JP2010514842A5 - - Google Patents
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- Publication number
- JP2010514842A5 JP2010514842A5 JP2009544958A JP2009544958A JP2010514842A5 JP 2010514842 A5 JP2010514842 A5 JP 2010514842A5 JP 2009544958 A JP2009544958 A JP 2009544958A JP 2009544958 A JP2009544958 A JP 2009544958A JP 2010514842 A5 JP2010514842 A5 JP 2010514842A5
- Authority
- JP
- Japan
- Prior art keywords
- benzamide
- benzyl
- tetrahydro
- dimethoxy
- ylcarbamoyl
- 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
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- 125000000217 alkyl group Chemical group 0.000 claims 30
- -1 4-methyl-1-piperazinyl Chemical group 0.000 claims 13
- 125000003545 alkoxy group Chemical group 0.000 claims 10
- 150000001875 compounds Chemical class 0.000 claims 9
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 5
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 5
- 229910052757 nitrogen Inorganic materials 0.000 claims 4
- 125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 3
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical group C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 3
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 3
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 3
- 239000008194 pharmaceutical composition Substances 0.000 claims 3
- 150000003839 salts Chemical class 0.000 claims 3
- ZIFGVEYZJHMWOM-UHFFFAOYSA-N 3,4-dimethoxy-n-[[3-[(4-piperidin-2-ylphenyl)carbamoyl]phenyl]methyl]benzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=CC(=CC=2)C2NCCCC2)=C1 ZIFGVEYZJHMWOM-UHFFFAOYSA-N 0.000 claims 2
- GWVMLCQWXVFZCN-UHFFFAOYSA-N isoindoline Chemical group C1=CC=C2CNCC2=C1 GWVMLCQWXVFZCN-UHFFFAOYSA-N 0.000 claims 2
- 125000001424 substituent group Chemical group 0.000 claims 2
- 229910052717 sulfur Inorganic materials 0.000 claims 2
- 125000004434 sulfur atom Chemical group 0.000 claims 2
- BRNULMACUQOKMR-UHFFFAOYSA-N thiomorpholine Chemical group C1CSCCN1 BRNULMACUQOKMR-UHFFFAOYSA-N 0.000 claims 2
- JXDIHMPDMUCOTI-UHFFFAOYSA-N 1-methyl-n-[[3-[(2-methyl-3,4-dihydro-1h-isoquinolin-7-yl)carbamoyl]phenyl]methyl]-6-oxopyridine-3-carboxamide Chemical compound C1=C2CN(C)CCC2=CC=C1NC(=O)C(C=1)=CC=CC=1CNC(=O)C=1C=CC(=O)N(C)C=1 JXDIHMPDMUCOTI-UHFFFAOYSA-N 0.000 claims 1
- VUBLTFWGVBUVGZ-UHFFFAOYSA-N 2,4,5-trimethoxy-n-[[3-[(2-methyl-3,4-dihydro-1h-isoquinolin-7-yl)carbamoyl]phenyl]methyl]benzamide Chemical compound C1=C(OC)C(OC)=CC(OC)=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=C3CN(C)CCC3=CC=2)=C1 VUBLTFWGVBUVGZ-UHFFFAOYSA-N 0.000 claims 1
- WVKXLPYVWVUFQT-UHFFFAOYSA-N 2-bromo-4,5-dimethoxy-n-[[3-[(2-methyl-3,4-dihydro-1h-isoquinolin-7-yl)carbamoyl]phenyl]methyl]benzamide Chemical compound C1=C(OC)C(OC)=CC(Br)=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=C3CN(C)CCC3=CC=2)=C1 WVKXLPYVWVUFQT-UHFFFAOYSA-N 0.000 claims 1
- DXAVMMHZLHOUCW-UHFFFAOYSA-N 2-chloro-4-[[3-[[4-[(dimethylamino)methyl]phenyl]carbamoyl]phenyl]methylcarbamoylamino]benzamide Chemical compound C1=CC(CN(C)C)=CC=C1NC(=O)C1=CC=CC(CNC(=O)NC=2C=C(Cl)C(C(N)=O)=CC=2)=C1 DXAVMMHZLHOUCW-UHFFFAOYSA-N 0.000 claims 1
- RHNAQSUNHOXWMV-UHFFFAOYSA-N 2-cyano-4-methyl-n-[[3-[(2-methyl-3,4-dihydro-1h-isoquinolin-7-yl)carbamoyl]phenyl]methyl]benzamide Chemical compound C1=C2CN(C)CCC2=CC=C1NC(=O)C(C=1)=CC=CC=1CNC(=O)C1=CC=C(C)C=C1C#N RHNAQSUNHOXWMV-UHFFFAOYSA-N 0.000 claims 1
