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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- ANYOJLMYGDPTHX-UHFFFAOYSA-N 3-[[(3-cyanophenyl)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=C(C=CC=2)C#N)=C1 ANYOJLMYGDPTHX-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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- DUHXWABMQUOFII-UHFFFAOYSA-N 3-[[[4-(difluoromethoxy)benzoyl]amino]methyl]-n-(2-methyl-3,4-dihydro-1h-isoquinolin-7-yl)benzamide Chemical compound C1=C2CN(C)CCC2=CC=C1NC(=O)C(C=1)=CC=CC=1CNC(=O)C1=CC=C(OC(F)F)C=C1 DUHXWABMQUOFII-UHFFFAOYSA-N 0.000 claims 1
- 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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- MDBFMZNSFPEUHN-FQEVSTJZSA-N n-[[3-[[(6s)-6-(dimethylamino)-4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl]carbamoyl]phenyl]methyl]-4-methoxy-3-methylbenzamide Chemical compound C1=C(C)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2SC=3C[C@H](CCC=3N=2)N(C)C)=C1 MDBFMZNSFPEUHN-FQEVSTJZSA-N 0.000 claims 1
- XSCPPIVJZTUFDL-SANMLTNESA-N n-[[3-[[(6s)-6-[benzyl(propyl)amino]-4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl]carbamoyl]phenyl]methyl]-3-chloro-4-methoxybenzamide Chemical compound CCCN([C@@H]1CC=2SC(NC(=O)C=3C=C(CNC(=O)C=4C=C(Cl)C(OC)=CC=4)C=CC=3)=NC=2CC1)CC1=CC=CC=C1 XSCPPIVJZTUFDL-SANMLTNESA-N 0.000 claims 1
- 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
- VUAKQQXGRWHENF-INIZCTEOSA-N n-[[3-[[(6s)-6-amino-4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl]carbamoyl]phenyl]methyl]-3-chloro-4-methoxybenzamide Chemical compound C1=C(Cl)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2SC=3C[C@@H](N)CCC=3N=2)=C1 VUAKQQXGRWHENF-INIZCTEOSA-N 0.000 claims 1
- KBELWXQYQJTLLV-SFHVURJKSA-N n-[[3-[[(6s)-6-amino-4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl]carbamoyl]phenyl]methyl]-4-methoxy-3-methylbenzamide Chemical compound C1=C(C)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2SC=3C[C@@H](N)CCC=3N=2)=C1 KBELWXQYQJTLLV-SFHVURJKSA-N 0.000 claims 1
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- SREURCVVXMSGAN-UHFFFAOYSA-N n-[[3-[[2-(2,2-dimethylpropyl)-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(CC(C)(C)C)CCC3=CC=2)=C1 SREURCVVXMSGAN-UHFFFAOYSA-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
- LDXQUDUSFIPJNY-UHFFFAOYSA-N n-[[3-[[2-(2-fluoroethyl)-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(CCF)CCC3=CC=2)=C1 LDXQUDUSFIPJNY-UHFFFAOYSA-N 0.000 claims 1
- KPZPLZWAEPTTOX-UHFFFAOYSA-N n-[[3-[[2-[(2,3-difluorophenyl)methyl]-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(CC=4C(=C(F)C=CC=4)F)CCC3=CC=2)=C1 KPZPLZWAEPTTOX-UHFFFAOYSA-N 0.000 claims 1
- WYLMKIUJTMUPPD-UHFFFAOYSA-N n-[[3-[[2-[(2,4-difluorophenyl)methyl]-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(CC=4C(=CC(F)=CC=4)F)CCC3=CC=2)=C1 WYLMKIUJTMUPPD-UHFFFAOYSA-N 0.000 claims 1
- RQTYJZADHPMGPQ-UHFFFAOYSA-N n-[[3-[[2-[(2,6-difluorophenyl)methyl]-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(CC=4C(=CC=CC=4F)F)CCC3=CC=2)=C1 RQTYJZADHPMGPQ-UHFFFAOYSA-N 0.000 claims 1
