JP2017512806A5

JP2017512806A5 -

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Publication number: JP2017512806A5
Authority: JP; Japan
Prior art keywords: amino; imidazole; dicarboxamide; phenyl; fluorobenzoyl
Prior art date: 2015-04-01
Legal status : Withdrawn

Application number

JP2016559907A

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English (en)

Japanese (ja)

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JP2017512806A (ja

Filing date

2015-04-01

Publication date

2018-05-17

2015-04-01 Application filed filed Critical

2015-04-01 Priority claimed from PCT/EP2015/057167 external-priority patent/WO2015150449A2/en

2017-05-25 Publication of JP2017512806A publication Critical patent/JP2017512806A/ja

2018-05-17 Publication of JP2017512806A5 publication Critical patent/JP2017512806A5/ja

Status Withdrawn legal-status Critical Current

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-1 nitro, hydroxy Chemical group 0.000 claims description 77
150000001875 compounds Chemical class 0.000 claims description 73
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 42
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 29
150000003839 salts Chemical class 0.000 claims description 13
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 12
239000000203 mixture Substances 0.000 claims description 10
239000012453 solvate Substances 0.000 claims description 10
150000001204 N-oxides Chemical class 0.000 claims description 9
XKWKGHIMPSHHTL-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-(1-morpholin-4-ylpropan-2-yl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NC(CN2CCOCC2)C)C(=O)N)C=CC(=C1)F XKWKGHIMPSHHTL-UHFFFAOYSA-N 0.000 claims description 8
XSEXPVUSORDACK-UHFFFAOYSA-N 5-[4-[(4-fluorobenzoyl)amino]phenyl]-4-N-(1-morpholin-4-ylpropan-2-yl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound FC1=CC=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NC(CN2CCOCC2)C)C(=O)N)C=C1 XSEXPVUSORDACK-UHFFFAOYSA-N 0.000 claims description 8
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims description 4
125000003541 2-chlorobenzoyl group Chemical group ClC1=C(C(=O)*)C=CC=C1 0.000 claims description 3
TWPNNQSJPBZBHR-UHFFFAOYSA-N 4-N-methyl-5-[4-[(2,4,6-trimethylbenzoyl)amino]phenyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound C1(=C(C(=CC(=C1)C)C)C(=O)NC1=CC=C(C=C1)C1(C(=NCN1)C(=O)NC)C(=O)N)C TWPNNQSJPBZBHR-UHFFFAOYSA-N 0.000 claims description 3
AGBXJEWWMCKQRY-UHFFFAOYSA-N 4-butan-2-yl-5-N-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-5H-1,3-oxazole-4,5-dicarboxamide Chemical compound C(C)(CC)C1(N=COC1C(=O)NC1=CC=C(C=C1)NC(C1=C(C=C(C=C1)F)Cl)=O)C(=O)N AGBXJEWWMCKQRY-UHFFFAOYSA-N 0.000 claims description 3
YOQPOBLJUGLGLQ-UHFFFAOYSA-N 5-(2,2-difluoroethyl)-4-N-[4-[(4-fluorobenzoyl)amino]phenyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound FC(CC1(C(=NCN1)C(=O)NC1=CC=C(C=C1)NC(C1=CC=C(C=C1)F)=O)C(=O)N)F YOQPOBLJUGLGLQ-UHFFFAOYSA-N 0.000 claims description 3
NJGGUEULEIBUBB-UHFFFAOYSA-N 5-(2,2-dimethylpropyl)-4-N-[4-[(4-fluorobenzoyl)amino]phenyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound CC(CC1(C(=NCN1)C(=O)NC1=CC=C(C=C1)NC(C1=CC=C(C=C1)F)=O)C(=O)N)(C)C NJGGUEULEIBUBB-UHFFFAOYSA-N 0.000 claims description 3
BLCCYKHEJUDIRG-UHFFFAOYSA-N 5-(2-amino-2-methylpropyl)-4-N-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound NC(CC1(C(=NCN1)C(=O)NC1=CC=C(C=C1)NC(C1=C(C=C(C=C1)F)Cl)=O)C(=O)N)(C)C BLCCYKHEJUDIRG-UHFFFAOYSA-N 0.000 claims description 3
NJPDLIRVRUNIFM-UHFFFAOYSA-N 5-(2-aminoethyl)-4-N-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound NCCC1(C(=NCN1)C(=O)NC1=CC=C(C=C1)NC(C1=C(C=C(C=C1)F)Cl)=O)C(=O)N NJPDLIRVRUNIFM-UHFFFAOYSA-N 0.000 claims description 3
FMVNTQZQMJUXPA-UHFFFAOYSA-N 5-(3-amino-3-methylbutyl)-4-N-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound NC(CCC1(C(=NCN1)C(=O)NC1=CC=C(C=C1)NC(C1=C(C=C(C=C1)F)Cl)=O)C(=O)N)(C)C FMVNTQZQMJUXPA-UHFFFAOYSA-N 0.000 claims description 3
RUMQLYSYNJLSMT-UHFFFAOYSA-N 5-(3-amino-3-methylbutyl)-4-N-[4-[(2-chlorobenzoyl)amino]phenyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound NC(CCC1(C(=NCN1)C(=O)NC1=CC=C(C=C1)NC(C1=C(C=CC=C1)Cl)=O)C(=O)N)(C)C RUMQLYSYNJLSMT-UHFFFAOYSA-N 0.000 claims description 3
VEMAKOXEEMUXRM-UHFFFAOYSA-N 5-[2-(azetidin-1-yl)ethyl]-4-N-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound N1(CCC1)CCC1(C(=NCN1)C(=O)NC1=CC=C(C=C1)NC(C1=C(C=C(C=C1)F)Cl)=O)C(=O)N VEMAKOXEEMUXRM-UHFFFAOYSA-N 0.000 claims description 3
FHXLLIPENIZRQC-UHFFFAOYSA-N 5-[2-(azetidin-1-yl)ethyl]-4-N-[4-[(4-fluorobenzoyl)amino]phenyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound N1(CCC1)CCC1(C(=NCN1)C(=O)NC1=CC=C(C=C1)NC(C1=CC=C(C=C1)F)=O)C(=O)N FHXLLIPENIZRQC-UHFFFAOYSA-N 0.000 claims description 3
GTHNWYCGRUNONC-UHFFFAOYSA-N 5-[2-(dimethylamino)ethyl]-4-N-[3-fluoro-4-[(4-fluorobenzoyl)amino]phenyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound CN(CCC1(N=CNC1C(=O)NC1=CC(=C(C=C1)NC(C1=CC=C(C=C1)F)=O)F)C(=O)N)C GTHNWYCGRUNONC-UHFFFAOYSA-N 0.000 claims description 3
XDFOPDIVDOBHSO-UHFFFAOYSA-N 5-[2-(dimethylamino)ethyl]-4-N-[4-[(4-fluorobenzoyl)amino]-3-methoxyphenyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound CN(CCC1(N=CNC1C(=O)NC1=CC(=C(C=C1)NC(C1=CC=C(C=C1)F)=O)OC)C(=O)N)C XDFOPDIVDOBHSO-UHFFFAOYSA-N 0.000 claims description 3
BPPRYDPAJTWIPT-UHFFFAOYSA-N 5-[2-(dimethylamino)ethyl]-4-N-[4-[(4-fluorobenzoyl)amino]-3-methylphenyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound CN(CCC1(N=CNC1C(=O)NC1=CC(=C(C=C1)NC(C1=CC=C(C=C1)F)=O)C)C(=O)N)C BPPRYDPAJTWIPT-UHFFFAOYSA-N 0.000 claims description 3
WVXGXPYFYSBPNX-UHFFFAOYSA-N 5-[3-fluoro-4-[(4-fluorobenzoyl)amino]phenyl]-4-N-(2-piperidin-1-ylethyl)-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound FC=1C=C(C=CC=1NC(C1=CC=C(C=C1)F)=O)C1(C(=NCN1)C(=O)NCCN1CCCCC1)C(=O)N WVXGXPYFYSBPNX-UHFFFAOYSA-N 0.000 claims description 3
WQYXTSPIUPOLEU-UHFFFAOYSA-N 5-[4-[(2,3-dichlorobenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=CC=C1Cl WQYXTSPIUPOLEU-UHFFFAOYSA-N 0.000 claims description 3
RGRSADIKXDGSHW-UHFFFAOYSA-N 5-[4-[(2,3-difluorobenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound FC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=CC=C1F RGRSADIKXDGSHW-UHFFFAOYSA-N 0.000 claims description 3
JZMLWFSEROBCPB-UHFFFAOYSA-N 5-[4-[(2,4-dichlorobenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=CC(=C1)Cl JZMLWFSEROBCPB-UHFFFAOYSA-N 0.000 claims description 3
OPEBPLXJRKXXMR-UHFFFAOYSA-N 5-[4-[(2,5-dichlorobenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=C(C=C1)Cl OPEBPLXJRKXXMR-UHFFFAOYSA-N 0.000 claims description 3
GOXAWBSJHBXRSU-UHFFFAOYSA-N 5-[4-[(2,5-dichlorothiophene-3-carbonyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC=1SC(=CC=1C(=O)NC1=CC=C(C=C1)C1(C(=NCN1)C(=O)NC)C(=O)N)Cl GOXAWBSJHBXRSU-UHFFFAOYSA-N 0.000 claims description 3