- VGQMQYBEZDGNSS-UHFFFAOYSA-N 2-methyl-3,4-dihydro-1h-isoquinoline-7-carboxylic acid Chemical compound C1=C(C(O)=O)C=C2CN(C)CCC2=C1 VGQMQYBEZDGNSS-UHFFFAOYSA-N 0.000 claims 1
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- IKWVQFQVIJTYCU-UHFFFAOYSA-N 3,4-dichloro-n-[[3-[[4-[(dimethylamino)methyl]phenyl]carbamoyl]phenyl]methyl]benzamide Chemical compound C1=CC(CN(C)C)=CC=C1NC(=O)C1=CC=CC(CNC(=O)C=2C=C(Cl)C(Cl)=CC=2)=C1 IKWVQFQVIJTYCU-UHFFFAOYSA-N 0.000 claims 1
- UYBJKTJNTQGNFZ-UHFFFAOYSA-N 3,4-diethoxy-n-[[3-[(2-methyl-3,4-dihydro-1h-isoquinolin-7-yl)carbamoyl]phenyl]methyl]benzamide Chemical compound C1=C(OCC)C(OCC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=C3CN(C)CCC3=CC=2)=C1 UYBJKTJNTQGNFZ-UHFFFAOYSA-N 0.000 claims 1
- SUMNRYIGGVFLDC-UHFFFAOYSA-N 3,4-dimethoxy-n-[[3-(1,2,3,4-tetrahydroisoquinolin-5-ylcarbamoyl)phenyl]methyl]benzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=3CCNCC=3C=CC=2)=C1 SUMNRYIGGVFLDC-UHFFFAOYSA-N 0.000 claims 1
- NCJPTEBNRKVZEU-UHFFFAOYSA-N 3,4-dimethoxy-n-[[3-(1,2,3,4-tetrahydroisoquinolin-6-ylcarbamoyl)phenyl]methyl]benzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=C3CCNCC3=CC=2)=C1 NCJPTEBNRKVZEU-UHFFFAOYSA-N 0.000 claims 1
- AOTJVGQNGQYEAY-UHFFFAOYSA-N 3,4-dimethoxy-n-[[3-(1,2,3,4-tetrahydroisoquinolin-7-ylcarbamoyl)phenyl]methyl]benzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=C3CNCCC3=CC=2)=C1 AOTJVGQNGQYEAY-UHFFFAOYSA-N 0.000 claims 1
- OJSMZBDNWAIEDU-UHFFFAOYSA-N 3,4-dimethoxy-n-[[3-(2,3,4,5-tetrahydro-1h-2-benzazepin-8-ylcarbamoyl)phenyl]methyl]benzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=C3CNCCCC3=CC=2)=C1 OJSMZBDNWAIEDU-UHFFFAOYSA-N 0.000 claims 1
- SQASYMBFHFMBSF-UHFFFAOYSA-N 3,4-dimethoxy-n-[[3-(2,3,4,5-tetrahydro-1h-3-benzazepin-7-ylcarbamoyl)phenyl]methyl]benzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=C3CCNCCC3=CC=2)=C1 SQASYMBFHFMBSF-UHFFFAOYSA-N 0.000 claims 1
- XAAZBMINIBYRPX-UHFFFAOYSA-N 3,4-dimethoxy-n-[[3-(2-piperidin-3-ylethylcarbamoyl)phenyl]methyl]benzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NCCC2CNCCC2)=C1 XAAZBMINIBYRPX-UHFFFAOYSA-N 0.000 claims 1
- ULXYUIOTBNWJFH-UHFFFAOYSA-N 3,4-dimethoxy-n-[[3-(2-piperidin-4-ylethylcarbamoyl)phenyl]methyl]benzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NCCC2CCNCC2)=C1 ULXYUIOTBNWJFH-UHFFFAOYSA-N 0.000 claims 1
- SJBMXOXUSWRUJG-UHFFFAOYSA-N 3,4-dimethoxy-n-[[3-(3-piperidin-3-ylpropanoylamino)phenyl]methyl]benzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(NC(=O)CCC2CNCCC2)=C1 SJBMXOXUSWRUJG-UHFFFAOYSA-N 0.000 claims 1
- HSKITMMIPIGXTH-UHFFFAOYSA-N 3,4-dimethoxy-n-[[3-(4,5,6,7-tetrahydro-[1,3]thiazolo[5,4-c]pyridin-2-ylcarbamoyl)phenyl]methyl]benzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2SC=3CNCCC=3N=2)=C1 HSKITMMIPIGXTH-UHFFFAOYSA-N 0.000 claims 1
- HGBIXOMKAOZIAQ-UHFFFAOYSA-N 3,4-dimethoxy-n-[[3-(5,6,7,8-tetrahydro-1,6-naphthyridin-3-ylcarbamoyl)phenyl]methyl]benzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=C3CNCCC3=NC=2)=C1 HGBIXOMKAOZIAQ-UHFFFAOYSA-N 0.000 claims 1
- FOKGJTSJFODPDR-UHFFFAOYSA-N 3,4-dimethoxy-n-[[3-(piperidin-4-ylmethylcarbamoyl)phenyl]methyl]benzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NCC2CCNCC2)=C1 FOKGJTSJFODPDR-UHFFFAOYSA-N 0.000 claims 1
- LXJRDCVVYKHKOW-UHFFFAOYSA-N 3,4-dimethoxy-n-[[3-[(1-methylpiperidin-4-yl)carbamoyl]phenyl]methyl]benzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC2CCN(C)CC2)=C1 LXJRDCVVYKHKOW-UHFFFAOYSA-N 0.000 claims 1
