JP2010514842A5 - - Google Patents
Download PDFInfo
- 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
Links
- 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
- NYJFHHNFZGMFKT-UHFFFAOYSA-N 3-[[(3,4-dimethoxyphenyl)carbamoylamino]methyl]-n-[4-[(dimethylamino)methyl]phenyl]benzamide Chemical compound C1=C(OC)C(OC)=CC=C1NC(=O)NCC1=CC=CC(C(=O)NC=2C=CC(CN(C)C)=CC=2)=C1 NYJFHHNFZGMFKT-UHFFFAOYSA-N 0.000 claims 1
- VBWXDGZYWJFRCV-UHFFFAOYSA-N 3-[[(3-carbamoylphenyl)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)=O)=C1 VBWXDGZYWJFRCV-UHFFFAOYSA-N 0.000 claims 1
- XXLBWBWONGRALC-UHFFFAOYSA-N 3-[[(3-chloro-4-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(Cl)C(C#N)=CC=2)=C1 XXLBWBWONGRALC-UHFFFAOYSA-N 0.000 claims 1
- CIUYISXIYCGRIU-UHFFFAOYSA-N 3-[[(3-cyanophenyl)carbamoylamino]methyl]-n-(2-piperidin-3-ylethyl)benzamide Chemical compound C=1C=CC(C#N)=CC=1NC(=O)NCC(C=1)=CC=CC=1C(=O)NCCC1CCCNC1 CIUYISXIYCGRIU-UHFFFAOYSA-N 0.000 claims 1
- 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
- CXIAHIQUZUIHBM-UHFFFAOYSA-N 3-[[(3-ethynylphenyl)carbamoylamino]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=1CNC(=O)NC1=CC=CC(C#C)=C1 CXIAHIQUZUIHBM-UHFFFAOYSA-N 0.000 claims 1
- MSMWPPBCSAITML-UHFFFAOYSA-N 3-[[(4-acetylphenyl)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(=CC=2)C(C)=O)=C1 MSMWPPBCSAITML-UHFFFAOYSA-N 0.000 claims 1
- SCIFUGGHOXNSJC-UHFFFAOYSA-N 3-[[(4-carbamoylphenyl)carbamoylamino]methyl]-n-(1,2,3,4-tetrahydroisoquinolin-7-yl)benzamide Chemical compound C1=CC(C(=O)N)=CC=C1NC(=O)NCC1=CC=CC(C(=O)NC=2C=C3CNCCC3=CC=2)=C1 SCIFUGGHOXNSJC-UHFFFAOYSA-N 0.000 claims 1
- RZNZSTXLRMIFPT-UHFFFAOYSA-N 3-[[(4-carbamoylphenyl)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(=CC=2)C(N)=O)=C1 RZNZSTXLRMIFPT-UHFFFAOYSA-N 0.000 claims 1
- 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
- AZWXKWPFYCFFOQ-UHFFFAOYSA-N 3-[[(4-cyanophenyl)carbamoylamino]methyl]-n-(1,2,3,4-tetrahydroisoquinolin-6-yl)benzamide Chemical compound C=1C=CC(C(=O)NC=2C=C3CCNCC3=CC=2)=CC=1CNC(=O)NC1=CC=C(C#N)C=C1 AZWXKWPFYCFFOQ-UHFFFAOYSA-N 0.000 claims 1
- MCIPSMFHIWYOIN-UHFFFAOYSA-N 3-[[(4-cyanophenyl)carbamoylamino]methyl]-n-(1,2,3,4-tetrahydroisoquinolin-7-yl)benzamide Chemical compound C=1C=CC(C(=O)NC=2C=C3CNCCC3=CC=2)=CC=1CNC(=O)NC1=CC=C(C#N)C=C1 MCIPSMFHIWYOIN-UHFFFAOYSA-N 0.000 claims 1
- DDXSWRNQMBOYNX-UHFFFAOYSA-N 3-[[(4-cyanophenyl)carbamoylamino]methyl]-n-(2-piperidin-3-ylethyl)benzamide Chemical compound C=1C=C(C#N)C=CC=1NC(=O)NCC(C=1)=CC=CC=1C(=O)NCCC1CCCNC1 DDXSWRNQMBOYNX-UHFFFAOYSA-N 0.000 claims 1
- HZOWMRNBTWFJID-UHFFFAOYSA-N 3-[[(4-cyanophenyl)carbamoylamino]methyl]-n-(2-piperidin-4-ylethyl)benzamide Chemical compound C=1C=C(C#N)C=CC=1NC(=O)NCC(C=1)=CC=CC=1C(=O)NCCC1CCNCC1 HZOWMRNBTWFJID-UHFFFAOYSA-N 0.000 claims 1
- YYEAXSONRWVIFC-UHFFFAOYSA-N 3-[[(4-cyanophenyl)carbamoylamino]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=1CNC(=O)NC1=CC=C(C#N)C=C1 YYEAXSONRWVIFC-UHFFFAOYSA-N 0.000 claims 1
- YUMCEAHGUJLRQA-UHFFFAOYSA-N 3-[[(4-cyanophenyl)carbamoylamino]methyl]-n-[3-(dimethylamino)propyl]benzamide Chemical compound CN(C)CCCNC(=O)C1=CC=CC(CNC(=O)NC=2C=CC(=CC=2)C#N)=C1 YUMCEAHGUJLRQA-UHFFFAOYSA-N 0.000 claims 1
- MBWBQWVICWBWLB-UHFFFAOYSA-N 3-[[(4-cyanophenyl)carbamoylamino]methyl]-n-[3-[(dimethylamino)methyl]phenyl]benzamide Chemical compound CN(C)CC1=CC=CC(NC(=O)C=2C=C(CNC(=O)NC=3C=CC(=CC=3)C#N)C=CC=2)=C1 MBWBQWVICWBWLB-UHFFFAOYSA-N 0.000 claims 1
- LCJBYZGNYPVZSS-UHFFFAOYSA-N 3-[[(4-cyanophenyl)carbamoylamino]methyl]-n-[4-(dimethylamino)butyl]benzamide Chemical compound CN(C)CCCCNC(=O)C1=CC=CC(CNC(=O)NC=2C=CC(=CC=2)C#N)=C1 LCJBYZGNYPVZSS-UHFFFAOYSA-N 0.000 claims 1
- BXCQIDVVQQYTNJ-UHFFFAOYSA-N 3-[[(4-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=CC(=CC=2)C#N)=C1 BXCQIDVVQQYTNJ-UHFFFAOYSA-N 0.000 claims 1
