IP Library Granted Patent US 8,003,642
Granted Patent B2
US 8,003,642 · App. 12/282,464 · Granted Aug 23, 2011

Nitrogenated heterocyclic derivative, and pharmaceutical agent comprising the derivative as active ingredient

Assignee: Ono Pharmaceutical Co., Ltd.
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Quick Facts
Patent No.
US 8,003,642
App. No.
12/282,464
Granted
Aug 23, 2011
Kind
B2
Abstract

The compound represented by formula (I), a salt thereof, an N-oxide thereof, a solvate thereof, or a prodrug thereof specifically binds CCR5, so it is useful for preventing and/or treating CCR5-related diseases, for example, various inflammatory diseases (asthma, nephritis, nephropathy, hepatitis, arthritis, rheumatoid arthritis, rhinitis, conjunctivitis, ulcerative colitis, etc.), immunological diseases (autoimmune diseases, rejection in organ transplantation, immunosuppression, psoriasis, multiple sclerosis, etc.), infectious diseases (infection with human immunodeficiency virus, acquired immunodeficiency syndrome, etc.), allergic diseases (atopic dermatitis, urticaria, allergic bronchopulmonary aspergillosis, allergic eosinophilic gastroenteritis, etc.), ischemic reperfusion injury, acute respiratory distress syndrome, shock accompanying bacterial infection diabetes cancer metastasis and so on Wherein all symbols in formula are as defined in the specification.

Claims (262)

1. A compound selected from the group consisting of

(1) N-(3-fluorophenyl)-N-{1-[(6-{4-[(4-methyl-1-piperazinyl)sulfonyl]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-N′-(6-methyl-3-pyridinyl)urea,

(2) 4-[(5-{[4-((3-fluorophenyl){[(6-methyl-3-pyridinyl)amino]carbonyl}amino)-1-piperidinyl]methyl}-2-pyridinyl)oxy]-N-(2-methoxyethyl)benzenesulfonamide,

(3) N-(3-fluorophenyl)-N′-(6-methyl-3-pyridinyl)-N-[1-({6-[4-(4-morpholinylsulfonyl)phenoxy]-3-pyridinyl}methyl)-4-piperidinyl]urea,

(4) N-(1-{[6-(4-cyanophenoxy)-3-pyridinyl]methyl}-4-piperidinyl)-N-(3-fluorophenyl)-N′-(6-methyl-3-pyridinyl)urea,

(5) N-(3-fluorophenyl)-N′-(6-methyl-3-pyridinyl)-N-[1-({6-[4-(1H-tetrazol-5-yl)phenoxy]-3-pyridinyl}methyl)-4-piperidinyl]urea,

(6) 4-[(5-{[4-((3-fluorophenyl){[(6-methyl-3-pyridinyl)amino]carbonyl}amino)-1-piperidinyl]methyl}-2-pyridinyl)oxy]-N-1H-tetrazol-5-ylbenzamide,

(7) N-[1-({6-[(2,2-dioxido-1H-2,1,3-benzothiadiazin-6-yl)oxy]-3-pyridinyl}methyl)-4-piperidinyl]-N-(3-fluorophenyl)-N′-(6-methyl-3-pyridinyl)urea,

(8) N,N′-bis(4-chlorophenyl)-N-[1-({6-[4-(methylsulfonyl)phenoxy]-3-pyridinyl}methyl)-4-piperidinyl]urea,

(9) N-{4-[(5-{[4-((4-chlorophenyl){[(4-chlorophenyl)amino]carbonyl}amino)-1-piperidinyl]methyl}-2-pyridinyl)oxy]phenyl}methanesulfonamide,

(10) N-{1-[(6-{4-[(4-acetyl-1-piperazinyl)sulfonyl]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-N-(3-fluorophenyl)-N′-(6-methyl-3-pyridinyl)urea,

(11) N-(4-{[5-({4-[(anilinocarbonyl)(phenyl)amino]piperidin-1-yl}methyl)pyridin-2-yl]oxy}phenyl)methanesulfonamide,

(12) N-(3-fluorophenyl)-N′-(6-methyl-3-pyridinyl)-N-(1-{[6-(4-nitrophenoxy)-3-pyridinyl]methyl}-4-piperidinyl)urea,

(13) N-(3-fluorophenyl)-N′-(6-methyl-3-pyridinyl)-N-{1-[(6-{4-[(4-oxo-1-piperidinyl)sulfonyl]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}urea,

(14) phenyl (3-fluorophenyl){1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamate,

(15) phenyl{1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}phenylcarbamate,

(16) 2-(3-fluorophenyl)-N-(6-methyl-3-pyridinyl)-2-{1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}acetamide,

(17) 2-(3-fluorophenyl)-N-(6-methyl-3-pyridinyl)-2-[1-({6-[4-(methylsulfonyl)phenoxy]-3-pyridinyl}methyl)-4-piperidinyl]acetamide,

(18) 2-(3-fluorophenyl)-2-{1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-N-phenylacetamide,

(19) N-(4-{[5-({4-[(anilinocarbonyl)(phenyl)amino]-1-oxido-1-piperidinyl}methyl)-2-pyridinyl]oxy}phenyl)methanesulfonamide,

(20) N-(3-fluorophenyl)-N-{1-[(6-{4-[(4-hydroxy-1-piperidinyl)sulfonyl]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-N′-(6-methyl-3-pyridinyl)urea,

(21) 1-(1-{[6-(4-aminophenoxy)pyridin-3-yl]methyl}piperidin-4-yl)-1-(3-fluorophenyl)-3-(6-methylpyridin-3-yl)urea,

(22) N-(1-{[6-(4-{[(dimethylamino)sulfonyl]amino}phenoxy)-3-pyridinyl]methyl}-4-piperidinyl)-N-(3-fluorophenyl)-N′-(6-methyl-3-pyridinyl)urea,

(23) N-(3-fluorophenyl)-N-(1-{[6-(4-{[(methylamino)sulfonyl]amino}phenoxy)-3-pyridinyl]methyl}-4-piperidinyl)-N′-(6-methyl-3-pyridinyl)urea,

