JP2016523923A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2016523923A5 JP2016523923A5 JP2016524308A JP2016524308A JP2016523923A5 JP 2016523923 A5 JP2016523923 A5 JP 2016523923A5 JP 2016524308 A JP2016524308 A JP 2016524308A JP 2016524308 A JP2016524308 A JP 2016524308A JP 2016523923 A5 JP2016523923 A5 JP 2016523923A5
- Authority
- JP
- Japan
- Prior art keywords
- substituted
- alkyl
- pyridin
- chromeno
- chr
- 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.)
- Granted
Links
- 125000000217 alkyl group Chemical group 0.000 claims 102
- 229910052739 hydrogen Inorganic materials 0.000 claims 44
- 125000000623 heterocyclic group Chemical group 0.000 claims 41
- 229910052799 carbon Inorganic materials 0.000 claims 40
- 229910052731 fluorine Inorganic materials 0.000 claims 35
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 34
- 229910052801 chlorine Inorganic materials 0.000 claims 32
- 229910052794 bromium Inorganic materials 0.000 claims 30
- 125000001072 heteroaryl group Chemical group 0.000 claims 19
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 18
- 125000004452 carbocyclyl group Chemical group 0.000 claims 18
- 125000003118 aryl group Chemical group 0.000 claims 15
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 12
- 125000000753 cycloalkyl group Chemical group 0.000 claims 12
- 229910052757 nitrogen Inorganic materials 0.000 claims 11
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 11
- 150000003839 salts Chemical class 0.000 claims 10
- 150000001875 compounds Chemical class 0.000 claims 9
- 125000003342 alkenyl group Chemical group 0.000 claims 8
- 125000000304 alkynyl group Chemical group 0.000 claims 8
- 229910052760 oxygen Inorganic materials 0.000 claims 8
- -1 CN Inorganic materials 0.000 claims 7
- 125000006706 (C3-C6) carbocyclyl group Chemical group 0.000 claims 6
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 6
- 125000006620 amino-(C1-C6) alkyl group Chemical group 0.000 claims 6
- 150000001721 carbon Chemical group 0.000 claims 6
- 229910052717 sulfur Inorganic materials 0.000 claims 6
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 3
- 125000002837 carbocyclic group Chemical group 0.000 claims 3
- 125000005842 heteroatom Chemical group 0.000 claims 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 3
- 208000024172 Cardiovascular disease Diseases 0.000 claims 2
- 230000002265 prevention Effects 0.000 claims 2
- BTRUIOQFDZOSHY-UHFFFAOYSA-N (2-chlorophenyl) N-(5H-chromeno[3,4-c]pyridin-8-yl)carbamate Chemical compound Clc1ccccc1OC(=O)Nc1ccc-2c(OCc3cnccc-23)c1 BTRUIOQFDZOSHY-UHFFFAOYSA-N 0.000 claims 1
- CGXOKVWAHQLXGW-LJQANCHMSA-N (2r)-2-amino-n-(5h-chromeno[3,4-c]pyridin-8-yl)-2-phenylacetamide Chemical compound C1([C@H](C(=O)NC=2C=C3C(C4=CC=NC=C4CO3)=CC=2)N)=CC=CC=C1 CGXOKVWAHQLXGW-LJQANCHMSA-N 0.000 claims 1
- RNAFKLYSCSXHPD-LJQANCHMSA-N (2r)-2-amino-n-(5h-chromeno[3,4-c]pyridin-8-yl)-3-phenylpropanamide Chemical compound C([C@@H](N)C(=O)NC=1C=C2C(C3=CC=NC=C3CO2)=CC=1)C1=CC=CC=C1 RNAFKLYSCSXHPD-LJQANCHMSA-N 0.000 claims 1
- YNMRRKYGGSQSFU-HXUWFJFHSA-N (2r)-2-amino-n-(5h-chromeno[3,4-c]pyridin-8-yl)-4-phenylbutanamide Chemical compound C([C@@H](N)C(=O)NC=1C=C2C(C3=CC=NC=C3CO2)=CC=1)CC1=CC=CC=C1 YNMRRKYGGSQSFU-HXUWFJFHSA-N 0.000 claims 1
- CGXOKVWAHQLXGW-IBGZPJMESA-N (2s)-2-amino-n-(5h-chromeno[3,4-c]pyridin-8-yl)-2-phenylacetamide Chemical compound C1([C@@H](C(=O)NC=2C=C3C(C4=CC=NC=C4CO3)=CC=2)N)=CC=CC=C1 CGXOKVWAHQLXGW-IBGZPJMESA-N 0.000 claims 1
- RNAFKLYSCSXHPD-IBGZPJMESA-N (2s)-2-amino-n-(5h-chromeno[3,4-c]pyridin-8-yl)-3-phenylpropanamide Chemical compound C([C@H](N)C(=O)NC=1C=C2C(C3=CC=NC=C3CO2)=CC=1)C1=CC=CC=C1 RNAFKLYSCSXHPD-IBGZPJMESA-N 0.000 claims 1
- YNMRRKYGGSQSFU-FQEVSTJZSA-N (2s)-2-amino-n-(5h-chromeno[3,4-c]pyridin-8-yl)-4-phenylbutanamide Chemical compound C([C@H](N)C(=O)NC=1C=C2C(C3=CC=NC=C3CO2)=CC=1)CC1=CC=CC=C1 YNMRRKYGGSQSFU-FQEVSTJZSA-N 0.000 claims 1
- WFVSUKUBLYVESU-UHFFFAOYSA-N (4-chlorophenyl) N-(5H-chromeno[3,4-c]pyridin-8-yl)carbamate Chemical compound Clc1ccc(OC(=O)Nc2ccc-3c(OCc4cnccc-34)c2)cc1 WFVSUKUBLYVESU-UHFFFAOYSA-N 0.000 claims 1
- IVCRVXIXNSGNHM-UHFFFAOYSA-N 1-(2-chlorophenyl)-3-(5H-chromeno[3,4-c]pyridin-8-yl)urea Chemical compound ClC1=C(C=CC=C1)NC(=O)NC=1C=CC2=C(C=1)OCC1=CN=CC=C12 IVCRVXIXNSGNHM-UHFFFAOYSA-N 0.000 claims 1
- KPRCWVQFESUUCZ-UHFFFAOYSA-N 1-(3-chlorophenyl)-3-(5H-chromeno[3,4-c]pyridin-8-yl)urea Chemical compound ClC=1C=C(C=CC=1)NC(=O)NC=1C=CC2=C(C=1)OCC1=CN=CC=C12 KPRCWVQFESUUCZ-UHFFFAOYSA-N 0.000 claims 1
- DJTMFEHAIGRZPF-UHFFFAOYSA-N 1-(5H-chromeno[3,4-c]pyridin-8-yl)-3-(2,2-diphenylethyl)urea Chemical compound C1=C2C(=CN=C1)COC=1C=C(C=CC=12)NC(=O)NCC(C1=CC=CC=C1)C1=CC=CC=C1 DJTMFEHAIGRZPF-UHFFFAOYSA-N 0.000 claims 1
- BHXYIFXMVVNQIC-UHFFFAOYSA-N 1-(5H-chromeno[3,4-c]pyridin-8-yl)-3-(2-phenylethyl)urea Chemical compound C1=C2C(=CN=C1)COC=1C=C(C=CC=12)NC(=O)NCCC1=CC=CC=C1 BHXYIFXMVVNQIC-UHFFFAOYSA-N 0.000 claims 1
- BCDJWKMBPWSUHK-UHFFFAOYSA-N 1-(5H-chromeno[3,4-c]pyridin-8-yl)-3-(5-methyl-3-phenyl-1,2-oxazol-4-yl)urea Chemical compound C1=C2C(=CN=C1)COC=1C=C(C=CC=12)NC(=O)NC=1C(=NOC=1C)C1=CC=CC=C1 BCDJWKMBPWSUHK-UHFFFAOYSA-N 0.000 claims 1