- PBYWJANFHRBCQB-UHFFFAOYSA-N n-[[3-[[2-[(2-cyanophenyl)methyl]-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(CC=4C(=CC=CC=4)C#N)CCC3=CC=2)=C1 PBYWJANFHRBCQB-UHFFFAOYSA-N 0.000 claims 1
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- FAOYDADVELCWMY-UHFFFAOYSA-N n-[[3-[[2-[(3,5-difluorophenyl)methyl]-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(CC=4C=C(F)C=C(F)C=4)CCC3=CC=2)=C1 FAOYDADVELCWMY-UHFFFAOYSA-N 0.000 claims 1
- QVWADFSTTCAAMY-UHFFFAOYSA-N n-[[3-[[2-[(3-fluorophenyl)methyl]-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(CC=4C=C(F)C=CC=4)CCC3=CC=2)=C1 QVWADFSTTCAAMY-UHFFFAOYSA-N 0.000 claims 1
- FYNOIZBZIYKAGA-UHFFFAOYSA-N n-[[3-[[2-[(4-fluorophenyl)methyl]-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(CC=4C=CC(F)=CC=4)CCC3=CC=2)=C1 FYNOIZBZIYKAGA-UHFFFAOYSA-N 0.000 claims 1
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- ZNMZMLILKIXZHP-UHFFFAOYSA-N n-[[3-[[4-[(dimethylamino)methyl]phenyl]carbamoyl]phenyl]methyl]-3,5-dimethoxybenzamide Chemical compound COC1=CC(OC)=CC(C(=O)NCC=2C=C(C=CC=2)C(=O)NC=2C=CC(CN(C)C)=CC=2)=C1 ZNMZMLILKIXZHP-UHFFFAOYSA-N 0.000 claims 1
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- CJLDEBMSVPBFQY-UHFFFAOYSA-N n-[[3-[[5-[(dimethylamino)methyl]-1,3-thiazol-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(CN(C)C)=CN=2)=C1 CJLDEBMSVPBFQY-UHFFFAOYSA-N 0.000 claims 1
- MMCAPCFOJJDVNO-UHFFFAOYSA-N n-benzyl-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)N(CC=1C=C(C=CC=1)C(=O)NC=1SC=2CN(C)CCC=2N=1)CC1=CC=CC=C1 MMCAPCFOJJDVNO-UHFFFAOYSA-N 0.000 claims 1
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| EP2327704A4 (en) * | 2008-08-29 | 2012-05-09 | Shionogi & Co | RING-CONDENSED AZOL DERIVATIVE WITH PI3K-INHIBITING EFFECT |
| ES2547072T3 (es) * | 2009-07-21 | 2015-10-01 | The Board Of Trustees Of The Leland Stanford Junior University | Heteroaril benzamidas, composiciones y métodos de utilización |
| EP2501387B1 (en) | 2009-11-17 | 2016-07-27 | The Regents Of The University Of Michigan | 1,4-benzodiazepine-2,5-diones and related compounds with therapeutic properties |
| ES2527849T3 (es) * | 2010-02-02 | 2015-01-30 | Novartis Ag | Derivados de ciclohexilamida como antagonistas del receptor de CRF |
| US8697911B2 (en) | 2010-07-07 | 2014-04-15 | Boehringer Ingelheim International Gmbh | Rho kinase inhibitors |
| US9079880B2 (en) | 2010-07-07 | 2015-07-14 | Boehringer Ingelheim International Gmbh | Rho kinase inhibitors |
| US9000154B2 (en) | 2010-10-19 | 2015-04-07 | Boehringer Ingelheim International Gmbh | Rho kinase inhibitors |
| MX2013005454A (es) * | 2010-11-15 | 2013-06-24 | Abbvie Inc | Inhibidores de nampt y rock. |
| US9029370B2 (en) | 2011-06-10 | 2015-05-12 | Hoffmann-La Roche Inc. | Substituted benzamide derivatives |
| JP6050238B2 (ja) | 2011-10-19 | 2016-12-21 | 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 |
| BR112014014972A2 (pt) | 2011-12-20 | 2017-06-13 | Bayer Ip Gmbh | novas amidas aromáticas inseticidas |
| ES2863538T3 (es) | 2012-09-20 | 2021-10-11 | Univ Temple | Derivados de alquil diarilo sustituidos, métodos de preparación y usos |