(24) N-{1-[(6-{4-[(aminosulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-N-(3-fluorophenyl)-N′-(6-methyl-3-pyridinyl)urea,

(25) N-{4-[(5-{[4-((3-fluorophenyl){[(6-methyl-3-pyridinyl)amino]carbonyl}amino)-1-piperidinyl]methyl}-2-pyridinyl)oxy]phenyl}-2-(4-morpholinyl)ethanesulfonamide,

(26) N-(3-fluorophenyl)-N-(1-{[6-(4-{[(methylamino)carbonothioyl]amino}phenoxy)-3-pyridinyl]methyl}-4-piperidinyl)-N′-(6-methyl-3-pyridinyl)urea,

(27) N-(3-fluorophenyl)-N′-(6-methyl-3-pyridinyl)-N-{1-[(6-{4-[({[2-(4-morpholinyl)ethyl]amino}carbonothioyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}urea,

(28) benzyl[({4-[(5-{[4-((3-fluorophenyl){[(6-methyl-3-pyridinyl)amino]carbonyl}amino)-1-piperidinyl]methyl}-2-pyridinyl)oxy]phenyl}amino)sulfonyl]carbamate,

(29) N-[1-({6-[4-(4,4-dioxido-2-oxo-1,4,3,5-oxathiadiazepan-5-yl)phenoxy]-3-pyridinyl}methyl)-4-piperidinyl]-N-(3-fluorophenyl)-N′-(6-methyl-3-pyridinyl)urea,

(30) 4-[(5-{[4-((3-fluorophenyl){[(6-methyl-3-pyridinyl)amino]carbonyl}amino)-1-piperidinyl]methyl}-2-pyridinyl)oxy]-N-(2-hydroxyethyl)benzenesulfonamide,

(31) N-[1-({6-[4-(1,1-dioxido-1 ,2,6-thiadiazinan-2-yl)phenoxy]-3-pyridinyl}methyl)-4-piperidinyl]-N-(3-fluorophenyl)-N′-(6-methyl-3-pyridinyl)urea,

(32) N-(3-fluorophenyl)-N-[1-({6-[4-(6-methyl-1,1-dioxido-1,2,6-thiadiazinan-2-yl)phenoxy]-3-pyridinyl}methyl)-4-piperidinyl]-N′-(6-methyl-3-pyridinyl)urea,

(33) N-(3-fluorophenyl)-N-{1-[(6-{4-[6-(2-methoxyethyl)-1,1-dioxido-1,2,6-thiadiazinan-2-yl]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-N′-(6-methyl-3-pyridinyl)urea,

(34) 2-hydroxy-N-{1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-N,2-diphenylacetamide,

(35) 4-[(5-{[4-((3-fluorophenyl){[(6-methyl-3-pyridinyl)amino]carbonyl}amino)-1-piperidinyl]methyl}-2-pyridinyl)oxy]-N-(2-hydroxy-2-methylpropyl)benzenesulfonamide,

(36) N-(3-fluorophenyl)-2-hydroxy-N-{1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-2-phenylacetamide,

(37) 4-[(5-{[4-((3-fluorophenyl){[(6-methyl-3-pyridinyl)amino]carbonyl}amino)-1-piperidinyl]methyl}-2-pyridinyl)oxy]-N-(3-methoxypropyl)benzenesulfonamide,

(38) N-(3-fluorophenyl)-N-{1-[(6-{4-[(2-hydroxyethyl)sulfonyl]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-N′-(6-methyl-3-pyridinyl)urea,

(39) N-{4-[(5-{[4-((3-fluorophenyl){[(6-methyl-3-pyridinyl)amino]carbonyl}amino)-1-piperidinyl]methyl}-2-pyridinyl)oxy]phenyl}cyclopropanesulfonamide,

(40) 4-[(5-{[4-((3-fluorophenyl){[(6-methyl-3-pyridinyl)amino]carbonyl}amino)-1-piperidinyl]methyl}-2-pyridinyl)oxy]-N-(3-hydroxy-3-methylbutyl)benzenesulfonamide,

(41) N-(3-fluorophenyl)-N-{1-[(6-{4-[(3-hydroxypropyl)sulfonyl]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-N′-(6-methyl-3-pyridinyl)urea,

(42) N-(2-methoxyethyl)-4-[(5-{[4-46-methyl-3-pyridinyl){[(6-methyl-3-pyridinyl)amino]carbonyl}amino)-1-piperidinyl]methyl}-2-pyridinyl)oxy]benzenesulfonamide,

(43) N-{1-[(6-{4-[(4-hydroxy-1-piperidinyl)sulfonyl]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-N,N′-bis(6-methyl-3-pyridinyl)urea,

(44) 4-[(5-{[4-((4-chlorophenyl){[(6-methyl-3-pyridinyl)amino]carbonyl}amino)-1-piperidinyl]methyl}-2-pyridinyl)oxy]-N-(2-methoxyethyl)benzenesulfonamide,

(45) N-{1-[(6-{4-[(4-methyl-1-piperazinyl)sulfonyl]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-N,N′-bis(6-methyl-3-pyridinyl)urea,

(46) 4-{[5-({4-[{[(5-chloro-2-pyridinyl)amino]carbonyl}(6-methyl-3-pyridinyl)amino]-1-piperidinyl}methyl)-2-pyridinyl]oxy}-N-(2-methoxyethyl)benzenesulfonamide,

(47) 5-({[(4-chlorophenyl)(1-{[6-(4-{[(2-methoxyethyl)amino]sulfonyl}phenoxy)-3-pyridinyl]methyl}-4-piperidinyl)amino]carbonyl}amino)-2-fluorobenzamide,

(48) 5-{[((4-chlorophenyl){1-[(6-{4-[(4-hydroxy-1-piperidinyl)sulfonyl]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}amino)carbonyl]amino}-2-fluorobenzamide,

(49) N′-(5-chloro-2-pyridinyl)-N-{1-[(6-{4-[(4-hydroxy-1-piperidinyl)sulfonyl]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-N-(6-methyl-3-pyridinyl)urea,