- RQLGHFOGWQQAPP-UHFFFAOYSA-N 3-[[(4-cyanophenyl)carbamoylamino]methyl]-n-[4-[2-(dimethylamino)ethyl]phenyl]benzamide Chemical compound C1=CC(CCN(C)C)=CC=C1NC(=O)C1=CC=CC(CNC(=O)NC=2C=CC(=CC=2)C#N)=C1 RQLGHFOGWQQAPP-UHFFFAOYSA-N 0.000 claims 1
- ITLPTFYFYJBZFM-UHFFFAOYSA-N 3-[[(4-cyanophenyl)carbamoylamino]methyl]-n-[5-(dimethylamino)pentyl]benzamide Chemical compound CN(C)CCCCCNC(=O)C1=CC=CC(CNC(=O)NC=2C=CC(=CC=2)C#N)=C1 ITLPTFYFYJBZFM-UHFFFAOYSA-N 0.000 claims 1
- 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
- JSLIEZKRKUGNEF-UHFFFAOYSA-N 4-methoxy-3-methyl-n-[[3-[[4-(2-pyrrolidin-1-ylethyl)phenyl]carbamoyl]phenyl]methyl]benzamide Chemical compound C1=C(C)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=CC(CCN3CCCC3)=CC=2)=C1 JSLIEZKRKUGNEF-UHFFFAOYSA-N 0.000 claims 1
- VYVXFNZKVUMLOE-UHFFFAOYSA-N 4-n-[[3-[[4-[(dimethylamino)methyl]phenyl]carbamoyl]phenyl]methyl]benzene-1,4-dicarboxamide Chemical compound C1=CC(CN(C)C)=CC=C1NC(=O)C1=CC=CC(CNC(=O)C=2C=CC(=CC=2)C(N)=O)=C1 VYVXFNZKVUMLOE-UHFFFAOYSA-N 0.000 claims 1
- XBSZYGAILHLZML-UHFFFAOYSA-N 5-chloro-6-methoxy-n-[[3-[(2-methyl-3,4-dihydro-1h-isoquinolin-7-yl)carbamoyl]phenyl]methyl]pyridine-3-carboxamide Chemical compound C1=C(Cl)C(OC)=NC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=C3CN(C)CCC3=CC=2)=C1 XBSZYGAILHLZML-UHFFFAOYSA-N 0.000 claims 1
- GJTCOWNBURMFJL-UHFFFAOYSA-N 6-methoxy-n-[[3-[(2-methyl-3,4-dihydro-1h-isoquinolin-7-yl)carbamoyl]phenyl]methyl]pyridine-3-carboxamide Chemical compound C1=NC(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=C3CN(C)CCC3=CC=2)=C1 GJTCOWNBURMFJL-UHFFFAOYSA-N 0.000 claims 1
- GECRSSMIDGGRNK-MRXNPFEDSA-N CC(C(CC1=CC(C(NC2=NC(CC[C@H](C3)N)=C3S2)=O)=CC=C1)=C(C=C1)C(N)=O)=C1OC Chemical compound CC(C(CC1=CC(C(NC2=NC(CC[C@H](C3)N)=C3S2)=O)=CC=C1)=C(C=C1)C(N)=O)=C1OC GECRSSMIDGGRNK-MRXNPFEDSA-N 0.000 claims 1
- 208000024172 Cardiovascular disease Diseases 0.000 claims 1
- KXDAEFPNCMNJSK-UHFFFAOYSA-N benzene carboxamide Natural products NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 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
- 230000001404 mediated effect Effects 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- CQCKKISDOFZHAN-UHFFFAOYSA-N methyl 2-[7-[[3-[[(3,4-dimethoxybenzoyl)amino]methyl]benzoyl]amino]-3,4-dihydro-1h-isoquinolin-2-yl]acetate Chemical compound C1=C2CN(CC(=O)OC)CCC2=CC=C1NC(=O)C(C=1)=CC=CC=1CNC(=O)C1=CC=C(OC)C(OC)=C1 CQCKKISDOFZHAN-UHFFFAOYSA-N 0.000 claims 1
- FDSHCSSHSDBJQF-UHFFFAOYSA-N n-(2-methyl-3,4-dihydro-1h-isoquinolin-7-yl)-3-[[[4-(trifluoromethoxy)benzoyl]amino]methyl]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=C1 FDSHCSSHSDBJQF-UHFFFAOYSA-N 0.000 claims 1
- CZIGHEXPEQCNAN-UHFFFAOYSA-N n-[3-(aminomethyl)phenyl]-3-[[(4-cyanophenyl)carbamoylamino]methyl]benzamide Chemical compound NCC1=CC=CC(NC(=O)C=2C=C(CNC(=O)NC=3C=CC(=CC=3)C#N)C=CC=2)=C1 CZIGHEXPEQCNAN-UHFFFAOYSA-N 0.000 claims 1
- DZRVPIWFAXTRMP-UHFFFAOYSA-N n-[3-[2-(3,4-dimethoxyanilino)-2-oxoethyl]phenyl]-1,2,3,4-tetrahydroisoquinoline-6-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1NC(=O)CC1=CC=CC(NC(=O)C=2C=C3CCNCC3=CC=2)=C1 DZRVPIWFAXTRMP-UHFFFAOYSA-N 0.000 claims 1
- GTUXSPVFKGIBAM-UHFFFAOYSA-N n-[3-[2-(3,4-dimethoxyanilino)-2-oxoethyl]phenyl]-1,2,3,4-tetrahydroisoquinoline-7-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1NC(=O)CC1=CC=CC(NC(=O)C=2C=C3CNCCC3=CC=2)=C1 GTUXSPVFKGIBAM-UHFFFAOYSA-N 0.000 claims 1
- VSCQEQICHJMHMM-UHFFFAOYSA-N n-[3-[2-(3,4-dimethoxyanilino)-2-oxoethyl]phenyl]-2-methyl-3,4-dihydro-1h-isoquinoline-7-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1NC(=O)CC1=CC=CC(NC(=O)C=2C=C3CN(C)CCC3=CC=2)=C1 VSCQEQICHJMHMM-UHFFFAOYSA-N 0.000 claims 1
