin-4-yl)benzamide;

(185) N-(7-(2-(dimethylamino)phenyl)-3-oxoisoindolin-4-yl)benzamide;

(186) N-(3-oxo-7-(4-(trifluoromethoxy)phenyl)isoindolin-4-yl)benzamide;

(187) N-(7-(2,6-dimethoxyphenyl)-3-oxoisoindolin-4-yl)benzamide;

(188) N-(3-oxo-7-(4-propylphenyl)isoindolin-4-yl)benzamide;

(189) N-(7-(2,3-dihydroxyphenyl)-3-oxoisoindolin-4-yl)-4-fluorobenzamide;

(190) 4-fluoro-N-(7-(2-hydroxy-3-methoxyphenyl)-3-oxoisoindolin-4-yl)benzamide;

(191) 4-fluoro-N-(3-oxo-7-(thiophen-2-yl)isoindolin-4-yl)benzamide;

(192) 5-methyl-N-(3-oxo-7-phenylisoindolin-4-yl)furan-2-carboxamide;

(193) N-(7-(benzo[d]oxazol-7-yl)-3-oxoisoindolin-4-yl)-4-fluorobenzamide;

(194) 4-fluoro-N-(7-(2-methylbenzo[d]oxazol-7-yl)-3-oxoisoindolin-4-yl)benzamide;

(195) N-(3-oxo-7-(5-(pyrrolidin-1-ylmethyl)thiophen-2-yl)isoindolin-4-yl)benzamide;

(196) N-(3-oxo-7-(5-(piperidin-1-ylmethyl)thiophen-2-yl)isoindolin-4-yl)benzamide;

(197) N-(7-(5-(morpholinomethyl)thiophen-2-yl)-3-oxoisoindolin-4-yl)benzamide;

(198) tert-butyl 4-((5-(7-benzamido-1-oxoisoindolin-4-yl)thiophen-2-yl)methyl)piperazine-1-carboxylate;

(199) N-(7-(6-fluoropyridin-3-yl)-3-oxoisoindolin-4-yl)benzamide;

(200) N-(7-(6-methoxypyridin-3-yl)-3-oxoisoindolin-4-yl)benzamide;

(201) 2-chloro-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(202) 3-methoxy-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(203) N-(3-oxo-7-phenylisoindolin-4-yl)thiophene-2-carboxamide;

(204) N-(7-(4-acetylphenyl)-3-oxoisoindolin-4-yl)-4-methoxybenzamide;

(205) N-(7-(4-fluorophenyl)-3-oxoisoindolin-4-yl)benzamide;

(206) N-(7-(4-(dimethylamino)phenyl)-3-oxoisoindolin-4-yl)benzamide;

(207) N-(7-(4-cyanophenyl)-3-oxoisoindolin-4-yl)benzamide;

(208) 4-cyano-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(209) N-(3-oxo-7-(p-tolyl)isoindolin-4-yl)benzamide;

(210) N-(3-oxo-7-(4-(trifluoromethyl)phenyl)isoindolin-4-yl)benzamide;

(211) N-(3-oxo-7-phenylisoindolin-4-yl)isonicotinamide;

(212) N-(3-oxo-7-phenylisoindolin-4-yl)furan-2-carboxamide;

(213) N-(3-oxo-7-phenylisoindolin-4-yl)nicotinamide;

(214) 4-fluoro-N-(3-oxo-7-(quinolin-6-yl)isoindolin-4-yl)benzamide;

(215) 4-fluoro-N-(3-oxo-7-(quinolin-5-yl)isoindolin-4-yl)benzamide;

(216) 4-fluoro-N-(3-oxo-7-(quinolin-4-yl)isoindolin-4-yl)benzamide;

(217) N-(7-(1H-indol-7-yl)-3-oxoisoindolin-4-yl)-4-fluorobenzamide;

(218) N-(7-(1H-benzo[d]imidazol-4-yl)-3-oxoisoindolin-4-yl)-4-fluorobenzamide;

(219) N-(7-benzyl-3-oxoisoindolin-4-yl)-4-fluorobenzamide;

(220) (R)-tert-butyl 2-((3-oxo-7-phenylisoindolin-4-yl)carbamoyl)pyrrolidine-1-carboxylate;

(221) (R)—N-(3-oxo-7-phenylisoindolin-4-yl)pyrrolidine-2-carboxamide;