(50) 2-fluoro-5-({[(1-{[6-(4-{[(2-methoxyethyl)amino]sulfonyl}phenoxy)-3-pyridinyl]methyl}-4-piperidinyl)(6-methyl-3-pyridinyl)amino]carbonyl}amino)benzamide,

(51) 2-fluoro-5-({[{1-[(6-{4-[(4-hydroxy-1-piperidinyl)sulfonyl]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}(6-methyl-3-pyridinyl)amino]carbonyl}amino)benzamide,

(52) N-(4-chlorophenyl)-N′-(5-chloro-2-pyridinyl)-N-{1-[(6-{4-[(4-hydroxy-1-piperidinyl)sulfonyl]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}urea,

(53) 4-[(5-{[4-((4-chlorophenyl){[(5-chloro-2-pyridinyl)amino]carbonyl}amino)-1-piperidinyl]methyl}-2-pyridinyl)oxy]-N-(2-methoxyethyl)benzenesulfonamide,

(54) N-(2-methoxyethyl)-4-[(5-{[4-45-methyl-2-pyridinyl){[(6-methyl-3-pyridinyl)amino]carbonyl}amino)-1-piperidinyl]methyl}-2-pyridinyl)oxy]benzenesulfonamide,

(55) N-{1-[(6-{4-[(4-hydroxy-1-piperidinyl)sulfonyl]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-N-(5-methyl-2-pyridinyl)-N′-(6-methyl-3-pyridinyl)urea,

(56) N′-(5-chloro-2-pyridinyl)-N-cyclopropyl-N-{1-[(6-{4-[(4-hydroxy-1-piperidinyl)sulfonyl]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}urea,

(57) 4-{[5-({4-[{[(5-chloro-2-pyridinyl)amino]carbonyl}(cyclopropyl)amino]-1-piperidinyl}methyl)-2-pyridinyl]oxy}-N-(2-methoxyethyl)benzenesulfonamide,

(58) 1-cyclopropyl-1-{1-[(6-{4-[(4-hydroxy-1-piperidinyl)sulfonyl]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-3-(6-methyl-3-pyridinyl)urea,

(59) 4-({5-[(4-{cyclopropyl[(6-methyl-3-pyridinyl)carbamoyl]amino}-1-piperidinyl)methyl]-2-pyridinyl}oxy)-N-(2-methoxyethyl)benzenesulfonamide,

(60) 2-fluoro-5-{[(1-{[6-(4-{[(2-methoxyethyl)amino]sulfonyl}phenoxy)-3-pyridinyl]methyl}-4-piperidinyl)(5-methyl-2-pyridinyl)carbamoyl]amino}benzamide,

(61) 2-fluoro-5-{[{1-[(6-{4-[(4-hydroxy-1-piperidinyl)sulfonyl]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}(5-methyl-2-pyridinyl)carbamoyl]amino}benzamide,

(62) 5-[(cyclopropyl{1-[(6-{4-[(4-hydroxy-1-piperidinyl)sulfonyl]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2-fluorobenzamide,

(63) 5-{[cyclopropyl(1-{[6-(4-{[(2-methoxyethyl)amino]sulfonyl}phenoxy)-3-pyridinyl]methyl}-4-piperidinyl)carbamoyl]amino}-2-fluorobenzamide,

(64) 4-({5-[(4-{cyclobutyl[(6-methyl-3-pyridinyl)carbamoyl]amino}-1-piperidinyl)methyl]-2-pyridinyl}oxy)-N-(2-methoxyethyl)benzenesulfonamide,

(65) 1-cyclobutyl-1-{1-[(6-{4-[(4-hydroxy-1-piperidinyl)sulfonyl]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-3-(6-methyl-3-pyridinyl)urea,

(66) 4-({5-[(4-{2-butyn-1-yl[(6-methyl-3-pyridinyl)carbamoyl]amino}-1-piperidinyl)methyl]-2-pyridinyl}oxy)-N-(2-methoxyethyl)benzenesulfonamide,

(67) 1-(2-butyn-1-yl)-1-{1-[(6-{4-[(4-hydroxy-1-piperidinyl)sulfonyl]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-3-(6-methyl-3-pyridinyl)urea,

(68) 2,4-difluoro-5-{[(1-{[6-(4-{[(2-methoxyethyl)amino]sulfonyl}phenoxy)-3-pyridinyl]methyl}-4-piperidinyl)(3-methylbutyl)carbamoyl]amino}benzamide,

(69) 2,4-difluoro-5-{[{1-[(6-{4-[(4-hydroxy-1-piperidinyl)sulfonyl]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}(3-methylbutyl)carbamoyl]amino}benzamide,

(70) 5-{[(cyclobutylmethyl)(1-{[6-(4-{[(2-methoxyethyl)amino]sulfonyl}phenoxy)-3-pyridinyl]methyl}-4-piperidinyl)carbamoyl]amino}-2,4-difluorobenzamide,

(71) 5-{[(cyclopropylmethyl)(1-{[6-(4-{[(2-methoxyethyl)amino]sulfonyl}phenoxy)-3-pyridinyl]methyl}-4-piperidinyl)carbamoyl]amino}-2,4-difluorobenzamide,

(72) 2,4-difluoro-5-{[(2-hydroxybutyl)(1-{[6-(4-{[(2-methoxyethyl)amino]sulfonyl}phenoxy)-3-pyridinyl]methyl}-4-piperidinyl)carbamoyl]amino}benzamide,

(73) 5-{[3-butyn-1-yl(1-{[6-(4-{[(2-methoxyethyl)amino]sulfonyl}phenoxy)-3-pyridinyl]methyl}-4-piperidinyl)carbamoyl]amino}-2,4-difluorobenzamide,

(74) 1-{1-[(6-{4-[(4-hydroxy-1-piperidinyl)sulfonyl]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-1-isobutyl-3-(6-methyl-3-pyridinyl)urea,