PHAHLRHDLKGVJX-UHFFFAOYSA-N 5-[4-[(2,5-difluorobenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound FC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=C(C=C1)F PHAHLRHDLKGVJX-UHFFFAOYSA-N 0.000 claims description 3
PMNFZKVONVALPS-UHFFFAOYSA-N 5-[4-[(2,5-dimethylbenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound CC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=C(C=C1)C PMNFZKVONVALPS-UHFFFAOYSA-N 0.000 claims description 3
WWDKUUFCYFJQLJ-UHFFFAOYSA-N 5-[4-[(2,6-dichlorobenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C(=CC=C1)Cl WWDKUUFCYFJQLJ-UHFFFAOYSA-N 0.000 claims description 3
FDEOLMLCWAWKHR-UHFFFAOYSA-N 5-[4-[(2,6-difluorobenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound FC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C(=CC=C1)F FDEOLMLCWAWKHR-UHFFFAOYSA-N 0.000 claims description 3
IAHINRBOGVMAJT-UHFFFAOYSA-N 5-[4-[(2-bromo-4-fluorobenzoyl)amino]phenyl]-4-N-(2-piperidin-1-ylethyl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound BrC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCN2CCCCC2)C(=O)N)C=CC(=C1)F IAHINRBOGVMAJT-UHFFFAOYSA-N 0.000 claims description 3
ROHZYXUBZLPVHP-UHFFFAOYSA-N 5-[4-[(2-bromo-4-fluorobenzoyl)amino]phenyl]-4-N-[2-(4,4-difluoropiperidin-1-yl)ethyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound BrC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCN2CCC(CC2)(F)F)C(=O)N)C=CC(=C1)F ROHZYXUBZLPVHP-UHFFFAOYSA-N 0.000 claims description 3
FTKNSTKNQWSHOW-UHFFFAOYSA-N 5-[4-[(2-bromo-4-fluorobenzoyl)amino]phenyl]-4-N-[2-(dimethylamino)ethyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound BrC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCN(C)C)C(=O)N)C=CC(=C1)F FTKNSTKNQWSHOW-UHFFFAOYSA-N 0.000 claims description 3
GZQVDCDAJIRXEZ-UHFFFAOYSA-N 5-[4-[(2-bromo-4-fluorobenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound BrC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=CC(=C1)F GZQVDCDAJIRXEZ-UHFFFAOYSA-N 0.000 claims description 3
MRYUWAFDDZUBHG-UHFFFAOYSA-N 5-[4-[(2-bromobenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound BrC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=CC=C1 MRYUWAFDDZUBHG-UHFFFAOYSA-N 0.000 claims description 3
KIQZGOAMBRQQAB-UHFFFAOYSA-N 5-[4-[(2-chloro-3,4-dimethoxybenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=CC(=C1OC)OC KIQZGOAMBRQQAB-UHFFFAOYSA-N 0.000 claims description 3
OUORVUQIAGPENX-UHFFFAOYSA-N 5-[4-[(2-chloro-3-fluorobenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=CC=C1F OUORVUQIAGPENX-UHFFFAOYSA-N 0.000 claims description 3
OSSPMINJRHIKSJ-UHFFFAOYSA-N 5-[4-[(2-chloro-3-methoxybenzoyl)amino]phenyl]-4-N-ethyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NCC)C(=O)N)C=CC=C1OC OSSPMINJRHIKSJ-UHFFFAOYSA-N 0.000 claims description 3
DCUXCBQBJSEPLP-UHFFFAOYSA-N 5-[4-[(2-chloro-3-methoxybenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=CC=C1OC DCUXCBQBJSEPLP-UHFFFAOYSA-N 0.000 claims description 3
XGTTZTRBLOIGLS-UHFFFAOYSA-N 5-[4-[(2-chloro-3-methylbenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=CC=C1C XGTTZTRBLOIGLS-UHFFFAOYSA-N 0.000 claims description 3
IFFVRYBUYCFVMO-UHFFFAOYSA-N 5-[4-[(2-chloro-4,5-difluorobenzoyl)amino]phenyl]-4-N-(2-cyclopentylethyl)-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NCCC2CCCC2)C(=O)N)C=C(C(=C1)F)F IFFVRYBUYCFVMO-UHFFFAOYSA-N 0.000 claims description 3
YYYWBBJVBQPBRE-UHFFFAOYSA-N 5-[4-[(2-chloro-4,5-difluorobenzoyl)amino]phenyl]-4-N-(2-cyclopropylethyl)-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NCCC2CC2)C(=O)N)C=C(C(=C1)F)F YYYWBBJVBQPBRE-UHFFFAOYSA-N 0.000 claims description 3
MFQPUKMNRVSKKQ-UHFFFAOYSA-N 5-[4-[(2-chloro-4,5-difluorobenzoyl)amino]phenyl]-4-N-cyclopropyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC2CC2)C(=O)N)C=C(C(=C1)F)F MFQPUKMNRVSKKQ-UHFFFAOYSA-N 0.000 claims description 3
CHGYPCCHSDYPTC-UHFFFAOYSA-N 5-[4-[(2-chloro-4,5-difluorobenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=C(C(=C1)F)F CHGYPCCHSDYPTC-UHFFFAOYSA-N 0.000 claims description 3
UVZUOXLBEORCNJ-UHFFFAOYSA-N 5-[4-[(2-chloro-4,5-dimethoxybenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=C(C(=C1)OC)OC UVZUOXLBEORCNJ-UHFFFAOYSA-N 0.000 claims description 3
SNMNCLSIHABWKF-UHFFFAOYSA-N 5-[4-[(2-chloro-4,6-difluorobenzoyl)amino]phenyl]-4-N-(2-piperidin-1-ylethyl)-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NCCN2CCCCC2)C(=O)N)C(=CC(=C1)F)F SNMNCLSIHABWKF-UHFFFAOYSA-N 0.000 claims description 3
ABFJBHDPDUUJCM-UHFFFAOYSA-N 5-[4-[(2-chloro-4,6-difluorobenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C(=CC(=C1)F)F ABFJBHDPDUUJCM-UHFFFAOYSA-N 0.000 claims description 3
UUCYNRCSLIWJTO-UHFFFAOYSA-N 5-[4-[(2-chloro-4-ethoxybenzoyl)amino]phenyl]-4-N-ethyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NCC)C(=O)N)C=CC(=C1)OCC UUCYNRCSLIWJTO-UHFFFAOYSA-N 0.000 claims description 3
RTQSBLWPACDNAH-UHFFFAOYSA-N 5-[4-[(2-chloro-4-ethoxybenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=CC(=C1)OCC RTQSBLWPACDNAH-UHFFFAOYSA-N 0.000 claims description 3
IMAAFKBUUQPJRM-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]-3-(trifluoromethoxy)phenyl]-4-N-(2-piperidin-1-ylethyl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=C(C=C(C=C2)C2(N=CNC2C(=O)NCCN2CCCCC2)C(=O)N)OC(F)(F)F)C=CC(=C1)F IMAAFKBUUQPJRM-UHFFFAOYSA-N 0.000 claims description 3
VJLKLNAJOFFAFM-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]-3-fluorophenyl]-4-N-(2-piperidin-1-ylethyl)-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=C(C=C(C=C2)C2(C(=NCN2)C(=O)NCCN2CCCCC2)C(=O)N)F)C=CC(=C1)F VJLKLNAJOFFAFM-UHFFFAOYSA-N 0.000 claims description 3
BATVTDRCONIORW-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]-3-fluorophenyl]-4-N-[2-(dimethylamino)ethyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=C(C=C(C=C2)C2(C(=NCN2)C(=O)NCCN(C)C)C(=O)N)F)C=CC(=C1)F BATVTDRCONIORW-UHFFFAOYSA-N 0.000 claims description 3
INMSXLKOVMDPGV-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]-3-fluorophenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=C(C=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)F)C=CC(=C1)F INMSXLKOVMDPGV-UHFFFAOYSA-N 0.000 claims description 3
VNPZDLWFMIOVFQ-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]-3-methoxyphenyl]-4-N-[2-(dimethylamino)ethyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=C(C=C(C=C2)C2(C(=NCN2)C(=O)NCCN(C)C)C(=O)N)OC)C=CC(=C1)F VNPZDLWFMIOVFQ-UHFFFAOYSA-N 0.000 claims description 3
VRBZXIMYUDVHPK-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]-3-methoxyphenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=C(C=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)OC)C=CC(=C1)F VRBZXIMYUDVHPK-UHFFFAOYSA-N 0.000 claims description 3