- RUVNTEGYLMYXCF-UHFFFAOYSA-N 3,4-dimethoxy-n-[[3-[(2-methyl-3,4-dihydro-1h-isoquinolin-7-yl)carbamoyl]phenyl]methyl]benzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=C3CN(C)CCC3=CC=2)=C1 RUVNTEGYLMYXCF-UHFFFAOYSA-N 0.000 claims 1
- BPSAUZOYNCGXMG-UHFFFAOYSA-N 3,4-dimethoxy-n-[[3-[(2-morpholin-4-yl-2,3-dihydro-1h-inden-5-yl)carbamoyl]phenyl]methyl]benzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=C3CC(CC3=CC=2)N2CCOCC2)=C1 BPSAUZOYNCGXMG-UHFFFAOYSA-N 0.000 claims 1
- LPCZGZGBAPYZBC-UHFFFAOYSA-N 3,4-dimethoxy-n-[[3-[(3-piperidin-3-ylphenyl)carbamoyl]phenyl]methyl]benzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=C(C=CC=2)C2CNCCC2)=C1 LPCZGZGBAPYZBC-UHFFFAOYSA-N 0.000 claims 1
- FDNORQUIWSIWKF-UHFFFAOYSA-N 3,4-dimethoxy-n-[[3-[(5-methyl-6,7-dihydro-4h-[1,3]thiazolo[5,4-c]pyridin-2-yl)carbamoyl]phenyl]methyl]benzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2SC=3CN(C)CCC=3N=2)=C1 FDNORQUIWSIWKF-UHFFFAOYSA-N 0.000 claims 1
- GBZBMQSMOPCRKV-UHFFFAOYSA-N 3,4-dimethoxy-n-[[3-[(6-methyl-7,8-dihydro-5h-1,6-naphthyridin-3-yl)carbamoyl]phenyl]methyl]benzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=C3CN(C)CCC3=NC=2)=C1 GBZBMQSMOPCRKV-UHFFFAOYSA-N 0.000 claims 1
- AQYDBKYCZFZNAF-UHFFFAOYSA-N 3,4-dimethoxy-n-[[3-[2-(1-methylpiperidin-3-yl)ethylcarbamoyl]phenyl]methyl]benzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NCCC2CN(C)CCC2)=C1 AQYDBKYCZFZNAF-UHFFFAOYSA-N 0.000 claims 1
- QDAQEKNRPXBKCO-OAQYLSRUSA-N 3,4-dimethoxy-n-[[3-[[(6r)-6-morpholin-4-yl-4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl]carbamoyl]phenyl]methyl]benzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2SC=3C[C@@H](CCC=3N=2)N2CCOCC2)=C1 QDAQEKNRPXBKCO-OAQYLSRUSA-N 0.000 claims 1
- ZMYOSCXCQCZDAA-FQEVSTJZSA-N 3,4-dimethoxy-n-[[3-[[(6s)-6-(propylamino)-4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl]carbamoyl]phenyl]methyl]benzamide Chemical compound C([C@@H](CC=1S2)NCCC)CC=1N=C2NC(=O)C(C=1)=CC=CC=1CNC(=O)C1=CC=C(OC)C(OC)=C1 ZMYOSCXCQCZDAA-FQEVSTJZSA-N 0.000 claims 1
- QDAQEKNRPXBKCO-NRFANRHFSA-N 3,4-dimethoxy-n-[[3-[[(6s)-6-morpholin-4-yl-4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl]carbamoyl]phenyl]methyl]benzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2SC=3C[C@H](CCC=3N=2)N2CCOCC2)=C1 QDAQEKNRPXBKCO-NRFANRHFSA-N 0.000 claims 1
- YQXVEGAUEUXPQA-UHFFFAOYSA-N 3,4-dimethoxy-n-[[3-[[2-(2,2,2-trifluoroethyl)-3,4-dihydro-1h-isoquinolin-7-yl]carbamoyl]phenyl]methyl]benzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=C3CN(CC(F)(F)F)CCC3=CC=2)=C1 YQXVEGAUEUXPQA-UHFFFAOYSA-N 0.000 claims 1
- OHRNQFLSSSOXEU-UHFFFAOYSA-N 3,4-dimethoxy-n-[[3-[[2-(2-methoxyethyl)-3,4-dihydro-1h-isoquinolin-7-yl]carbamoyl]phenyl]methyl]benzamide Chemical compound C1=C2CN(CCOC)CCC2=CC=C1NC(=O)C(C=1)=CC=CC=1CNC(=O)C1=CC=C(OC)C(OC)=C1 OHRNQFLSSSOXEU-UHFFFAOYSA-N 0.000 claims 1
- UNIWGKNINBEPGO-UHFFFAOYSA-N 3,4-dimethoxy-n-[[3-[[2-(3,3,3-trifluoropropyl)-3,4-dihydro-1h-isoquinolin-7-yl]carbamoyl]phenyl]methyl]benzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=C3CN(CCC(F)(F)F)CCC3=CC=2)=C1 UNIWGKNINBEPGO-UHFFFAOYSA-N 0.000 claims 1
- YPLXWMXANHYRCY-UHFFFAOYSA-N 3,4-dimethoxy-n-[[3-[[2-(pyridin-2-ylmethyl)-3,4-dihydro-1h-isoquinolin-7-yl]carbamoyl]phenyl]methyl]benzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=C3CN(CC=4N=CC=CC=4)CCC3=CC=2)=C1 YPLXWMXANHYRCY-UHFFFAOYSA-N 0.000 claims 1
- SVJIUWDLHOVEDH-UHFFFAOYSA-N 3,4-dimethoxy-n-[[3-[[2-(pyridin-3-ylmethyl)-3,4-dihydro-1h-isoquinolin-7-yl]carbamoyl]phenyl]methyl]benzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=C3CN(CC=4C=NC=CC=4)CCC3=CC=2)=C1 SVJIUWDLHOVEDH-UHFFFAOYSA-N 0.000 claims 1