(75) 5-{[2-butyn-1-yl(1-{[6-(4-{[(2-methoxyethyl)amino]sulfonyl}phenoxy)-3-pyridinyl]methyl}-4-piperidinyl)carbamoyl]amino}-2-fluorobenzamide,

(76) 5-[(2-butyn-1-yl{1-[(6-{4-[(4-hydroxy-1-piperidinyl)sulfonyl]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2-fluorobenzamide,

(77) 2-fluoro-5-{[{1-[(6-{4-[(4-hydroxy-1-piperidinyl)sulfonyl]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}(isobutyl)carbamoyl]amino}benzamide,

(78) 1-(3-fluorophenyl)-1-{1-[(6-{4-[(4-methoxy-1-piperidinyl)sulfonyl]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-3-(6-methyl-3-pyridinyl)urea,

(79) 1-(3-fluorophenyl)-3-(6-methyl-3-pyridinyl)-1-(1-{[6-(4-{[4-(trifluoromethyl)-1-piperidinyl]sulfonyl}phenoxy)-3-pyridinyl]methyl}-4-piperidinyl)urea,

(80) 1-(3-fluorophenyl)-1-{1-[(6-{4-[(4-fluoro-1-piperidinyl)sulfonyl]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-3-(6-methyl-3-pyridinyl)urea,

(81) 1-{1-[(6-{4-[(4,4-difluoro-1-piperidinyl)sulfonyl]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-1-(3-fluorophenyl)-3-(6-methyl-3-pyridinyl)urea,

(82) 5-[(butyl{1-[(6-{4-[(4-hydroxy-1-piperidinyl)sulfonyl]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(83) 5-({butyl[1-({2-methyl-6-[4-(methylsulfonyl)phenoxy]-3-pyridinyl}methyl)-4-piperidinyl]carbamoyl}amino)-2,4-difluorobenzamide,

(84) 5-[(butyl{1-[(2-methyl-6-{4-[(methylamino)sulfonyl]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(85) 5-[(butyl{1-[(6-{4-[(dimethylamino)sulfonyl]phenoxy}-2-methyl-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(86) 5-[(butyl{1-[(6-{4-[(4-hydroxy-1-piperidinyl)sulfonyl]phenoxy}-2-methyl-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(87) 5-[(butyl{1-[(6-{4-[(4-methoxy-1-piperidinyl)sulfonyl]phenoxy}-2-methyl-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(88) 2-(5-{[butyl(1-{[2-methyl-6-(4-{[4-(trifluoromethyl)-1-piperidinyl]sulfonyl}phenoxy)-3-pyridinyl]methyl}-4-piperidinyl)carbamoyl]amino}-2,4-difluorophenyl)acetamide,

(89) 5-{[butyl(1-{[2-methyl-6-(4-{[4-(trifluoromethyl)-1-piperidinyl]sulfonyl}phenoxy)-3-pyridinyl]methyl}-4-piperidinyl)carbamoyl]amino}-2,4-difluorobenzamide,

(90) 5-{[{1-[(6-{4-[(4,4-difluoro-1-piperidinyl)sulfonyl]phenoxy}-2-methyl-3-pyridinyl)methyl]-4-piperidinyl}(pentyl)carbamoyl]amino}-2,4-difluorobenzamide,

(91) 5-[(butyl{1-[(6-{4-[(4,4-difluoro-1-piperidinyl)sulfonyl]phenoxy}-2-methyl-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(92) 5-[(butyl{1-[(6-{4-[(4-fluoro-1-piperidinyl)sulfonyl]phenoxy}-2-methyl-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(93) 5-[(butyl{1-[(6-{4-[(3-hydroxy-1-azetidinyl)sulfonyl]phenoxy}-2-methyl-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(94) 5-[(butyl{1-[(6-{4-[(cyclopropylamino)sulfonyl]phenoxy}-2-methyl-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(95) 5-[(butyl{1-[(6-{4-[(cyclobutylamino)sulfonyl]phenoxy}-2-methyl-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(96) 5-[(butyl{1-[(6-{4-[(cyclopentylamino)sulfonyl]phenoxy}-2-methyl-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(97) 5-{[butyl(1-{[6-(4-{[(4,4-difluorocyclohexyl)amino]sulfonyl}phenoxy)-2-methyl-3-pyridinyl]methyl}-4-piperidinyl)carbamoyl]amino}-2,4-difluorobenzamide,

(98) 5-{[(1-{[6-(4-acetylphenoxy)-2-methyl-3-pyridinyl]methyl}-4-piperidinyl)(butyl)carbamoyl]amino}-2,4-difluorobenzamide,

(99) 5-({butyl[1-({2-methyl-6-[4-(methylcarbamoyl)phenoxy]-3-pyridinyl}methyl)-4-piperidinyl]carbamoyl}amino)-2,4-difluorobenzamide,

(100) 5-{[{1-[(6-{4-[(4-acetyl-1-piperazinyl)carbonyl]phenoxy}-2-methyl-3-pyridinyl)methyl]-4-piperidinyl}(butyl)carbamoyl]amino}-2,4-difluorobenzamide,

(101) 5-({butyl[1-({6-[4-(dimethylcarbamoyl)phenoxy]-2-methyl-3-pyridinyl}methyl)-4-piperidinyl]carbamoyl}amino)-2,4-difluorobenzamide,

(102) 5-({butyl[1-({6-[4-(ethylcarbamoyl)phenoxy]-2-methyl-3-pyridinyl}methyl)-4-piperidinyl]carbamoyl}amino)-2,4-difluorobenzamide,

(103) 5-[(butyl{1-[(2-methyl-6-{4-[(4-methyl-1-piperazinyl)carbonyl]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(104) 5-({butyl[1-({6-[4-(1-hydroxy-1-methylethyl)phenoxy]-2-methyl-3-pyridinyl}methyl)-4-piperidinyl]carbamoyl}amino)-2,4-difluorobenzamide,

