JP6835739B2 - ピラゾール化合物ならびにこの化合物を作製および使用するための方法 - Google Patents
ピラゾール化合物ならびにこの化合物を作製および使用するための方法 Download PDFInfo
- Publication number
- JP6835739B2 JP6835739B2 JP2017555270A JP2017555270A JP6835739B2 JP 6835739 B2 JP6835739 B2 JP 6835739B2 JP 2017555270 A JP2017555270 A JP 2017555270A JP 2017555270 A JP2017555270 A JP 2017555270A JP 6835739 B2 JP6835739 B2 JP 6835739B2
- Authority
- JP
- Japan
- Prior art keywords
- pyrazole
- carboxamide
- pyridin
- thiazole
- furan
- Prior art date
- 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.)
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- 0 C*(*)CCCCCC(CCCCI)c1c(*)c(C)c(C(Nc2c[n](*)nc2-c2c(*)c(C)c(*)c(*)n2)=O)[o]1 Chemical compound C*(*)CCCCCC(CCCCI)c1c(*)c(C)c(C(Nc2c[n](*)nc2-c2c(*)c(C)c(*)c(*)n2)=O)[o]1 0.000 description 11
- WGVYCXYGPNNUQA-UHFFFAOYSA-N Cc1c(CBr)cccc1 Chemical compound Cc1c(CBr)cccc1 WGVYCXYGPNNUQA-UHFFFAOYSA-N 0.000 description 2
- HEMCGZPSGYRIOL-UHFFFAOYSA-N C(C1)C11CCCC1 Chemical compound C(C1)C11CCCC1 HEMCGZPSGYRIOL-UHFFFAOYSA-N 0.000 description 1
- IPISOFJLWYBCAV-UHFFFAOYSA-N CC(C)(C)OC([n]1ncc(B2OC(C)(C)C(C)(C)O2)c1)=O Chemical compound CC(C)(C)OC([n]1ncc(B2OC(C)(C)C(C)(C)O2)c1)=O IPISOFJLWYBCAV-UHFFFAOYSA-N 0.000 description 1
- JJVRGSJECPYUAL-UHFFFAOYSA-N CC(C)(C)OC([n]1ncc(S2OC(C)(C)C(C)(C)O2)c1)=O Chemical compound CC(C)(C)OC([n]1ncc(S2OC(C)(C)C(C)(C)O2)c1)=O JJVRGSJECPYUAL-UHFFFAOYSA-N 0.000 description 1
- VUDUTHZDOUSLHU-CALCHBBNSA-N CC(C)O[C@H](C1)C[C@H]1[n](cc1NC(c2ccc(-c3c[nH]nc3)[o]2)=O)nc1-c1ccccn1 Chemical compound CC(C)O[C@H](C1)C[C@H]1[n](cc1NC(c2ccc(-c3c[nH]nc3)[o]2)=O)nc1-c1ccccn1 VUDUTHZDOUSLHU-CALCHBBNSA-N 0.000 description 1
- DGLQXLLQPRCWRA-UHFFFAOYSA-N CC(N(C1)CC1[n](cc1NC(c2ccc(-c3c[nH]nc3)[o]2)=O)nc1-c1ccccn1)=O Chemical compound CC(N(C1)CC1[n](cc1NC(c2ccc(-c3c[nH]nc3)[o]2)=O)nc1-c1ccccn1)=O DGLQXLLQPRCWRA-UHFFFAOYSA-N 0.000 description 1
- HDFGARLLLSHRGM-UHFFFAOYSA-N CCN(CC)CC[n](cc1NC(c2c[s]c(-c3c[nH]nc3)n2)=O)nc1-c1ccccn1 Chemical compound CCN(CC)CC[n](cc1NC(c2c[s]c(-c3c[nH]nc3)n2)=O)nc1-c1ccccn1 HDFGARLLLSHRGM-UHFFFAOYSA-N 0.000 description 1
- CVFGKXNOLZZJNF-UHFFFAOYSA-N CCOC(C1)CC1N(C=C1NC(c2ccc(-c3c[nH]nc3)[o]2)=O)NC1(C)c1cccc(C(F)(F)F)n1 Chemical compound CCOC(C1)CC1N(C=C1NC(c2ccc(-c3c[nH]nc3)[o]2)=O)NC1(C)c1cccc(C(F)(F)F)n1 CVFGKXNOLZZJNF-UHFFFAOYSA-N 0.000 description 1
- YRLAZJFKDJQSFI-UHFFFAOYSA-N CCOCC(C1)CC1[n](cc1NC(c2ccc(-c3c[nH]nc3)[o]2)=O)nc1-c1nc(F)ccc1 Chemical compound CCOCC(C1)CC1[n](cc1NC(c2ccc(-c3c[nH]nc3)[o]2)=O)nc1-c1nc(F)ccc1 YRLAZJFKDJQSFI-UHFFFAOYSA-N 0.000 description 1
- DFLOBOJRMNKMOJ-UHFFFAOYSA-N CCOCC[n](cc1NC(c([o]2)ccc2Br)O)nc1-c1ccccn1 Chemical compound CCOCC[n](cc1NC(c([o]2)ccc2Br)O)nc1-c1ccccn1 DFLOBOJRMNKMOJ-UHFFFAOYSA-N 0.000 description 1
