Compounds useful for treating cancer

1. A method of treating breast cancer, pancreatic cancer, prostate cancer, lung cancer, non-small cell lung cancer, thyroid cancer, liver cancer, and kidney cancer, comprising:

contacting a cell with at least one compound of formula (Ia) or a pharmaceutically acceptable salt thereof:

wherein:

R″ is a hydrogen atom or a (C 1 -C 4 )alkyl group;

R independently represents a hydrogen atom, a halogen atom, a (C 1 -C 3 )alkyl group, a —CN group, a hydroxyl group, a —COOR 1 group, a (C 1 -C 3 )fluoroalkyl group, a —NO 2 group, a —NR 1 R 2 group, or a (C 1 -C 3 )alkoxy group;

R′ is a hydrogen atom, a halogen atom, a (C 1 -C 3 )alkyl group, a —NO 2 group, a (C 1 -C 3 )alkoxy group, or a —NR 1 R 2 group; and

R 1 and R 2 are a hydrogen atom or a (C 1 -C 3 ) alkyl group.

2. The method of claim 1 , wherein:

R independently represents a hydrogen atom, a halogen atom, a (C 1 -C 3 )alkyl group, a —CN group, a —COOR 1 group, or a (C 1 -C 3 )fluoroalkyl group;

R″ is a hydrogen atom or a (C 1 -C 3 )alkyl group; and

R′ is a hydrogen atom, a halogen atom or a (C 1 -C 3 )alkyl group.

3. A method of treating breast cancer, pancreatic cancer, prostate cancer, lung cancer, non-small cell lung cancer, thyroid cancer, liver cancer, and kidney cancer, comprising contacting a cell with at least one compound selected from the group consisting of:

(1) (8-Chloro-quinolin-2-yl)-pyridin-2-yl-amine;

(2) 2-(Quinolin-2-ylamino)-isonicotinic acid;

(3) (4-Methyl-pyridin-2-yl)-quinolin-2-yl-amine;

(4) Pyridin-2-yl-quinolin-2-yl-amine;

(5) 2-(8-Chloro-quinolin-2-ylamino)-isonicotinic acid;

(6) (8-Chloro-quinolin-2-yl)-(4-methyl-pyridin-2-yl)-amine;

(7) 6-(Quinolin-2-ylamino)-nicotinonitrile;

(8) Quinolin-2-yl-(4-trifluoromethoxy-phenyl)-amine;

(9) Pyridin-2-yl-quinolin-3-yl-amine;

(10) (3-Methoxy-pyridin-2-yl)-quinolin-3-yl-amine;

(11) Quinolin-3-yl-(5-trifluoromethyl-pyridin-2-yl)-amine;

(12) (5-Nitro-pyridin-2-yl)-quinolin-3-yl-amine;

(13) (5-Methyl-pyridin-2-yl)-quinolin-3-yl-amine;

(14) 2-(Quinolin-3-ylamino)-isonicotinic acid;

(15) Quinolin-6-yl-(5-trifluoromethyl-pyridin-2-yl)-amine;

(16) (6-Methyl-pyridin-2-yl)-quinolin-6-yl-amine;

(17) N-(6-methylpyridin-2-yl)quinolin-2-amine;

(18) 8-chloro-N-(6-methylpyridin-2-yl)quinolin-2-amine;

(19) 4-methyl-N-(pyridin-2-yl)quinolin-2-amine;

(20) 4-methyl-N-(4-methylpyridin-2-yl)quinolin-2-amine;

(21) 3-methyl-N-(4-methylpyridin-2-yl)quinolin-2-amine;

(22) 3-methyl-N-(pyridin-2-yl)quinolin-2-amine;

(23) 6-((4-methylquinolin-2-yl)amino)nicotinonitrile;

(24) 6-((3-methylquinolin-2-yl)amino)nicotinonitrile;

(25) 6-chloro-N-(4-methylpyridin-2-yl)quinolin-2-amine;

(26) 6-chloro-N-(6-methylpyridin-2-yl)quinolin-2-amine;

(27) 4-methyl-N-(5-nitropyridin-2-yl)quinolin-2-amine;

(28) N-(3-nitropyridin-2-yl)quinolin-2-amine;

(29) 8-chloro-N-(3-nitropyridin-2-yl)quinolin-2-amine;

(30) 2-((4-methylquinolin-2-yl)amino)nicotinonitrile;

(31) N-(3-methylpyridin-2-yl)quinolin-2-amine;

(32) N-(5-methylpyridin-2-yl)quinolin-2-amine;

(33) 2-(quinolin-2-ylamino)isonicotinonitrile;

(34) N-(5-(trifluoromethyl)pyridin-2-yl)quinolin-2-amine;