(105) 5-[(butyl{1-[(2-methyl-6-{4-[(methylsulfonyl)methyl]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(106) 5-{[butyl(1-{[2-methyl-6-(4-{[(methylsulfonyl)amino]methyl}phenoxy)-3-pyridinyl]methyl}-4-piperidinyl)carbamoyl]amino}-2,4-difluorobenzamide,

(107) N-{4-[(5-{[4-((6-methyl-3-pyridinyl){[(6-methyl-3-pyridinyl)amino]carbonyl}amino)-1-piperidinyl]methyl}-2-pyridinyl)oxy]phenyl}methanesulfonamide,

(108) N-{4-[(5-{[4-((5-methyl-2-pyridinyl){[(6-methyl-3-pyridinyl)amino]carbonyl}amino)-1-piperidinyl]methyl}-2-pyridinyl)oxy]phenyl}methanesulfonamide,

(109) N-(4-{[5-({4-[{[(5-chloro-2-pyridinyl)amino]carbonyl}(cyclopropyl)amino]-1-piperidinyl}methyl)-2-pyridinyl]oxy}phenyl)methanesulfonamide,

(110) N-[4-({5-[(4-{cyclopropyl[(6-methyl-3-pyridinyl)carbamoyl]amino}-1-piperidinyl)methyl]-2-pyridinyl}oxy)phenyl]methanesulfonamide,

(111) 2-fluoro-5-{[(5-methyl-2-pyridinyl){1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl]amino}benzamide,

(112) N-[4-({5-[(4-{cyclobutyl[(6-methyl-3-pyridinyl)carbamoyl]amino}-1-piperidinyl)methyl]-2-pyridinyl}oxy)phenyl]methanesulfonamide,

(113) N-[4-({5-[(4-{2-butyn-1-yl[(6-methyl-3-pyridinyl)carbamoyl]amino}-1-piperidinyl)methyl]-2-pyridinyl}oxy)phenyl]methanesulfonamide,

(114) N-[4-({5-[(4-{(3-methyl-2-buten-1-yl)[(6-methyl-3-pyridinyl)carbamoyl]amino}-1-piperidinyl)methyl]-2-pyridinyl}oxy)phenyl]methanesulfonamide,

(115) N-[4-({5-[(4-{(cyclobutylmethyl)[(6-methyl-3-pyridinyl)carbamoyl]amino}-1-piperidinyl)methyl]-2-pyridinyl}oxy)phenyl]methanesulfonamide,

(116) N-[4-({5-[(4-{(3-methylbutyl)[(6-methyl-3-pyridinyl)carbamoyl]amino}-1-piperidinyl)methyl]-2-pyridinyl}oxy)phenyl]methanesulfonamide,

(117) 2,4-difluoro-5-{[(3-methylbutyl){1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl]amino}benzamide,

(118) 5-{[(cyclobutylmethyl){1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl]amino}-2,4-difluorobenzamide,

(119) 5-{[(cyclopropylmethyl){1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl]amino}-2,4-difluorobenzamide,

(120) 2,4-difluoro-5-{[(2-hydroxybutyl){1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl]amino}benzamide,

(121) 5-[(3-butyn-1-yl{1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(122) N-[4-({5-[(4-{butyl[(6-methyl-3-pyridinyl)carbamoyl]amino}-1-piperidinyl)methyl]-2-pyridinyl}oxy)phenyl]methanesulfonamide,

(123) N-[4-({5-[(4-{(cyclopropylmethyl)[(6-methyl-3-pyridinyl)carbamoyl]amino}-1-piperidinyl)methyl]-2-pyridinyl}oxy)phenyl]methanesulfonamide,

(124) N-[4-({5-[(4-{(2-hydroxybutyl)[(6-methyl-3-pyridinyl)carbamoyl]amino}-1-piperidinyl)methyl]-2-pyridinyl}oxy)phenyl]methanesulfonamide,

(125) N-[4-({5-[(4-{3-butyn-1-yl[(6-methyl-3-pyridinyl)carbamoyl]amino}-1-piperidinyl)methyl]-2-pyridinyl}oxy)phenyl]methanesulfonamide,

(126) 5-[(2-butyn-1-yl{1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2-fluorobenzamide,

(127) 2,4-difluoro-5-{[(3-methyl-2-buten-1-yl){1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl]amino}benzamide,

(128) 5-[(butyl{1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2-fluorobenzamide,

(129) N-[4-({5-[(4-{isobutyl[(6-methyl-3-pyridinyl)carbamoyl]amino}-1-piperidinyl)methyl]-2-pyridinyl}oxy)phenyl]methanesulfonamide,

(130) 2-fluoro-5-[(isobutyl{1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]benzamide,

(131) 5-[(2-butyn-1-yl{1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(132) 2,4-difluoro-5-{[{1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}(propyl)carbamoyl]amino}benzamide,

(133) 5-[(3-buten-1-yl{1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(134) 5-{[(cyclopentylmethyl){1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl]amino}-2,4-difluorobenzamide,

(135) 2-{5-[(butyl{1-[(2-methyl-6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorophenyl}acetamide,

(136) 5-[(butyl{1-[(2-methyl-6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2-fluorobenzamide,

(137) N-[4-({5-[(4-{butyl[(5-cyano-2,4-difluorophenyl)carbamoyl]amino}-1-piperidinyl)methyl]-6-methyl-2-pyridinyl}oxy)phenyl]methanesulfonamide,

(138) N-[4-({5-[(4-{butyl[(3-methyl-5-isoxazolyl)carbamoyl]amino}-1-piperidinyl)methyl]-6-methyl-2-pyridinyl}oxy)phenyl]methanesulfonamide,

(139) 5-[(butyl{1-[(2-methyl-6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzenesulfonamide,

(140) N-[4-({5-[(4-{butyl[(6-methyl-3-pyridinyl)carbamoyl]amino}-1-piperidinyl)methyl]-6-methyl-2-pyridinyl}oxy)phenyl]methanesulfonamide,

(141) 5-[(butyl{1-[(6-{4-[(ethylsulfonyl)amino]phenoxy}-2-methyl-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(142) 5-{[(cyclobutylmethyl){1-[(2-methyl-6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl]amino}-2,4-difluorobenzamide,