(222) 3-amino-N-(2-methyl-3-oxo-7-phenylisoindolin-4-yl)benzamide;

(223) 2-amino-N-(2-methyl-3-oxo-7-phenylisoindolin-4-yl)benzamide;

(224) N-(7-(2,3-dimethoxyphenyl)-2-(furan-2-carbonyl)-3-oxoisoindolin-4-yl)furan-2-carboxamide;

(225) N-(7-(2,3-dimethoxyphenyl)-3-oxo-2-(thiophene-2-carbonyl)isoindolin-4-yl)thiophene-2-carboxamide;

(280) N-(7-(2,3-dimethoxyphenyl)-3-oxoisoindolin-4-yl)-4-((3-(pyrrolidin-1-yl)propyl)amino)benzamide;

(287) N-(7-(furan-2-yl)-3-oxoisoindolin-4-yl)-4-((2-(pyrrolidin-1-yl)ethyl)amino)benzamide;

(288) N-(7-(furan-2-yl)-3-oxoisoindolin-4-yl)-4-((2-methoxyethyl)amino)benzamide;

(289) N-(7-(furan-2-yl)-3-oxoisoindolin-4-yl)-4-((2-(piperidin-1-yl)ethyl)amino)benzamide;

(290) N-(7-(furan-2-yl)-3-oxoisoindolin-4-yl)-4-((2-morpholinoethyl)amino)benzamide;

(291) 4-((2-(dimethylamino)ethyl)amino)-N-(7-(furan-2-yl)-3-oxoisoindolin-4-yl)benzamide;

(292) N-(7-(furan-2-yl)-3-oxoisoindolin-4-yl)-4-((2-hydroxyethyl)amino)benzamide;

(293) 4-((2-(azepan-1-yl)ethyl)amino)-N-(7-(furan-2-yl)-3-oxoisoindolin-4-yl)benzamide;

(294) N-(7-(furan-2-yl)-3-oxoisoindolin-4-yl)-4-((2-(4-methylpiperazin-1-yl)ethyl)amino)benzamide;

(295) N-(7-(furan-2-yl)-3-oxoisoindolin-4-yl)-4-((3-(4-methylpiperazin-1-yl)propyl)amino)benzamide;

(296) N-(7-(2,3-dimethoxyphenyl)-3-oxoisoindolin-4-yl)-4-((3-morpholinopropyl)amino)benzamide;

(297) N-(7-(2,3-dimethoxyphenyl)-3-oxoisoindolin-4-yl)-4-((2-morpholinoethyl)amino)benzamide;

(298) N-(7-(2,3-dimethoxyphenyl)-3-oxoisoindolin-4-yl)-4-((2-(piperidin-1-yl)ethyl)amino)benzamide;

(299) N-(7-(2,3-dimethoxyphenyl)-3-oxoisoindolin-4-yl)-4-((2-(pyrrolidin-1-yl)ethyl)amino)benzamide;

(300) N-(7-(2,3-dimethoxyphenyl)-3-oxoisoindolin-4-yl)-4-((2-methoxyethyl)amino)benzamide;

(301) N-(7-(2,3-dimethoxyphenyl)-3-oxoisoindolin-4-yl)-4-((2-(dimethylamino)ethyl)amino)benzamide;

(302) N-(7-(2-methoxyphenyl)-3-oxoisoindolin-4-yl)-4-((3-(pyrrolidin-1-yl)propyl)amino)benzamide;

(303) N-(7-(2-methoxyphenyl)-3-oxoisoindolin-4-yl)-4-((2-(pyrrolidin-1-yl)ethyl)amino)benzamide hydrochloride;

(304) N-(7-(2,3-dimethoxyphenyl)-3-oxoisoindolin-4-yl)-4-((2-(pyrrolidin-1-yl)ethyl)amino)benzamide hydrochloride;

(305) 4-((2-(dimethylamino)ethyl)amino)-N-(7-(2-methoxyphenyl)-3-oxoisoindolin-4-yl)benzamide;

(306) N-(7-(2,3-dimethoxyphenyl)-3-oxoisoindolin-4-yl)-4-((3-(dimethylamino)propyl)amino)benzamide;

(307) N-(7-(2-methoxyphenyl)-3-oxoisoindolin-4-yl)-4-((3-(piperidin-1-yl)propyl)amino)benzamide;