(35) 8-chloro-N-(3-methylpyridin-2-yl)quinolin-2-amine;

(36) 8-chloro-N-(5-methylpyridin-2-yl)quinolin-2-amine;

(37) 8-chloro-N-(5-(trifluoromethyl)pyridin-2-yl)quinolin-2-amine;

(38) N-(3-methoxypyridin-2-yl)quinolin-2-amine;

(39) N-(5-nitropyridin-2-yl)quinolin-2-amine;

(40) 6-((8-chloroquinolin-2-yl)amino)nicotinonitrile;

(41) N-(5-fluoropyridin-2-yl)quinolin-2-amine;

(42) N-(6-(trifluoromethyl)pyridin-2-yl)quinolin-2-amine;

(43) 8-chloro-N-(5-fluoropyridin-2-yl)quinolin-2-amine;

(44) 2-((8-chloroquinolin-2-yl)amino)nicotinic acid;

(45) 4-methyl-N-(6-methylpyridin-2-yl)quinolin-2-amine;

(46) 3-methyl-N-(6-methylpyridin-2-yl)quinolin-2-amine;

(47) 5-cyano-2-(quinolin-2-ylamino)pyridin-1-ium chloride;

(48) 2-((8-chloroquinolin-2-yl)amino)-4-methylpyridin-1-ium chloride;

(49) 8-chloro-N-(4-ethylpyridin-2-yl)quinolin-2-amine;

(50) 8-chloro-N-(6-ethylpyridin-2-yl)quinolin-2-amine;

(51) 8-chloro-N-(4,6-dimethylpyridin-2-yl)quinolin-2-amine;

(52) 6-((8-chloroquinolin-2-yl)amino)-2-methylnicotinonitrile;

(53) 8-chloro-N-(4-chloropyridin-2-yl)quinolin-2-amine;

(54) 8-methyl-N-(4-methylpyridin-2-yl)quinolin-2-amine;

(55) N-(5-bromo-4-methylpyridin-2-yl)-8-chloroquinolin-2-amine;

(56) 8-chloro-N-(3-ethyl-6-methylpyridin-2-yl)quinolin-2-amine;

(57) 8-fluoro-N-(4-methylpyridin-2-yl)quinolin-2-amine;

(58) 8-bromo-N-(4-methylpyridin-2-yl)quinolin-2-amine;

(59) methyl 6-(quinolin-2-ylamino)nicotinate;

(60) methyl 6-[(8-chloroquinolin-2-yl)amino]pyridine-3-carboxylate;

(61) methyl 6-[(3-methylquinolin-2-yl)amino]pyridine-3-carboxylate;

(62) methyl 2-[(8-chloroquinolin-2-yl)amino]pyridine-3-carboxylate;

(63) 8-methoxy-N-(4-methylpyridin-2-yl)quinolin-2-amine;

(64) N-(4-methylpyridin-2-yl)-5-nitroquinolin-2-amine;

(65) 2-N-(4-methylpyridin-2-yl)quinoline-2,8-diamine;

(66) N-(4-methylpyridin-2-yl)-5-aminoquinolin-2-amine;

(67) methyl 6-[(4-methylquinolin-2-yl)amino]pyridine-3-carboxylate;

(68) 8-chloro-N-[4-(trifluoromethyl)pyridin-2-yl]quinolin-2-amine;

(69) 2-[(8-chloroquinolin-2-yl)amino]pyridin-3-ol;

(70) 8-chloro-N-[6-(trifluoromethyl)pyridin-2-yl]quinolin-2-amine;

(71) 6-chloro-N-(5-fluoropyridin-2-yl)quinolin-2-amine;

(72) N-(6-ethylpyridin-2-yl)-3-methylquinolin-2-amine;

(73) N-(5-fluoropyridin-2-yl)-3-methylquinolin-2-amine;

(74) 3-methyl-N-[5-(trifluoromethyl)pyridin-2-yl]quinolin-2-amine;

(75) 4-N-(8-chloroquinolin-2-yl)-1-N,1-N-dimethylbenzene-1,4-diamine;

(76) N-(4-methoxyphenyl)quinolin-2-amine;

(77) 8-chloro-N-(4-methoxyphenyl)quinolin-2-amine;

(78) 4-methyl-N-[4-(trifluoromethoxy)phenyl]quinolin-2-amine;

(79) N-(4-methoxyphenyl)-3-methylquinolin-2-amine;

(80) 3-methyl-N-[4-(trifluoromethoxy)phenyl]quinolin-2-amine;

(81) 1-N,1-N-dimethyl-4-N-(3-methylquinolin-2-yl)benzene-1,4-diamine;