(143) 5-[(2-butyn-1-yl{1-[(2-methyl-6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(144) 5-{[(cyclopropylmethyl){1-[(2-methyl-6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl]amino}-2,4-difluorobenzamide,

(145) N-{4-[(5-{[4-(butyl{[2,4-difluoro-5-(1,3-oxazol-2-yl)phenyl]carbamoyl}amino)-1-piperidinyl]methyl}-6-methyl-2-pyridinyl)oxy]phenyl}methanesulfonamide,

(146) N-[4-({5-[(4-{butyl[(6-fluoro-1-oxo-1,2,3,4-tetrahydro-7-isoquinolinyl)carbamoyl]amino}-1-piperidinyl)methyl]-6-methyl-2-pyridinyl}oxy)phenyl]methanesulfonamide,

(147) 2,4-difluoro-5-{[{1-[(2-methyl-6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}(pentyl)carbamoyl]amino}benzamide,

(148) 2,4-difluoro-5-{[{1-[(2-methyl-6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}(propyl)carbamoyl]amino}benzamide,

(149) 2,4-difluoro-5-{[(3-methylbutyl){1-[(2-methyl-6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl]amino}benzamide,

(150) 2,4-difluoro-5-{[(3-methyl-2-buten-1-yl){1-[(2-methyl-6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl]amino}benzamide,

(151) 5-[(3-buten-1-yl{1-[(2-methyl-6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(152) 5-[(3-butyn-1-yl{1-[(2-methyl-6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(153) 5-{[(cyclopentylmethyl){1-[(2-methyl-6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl]amino}-2,4-difluorobenzamide,

(154) 5-[(butyl{1-[(5-methyl-6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(155) 5-[(butyl{1-[(4-methyl-6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(156) 5-[(butyl{1-[(2-ethyl-6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(157) 5-[(2-butyn-1-yl{1-[(2-ethyl-6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(158) 5-{[(cyclopropylmethyl){1-[(2-ethyl-6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl]amino}-2,4-difluorobenzamide,

(159) 5-{[(cyclobutylmethyl){1-[(2-ethyl-6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl]amino}-2,4-difluorobenzamide,

(160) 5-[(butyl{1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-2-propyl-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(161) 5-[(butyl{1-[(2-isopropyl-6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(162) 5-[(2-butyn-1-yl{1-[(2-isopropyl-6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(163) 5-{[(cyclopropylmethyl){1-[(2-isopropyl-6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl]amino}-2,4-difluorobenzamide,

(164) 5-{[(cyclobutylmethyl){1[(2-isopropyl-6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl]amino}-2,4-difluorobenzamide,

(165) 5-[(butyl{1-[(2-chloro-6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(166) 5-[(butyl{1-[(2-methoxy-6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(167) 5-[(2-butyn-1-yl{1-[(2-methoxy-6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(168) 5-{[(cyclobutylmethyl){1-[(2-methoxy-6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl]amino}-2,4-difluorobenzamide,

(169) 2,4-difluoro-5-{[{1-[(2-methoxy-6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}(propyl)carbamoyl]amino}benzamide,

(170) 5-[(3-buten-1-yl{1-[(2-methoxy-6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(171) 5-[(butyl{1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-2-phenyl-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(172) 5-[(butyl{1-[(2-methyl-6-{2-methyl-4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(173) 5-({butyl[1-(2-methyl-4-{4-[(methylsulfonyl)amino]phenoxy}benzyl)-4-piperidinyl]carbamoyl}amino)-2,4-difluorobenzamide,

(174) 5-[(butyl{1-[4-{4-[(methylsulfonyl)amino]phenoxy}-2-(trifluoromethyl)benzyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(175) 5-[(butyl{2-methyl-1-[(2-methyl-6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(176) 5-({butyl[1-({2-methyl-6-[4-(1,3-ox azol-2-yl)phenoxy]-3-pyridinyl}methyl)-4-piperidinyl]carbamoyl}amino)-2,4-difluorobenzamide,

(177) 5-({butyl[1-({2-methyl-6-[4-(1,3-thiazol-2-yl)phenoxy]-3-pyridinyl}methyl)-4-piperidinyl]carbamoyl}amino)-2,4-difluorobenzamide,

(178) 5-{[(1-{[6-(4-nitrophenoxy)-2-methyl-3-pyridinyl]methyl}-4-piperidinyl)(butyl)carbamoyl]amino}-2,4-difluorobenzamide,

(179) 5-{[(1-{[6-(4-aminophenoxy)-2-methyl-3-pyridinyl]methyl}-4-piperidinyl)(butyl)carbamoyl]amino}-2,4-difluorobenzamide,

(180) 5-{[(1-{[6-(4-acetamidophenoxy)-2-methyl-3-pyridinyl]methyl}-4-piperidinyl)(butyl)carbamoyl]amino}-2,4-difluorobenzamide,

(181) 5-{[butyl(1-{[6-(4-{[(dimethylamino)sulfonyl]amino}phenoxy)-2-methyl-3-pyridinyl]methyl}-4-piperidinyl)carbamoyl]amino}-2,4-difluorobenzamide,

(182) 5-{[butyl(1-{[2-methyl-6-(4-{[(methylamino)sulfonyl]amino}phenoxy)-3-pyridinyl]methyl}-4-piperidinyl)carbamoyl]amino}-2,4-difluorobenzamide,

(183) N-(1-{[6-(4-{[(2-methoxyethyl)amino]sulfonyl}phenoxy)-3-pyridinyl]methyl}-4-piperidinyl)-N,2-diphenylacetamide,

(184) N-{1-[(6-{4-[(4-hydroxy-1-piperidinyl)sulfonyl]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-N,2-diphenylacetamide,

(185) N-{1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-N,2-diphenylacetamide,

(186) 2-cyclohexyl-N-{1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-N-phenylacetamide,

(187) N-{1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-N-phenyl-2-(tetrahydro-2H-pyran-4-yl)acetamide,