(308) N-(7-(2,3-dimethoxyphenyl)-3-oxoisoindolin-4-yl)-4-((3-(piperidin-1-yl)propyl)amino)benzamide;

(309) 2-methyl-N-(3-oxo-7-phenylisoindolin-4-yl)-4-((2-(pyrrolidin-1-yl)ethyl)amino)benzamide;

(310) 4-((3-methoxypropyl)amino)-N-(7-(2-methoxypyridin-3-yl)-3-oxoisoindolin-4-yl)benzamide;

(311) N-(7-(2,3-dimethoxyphenyl)-3-oxoisoindolin-4-yl)-4-((2-hydroxyethyl)amino)benzamide;

(312) N-(7-(2,3-dimethoxyphenyl)-3-oxoisoindolin-4-yl)-4-morpholinobenzamide;

(313) N-(7-(3-fluoro-2-methoxyphenyl)-3-oxoisoindolin-4-yl)-4-((2-(pyrrolidin-1-yl)ethyl)amino)benzamide;

(314) N-(7-(2,3-dimethoxyphenyl)-3-oxoisoindolin-4-yl)-4-((2-(4-methylpiperazin-1-yl)ethyl)amino)benzamide;

(315) 4-((2-aminoethyl)amino)-N-(7-(2,3-dimethoxyphenyl)-3-oxoisoindolin-4-yl)benzamide;

(316) N-(7-(2,3-dimethoxyphenyl)-3-oxoisoindolin-4-yl)-4-((3-(4-methylpiperazin-1-yl)propyl)amino)benzamide;

(317) N-(3-oxo-7-phenylisoindolin-4-yl)-4-((2-(pyrrolidin-1-yl)ethyl)amino)benzamide;

(318) N-(7-(2-methoxyphenyl)-3-oxoisoindolin-4-yl)-4-((2-(pyrrolidin-1-yl)ethyl)amino)benzamide;

(319) 4-(4-methylpiperazin-1-yl)-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(320) 4-morpholino-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(321) 4-((2-methoxyethyl)amino)-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(322) 4-((2-morpholinoethyl)amino)-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(323) N-(7-(2-methoxyphenyl)-3-oxoisoindolin-4-yl)-4-morpholinobenzamide;

(324) 4-((2-methoxyethyl)amino)-N-(7-(2-methoxyphenyl)-3-oxoisoindolin-4-yl)benzamide;

(325) N-(7-(2-methoxyphenyl)-3-oxoisoindolin-4-yl)-4-(4-methylpiperazin-1-yl)benzamide;

(326) N-(7-(2-methoxyphenyl)-3-oxoisoindolin-4-yl)-4-((2-morpholinoethyl)amino)benzamide;

(327) 4-((3-morpholinopropyl)amino)-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(328) N-(7-(2-methoxyphenyl)-3-oxoisoindolin-4-yl)-4-((3-morpholinopropyl)amino)benzamide;

(329) 4-((3-(4-methylpiperazin-1-yl)propyl)amino)-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(330) N-(7-(2-methoxyphenyl)-3-oxoisoindolin-4-yl)-4-((3-(4-methylpiperazin-1-yl)propyl)amino)benzamide;

(331) 4-((3-methoxypropyl)amino)-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(332) N-(7-(2-methoxyphenyl)-3-oxoisoindolin-4-yl)-4-((3-methoxypropyl)amino)benzamide;

(333) N-(3-oxo-7-phenylisoindolin-4-yl)-4-((thiophen-2-ylmethyl)amino)benzamide;

(334) N-(7-(2-methoxyphenyl)-3-oxoisoindolin-4-yl)-4-((thiophen-2-ylmethyl)amino)benzamide;

(335) 4-((3-(dimethylamino)propyl)amino)-N-(7-(furan-2-yl)-3-oxoisoindolin-4-yl)benzamide;

(336) N-(7-(furan-2-yl)-3-oxoisoindolin-4-yl)-4-((3-methoxypropyl)amino)benzamide;

(337) N-(7-(furan-2-yl)-3-oxoisoindolin-4-yl)-4-((3-morpholinopropyl)amino)benzamide;

(338) N-(7-(furan-2-yl)-3-oxoisoindolin-4-yl)-4-((3-(piperidin-1-yl)propyl)amino)benzamide;