(82) N-[2-methyl-4-(trifluoromethoxy)phenyl]quinolin-2-amine;

(83) N-[3-(trifluoromethoxy)phenyl]quinolin-2-amine;

(84) N-[2-(trifluoromethoxy)phenyl]quinolin-2-amine;

(85) N-(4-nitrophenyl)quinolin-2-amine;

(86) N-(3-fluorophenyl)quinolin-2-amine;

(87) 8-chloro-N-[3-(trifluoromethoxy)phenyl]quinolin-2-amine;

(88) 8-chloro-N-(3-fluorophenyl)quinolin-2-amine;

(89) 2-{[4-(trifluoromethoxy)phenyl]amino}quinolin-1-ium chloride;

(90) 8-chloro-N-[4-(trifluoromethoxy)phenyl]quinolin-2-amine;

(91) 3-methyl-N-[2-methyl-4-(trifluoromethoxy)phenyl]quinolin-2-amine;

(92) 3-methyl-N-[3-(trifluoromethoxy)phenyl]quinolin-2-amine;

(93) 3-methyl-N-[2-(trifluoromethoxy)phenyl]quinolin-2-amine;

(94) 8-chloro-N-[2-methyl-4-(trifluoromethoxy)phenyl]quinolin-2-amine;

(95) 3-methyl-2-{[4-(trifluoromethoxy)phenyl]amino}quinolin-1-ium chloride;

(96) 6-chloro-N-(4-(trifluoromethoxy)phenyl)quinolin-2-amine;

(97) 4-methyl-2-{[4-(trifluoromethoxy)phenyl]amino}quinolin-1-ium chloride;

(98) 8-bromo-N-[4-(trifluoromethoxy)phenyl]quinolin-2-amine;

(99) 8-fluoro-N-[4-(trifluoromethoxy)phenyl]quinolin-2-amine;

(100) 8-methyl-N-[4-(trifluoromethoxy)phenyl]quinolin-2-amine;

(101) N-(4-butoxyphenyl)-8-chloroquinolin-2-amine;

(102) N-(4-phenoxyphenyl)quinolin-2-amine;

(103) 8-methoxy-N-[4-(trifluoromethoxy)phenyl]quinolin-2-amine;

(104) 8-chloro-N-[3-chloro-4-(trifluoromethoxy)phenyl]quinolin-2-amine;

(105) N-(6-methylpyridin-2-yl)quinolin-3-amine;

(106) N-(3-nitropyridin-2-yl)quinolin-3-amine;

(107) N-(5-methylpyridin-2-yl)quinolin-6-amine;

(108) N-(3-methoxypyridin-2-yl)quinolin-6-amine;

(109) 6-chloro-N-(pyrazin-2-yl)quinolin-2-amine;

(110) 8-bromo-N-(pyrazin-2-yl)quinolin-2-amine;

(111) 8-methyl-N-(pyrazin-2-yl)quinolin-2-amine;

(112) 8-chloro-N-(pyrazin-2-yl)quinolin-2-amine;

(113) N-(pyrazin-2-yl)quinolin-2-amine;

(114) 4-methyl-N-(pyrazin-2-yl)quinolin-2-amine;

(115) 3-methyl-N-(pyrazin-2-yl)quinolin-2-amine;

(116) 8-fluoro-N-(pyrazin-2-yl)quinolin-2-amine;

(117) 8-methoxy-N-(pyrazin-2-yl)quinolin-2-amine;

(118) N-(pyridin-3-yl)quinolin-3-amine;

(119) 8-chloro-N-(pyridin-4-yl)quinolin-2-amine;

(120) N-(pyridin-4-yl)quinolin-2-amine;

(121) N-(pyridin-4-yl)quinolin-3-amine;

(122) N-[4-(trifluoromethoxy)phenyl]quinolin-3-amine;

(123) N-(4-methoxyphenyl)quinolin-3-amine;

(124) N-[4-(trifluoromethoxy)phenyl]quinoxalin-2-amine;

(125) N-[2-methyl-4-(trifluoromethoxy)phenyl]quinoxalin-2-amine;

(126) N-[3-(trifluoromethoxy)phenyl]quinoxalin-2-amine;

(127) N-[2-(trifluoromethoxy)phenyl]quinoxalin-2-amine;

(128) N-(pyrimidin-2-yl)quinolin-2-amine;

(129) 8-chloro-N-(pyrimidin-2-yl)quinolin-2-amine;

(130) 4-methyl-N-(pyrimidin-2-yl)quinolin-2-amine;

(131) N-(pyrazin-2-yl)quinolin-6-amine;

(132) N-(pyrazin-2-yl)quinolin-3-amine;

