PROPHYLACTIC AND/OR THERAPEUTIC AGENT FOR ANEMIA COMPRISING TETRAHYDROQUINOLINE COMPOUND AS ACTIVE INGREDIENT

摘要

Disclosed is a compound which has a low molecular weight and has an activity of enhancing the production of EPO and/or an activity of enhancing the production of hemoglobin. Specifically disclosed is and EPO production enhancer and/or a hemoglobin production enhancer comprising a 1-acyl-4-(substituted oxy, substituted amino, or substituted thio)-1,2,3,4-tetrahydroquinoline derivative, more specifically a tetrahydroquinoline compound represented by general formula (1) [wherein R1, R2, R2′, R3 and R3′ independently represent a hydrogen atom, a C1-6 alkyl group, or the like; R4, R5, R6, R7, R8, R9 and R10 independently represent a hydrogen atom, a halogen atom, a C1-6 alkyl group, or the like; A represents N—R11, a sulfur atom, or an oxygen atom; R11 represents a hydrogen atom, a C1-6 alkyl group, or the like; B represents a C6-14 aryl group, or a 5- to 10-membered heterocyclic group; and n represents an integer of 0 or 1], a salt of the tetrahydroquinoline compound, or a solvate of the tetrahydroquinoline compound or the salt.

主权项

1. A tetrahydroquinoline compound, a salt thereof, or a solvate of the compound or the salt, wherein the tetrahydroquinoline compound is selected from the group consisting of:
1-acetyl-8-fluoro-4-[(2-fluorophenyl)amino]-2-methyl-1,2,3,4-tetrahydroquinoline [compound (4)]; 1-cyclohexanecarbonyl-6-fluoro-4-[(4-fluorophenyl)amino]-2-methyl-1,2,3,4-tetrahydroquinoline [compound (6)]; 1-acetyl-7-cyano-2-methyl-4-phenylamino-1,2,3,4-tetrahydroquinoline [compound (7)]; 1-acetyl-6-cyano-2-methyl-4-phenylamino-1,2,3,4-tetrahydroquinoline [compound (14)]; 1-acetyl-4-[(4-isopropoxyphenyl)amino]-2-methyl-1,2,3,4-tetrahydroquinoline [compound (18)]; 1-acetyl-2-methyl-4-[(4-morpholinophenyl)amino]-1,2,3,4-tetrahydroquinoline [compound (19)]; 1-acetyl-4-[(4-N,N-dimethylaminophenyl)amino]-2-methyl-1,2,3,4-tetrahydroquinoline [compound (20)]; 1-acetyl-7-bromo-2-methyl-4-phenylamino-1,2,3,4-tetrahydroquinoline [compound (23)]; 1-acetyl-4-[(4-hydroxyphenyl)amino]-2-methyl-1,2,3,4-tetrahydroquinoline [compound (24)]; 1-acetyl-2-methyl-4-[(1,1′-biphenyl-4-yl)amino]-1,2,3,4-tetrahydroquinoline [compound (25)]; 1-acetyl-2-methyl-4-phenoxy-1,2,3,4-tetrahydroquinoline [compound (26)]; 1-acetyl-4-(3-fluorophenoxy)-2-methyl-1,2,3,4-tetrahydroquinoline [compound (28)]; 1-acetyl-7-fluoro-2-methyl-4-phenoxy-1,2,3,4-tetrahydroquinoline [compound (32)]; 1-acetyl-8-fluoro-2-methyl-4-phenoxy-1,2,3,4-tetrahydroquinoline [compound (33)]; 1-acetyl-6-fluoro-2-methyl-4-phenoxy-1,2,3,4-tetrahydroquinoline [compound (35)]; 1-acetyl-2-methyl-4-benzyloxy-1,2,3,4-tetrahydroquinoline [compound (36)]; 1-acetyl-4-[(4-fluorophenyl)amino]-2-methyl-6-methoxy-1,2,3,4-tetrahydroquinoline [compound (37)]; 1-acetyl-4-[(4-hydroxymethylphenyl)amino]-2-methyl-1,2,3,4-tetrahydroquinoline [compound (38)]; 1-acetyl-4-[(4-methanesulfonylamidophenyl)amino]-2-methyl-1,2,3,4-tetrahydroquinoline [compound (39)]; 1-acetyl-4-[(4-chlorophenyl)amino]-2-methyl-6-morpholino-1,2,3,4-tetrahydroquinoline [compound (40)]; 1-acetyl-4-[(4-chlorophenyl)amino]-2-methyl-1,2,3,4-tetrahydroquinoline-6-ethyl carboxylate [compound (41)]; 1-acetyl-4-[(4-chlorophenyl)amino]-2-methyl-1,2,3,4-tetrahydroquinoline-6-carboxylic acid [compound (42)]; 1-acetyl-4-[(4-chlorophenyl)amino]-2-methyl-1,2,3,4-tetrahydroquinoline-6-carboxamide [compound (43)]; 1-acetyl-4-[(4-chlorophenyl)amino]-2-methyl-7-morpholino-1,2,3,4-tetrahydroquinoline [compound (44)]; 1-acetyl-4-[(4-chlorophenyl)amino]-2-methyl-6-methanesulfonylamino-1,2,3,4-tetrahydroquinoline [compound (45)]; 1-acetyl-4-(4-fluorophenoxy)-2-methyl-1,2,3,4-tetrahydroquinoline-6-ethyl carboxylate [compound (53)]; 1-acetyl-4-(4-fluorophenoxy)-2-methyl-1,2,3,4-tetrahydroquinoline-6-carboxamide [compound (54)]; 1-acetyl-4-(4-morpholinophenoxy)-2-methyl-1,2,3,4-tetrahydroquinoline [compound (55)]; 1-acetyl-7-fluoro-4-(4-fluorophenoxy)-2-methyl-1,2,3,4-tetrahydroquinoline [compound (56)]; 1-acetyl-7-fluoro-4-[(3-fluorophenyl)amino]-2-methyl-1,2,3,4-tetrahydroquinoline [compound (58)]; 1-acetyl-2-ethyl-4-phenylamino-1,2,3,4-tetrahydroquinoline [compound (59)]; 1-acetyl-3,3-dimethyl-4-phenylamino-1,2,3,4-tetrahydroquinoline [compound (60)]; 1-acetyl-4-phenylamino-8-methoxy-2-methyl-1,2,3,4-tetrahydroquinoline [compound (61)]; 1-acetyl-4-(3,5-difluorophenoxy)-2-methyl-1,2,3,4-tetrahydroquinoline [compound (62)]; 1-acetyl-8-bromo-4-phenylamino-2-methyl-1,2,3,4-tetrahydroquinoline [compound (63)]; 1-acetyl-4-(4-benzyloxyphenoxy)-2-methyl-1,2,3,4-tetrahydroquinoline [compound (64)]; 6-fluoro-4-[(4-fluorophenyl)amino]-2-methyl-1-N-methylcarbamoyl-1,2,3,4-tetrahydroquinoline [compound (65)]; 1-cyclopentanecarbonyl-6-fluoro-2-methyl-4-[(4-fluorophenyl)amino]-1,2,3,4-tetrahydroquinoline [compound (66)]; 1-acetyl-2-methyl-4-(4-nitrophenoxy)-1,2,3,4-tetrahydroquinoline [compound (67)]; 1-acetyl-4-(4-aminophenoxy)-2-methyl-1,2,3,4-tetrahydroquinoline [compound (68)]; 1-acetyl-4-[(4-methoxymethylphenyl)amino]-2-methyl-1,2,3,4-tetrahydroquinoline [compound (69)]; 1-acetyl-4-[(4-ethoxycarbonylmethylphenyl)amino]-2-methyl-1,2,3,4-tetrahydroquinoline [compound (70)]; 1-acetyl-4-[(4-carboxymethylphenyl)amino]-2-methyl-1,2,3,4-tetrahydroquinoline [compound (71)]; 1-acetyl-2-methyl-4-[(2-morpholinophenyl)amino]-1,2,3,4-tetrahydroquinoline [compound (72)]; 1-acetyl-4-[(4-fluoro-3-morpholinophenyl)amino]-2-methyl-1,2,3,4-tetrahydroquinoline [compound (73)]; 1-acetyl-6-bromo-4-[(4-chlorophenyl)amino]-2-methyl-1,2,3,4-tetrahydroquinoline [compound (74)]; 1-acetyl-2-methyl-4-[(4-piperazinylphenyl)amino]-1,2,3,4-tetrahydroquinoline [compound (76)]; 1-acetyl-4-{[4-(4-acetylpiperazinyl)phenyl]amino}-2-methyl-1,2,3,4-tetrahydroquinoline [compound (77)]; 1-acetyl-4-{[4-(4-methanesulfonylpiperazinyl)phenyl]amino}-2-methyl-1,2,3,4-tetrahydroquinoline [compound (78)]; 1-acetyl-6-[(4-acetyl)piperazino]-4-[(4-chlorophenyl)amino]-2-methyl-1,2,3,4-tetrahydroquinoline [compound (79)]; 1-acetyl-6-[(4-methanesulfonyl)piperazino]-4-[(4-chlorophenyl)amino]-2-methyl-1,2,3,4-tetrahydroquinoline [compound (80)]; 1-acetyl-4-[(4-chlorophenyl)amino]-6-[(4-isopropyl)piperazino]-2-methyl-1,2,3,4-tetrahydroquinoline [compound (81)]; 1-acetyl-4-[(4-chlorophenyl)amino]-6-[(2-hydroxy)ethylamino]-2-methyl-1,2,3,4-tetrahydroquinoline [compound (82)]; 1-acetyl-4-[(4-chlorophenyl)amino]-6-[(cis-3,5-dimethyl)morpholino]-2-methyl-1,2,3,4-tetrahydroquinoline [compound (83)]; 1-acetyl-4-[(4-chlorophenyl)amino]-6-[(4-isopropylcarbonyl)piperazino]-2-methyl-1,2,3,4-tetrahydroquinoline [compound (84)]; 1-acetyl-4-[(4-chlorophenyl)amino]-6-[(4-cyclohexylcarbonyl)piperazino]-2-methyl-1,2,3,4-tetrahydroquinoline [compound (85)]; 1-acetyl-6-[(4-benzoyl)piperazino]-2-methyl-4-[(4-chlorophenyl)amino]-1,2,3,4-tetrahydroquinoline [compound (86)]; 1-acetyl-4-[(4-chlorophenyl)amino]-6-[4-(N,N-diethylaminocarbonyl)piperazino]-2-methyl-1,2,3,4-tetrahydroquinoline [compound (87)]; 1-acetyl-4-[(4-chlorophenyl)amino]-6-[4-(isopropylaminocarbonyl)piperazino]-2-methyl-1,2,3,4-tetrahydroquinoline [compound (88)]; 1-acetyl-4-[(4-carboxymethylphenyl)amino]-6-morpholino-2-methyl-1,2,3,4-tetrahydroquinoline [compound (89)]; 1-acetyl-4-[(4-carbamoylmethylphenyl)amino]-2-methyl-6-morpholino-1,2,3,4-tetrahydroquinoline [compound (90)]; 1-acetyl-6-(4-acetylpiperazinyl)-4-[(4-carboxymethylphenyl)amino]-2-methyl-1,2,3,4-tetrahydroquinoline [compound (91)]; 1-acetyl-2-methyl-4-[(4-morpholinophenyl)amino]-1,2,3,4-tetrahydroquinoline-6-carboxamide [compound (92)]; 