- QYLXRGPNVAGDCO-UHFFFAOYSA-N 1-(5H-chromeno[3,4-c]pyridin-8-yl)-3-[2-(2-fluorophenyl)ethyl]urea Chemical compound C1=C2C(=CN=C1)COC=1C=C(C=CC=12)NC(=O)NCCC1=C(C=CC=C1)F QYLXRGPNVAGDCO-UHFFFAOYSA-N 0.000 claims 1
- WNMJUYWTRVMPEQ-UHFFFAOYSA-N 1-(5H-chromeno[3,4-c]pyridin-8-yl)-3-[2-(4-methoxyphenyl)ethyl]urea Chemical compound C1=C2C(=CN=C1)COC=1C=C(C=CC=12)NC(=O)NCCC1=CC=C(C=C1)OC WNMJUYWTRVMPEQ-UHFFFAOYSA-N 0.000 claims 1
- QJHRHZPJPWCVKW-UHFFFAOYSA-N 1-(5H-chromeno[3,4-c]pyridin-8-yl)-3-pyridin-3-ylurea Chemical compound C1=C2C(=CN=C1)COC=1C=C(C=CC=12)NC(=O)NC=1C=NC=CC=1 QJHRHZPJPWCVKW-UHFFFAOYSA-N 0.000 claims 1
- HDBXFVKLXMNUSU-UHFFFAOYSA-N 1-[2-(1,3-benzodioxol-5-yl)ethyl]-3-(5H-chromeno[3,4-c]pyridin-8-yl)urea Chemical compound O1COC2=C1C=CC(=C2)CCNC(=O)NC=1C=CC2=C(C=1)OCC1=CN=CC=C12 HDBXFVKLXMNUSU-UHFFFAOYSA-N 0.000 claims 1
- XIQJQAYYAFHPMW-UHFFFAOYSA-N 1-[2-(3-chlorophenyl)ethyl]-3-(5H-chromeno[3,4-c]pyridin-8-yl)urea Chemical compound ClC=1C=C(CCNC(=O)NC=2C=CC3=C(C=2)OCC2=CN=CC=C23)C=CC=1 XIQJQAYYAFHPMW-UHFFFAOYSA-N 0.000 claims 1
- OJODPUIXUYWIRR-UHFFFAOYSA-N 1-[2-(4-chlorophenyl)ethyl]-3-(5H-chromeno[3,4-c]pyridin-8-yl)urea Chemical compound ClC1=CC=C(CCNC(=O)NC=2C=CC3=C(C=2)OCC2=CN=CC=C23)C=C1 OJODPUIXUYWIRR-UHFFFAOYSA-N 0.000 claims 1
- UCZMYTXEMNXNDE-UHFFFAOYSA-N 2-(2-chloro-4-fluorophenyl)-n-(5h-chromeno[3,4-c]pyridin-8-yl)acetamide Chemical compound ClC1=CC(F)=CC=C1CC(=O)NC1=CC=C2C3=CC=NC=C3COC2=C1 UCZMYTXEMNXNDE-UHFFFAOYSA-N 0.000 claims 1
- IEBXRPDWWLNACN-UHFFFAOYSA-N 2-(2-chlorophenyl)-n-(5h-chromeno[3,4-c]pyridin-8-yl)acetamide Chemical compound ClC1=CC=CC=C1CC(=O)NC1=CC=C2C3=CC=NC=C3COC2=C1 IEBXRPDWWLNACN-UHFFFAOYSA-N 0.000 claims 1
- AHNQVTCSJZEQDT-UHFFFAOYSA-N 2-(2-chlorophenyl)-n-(5h-chromeno[3,4-c]pyridin-8-yl)propanamide Chemical compound C=1C=C(C2=CC=NC=C2CO2)C2=CC=1NC(=O)C(C)C1=CC=CC=C1Cl AHNQVTCSJZEQDT-UHFFFAOYSA-N 0.000 claims 1
- KJIMWFQVOZMRGE-UHFFFAOYSA-N 2-(3-chlorophenyl)-N-(5H-chromeno[3,4-c]pyridin-8-yl)acetamide Chemical compound ClC1=CC=CC(CC(=O)NC2=CC=C3C(OCC4=C3C=CN=C4)=C2)=C1 KJIMWFQVOZMRGE-UHFFFAOYSA-N 0.000 claims 1
- SQHINJRHWDJXRM-UHFFFAOYSA-N 2-(4-chlorophenyl)-n-(5h-chromeno[3,4-c]pyridin-8-yl)acetamide Chemical compound C1=CC(Cl)=CC=C1CC(=O)NC1=CC=C2C3=CC=NC=C3COC2=C1 SQHINJRHWDJXRM-UHFFFAOYSA-N 0.000 claims 1
- UJXHTHYNXFUCMC-UHFFFAOYSA-N 2-chloro-N-(5H-chromeno[3,4-c]pyridin-8-yl)benzamide Chemical compound ClC1=C(C(=O)NC=2C=CC3=C(C=2)OCC2=CN=CC=C23)C=CC=C1 UJXHTHYNXFUCMC-UHFFFAOYSA-N 0.000 claims 1
- BAXHOUDRVWMQHU-UHFFFAOYSA-N 3-(4-chlorophenyl)-n-(5h-chromeno[3,4-c]pyridin-8-yl)propanamide Chemical compound C1=CC(Cl)=CC=C1CCC(=O)NC1=CC=C2C3=CC=NC=C3COC2=C1 BAXHOUDRVWMQHU-UHFFFAOYSA-N 0.000 claims 1
- ODGNSEPVILHVHZ-UHFFFAOYSA-N 3-acetamido-n-(5h-chromeno[3,4-c]pyridin-8-yl)benzamide Chemical compound CC(=O)NC1=CC=CC(C(=O)NC=2C=C3C(C4=CC=NC=C4CO3)=CC=2)=C1 ODGNSEPVILHVHZ-UHFFFAOYSA-N 0.000 claims 1
- BMZJYEWABRAFIN-UHFFFAOYSA-N 3-chloro-N-(5H-chromeno[3,4-c]pyridin-8-yl)benzamide Chemical compound ClC=1C=C(C(=O)NC=2C=CC3=C(C=2)OCC2=CN=CC=C23)C=CC=1 BMZJYEWABRAFIN-UHFFFAOYSA-N 0.000 claims 1
- 206010002383 Angina Pectoris Diseases 0.000 claims 1
- 206010003225 Arteriospasm coronary Diseases 0.000 claims 1
- 201000001320 Atherosclerosis Diseases 0.000 claims 1
- 201000006474 Brain Ischemia Diseases 0.000 claims 1
- FPFXRLDBJQHNCD-UHFFFAOYSA-N C1=C2C(=CN=C1)COC=1C=C(C=CC12)NC(=O)N1CCC2=CC=CC=C12 Chemical compound C1=C2C(=CN=C1)COC=1C=C(C=CC12)NC(=O)N1CCC2=CC=CC=C12 FPFXRLDBJQHNCD-UHFFFAOYSA-N 0.000 claims 1
- 206010007572 Cardiac hypertrophy Diseases 0.000 claims 1
- 206010008120 Cerebral ischaemia Diseases 0.000 claims 1
- 208000003890 Coronary Vasospasm Diseases 0.000 claims 1
- 208000010228 Erectile Dysfunction Diseases 0.000 claims 1
- 208000010412 Glaucoma Diseases 0.000 claims 1
- 206010019280 Heart failures Diseases 0.000 claims 1
- 101000669921 Homo sapiens Rho-associated protein kinase 2 Proteins 0.000 claims 1
- 206010020772 Hypertension Diseases 0.000 claims 1
- 206010061218 Inflammation Diseases 0.000 claims 1
- QAMVGKQJPNKSBN-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)-1,3-thiazole-4-carboxamide Chemical compound S1C=NC(=C1)C(=O)NC=1C=CC2=C(C=1)OCC1=CN=CC=C12 QAMVGKQJPNKSBN-UHFFFAOYSA-N 0.000 claims 1
- IZKTTYVFUSSWDI-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)-1-methylpyrrole-2-carboxamide Chemical compound C1=C2C(=CN=C1)COC=1C=C(C=CC=12)NC(=O)C=1N(C=CC=1)C IZKTTYVFUSSWDI-UHFFFAOYSA-N 0.000 claims 1
- OTGGVSYPRQDIIK-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)-1H-benzimidazole-2-carboxamide Chemical compound C1=C2C(=CN=C1)COC=1C=C(C=CC=12)NC(=O)C1=NC2=C(N1)C=CC=C2 OTGGVSYPRQDIIK-UHFFFAOYSA-N 0.000 claims 1
- UOJNRGBOIIEOIV-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)-2,3-dihydro-1H-indene-2-carboxamide Chemical compound C1=C2C(=CN=C1)COC=1C=C(C=CC=12)NC(=O)C1CC2=CC=CC=C2C1 UOJNRGBOIIEOIV-UHFFFAOYSA-N 0.000 claims 1
- WUMAJJYZZADKLC-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)-2-(2,4-dichlorophenyl)acetamide Chemical compound ClC1=CC(Cl)=C(CC(=O)NC2=CC=C3C(OCC4=C3C=CN=C4)=C2)C=C1 WUMAJJYZZADKLC-UHFFFAOYSA-N 0.000 claims 1