- YUUKRNQATZSALP-UHFFFAOYSA-N 3,4-dimethoxy-n-[[3-[[2-(pyridin-4-ylmethyl)-3,4-dihydro-1h-isoquinolin-7-yl]carbamoyl]phenyl]methyl]benzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=C3CN(CC=4C=CN=CC=4)CCC3=CC=2)=C1 YUUKRNQATZSALP-UHFFFAOYSA-N 0.000 claims 1
- SESXAZQVFXYCGY-UHFFFAOYSA-N 3,4-dimethoxy-n-[[3-[[2-[(2-nitrophenyl)methyl]-3,4-dihydro-1h-isoquinolin-7-yl]carbamoyl]phenyl]methyl]benzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=C3CN(CC=4C(=CC=CC=4)[N+]([O-])=O)CCC3=CC=2)=C1 SESXAZQVFXYCGY-UHFFFAOYSA-N 0.000 claims 1
- SAUBORSLPUDHEM-UHFFFAOYSA-N 3,4-dimethoxy-n-[[3-[[2-[[2-(trifluoromethyl)phenyl]methyl]-3,4-dihydro-1h-isoquinolin-7-yl]carbamoyl]phenyl]methyl]benzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=C3CN(CC=4C(=CC=CC=4)C(F)(F)F)CCC3=CC=2)=C1 SAUBORSLPUDHEM-UHFFFAOYSA-N 0.000 claims 1
- UTPFOZVJQRUYTC-UHFFFAOYSA-N 3,4-dimethoxy-n-[[3-[[3-(pyrazol-1-ylmethyl)phenyl]carbamoyl]phenyl]methyl]benzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=C(CN3N=CC=C3)C=CC=2)=C1 UTPFOZVJQRUYTC-UHFFFAOYSA-N 0.000 claims 1
- CPABIQAZZVLIBR-UHFFFAOYSA-N 3,4-dimethoxy-n-[[3-[[4-(2-morpholin-4-ylethoxy)benzoyl]amino]phenyl]methyl]benzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(NC(=O)C=2C=CC(OCCN3CCOCC3)=CC=2)=C1 CPABIQAZZVLIBR-UHFFFAOYSA-N 0.000 claims 1
- DAPHVFQYJQDRRL-UHFFFAOYSA-N 3,4-dimethoxy-n-[[3-[[4-(2-morpholin-4-ylethoxy)phenyl]carbamoyl]phenyl]methyl]benzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=CC(OCCN3CCOCC3)=CC=2)=C1 DAPHVFQYJQDRRL-UHFFFAOYSA-N 0.000 claims 1
- PEXJILNYZQWGGZ-UHFFFAOYSA-N 3,4-dimethoxy-n-[[3-[[4-[(5-methyl-1h-1,2,4-triazol-3-yl)methyl]phenyl]carbamoyl]phenyl]methyl]benzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=CC(CC=3NC(C)=NN=3)=CC=2)=C1 PEXJILNYZQWGGZ-UHFFFAOYSA-N 0.000 claims 1
- VVDGVOZUEVOBLC-UHFFFAOYSA-N 3,4-dimethoxy-n-[[3-[[5-(2-methoxyethyl)-6,7-dihydro-4h-[1,3]thiazolo[5,4-c]pyridin-2-yl]carbamoyl]phenyl]methyl]benzamide Chemical compound S1C=2CN(CCOC)CCC=2N=C1NC(=O)C(C=1)=CC=CC=1CNC(=O)C1=CC=C(OC)C(OC)=C1 VVDGVOZUEVOBLC-UHFFFAOYSA-N 0.000 claims 1
- VIIPYIIVNUWTMO-UHFFFAOYSA-N 3,4-dimethoxy-n-[[3-[[5-(2-morpholin-4-ylethyl)-1,3,4-thiadiazol-2-yl]carbamoyl]phenyl]methyl]benzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2SC(CCN3CCOCC3)=NN=2)=C1 VIIPYIIVNUWTMO-UHFFFAOYSA-N 0.000 claims 1
- QHCRSVGJAASCNH-UHFFFAOYSA-N 3,4-dimethoxy-n-[[3-[[5-(2-morpholin-4-ylethyl)-1,3-thiazol-2-yl]carbamoyl]phenyl]methyl]benzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2SC(CCN3CCOCC3)=CN=2)=C1 QHCRSVGJAASCNH-UHFFFAOYSA-N 0.000 claims 1
- AUURLQGRNJUOMW-UHFFFAOYSA-N 3,4-dimethoxy-n-[[3-[[5-(morpholin-4-ylmethyl)-1,3-thiazol-2-yl]carbamoyl]phenyl]methyl]benzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2SC(CN3CCOCC3)=CN=2)=C1 AUURLQGRNJUOMW-UHFFFAOYSA-N 0.000 claims 1
- GAVNDFOFQJVZCG-UHFFFAOYSA-N 3,4-dimethoxy-n-[[3-[[5-[2-(4-methylpiperazin-1-yl)ethyl]-1,3-thiazol-2-yl]carbamoyl]phenyl]methyl]benzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2SC(CCN3CCN(C)CC3)=CN=2)=C1 GAVNDFOFQJVZCG-UHFFFAOYSA-N 0.000 claims 1
- KSENRIABIKXSDJ-UHFFFAOYSA-N 3,4-dimethoxy-n-methyl-n-[[3-(1,2,3,4-tetrahydroisoquinolin-6-ylcarbamoyl)phenyl]methyl]benzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)N(C)CC1=CC=CC(C(=O)NC=2C=C3CCNCC3=CC=2)=C1 KSENRIABIKXSDJ-UHFFFAOYSA-N 0.000 claims 1