(339) N-(7-(furan-2-yl)-3-oxoisoindolin-4-yl)-4-((3-(pyrrolidin-1-yl)propyl)amino)benzamide;

(340) 4-(4-aminopiperidin-1-yl)-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(341) N-(7-(benzo[d]oxazol-7-yl)-3-oxoisoindolin-4-yl)-44(2-(dimethylamino)ethyl)amino)benzamide;

(342) N-(7-(benzo[d]oxazol-7-yl)-3-oxoisoindolin-4-yl)-4-((2-(piperidin-1-yl)ethyl)amino)benzamide;

(343) N-(7-(benzo[d]oxazol-7-yl)-3-oxoisoindolin-4-yl)-4-((3-(piperidin-1-yl)propyl)amino)benzamide;

(344) 4-((2-(azepan-1-yl)ethyl)amino)-N-(7-(benzo[d]oxazol-7-yl)-3-oxoisoindolin-4-yl)benzamide;

(345) 4-(2-morpholinoethoxy)-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(346) N-(3-oxoisoindolin-4-yl)-4-((2-(pyrrolidin-1-yl)ethyl)amino)benzamide;

(347) N-(7-(2,3-dimethoxyphenyl)-3-oxoisoindolin-4-yl)-4-(2-morpholinoethoxy)benzamide;

(348) N-(7-(3-amino-2-hydroxyphenyl)-3-oxoisoindolin-4-yl)-4-((2-morpholinoethyl)amino)benzamide;

(349) 4-((2-(azepan-1-yl)ethyl)amino)-N-(7-(2-methoxyphenyl)-3-oxoisoindolin-4-yl)benzamide;

(350) 4-((2-(azepan-1-yl)ethyl)amino)-N-(7-(2,3-dimethoxyphenyl)-3-oxoisoindolin-4-yl)benzamide;

(351) 4-((3-(dimethylamino)propyl)amino)-N-(7-(2-hydroxyphenyl)-3-oxoisoindolin-4-yl)benzamide;

(352) 4-((2-hydroxyethyl)amino)-N-(7-(2-methoxyphenyl)-3-oxoisoindolin-4-yl)benzamide;

(353) 4-((2-hydroxyethyl)amino)-N-(7-(2-hydroxyphenyl)-3-oxoisoindolin-4-yl)benzamide;

(354) 4-((3-hydroxypropyl)amino)-N-(7-(2-methoxyphenyl)-3-oxoisoindolin-4-yl)benzamide;

(355) N-(7-(2-hydroxyphenyl)-3-oxoisoindolin-4-yl)-4-((3-hydroxypropyl)amino)benzamide;

(356) 4-((4-hydroxybutyl)amino)-N-(7-(2-methoxyphenyl)-3-oxoisoindolin-4-yl)benzamide;

(357) 4-((4-hydroxybutyl)amino)-N-(7-(2-hydroxyphenyl)-3-oxoisoindolin-4-yl)benzamide;

(358) 4-(methyl(2-(methylamino)ethyl)amino)-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(359) N-(7-(2,3-difluorophenyl)-3-oxoisoindolin-4-yl)-4-((2-morpholinoethyl)amino)benzamide;

(360) N-(3-oxo-7-phenylisoindolin-4-yl)-4-((2-(piperidin-1-yl)ethyl)amino)benzamide;

(361) N-(7-(2-methoxyphenyl)-3-oxoisoindolin-4-yl)-4-((2-(piperidin-1-yl)ethyl)amino)benzamide;

(362) 4-((2-(dimethylamino)ethyl)amino)-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(363) N-(3-oxo-7-phenylisoindolin-4-yl)-4-((3-(pyrrolidin-1-yl)propyl)amino)benzamide;

(364) N-(7-(2,3-difluorophenyl)-3-oxoisoindolin-4-yl)-4-((2-(pyrrolidin-1-yl)ethyl)amino)benzamide;

(365) N-(7-(2,3-difluorophenyl)-3-oxoisoindolin-4-yl)-4-((2-(pyrrolidin-1-yl)ethyl)amino)benzamide hydrochloride;

(366) N-(7-(2,3-difluorophenyl)-3-oxoisoindolin-4-yl)-4-((3-(pyrrolidin-1-yl)propyl)amino)benzamide hydrochloride;

(367) N-(7-(2,3-difluorophenyl)-3-oxoisoindolin-4-yl)-4-((2-(dimethylamino)ethyl)amino)benzamide;

