JP2013517281A5 - - Google Patents

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Publication number

JP2013517281A5

JP2013517281A5 JP2012549068A JP2012549068A JP2013517281A5 JP 2013517281 A5 JP2013517281 A5 JP 2013517281A5 JP 2012549068 A JP2012549068 A JP 2012549068A JP 2012549068 A JP2012549068 A JP 2012549068A JP 2013517281 A5 JP2013517281 A5 JP 2013517281A5

Authority

JP

Japan

Prior art keywords

alkyl

phenyl

optionally substituted

membered heteroaryl

alkoxy

Prior art date

2011-01-13

Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)

Ceased

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• 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 55
• -1 Independently Chemical group 0.000 claims 47
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 43
• 125000000592 heterocycloalkyl group Chemical group 0.000 claims 22
• 125000001072 heteroaryl group Chemical group 0.000 claims 20
• 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims 17
• 125000004093 cyano group Chemical group *C#N 0.000 claims 17
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 17
• 125000004076 pyridyl group Chemical group 0.000 claims 16
• 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 14
• 150000001875 compounds Chemical class 0.000 claims 14
• 229910052736 halogen Inorganic materials 0.000 claims 14
• 150000002367 halogens Chemical class 0.000 claims 14
• 150000003839 salts Chemical class 0.000 claims 14
• 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims 13
• 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 11
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 10
• 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 8
• 125000003545 alkoxy group Chemical group 0.000 claims 7
• 125000005842 heteroatom Chemical group 0.000 claims 7
• 229910052760 oxygen Inorganic materials 0.000 claims 7
• 125000003373 pyrazinyl group Chemical group 0.000 claims 7
• 125000000714 pyrimidinyl group Chemical group 0.000 claims 7
• 229910052717 sulfur Inorganic materials 0.000 claims 7
• 125000000335 thiazolyl group Chemical group 0.000 claims 7
• 125000006528 (C2-C6) alkyl group Chemical group 0.000 claims 6
• 125000005871 1,3-benzodioxolyl group Chemical group 0.000 claims 6
• 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 claims 6
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 6
• 125000002971 oxazolyl group Chemical group 0.000 claims 6
• 125000000719 pyrrolidinyl group Chemical group 0.000 claims 6
• 125000005843 halogen group Chemical group 0.000 claims 5
• 125000003387 indolinyl group Chemical group N1(CCC2=CC=CC=C12)* 0.000 claims 5
• 125000002757 morpholinyl group Chemical group 0.000 claims 5
• 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 5
• 125000006568 (C4-C7) heterocycloalkyl group Chemical group 0.000 claims 4
• 125000004414 alkyl thio group Chemical group 0.000 claims 4
• 125000000623 heterocyclic group Chemical group 0.000 claims 4
• 125000001624 naphthyl group Chemical group 0.000 claims 4
• 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 4
• 125000006526 (C1-C2) alkyl group Chemical group 0.000 claims 3
• 125000005037 alkyl phenyl group Chemical group 0.000 claims 3
• 125000004429 atom Chemical group 0.000 claims 3
• 125000006413 ring segment Chemical group 0.000 claims 3
• 125000005960 1,4-diazepanyl group Chemical group 0.000 claims 2
• 125000002373 5 membered heterocyclic group Chemical group 0.000 claims 2
• 125000004070 6 membered heterocyclic group Chemical group 0.000 claims 2