WKOYTETYUDEPNI-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]-3-methylphenyl]-4-N-(2-piperidin-1-ylethyl)-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=C(C=C(C=C2)C2(C(=NCN2)C(=O)NCCN2CCCCC2)C(=O)N)C)C=CC(=C1)F WKOYTETYUDEPNI-UHFFFAOYSA-N 0.000 claims description 3
VKERPUYCPSMOLZ-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]-3-methylphenyl]-4-N-[2-(dimethylamino)ethyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=C(C=C(C=C2)C2(C(=NCN2)C(=O)NCCN(C)C)C(=O)N)C)C=CC(=C1)F VKERPUYCPSMOLZ-UHFFFAOYSA-N 0.000 claims description 3
ZLSFESOLLVXJPA-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]-3-methylphenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=C(C=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C)C=CC(=C1)F ZLSFESOLLVXJPA-UHFFFAOYSA-N 0.000 claims description 3
OZEJKJZGCRGRMK-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)N)C(=O)N)C=CC(=C1)F OZEJKJZGCRGRMK-UHFFFAOYSA-N 0.000 claims description 3
MRWHVLXYXNOZLE-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-2-ethyl-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NC(N2)CC)C(=O)NC)C(=O)N)C=CC(=C1)F MRWHVLXYXNOZLE-UHFFFAOYSA-N 0.000 claims description 3
JMPVZZIJLLUHIU-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-2-methyl-4-N-(2-piperidin-1-ylethyl)-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NC(N2)C)C(=O)NCCN2CCCCC2)C(=O)N)C=CC(=C1)F JMPVZZIJLLUHIU-UHFFFAOYSA-N 0.000 claims description 3
VAKHHRLIFZOUMR-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N,2-dimethyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NC(N2)C)C(=O)NC)C(=O)N)C=CC(=C1)F VAKHHRLIFZOUMR-UHFFFAOYSA-N 0.000 claims description 3
NRAQWCZRTHKOEU-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N,4-N-dimethyl-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)N(C)C)C(=O)N)C=CC(=C1)F NRAQWCZRTHKOEU-UHFFFAOYSA-N 0.000 claims description 3
WPOWOMOZORLVEL-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-(1,3-dihydroxypropan-2-yl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NC(CO)CO)C(=O)N)C=CC(=C1)F WPOWOMOZORLVEL-UHFFFAOYSA-N 0.000 claims description 3
IXSHFLLTQJJMIP-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-(1-methylpiperidin-4-yl)-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC2CCN(CC2)C)C(=O)N)C=CC(=C1)F IXSHFLLTQJJMIP-UHFFFAOYSA-N 0.000 claims description 3
BIJGPQAHOQRYSM-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-(1-phenylethyl)-2H-1,3-oxazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCO2)C(=O)NC(C)C2=CC=CC=C2)C(=O)N)C=CC(=C1)F BIJGPQAHOQRYSM-UHFFFAOYSA-N 0.000 claims description 3
AMKWWGGZXGDABX-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-(2,2,2-trifluoroethyl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCC(F)(F)F)C(=O)N)C=CC(=C1)F AMKWWGGZXGDABX-UHFFFAOYSA-N 0.000 claims description 3
PXGCQEAPWMJKMZ-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-(2,2-difluoroethyl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCC(F)F)C(=O)N)C=CC(=C1)F PXGCQEAPWMJKMZ-UHFFFAOYSA-N 0.000 claims description 3
DZXJFZBPPCURCE-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-(2,2-dimethyloxan-4-yl)-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC2CC(OCC2)(C)C)C(=O)N)C=CC(=C1)F DZXJFZBPPCURCE-UHFFFAOYSA-N 0.000 claims description 3
QFBDNIGFUDQRFA-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-(2-cyclopentylethyl)-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NCCC2CCCC2)C(=O)N)C=CC(=C1)F QFBDNIGFUDQRFA-UHFFFAOYSA-N 0.000 claims description 3
CJXGJBXIFIHUDT-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-(2-cyclopropylethyl)-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NCCC2CC2)C(=O)N)C=CC(=C1)F CJXGJBXIFIHUDT-UHFFFAOYSA-N 0.000 claims description 3
VQXACQJRJLDKQV-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-(2-fluoroethyl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCF)C(=O)N)C=CC(=C1)F VQXACQJRJLDKQV-UHFFFAOYSA-N 0.000 claims description 3
ACQDEKSTUCVNRM-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-(2-hydroxy-2-methylpropyl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCC(C)(C)O)C(=O)N)C=CC(=C1)F ACQDEKSTUCVNRM-UHFFFAOYSA-N 0.000 claims description 3
IEWJFRDFNWRLQH-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-(2-hydroxyethyl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCO)C(=O)N)C=CC(=C1)F IEWJFRDFNWRLQH-UHFFFAOYSA-N 0.000 claims description 3
OUXDMRMEEKTDQG-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-(2-methoxyethyl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCOC)C(=O)N)C=CC(=C1)F OUXDMRMEEKTDQG-UHFFFAOYSA-N 0.000 claims description 3
IUORMBRJGFBWMT-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-(2-methyl-1-piperidin-1-ylpropan-2-yl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NC(CN2CCCCC2)(C)C)C(=O)N)C=CC(=C1)F IUORMBRJGFBWMT-UHFFFAOYSA-N 0.000 claims description 3
WNXYXCARNAUKAR-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-(2-methylpropyl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCC(C)C)C(=O)N)C=CC(=C1)F WNXYXCARNAUKAR-UHFFFAOYSA-N 0.000 claims description 3
BLBCHDHIJXTCSQ-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-(2-morpholin-4-ylethyl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCN2CCOCC2)C(=O)N)C=CC(=C1)F BLBCHDHIJXTCSQ-UHFFFAOYSA-N 0.000 claims description 3
HPFIPJNRXPXZBV-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-(2-phenylethyl)-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NCCC2=CC=CC=C2)C(=O)N)C=CC(=C1)F HPFIPJNRXPXZBV-UHFFFAOYSA-N 0.000 claims description 3
YISHQFGRPMLCEL-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-(2-piperidin-1-ylethyl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCN2CCCCC2)C(=O)N)C=CC(=C1)F YISHQFGRPMLCEL-UHFFFAOYSA-N 0.000 claims description 3
VUMUFVXTFSGXLH-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-(2-piperidin-1-ylethyl)-2H-1,3-oxazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCO2)C(=O)NCCN2CCCCC2)C(=O)N)C=CC(=C1)F VUMUFVXTFSGXLH-UHFFFAOYSA-N 0.000 claims description 3
DGFUQPQIGIXDPT-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-(2-piperidin-1-ylpropyl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCC(C)N2CCCCC2)C(=O)N)C=CC(=C1)F DGFUQPQIGIXDPT-UHFFFAOYSA-N 0.000 claims description 3
LZPZVAZRNYYUGE-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-(2-pyridin-2-ylethyl)-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NCCC2=NC=CC=C2)C(=O)N)C=CC(=C1)F LZPZVAZRNYYUGE-UHFFFAOYSA-N 0.000 claims description 3
IQGGPRNJZYCCBL-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-(2-pyridin-4-ylethyl)-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NCCC2=CC=NC=C2)C(=O)N)C=CC(=C1)F IQGGPRNJZYCCBL-UHFFFAOYSA-N 0.000 claims description 3