(368) N-(7-(2,3-difluorophenyl)-3-oxoisoindolin-4-yl)-4-((3-(dimethylamino)propyl)amino)benzamide;

(369) 4-((2-(azepan-1-yl)ethyl)amino)-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(370) N-(3-oxo-7-phenylisoindolin-4-yl)-4-((3-(piperidin-1-yl)propyl)amino)benzamide;

(371) 4-((2-hydroxyethyl)amino)-N-(3-oxo-7-(thiophen-2-yl)isoindolin-4-yl)benzamide;

(372) 4-((2-methoxyethyl)amino)-N-(3-oxo-7-(thiophen-2-yl)isoindolin-4-yl)benzamide;

(373) 4-((2-(dimethylamino)ethyl)amino)-N-(3-oxo-7-(thiophen-2-yl)isoindolin-4-yl)benzamide;

(374) N-(3-oxo-7-(thiophen-2-yl)isoindolin-4-yl)-4-((2-(piperidin-1-yl)ethyl)amino)benzamide;

(375) 4-((2-morpholinoethyl)amino)-N-(3-oxo-7-(thiophen-2-yl)isoindolin-4-yl)benzamide;

(376) N-(7-(benzo[d]oxazol-7-yl)-3-oxoisoindolin-4-yl)-4-((2-(pyrrolidin-1-yl)ethyl)amino)benzamide;

(377) N-(7-(2-methylbenzo[d]oxazol-7-yl)-3-oxoisoindolin-4-yl)-4-((2-(pyrrolidin-1-yl)ethyl)amino)benzamide;

(378) 4-((2-(4-methylpiperazin-1-yl)ethyl)amino)-N-(3-oxo-7-(thiophen-2-yl)isoindolin-4-yl)benzamide;

(379) 4-((2-(4-methylpiperazin-1-yl)ethyl)amino)-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(380) 4-((2-hydroxyethyl)amino)-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(381) 4-((3-(dimethylamino)propyl)amino)-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(382) 4-((3-hydroxypropyl)amino)-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(383) 4-((4-hydroxybutyl)amino)-N-(3-oxo-7-phenylisoindolin-4-yl)benzamide;

(384) N-(7-(benzofuran-2-yl)-3-oxoisoindolin-4-yl)-4-((2-(pyrrolidin-1-yl)ethyl)amino)benzamide;

(385) N-(3-oxo-7-(quinolin-6-yl)isoindolin-4-yl)-4-((2-(pyrrolidin-1-yl)ethyl)amino)benzamide;

(386) N-(3-oxo-7-(quinolin-5-yl)isoindolin-4-yl)-4-((2-(pyrrolidin-1-yl)ethyl)amino)benzamide;

(387) N-(3-oxo-7-(quinolin-4-yl)isoindolin-4-yl)-4-((2-(pyrrolidin-1-yl)ethyl)amino)benzamide;

(408) 4-fluoro-N-(3-oxo-7-(phenylamino)isoindolin-4-yl)benzamide;

(409) N-(3-oxo-7-(phenylamino)isoindolin-4-yl)benzamide;

(410) N-(7-((2-methoxyphenyl)amino)-3-oxoisoindolin-4-yl)benzamide;

(411) N-(3-oxo-7-(o-tolylamino)isoindolin-4-yl)benzamide;

(412) N-(3-oxo-7-(p-tolylamino)isoindolin-4-yl)benzamide;

(413) N-(7-((2-fluorophenyl)amino)-3-oxoisoindolin-4-yl)benzamide;

(414) N-(7-((4-fluorophenyl)amino)-3-oxoisoindolin-4-yl)benzamide;

(415) N-(7-((3-fluorophenyl)amino)-3-oxoisoindolin-4-yl)benzamide;

(416) N-(7-((4-methoxyphenyl)amino)-3-oxoisoindolin-4-yl)benzamide;

(417) 4-methyl-N-(3-oxo-7-(phenylamino)isoindolin-4-yl)benzamide;

(418) N-(7-((3-chlorophenyl)amino)-3-oxoisoindolin-4-yl)-4-fluorobenzamide;

(419) N-(7-((2-chlorophenyl)amino)-3-oxoisoindolin-4-yl)-4-fluorobenzamide;

(420) 2-fluoro-N-(3-oxo-7-(phenylamino)isoindolin-4-yl)benzamide;