- IWHUGDMSMDVZOY-UHFFFAOYSA-N n-[3-[2-(3,4-dimethoxyanilino)-2-oxoethyl]phenyl]-3-piperidin-3-ylpropanamide Chemical compound C1=C(OC)C(OC)=CC=C1NC(=O)CC1=CC=CC(NC(=O)CCC2CNCCC2)=C1 IWHUGDMSMDVZOY-UHFFFAOYSA-N 0.000 claims 1
- TZUNCUIZOSKMJW-UHFFFAOYSA-N n-[3-[2-(3,4-dimethoxyanilino)-2-oxoethyl]phenyl]-4-(2-morpholin-4-ylethoxy)benzamide Chemical compound C1=C(OC)C(OC)=CC=C1NC(=O)CC1=CC=CC(NC(=O)C=2C=CC(OCCN3CCOCC3)=CC=2)=C1 TZUNCUIZOSKMJW-UHFFFAOYSA-N 0.000 claims 1
- YYZWQOSWWMFRMA-UHFFFAOYSA-N n-[3-[2-(3,4-dimethoxyanilino)-2-oxoethyl]phenyl]-4-[(dimethylamino)methyl]benzamide Chemical compound C1=C(OC)C(OC)=CC=C1NC(=O)CC1=CC=CC(NC(=O)C=2C=CC(CN(C)C)=CC=2)=C1 YYZWQOSWWMFRMA-UHFFFAOYSA-N 0.000 claims 1
- QRRLWZXAXAWIKA-UHFFFAOYSA-N n-[3-[2-(3,4-dimethoxyanilino)-2-oxoethyl]phenyl]-5-[(dimethylamino)methyl]furan-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1NC(=O)CC1=CC=CC(NC(=O)C=2OC(CN(C)C)=CC=2)=C1 QRRLWZXAXAWIKA-UHFFFAOYSA-N 0.000 claims 1
- VQCLUMVWFTVMSV-UHFFFAOYSA-N n-[3-[3-(3,4-dimethoxyanilino)-3-oxopropyl]phenyl]-3-piperidin-3-ylpropanamide Chemical compound C1=C(OC)C(OC)=CC=C1NC(=O)CCC1=CC=CC(NC(=O)CCC2CNCCC2)=C1 VQCLUMVWFTVMSV-UHFFFAOYSA-N 0.000 claims 1
- OSOQZDIFOCNJEQ-UHFFFAOYSA-N n-[3-[3-(4-cyanoanilino)-3-oxopropyl]phenyl]-1,2,3,4-tetrahydroisoquinoline-6-carboxamide Chemical compound C=1C=CC(NC(=O)C=2C=C3CCNCC3=CC=2)=CC=1CCC(=O)NC1=CC=C(C#N)C=C1 OSOQZDIFOCNJEQ-UHFFFAOYSA-N 0.000 claims 1
- NTOUYMSDUMWPSG-UHFFFAOYSA-N n-[3-[3-(4-cyanoanilino)-3-oxopropyl]phenyl]-1,2,3,4-tetrahydroisoquinoline-7-carboxamide Chemical compound C=1C=CC(NC(=O)C=2C=C3CNCCC3=CC=2)=CC=1CCC(=O)NC1=CC=C(C#N)C=C1 NTOUYMSDUMWPSG-UHFFFAOYSA-N 0.000 claims 1
- IEHQDPSPRZPKQS-UHFFFAOYSA-N n-[3-[3-(4-cyanoanilino)-3-oxopropyl]phenyl]-3-piperidin-3-ylpropanamide Chemical compound C=1C=CC(CCC(=O)NC=2C=CC(=CC=2)C#N)=CC=1NC(=O)CCC1CCCNC1 IEHQDPSPRZPKQS-UHFFFAOYSA-N 0.000 claims 1
- ZVWFGLKVXHSPEU-UHFFFAOYSA-N n-[3-[[(3,4-dimethoxybenzoyl)amino]methyl]phenyl]-1,2,3,4-tetrahydroisoquinoline-6-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(NC(=O)C=2C=C3CCNCC3=CC=2)=C1 ZVWFGLKVXHSPEU-UHFFFAOYSA-N 0.000 claims 1
- RGUHTIWGUPVADN-UHFFFAOYSA-N n-[3-[[(3,4-dimethoxybenzoyl)amino]methyl]phenyl]-2-methyl-3,4-dihydro-1h-isoquinoline-6-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(NC(=O)C=2C=C3CCN(C)CC3=CC=2)=C1 RGUHTIWGUPVADN-UHFFFAOYSA-N 0.000 claims 1
- MGMQCNHCEFKXJR-UHFFFAOYSA-N n-[3-[[(3,4-dimethoxybenzoyl)amino]methyl]phenyl]-2-methyl-3,4-dihydro-1h-isoquinoline-7-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(NC(=O)C=2C=C3CN(C)CCC3=CC=2)=C1 MGMQCNHCEFKXJR-UHFFFAOYSA-N 0.000 claims 1
- OQXFACQMBUZLKB-UHFFFAOYSA-N n-[3-[[(3,4-dimethoxybenzoyl)amino]methyl]phenyl]-4,5,6,7-tetrahydro-[1,3]thiazolo[5,4-c]pyridine-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(NC(=O)C=2SC=3CNCCC=3N=2)=C1 OQXFACQMBUZLKB-UHFFFAOYSA-N 0.000 claims 1
- SIUBWJDIJCBDRM-UHFFFAOYSA-N n-[3-[[(3,4-dimethoxybenzoyl)amino]methyl]phenyl]-5-[(dimethylamino)methyl]furan-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(NC(=O)C=2OC(CN(C)C)=CC=2)=C1 SIUBWJDIJCBDRM-UHFFFAOYSA-N 0.000 claims 1
- GNOCXMSCHWQYGZ-UHFFFAOYSA-N n-[3-[[(3,4-dimethoxybenzoyl)amino]methyl]phenyl]-5-methyl-6,7-dihydro-4h-[1,3]thiazolo[5,4-c]pyridine-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(NC(=O)C=2SC=3CN(C)CCC=3N=2)=C1 GNOCXMSCHWQYGZ-UHFFFAOYSA-N 0.000 claims 1
- VZFURBLTNQNJJW-UHFFFAOYSA-N n-[3-[[(4-cyanophenyl)carbamoylamino]methyl]phenyl]-1,2,3,4-tetrahydroisoquinoline-6-carboxamide Chemical compound C=1C=CC(NC(=O)C=2C=C3CCNCC3=CC=2)=CC=1CNC(=O)NC1=CC=C(C#N)C=C1 VZFURBLTNQNJJW-UHFFFAOYSA-N 0.000 claims 1
- YGNSENLWUQWPRG-UHFFFAOYSA-N n-[3-[[(4-cyanophenyl)carbamoylamino]methyl]phenyl]-2-methyl-3,4-dihydro-1h-isoquinoline-7-carboxamide Chemical compound C1=C2CN(C)CCC2=CC=C1C(=O)NC(C=1)=CC=CC=1CNC(=O)NC1=CC=C(C#N)C=C1 YGNSENLWUQWPRG-UHFFFAOYSA-N 0.000 claims 1