- RBXFMDWQSNABLA-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)-2-(2,6-dichlorophenyl)acetamide Chemical compound ClC1=CC=CC(Cl)=C1CC(=O)NC1=CC=C2C(OCC3=C2C=CN=C3)=C1 RBXFMDWQSNABLA-UHFFFAOYSA-N 0.000 claims 1
- IDZWFKJRYUWVJY-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)-2-(2-methylphenyl)acetamide Chemical compound C1=C2C(=CN=C1)COC=1C=C(C=CC=12)NC(CC1=C(C=CC=C1)C)=O IDZWFKJRYUWVJY-UHFFFAOYSA-N 0.000 claims 1
- QIMNJRBKDAOQRQ-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)-2-(3,4-dichlorophenyl)acetamide Chemical compound ClC1=C(Cl)C=C(CC(=O)NC2=CC=C3C(OCC4=C3C=CN=C4)=C2)C=C1 QIMNJRBKDAOQRQ-UHFFFAOYSA-N 0.000 claims 1
- YUPGYPTZMKTTAP-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)-2-(3,4-dimethoxyphenyl)acetamide Chemical compound COC1=C(OC)C=C(CC(=O)NC2=CC=C3C(OCC4=C3C=CN=C4)=C2)C=C1 YUPGYPTZMKTTAP-UHFFFAOYSA-N 0.000 claims 1
- LEENXAASVZDRSM-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)-2-(3,5-difluorophenyl)acetamide Chemical compound FC1=CC(CC(=O)NC2=CC=C3C(OCC4=C3C=CN=C4)=C2)=CC(F)=C1 LEENXAASVZDRSM-UHFFFAOYSA-N 0.000 claims 1
- KEQMTZCSKXABDO-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)-2-(3,5-dimethoxyphenyl)acetamide Chemical compound COC1=CC(OC)=CC(CC(=O)NC2=CC=C3C(OCC4=C3C=CN=C4)=C2)=C1 KEQMTZCSKXABDO-UHFFFAOYSA-N 0.000 claims 1
- QJSMBDVVWMAGSR-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)-2-(3,5-dimethylphenyl)acetamide Chemical compound CC1=CC(CC(=O)NC2=CC=C3C(OCC4=C3C=CN=C4)=C2)=CC(C)=C1 QJSMBDVVWMAGSR-UHFFFAOYSA-N 0.000 claims 1
- ORXMBZPQYXDQQX-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)-2-(4-fluoro-2-methylphenyl)acetamide Chemical compound CC1=C(CC(=O)NC2=CC=C3C(OCC4=C3C=CN=C4)=C2)C=CC(F)=C1 ORXMBZPQYXDQQX-UHFFFAOYSA-N 0.000 claims 1
- KHFOFGNTTRIJPF-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)-2-(4-fluorophenyl)acetamide Chemical compound FC1=CC=C(CC(=O)NC2=CC=C3C(OCC4=C3C=CN=C4)=C2)C=C1 KHFOFGNTTRIJPF-UHFFFAOYSA-N 0.000 claims 1
- ADUIKHXMDBYDAT-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)-2-(4-methylsulfanylphenyl)acetamide Chemical compound CSC1=CC=C(CC(=O)NC2=CC=C3C(OCC4=C3C=CN=C4)=C2)C=C1 ADUIKHXMDBYDAT-UHFFFAOYSA-N 0.000 claims 1
- DMYRIKHTFVQERX-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)-2-(furan-2-yl)acetamide Chemical compound C1=C2C(=CN=C1)COC=1C=C(C=CC=12)NC(CC=1OC=CC=1)=O DMYRIKHTFVQERX-UHFFFAOYSA-N 0.000 claims 1
- NZBRLEXCQPTWND-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)-2-[3-(trifluoromethyl)phenyl]acetamide Chemical compound C1=C2C(=CN=C1)COC=1C=C(C=CC=12)NC(CC1=CC(=CC=C1)C(F)(F)F)=O NZBRLEXCQPTWND-UHFFFAOYSA-N 0.000 claims 1
- LBKZJVWBRFTVES-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)-2-[3-fluoro-5-(trifluoromethyl)phenyl]acetamide Chemical compound C1=C2C(=CN=C1)COC=1C=C(C=CC=12)NC(CC1=CC(=CC(=C1)C(F)(F)F)F)=O LBKZJVWBRFTVES-UHFFFAOYSA-N 0.000 claims 1
- QUOZICDGQPLCLE-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)-2-[4-(4-oxoquinazolin-3-yl)phenyl]acetamide Chemical compound O=C(CC1=CC=C(C=C1)N1C=NC2=CC=CC=C2C1=O)NC1=CC=C2C(OCC3=C2C=CN=C3)=C1 QUOZICDGQPLCLE-UHFFFAOYSA-N 0.000 claims 1
- WUJHGJQFQMQVLZ-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)-2-[4-(trifluoromethyl)phenyl]acetamide Chemical compound C1=C2C(=CN=C1)COC=1C=C(C=CC=12)NC(CC1=CC=C(C=C1)C(F)(F)F)=O WUJHGJQFQMQVLZ-UHFFFAOYSA-N 0.000 claims 1
- YBOFPWRUNWZIOF-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)-2-phenylacetamide Chemical compound C1=C2C(=CN=C1)COC=1C=C(C=CC=12)NC(CC1=CC=CC=C1)=O YBOFPWRUNWZIOF-UHFFFAOYSA-N 0.000 claims 1
- VGQMWOUAEIQJGP-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)-2-phenylbenzamide Chemical compound C=1(C(=CC=CC=1)C(=O)NC=1C=CC2=C(C=1)OCC1=CN=CC=C12)C1=CC=CC=C1 VGQMWOUAEIQJGP-UHFFFAOYSA-N 0.000 claims 1
- UAXCDKNHGLPZHN-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)-2-pyrazin-2-ylacetamide Chemical compound O=C(CC1=CN=CC=N1)NC1=CC=C2C(OCC3=C2C=CN=C3)=C1 UAXCDKNHGLPZHN-UHFFFAOYSA-N 0.000 claims 1
- PJTJJTHPEOCXEG-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)-2-pyridin-2-ylacetamide Chemical compound O=C(CC1=NC=CC=C1)NC1=CC=C2C(OCC3=C2C=CN=C3)=C1 PJTJJTHPEOCXEG-UHFFFAOYSA-N 0.000 claims 1
- FMXIZLYOEUVLNU-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)-2-pyridin-3-yl-1,3-thiazole-4-carboxamide Chemical compound O=C(NC1=CC=C2C(OCC3=C2C=CN=C3)=C1)C1=CSC(=N1)C1=CC=CN=C1 FMXIZLYOEUVLNU-UHFFFAOYSA-N 0.000 claims 1
- AHXYVFIAXXXALD-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)-2-pyridin-3-ylacetamide Chemical compound O=C(CC1=CC=CN=C1)NC1=CC=C2C(OCC3=C2C=CN=C3)=C1 AHXYVFIAXXXALD-UHFFFAOYSA-N 0.000 claims 1
- PFDHYCLVZXBAHX-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)-2-pyridin-4-yl-1,3-thiazole-4-carboxamide Chemical compound C1=C2C(=CN=C1)COC=1C=C(C=CC=12)NC(=O)C=1N=C(SC=1)C1=CC=NC=C1 PFDHYCLVZXBAHX-UHFFFAOYSA-N 0.000 claims 1
- BIKUPCUUCYNNIQ-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)-2-pyridin-4-ylacetamide Chemical compound O=C(CC1=CC=NC=C1)NC1=CC=C2C(OCC3=C2C=CN=C3)=C1 BIKUPCUUCYNNIQ-UHFFFAOYSA-N 0.000 claims 1
- UHFWPOYMQUENND-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)-3,3-diphenylpropanamide Chemical compound C1=C2C(=CN=C1)COC=1C=C(C=CC=12)NC(CC(C1=CC=CC=C1)C1=CC=CC=C1)=O UHFWPOYMQUENND-UHFFFAOYSA-N 0.000 claims 1