HOYHNKYOBSDUCA-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-(2-pyrrolidin-1-ylethyl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCN2CCCC2)C(=O)N)C=CC(=C1)F HOYHNKYOBSDUCA-UHFFFAOYSA-N 0.000 claims description 3
JXQWAHPEXJAVTN-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-(3-morpholin-4-ylpropyl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCCN2CCOCC2)C(=O)N)C=CC(=C1)F JXQWAHPEXJAVTN-UHFFFAOYSA-N 0.000 claims description 3
PBNPXKHFGKNYLY-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-(3-piperidin-1-ylpropyl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCCN2CCCCC2)C(=O)N)C=CC(=C1)F PBNPXKHFGKNYLY-UHFFFAOYSA-N 0.000 claims description 3
DWTSEXPOJUBLNF-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-(3-pyrrolidin-1-ylpropyl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCCN2CCCC2)C(=O)N)C=CC(=C1)F DWTSEXPOJUBLNF-UHFFFAOYSA-N 0.000 claims description 3
CTCLCZARXSNUKY-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-(4-methylpiperazin-1-yl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NN2CCN(CC2)C)C(=O)N)C=CC(=C1)F CTCLCZARXSNUKY-UHFFFAOYSA-N 0.000 claims description 3
PORRUYCHSKNSMC-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-(4-piperidin-1-ylbutyl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCCCN2CCCCC2)C(=O)N)C=CC(=C1)F PORRUYCHSKNSMC-UHFFFAOYSA-N 0.000 claims description 3
DUGATIHSSCAOLV-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-(5-pyrrolidin-1-ylpentyl)-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NCCCCCN2CCCC2)C(=O)N)C=CC(=C1)F DUGATIHSSCAOLV-UHFFFAOYSA-N 0.000 claims description 3
IUBOIGMUARLQCK-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-(oxan-4-yl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NC2CCOCC2)C(=O)N)C=CC(=C1)F IUBOIGMUARLQCK-UHFFFAOYSA-N 0.000 claims description 3
VWZSVUIYYDCYTL-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-(oxan-4-ylmethyl)-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NCC2CCOCC2)C(=O)N)C=CC(=C1)F VWZSVUIYYDCYTL-UHFFFAOYSA-N 0.000 claims description 3
KTGISQJILMYFOU-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-(oxan-4-ylmethyl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCC2CCOCC2)C(=O)N)C=CC(=C1)F KTGISQJILMYFOU-UHFFFAOYSA-N 0.000 claims description 3
HBCRYMXZKAGKET-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-(oxolan-2-ylmethyl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCC2OCCC2)C(=O)N)C=CC(=C1)F HBCRYMXZKAGKET-UHFFFAOYSA-N 0.000 claims description 3
JFSOFZYMWFHDMS-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-(oxolan-3-yl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NC2COCC2)C(=O)N)C=CC(=C1)F JFSOFZYMWFHDMS-UHFFFAOYSA-N 0.000 claims description 3
BPUCXELZYXVIOM-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-(pyrrolidin-2-ylmethyl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCC2NCCC2)C(=O)N)C=CC(=C1)F BPUCXELZYXVIOM-UHFFFAOYSA-N 0.000 claims description 3
FNXSYYLBXIJMSJ-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[(1-ethylpiperidin-4-yl)methyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NCC2CCN(CC2)CC)C(=O)N)C=CC(=C1)F FNXSYYLBXIJMSJ-UHFFFAOYSA-N 0.000 claims description 3
IXNFUTXZGWFZOV-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[(1-ethylpyrrolidin-2-yl)methyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NCC2N(CCC2)CC)C(=O)N)C=CC(=C1)F IXNFUTXZGWFZOV-UHFFFAOYSA-N 0.000 claims description 3
YUXHFZLFBGPNLW-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[(1-ethylpyrrolidin-3-yl)methyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NCC2CN(CC2)CC)C(=O)N)C=CC(=C1)F YUXHFZLFBGPNLW-UHFFFAOYSA-N 0.000 claims description 3
LJSYAYNCPYSBOU-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[(1-methylpiperidin-2-yl)methyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NCC2N(CCCC2)C)C(=O)N)C=CC(=C1)F LJSYAYNCPYSBOU-UHFFFAOYSA-N 0.000 claims description 3
OLAXMGNFXODURA-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[(1-methylpiperidin-3-yl)methyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCC2CN(CCC2)C)C(=O)N)C=CC(=C1)F OLAXMGNFXODURA-UHFFFAOYSA-N 0.000 claims description 3
QMLPXGDMZCAVAZ-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[(1-methylpiperidin-4-yl)methyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NCC2CCN(CC2)C)C(=O)N)C=CC(=C1)F QMLPXGDMZCAVAZ-UHFFFAOYSA-N 0.000 claims description 3
IGPBDFZTEWWDIH-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[(1-methylpyrrolidin-3-yl)methyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NCC2CN(CC2)C)C(=O)N)C=CC(=C1)F IGPBDFZTEWWDIH-UHFFFAOYSA-N 0.000 claims description 3
GEASHHNKBPYFQF-KXQLKMDLSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[(2R)-3-methylbutan-2-yl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)N[C@H](C)C(C)C)C(=O)N)C=CC(=C1)F GEASHHNKBPYFQF-KXQLKMDLSA-N 0.000 claims description 3
KMCOZORLDXJWJU-FKSKYRLFSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[(2S)-1-hydroxy-3-methylbutan-2-yl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)N[C@H](CO)C(C)C)C(=O)N)C=CC(=C1)F KMCOZORLDXJWJU-FKSKYRLFSA-N 0.000 claims description 3
HDNDSDMARCQJAE-MFPRGYPFSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[(3R)-pyrrolidin-3-yl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)N[C@H]2CNCC2)C(=O)N)C=CC(=C1)F HDNDSDMARCQJAE-MFPRGYPFSA-N 0.000 claims description 3
HDNDSDMARCQJAE-DBXLBAIQSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[(3S)-pyrrolidin-3-yl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)N[C@@H]2CNCC2)C(=O)N)C=CC(=C1)F HDNDSDMARCQJAE-DBXLBAIQSA-N 0.000 claims description 3
HPDZQHMFXBLDJC-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[2,2-dimethyl-3-(4-methylpiperazin-1-yl)propyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NCC(CN2CCN(CC2)C)(C)C)C(=O)N)C=CC(=C1)F HPDZQHMFXBLDJC-UHFFFAOYSA-N 0.000 claims description 3
BGKYVJOCLDXYLZ-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[2-(1-methylpyrrolidin-2-yl)ethyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NCCC2N(CCC2)C)C(=O)N)C=CC(=C1)F BGKYVJOCLDXYLZ-UHFFFAOYSA-N 0.000 claims description 3
QQQGLMNOGDSHFE-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[2-(2,6-dimethylpiperidin-1-yl)ethyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NCCN2C(CCCC2C)C)C(=O)N)C=CC(=C1)F QQQGLMNOGDSHFE-UHFFFAOYSA-N 0.000 claims description 3
PKLPYDPDHAMMJZ-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[2-(2-methylpiperidin-1-yl)ethyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCN2C(CCCC2)C)C(=O)N)C=CC(=C1)F PKLPYDPDHAMMJZ-UHFFFAOYSA-N 0.000 claims description 3
YMROAOIOFLUCQT-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[2-(2-oxoimidazolidin-1-yl)ethyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NCCN2C(NCC2)=O)C(=O)N)C=CC(=C1)F YMROAOIOFLUCQT-UHFFFAOYSA-N 0.000 claims description 3