- ZAPZMLYNSKIPSW-UHFFFAOYSA-N n-[3-[[(4-cyanophenyl)carbamoylamino]methyl]phenyl]-3-piperidin-3-ylpropanamide Chemical compound C=1C=CC(CNC(=O)NC=2C=CC(=CC=2)C#N)=CC=1NC(=O)CCC1CCCNC1 ZAPZMLYNSKIPSW-UHFFFAOYSA-N 0.000 claims 1
- NIZLWKWVLBADQA-UHFFFAOYSA-N n-[4-(aminomethyl)cyclohexyl]-3-[[(4-cyanophenyl)carbamoylamino]methyl]benzamide Chemical compound C1CC(CN)CCC1NC(=O)C1=CC=CC(CNC(=O)NC=2C=CC(=CC=2)C#N)=C1 NIZLWKWVLBADQA-UHFFFAOYSA-N 0.000 claims 1
- SFLBZARATFKMJY-UHFFFAOYSA-N n-[4-(aminomethyl)phenyl]-3-[[(4-cyanophenyl)carbamoylamino]methyl]benzamide Chemical compound C1=CC(CN)=CC=C1NC(=O)C1=CC=CC(CNC(=O)NC=2C=CC(=CC=2)C#N)=C1 SFLBZARATFKMJY-UHFFFAOYSA-N 0.000 claims 1
- QYGZIWRUFABGJQ-UHFFFAOYSA-N n-[4-[(dimethylamino)methyl]phenyl]-3-[[(3-methoxybenzoyl)amino]methyl]benzamide Chemical compound COC1=CC=CC(C(=O)NCC=2C=C(C=CC=2)C(=O)NC=2C=CC(CN(C)C)=CC=2)=C1 QYGZIWRUFABGJQ-UHFFFAOYSA-N 0.000 claims 1
- UBDJJWZXAPQTDN-UHFFFAOYSA-N n-[4-[(dimethylamino)methyl]phenyl]-3-[[(3-methoxyphenyl)carbamoylamino]methyl]benzamide Chemical compound COC1=CC=CC(NC(=O)NCC=2C=C(C=CC=2)C(=O)NC=2C=CC(CN(C)C)=CC=2)=C1 UBDJJWZXAPQTDN-UHFFFAOYSA-N 0.000 claims 1
- AEJQRRFSBQFOIE-UHFFFAOYSA-N n-[4-[(dimethylamino)methyl]phenyl]-3-[[(3-methylsulfanylbenzoyl)amino]methyl]benzamide Chemical compound CSC1=CC=CC(C(=O)NCC=2C=C(C=CC=2)C(=O)NC=2C=CC(CN(C)C)=CC=2)=C1 AEJQRRFSBQFOIE-UHFFFAOYSA-N 0.000 claims 1
- SEIRCQAHBRWCEM-UHFFFAOYSA-N n-[4-[(dimethylamino)methyl]phenyl]-3-[[(4-methoxy-2-methylphenyl)carbamoylamino]methyl]benzamide Chemical compound CC1=CC(OC)=CC=C1NC(=O)NCC1=CC=CC(C(=O)NC=2C=CC(CN(C)C)=CC=2)=C1 SEIRCQAHBRWCEM-UHFFFAOYSA-N 0.000 claims 1
- BFIRBXUGLIZKLJ-UHFFFAOYSA-N n-[4-[(dimethylamino)methyl]phenyl]-3-[[(4-methoxybenzoyl)amino]methyl]benzamide Chemical compound C1=CC(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=CC(CN(C)C)=CC=2)=C1 BFIRBXUGLIZKLJ-UHFFFAOYSA-N 0.000 claims 1
- OCDZHXBZSVPCLL-UHFFFAOYSA-N n-[4-[(dimethylamino)methyl]phenyl]-3-[[(4-methoxyphenyl)carbamoylamino]methyl]benzamide Chemical compound C1=CC(OC)=CC=C1NC(=O)NCC1=CC=CC(C(=O)NC=2C=CC(CN(C)C)=CC=2)=C1 OCDZHXBZSVPCLL-UHFFFAOYSA-N 0.000 claims 1
- HKDVENGCVKSWHN-UHFFFAOYSA-N n-[4-[(dimethylamino)methyl]phenyl]-3-[[(4-methylsulfanylbenzoyl)amino]methyl]benzamide Chemical compound C1=CC(SC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=CC(CN(C)C)=CC=2)=C1 HKDVENGCVKSWHN-UHFFFAOYSA-N 0.000 claims 1
- YWCUAPIFVOPZEI-UHFFFAOYSA-N n-[4-[(dimethylamino)methyl]phenyl]-3-[[[3-(trifluoromethyl)benzoyl]amino]methyl]benzamide Chemical compound C1=CC(CN(C)C)=CC=C1NC(=O)C1=CC=CC(CNC(=O)C=2C=C(C=CC=2)C(F)(F)F)=C1 YWCUAPIFVOPZEI-UHFFFAOYSA-N 0.000 claims 1
- XIAWNXZYZQNYEO-UHFFFAOYSA-N n-[4-[(dimethylamino)methyl]phenyl]-3-[[[4-(trifluoromethoxy)benzoyl]amino]methyl]benzamide Chemical compound C1=CC(CN(C)C)=CC=C1NC(=O)C1=CC=CC(CNC(=O)C=2C=CC(OC(F)(F)F)=CC=2)=C1 XIAWNXZYZQNYEO-UHFFFAOYSA-N 0.000 claims 1
- KGEIDCPSOPICSD-UHFFFAOYSA-N n-[[3-(2,3-dihydro-1h-isoindol-5-ylcarbamoyl)phenyl]methyl]-3,4-dimethoxybenzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=C3CNCC3=CC=2)=C1 KGEIDCPSOPICSD-UHFFFAOYSA-N 0.000 claims 1
- MIIJFRXWNMSXIR-UHFFFAOYSA-N n-[[3-(2,3-dihydro-1h-isoindol-5-ylcarbamoyl)phenyl]methyl]-4-methoxy-3-methylbenzamide Chemical compound C1=C(C)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=C3CNCC3=CC=2)=C1 MIIJFRXWNMSXIR-UHFFFAOYSA-N 0.000 claims 1
- PNOLMXKLLUNTIR-UHFFFAOYSA-N n-[[3-[(2,2-dimethyl-3,4-dihydro-1h-isoquinolin-2-ium-7-yl)carbamoyl]phenyl]methyl]-3,4-dimethoxybenzamide;formate Chemical compound [O-]C=O.C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=C3C[N+](C)(C)CCC3=CC=2)=C1 PNOLMXKLLUNTIR-UHFFFAOYSA-N 0.000 claims 1