- LVJXIEXMCPYVLY-UHFFFAOYSA-N CCOCC[n](cc1NC(c2c[s]c(-c3c[nH]nc3C)n2)=O)nc1C1=CC=CCN1 Chemical compound CCOCC[n](cc1NC(c2c[s]c(-c3c[nH]nc3C)n2)=O)nc1C1=CC=CCN1 LVJXIEXMCPYVLY-UHFFFAOYSA-N 0.000 description 1
- NVOYJOWWCXOHES-UHFFFAOYSA-N CCOCC[n](cc1NC(c2ccc(-c3c[nH]nc3)[o]2)O)nc1-c1ccccn1 Chemical compound CCOCC[n](cc1NC(c2ccc(-c3c[nH]nc3)[o]2)O)nc1-c1ccccn1 NVOYJOWWCXOHES-UHFFFAOYSA-N 0.000 description 1
- AORCTYZMBMTYGU-NJIVVBIYSA-N CCO[C@H](C1)C[C@@H]1[n](cc1NC(c2c[s]c(C3C=NNC3)n2)=O)nc1-c1ncccc1 Chemical compound CCO[C@H](C1)C[C@@H]1[n](cc1NC(c2c[s]c(C3C=NNC3)n2)=O)nc1-c1ncccc1 AORCTYZMBMTYGU-NJIVVBIYSA-N 0.000 description 1
- WOASPVQPEZFINS-ZIOJWLMVSA-N CCO[C@H](C1)C[C@H]1N(/C=C(/[N+]([O-])=O)\SC(F)(F)F)N Chemical compound CCO[C@H](C1)C[C@H]1N(/C=C(/[N+]([O-])=O)\SC(F)(F)F)N WOASPVQPEZFINS-ZIOJWLMVSA-N 0.000 description 1
- IVOBWSOYOPNABY-JWHQNHQBSA-N CCO[C@H](C1)C[C@H]1N1N(C)C(C(F)(F)F)C(N)=C1 Chemical compound CCO[C@H](C1)C[C@H]1N1N(C)C(C(F)(F)F)C(N)=C1 IVOBWSOYOPNABY-JWHQNHQBSA-N 0.000 description 1
- OUZOMDHCJVZPQS-IYBDPMFKSA-N CCO[C@H](C1)C[C@H]1[n](cc1NC(c2c[s]c(-c3c[n](C)nc3)n2)=O)nc1-c1ncccc1 Chemical compound CCO[C@H](C1)C[C@H]1[n](cc1NC(c2c[s]c(-c3c[n](C)nc3)n2)=O)nc1-c1ncccc1 OUZOMDHCJVZPQS-IYBDPMFKSA-N 0.000 description 1
- WAWDWFRTSATGEF-IYBDPMFKSA-N CCO[C@H](C1)C[C@H]1[n](cc1NC(c2c[s]c(-c3c[n](COP(O)(OC)=O)nc3)n2)=O)nc1-c1ncccc1F Chemical compound CCO[C@H](C1)C[C@H]1[n](cc1NC(c2c[s]c(-c3c[n](COP(O)(OC)=O)nc3)n2)=O)nc1-c1ncccc1F WAWDWFRTSATGEF-IYBDPMFKSA-N 0.000 description 1
- MLGLYTLOWAEPLL-OKILXGFUSA-N CCO[C@H](C1)C[C@H]1[n](cc1NC(c2ccc(-c3c[nH]nc3)[o]2)=O)nc1-c1nc(F)ccc1F Chemical compound CCO[C@H](C1)C[C@H]1[n](cc1NC(c2ccc(-c3c[nH]nc3)[o]2)=O)nc1-c1nc(F)ccc1F MLGLYTLOWAEPLL-OKILXGFUSA-N 0.000 description 1
- ZFCSAUUQXIBQDP-QAQDUYKDSA-N CCO[C@H](CC1)CC[C@@H]1[n](cc1NC(c2ccc(-c3c[nH]nc3)[o]2)=O)nc1-c(nccc1)c1F Chemical compound CCO[C@H](CC1)CC[C@@H]1[n](cc1NC(c2ccc(-c3c[nH]nc3)[o]2)=O)nc1-c(nccc1)c1F ZFCSAUUQXIBQDP-QAQDUYKDSA-N 0.000 description 1
- NSNLVKWPRKUICZ-DLBZAZTESA-N CCO[C@H](CC1)C[C@H]1[n](cc1NC(c2ccc(-c3c[nH]nc3)[o]2)=O)nc1-c1ncccc1 Chemical compound CCO[C@H](CC1)C[C@H]1[n](cc1NC(c2ccc(-c3c[nH]nc3)[o]2)=O)nc1-c1ncccc1 NSNLVKWPRKUICZ-DLBZAZTESA-N 0.000 description 1
- QQZFQRJXGQTLIK-UAPYVXQJSA-N CCO[C@H]1CC[C@H](C[n](cc2NC(c3ccc(-c4c[nH]nc4)[o]3)=O)nc2-c2ncccc2)CC1 Chemical compound CCO[C@H]1CC[C@H](C[n](cc2NC(c3ccc(-c4c[nH]nc4)[o]3)=O)nc2-c2ncccc2)CC1 QQZFQRJXGQTLIK-UAPYVXQJSA-N 0.000 description 1