- IVVANNSYKVZGPX-UHFFFAOYSA-N 3-[[(3,4-dimethoxyphenyl)carbamoylamino]methyl]-n-(1,2,3,4-tetrahydroisoquinolin-6-yl)benzamide Chemical compound C1=C(OC)C(OC)=CC=C1NC(=O)NCC1=CC=CC(C(=O)NC=2C=C3CCNCC3=CC=2)=C1 IVVANNSYKVZGPX-UHFFFAOYSA-N 0.000 claims 1
- GXMYSRARUAZJAH-UHFFFAOYSA-N 3-[[(3,4-dimethoxyphenyl)carbamoylamino]methyl]-n-(2-piperidin-3-ylethyl)benzamide Chemical compound C1=C(OC)C(OC)=CC=C1NC(=O)NCC1=CC=CC(C(=O)NCCC2CNCCC2)=C1 GXMYSRARUAZJAH-UHFFFAOYSA-N 0.000 claims 1
- VLZJBMGIVBANJC-UHFFFAOYSA-N 3-[[(3,4-dimethoxyphenyl)carbamoylamino]methyl]-n-(piperidin-3-ylmethyl)benzamide Chemical compound C1=C(OC)C(OC)=CC=C1NC(=O)NCC1=CC=CC(C(=O)NCC2CNCCC2)=C1 VLZJBMGIVBANJC-UHFFFAOYSA-N 0.000 claims 1
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- AOMLHURUTKIYJI-UHFFFAOYSA-N 3-[[(4-chlorophenyl)carbamoylamino]methyl]-n-[4-[(dimethylamino)methyl]phenyl]benzamide Chemical compound C1=CC(CN(C)C)=CC=C1NC(=O)C1=CC=CC(CNC(=O)NC=2C=CC(Cl)=CC=2)=C1 AOMLHURUTKIYJI-UHFFFAOYSA-N 0.000 claims 1
- RXEBZMMATZDNTI-UHFFFAOYSA-N 3-[[(4-cyanobenzoyl)amino]methyl]-n-[4-[(dimethylamino)methyl]phenyl]benzamide Chemical compound C1=CC(CN(C)C)=CC=C1NC(=O)C1=CC=CC(CNC(=O)C=2C=CC(=CC=2)C#N)=C1 RXEBZMMATZDNTI-UHFFFAOYSA-N 0.000 claims 1
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- JYTWLVKIDTVMOY-UHFFFAOYSA-N 3-[[benzyl-[(3-cyanophenyl)carbamoyl]amino]methyl]-n-(5-methyl-6,7-dihydro-4h-[1,3]thiazolo[5,4-c]pyridin-2-yl)benzamide Chemical compound S1C=2CN(C)CCC=2N=C1NC(=O)C(C=1)=CC=CC=1CN(C(=O)NC=1C=C(C=CC=1)C#N)CC1=CC=CC=C1 JYTWLVKIDTVMOY-UHFFFAOYSA-N 0.000 claims 1
- SLQFIGXWLZRJJN-UHFFFAOYSA-N 3-[[benzyl-[(4-cyanophenyl)carbamoyl]amino]methyl]-n-(5-methyl-6,7-dihydro-4h-[1,3]thiazolo[5,4-c]pyridin-2-yl)benzamide Chemical compound S1C=2CN(C)CCC=2N=C1NC(=O)C(C=1)=CC=CC=1CN(C(=O)NC=1C=CC(=CC=1)C#N)CC1=CC=CC=C1 SLQFIGXWLZRJJN-UHFFFAOYSA-N 0.000 claims 1
- WNDISDQPUWIERI-UHFFFAOYSA-N 3-chloro-4-ethoxy-n-[[3-[(2-methyl-3,4-dihydro-1h-isoquinolin-7-yl)carbamoyl]phenyl]methyl]benzamide Chemical compound C1=C(Cl)C(OCC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=C3CN(C)CCC3=CC=2)=C1 WNDISDQPUWIERI-UHFFFAOYSA-N 0.000 claims 1
- HCTXXLLLMFRIEF-UHFFFAOYSA-N 3-chloro-4-ethyl-n-[[3-[(2-methyl-3,4-dihydro-1h-isoquinolin-7-yl)carbamoyl]phenyl]methyl]benzamide Chemical compound C1=C(Cl)C(CC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=C3CN(C)CCC3=CC=2)=C1 HCTXXLLLMFRIEF-UHFFFAOYSA-N 0.000 claims 1
- IPPDZBMRNHYGAN-UHFFFAOYSA-N 3-chloro-4-methoxy-n-[[3-(4,5,6,7-tetrahydro-[1,3]thiazolo[5,4-c]pyridin-2-ylcarbamoyl)phenyl]methyl]benzamide Chemical compound C1=C(Cl)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2SC=3CNCCC=3N=2)=C1 IPPDZBMRNHYGAN-UHFFFAOYSA-N 0.000 claims 1
- CJALBDABJVVHEX-UHFFFAOYSA-N 3-chloro-4-methoxy-n-[[3-[(2-methyl-3,4-dihydro-1h-isoquinolin-7-yl)carbamoyl]phenyl]methyl]benzamide Chemical compound C1=C(Cl)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=C3CN(C)CCC3=CC=2)=C1 CJALBDABJVVHEX-UHFFFAOYSA-N 0.000 claims 1
- TUUPJFPIQZBWBD-UHFFFAOYSA-N 3-chloro-4-methoxy-n-[[3-[(5-methyl-6,7-dihydro-4h-[1,3]thiazolo[5,4-c]pyridin-2-yl)carbamoyl]phenyl]methyl]benzamide Chemical compound C1=C(Cl)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2SC=3CN(C)CCC=3N=2)=C1 TUUPJFPIQZBWBD-UHFFFAOYSA-N 0.000 claims 1