- MYFIZIOBEROQOO-UHFFFAOYSA-N n-[[3-[(2-amino-2,3-dihydro-1h-inden-5-yl)carbamoyl]phenyl]methyl]-3,4-dimethoxybenzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=C3CC(N)CC3=CC=2)=C1 MYFIZIOBEROQOO-UHFFFAOYSA-N 0.000 claims 1
- FARBCDMPQBPCIY-UHFFFAOYSA-N n-[[3-[(2-benzyl-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)CCC3=CC=2)=C1 FARBCDMPQBPCIY-UHFFFAOYSA-N 0.000 claims 1
- QIQIRFJNTGGNOS-UHFFFAOYSA-N n-[[3-[(2-ethyl-3,4-dihydro-1h-isoquinolin-7-yl)carbamoyl]phenyl]methyl]-3,4-dimethoxybenzamide Chemical compound C1=C2CN(CC)CCC2=CC=C1NC(=O)C(C=1)=CC=CC=1CNC(=O)C1=CC=C(OC)C(OC)=C1 QIQIRFJNTGGNOS-UHFFFAOYSA-N 0.000 claims 1
- XRZQTOXHXVWMRQ-UHFFFAOYSA-N n-[[3-[(2-methyl-3,4-dihydro-1h-isoquinolin-7-yl)carbamoyl]phenyl]methyl]-6-oxo-1h-pyridine-3-carboxamide Chemical compound C1=C2CN(C)CCC2=CC=C1NC(=O)C(C=1)=CC=CC=1CNC(=O)C1=CC=C(O)N=C1 XRZQTOXHXVWMRQ-UHFFFAOYSA-N 0.000 claims 1
- OPAFLRFBWAHCCR-UHFFFAOYSA-N n-[[3-[(4-aminocyclohexyl)methylcarbamoyl]phenyl]methyl]-3,4-dimethoxybenzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NCC2CCC(N)CC2)=C1 OPAFLRFBWAHCCR-UHFFFAOYSA-N 0.000 claims 1
- GQOWNDGLRIZSPF-UHFFFAOYSA-N n-[[3-[(5-benzyl-6,7-dihydro-4h-[1,3]thiazolo[5,4-c]pyridin-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=3CN(CC=4C=CC=CC=4)CCC=3N=2)=C1 GQOWNDGLRIZSPF-UHFFFAOYSA-N 0.000 claims 1
- PVAPSVGVWCVTJZ-UHFFFAOYSA-N n-[[3-[(6-ethyl-4,5,7,8-tetrahydro-[1,3]oxazolo[4,5-d]azepin-2-yl)carbamoyl]phenyl]methyl]-3,4-dimethoxybenzamide Chemical compound O1C=2CCN(CC)CCC=2N=C1NC(=O)C(C=1)=CC=CC=1CNC(=O)C1=CC=C(OC)C(OC)=C1 PVAPSVGVWCVTJZ-UHFFFAOYSA-N 0.000 claims 1
- QWDXYCMZQIBKIH-UHFFFAOYSA-N n-[[3-[3-(dimethylamino)propylcarbamoyl]phenyl]methyl]-3,4-dimethoxybenzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NCCCN(C)C)=C1 QWDXYCMZQIBKIH-UHFFFAOYSA-N 0.000 claims 1
- PQEBVKCYFFQIHS-UHFFFAOYSA-N n-[[3-[4-(dimethylamino)butylcarbamoyl]phenyl]methyl]-3,4-dimethoxybenzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NCCCCN(C)C)=C1 PQEBVKCYFFQIHS-UHFFFAOYSA-N 0.000 claims 1
- CFBBLHWLVWOAOI-UHFFFAOYSA-N n-[[3-[5-(dimethylamino)pentylcarbamoyl]phenyl]methyl]-3,4-dimethoxybenzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NCCCCCN(C)C)=C1 CFBBLHWLVWOAOI-UHFFFAOYSA-N 0.000 claims 1
- OVJCKUUPMRRUCG-UHFFFAOYSA-N n-[[3-[6-(dimethylamino)hexylcarbamoyl]phenyl]methyl]-3,4-dimethoxybenzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NCCCCCCN(C)C)=C1 OVJCKUUPMRRUCG-UHFFFAOYSA-N 0.000 claims 1
- WXXLFODGMMSQRK-GOSISDBHSA-N n-[[3-[[(6r)-2-amino-4,5,6,7-tetrahydro-1,3-benzothiazol-6-yl]carbamoyl]phenyl]methyl]-4-methoxy-3-methylbenzamide Chemical compound C1=C(C)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)N[C@H]2CC=3SC(N)=NC=3CC2)=C1 WXXLFODGMMSQRK-GOSISDBHSA-N 0.000 claims 1
- GKBAYDIXMMANQN-LJQANCHMSA-N n-[[3-[[(6r)-6-(dimethylamino)-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](CCC=3N=2)N(C)C)=C1 GKBAYDIXMMANQN-LJQANCHMSA-N 0.000 claims 1
- MDBFMZNSFPEUHN-HXUWFJFHSA-N n-[[3-[[(6r)-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-HXUWFJFHSA-N 0.000 claims 1
- WDMKCBKSWLBWPX-QGZVFWFLSA-N n-[[3-[[(6r)-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-QGZVFWFLSA-N 0.000 claims 1
- VUAKQQXGRWHENF-MRXNPFEDSA-N n-[[3-[[(6r)-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-MRXNPFEDSA-N 0.000 claims 1
- AHJYPRHNOXXVRT-KRWDZBQOSA-N n-[[3-[[(6s)-2-amino-4,5,6,7-tetrahydro-1,3-benzothiazol-6-yl]carbamoyl]phenyl]methyl]-3,4-dimethoxybenzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)N[C@@H]2CC=3SC(N)=NC=3CC2)=C1 AHJYPRHNOXXVRT-KRWDZBQOSA-N 0.000 claims 1
- OXEQSWQMHCRZLU-NRFANRHFSA-N n-[[3-[[(6s)-6-(1,1-dioxo-1,4-thiazinan-4-yl)-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](CCC=3N=2)N2CCS(=O)(=O)CC2)=C1 OXEQSWQMHCRZLU-NRFANRHFSA-N 0.000 claims 1
- COKNHADRCGAEMW-VWLOTQADSA-N n-[[3-[[(6s)-6-(1,3-dihydroisoindol-2-yl)-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](CCC=3N=2)N2CC3=CC=CC=C3C2)=C1 COKNHADRCGAEMW-VWLOTQADSA-N 0.000 claims 1