WNGRWUWVGHYABO-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[2-(2-oxopyrrolidin-1-yl)ethyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NCCN2C(CCC2)=O)C(=O)N)C=CC(=C1)F WNGRWUWVGHYABO-UHFFFAOYSA-N 0.000 claims description 3
QARTWBFHTAKBPL-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[2-(3,3-difluoropiperidin-1-yl)ethyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCN2CC(CCC2)(F)F)C(=O)N)C=CC(=C1)F QARTWBFHTAKBPL-UHFFFAOYSA-N 0.000 claims description 3
XNKCJSBQIHOSDD-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[2-(3,3-difluoropyrrolidin-1-yl)ethyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCN2CC(CC2)(F)F)C(=O)N)C=CC(=C1)F XNKCJSBQIHOSDD-UHFFFAOYSA-N 0.000 claims description 3
ZNMNXOJIZRLNDL-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[2-(3-fluoropiperidin-1-yl)ethyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCN2CC(CCC2)F)C(=O)N)C=CC(=C1)F ZNMNXOJIZRLNDL-UHFFFAOYSA-N 0.000 claims description 3
QTJBSQWODWKJER-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[2-(3-fluoropiperidin-1-yl)ethyl]-2H-1,3-oxazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCO2)C(=O)NCCN2CC(CCC2)F)C(=O)N)C=CC(=C1)F QTJBSQWODWKJER-UHFFFAOYSA-N 0.000 claims description 3
WKZAOBXQKVGOJM-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[2-(3-hydroxypiperidin-1-yl)ethyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCN2CC(CCC2)O)C(=O)N)C=CC(=C1)F WKZAOBXQKVGOJM-UHFFFAOYSA-N 0.000 claims description 3
MMSNZRMWMWWREN-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[2-(3-methoxypyrrolidin-1-yl)ethyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCN2CC(CC2)OC)C(=O)N)C=CC(=C1)F MMSNZRMWMWWREN-UHFFFAOYSA-N 0.000 claims description 3
PCXGDAKHFYLEIF-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[2-(3-methylpiperidin-1-yl)ethyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCN2CC(CCC2)C)C(=O)N)C=CC(=C1)F PCXGDAKHFYLEIF-UHFFFAOYSA-N 0.000 claims description 3
JLPXVXAVAMDDST-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[2-(4,4-difluoropiperidin-1-yl)ethyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCN2CCC(CC2)(F)F)C(=O)N)C=CC(=C1)F JLPXVXAVAMDDST-UHFFFAOYSA-N 0.000 claims description 3
ULVLHDZDAYPTOZ-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[2-(4-fluoropiperidin-1-yl)ethyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCN2CCC(CC2)F)C(=O)N)C=CC(=C1)F ULVLHDZDAYPTOZ-UHFFFAOYSA-N 0.000 claims description 3
BQVSODWCURXTHR-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[2-(4-hydroxypiperidin-1-yl)ethyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCN2CCC(CC2)O)C(=O)N)C=CC(=C1)F BQVSODWCURXTHR-UHFFFAOYSA-N 0.000 claims description 3
HAAHQTSEJJCMRA-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[2-(4-methylpiperazin-1-yl)ethyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCN2CCN(CC2)C)C(=O)N)C=CC(=C1)F HAAHQTSEJJCMRA-UHFFFAOYSA-N 0.000 claims description 3
IZMALHQUUNJTMP-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[2-(4-methylpiperazin-1-yl)propyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCC(C)N2CCN(CC2)C)C(=O)N)C=CC(=C1)F IZMALHQUUNJTMP-UHFFFAOYSA-N 0.000 claims description 3
BQOHEKZXSQFGKQ-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[2-(4-methylpiperidin-1-yl)ethyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCN2CCC(CC2)C)C(=O)N)C=CC(=C1)F BQOHEKZXSQFGKQ-UHFFFAOYSA-N 0.000 claims description 3
YWJZECXXOYJICW-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[2-(diethylamino)ethyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NCCN(CC)CC)C(=O)N)C=CC(=C1)F YWJZECXXOYJICW-UHFFFAOYSA-N 0.000 claims description 3
JEKNUJUVNYNKBP-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[2-(dimethylamino)-2-methylpropyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NCC(C)(C)N(C)C)C(=O)N)C=CC(=C1)F JEKNUJUVNYNKBP-UHFFFAOYSA-N 0.000 claims description 3
WRABNSQRZLYBKS-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[2-(dimethylamino)ethyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCN(C)C)C(=O)N)C=CC(=C1)F WRABNSQRZLYBKS-UHFFFAOYSA-N 0.000 claims description 3
UHTDAYZIBMRVNV-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[2-(dimethylamino)ethyl]-2-ethyl-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=C(NC2C(=O)NCCN(C)C)CC)C(=O)N)C=CC(=C1)F UHTDAYZIBMRVNV-UHFFFAOYSA-N 0.000 claims description 3
IMNBBGIRHVBYPX-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[2-(dimethylamino)ethyl]-2-propan-2-yl-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=C(NC2C(=O)NCCN(C)C)C(C)C)C(=O)N)C=CC(=C1)F IMNBBGIRHVBYPX-UHFFFAOYSA-N 0.000 claims description 3
XYQUKQBDJRLSJH-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[2-(dimethylamino)ethyl]-2H-1,3-oxazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCO2)C(=O)NCCN(C)C)C(=O)N)C=CC(=C1)F XYQUKQBDJRLSJH-UHFFFAOYSA-N 0.000 claims description 3
JNBGFZQGYMUTTI-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[2-(methylamino)ethyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCNC)C(=O)N)C=CC(=C1)F JNBGFZQGYMUTTI-UHFFFAOYSA-N 0.000 claims description 3
WAEBVPDUCZSODE-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[2-(propan-2-ylamino)ethyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCNC(C)C)C(=O)N)C=CC(=C1)F WAEBVPDUCZSODE-UHFFFAOYSA-N 0.000 claims description 3
PKLPYDPDHAMMJZ-MTLSGOKSSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[2-[(2R)-2-methylpiperidin-1-yl]ethyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCN2[C@@H](CCCC2)C)C(=O)N)C=CC(=C1)F PKLPYDPDHAMMJZ-MTLSGOKSSA-N 0.000 claims description 3
PKLPYDPDHAMMJZ-FUZDQOGZSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[2-[(2S)-2-methylpiperidin-1-yl]ethyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCN2[C@H](CCCC2)C)C(=O)N)C=CC(=C1)F PKLPYDPDHAMMJZ-FUZDQOGZSA-N 0.000 claims description 3
JDBSCCYCCGNGRV-VIBJYCFESA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[2-[(3R)-3-fluoropyrrolidin-1-yl]ethyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCN2C[C@@H](CC2)F)C(=O)N)C=CC(=C1)F JDBSCCYCCGNGRV-VIBJYCFESA-N 0.000 claims description 3
VTSQEOPCUHXDAO-YAOANENCSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[2-[(3R)-3-fluoropyrrolidin-1-yl]ethyl]-2H-1,3-oxazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCO2)C(=O)NCCN2C[C@@H](CC2)F)C(=O)N)C=CC(=C1)F VTSQEOPCUHXDAO-YAOANENCSA-N 0.000 claims description 3
WKZAOBXQKVGOJM-MFDWQKDMSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[2-[(3R)-3-hydroxypiperidin-1-yl]ethyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCN2C[C@@H](CCC2)O)C(=O)N)C=CC(=C1)F WKZAOBXQKVGOJM-MFDWQKDMSA-N 0.000 claims description 3