- PUSJOWHRCLFAPS-QFIPXVFZSA-N 3-chloro-4-methoxy-n-[[3-[2-methoxyethyl-[(6s)-6-(propylamino)-4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl]carbamoyl]phenyl]methyl]benzamide Chemical compound C([C@@H](CC=1S2)NCCC)CC=1N=C2N(CCOC)C(=O)C(C=1)=CC=CC=1CNC(=O)C1=CC=C(OC)C(Cl)=C1 PUSJOWHRCLFAPS-QFIPXVFZSA-N 0.000 claims 1
- VRXYOJOPGLAOQW-IBGZPJMESA-N 3-chloro-4-methoxy-n-[[3-[[(6s)-6-(propylamino)-4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl]carbamoyl]phenyl]methyl]benzamide Chemical compound C([C@@H](CC=1S2)NCCC)CC=1N=C2NC(=O)C(C=1)=CC=CC=1CNC(=O)C1=CC=C(OC)C(Cl)=C1 VRXYOJOPGLAOQW-IBGZPJMESA-N 0.000 claims 1
- WWKGSLZIGCEEEZ-FQEVSTJZSA-N 3-chloro-4-methoxy-n-[[3-[[(6s)-6-morpholin-4-yl-4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl]carbamoyl]phenyl]methyl]benzamide Chemical compound C1=C(Cl)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2SC=3C[C@H](CCC=3N=2)N2CCOCC2)=C1 WWKGSLZIGCEEEZ-FQEVSTJZSA-N 0.000 claims 1
- CLHFYZQTYYWLHB-UHFFFAOYSA-N 3-chloro-4-methoxy-n-[[3-[[4-(2-pyrrolidin-1-ylethyl)phenyl]carbamoyl]phenyl]methyl]benzamide Chemical compound C1=C(Cl)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=CC(CCN3CCCC3)=CC=2)=C1 CLHFYZQTYYWLHB-UHFFFAOYSA-N 0.000 claims 1
- JDXFTLZOVIJSMF-UHFFFAOYSA-N 3-chloro-n-[[3-(2,3-dihydro-1h-isoindol-5-ylcarbamoyl)phenyl]methyl]-4-methoxybenzamide Chemical compound C1=C(Cl)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=C3CNCC3=CC=2)=C1 JDXFTLZOVIJSMF-UHFFFAOYSA-N 0.000 claims 1
- PSINFMZLBPXVHX-UHFFFAOYSA-N 3-chloro-n-[[3-[(2-methyl-3,4-dihydro-1h-isoquinolin-7-yl)carbamoyl]phenyl]methyl]-4-(trifluoromethoxy)benzamide Chemical compound C1=C2CN(C)CCC2=CC=C1NC(=O)C(C=1)=CC=CC=1CNC(=O)C1=CC=C(OC(F)(F)F)C(Cl)=C1 PSINFMZLBPXVHX-UHFFFAOYSA-N 0.000 claims 1
- ZTYIVWUODCAPMA-UHFFFAOYSA-N 3-chloro-n-[[3-[(5-methyl-6,7-dihydro-4h-[1,3]thiazolo[5,4-c]pyridin-2-yl)carbamoyl]phenyl]methyl]-4-(trifluoromethoxy)benzamide Chemical compound S1C=2CN(C)CCC=2N=C1NC(=O)C(C=1)=CC=CC=1CNC(=O)C1=CC=C(OC(F)(F)F)C(Cl)=C1 ZTYIVWUODCAPMA-UHFFFAOYSA-N 0.000 claims 1
- ARCOISRMIVSDHR-GOSISDBHSA-N 3-chloro-n-[[3-[[(6r)-6-(dimethylamino)-4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl]carbamoyl]phenyl]methyl]-4-methoxybenzamide Chemical compound C1=C(Cl)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2SC=3C[C@@H](CCC=3N=2)N(C)C)=C1 ARCOISRMIVSDHR-GOSISDBHSA-N 0.000 claims 1
- ARCOISRMIVSDHR-SFHVURJKSA-N 3-chloro-n-[[3-[[(6s)-6-(dimethylamino)-4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl]carbamoyl]phenyl]methyl]-4-methoxybenzamide Chemical compound C1=C(Cl)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2SC=3C[C@H](CCC=3N=2)N(C)C)=C1 ARCOISRMIVSDHR-SFHVURJKSA-N 0.000 claims 1
- IBYCIYXZTCCNFB-UHFFFAOYSA-N 3-chloro-n-[[3-[[4-[(dimethylamino)methyl]phenyl]carbamoyl]phenyl]methyl]-4-(trifluoromethoxy)benzamide Chemical compound C1=CC(CN(C)C)=CC=C1NC(=O)C1=CC=CC(CNC(=O)C=2C=C(Cl)C(OC(F)(F)F)=CC=2)=C1 IBYCIYXZTCCNFB-UHFFFAOYSA-N 0.000 claims 1
- VYLVEERKOLDJOU-UHFFFAOYSA-N 3-chloro-n-[[3-[[4-[(dimethylamino)methyl]phenyl]carbamoyl]phenyl]methyl]-4-methoxybenzamide Chemical compound C1=C(Cl)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=CC(CN(C)C)=CC=2)=C1 VYLVEERKOLDJOU-UHFFFAOYSA-N 0.000 claims 1
- PKRNCWZIDOMDEO-UHFFFAOYSA-N 3-ethoxy-4-methoxy-n-[[3-[(2-methyl-3,4-dihydro-1h-isoquinolin-7-yl)carbamoyl]phenyl]methyl]benzamide Chemical compound C1=C(OC)C(OCC)=CC(C(=O)NCC=2C=C(C=CC=2)C(=O)NC=2C=C3CN(C)CCC3=CC=2)=C1 PKRNCWZIDOMDEO-UHFFFAOYSA-N 0.000 claims 1