- GKBAYDIXMMANQN-IBGZPJMESA-N n-[[3-[[(6s)-6-(dimethylamino)-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](CCC=3N=2)N(C)C)=C1 GKBAYDIXMMANQN-IBGZPJMESA-N 0.000 claims 1
- 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
- LYORVENLHWRTDU-UHFFFAOYSA-N n-[[3-[[2-(2,2-difluoroethyl)-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(F)F)CCC3=CC=2)=C1 LYORVENLHWRTDU-UHFFFAOYSA-N 0.000 claims 1
- 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
- PRGFJFUKJVTHIT-UHFFFAOYSA-N n-[[3-[[2-(2-amino-2-oxoethyl)-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(N)=O)CCC3=CC=2)=C1 PRGFJFUKJVTHIT-UHFFFAOYSA-N 0.000 claims 1
- 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
- YVMIXSTVVNYUGE-UHFFFAOYSA-N n-[[3-[[2-[(2-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=CC=4)F)CCC3=CC=2)=C1 YVMIXSTVVNYUGE-UHFFFAOYSA-N 0.000 claims 1
- 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
- GPEMGGFDBKPUNW-UHFFFAOYSA-N n-[[3-[[3-(aminomethyl)phenyl]carbamoyl]phenyl]methyl]-3,4-dimethoxybenzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=C(CN)C=CC=2)=C1 GPEMGGFDBKPUNW-UHFFFAOYSA-N 0.000 claims 1
- KGECKSUFLDSCJA-UHFFFAOYSA-N n-[[3-[[3-[(dimethylamino)methyl]phenyl]carbamoyl]phenyl]methyl]-3,4-dimethoxybenzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=C(CN(C)C)C=CC=2)=C1 KGECKSUFLDSCJA-UHFFFAOYSA-N 0.000 claims 1
- AGMSSUJJEHYBJT-UHFFFAOYSA-N n-[[3-[[4-(2-aminoethyl)-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=C(CCN)N=2)=C1 AGMSSUJJEHYBJT-UHFFFAOYSA-N 0.000 claims 1
- QGRUSYVGVZGMCI-UHFFFAOYSA-N n-[[3-[[4-(aminomethyl)cyclohexyl]carbamoyl]phenyl]methyl]-3,4-dimethoxybenzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC2CCC(CN)CC2)=C1 QGRUSYVGVZGMCI-UHFFFAOYSA-N 0.000 claims 1
- CBQDNNONUMGAAV-UHFFFAOYSA-N n-[[3-[[4-(aminomethyl)phenyl]carbamoyl]phenyl]methyl]-3,4-dimethoxybenzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=CC(CN)=CC=2)=C1 CBQDNNONUMGAAV-UHFFFAOYSA-N 0.000 claims 1
- BQZWAEKWKGMNHA-UHFFFAOYSA-N n-[[3-[[4-(dimethylamino)cyclohexyl]carbamoyl]phenyl]methyl]-3,4-dimethoxybenzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC2CCC(CC2)N(C)C)=C1 BQZWAEKWKGMNHA-UHFFFAOYSA-N 0.000 claims 1
- DJOZLTJBFXEBSM-UHFFFAOYSA-N n-[[3-[[4-[(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=C(CN(C)C)N=2)=C1 DJOZLTJBFXEBSM-UHFFFAOYSA-N 0.000 claims 1
- TUIMIEFLRCNSCI-UHFFFAOYSA-N n-[[3-[[4-[(dimethylamino)methyl]phenyl]carbamoyl]phenyl]methyl]-2,4-dimethoxybenzamide Chemical compound COC1=CC(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=CC(CN(C)C)=CC=2)=C1 TUIMIEFLRCNSCI-UHFFFAOYSA-N 0.000 claims 1
- ONERQDONRMNOLJ-UHFFFAOYSA-N n-[[3-[[4-[(dimethylamino)methyl]phenyl]carbamoyl]phenyl]methyl]-3,4,5-trimethoxybenzamide Chemical compound COC1=C(OC)C(OC)=CC(C(=O)NCC=2C=C(C=CC=2)C(=O)NC=2C=CC(CN(C)C)=CC=2)=C1 ONERQDONRMNOLJ-UHFFFAOYSA-N 0.000 claims 1
- MMRPIWYTUYGTFQ-UHFFFAOYSA-N n-[[3-[[4-[(dimethylamino)methyl]phenyl]carbamoyl]phenyl]methyl]-3,4-dimethoxybenzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=CC(CN(C)C)=CC=2)=C1 MMRPIWYTUYGTFQ-UHFFFAOYSA-N 0.000 claims 1
- 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
- NDUNRHQNNNHQFV-UHFFFAOYSA-N n-[[3-[[4-[(dimethylamino)methyl]phenyl]carbamoyl]phenyl]methyl]-3-fluoro-4-methoxybenzamide Chemical compound C1=C(F)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=CC(CN(C)C)=CC=2)=C1 NDUNRHQNNNHQFV-UHFFFAOYSA-N 0.000 claims 1
- ZAAATGOITDPPKG-UHFFFAOYSA-N n-[[3-[[4-[(dimethylamino)methyl]phenyl]carbamoyl]phenyl]methyl]-4-methoxy-3,5-dimethylbenzamide Chemical compound C1=C(C)C(OC)=C(C)C=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=CC(CN(C)C)=CC=2)=C1 ZAAATGOITDPPKG-UHFFFAOYSA-N 0.000 claims 1