• 125000000499 benzofuranyl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 claims 2
• 125000001153 fluoro group Chemical group F* 0.000 claims 2
• 125000004594 isoindolinyl group Chemical group C1(NCC2=CC=CC=C12)* 0.000 claims 2
• 125000004433 nitrogen atom Chemical group N* 0.000 claims 2
• 125000004193 piperazinyl group Chemical group 0.000 claims 2
• 125000003386 piperidinyl group Chemical group 0.000 claims 2
• 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 1
• MSRVPUGHVUCHTH-UHFFFAOYSA-N 1-[4-(4-acetyl-1,3-thiazol-2-yl)piperidin-1-yl]-2-[3-(trifluoromethyl)-1h-1,2,4-triazol-5-yl]ethanone Chemical compound CC(=O)C1=CSC(C2CCN(CC2)C(=O)CC=2N=C(NN=2)C(F)(F)F)=N1 MSRVPUGHVUCHTH-UHFFFAOYSA-N 0.000 claims 1
• FEJYEDIIVRSIJJ-UHFFFAOYSA-N 1-[4-[4-(4-propan-2-yloxyphenyl)-1,3-thiazol-2-yl]piperidin-1-yl]-2-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]ethanone Chemical compound C1=CC(OC(C)C)=CC=C1C1=CSC(C2CCN(CC2)C(=O)CC=2N=C(ON=2)C(F)(F)F)=N1 FEJYEDIIVRSIJJ-UHFFFAOYSA-N 0.000 claims 1
• AGLYXDVAIFJFBU-UHFFFAOYSA-N 1-[4-[4-[4-(2-methylpropyl)phenyl]-1,3-thiazol-2-yl]piperidin-1-yl]-2-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]ethanone Chemical compound C1=CC(CC(C)C)=CC=C1C1=CSC(C2CCN(CC2)C(=O)CC=2N=C(ON=2)C(F)(F)F)=N1 AGLYXDVAIFJFBU-UHFFFAOYSA-N 0.000 claims 1
• VEUMBMHMMCOFAG-UHFFFAOYSA-N 2,3-dihydrooxadiazole Chemical compound N1NC=CO1 VEUMBMHMMCOFAG-UHFFFAOYSA-N 0.000 claims 1
• 125000004361 3,4,5-trifluorophenyl group Chemical group [H]C1=C(F)C(F)=C(F)C([H])=C1* 0.000 claims 1
• WYLRNHLQNBBTFN-UHFFFAOYSA-N 3-[2-ethoxy-5-(4-methylpiperazin-1-yl)sulfonylphenyl]-5-(trifluoromethyl)-1,2,4-oxadiazole Chemical compound CCOC1=CC=C(S(=O)(=O)N2CCN(C)CC2)C=C1C1=NOC(C(F)(F)F)=N1 WYLRNHLQNBBTFN-UHFFFAOYSA-N 0.000 claims 1
• RXCJASQEOGLTBI-UHFFFAOYSA-N 5-(4-chlorophenyl)-4-(4-cyanopyrazol-1-yl)-n-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]-3,4-dihydropyrazole-2-carboxamide Chemical compound O1C(C(F)(F)F)=NC(C=2C=CC(NC(=O)N3N=C(C(C3)N3N=CC(=C3)C#N)C=3C=CC(Cl)=CC=3)=CC=2)=N1 RXCJASQEOGLTBI-UHFFFAOYSA-N 0.000 claims 1
• 125000000217 alkyl group Chemical group 0.000 claims 1
• IYABWNGZIDDRAK-UHFFFAOYSA-N allene Chemical group C=C=C IYABWNGZIDDRAK-UHFFFAOYSA-N 0.000 claims 1
• 125000002393 azetidinyl group Chemical group 0.000 claims 1
• 125000001309 chloro group Chemical group Cl* 0.000 claims 1
• 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 1
• 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 1
• 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 1
• 125000001207 fluorophenyl group Chemical group 0.000 claims 1
• 125000003453 indazolyl group Chemical group N1N=C(C2=C1C=CC=C2)* 0.000 claims 1
• 125000001041 indolyl group Chemical group 0.000 claims 1
• 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
• 125000005956 isoquinolyl group Chemical group 0.000 claims 1
• 125000001288 lysyl group Chemical group 0.000 claims 1
• 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
• 229910052757 nitrogen Inorganic materials 0.000 claims 1
• QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 1
• 239000008194 pharmaceutical composition Substances 0.000 claims 1
• 239000000546 pharmaceutical excipient Substances 0.000 claims 1
• 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
• QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims 1
• 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims 1
• 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 1
• 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 1
• 0 **1CCCC1 Chemical compound **1CCCC1 0.000 description 1