- KTLHOYWEWWECMX-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)-3-(4-hydroxyphenyl)propanamide Chemical compound OC1=CC=C(CCC(=O)NC2=CC=C3C(OCC4=C3C=CN=C4)=C2)C=C1 KTLHOYWEWWECMX-UHFFFAOYSA-N 0.000 claims 1
- HMKBJUDQPXCVMA-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)-3-(4-methoxyphenyl)propanamide Chemical compound COC1=CC=C(CCC(=O)NC2=CC=C3C(OCC4=C3C=CN=C4)=C2)C=C1 HMKBJUDQPXCVMA-UHFFFAOYSA-N 0.000 claims 1
- YNCHCGNTJPQPPE-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)-3-[[4-(4-cyanophenyl)pyrazol-1-yl]methyl]benzamide Chemical compound C1=C2C(=CN=C1)COC=1C=C(C=CC=12)NC(C1=CC(=CC=C1)CN1N=CC(=C1)C1=CC=C(C=C1)C#N)=O YNCHCGNTJPQPPE-UHFFFAOYSA-N 0.000 claims 1
- IURRHYOSFLOHOJ-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)-3-fluorobenzamide Chemical compound C1=C2C(=CN=C1)COC=1C=C(C=CC=12)NC(C1=CC(=CC=C1)F)=O IURRHYOSFLOHOJ-UHFFFAOYSA-N 0.000 claims 1
- AFHAXTBYIXIIEV-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)-3-imidazol-1-ylpropanamide Chemical compound O=C(CCN1C=CN=C1)NC1=CC=C2C(OCC3=C2C=CN=C3)=C1 AFHAXTBYIXIIEV-UHFFFAOYSA-N 0.000 claims 1
- QFMAEPQLHGAKAJ-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)-3-methoxybenzamide Chemical compound C1=C2C(=CN=C1)COC=1C=C(C=CC=12)NC(C1=CC(=CC=C1)OC)=O QFMAEPQLHGAKAJ-UHFFFAOYSA-N 0.000 claims 1
- DFQMRAAMCKRSPO-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)-3-methylsulfonylbenzamide Chemical compound CS(=O)(=O)C1=CC=CC(=C1)C(=O)NC1=CC=C2C(OCC3=C2C=CN=C3)=C1 DFQMRAAMCKRSPO-UHFFFAOYSA-N 0.000 claims 1
- WGWOQAACSHTOHN-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)-3-phenylpropanamide Chemical compound C1=C2C(=CN=C1)COC=1C=C(C=CC=12)NC(CCC1=CC=CC=C1)=O WGWOQAACSHTOHN-UHFFFAOYSA-N 0.000 claims 1
- XIOQOEHNVZPKBY-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)-4-(dimethylamino)benzamide Chemical compound CN(C)C1=CC=C(C=C1)C(=O)NC1=CC=C2C(OCC3=C2C=CN=C3)=C1 XIOQOEHNVZPKBY-UHFFFAOYSA-N 0.000 claims 1
- BHXYXXQCPZYCIH-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)-4-cyanobenzamide Chemical compound C1=C2C(=CN=C1)COC=1C=C(C=CC=12)NC(C1=CC=C(C=C1)C#N)=O BHXYXXQCPZYCIH-UHFFFAOYSA-N 0.000 claims 1
- XWTDEJUPWZCUFY-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)-4-fluorobenzamide Chemical compound C1=C2C(=CN=C1)COC=1C=C(C=CC=12)NC(C1=CC=C(C=C1)F)=O XWTDEJUPWZCUFY-UHFFFAOYSA-N 0.000 claims 1
- RBFZEPNKWCKAHI-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)-4-methoxybenzamide Chemical compound C1=C2C(=CN=C1)COC=1C=C(C=CC=12)NC(C1=CC=C(C=C1)OC)=O RBFZEPNKWCKAHI-UHFFFAOYSA-N 0.000 claims 1
- ICLOLGJTOXTHQA-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)-4-methylsulfonylbenzamide Chemical compound CS(=O)(=O)C1=CC=C(C=C1)C(=O)NC1=CC=C2C(OCC3=C2C=CN=C3)=C1 ICLOLGJTOXTHQA-UHFFFAOYSA-N 0.000 claims 1
- VVTRSUCLLMFXRD-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)-4-phenylbutanamide Chemical compound C1=C2C(=CN=C1)COC=1C=C(C=CC=12)NC(CCCC1=CC=CC=C1)=O VVTRSUCLLMFXRD-UHFFFAOYSA-N 0.000 claims 1
- OOHKGHSFNRNQLZ-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)-4-sulfamoylbenzamide Chemical compound C1=C2C(=CN=C1)COC=1C=C(C=CC=12)NC(C1=CC=C(C=C1)S(N)(=O)=O)=O OOHKGHSFNRNQLZ-UHFFFAOYSA-N 0.000 claims 1
- DUVUUGLVISMAJM-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)benzamide Chemical compound C1=C2C(=CN=C1)COC=1C=C(C=CC=12)NC(C1=CC=CC=C1)=O DUVUUGLVISMAJM-UHFFFAOYSA-N 0.000 claims 1
- PCBRXNSLIZYCQH-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)naphthalene-2-carboxamide Chemical compound C1=C2C(=CN=C1)COC=1C=C(C=CC=12)NC(=O)C1=CC2=CC=CC=C2C=C1 PCBRXNSLIZYCQH-UHFFFAOYSA-N 0.000 claims 1
- FRHQIKWHIGBMEY-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)pyrimidine-5-carboxamide Chemical compound N1=CN=CC(=C1)C(=O)NC=1C=CC2=C(C=1)OCC1=CN=CC=C12 FRHQIKWHIGBMEY-UHFFFAOYSA-N 0.000 claims 1
- CGPLTDYBQOISPC-UHFFFAOYSA-N N-(5H-chromeno[3,4-c]pyridin-8-yl)thiadiazole-4-carboxamide Chemical compound C1=C2C(=CN=C1)COC=1C=C(C=CC=12)NC(=O)C=1N=NSC=1 CGPLTDYBQOISPC-UHFFFAOYSA-N 0.000 claims 1
- 206010028980 Neoplasm Diseases 0.000 claims 1
- WMENAEIRLIJLRF-UHFFFAOYSA-N O=C(CC1NNNN1)Nc1ccc-2c(OCc3cnccc-23)c1 Chemical compound O=C(CC1NNNN1)Nc1ccc-2c(OCc3cnccc-23)c1 WMENAEIRLIJLRF-UHFFFAOYSA-N 0.000 claims 1
- TWVSVDNWEYYRSY-UHFFFAOYSA-N O=C(Nc1ccc-2c(OCc3cnccc-23)c1)Oc1ccccc1 Chemical compound O=C(Nc1ccc-2c(OCc3cnccc-23)c1)Oc1ccccc1 TWVSVDNWEYYRSY-UHFFFAOYSA-N 0.000 claims 1
- 208000001132 Osteoporosis Diseases 0.000 claims 1
- 102100039314 Rho-associated protein kinase 2 Human genes 0.000 claims 1
- 208000007536 Thrombosis Diseases 0.000 claims 1
- 208000006673 asthma Diseases 0.000 claims 1
- 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 claims 1
- GEXMOSQIKMRUSK-UHFFFAOYSA-N benzyl N-(5H-chromeno[3,4-c]pyridin-8-yl)carbamate Chemical compound C(C1=CC=CC=C1)OC(NC=1C=CC2=C(C=1)OCC1=CN=CC=C12)=O GEXMOSQIKMRUSK-UHFFFAOYSA-N 0.000 claims 1
- 201000011510 cancer Diseases 0.000 claims 1
- 206010008118 cerebral infarction Diseases 0.000 claims 1
- 201000011634 coronary artery vasospasm Diseases 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 125000002541 furyl group Chemical group 0.000 claims 1
- 125000002883 imidazolyl group Chemical group 0.000 claims 1