(188) 1-acetyl-N-{1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-N-phenyl-4-piperidinecarboxamide,

(189) N-{1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-N-phenylbicyclo[4.2.0]octa-1,3,5-triene-7-carboxamide,

(190) N-{1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-N-phenyl-1-indanecarbox amide,

(191) N-{1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-N-phenyl-1,2,3,4-tetrahydro-1-naphthalenecarboxamide,

(192) 2-(4-methoxyphenyl)-N-{1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-N-phenylacetamide,

(193) 2-(4-cyanophenyl)-N-{1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-N-phenylacetamide,

(194) N-{1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-N,1-diphenylcyclopropanecarboxamide,

(195) 2-(3-methoxyphenyl)-N-{1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-N-phenylacetamide,

(196) 2-(2-methoxyphenyl)-N-{1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-N-phenylacetamide,

(197) N-(5-methyl-2-pyridinyl)-N-{1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-2-phenylacetamide,

(198) N-{1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-N,2-diphenylpropanamide,

(199) 2-methoxy-N-{1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-N,2-diphenylacetamide,

(200) N-{1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-N-phenyl-2-(2-thienyl)acetamide,

(201) 2-(3-methyl-5-isoxazolyl)-N-{1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-N-phenylacetamide,

(202) 2-(3-cyanophenyl)-N-{1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-N-phenylacetamide,

(203) 2-(3-acetylphenyl)-N-{1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-N-phenylacetamide,

(204) 2-[3-(1-hydroxyethyl)phenyl]-N-{1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-N-phenylacetamide,

(205) N-{1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-N-phenyl-2,3-dihydro-1-benzofuran-2-carboxamide,

(206) 2-fluoro-N-{1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-N,2-diphenylacetamide,

(207) N-{1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-2-phenoxy-N-phenylac etamide,

(208) (3S)-3-hydroxy-N-{1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-N,3-diphenylpropanamide,

(209) N-{1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}-N,1-diphenylmethanesulfonamide,

(210) N-[{1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}(phenyl)methyl]benzamide,

(211) N-[{1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}(phenyl)methyl]cyclohexanecarboxamide,

(212) 1-acetyl-N-[{1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}(phenyl)methyl]-4-piperidinecarboxamide,

(213) N-[{1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}(phenyl)methyl]tetrahydro-2H-pyran-4-carboxamide,

(214) N-[{1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}(phenyl)methyl]benzenesulfonamide,

(215) 5-[(butyl{1-[(6-{4-[(4-hydroxy-1-piperidinyl)carbonyl]phenoxy}-2-methyl-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(216) 5-({butyl[1-({2-methyl-6-[4-(4-morpholinylcarbonyl)phenoxy]-3-pyridinyl}methyl)-4-piperidinyl]carbamoyl}amino)-2,4-difluorobenzamide,

(217) 5-{[butyl(1-{[2-methyl-6-(4-{[4-(trifluoromethyl)-1-piperidinyl]carbonyl}phenoxy)-3-pyridinyl]methyl}-4-piperidinyl)carbamoyl]amino}-2,4-difluorobenzamide,

(218) 5-{[{1-[(6-{4-[(4-acetyl-1-piperazinyl)carbonyl]phenoxy}-2-methyl-3-pyridinyl)methyl]-4-piperidinyl}(propyl)carbamoyl]amino}-2,4-difluorobenzamide,

(219) 5-{[{1-[(6-{4-[(4-acetyl-1-piperazinyl)carbonyl]phenoxy}-2-methyl-3-pyridinyl)methyl]-4-piperidinyl}(2-butyn-1-yl)carbamoyl]amino}-2,4-difluorobenzamide,

(220) 2,4-difluoro-5-{[{1-[(2-methyl-6-{4-[(methylsulfonyl)methyl]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}(propyl)carbamoyl]amino}benzamide,

(221) 5-[(2-butyn-1-yl{1-[(2-methyl-6-{4-[(methylsulfonyl)methyl]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(222) 5-[(butyl{1-[(2-isopropyl-6-{4-[(methylsulfonyl)methyl]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(223) 5-[(2-butyn-1-yl{1-[(2-isopropyl-6-{4-[(methylsulfonyl)methyl]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(224) 2,4-difluoro-5-{[{1[(2-isopropyl-6-{4-[(methylsulfonyl)methyl]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}(propyl)carbamoyl]amino}benzamide,

(225) 2,4-difluoro-5-{[(1-{[2-methyl-6-(4-{[(methylsulfonyl)amino]methyl}phenoxy)-3-pyridinyl]methyl}-4-piperidinyl)(propyl)carbamoyl]amino}benzamide,

(226) 5-{[2-butyn-1-yl(1-{[2-methyl-6-(4-{[(methylsulfonyl)amino]methyl}phenoxy)-3-pyridinyl]methyl}-4-piperidinyl)carbamoyl]amino}-2,4-difluorobenzamide,

(227) 5-{[butyl(1-{[2-isopropyl-6-(4-{[(methylsulfonyl)amino]methyl}phenoxy)-3-pyridinyl]methyl}-4-piperidinyl)carbamoyl]amino}-2,4-difluorobenzamide,

(228) 2,4-difluoro-5-{[(1-{[2-isopropyl-6-(4-{[(methylsulfonyl)amino]methyl}phenoxy)-3-pyridinyl]methyl}-4-piperidinyl)(propyl)carbamoyl]amino}benzamide,

(229) 5-{[2-butyn-1-yl(1-{[2-isopropyl-6-(4-{[(methylsulfonyl)amino]methyl}phenoxy)-3-pyridinyl]methyl}-4-piperidinyl)carbamoyl]amino}-2,4-difluorobenzamide,

(230) 5-({butyl[1-({2-isopropyl-6-[4-(methylsulfonyl)phenoxy]-3-pyridinyl}methyl)-4-piperidinyl]carbamoyl}amino)-2,4-difluorobenzamide,

(231) 2,4-difluoro-5-({[1-({2-isopropyl-6-[4-(methylsulfonyl)phenoxy]-3-pyridinyl}methyl)-4-piperidinyl](propyl)carbamoyl}amino)benzamide,