1-acetyl-4-[(4-chlorophenyl)amino]-6-[(1-morpholino)carbonyl]-2-methyl-1,2,3,4-tetrahydroquinoline [compound (93)]; 1-acetyl-6-[(4-acetyl)piperazino]-2-methyl-4-[(4-morpholinophenyl)amino]-1,2,3,4-tetrahydroquinoline [compound (94)]; 1-acetyl-6-amino-4-[(4-chlorophenyl)amino]-2-methyl-1,2,3,4-tetrahydroquinoline [compound (95)]; 1-acetyl-6-acetylamino-4-[(4-chlorophenyl)amino]-2-methyl-1,2,3,4-tetrahydroquinoline [compound (96)]; 1-acetyl-4-[(4-chlorophenyl)amino]-2-methyl-1,2,3,4-tetrahydroquinoline-6-ethylcarbamate [compound (97)]; 1-acetyl-6-methanesulfonylamino-2-methyl-4-[(4-morpholinophenyl)amino]-1,2,3,4-tetrahydroquinoline [compound (98)]; 1-acetyl-6-methanesulfonylamino-2-methyl-4-[(4-ethoxycarbonylmethylphenyl)amino]-1,2,3,4-tetrahydroquinoline [compound (99)]; 1-acetyl-4-[(4-fluorophenyl)amino]-2-methyl-1,2,3,4-tetrahydroquinoline-6-carboxylic acid [compound (100)]; 1-acetyl-4-[(4-methanesulfonylaminophenyl)amino]-2-methyl-1,2,3,4-tetrahydroquinoline-6-ethyl carboxylate [compound (101)]; 1-acetyl-4-[(4-methanesulfonylaminophenyl)amino]-2-methyl-1,2,3,4-tetrahydroquinoline-6-carboxamide [compound (102)]; 1-acetyl-4-[(4-cyanomethylphenyl)amino]-2-methyl-1,2,3,4-tetrahydroquinoline-6-ethyl carboxylate [compound (103)]; 1-acetyl-4-[(4-cyanomethylphenyl)amino]-2-methyl-1,2,3,4-tetrahydroquinoline-6-carboxamide [compound (104)]; 1-acetyl-4-[(4-carboxymethylphenyl)amino]-2-methyl-1,2,3,4-tetrahydroquinoline-6-carboxamide [compound (105)]; 1-acetyl-4-[(4-carbamoylmethylphenyl)amino]-2-methyl-1,2,3,4-tetrahydroquinoline-6-carboxamide [compound (106)]; 1-acetyl-4-[(4-chlorophenyl)amino]-7-methanesulfonylamino-2-methyl-1,2,3,4-tetrahydroquinoline [compound (107)]; 1-acetyl-4-[(4-hydroxy-3-methoxycarbonylphenyl)amino]-2-methyl-1,2,3,4-tetrahydroquinoline [compound (108)]; 1-acetyl-4-[(2-carboxyphenyl)amino]-2-methyl-1,2,3,4-tetrahydroquinoline [compound (109)]; 1-acetyl-6-[cis-2,6-dimethylmorpholin-4-yl]-4-[(4-methanesulfonylaminophenyl)amino]-2-methyl-1,2,3,4-tetrahydroquinoline [compound (110)]; 1-acetyl-6-[(4-isopropylcarbonyl)piperazino]-4-[(4-methanesulfonylaminophenyl)amino]-2-methyl-1,2,3,4-tetrahydroquinoline [compound (111)]; 1-acetyl-4-[(4-benzylphenyl)amino]-2-methyl-1,2,3,4-tetrahydroquinoline [compound (112)]; 1-acetyl-4-[(4-chlorophenyl)amino]-N,N,2-trimethyl-1,2,3,4-tetrahydroquinoline-6-carboxamide [compound (113)]; 1-acetyl-4-[(4-chlorophenyl)amino]-N,2-dimethyl-1,2,3,4-tetrahydroquinoline-6-carboxamide [compound (114)]; 1-acetyl-4-[(4-chlorophenyl)amino]-2-methyl-1,2,3,4-tetrahydroquinoline-6-carbohydrazide [compound (115)]; 1-acetyl-4-[(4-chlorophenyl)amino]-6-cyano-2-methyl-1,2,3,4-tetrahydroquinoline [compound (117)]; 1-acetyl-4-[(4-chlorophenyl)amino]-N-methoxy-2-methyl-1,2,3,4-tetrahydroquinoline-6-carboxamide [compound (118)]; 1-acetyl-4-[(4-chlorophenyl)amino]-2-methyl-6-(1H-tetrazol-5-yl)-1,2,3,4-tetrahydroquinoline [compound (119)]; 1-acetyl-4-[(4-chlorophenyl)amino]-2-methyl-6-[1,2,4-oxadiazol-5(2H)-on-3-yl]-1,2,3,4-tetrahydroquinoline [compound (120)]; 1-acetyl-4-[(4-chlorophenyl)amino]-6-hydroxymethyl-2-methyl-1,2,3,4-tetrahydroquinoline [compound (121)]; 1-acetyl-4-[(4-ethoxycarbonylmethylphenyl)amino]-6-fluoro-2-methyl-1,2,3,4-tetrahydroquinoline [compound (122)); 1-acetyl-4-[(4-carboxymethylphenyl)amino]-6-fluoro-2-methyl-1,2,3,4-tetrahydroquinoline [compound (123)]; 1-acetyl-4-[(4-carbamoylmethylphenyl)amino]-6-fluoro-2-methyl-1,2,3,4-tetrahydroquinoline [compound (124)]; 1-acetyl-4-[4-(N,N-dimethylaminocarbonylmethyl)phenylamino]-6-fluoro-2-methyl-1,2,3,4-tetrahydroquinoline [compound (125)]; 1-acetyl-4-[(4-chlorophenyl)amino]-N-(2-hydroxyethyl)-2-methyl-1,2,3,4-tetrahydroquinoline-6-carboxamide [compound (126)]; 4-{1-acetyl-4-[(4-chlorophenyl)amino]-2-methyl-1,2,3,4-tetrahydroquinolin-6-yl}-2-methyl-1H-imidazole [compound (127)]; 1-acetyl-4-[(4-chlorophenyl)amino]-N-cyano-2-methyl-1,2,3,4-tetrahydroquinoline-6-carboxamide [compound (128)]; 1-acetyl-4-[(4-chlorophenyl)amino]-N-hydroxy-2-methyl-1,2,3,4-tetrahydroquinoline-6-carboxamide [compound (129)]; 1-acetyl-4-[(4-chlorophenyl)amino]-2-methyl-N-phenyl-1,2,3,4-tetrahydroquinoline-6-carboxamide [compound (130)]; 1-acetyl-4-[(4-chlorophenyl)amino]-2-methyl-N-(3-pyridyl)-1,2,3,4-tetrahydroquinoline-6-carboxamide [compound (131)]; 1-acetyl-4-[(4-morpholinophenyl)amino]-N,2-dimethyl-1,2,3,4-tetrahydroquinoline-6-carboxamide [compound (132)]; 1-acetyl-4-[(4-morpholinophenyl)amino]-2-methyl-1,2,3,4-tetrahydroquinoline-6-carbohydrazide [compound (133)]; 1-acetyl-4-[(4-morpholinophenyl)amino]-2-methyl-6-[1,3,4-oxadiazol-2(3H)-on-5-yl]-1,2,3,4-tetrahydroquinoline [compound (134)]; 1-acetyl-4-[(4-morpholinophenyl)amino]-N-methoxy-2-methyl-1,2,3,4-tetrahydroquinoline-6-carboxamide [compound (135)]; 1-acetyl-4-[(benzoxazol-5-yl)amino]-2-methyl-1,2,3,4-tetrahydroquinoline [compound (136)]; 1-acetyl-6-fluoro-4-[(4-carboxyphenyl)amino]-2-methyl-1,2,3,4-tetrahydroquinoline [compound (137)]; 1-acetyl-4-[(4-chlorophenyl)amino]-2-methyl-1,2,3,4-tetrahydroquinolin-6-ylboronic acid [compound (138)]; 1-acetyl-2-methyl-4-(4-morpholinophenoxy)-1,2,3,4-tetrahydroquinoline-6-carboxylic