PCXGDAKHFYLEIF-MTLSGOKSSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[2-[(3R)-3-methylpiperidin-1-yl]ethyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCN2C[C@@H](CCC2)C)C(=O)N)C=CC(=C1)F PCXGDAKHFYLEIF-MTLSGOKSSA-N 0.000 claims description 3
ZNMNXOJIZRLNDL-GGOFIWTKSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[2-[(3S)-3-fluoropiperidin-1-yl]ethyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCN2C[C@H](CCC2)F)C(=O)N)C=CC(=C1)F ZNMNXOJIZRLNDL-GGOFIWTKSA-N 0.000 claims description 3
JDBSCCYCCGNGRV-PJLCYBKHSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[2-[(3S)-3-fluoropyrrolidin-1-yl]ethyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCN2C[C@H](CC2)F)C(=O)N)C=CC(=C1)F JDBSCCYCCGNGRV-PJLCYBKHSA-N 0.000 claims description 3
VTSQEOPCUHXDAO-FXIRQEPWSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[2-[(3S)-3-fluoropyrrolidin-1-yl]ethyl]-2H-1,3-oxazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCO2)C(=O)NCCN2C[C@H](CC2)F)C(=O)N)C=CC(=C1)F VTSQEOPCUHXDAO-FXIRQEPWSA-N 0.000 claims description 3
WKZAOBXQKVGOJM-HHIIEYADSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[2-[(3S)-3-hydroxypiperidin-1-yl]ethyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCN2C[C@H](CCC2)O)C(=O)N)C=CC(=C1)F WKZAOBXQKVGOJM-HHIIEYADSA-N 0.000 claims description 3
BJPOMXOKUYBXIQ-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[2-[di(propan-2-yl)amino]ethyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NCCN(C(C)C)C(C)C)C(=O)N)C=CC(=C1)F BJPOMXOKUYBXIQ-UHFFFAOYSA-N 0.000 claims description 3
VSUFIUVOJIDHLL-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[2-methyl-1-(4-methylpiperazin-1-yl)propan-2-yl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NC(CN2CCN(CC2)C)(C)C)C(=O)N)C=CC(=C1)F VSUFIUVOJIDHLL-UHFFFAOYSA-N 0.000 claims description 3
XQKVZFHGYJGTIE-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[2-methyl-1-(4-methylpiperidin-1-yl)propan-2-yl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NC(CN2CCC(CC2)C)(C)C)C(=O)N)C=CC(=C1)F XQKVZFHGYJGTIE-UHFFFAOYSA-N 0.000 claims description 3
XEUXJAPQDUOXHI-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[2-methyl-2-(4-methylpiperazin-1-yl)propyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCC(C)(N2CCN(CC2)C)C)C(=O)N)C=CC(=C1)F XEUXJAPQDUOXHI-UHFFFAOYSA-N 0.000 claims description 3
OPEUDGHUCUATFO-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[3-(2-methylpiperidin-1-yl)propyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NCCCN2C(CCCC2)C)C(=O)N)C=CC(=C1)F OPEUDGHUCUATFO-UHFFFAOYSA-N 0.000 claims description 3
XHZHYHHNQWQAJA-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[3-(2-oxopyrrolidin-1-yl)propyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCCN2C(CCC2)=O)C(=O)N)C=CC(=C1)F XHZHYHHNQWQAJA-UHFFFAOYSA-N 0.000 claims description 3
CPFWQLFWMPPPSX-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[3-(3-hydroxypiperidin-1-yl)propyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCCN2CC(CCC2)O)C(=O)N)C=CC(=C1)F CPFWQLFWMPPPSX-UHFFFAOYSA-N 0.000 claims description 3
NXYZQBACHVQFRL-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[3-(4-hydroxypiperidin-1-yl)propyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCCN2CCC(CC2)O)C(=O)N)C=CC(=C1)F NXYZQBACHVQFRL-UHFFFAOYSA-N 0.000 claims description 3
QIUOVQNSBULTBI-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[3-(4-methylpiperazin-1-yl)propyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NCCCN2CCN(CC2)C)C(=O)N)C=CC(=C1)F QIUOVQNSBULTBI-UHFFFAOYSA-N 0.000 claims description 3
IGZBTYURTURDOX-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[3-(4-methylpiperidin-1-yl)propyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NCCCN2CCC(CC2)C)C(=O)N)C=CC(=C1)F IGZBTYURTURDOX-UHFFFAOYSA-N 0.000 claims description 3
NPYCJGQUHUSFGX-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[3-(diethylamino)propyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NCCCN(CC)CC)C(=O)N)C=CC(=C1)F NPYCJGQUHUSFGX-UHFFFAOYSA-N 0.000 claims description 3
DSYKUKZGRHGJBA-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[4-(diethylamino)butyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NCCCCN(CC)CC)C(=O)N)C=CC(=C1)F DSYKUKZGRHGJBA-UHFFFAOYSA-N 0.000 claims description 3
KOCZLGSUUAOCEN-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[5-(diethylamino)pentan-2-yl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC(C)CCCN(CC)CC)C(=O)N)C=CC(=C1)F KOCZLGSUUAOCEN-UHFFFAOYSA-N 0.000 claims description 3
BKQSJMKQKVNWRN-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[5-(dimethylamino)pentyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NCCCCCN(C)C)C(=O)N)C=CC(=C1)F BKQSJMKQKVNWRN-UHFFFAOYSA-N 0.000 claims description 3
IXNFUTXZGWFZOV-YDONVPIESA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[[(2R)-1-ethylpyrrolidin-2-yl]methyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC[C@@H]2N(CCC2)CC)C(=O)N)C=CC(=C1)F IXNFUTXZGWFZOV-YDONVPIESA-N 0.000 claims description 3
IRKOTPZRHRDJIT-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-cyclopropyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC2CC2)C(=O)N)C=CC(=C1)F IRKOTPZRHRDJIT-UHFFFAOYSA-N 0.000 claims description 3
TUPVOABDFOOYOU-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-ethyl-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCC)C(=O)N)C=CC(=C1)F TUPVOABDFOOYOU-UHFFFAOYSA-N 0.000 claims description 3
OTRJGEZMEXQVMU-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-methyl-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NC)C(=O)N)C=CC(=C1)F OTRJGEZMEXQVMU-UHFFFAOYSA-N 0.000 claims description 3
VBWDQKSXIXQTDY-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-methyl-2H-1,3-oxazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCO2)C(=O)NC)C(=O)N)C=CC(=C1)F VBWDQKSXIXQTDY-UHFFFAOYSA-N 0.000 claims description 3
FAUQZZDOYVXTMM-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-propan-2-yl-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NC(C)C)C(=O)N)C=CC(=C1)F FAUQZZDOYVXTMM-UHFFFAOYSA-N 0.000 claims description 3
VFICCFKROWPQLU-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-propan-2-yl-2H-1,3-oxazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCO2)C(=O)NC(C)C)C(=O)N)C=CC(=C1)F VFICCFKROWPQLU-UHFFFAOYSA-N 0.000 claims description 3
YDNRNZMLOKLJNN-UHFFFAOYSA-N 5-[4-[(2-chloro-4-hydroxybenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=CC(=C1)O YDNRNZMLOKLJNN-UHFFFAOYSA-N 0.000 claims description 3
DBKAYTPGMDGUAB-UHFFFAOYSA-N 5-[4-[(2-chloro-4-methoxybenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=CC(=C1)OC DBKAYTPGMDGUAB-UHFFFAOYSA-N 0.000 claims description 3
WAIKVFGMFAEBEY-UHFFFAOYSA-N 5-[4-[(2-chloro-4-methylbenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=CC(=C1)C WAIKVFGMFAEBEY-UHFFFAOYSA-N 0.000 claims description 3