(421) 3-fluoro-N-(3-oxo-7-(phenylamino)isoindolin-4-yl)benzamide;

(422) N-(7-((2,3-dimethoxyphenyl)amino)-3-oxoisoindolin-4-yl)-4-fluorobenzamide;

(423) N-(7-((3,5-bis(trifluoromethyl)phenyl)amino)-3-oxoisoindolin-4-yl)-4-fluorobenzamide;

(424) N-(7-((2,3-dimethylphenyl)amino)-3-oxoisoindolin-4-yl)-4-fluorobenzamide;

(425) 4-fluoro-N-(7-((2-methoxyphenyl)amino)-3-oxoisoindolin-4-yl)benzamide;

(426) 4-fluoro-N-(3-oxo-7-(o-tolylamino)isoindolin-4-yl)benzamide;

(427) 4-fluoro-N-(3-oxo-7-(pyridin-3-ylamino)isoindolin-4-yl)benzamide;

(428) 4-fluoro-N-(3-oxo-7-(pyridin-2-ylamino)isoindolin-4-yl)benzamide;

(429) 4-fluoro-N-(3-oxo-7-(pyrazin-2-ylamino)isoindolin-4-yl)benzamide;

(430) 4-fluoro-N-(7-((l-methyl-1H-pyrazol-4-yl)amino)-3-oxoisoindolin-4-yl)benzamide;

(431) N-(7-((3-methoxyphenyl)amino)-3-oxoisoindolin-4-yl)benzamide;

(432) 2-methoxy-N-(3-oxo-7-(phenylamino)isoindolin-4-yl)benzamide;

(433) 4-methoxy-N-(3-oxo-7-(phenylamino)isoindolin-4-yl)benzamide;

(434) 3-methoxy-N-(3-oxo-7-(phenylamino)isoindolin-4-yl)benzamide;

(435) 4-acetamido-N-(3-oxo-7-(phenylamino)isoindolin-4-yl)benzamide;

(436) N-(3-oxo-7-(m-tolylamino)isoindolin-4-yl)benzamide;

(437) N-(7-((1H-pyrazol-3-yl)amino)-3-oxoisoindolin-4-yl)-4-fluorobenzamide;

(438) N-(3-oxo-7-(phenylamino)isoindolin-4-yl)-4-((2-(pyrrolidin-1-yl)ethyl)amino)benzamide;

(439) N-(3-oxo-7-(phenylamino)isoindolin-4-yl)-4-((2-(piperidin-1-yl)ethyl)amino)benzamide;

(440) N-(3-oxo-7-(phenylamino)isoindolin-4-yl)-4-((2-(piperidin-1-yl)ethyl)amino)benzamide hydrochloride;

(441) 4-((2-(dimethylamino)ethyl)amino)-N-(3-oxo-7-(phenylamino)isoindolin-4-yl)benzamide;

(442) 4-((2-morpholinoethyl)amino)-N-(3-oxo-7-(phenylamino)isoindolin-4-yl)benzamide;

(443) 4-((2-(4-methylpiperazin-1-yl)ethyl)amino)-N-(3-oxo-7-(phenylamino)isoindolin-4-yl)benzamide;

(444) 4-((2-methoxyethyl)amino)-N-(3-oxo-7-(phenylamino)isoindolin-4-yl)benzamide;

(445) N-(7-((3-methoxyphenyl)amino)-3-oxoisoindolin-4-yl)-4-((2-(pyrrolidin-1-yl)ethyl)amino)benzamide;

(446) N-(7-((3-methoxyphenyl)amino)-3-oxoisoindolin-4-yl)-4-((2-(piperidin-1-yl)ethyl)amino)benzamide;

(447) N-(7-((3-methoxyphenyl)amino)-3-oxoisoindolin-4-yl)-4-((3-(pyrrolidin-1-yl)propyl)amino)benzamide;

(448) N-(7-((3-methoxyphenyl)amino)-3-oxoisoindolin-4-yl)-4-((3-(piperidin-1-yl)propyl)amino)benzamide;

(449) N-(3-oxo-7-(m-tolylamino)isoindolin-4-yl)-4-((2-(pyrrolidin-1-yl)ethyl)amino)benzamide;

(450) N-(3-oxo-7-(m-tolylamino)isoindolin-4-yl)-4-((2-(piperidin-1-yl)ethyl)amino)benzamide;