- 201000001881 impotence Diseases 0.000 claims 1
- 208000015181 infectious disease Diseases 0.000 claims 1
- 230000004054 inflammatory process Effects 0.000 claims 1
- 208000001286 intracranial vasospasm Diseases 0.000 claims 1
- APUJZZJNGIFAMF-UHFFFAOYSA-N methyl 3-(5H-chromeno[3,4-c]pyridin-8-ylcarbamoyl)benzoate Chemical compound C1=C2C(=CN=C1)COC=1C=C(C=CC=12)NC(=O)C=1C=C(C(=O)OC)C=CC=1 APUJZZJNGIFAMF-UHFFFAOYSA-N 0.000 claims 1
- UWQQGKQKDYYKEG-UHFFFAOYSA-N methyl 4-(5H-chromeno[3,4-c]pyridin-8-ylcarbamoyl)benzoate Chemical compound COC(=O)C1=CC=C(C=C1)C(=O)NC1=CC=C2C(OCC3=C2C=CN=C3)=C1 UWQQGKQKDYYKEG-UHFFFAOYSA-N 0.000 claims 1
- 208000031225 myocardial ischemia Diseases 0.000 claims 1
- IQEQLXWOYIJADX-UHFFFAOYSA-N n-(5h-chromeno[3,4-c]pyridin-8-yl)-2-(3-methylphenyl)acetamide Chemical compound CC1=CC=CC(CC(=O)NC=2C=C3C(C4=CC=NC=C4CO3)=CC=2)=C1 IQEQLXWOYIJADX-UHFFFAOYSA-N 0.000 claims 1
- ZUXRESIOURUGTF-UHFFFAOYSA-N n-(5h-chromeno[3,4-c]pyridin-8-yl)-2-(4-methoxyphenyl)acetamide Chemical compound C1=CC(OC)=CC=C1CC(=O)NC1=CC=C2C3=CC=NC=C3COC2=C1 ZUXRESIOURUGTF-UHFFFAOYSA-N 0.000 claims 1
- ZHGMTNMQZMJNHJ-UHFFFAOYSA-N n-(5h-chromeno[3,4-c]pyridin-8-yl)-2-(4-methylsulfonylphenyl)acetamide Chemical compound C1=CC(S(=O)(=O)C)=CC=C1CC(=O)NC1=CC=C2C3=CC=NC=C3COC2=C1 ZHGMTNMQZMJNHJ-UHFFFAOYSA-N 0.000 claims 1
- YZPSUPJJNVRJSV-UHFFFAOYSA-N n-(5h-chromeno[3,4-c]pyridin-8-yl)-2-methyl-2-phenylpropanamide Chemical compound C=1C=C(C2=CC=NC=C2CO2)C2=CC=1NC(=O)C(C)(C)C1=CC=CC=C1 YZPSUPJJNVRJSV-UHFFFAOYSA-N 0.000 claims 1
- GPTRVGSCAPFUGT-UHFFFAOYSA-N n-(5h-chromeno[3,4-c]pyridin-8-yl)-3-phenoxypropanamide Chemical compound C=1C=C(C2=CC=NC=C2CO2)C2=CC=1NC(=O)CCOC1=CC=CC=C1 GPTRVGSCAPFUGT-UHFFFAOYSA-N 0.000 claims 1
- NUAFHANYUSELLD-UHFFFAOYSA-N n-(5h-chromeno[3,4-c]pyridin-8-yl)pyrazine-2-carboxamide Chemical compound C=1C=C(C2=CC=NC=C2CO2)C2=CC=1NC(=O)C1=CN=CC=N1 NUAFHANYUSELLD-UHFFFAOYSA-N 0.000 claims 1
- LDUBJDGSLUZTPS-UHFFFAOYSA-N naphthalen-1-yl N-(5H-chromeno[3,4-c]pyridin-8-yl)carbamate Chemical compound C1(=CC=CC2=CC=CC=C12)OC(NC=1C=CC2=C(C=1)OCC1=CN=CC=C12)=O LDUBJDGSLUZTPS-UHFFFAOYSA-N 0.000 claims 1
- ZPUCWJXRMQGXCD-UHFFFAOYSA-N naphthalen-2-yl N-(5H-chromeno[3,4-c]pyridin-8-yl)carbamate Chemical compound C1=C(C=CC2=CC=CC=C12)OC(NC=1C=CC2=C(C=1)OCC1=CN=CC=C12)=O ZPUCWJXRMQGXCD-UHFFFAOYSA-N 0.000 claims 1
- 230000004770 neurodegeneration Effects 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 125000003373 pyrazinyl group Chemical group 0.000 claims 1
- 125000004076 pyridyl group Chemical group 0.000 claims 1
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 1
- 125000000168 pyrrolyl group Chemical group 0.000 claims 1
- 208000037803 restenosis Diseases 0.000 claims 1
- 208000020431 spinal cord injury Diseases 0.000 claims 1
- 125000003831 tetrazolyl group Chemical group 0.000 claims 1
- 238000002560 therapeutic procedure Methods 0.000 claims 1
- 125000001113 thiadiazolyl group Chemical group 0.000 claims 1
- 125000000335 thiazolyl group Chemical group 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201361842084P | 2013-07-02 | 2013-07-02 | |
| US61/842,084 | 2013-07-02 | ||
| PCT/US2014/045008 WO2015002926A1 (en) | 2013-07-02 | 2014-07-01 | Tricyclic pyrido-carboxamide derivatives as rock inhibitors |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2016523923A JP2016523923A (ja) | 2016-08-12 |
| JP2016523923A5 true JP2016523923A5 (cg-RX-API-DMAC7.html) | 2017-08-10 |
| JP6522602B2 JP6522602B2 (ja) | 2019-05-29 |
Family
ID=51210857
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016524308A Expired - Fee Related JP6522602B2 (ja) | 2013-07-02 | 2014-07-01 | Ｒｏｃｋ阻害剤としての三環式ピリド−カルボキサミド誘導体 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US9663529B2 (cg-RX-API-DMAC7.html) |
| EP (1) | EP3016950B1 (cg-RX-API-DMAC7.html) |
| JP (1) | JP6522602B2 (cg-RX-API-DMAC7.html) |
| CN (1) | CN105518005B (cg-RX-API-DMAC7.html) |
| ES (1) | ES2634628T3 (cg-RX-API-DMAC7.html) |
| WO (1) | WO2015002926A1 (cg-RX-API-DMAC7.html) |
Families Citing this family (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2016509066A (ja) | 2013-02-22 | 2016-03-24 | ブリストル−マイヤーズ スクイブ カンパニーＢｒｉｓｔｏｌ−Ｍｙｅｒｓ Ｓｑｕｉｂｂ Ｃｏｍｐａｎｙ | アダプター関連キナーゼ１（ａａｋ１）の阻害剤としての５ｈ−クロメノ［３，４−ｃ］ピリジン |
| JP6423372B2 (ja) | 2013-02-28 | 2018-11-14 | ブリストル−マイヤーズ スクイブ カンパニーＢｒｉｓｔｏｌ−Ｍｙｅｒｓ Ｓｑｕｉｂｂ Ｃｏｍｐａｎｙ | 強力なｒｏｃｋ１およびｒｏｃｋ２阻害剤としてのフェニルピラゾール誘導体 |
| TW201444798A (zh) | 2013-02-28 | 2014-12-01 | 必治妥美雅史谷比公司 | 作爲強效ｒｏｃｋ１及ｒｏｃｋ２抑制劑之苯基吡唑衍生物 |
| JP6434968B2 (ja) | 2013-07-02 | 2018-12-05 | ブリストル−マイヤーズ スクイブ カンパニーＢｒｉｓｔｏｌ−Ｍｙｅｒｓ Ｓｑｕｉｂｂ Ｃｏｍｐａｎｙ | Ｒｏｃｋ阻害剤としての三環式ピリド−カルボキサミド誘導体 |
| JP6522602B2 (ja) | 2013-07-02 | 2019-05-29 | ブリストル−マイヤーズ スクイブ カンパニーＢｒｉｓｔｏｌ−Ｍｙｅｒｓ Ｓｑｕｉｂｂ Ｃｏｍｐａｎｙ | Ｒｏｃｋ阻害剤としての三環式ピリド−カルボキサミド誘導体 |
| US9737542B2 (en) | 2013-10-11 | 2017-08-22 | Bristol-Myers Squibb Company | Pyrrolotriazine kinase inhibitors |
| US9902702B2 (en) | 2014-07-15 | 2018-02-27 | Bristol-Myers Squibb Company | Spirocycloheptanes as inhibitors of rock |
| JP6779214B2 (ja) | 2015-01-09 | 2020-11-04 | ブリストル−マイヤーズ スクイブ カンパニーＢｒｉｓｔｏｌ−Ｍｙｅｒｓ Ｓｑｕｉｂｂ Ｃｏｍｐａｎｙ | Ｒｏｃｋ阻害剤としての環状ウレア |
| TW201706265A (zh) | 2015-03-09 | 2017-02-16 | 必治妥美雅史谷比公司 | 做為Ｒｈｏ激酶（ＲＯＣＫ）抑制劑之內醯胺 |