- SFICHRQXHBPAGM-UHFFFAOYSA-N n-[[3-[[4-[(dimethylamino)methyl]phenyl]carbamoyl]phenyl]methyl]-4-methoxy-3-(methoxymethyl)benzamide Chemical compound C1=C(OC)C(COC)=CC(C(=O)NCC=2C=C(C=CC=2)C(=O)NC=2C=CC(CN(C)C)=CC=2)=C1 SFICHRQXHBPAGM-UHFFFAOYSA-N 0.000 claims 1
- JHAMKJGGGMLIGX-UHFFFAOYSA-N n-[[3-[[4-[(dimethylamino)methyl]phenyl]carbamoyl]phenyl]methyl]-4-methoxy-3-(trifluoromethyl)benzamide Chemical compound C1=C(C(F)(F)F)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=CC(CN(C)C)=CC=2)=C1 JHAMKJGGGMLIGX-UHFFFAOYSA-N 0.000 claims 1
- ZHYPMHNQQRIWRP-UHFFFAOYSA-N n-[[3-[[4-[(dimethylamino)methyl]phenyl]carbamoyl]phenyl]methyl]-4-methoxy-3-methylbenzamide Chemical compound C1=C(C)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=CC(CN(C)C)=CC=2)=C1 ZHYPMHNQQRIWRP-UHFFFAOYSA-N 0.000 claims 1
- PWFHHGIUVHLZME-UHFFFAOYSA-N n-[[3-[[4-[(dimethylamino)methyl]phenyl]carbamoyl]phenyl]methyl]quinoline-6-carboxamide Chemical compound C1=CC(CN(C)C)=CC=C1NC(=O)C1=CC=CC(CNC(=O)C=2C=C3C=CC=NC3=CC=2)=C1 PWFHHGIUVHLZME-UHFFFAOYSA-N 0.000 claims 1
- PAYRKVARELJZIS-UHFFFAOYSA-N n-[[3-[[4-[2-(dimethylamino)ethyl]-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=C(CCN(C)C)N=2)=C1 PAYRKVARELJZIS-UHFFFAOYSA-N 0.000 claims 1
- AXHQDLMVUMZMCN-UHFFFAOYSA-N n-[[3-[[4-[2-(dimethylamino)ethyl]phenyl]carbamoyl]phenyl]methyl]-3,4-dimethoxybenzamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NCC1=CC=CC(C(=O)NC=2C=CC(CCN(C)C)=CC=2)=C1 AXHQDLMVUMZMCN-UHFFFAOYSA-N 0.000 claims 1
- DCKNHVGKPZOFQS-UHFFFAOYSA-N n-[[3-[[5-(2,2-difluoroethyl)-6,7-dihydro-4h-[1,3]thiazolo[5,4-c]pyridin-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=3CN(CC(F)F)CCC=3N=2)=C1 DCKNHVGKPZOFQS-UHFFFAOYSA-N 0.000 claims 1
- KRXZSFFGVMQHQP-UHFFFAOYSA-N n-[[3-[[5-(2-fluoroethyl)-6,7-dihydro-4h-[1,3]thiazolo[5,4-c]pyridin-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=3CN(CCF)CCC=3N=2)=C1 KRXZSFFGVMQHQP-UHFFFAOYSA-N 0.000 claims 1
- 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
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims 1
- 102000000568 rho-Associated Kinases Human genes 0.000 claims 1
- 108010041788 rho-Associated Kinases Proteins 0.000 claims 1
- 208000024891 symptom Diseases 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US87862507P | 2007-01-03 | 2007-01-03 | |
| US60/878,625 | 2007-01-03 | ||
| PCT/US2008/050014 WO2008086047A1 (en) | 2007-01-03 | 2008-01-02 | Rho kinase inhibitors |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2010514842A JP2010514842A (ja) | 2010-05-06 |
| JP2010514842A5 true JP2010514842A5 (enExample) | 2011-02-24 |
| JP5258790B2 JP5258790B2 (ja) | 2013-08-07 |
Family
ID=39313484
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009544958A Expired - Fee Related JP5258790B2 (ja) | 2007-01-03 | 2008-01-02 | Ｒｈｏキナーゼインヒビター |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US8093266B2 (enExample) |
| EP (1) | EP2114869B1 (enExample) |
| JP (1) | JP5258790B2 (enExample) |
| AR (1) | AR064726A1 (enExample) |
| CA (1) | CA2674389A1 (enExample) |
| CL (1) | CL2007003874A1 (enExample) |
| TW (1) | TW200843770A (enExample) |
| WO (1) | WO2008086047A1 (enExample) |
Families Citing this family (30)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB0721333D0 (en) * | 2007-10-31 | 2007-12-12 | Motac Neuroscience Ltd | Medicaments |
| JPWO2010024258A1 (ja) * | 2008-08-29 | 2012-01-26 | 塩野義製薬株式会社 | Ｐｉ３ｋ阻害活性を有する縮環アゾール誘導体 |
| US20120225862A1 (en) * | 2009-07-21 | 2012-09-06 | Auckland Univservices Limited | Heteroaryl benzamides, compositions and methods of use |
| US9126978B2 (en) | 2009-11-17 | 2015-09-08 | The Regents Of The University Of Michigan | 1,4-benzodiazepine-2,5-diones and related compounds with therapeutic properties |
| CN102753527B (zh) * | 2010-02-02 | 2014-12-24 | 诺华股份有限公司 | 用作crf受体拮抗剂的环己基酰胺衍生物 |