(451) N-(3-oxo-7-(m-tolylamino)isoindolin-4-yl)-4-((3-(pyrrolidin-1-yl)propyl)amino)benzamide;

(452) N-(3-oxo-7-(m-tolylamino)isoindolin-4-yl)-4-((3-(piperidin-1-yl)propyl)amino)benzamide;

(453) N-(7-((2-chlorophenyl)amino)-3-oxoisoindolin-4-yl)-4-((2-(pyrrolidin-1-yl)ethyl)amino)benzamide;

(454) N-(7-((2-chlorophenyl)amino)-3-oxoisoindolin-4-yl)-4-((2-(piperidin-1-yl)ethyl)amino)benzamide;

(455) N-(7-((3-chlorophenyl)amino)-3-oxoisoindolin-4-yl)-4-((2-(pyrrolidin-1-yl)ethyl)amino)benzamide;

(456) N-(7-((3-chlorophenyl)amino)-3-oxoisoindolin-4-yl)-4-((2-(piperidin-1-yl)ethyl)amino)benzamide;

(457) N-(7-((3-chlorophenyl)amino)-3-oxoisoindolin-4-yl)-4-((3-(pyrrolidin-1-yl)propyl)amino)benzamide;

(458) N-(7-((3-chlorophenyl)amino)-3-oxoisoindolin-4-yl)-4-((3-(piperidin-1-yl)propyl)amino)benzamide;

(459) N-(3-oxo-7-(phenylamino)isoindolin-4-yl)-4-((3-(2-oxopyrrolidin-1-yl)propyl)amino)benzamide;

(460) 4-((3-(dimethylamino)propyl)amino)-N-(3-oxo-7-(phenylamino)isoindolin-4-yl)benzamide;

(461) 4-((3-morpholinopropyl)amino)-N-(3-oxo-7-(phenylamino)isoindolin-4-yl)benzamide;

(462) N-(3-oxo-7-(phenylamino)isoindolin-4-yl)-4-((3-(pyrrolidin-1-yl)propyl)amino)benzamide;

(463) 4-((3-(4-methylpiperazin-1-yl)propyl)amino)-N-(3-oxo-7-(phenylamino)isoindolin-4-yl)benzamide;

(464) 4-((3-hydroxypropyl)amino)-N-(3-oxo-7-(phenylamino)isoindolin-4-yl)benzamide;

(465) N-(7-((3,5-bis(trifluoromethyl)phenyl)amino)-3-oxoisoindolin-4-yl)-4-((2-(pyrrolidin-1-yl)ethyl)amino)benzamide;

(466) N-(7-((3,5-bis(trifluoromethyl)phenyl)amino)-3-oxoisoindolin-4-yl)-4-((3-(pyrrolidin-1-yl)propyl)amino)benzamide;

(467) N-(7-((3,5-bis(trifluoromethyl)phenyl)amino)-3-oxoisoindolin-4-yl)-4-((2-(piperidin-1-yl)ethyl)amino)benzamide;

(468) N-(7-((3,5-bis(trifluoromethyl)phenyl)amino)-3-oxoisoindolin-4-yl)-4-((3-(piperidin-1-yl)propyl)amino)benzamide;

(469) N-(7-((2,3-dimethylphenyl)amino)-3-oxoisoindolin-4-yl)-4-((2-(pyrrolidin-1-yl)ethyl)amino)benzamide;

(470) N-(7-((2,3-dimethylphenyl)amino)-3-oxoisoindolin-4-yl)-4-((3-(pyrrolidin-1-yl)propyl)amino)benzamide;

(471) N-(7-((2,3-dimethylphenyl)amino)-3-oxoisoindolin-4-yl)-4-((2-(piperidin-1-yl)ethyl)amino)benzamide;

(472) N-(7-((2,3-dimethylphenyl)amino)-3-oxoisoindolin-4-yl)-4-((3-(piperidin-1-yl)propyl)amino)benzamide;

(473) N-(3-oxo-7-(o-tolylamino)isoindolin-4-yl)-4-((2-(pyrrolidin-1-yl)ethyl)amino)benzamide;

(474) N-(7-((2-methoxyphenyl)amino)-3-oxoisoindolin-4-yl)-4-((2-(pyrrolidin-1-yl)ethyl)amino)benzamide;