(133) 6-methyl-N-(naphthalen-2-yl)pyridin-2-amine;

(134) N-(naphthalen-2-yl)pyridin-2-amine;

(135) N-(pyridin-2-yl)quinoxalin-2-amine;

(136) N-(4-methylpyridin-2-yl)quinoxalin-2-amine;

(137) 6-(quinoxalin-2-ylamino)pyridine-3-carbonitrile;

(138) N-(6-methylpyridin-2-yl)quinoxalin-2-amine;

(139) N-(4-methylpyridin-2-yl)-3-(trifluoromethyl)quinoxalin-2-amine;

(140) N-(3,5-dichloro-4-methylpyridin-2-yl)quinoxalin-2-amine;

(141) N-(4-methyl-3-nitropyridin-2-yl)quinoxalin-2-amine;

(142) N-(pyrimidin-2-yl)quinoxalin-2-amine;

(143) 4-N,4-N-dimethyl-7-N-[4-(trifluoromethoxy)phenyl]quinoline-4,7-diamine;

(144) 4-(morpholin-4-yl)-N-[4-(trifluoromethoxy)phenyl]quinolin-7-amine;

(145) 4-methoxy-N-(pyridin-2-yl)quinolin-7-amine;

(146) 4-methoxy-N-(4-methylpyridin-2-yl)quinolin-7-amine;

(147) 4-N,4-N-dimethyl-7-N-(4-methylpyridin-2-yl)quinoline-4,7-diamine;

(148) 5,8-dimethyl-N-(5-methylpyridin-2-yl)isoquinolin-6-amine;

(149) 5,8-dimethyl-N-(5-trifluoromethylpyridin-2-yl)isoquinolin-6-amine;

(150) N-(4-methylpyridin-2-yl)-8-nitroquinolin-2-amine;

(151) 6-chloro-N-(6-ethylpyridin-2-yl)quinolin-2-amine;

(152) 6-chloro-N-(5-methylpyridin-2-yl)quinolin-2-amine;

(153) 6-chloro-N-[5-(trifluoromethyl)pyridin-2-yl]quinolin-2-amine;

(154) N2-(8-chloroquinolin-2-yl)-4-methylpyridine-2,3-diamine;

(155) N-(4-butoxyphenyl)-3-methylquinolin-2-amine;

(156) 4-N-(6-chloroquinolin-2-yl)-1-N,1-N-dimethylbenzene-1,4-diamine;

(157) 8-chloro-N-(3-chloro-4-methoxyphenyl)quinolin-2-amine;

(158) N1-(8-chloroquinolin-2-yl)-4-(trifluoromethoxy)benzene-1,2-diamine;

(159) N-(3-aminopyridin-2-yl)quinolin-3-amine;

(160) 6-chloro-N-(4-methylpyridin-2-yl)quinoxalin-2-amine;

(161) N-(4-ethylpyridin-2-yl)quinoxalin-2-amine;

(162) N-(5-bromo-4-methylpyridin-2-yl)quinoxalin-2-amine;

(163) N-(4,6-dimethylpyridin-2-yl)quinoxalin-2-amine;

(164) [2-(quinoxalin-2-ylamino)pyridin-4-yl]methanol;

(165) N-(4-methyl-5-nitropyridin-2-yl)quinoxalin-2-amine;

(166) N-(4-methoxyphenyl)-4-(4-methylpiperazin-1-yl)quinolin-7-amine;

(167) 4-methoxy-N-[4-(trifluoromethoxy)phenyl]quinolin-7-amine;

(168) N-(4-methylpyridin-2-yl)-4-(morpholin-4-yl)quinolin-7-amine; and

pharmaceutically acceptable salts thereof.

4. The method of claim 3 , wherein:

the compound is selected from the group consisting of compounds (1), (2), (5)-(7), (10)-(16), (18), (21)-(44), (46)-(74), (105)-(108), (124)-(130), (135)-(141), (145)-(147), (150)-(154), (159), (160)-(165), (168), and their pharmaceutically acceptable salts; and

the pharmaceutically acceptable salts are hydrobromide, tartrate, citrate, trifluoroacetate, ascorbate, hydrochloride, tartrate, triflate, maleate, mesylate, formate, acetate, and fumarate.

5. The method of claim 1 , wherein the compound is in a pharmaceutical composition.

6. The method of claim 4 , wherein the compound is in a pharmaceutical composition.

7. The method of claim 1 , further comprising a step of administering the compound to a patient in need of cancer treatment.

8. The method of claim 7 , wherein the compound is administered to the patient orally.

9. The method of claim 3 , further comprising a step of administering the compound to a patient in need of cancer treatment.

10. The method of claim 9 , wherein the compound is administered to the patient orally.