| 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 |
| WO2012054367A1 (en) * | 2010-10-19 | 2012-04-26 | Boehringer Ingelheim International Gmbh | Rho kinase inhibitors |
| RU2013126657A (ru) | 2010-11-15 | 2014-12-27 | Эббви Инк. | Ингибиторы nampt и 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 |
| US9204645B2 (en) | 2011-12-20 | 2015-12-08 | Bayer Intellectual Property Gmbh | Insecticidal aromatic amides |
| CN104812382A (zh) | 2012-09-20 | 2015-07-29 | 坦普尔大学 | 取代的烷基二芳基衍生物、制备方法和用途 |
| CA2898440A1 (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 |
| CN107108581B (zh) | 2014-08-21 | 2020-06-23 | 百时美施贵宝公司 | 作为强效rock抑制剂的回接苯甲酰胺衍生物 |
| 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 |
| EP3307725A1 (en) | 2015-06-11 | 2018-04-18 | Basilea Pharmaceutica International 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 |
| AR107354A1 (es) | 2016-01-13 | 2018-04-18 | Bristol Myers Squibb Co | Salicilamidas espiroheptanos y compuestos relacionados como inhibidores de rock |
| 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 |
| WO2018108156A1 (zh) * | 2016-12-16 | 2018-06-21 | 成都先导药物开发有限公司 | Rock抑制剂及其应用 |
| JP7234201B2 (ja) | 2017-07-12 | 2023-03-07 | ブリストル－マイヤーズ スクイブ カンパニー | 心不全の治療のためのｒｏｃｋの５員アミノヘテロ環および５，６－または６，６員二環式アミノヘテロ環の阻害剤 |
| 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 |
| 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 |
| 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 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2170730C2 (ru) * | 1996-05-20 | 2001-07-20 | Дарвин Дискавери Лимитед | Хинолиновые карбоксамиды и фармацевтическая композиция на их основе |
| 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 |
| WO2005074643A2 (en) * | 2004-01-30 | 2005-08-18 | Smithkline Beecham Corporation | Benzamide compounds useful as rock inhibitors |
-
2007
- 2007-12-28 CL CL200703874A patent/CL2007003874A1/es unknown
-
2008
- 2008-01-02 TW TW097100054A patent/TW200843770A/zh unknown
- 2008-01-02 AR ARP080100007A patent/AR064726A1/es unknown
- 2008-01-02 CA CA002674389A patent/CA2674389A1/en not_active Abandoned
- 2008-01-02 JP JP2009544958A patent/JP5258790B2/ja not_active Expired - Fee Related
- 2008-01-02 EP EP08727346.2A patent/EP2114869B1/en not_active Not-in-force
- 2008-01-02 US US12/521,817 patent/US8093266B2/en active Active
- 2008-01-02 WO PCT/US2008/050014 patent/WO2008086047A1/en not_active Ceased
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2010514842A5 (enExample) | ||
| US7868001B2 (en) | Cytokine inhibitors | |
| JP5258790B2 (ja) | Ｒｈｏキナーゼインヒビター | |
| JP6511430B2 (ja) | がんの治療のための化合物および組成物 | |
| AU2002226674B2 (en) | Tricyclic and heterocyclic derivative compounds and drugs containing these compounds as the active ingredient | |
| JP2012502986A5 (enExample) | ||
| CN108884061B (zh) | 1,2,4-三嗪-3-胺类衍生物、其制备方法及其在医药上的应用 | |
| KR20090127307A (ko) | 히스타민 ｈ３ 수용체 조절제로서의 테트라하이드로이소퀴놀린 화합물 | |
| JP2007521287A5 (enExample) | ||
| CA2578955A1 (en) | Isoindolin-1-one derivatives | |
| RU2007146462A (ru) | Диарилгидантоины | |
| AU2004272437A1 (en) | CRF antagonists and heterobicyclic compounds | |
| AU2008214372A1 (en) | Therapeutic agents | |
| RU2019136536A (ru) | Ингибиторы гистондеацетилаз (hdac) | |
| JP2005514398A5 (enExample) | ||
| JP2009523812A5 (enExample) | ||
| EP2464227A1 (en) | Compounds and methods of use thereof | |
| KR20130073908A (ko) | 테트라하이드로벤조티오펜 화합물 | |
| JPH11171865A (ja) | 縮合ヘテロ環化合物 | |
| JPH0641471B2 (ja) | チエノトリアゾロジアゼピン化合物およびその医薬用途 | |
| IL269144B2 (en) | Pyrrolotriazine derivatives as kinase inhibitors | |
| AU2020298779A1 (en) | Estrogen-related receptor alpha (ERRα) modulators | |
| WO2008124524A2 (en) | Aryl sulfonamide compounds as modulators of the cck2 receptor | |
| JP2017119628A (ja) | 置換アゾール化合物及び糖尿病治療薬 | |
| WO2019082910A1 (ja) | バソプレシン受容体拮抗剤 |