| WO2014113620A2 (en) | 2013-01-18 | 2014-07-24 | Bristol-Myers Squibb Company | Phthalazinones and isoquinolinones as rock inhibitors |
| 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 |
| EP3294871B1 (en) | 2015-05-12 | 2026-04-29 | HemostOD SA | Combination of pharmacological and microfluidic features for improved platelets production |
| WO2016198691A1 (en) | 2015-06-11 | 2016-12-15 | Basilea Pharmaceutica Ag | Efflux-pump inhibitors and therapeutic uses thereof |
| CN105195114B (zh) * | 2015-10-29 | 2017-08-25 | 重庆郑博生物科技有限公司 | 脓毒症多种致病因子的吸附材料及其制备方法和用途 |
| UY37073A (es) | 2016-01-13 | 2017-07-31 | Bristol-Myers Squibb Company Una Corporación Del Estado De Delaware | Salicilamidas espiroheptanos y compuestos relacionados como inhibidores de rock, y las composiciones que los contienen |
| EP3481828B1 (en) | 2016-07-07 | 2020-09-16 | 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 |
| EP3652164B1 (en) | 2017-07-12 | 2023-06-21 | Bristol-Myers Squibb Company | Phenylacetamides as inhibitors of rock |
| 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 |
| KR102644889B1 (ko) | 2017-07-12 | 2024-03-06 | 브리스톨-마이어스 스큅 컴퍼니 | Rock 억제제로서의 스피로헵타닐 히단토인 |
| EP3652165B1 (en) | 2017-07-12 | 2021-08-25 | Bristol-Myers Squibb Company | Five membered-aminoheterocyclic and 5,6-or 6,6-membered bicyclic aminoheterocyclic inhibitors of rock for the treatment of heart failure |
| US12281308B2 (en) | 2018-08-29 | 2025-04-22 | University Of Massachusetts | Inhibition of protein kinases to treat Friedreich ataxia |
| US20250074904A1 (en) * | 2021-11-17 | 2025-03-06 | The University Of North Carolina At Chapel Hill | Nsd2-targeted checmical degraderts and compositions and methods of use thereof |
| WO2024076155A1 (ko) * | 2022-10-04 | 2024-04-11 | 노보렉스 주식회사 | Yeats 도메인 억제제로서 신규한 화합물 |
| WO2025240834A1 (en) * | 2024-05-17 | 2025-11-20 | The University Of North Carolina At Chapel Hill | Nsd2-targeted chemical degraders and compositions and methods of use thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NZ332341A (en) * | 1996-05-20 | 2000-05-26 | Darwin Discovery Ltd | Quinoline carboxamides as TNF inhibitors and as PDE-IV inhibitors |
| 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 |
| US7199147B2 (en) | 2001-06-12 | 2007-04-03 | Dainippon Sumitomo Pharma Co., Ltd. | Rho kinase inhibitors |
| DE10357510A1 (de) * | 2003-12-09 | 2005-07-07 | Bayer Healthcare Ag | Heteroarylsubstituierte Benzole |
| EP1713775A4 (en) * | 2004-01-30 | 2009-08-12 | Smithkline Beecham Corp | CHEMICAL COMPOUNDS |
-
2007
- 2007-12-28 CL CL200703874A patent/CL2007003874A1/es unknown
-
2008
- 2008-01-02 AR ARP080100007A patent/AR064726A1/es unknown
- 2008-01-02 JP JP2009544958A patent/JP5258790B2/ja not_active Expired - Fee Related
- 2008-01-02 US US12/521,817 patent/US8093266B2/en active Active
- 2008-01-02 TW TW097100054A patent/TW200843770A/zh unknown
- 2008-01-02 EP EP08727346.2A patent/EP2114869B1/en not_active Not-in-force
- 2008-01-02 CA CA002674389A patent/CA2674389A1/en not_active Abandoned
- 2008-01-02 WO PCT/US2008/050014 patent/WO2008086047A1/en not_active Ceased
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