- CTGRBSPXVSCQLH-UHFFFAOYSA-N 3-fluoro-4-methoxy-n-[[3-[(2-methyl-3,4-dihydro-1h-isoquinolin-7-yl)carbamoyl]phenyl]methyl]benzamide Chemical compound C1=C(F)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=C3CN(C)CCC3=CC=2)=C1 CTGRBSPXVSCQLH-UHFFFAOYSA-N 0.000 claims 1
- NTDGNFMCBAKFAM-UHFFFAOYSA-N 3-hydroxy-4-methoxy-n-[[3-[(2-methyl-3,4-dihydro-1h-isoquinolin-7-yl)carbamoyl]phenyl]methyl]benzamide Chemical compound C1=C(O)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=C3CN(C)CCC3=CC=2)=C1 NTDGNFMCBAKFAM-UHFFFAOYSA-N 0.000 claims 1
- GVPUJOPQBQWLKH-UHFFFAOYSA-N 3-n-[[3-[[4-[(dimethylamino)methyl]phenyl]carbamoyl]phenyl]methyl]benzene-1,3-dicarboxamide Chemical compound C1=CC(CN(C)C)=CC=C1NC(=O)C1=CC=CC(CNC(=O)C=2C=C(C=CC=2)C(N)=O)=C1 GVPUJOPQBQWLKH-UHFFFAOYSA-N 0.000 claims 1
- UKRUTLIOWOYGLJ-UHFFFAOYSA-N 4-(difluoromethoxy)-3-ethoxy-n-[[3-[(2-methyl-3,4-dihydro-1h-isoquinolin-7-yl)carbamoyl]phenyl]methyl]benzamide Chemical compound C1=C(OC(F)F)C(OCC)=CC(C(=O)NCC=2C=C(C=CC=2)C(=O)NC=2C=C3CN(C)CCC3=CC=2)=C1 UKRUTLIOWOYGLJ-UHFFFAOYSA-N 0.000 claims 1
- WFTCCEOYSFQDCN-UHFFFAOYSA-N 4-(difluoromethoxy)-3-methoxy-n-[[3-[(2-methyl-3,4-dihydro-1h-isoquinolin-7-yl)carbamoyl]phenyl]methyl]benzamide Chemical compound C1=C(OC(F)F)C(OC)=CC(C(=O)NCC=2C=C(C=CC=2)C(=O)NC=2C=C3CN(C)CCC3=CC=2)=C1 WFTCCEOYSFQDCN-UHFFFAOYSA-N 0.000 claims 1
- JICNXTXAHJVCEL-UHFFFAOYSA-N 4-chloro-n-[[3-[[4-[(dimethylamino)methyl]phenyl]carbamoyl]phenyl]methyl]-3-methoxybenzamide Chemical compound C1=C(Cl)C(OC)=CC(C(=O)NCC=2C=C(C=CC=2)C(=O)NC=2C=CC(CN(C)C)=CC=2)=C1 JICNXTXAHJVCEL-UHFFFAOYSA-N 0.000 claims 1
- YITLKTTYZDOJKD-UHFFFAOYSA-N 4-cyano-n-[[3-[[4-[(dimethylamino)methyl]phenyl]carbamoyl]phenyl]methyl]-3-fluorobenzamide Chemical compound C1=CC(CN(C)C)=CC=C1NC(=O)C1=CC=CC(CNC(=O)C=2C=C(F)C(C#N)=CC=2)=C1 YITLKTTYZDOJKD-UHFFFAOYSA-N 0.000 claims 1
- NWLORKXDAKZPRC-UHFFFAOYSA-N 4-methoxy-3-methyl-n-[[3-(4,5,6,7-tetrahydro-[1,3]thiazolo[5,4-c]pyridin-2-ylcarbamoyl)phenyl]methyl]benzamide Chemical compound C1=C(C)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2SC=3CNCCC=3N=2)=C1 NWLORKXDAKZPRC-UHFFFAOYSA-N 0.000 claims 1
- LNLWVTVALKFOBJ-UHFFFAOYSA-N 4-methoxy-3-methyl-n-[[3-[(5-methyl-6,7-dihydro-4h-[1,3]thiazolo[5,4-c]pyridin-2-yl)carbamoyl]phenyl]methyl]benzamide Chemical compound C1=C(C)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2SC=3CN(C)CCC=3N=2)=C1 LNLWVTVALKFOBJ-UHFFFAOYSA-N 0.000 claims 1
- CBVODQKZOOSINP-NRFANRHFSA-N 4-methoxy-3-methyl-n-[[3-[[(6s)-6-(propylamino)-4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl]carbamoyl]phenyl]methyl]benzamide Chemical compound C([C@@H](CC=1S2)NCCC)CC=1N=C2NC(=O)C(C=1)=CC=CC=1CNC(=O)C1=CC=C(OC)C(C)=C1 CBVODQKZOOSINP-NRFANRHFSA-N 0.000 claims 1
- SSYXZESTUAIROQ-QFIPXVFZSA-N 4-methoxy-3-methyl-n-[[3-[[(6s)-6-morpholin-4-yl-4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl]carbamoyl]phenyl]methyl]benzamide Chemical compound C1=C(C)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2SC=3C[C@H](CCC=3N=2)N2CCOCC2)=C1 SSYXZESTUAIROQ-QFIPXVFZSA-N 0.000 claims 1
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- WDMKCBKSWLBWPX-KRWDZBQOSA-N n-[[3-[[(6s)-6-amino-4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl]carbamoyl]phenyl]methyl]-3,4-dimethoxybenzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2SC=3C[C@@H](N)CCC=3N=2)=C1 WDMKCBKSWLBWPX-KRWDZBQOSA-N 0.000 claims 1
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- WPLZNVHCFPVSDT-UHFFFAOYSA-N n-[[3-[[2-(2-cyanoethyl)-3,4-dihydro-1h-isoquinolin-7-yl]carbamoyl]phenyl]methyl]-3,4-dimethoxybenzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=C3CN(CCC#N)CCC3=CC=2)=C1 WPLZNVHCFPVSDT-UHFFFAOYSA-N 0.000 claims 1