(232) 5-({2-butyn-1-yl[1-({2-isopropyl-6-[4-(methylsulfonyl)phenoxy]-3-pyridinyl}methyl)-4-piperidinyl]carbamoyl}amino)-2,4-difluorobenzamide,

(233) 2,4-difluoro-5-({[1-({2-methyl-6-[4-(methylsulfonyl)phenoxy]-3-pyridinyl}methyl)-4-piperidinyl](propyl)carbamoyl}amino)benzamide,

(234) 5-({2-butyn-1-yl[1-({2-methyl-6-[4-(methylsulfonyl)phenoxy]-3-pyridinyl}methyl)-4-piperidinyl]carbamoyl}amino)-2,4-difluorobenzamide,

(235) 5-[(2-butyn-1-yl{1-[(6-{4-[(3-hydroxy-1-azetidinyl)sulfonyl]phenoxy}-2-methyl-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(236) 2,4-difluoro-5-{[{1-[(6-{4-[(3-hydroxy-1-azetidinyl)sulfonyl]phenoxy}-2-methyl-3-pyridinyl)methyl]-4-piperidinyl}(propyl)carbamoyl]amino}benzamide,

(237) 2,4-difluoro-5-{[{1-[(6-{4-[(3-hydroxy-1-azetidinyl)sulfonyl]phenoxy}-2-isopropyl-3-pyridinyl)methyl]-4-piperidinyl}(propyl)carbamoyl]amino}benzamide,

(238) 5-[(butyl{1-[(6-{4-[(3-hydroxy-1-azetidinyl)sulfonyl]phenoxy}-2-isopropyl-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(239) 5-[(2-butyn-1-yl{1-[(6-{4-[(3-hydroxy-1-azetidinyl)sulfonyl]phenoxy}-2-isopropyl-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(240) 5-[(butyl{1-[(6-{2-chloro-4-[(methylsulfonyl)amino]phenoxy}-2-methyl-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(241) N-(4-{[5-({4-[butyl(cyclohexylcarbamoyl)amino]-1-piperidinyl}methyl)-6-methyl-2-pyridinyl]oxy}phenyl)methanesulfonamide,

(242) N-[4-({5-[(4-{butyl[(cis-4-hydroxycyclohexyl)carbamoyl]amino}-1-piperidinyl)methyl]-6-methyl-2-pyridinyl}oxy)phenyl]methanesulfonamide,

(243) N-[4-({5-[(4-{butyl[(4,4-difluorocyclohexyl)carbamoyl]amino}-1-piperidinyl)methyl]-6-methyl-2-pyridinyl}oxy)phenyl]methanesulfonamide,

(244) N-(4-{[5-({4-[butyl(tetrahydro-2H-pyran-4-ylcarbamoyl)amino]-1-piperidinyl}methyl)-6-methyl-2-pyridinyl]oxy}phenyl)methanesulfonamide,

(245) N-[4-({5-[(4-{[(1-acetyl-4-piperidinyl)carbamoyl](butyl)amino}-1-piperidinyl)methyl]-6-methyl-2-pyridinyl}oxy)phenyl]methanesulfonamide,

(246) 5-[(butyl{1-[(2-methyl-6-{4-[(1-pyrrolidinylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide, and

(247) 5-[(butyl{1-[(2-methyl-6-{4-[(1-piperidinylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide, or a salt thereof.

2. A compound selected from the group consisting of

(83) 5-({butyl[1-({2-methyl-6[4-(methylsulfonyl)phenoxy]-3-pyridinyl}methyl)-4-piperidinyl]carbamoyl}amino)-2,4-difluorobenzamide,

(89) 5-{[butyl(1-{[2-methyl-6-(4-{[4-(trifluoromethyl)-1-piperidinyl]sulfonyl}phenoxy)-3-pyridinyl]methyl}-4-piperidinyl)carbamoyl]amino}-2,4-difluorobenzamide,

(100) 5-{[{1-[(6-{4-[(4-acetyl-1-piperazinyl)carbonyl]phenoxy}-2-methyl-3-pyridinyl)methyl]-4-piperidinyl}(butyl)carbamoyl]amino}-2,4-difluorobenzamide,

(102) 5-({butyl[1-({6-[4-(ethylcarbamoyl)phenoxy]-2-methyl-3-pyridinyl}methyl)-4-piperidinyl]carbamoyl}amino)-2,4-difluorobenzamide,

(105) 5-[(butyl{1-[(2-methyl-6-{4-[(methylsulfonyl)methyl]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(132) 2,4-difluoro-5-{[{1-[(6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}(propyl)carbamoyl]amino}benzamide,

(143) 5-[(2-butyn-1-yl{1-[(2-methyl-6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(156) 5-[(butyl{1-[(2-ethyl-6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(161) 5-[(butyl{1-[(2-isopropyl-6-{4-[(methylsulfonyl)amino]phenoxy}-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide,

(215) 5-[(butyl{1-[(6-{4-[(4-hydroxy-1-piperidinyl)carbonyl]phenoxy}-2-methyl-3-pyridinyl)methyl]-4-piperidinyl}carbamoyl)amino]-2,4-difluorobenzamide, and

(230) 5-({butyl[1-({2-isopropyl-6-[4-(methylsulfonyl)phenoxy]-3-pyridinyl}methyl)-4-piperidinyl]carbamoyl}amino)-2,4-difluorobenzamide,

or a salt thereof.

3. A pharmaceutical composition comprising the compound according to claim 1 or 2 , or a salt thereof.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 10, 2008
From: KUSUDA, SHINYA; NISHIYAMA, TOSHIHIKO; HASHIMURA, KAZUYA; UEDA, JUNYA; SHIBAYAMA, SHIRO
To: ONO PHARMACEUTICAL CO., LTD.
Reel/Frame 021509/0498 →
Priority Claims (1)
JP P. 2006-066451 · Mar 10, 2006 · national
Continuity (1)
Related Publication 20090131403A1 · May 21, 2009