RZAWERYOPGJNGL-UHFFFAOYSA-N 5-[4-[(2-chloro-4-methylsulfonylbenzoyl)amino]phenyl]-4-N-(2-piperidin-1-ylethyl)-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NCCN2CCCCC2)C(=O)N)C=CC(=C1)S(=O)(=O)C RZAWERYOPGJNGL-UHFFFAOYSA-N 0.000 claims description 3
QTHYPCVVUMUBFS-UHFFFAOYSA-N 5-[4-[(2-chloro-4-methylsulfonylbenzoyl)amino]phenyl]-4-N-[2-(dimethylamino)ethyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NCCN(C)C)C(=O)N)C=CC(=C1)S(=O)(=O)C QTHYPCVVUMUBFS-UHFFFAOYSA-N 0.000 claims description 3
IORRSLJRZBUWAY-UHFFFAOYSA-N 5-[4-[(2-chloro-4-methylsulfonylbenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=CC(=C1)S(=O)(=O)C IORRSLJRZBUWAY-UHFFFAOYSA-N 0.000 claims description 3
YWDJYIQAABJHSP-UHFFFAOYSA-N 5-[4-[(2-chloro-5-fluorobenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=C(C=C1)F YWDJYIQAABJHSP-UHFFFAOYSA-N 0.000 claims description 3
YUGVQFGJFRSYHY-UHFFFAOYSA-N 5-[4-[(2-chloro-5-hydroxybenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=C(C=C1)O YUGVQFGJFRSYHY-UHFFFAOYSA-N 0.000 claims description 3
SJFRIVUVQOFLDK-UHFFFAOYSA-N 5-[4-[(2-chloro-5-methoxybenzoyl)amino]phenyl]-4-N-ethyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NCC)C(=O)N)C=C(C=C1)OC SJFRIVUVQOFLDK-UHFFFAOYSA-N 0.000 claims description 3
VVODVARHHCJQIB-UHFFFAOYSA-N 5-[4-[(2-chloro-6-methylbenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C(=CC=C1)C VVODVARHHCJQIB-UHFFFAOYSA-N 0.000 claims description 3
XSKVSQDYUDPPAZ-UHFFFAOYSA-N 5-[4-[(2-chlorobenzoyl)amino]-3-fluorophenyl]-4-N-(2-piperidin-1-ylethyl)-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=C(C=C(C=C2)C2(C(=NCN2)C(=O)NCCN2CCCCC2)C(=O)N)F)C=CC=C1 XSKVSQDYUDPPAZ-UHFFFAOYSA-N 0.000 claims description 3
TYNMKZINVDYPMZ-UHFFFAOYSA-N 5-[4-[(2-chlorobenzoyl)amino]-3-fluorophenyl]-4-N-[2-(dimethylamino)ethyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=C(C=C(C=C2)C2(C(=NCN2)C(=O)NCCN(C)C)C(=O)N)F)C=CC=C1 TYNMKZINVDYPMZ-UHFFFAOYSA-N 0.000 claims description 3
VSQLRTHWFRBRPB-UHFFFAOYSA-N 5-[4-[(2-chlorobenzoyl)amino]-3-fluorophenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=C(C=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)F)C=CC=C1 VSQLRTHWFRBRPB-UHFFFAOYSA-N 0.000 claims description 3
WDCZOVAZLUXCPS-UHFFFAOYSA-N 5-[4-[(2-chlorobenzoyl)amino]-3-methoxyphenyl]-4-N-(2-piperidin-1-ylethyl)-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=C(C=C(C=C2)C2(C(=NCN2)C(=O)NCCN2CCCCC2)C(=O)N)OC)C=CC=C1 WDCZOVAZLUXCPS-UHFFFAOYSA-N 0.000 claims description 3
BCIPPWQFFRZXHN-UHFFFAOYSA-N 5-[4-[(2-chlorobenzoyl)amino]-3-methoxyphenyl]-4-N-[2-(dimethylamino)ethyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=C(C=C(C=C2)C2(C(=NCN2)C(=O)NCCN(C)C)C(=O)N)OC)C=CC=C1 BCIPPWQFFRZXHN-UHFFFAOYSA-N 0.000 claims description 3
YLKCGWQNEHDXIS-UHFFFAOYSA-N 5-[4-[(2-chlorobenzoyl)amino]-3-methoxyphenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=C(C=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)OC)C=CC=C1 YLKCGWQNEHDXIS-UHFFFAOYSA-N 0.000 claims description 3
KQVXFDZMDXBBCT-UHFFFAOYSA-N 5-[4-[(2-chlorobenzoyl)amino]-3-methylphenyl]-4-N-(2-piperidin-1-ylethyl)-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=C(C=C(C=C2)C2(C(=NCN2)C(=O)NCCN2CCCCC2)C(=O)N)C)C=CC=C1 KQVXFDZMDXBBCT-UHFFFAOYSA-N 0.000 claims description 3
RIVBPOIFFJQYHB-UHFFFAOYSA-N 5-[4-[(2-chlorobenzoyl)amino]-3-methylphenyl]-4-N-[2-(dimethylamino)ethyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=C(C=C(C=C2)C2(C(=NCN2)C(=O)NCCN(C)C)C(=O)N)C)C=CC=C1 RIVBPOIFFJQYHB-UHFFFAOYSA-N 0.000 claims description 3
WHAFESCZHPKGPY-UHFFFAOYSA-N 5-[4-[(2-chlorobenzoyl)amino]-3-methylphenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=C(C=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C)C=CC=C1 WHAFESCZHPKGPY-UHFFFAOYSA-N 0.000 claims description 3
AHFWBRZZDMBPGZ-UHFFFAOYSA-N 5-[4-[(2-chlorobenzoyl)amino]phenyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)N)C(=O)N)C=CC=C1 AHFWBRZZDMBPGZ-UHFFFAOYSA-N 0.000 claims description 3
QPUDNGXEBHBZSX-UHFFFAOYSA-N 5-[4-[(2-chlorobenzoyl)amino]phenyl]-4-N-(1,3-dihydroxypropan-2-yl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NC(CO)CO)C(=O)N)C=CC=C1 QPUDNGXEBHBZSX-UHFFFAOYSA-N 0.000 claims description 3
UFNYAABCXPZJBZ-UHFFFAOYSA-N 5-[4-[(2-chlorobenzoyl)amino]phenyl]-4-N-(1-morpholin-4-ylpropan-2-yl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NC(CN2CCOCC2)C)C(=O)N)C=CC=C1 UFNYAABCXPZJBZ-UHFFFAOYSA-N 0.000 claims description 3
YLVSNOQRBCNGOL-UHFFFAOYSA-N 5-[4-[(2-chlorobenzoyl)amino]phenyl]-4-N-(2,2-dimethylpropyl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCC(C)(C)C)C(=O)N)C=CC=C1 YLVSNOQRBCNGOL-UHFFFAOYSA-N 0.000 claims description 3
QKPRMLGVNHTVTL-UHFFFAOYSA-N 5-[4-[(2-chlorobenzoyl)amino]phenyl]-4-N-(2-fluoroethyl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCF)C(=O)N)C=CC=C1 QKPRMLGVNHTVTL-UHFFFAOYSA-N 0.000 claims description 3
BLFJESGYCCWFIX-UHFFFAOYSA-N 5-[4-[(2-chlorobenzoyl)amino]phenyl]-4-N-(2-methyl-1-morpholin-4-ylpropan-2-yl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NC(CN2CCOCC2)(C)C)C(=O)N)C=CC=C1 BLFJESGYCCWFIX-UHFFFAOYSA-N 0.000 claims description 3
RKXHURVXESRGBC-UHFFFAOYSA-N 5-[4-[(2-chlorobenzoyl)amino]phenyl]-4-N-(2-methyl-1-piperidin-1-ylpropan-2-yl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NC(CN2CCCCC2)(C)C)C(=O)N)C=CC=C1 RKXHURVXESRGBC-UHFFFAOYSA-N 0.000 claims description 3
KHDYHJWMZRZHGB-UHFFFAOYSA-N 5-[4-[(2-chlorobenzoyl)amino]phenyl]-4-N-(2-methyl-2-piperidin-1-ylpropyl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCC(C)(N2CCCCC2)C)C(=O)N)C=CC=C1 KHDYHJWMZRZHGB-UHFFFAOYSA-N 0.000 claims description 3
DADDZUBYFFZECG-UHFFFAOYSA-N 5-[4-[(2-chlorobenzoyl)amino]phenyl]-4-N-(2-piperidin-1-ylethyl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCN2CCCCC2)C(=O)N)C=CC=C1 DADDZUBYFFZECG-UHFFFAOYSA-N 0.000 claims description 3
GOLPKTRVPGICMH-UHFFFAOYSA-N 5-[4-[(2-chlorobenzoyl)amino]phenyl]-4-N-(2-piperidin-1-ylpropyl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCC(C)N2CCCCC2)C(=O)N)C=CC=C1 GOLPKTRVPGICMH-UHFFFAOYSA-N 0.000 claims description 3
NPZCUCUWNDHFFX-UHFFFAOYSA-N 5-[4-[(2-chlorobenzoyl)amino]phenyl]-4-N-(2-pyrrolidin-1-ylethyl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCN2CCCC2)C(=O)N)C=CC=C1 NPZCUCUWNDHFFX-UHFFFAOYSA-N 0.000 claims description 3
OVGQVWPAGYARKE-UHFFFAOYSA-N 5-[4-[(2-chlorobenzoyl)amino]phenyl]-4-N-(3-morpholin-4-ylpropyl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCCN2CCOCC2)C(=O)N)C=CC=C1 OVGQVWPAGYARKE-UHFFFAOYSA-N 0.000 claims description 3
NPIYIXAEQSWLIP-UHFFFAOYSA-N 5-[4-[(2-chlorobenzoyl)amino]phenyl]-4-N-(4-methylpiperazin-1-yl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NN2CCN(CC2)C)C(=O)N)C=CC=C1 NPIYIXAEQSWLIP-UHFFFAOYSA-N 0.000 claims description 3