acid [compound (139)]; 1-acetyl-N,2-dimethyl-4-(4-morpholinophenoxy)-1,2,3,4-tetrahydroquinoline-6-carboxamide [compound (140)]; 1-acetyl-4-(4-chlorophenoxy)-2-methyl-1,2,3,4-tetrahydroquinoline-6-carboxylic acid [compound (141)]; 1-acetyl-4-(4-chlorophenoxy)-2-methyl-1,2,3,4-tetrahydroquinoline-6-carboxamide [compound (142)]; N-{4-[(1-acetyl-2-methyl-1,2,3,4-tetrahydroquinolin-4-yl)oxy]phenyl}methanesulfonamide [compound (143)]; 1-acetyl-4-[(4-cyclohexylphenyl)amino]-2-methyl-1,2,3,4-tetrahydroquinoline-6-ethyl carboxylate [compound (144)]; 1-acetyl-4-[(4-cyclohexylphenyl)amino]-2-methyl-1,2,3,4-tetrahydroquinoline-6-carboxylic acid [compound (145)]; 1-acetyl-4-[(4-cyclohexylphenyl)amino]-N,2-dimethyl-1,2,3,4-tetrahydroquinoline-6-carboxamide [compound (146)]; 1-acetyl-4-[(4-cyclohexylphenyl)amino]-2-methyl-1,2,3,4-tetrahydroquinoline-6-carboxamide [compound (147)]; 12-{1-acetyl-4-[(4-chlorophenyl)amino]-2-methyl-1,2,3,4-tetrahydroquinoline-6-carboxamido}-4,7,10-tert-butyltrioxadodecanoate [compound (148)]; 12-{1-acetyl-2-methyl-4-[(4-morpholinophenyl)amino]-1,2,3,4-tetrahydroquinoline-6-carboxamido}-4,7,10-tert-butyltrioxadodecanoate [compound (149)]; 4-(4-{1-acetyl-4-[(4-chlorophenyl)amino]-2-methyl-1,2,3,4-tetrahydroquinoline-6-carboxamido}phenyl)methylbutanoate [compound (150)]; 4-(4-{1-acetyl-2-methyl-4-[(4-morpholinophenyl)amino]-1,2,3,4-tetrahydroquinoline-6-carboxamido}phenyl)methylbutanoate [compound (151)]; 1-acetyl-4-(4-chlorophenoxy)-2-methyl-6-morpholino-1,2,3,4-tetrahydroquinoline [compound (152)]; 1-acetyl-2-methyl-4-{[4-(tetrahydro-2H-pyran-4-yl)phenyl]amino}-1,2,3,4-tetrahydroquinoline-6-ethyl carboxylate [compound (153)]; 1-acetyl-2-methyl-4-{[4-(tetrahydro-2H-pyran-4-yl)phenyl]amino}-1,2,3,4-tetrahydroquinoline-6-carboxylic acid [compound (154)]; 1-acetyl-N,2-dimethyl-4-{[4-(tetrahydro-2H-pyran-4-yl)phenyl]amino}-1,2,3,4-tetrahydroquinoline-6-carboxamide [compound (155)]; 1-acetyl-2-methyl-4-{[4-(tetrahydro-2H-pyran-4-yl)phenyl]amino}-1,2,3,4-tetrahydroquinoline-6-carboxamide [compound (156)]; 6-{1-acetyl-2-methyl-4-[(4-morpholinophenyl)amino]-1,2,3,4-tetrahydroquinoline-6-carboxamido}methyl hexanoate [compound (157)]; 6-{1-acetyl-4-[(4-chlorophenyl)amino]-2-methyl-1,2,3,4-tetrahydroquinoline-6-carboxamido}methyl hexanoate [compound (158)]; 1-acetyl-6-(4-isopropylpiperazin-1-yl)-2-methyl-4-[(4-morpholinophenyl)amino]-1,2,3,4-tetrahydroquinoline [compound (159)]; 1-acetyl-2-methyl-6-[4-(methylsulfonyl)piperazin-1-yl]-4-[(4-morpholinophenyl)amino]-1,2,3,4-tetrahydroquinoline [compound (160)]; 1-acetyl-2-methyl-6-morpholino-4-[(4-morpholinophenyl)amino]-1,2,3,4-tetrahydroquinoline [compound (161)]; 1-acetyl-2-methyl-4-{[4-(2-methylthiazol-4-yl)phenyl]amino}-1,2,3,4-tetrahydroquinoline-6-ethyl carboxylate [compound (162)]; 1-acetyl-2-methyl-4-{[4-(2-methylthiazol-4-yl)phenyl]amino}-1,2,3,4-tetrahydroquinoline-6-carboxylic acid [compound (163)]; 1-acetyl-2-methyl-4-{[4-(2-methylthiazol-4-yl)phenyl]amino}-1,2,3,4-tetrahydroquinoline-6-carboxamide [compound (164)]; 1-acetyl-N,2-dimethyl-4-{[4-(2-methylthiazol-4-yl)phenyl]amino}-1,2,3,4-tetrahydroquinoline-6-carboxamide [compound (165)]; 1-acetyl-N-benzoyl-2-methyl-4-[(4-morpholinophenyl)amino]-1,2,3,4-tetrahydroquinoline-6-carboxamide [compound (166)]; 1-acetyl-2-methyl-4-{[4-(oxazol-2-yl)phenyl]amino}-1,2,3,4-tetrahydroquinoline-6-ethyl carboxylate [compound (167)]; 1-acetyl-2-methyl-4-{[4-(oxazol-2-yl)phenyl]amino}-1,2,3,4-tetrahydroquinoline-6-carboxylic acid [compound (168)]; 1-acetyl-2-methyl-4-{[4-(oxazol-2-yl)phenyl]amino}-1,2,3,4-tetrahydroquinoline-6-carboxamide [compound (169)]; 1-acetyl-N,2-dimethyl-4-{[4-(oxazol-2-yl)phenyl]amino}-1,2,3,4-tetrahydroquinoline-6-carboxamide [compound (170)]; 1-acetyl-2-methyl-4-{[4-(1,2,3-thiadiazol-5-yl)phenyl]amino}-1,2,3,4-tetrahydroquinoline-6-ethyl carboxylate [compound (171)]; 1-acetyl-2-methyl-4-{[4-(1,2,3-thiadiazol-5-yl)phenyl]amino}-1,2,3,4-tetrahydroquinoline-6-carboxylic acid [compound (172)]; 1-acetyl-2-methyl-4-{[4-(1,2,3-thiadiazol-5-yl)phenyl]amino}-1,2,3,4-tetrahydroquinoline-6-carboxamide [compound (173)]; 1-acetyl-N,2-dimethyl-4-{[4-(1,2,3-thiadiazol-5-yl)phenyl]amino}-1,2,3,4-tetrahydroquinoline-6-carboxamide [compound (174)]; N,1-diacetyl-2-methyl-4-[(4-morpholinophenyl)amino]-1,2,3,4-tetrahydroquinoline-6-carboxamide [compound (175)]; 1-acetyl-N-isopropyl-2-methyl-4-[(4-morpholinophenyl)amino]-1,2,3,4-tetrahydroquinoline-6-carboxamide [compound (176)]; 1-acetyl-2-methyl-4-[(4-morpholinophenyl)amino]-N-(pyridin-2-yl)-1,2,3,4-tetrahydroquinoline-6-carboxamide [compound (177)]; 1-acetyl-N-cyclohexyl-2-methyl-4-[(4-morpholinophenyl)amino]-1,2,3,4-tetrahydroquinoline-6-carboxamide [compound (178)]; 1-acetyl-2-methyl-4-[(3-morpholinophenyl)amino]-1,2,3,4-tetrahydroquinoline-6-carboxylic acid [compound (179)]; 1-acetyl-N,2-dimethyl-4-[(3-morpholinophenyl)amino]-1,2,3,4-tetrahydroquinoline-6-carboxamide [compound (180)]; and 1-acetyl-2-methyl-4-[(3-morpholinophenyl)amino]-1,2,3,4-tetrahydroquinoline-6-carboxamide [compound (181)].