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| US9029370B2 (en) * | 2011-06-10 | 2015-05-12 | Hoffmann-La Roche Inc. | Substituted benzamide derivatives |
| WO2013057944A1 (ja) | 2011-10-19 | 2013-04-25 | 興和株式会社 | 新規なスピロインドリン化合物、及びそれを含有する医薬 |
| CN104011026B (zh) | 2011-12-20 | 2016-07-20 | 拜耳知识产权股份有限公司 | 杀虫用芳酰胺 |
| AU2013318206B2 (en) | 2012-09-20 | 2018-07-26 | Temple University - Of The Commonwealth System Of Higher Education | Substituted alkyl diaryl derivatives, methods of preparation and uses |
| JP6488239B2 (ja) | 2013-01-18 | 2019-03-20 | ブリストル−マイヤーズ スクイブ カンパニーBristol−Myers Squibb Company | Rock阻害剤としてのフタラジノンおよびイソキノリノン |
| WO2014177699A1 (en) * | 2013-05-03 | 2014-11-06 | INSERM (Institut National de la Santé et de la Recherche Médicale) | Rhoa (rock) inhibitors for the treatment of enflammatory bowel disease |
| US9902702B2 (en) | 2014-07-15 | 2018-02-27 | Bristol-Myers Squibb Company | Spirocycloheptanes as inhibitors of rock |
| WO2016028971A1 (en) | 2014-08-21 | 2016-02-25 | Bristol-Myers Squibb Company | Tied-back benzamide derivatives as potent rock inhibitors |
| JP6883173B2 (ja) | 2015-05-12 | 2021-06-09 | ヘモストッド エスエー | 改善された血小板産生のための薬理学的特徴およびマイクロ流体特徴の組み合わせ |
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| US10787450B2 (en) | 2016-07-07 | 2020-09-29 | Bristol-Myers Squibb Company | Spiro-fused cyclic ureas as inhibitors of rock |
| CN108203433B (zh) * | 2016-12-16 | 2020-07-03 | 成都先导药物开发股份有限公司 | 一种rock抑制剂及其应用 |
| KR102644889B1 (ko) | 2017-07-12 | 2024-03-06 | 브리스톨-마이어스 스큅 컴퍼니 | Rock 억제제로서의 스피로헵타닐 히단토인 |
| 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 |
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| WO2023091565A1 (en) * | 2021-11-17 | 2023-05-25 | The University Of North Carolina At Chapel Hill | Nsd2-targeted chemical degraders and compositions and methods of use thereof |
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|---|---|---|---|---|
| KR20000065219A (ko) * | 1996-05-20 | 2000-11-06 | 마르크 젠너 | 티엔에프 저해제 및 피디이-4 저해제로서의 퀴놀린 카르복사미드 |
| JPH11139969A (ja) * | 1997-08-07 | 1999-05-25 | Tanabe Seiyaku Co Ltd | 医薬組成物 |
| JPH11130751A (ja) * | 1997-10-30 | 1999-05-18 | Yoshitomi Pharmaceut Ind Ltd | アミド化合物およびそれらの酸付加塩の標識化合物 |
| US7217722B2 (en) * | 2000-02-01 | 2007-05-15 | Kirin Beer Kabushiki Kaisha | Nitrogen-containing compounds having kinase inhibitory activity and drugs containing the same |
| WO2002100833A1 (en) * | 2001-06-12 | 2002-12-19 | Sumitomo Pharmaceuticals Company, Limited | Rho KINASE INHIBITORS |
| DE10357510A1 (de) * | 2003-12-09 | 2005-07-07 | Bayer Healthcare Ag | Heteroarylsubstituierte Benzole |
| JP2007519754A (ja) * | 2004-01-30 | 2007-07-19 | スミスクライン ビーチャム コーポレーション | 化合物 |
-
2007
- 2007-12-28 CL CL200703874A patent/CL2007003874A1/es unknown
-
2008
- 2008-01-02 US US12/521,817 patent/US8093266B2/en active Active
- 2008-01-02 AR ARP080100007A patent/AR064726A1/es unknown
- 2008-01-02 CA CA002674389A patent/CA2674389A1/en not_active Abandoned
- 2008-01-02 EP EP08727346.2A patent/EP2114869B1/en not_active Not-in-force
- 2008-01-02 TW TW097100054A patent/TW200843770A/zh unknown
- 2008-01-02 JP JP2009544958A patent/JP5258790B2/ja not_active Expired - Fee Related
- 2008-01-02 WO PCT/US2008/050014 patent/WO2008086047A1/en not_active Ceased
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