| ES2740224T3 (es) | 2015-04-10 | 2020-02-05 | Bristol Myers Squibb Co | 6H-isocromeno[3,4-c]piridinas y benzo[c][1,7]naftiridin-6-(5H)-onas como inhibidores de la cinasa asociada a adaptador 1 (AAK1) |
| AR107354A1 (es) | 2016-01-13 | 2018-04-18 | Bristol Myers Squibb Co | Salicilamidas espiroheptanos y compuestos relacionados como inhibidores de rock |
| US10562887B2 (en) | 2016-05-27 | 2020-02-18 | Bristol-Myers Squibb Company | Triazolones and tetrazolones as inhibitors of ROCK |
| US10730858B2 (en) | 2016-07-07 | 2020-08-04 | Bristol-Myers Squibb Company | Lactam, cyclic urea and carbamate, and triazolone derivatives as potent and selective rock inhibitors |
| CN109661396B (zh) * | 2016-07-07 | 2022-07-01 | 百时美施贵宝公司 | 作为rock抑制剂的螺稠合环状脲 |
| EP3481817B1 (en) | 2016-07-07 | 2020-08-19 | Bristol-Myers Squibb Company | Spirolactams as inhibitors of rock |
| ES2829400T3 (es) | 2016-11-30 | 2021-05-31 | Bristol Myers Squibb Co | Inhibidores tricíclicos de Rho cinasa |
| US12060341B2 (en) | 2017-07-12 | 2024-08-13 | Bristol-Myers Squibb Company | Spiroheptanyl hydantoins as ROCK inhibitors |
| TW201908293A (zh) | 2017-07-12 | 2019-03-01 | 美商必治妥美雅史谷比公司 | 作為rock抑制劑之5員及雙環雜環醯胺 |
| US11299488B2 (en) | 2017-07-12 | 2022-04-12 | Bristol-Myers Squibb Company | Five membered-aminoheterocycle and 5,6-or 6,6-membered bicyclic aminoheterocyclic inhibitors of rock for the treatment of heart failure |
| US11306081B2 (en) | 2017-07-12 | 2022-04-19 | Bristol-Myers Squibb Company | Phenylacetamides as inhibitors of rock |
| CN110914257B (zh) | 2017-07-12 | 2023-05-26 | 百时美施贵宝公司 | 作为rock抑制剂的螺庚基乙内酰脲 |
| US11192891B2 (en) | 2017-11-03 | 2021-12-07 | Bristol-Myers Squibb Company | Diazaspiro ROCK inhibitors |
| AU2019387370A1 (en) | 2018-11-30 | 2021-06-10 | Nuvation Bio Inc. | Pyrrole and pyrazole compounds and methods of use thereof |
| CN113354630B (zh) * | 2021-06-30 | 2022-11-01 | 江南大学 | 一种5,6-二氢苯并[h]喹唑啉类化合物及其应用 |
| JPWO2023085369A1 (cg-RX-API-DMAC7.html) | 2021-11-11 | 2023-05-19 |
Family Cites Families (102)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| HU168036B (cg-RX-API-DMAC7.html) | 1973-11-09 | 1976-02-28 | ||
| HU168776B (cg-RX-API-DMAC7.html) | 1973-11-09 | 1976-07-28 | ||
| US3962448A (en) * | 1974-03-11 | 1976-06-08 | Smithkline Corporation | 8-Alkyl and alkenyl-10-hydroxy-5H[1]benzopyranopyridine derivatives having polyphagic activity |
| CA1098910A (en) | 1978-06-15 | 1981-04-07 | Robert N. Schut | 3-amino-2-(5-fluoro and 5-methoxy-1h-indol-3-yl) propanoic acid derivatives |
| JPS57116067A (en) | 1981-01-12 | 1982-07-19 | Sankyo Kagaku Kk | Novel 8-quinolinesulfonyl derivative, its synthesis and use |
| DE3703435A1 (de) | 1987-02-05 | 1988-08-18 | Thomae Gmbh Dr K | Neue thiazole, diese verbindungen enthaltende arzneimittel und verfahren zu ihrer herstellung |
| IE68593B1 (en) | 1989-12-06 | 1996-06-26 | Sanofi Sa | Heterocyclic substituted acylaminothiazoles their preparation and pharmaceutical compositions containing them |
| EP0828738B1 (de) | 1995-05-26 | 2003-12-17 | Bayer CropScience AG | Pyridyl-thiazole und deren verwendung zum schutz von pflanzen gegen befall durch mikroorganismen |
| EP0946528B1 (en) | 1996-12-23 | 2003-04-09 | Bristol-Myers Squibb Pharma Company | OXYGEN OR SULFUR CONTAINING 5-MEMBERED HETEROAROMATICS AS FACTOR Xa INHIBITORS |
| US6187797B1 (en) | 1996-12-23 | 2001-02-13 | Dupont Pharmaceuticals Company | Phenyl-isoxazoles as factor XA Inhibitors |
| US6436966B1 (en) | 1997-10-27 | 2002-08-20 | Takeda Chemical Ind., Ltd. | Adenosine A3 receptor antagonists |
| WO1999052906A1 (de) | 1998-04-08 | 1999-10-21 | Bayer Aktiengesellschaft | Substituierte oxazolyl- und thiazolyl-uracil herbizide |
| CA2380206A1 (en) | 1999-07-26 | 2001-02-01 | Shionogi & Co., Ltd. | Pharmaceutical compositions exhibiting thrombopoietin receptor agonism |
| WO2001068648A1 (en) * | 2000-03-15 | 2001-09-20 | Aventis Pharma Deutschland Gmbh | Substituted beta-carbolines with ikb-kinase inhibiting activity |
| HK1054039B (zh) * | 2000-03-15 | 2010-04-16 | 萨诺费－阿文蒂斯德国有限公司 | 取代的β-咔啉 |
| GB0010183D0 (en) | 2000-04-26 | 2000-06-14 | Ferring Bv | Inhibitors of dipeptidyl peptidase IV |
| JP2002053566A (ja) | 2000-08-11 | 2002-02-19 | Japan Tobacco Inc | チアゾール化合物及びその医薬用途 |
| JP4790969B2 (ja) | 2000-08-11 | 2011-10-12 | 日本ケミファ株式会社 | ペルオキシソーム増殖剤応答性受容体δの活性化剤 |
| US20020173507A1 (en) | 2000-08-15 | 2002-11-21 | Vincent Santora | Urea compounds and methods of uses |
| US20020103192A1 (en) | 2000-10-26 | 2002-08-01 | Curtin Michael L. | Inhibitors of histone deacetylase |
| EP1354603A1 (en) | 2000-12-26 | 2003-10-22 | Takeda Chemical Industries, Ltd. | Concomitant drugs |
| WO2002062775A1 (en) | 2001-02-02 | 2002-08-15 | Yamanouchi Pharmaceutical Co., Ltd. | 2-acylaminothiazole derivative or its salt |
| MY130778A (en) | 2001-02-09 | 2007-07-31 | Vertex Pharma | Heterocyclic inhibitiors of erk2 and uses thereof |
| US20020177594A1 (en) | 2001-03-14 | 2002-11-28 | Curtin Michael L. | Inhibitors of histone deacetylase |
| EP1371650A4 (en) | 2001-03-23 | 2005-05-04 | Nippon Chemiphar Co | ACTIVATED RECEPTOR ACTIVATOR BY PEROXYSOME PROLIFIERS |
| JPWO2002087589A1 (ja) | 2001-04-26 | 2004-08-12 | 第一製薬株式会社 | 薬剤排出ポンプ阻害薬 |