(475) N-(7-((2-methoxyphenyl)amino)-3-oxoisoindolin-4-yl)-4-((3-(pyrrolidin-1-yl)propyl)amino)benzamide;

(476) N-(3-oxo-7-(o-tolylamino)isoindolin-4-yl)-4-((3-(pyrrolidin-1-yl)propyl)amino)benzamide;

(477) N-(7-((2-methoxyphenyl)amino)-3-oxoisoindolin-4-yl)-4-((2-(piperidin-1-yl)ethyl)amino)benzamide;

(478) N-(7-((2-methoxyphenyl)amino)-3-oxoisoindolin-4-yl)-4-((3-(piperidin-1-yl)propyl)amino)benzamide;

(479) N-(3-oxo-7-(phenylamino)isoindolin-4-yl)-4-((3-(piperidin-1-yl)propyl)amino)benzamide;

(480) N-(3-oxo-7-(phenylamino)isoindolin-4-yl)-4-((3-(piperidin-1-yl)propyl)amino)benzamide hydrochloride;

(481) 4-((2-aminoethyl)amino)-N-(3-oxo-7-(phenylamino)isoindolin-4-yl)benzamide;

(482) N-(3-oxo-7-(o-tolylamino)isoindolin-4-yl)-4-((2-(piperidin-1-yl)ethyl)amino)benzamide;

(483) N-(3-oxo-7-(o-tolylamino)isoindolin-4-yl)-4-((3-(piperidin-1-yl)propyl)amino)benzamide;

(484) 4-((4-hydroxybutyl)amino)-N-(3-oxo-7-(phenylamino)isoindolin-4-yl)benzamide;

(485) 4-((2-acetamidoethyl)amino)-N-(3-oxo-7-(phenylamino)isoindolin-4-yl)benzamide;

(486) 4-((3-aminopropyl)amino)-N-(3-oxo-7-(phenylamino)isoindolin-4-yl)benzamide;

(487) 4-((2-hydroxyethyl)amino)-N-(3-oxo-7-(phenylamino)isoindolin-4-yl)benzamide;

(488) 4-((2-hydroxy-3-(piperidin-1-yl)propyl)amino)-N-(3-oxo-7-(phenylamino)isoindolin-4-yl)benzamide;

(489) (S)-4-((2-hydroxy-3-(piperidin-1-yl)propyl)amino)-N-(3-oxo-7-(phenylamino)isoindolin-4-yl)benzamide;

(490) (R)-4-((2-hydroxy-3-(piperidin-1-yl)propyl)amino)-N-(3-oxo-7-(phenylamino)isoindolin-4-yl)benzamide;

(491) 4-(4-aminopiperidin-1-yl)-N-(3-oxo-7-(phenylamino)isoindolin-4-yl)benzamide;

(492) 4-((2-(azepan-1-yl)ethyl)amino)-N-(3-oxo-7-(phenylamino)isoindolin-4-yl)benzamide, and

a pharmaceutically acceptable salt thereof.

8. A pharmaceutical composition, which comprises the compound according to claim 1 and one or more pharmaceutically acceptable additives.

9. A pharmaceutical composition, which comprises the compound according to claim 2 and one or more pharmaceutically acceptable additives.

10. A pharmaceutical composition, which comprises the compound according to claim 3 and one or more pharmaceutically acceptable additives.

11. A pharmaceutical composition, which comprises the compound according to claim 4 and one or more pharmaceutically acceptable additives.

12. A pharmaceutical composition, which comprises the compound according to claim 5 and one or more pharmaceutically acceptable additives.

13. A pharmaceutical composition, which comprises the compound according to claim 6 and one or more pharmaceutically acceptable additives.

14. A pharmaceutical composition, which comprises the compound according to claim 7 and one or more pharmaceutically acceptable additives.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 21, 2016
From: CHOI, SOONGYU; PARK, EUN-JUNG; SEO, HEE JEONG; KONG, YOUNGGYU; SON, ICKHWAN; MA, SANG-HO; CHA, MAN-YOUNG; KIM, MI-SOON; PARK, KISOO
To: GREEN CROSS CORPORATION
Reel/Frame 038346/0053 →
Priority Claims (1)
KR 10-2015-0059158 · Apr 27, 2015 · national
Continuity (1)
Related Publication 20160311772A1 · Oct 27, 2016