- VWGZOVXAPDXUPQ-UHFFFAOYSA-N CC[n]1ncc(-c2ccc(C(Nc3c[n](CCOCC)nc3-c3ncccc3)=O)[o]2)c1 Chemical compound CC[n]1ncc(-c2ccc(C(Nc3c[n](CCOCC)nc3-c3ncccc3)=O)[o]2)c1 VWGZOVXAPDXUPQ-UHFFFAOYSA-N 0.000 description 1
- OPMNYFUGHOYKQN-UHFFFAOYSA-N CN(C1)NC=C1c1nc(C(Nc2c[n](C(CC3)CCC3OCC(F)(F)F)nc2-c2ncccc2)=O)c[s]1 Chemical compound CN(C1)NC=C1c1nc(C(Nc2c[n](C(CC3)CCC3OCC(F)(F)F)nc2-c2ncccc2)=O)c[s]1 OPMNYFUGHOYKQN-UHFFFAOYSA-N 0.000 description 1
- XTHAEOIRDBLGKM-VBKFSLOCSA-N COCCOCCN(/C=C(/NC(c1ccc(-c2c[nH]nc2)[o]1)=O)\Sc1ncc[s]1)N Chemical compound COCCOCCN(/C=C(/NC(c1ccc(-c2c[nH]nc2)[o]1)=O)\Sc1ncc[s]1)N XTHAEOIRDBLGKM-VBKFSLOCSA-N 0.000 description 1
- NOIHOPMSCLRYQY-APSNUPSMSA-N NN(CC1(CO)COC1)/C=C(/NC(C1N=C(c2c[nH]nc2)SC1)=O)\Sc1ncccc1 Chemical compound NN(CC1(CO)COC1)/C=C(/NC(C1N=C(c2c[nH]nc2)SC1)=O)\Sc1ncccc1 NOIHOPMSCLRYQY-APSNUPSMSA-N 0.000 description 1
- VUHZUFLESCIZLT-UHFFFAOYSA-N O=C(c1c[s]c(-c2c[nH]nc2)n1)Nc1c[n](C(F)F)nc1-c1ccccn1 Chemical compound O=C(c1c[s]c(-c2c[nH]nc2)n1)Nc1c[n](C(F)F)nc1-c1ccccn1 VUHZUFLESCIZLT-UHFFFAOYSA-N 0.000 description 1
- IMOLXMCJXXXBFO-UHFFFAOYSA-N O=C(c1ccc(-c2c[n](C3CCC3)nc2)[o]1)Nc1c[n](C2CCC2)nc1-c1ccccn1 Chemical compound O=C(c1ccc(-c2c[n](C3CCC3)nc2)[o]1)Nc1c[n](C2CCC2)nc1-c1ccccn1 IMOLXMCJXXXBFO-UHFFFAOYSA-N 0.000 description 1
- IOLXVNMMZXMEFZ-UHFFFAOYSA-N O=C(c1ccc(-c2n[nH]cc2)[o]1)Nc1c[n](CCOCC(F)(F)F)nc1-c1ncccc1 Chemical compound O=C(c1ccc(-c2n[nH]cc2)[o]1)Nc1c[n](CCOCC(F)(F)F)nc1-c1ncccc1 IOLXVNMMZXMEFZ-UHFFFAOYSA-N 0.000 description 1
- FGPMSSQAHIDZMV-KBPBESRZSA-N O[C@@H](CC1)C[C@H]1[n](cc1NC(c2c[s]c(-c3c[nH]nc3)n2)=O)nc1-c1ncccc1 Chemical compound O[C@@H](CC1)C[C@H]1[n](cc1NC(c2c[s]c(-c3c[nH]nc3)n2)=O)nc1-c1ncccc1 FGPMSSQAHIDZMV-KBPBESRZSA-N 0.000 description 1
- SEHLNXURZFLZAH-DTORHVGOSA-N O[C@H](C1)C[C@H]1[n](cc1NC(c2c[s]c(Br)n2)=O)nc1-c(nccc1)c1F Chemical compound O[C@H](C1)C[C@H]1[n](cc1NC(c2c[s]c(Br)n2)=O)nc1-c(nccc1)c1F SEHLNXURZFLZAH-DTORHVGOSA-N 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6558—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing at least two different or differently substituted hetero rings neither condensed among themselves nor condensed with a common carbocyclic ring or ring system
- C07F9/65586—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing at least two different or differently substituted hetero rings neither condensed among themselves nor condensed with a common carbocyclic ring or ring system at least one of the hetero rings does not contain nitrogen as ring hetero atom
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- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A61K31/4439—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. omeprazole
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