| CA2450400A1 (en) | 2001-06-11 | 2002-12-19 | Takeda Chemical Industries, Ltd. | Medicinal compositions |
| GB0123589D0 (en) | 2001-10-01 | 2001-11-21 | Syngenta Participations Ag | Organic compounds |
| EP1452530A4 (en) | 2001-12-03 | 2005-11-30 | Japan Tobacco Inc | AZOL CONNECTION AND THEIR MEDICAL USE |
| KR101010905B1 (ko) | 2002-01-18 | 2011-01-25 | 아스텔라스세이야쿠 가부시키가이샤 | 2-아실아미노티아졸 유도체 또는 그 염 |
| EP1467981A1 (en) | 2002-01-25 | 2004-10-20 | Kylix Pharmaceuticals B.V. | 4(hetero-) aryl substituted (thia-/oxa-/pyra) zoles for inhibition of tie-2 |
| AU2003222648A1 (en) | 2002-05-13 | 2003-12-02 | Eli Lilly And Company | Multicyclic compounds for use as melanin concentrating hormone antagonists in the treatment of obesity and diabetes |
| JP2006508042A (ja) | 2002-07-18 | 2006-03-09 | ブリストル−マイヤーズ スクイブ カンパニー | グルココルチコイド受容体の修飾物質および方法 |
| NZ538339A (en) | 2002-08-09 | 2007-01-26 | Astrazeneca Ab | Oxadiazoles as modulators of metabotropic glutamate receptor-5 |
| WO2004016592A1 (en) | 2002-08-14 | 2004-02-26 | Ppd Discovery, Inc. | Prenylation inhibitors and methods of their synthesis and use |
| CA2504320A1 (en) | 2002-10-30 | 2004-05-21 | Vertex Pharmaceuticals Incorporated | Compositions useful as inhibitors of rock and other protein kinases |
| GB0230087D0 (en) | 2002-12-24 | 2003-01-29 | Astrazeneca Ab | Therapeutic agents |
| GB0302672D0 (en) | 2003-02-06 | 2003-03-12 | Astrazeneca Ab | Pharmaceutical formulations |
| WO2004071509A1 (ja) | 2003-02-12 | 2004-08-26 | Nippon Chemiphar Co., Ltd. | オリゴデンドロサイト分化促進剤 |
| SI1611088T1 (sl) | 2003-04-07 | 2009-12-31 | Pharmacyclics Inc | Hidroksamati kot terapevtska sredstva |
| RU2005135330A (ru) | 2003-04-16 | 2006-06-27 | Мемори Фармасьютиклз Корпорейшн (Us) | Ингибиторы фосфодиэстеразы 4 |
| CN100545161C (zh) | 2003-08-15 | 2009-09-30 | 中国科学院上海药物研究所 | 一类杂环衍生物、制备方法及其用途 |
| US7351727B2 (en) | 2003-09-02 | 2008-04-01 | Bristol-Myers Squibb Company | Inhibitors of 15-lipoxygenase |
| MXPA06002567A (es) | 2003-09-06 | 2006-09-04 | Vertex Pharma | Moduladores de transportadores con casete de union de atp. |
| AR045651A1 (es) | 2003-09-19 | 2005-11-02 | Solvay Pharm Bv | Derivados de tiazol como moduladores del receptor de cannabinoide |
| WO2005044194A2 (en) | 2003-10-28 | 2005-05-19 | Pharmacia Corporation | TREATMENT OR PREVENTION OF NEOPLASIA BY USE OF AN Hsp90 INHIBITOR |
| BRPI0415896A (pt) | 2003-10-28 | 2007-01-09 | Pharmacia Corp | combinações compreendendo um inibidor de hsp90 e um inibidor de fosfodiesterase para tratamento ou prevenção de neoplasia |
| ES2791303T3 (es) | 2004-01-30 | 2020-11-03 | Vertex Pharma | Compuesto intermedio de moduladores de transportadores de casete de unión a ATP |
| US20080275062A1 (en) | 2004-01-30 | 2008-11-06 | David Harold Drewry | Chemical Compounds |
| WO2005077373A2 (en) | 2004-02-03 | 2005-08-25 | Astrazeneca Ab | Treatment of gastro-esophageal reflux disease (gerd) |
| WO2005077345A1 (en) | 2004-02-03 | 2005-08-25 | Astrazeneca Ab | Compounds for the treatment of gastro-esophageal reflux disease |
| MY148488A (en) | 2004-02-18 | 2013-04-30 | Astrazeneca Ab | Additional heteropolycyclic compounds and their use as metabotropic glutamate receptor antagonists |
| KR20060129021A (ko) | 2004-02-18 | 2006-12-14 | 교린 세이야꾸 가부시키 가이샤 | 비시클로아미드 유도체 |
| US7259155B2 (en) | 2004-05-05 | 2007-08-21 | Otsuka Pharmaceutical Factory, Inc. | Phosphonic diester derivatives |
| TW200637559A (en) | 2005-03-29 | 2006-11-01 | Shionogi & Co | 3-propenylcefem derivative |
| FR2885129B1 (fr) | 2005-04-29 | 2007-06-15 | Proskelia Sas | Nouveaux derives de l'ureee substituee parun thiazole ou benzothiazole, leur procede de preparation, leur application a titre de medicaments, les compositions pharmaceutiques les renfermant et utilisation. |
| CN101247807A (zh) | 2005-05-09 | 2008-08-20 | 艾其林医药公司 | 噻唑化合物及使用方法 |
| US7655446B2 (en) | 2005-06-28 | 2010-02-02 | Vertex Pharmaceuticals Incorporated | Crystal structure of Rho-kinase I kinase domain complexes and binding pockets thereof |
| JP2009505948A (ja) * | 2005-07-11 | 2009-02-12 | デブジェン エヌブイ | キナーゼ阻害剤としてのアミド誘導体 |
| WO2007062222A2 (en) | 2005-11-22 | 2007-05-31 | University Of South Florida | Inhibition of cell proliferation |
| WO2007075896A2 (en) | 2005-12-22 | 2007-07-05 | Kemia, Inc. | Heterocyclic cytokine inhibitors |
| EP1983980A4 (en) | 2006-01-25 | 2010-05-05 | Synta Pharmaceuticals Corp | THIAZOL AND THIADIAZOL COMPOUNDS FOR USES IN RELATION TO INFLAMMATION AND IMMUNITY |
| WO2007116106A1 (es) | 2006-04-12 | 2007-10-18 | Palobiofarma, S.L. | Nuevos compuestos como antagonistas de los receptores a1 de adenosina |
| DE602007008723D1 (de) | 2006-05-12 | 2010-10-07 | Vertex Pharma | Selektive rock-proteinkinasehemmer und ihre verwendung |
| EP2081905B1 (en) | 2006-07-28 | 2012-09-12 | Boehringer Ingelheim International GmbH | Sulfonyl compounds which modulate the cb2 receptor |
| EP2074084B1 (en) | 2006-09-25 | 2013-08-28 | Boehringer Ingelheim International GmbH | Compounds which modulate the cb2 receptor |
| TW200831081A (en) | 2006-12-25 | 2008-08-01 | Kyorin Seiyaku Kk | Glucokinase activator |
| WO2008124000A2 (en) | 2007-04-02 | 2008-10-16 | Ligand Pharmaceuticals Incorporated | Thiazole derivatives as androgen receptor modulator compounds |
| GB0706793D0 (en) | 2007-04-05 | 2007-05-16 | Evotec Ag | Compounds |
| CA2691468C (en) | 2007-06-22 | 2017-05-09 | Hydra Biosciences, Inc. | Substituted xanthine compounds and methods to treat diseases mediated by trpa1 |
| WO2009027392A1 (en) | 2007-08-27 | 2009-03-05 | Abbott Gmbh & Co. Kg | 4-(4-pyridinyl)-benzamides and their use as rock activity modulators |
| WO2009026701A1 (en) | 2007-08-29 | 2009-03-05 | Methylgene Inc. | Sirtuin inhibitors |
| ES2331220B1 (es) | 2007-10-02 | 2010-09-23 | Palobiofarma, S.L. | Nuevos compuestos como antagonistas de los receptores a1 de adenosina. |
| WO2009057827A1 (en) | 2007-10-31 | 2009-05-07 | Nissan Chemical Industries, Ltd. | Pyridazinone derivatives and use thereof as p2x7 receptor inhibitors |
| CA2704684A1 (en) | 2007-11-07 | 2009-05-14 | Boehringer Ingelheim International Gmbh | Compounds which modulate the cb2 receptor |
| WO2009067607A2 (en) | 2007-11-20 | 2009-05-28 | Memory Pharmaceuticals Corporation | Combinations of pde4 inhibitors and antipsychotics for the treatment of psychotic disorders |
| WO2009081222A1 (en) | 2007-12-21 | 2009-07-02 | Glenmark Pharmaceuticals, S.A. | Substituted tricyclic pyridine or pyrimidine vanilloid receptor ligands |
| CA2709784A1 (en) | 2007-12-21 | 2009-07-09 | University Of Rochester | Method for altering the lifespan of eukaryotic organisms |
| US8563552B2 (en) | 2008-02-08 | 2013-10-22 | Shiseido Company Ltd. | Whitening agent and skin external preparation |
| US20110105436A1 (en) | 2008-03-10 | 2011-05-05 | Auckland Uniservices Limited | Heteroaryl compounds, compositions, and methods of use in cancer treatment |
| US20120108614A1 (en) | 2008-05-14 | 2012-05-03 | Chong Jayhong A | Compounds and compositions for treating chemical warfare agent-induced injuries |
| WO2010028193A1 (en) | 2008-09-03 | 2010-03-11 | Repligen Corporation | Compounds including pimelic acid derivatives as hdac inhibitors |
| US20100063085A1 (en) * | 2008-09-11 | 2010-03-11 | University Court Of The University Of Dundee | Method of treating learning impairment in down's syndrome subjects |
| WO2010029300A1 (en) | 2008-09-12 | 2010-03-18 | Biolipox Ab | Bis aromatic compounds for use in the treatment of inflammation |
| US20120046305A1 (en) | 2008-09-24 | 2012-02-23 | Moran Magdalene M | Methods and compositions for treating respiratory disorders |
| AR074790A1 (es) | 2008-12-19 | 2011-02-09 | Novartis Ag | Derivados de isooxazol sustituidos, composiciones farmaceuticas y para el control de parasitos que los comprenden y su uso en metodos para controlar parasitos en y sobre animales de sangre caliente. |
| EP2370407B1 (en) * | 2008-12-19 | 2014-06-18 | Bristol-Myers Squibb Company | Carbazole and carboline kinase inhibitors |
| RU2505540C2 (ru) | 2008-12-23 | 2014-01-27 | Эббви Инк. | Антивирусные соединения |
| JP2012051804A (ja) * | 2008-12-26 | 2012-03-15 | Kyoto Univ | Ｅｇ５阻害剤 |
| UA103918C2 (en) | 2009-03-02 | 2013-12-10 | Айерем Элелси | N-(hetero)aryl, 2-(hetero)aryl-substituted acetamides for use as wnt signaling modulators |
| US8362249B2 (en) | 2009-04-27 | 2013-01-29 | Boehringer Ingelheim International Gmbh | CXCR3 receptor antagonists |
| JP2012529518A (ja) | 2009-06-09 | 2012-11-22 | アブラクシス バイオサイエンス リミテッド ライアビリティー カンパニー | ヘッジホッグシグナル伝達のピリジル−トリアジン阻害剤 |
| SG10201609290PA (en) | 2009-08-25 | 2016-12-29 | Abraxis Bioscience Llc | Combination therapy with nanoparticle compositions of taxane and hedgehog inhibitors |
| WO2011062766A2 (en) * | 2009-11-17 | 2011-05-26 | The Regents Of The University Of Michigan | 1,4-benzodiazepine-2,5-diones and related compounds with therapeutic properties |
| MX2012006913A (es) | 2009-12-18 | 2012-08-23 | Activesite Pharmaceuticals Inc | Profarmacos de inhibidores de calicreina plasmatica. |
| WO2011129095A1 (ja) | 2010-04-12 | 2011-10-20 | 塩野義製薬株式会社 | インテグラーゼ阻害活性を有するピリドン誘導体 |
| US9221808B2 (en) | 2010-04-16 | 2015-12-29 | H. Lee Moffitt Cancer Center And Research Institute, Inc. | Pyridylthiazole-based ureas as inhibitors of Rho associated protein kinase (ROCK) and methods of use |
| EP2582668B1 (en) * | 2010-06-16 | 2016-01-13 | Bristol-Myers Squibb Company | Carboline carboxamide compounds useful as kinase inhibitors |
| US9000154B2 (en) * | 2010-10-19 | 2015-04-07 | Boehringer Ingelheim International Gmbh | Rho kinase inhibitors |
| US8703953B2 (en) | 2012-03-09 | 2014-04-22 | Bristol-Myers Squibb Company | Aryl ether-base kinase inhibitors |
| JP6434968B2 (ja) | 2013-07-02 | 2018-12-05 | ブリストル−マイヤーズ スクイブ カンパニーＢｒｉｓｔｏｌ−Ｍｙｅｒｓ Ｓｑｕｉｂｂ Ｃｏｍｐａｎｙ | Ｒｏｃｋ阻害剤としての三環式ピリド−カルボキサミド誘導体 |
| JP6522602B2 (ja) | 2013-07-02 | 2019-05-29 | ブリストル−マイヤーズ スクイブ カンパニーＢｒｉｓｔｏｌ−Ｍｙｅｒｓ Ｓｑｕｉｂｂ Ｃｏｍｐａｎｙ | Ｒｏｃｋ阻害剤としての三環式ピリド−カルボキサミド誘導体 |
-
2014
- 2014-07-01 JP JP2016524308A patent/JP6522602B2/ja not_active Expired - Fee Related
- 2014-07-01 WO PCT/US2014/045008 patent/WO2015002926A1/en not_active Ceased
- 2014-07-01 EP EP14740124.4A patent/EP3016950B1/en not_active Not-in-force
- 2014-07-01 US US14/900,228 patent/US9663529B2/en active Active
- 2014-07-01 CN CN201480047826.1A patent/CN105518005B/zh not_active Expired - Fee Related
- 2014-07-01 ES ES14740124.4T patent/ES2634628T3/es active Active