RPIDPXGWSUZCDM-UHFFFAOYSA-N 5-[4-[(2-chlorobenzoyl)amino]phenyl]-4-N-(4-piperidin-1-ylbutyl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCCCN2CCCCC2)C(=O)N)C=CC=C1 RPIDPXGWSUZCDM-UHFFFAOYSA-N 0.000 claims description 3
CKNDVAOFXCPVSE-UHFFFAOYSA-N 5-[4-[(2-chlorobenzoyl)amino]phenyl]-4-N-[2-(2-methylpiperidin-1-yl)ethyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCN2C(CCCC2)C)C(=O)N)C=CC=C1 CKNDVAOFXCPVSE-UHFFFAOYSA-N 0.000 claims description 3
YMUMLBUIIMXZPA-UHFFFAOYSA-N 5-[4-[(2-chlorobenzoyl)amino]phenyl]-4-N-[2-(3-hydroxypiperidin-1-yl)ethyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCN2CC(CCC2)O)C(=O)N)C=CC=C1 YMUMLBUIIMXZPA-UHFFFAOYSA-N 0.000 claims description 3
MDOBKBZCJHSOJH-UHFFFAOYSA-N 5-[4-[(2-chlorobenzoyl)amino]phenyl]-4-N-[2-(3-methylpiperidin-1-yl)ethyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCN2CC(CCC2)C)C(=O)N)C=CC=C1 MDOBKBZCJHSOJH-UHFFFAOYSA-N 0.000 claims description 3
QHULKLYNOFBEBU-UHFFFAOYSA-N 5-[4-[(2-chlorobenzoyl)amino]phenyl]-4-N-[2-(4,4-difluoropiperidin-1-yl)ethyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCN2CCC(CC2)(F)F)C(=O)N)C=CC=C1 QHULKLYNOFBEBU-UHFFFAOYSA-N 0.000 claims description 3
JAGDVTBSZMHATR-UHFFFAOYSA-N 5-[4-[(2-chlorobenzoyl)amino]phenyl]-4-N-[2-(4-hydroxypiperidin-1-yl)ethyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCN2CCC(CC2)O)C(=O)N)C=CC=C1 JAGDVTBSZMHATR-UHFFFAOYSA-N 0.000 claims description 3
BFWJMHIHXNGEBM-UHFFFAOYSA-N 5-[4-[(2-chlorobenzoyl)amino]phenyl]-4-N-[2-(4-methylpiperazin-1-yl)propyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCC(C)N2CCN(CC2)C)C(=O)N)C=CC=C1 BFWJMHIHXNGEBM-UHFFFAOYSA-N 0.000 claims description 3
ZUURFCNYSWRFCW-UHFFFAOYSA-N 5-[4-[(2-chlorobenzoyl)amino]phenyl]-4-N-[2-(4-methylpiperidin-1-yl)ethyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCN2CCC(CC2)C)C(=O)N)C=CC=C1 ZUURFCNYSWRFCW-UHFFFAOYSA-N 0.000 claims description 3
BQBSECJMYXMISP-UHFFFAOYSA-N 5-[4-[(2-chlorobenzoyl)amino]phenyl]-4-N-[2-methyl-1-(4-methylpiperazin-1-yl)propan-2-yl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NC(CN2CCN(CC2)C)(C)C)C(=O)N)C=CC=C1 BQBSECJMYXMISP-UHFFFAOYSA-N 0.000 claims description 3
VBNXHJIANQLMOI-UHFFFAOYSA-N 5-[4-[(2-chlorobenzoyl)amino]phenyl]-4-N-[2-methyl-1-(4-methylpiperidin-1-yl)propan-2-yl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NC(CN2CCC(CC2)C)(C)C)C(=O)N)C=CC=C1 VBNXHJIANQLMOI-UHFFFAOYSA-N 0.000 claims description 3
YHGVPLQJCQRYSC-UHFFFAOYSA-N 5-[4-[(2-chlorobenzoyl)amino]phenyl]-4-N-[2-methyl-2-(4-methylpiperazin-1-yl)propyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCC(C)(N2CCN(CC2)C)C)C(=O)N)C=CC=C1 YHGVPLQJCQRYSC-UHFFFAOYSA-N 0.000 claims description 3
WGTVZHMNLNLVAB-UHFFFAOYSA-N 5-[4-[(2-chlorobenzoyl)amino]phenyl]-4-N-[3-(4-methylpiperazin-1-yl)propyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCCN2CCN(CC2)C)C(=O)N)C=CC=C1 WGTVZHMNLNLVAB-UHFFFAOYSA-N 0.000 claims description 3
BTZXSGSLXKASCX-UHFFFAOYSA-N 5-[4-[(2-chlorobenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=CC=C1 BTZXSGSLXKASCX-UHFFFAOYSA-N 0.000 claims description 3
KYOARZBFBDVLIL-UHFFFAOYSA-N 5-[4-[(2-chloropyridine-3-carbonyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=NC=CC=C1C(=O)NC1=CC=C(C=C1)C1(C(=NCN1)C(=O)NC)C(=O)N KYOARZBFBDVLIL-UHFFFAOYSA-N 0.000 claims description 3
FJKLKYPYTLUTPW-UHFFFAOYSA-N 5-[4-[(2-ethylbenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound C(C)C1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=CC=C1 FJKLKYPYTLUTPW-UHFFFAOYSA-N 0.000 claims description 3
DRNPNQMVGQZRFJ-UHFFFAOYSA-N 5-[4-[(2-fluoro-4-pyrrolidin-1-ylbenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound FC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=CC(=C1)N1CCCC1 DRNPNQMVGQZRFJ-UHFFFAOYSA-N 0.000 claims description 3
LBFPEFWSSSIPGL-UHFFFAOYSA-N 5-[4-[(2-fluoro-6-methylbenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound FC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C(=CC=C1)C LBFPEFWSSSIPGL-UHFFFAOYSA-N 0.000 claims description 3
MQXLYNYETPEBLH-UHFFFAOYSA-N 5-[4-[(2-fluorobenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound FC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=CC=C1 MQXLYNYETPEBLH-UHFFFAOYSA-N 0.000 claims description 3
RAASRFWRFIYRDE-UHFFFAOYSA-N 5-[4-[(3,4-dichlorobenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC=1C=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=CC=1Cl RAASRFWRFIYRDE-UHFFFAOYSA-N 0.000 claims description 3
HKSPMOLDYMFAOH-UHFFFAOYSA-N 5-[4-[(3,4-difluorobenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound FC=1C=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=CC=1F HKSPMOLDYMFAOH-UHFFFAOYSA-N 0.000 claims description 3
NLNYXKHUKRPCGQ-UHFFFAOYSA-N 5-[4-[(3-chloro-2,4-difluorobenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC=1C(=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=CC=1F)F NLNYXKHUKRPCGQ-UHFFFAOYSA-N 0.000 claims description 3
VJBITMZLTSUDCG-UHFFFAOYSA-N 5-[4-[(3-chloro-2-methylbenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC=1C(=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=CC=1)C VJBITMZLTSUDCG-UHFFFAOYSA-N 0.000 claims description 3
XRIKHLUCEBXWST-UHFFFAOYSA-N 5-[4-[(3-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC=1C=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=CC=1F XRIKHLUCEBXWST-UHFFFAOYSA-N 0.000 claims description 3
INMKKBTUHDVZIT-UHFFFAOYSA-N 5-[4-[(3-chlorobenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC=1C=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=CC=1 INMKKBTUHDVZIT-UHFFFAOYSA-N 0.000 claims description 3
ZIRCPHOFRSPKDN-UHFFFAOYSA-N 5-[4-[(3-chloropyrazine-2-carbonyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC=1C(=NC=CN=1)C(=O)NC1=CC=C(C=C1)C1(C(=NCN1)C(=O)NC)C(=O)N ZIRCPHOFRSPKDN-UHFFFAOYSA-N 0.000 claims description 3
FINQYUVVIVEOAR-UHFFFAOYSA-N 5-[4-[(3-chloropyridine-2-carbonyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC=1C(=NC=CC=1)C(=O)NC1=CC=C(C=C1)C1(C(=NCN1)C(=O)NC)C(=O)N FINQYUVVIVEOAR-UHFFFAOYSA-N 0.000 claims description 3
GWDPAIJUAOYAGN-UHFFFAOYSA-N 5-[4-[(3-chloropyridine-4-carbonyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=CN=C1 GWDPAIJUAOYAGN-UHFFFAOYSA-N 0.000 claims description 3
HLCOVQLGJUUOIS-UHFFFAOYSA-N 5-[4-[(3-fluoro-2-methylbenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound FC=1C(=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=CC=1)C HLCOVQLGJUUOIS-UHFFFAOYSA-N 0.000 claims description 3
LBIAXQWPSAMXGU-UHFFFAOYSA-N 5-[4-[(3-fluoro-4-methoxybenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound FC=1C=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=CC=1OC LBIAXQWPSAMXGU-UHFFFAOYSA-N 0.000 claims description 3
LAZJXCTXWNSFHV-UHFFFAOYSA-N 5-[4-[(3-fluoro-4-methylbenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound FC=1C=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=CC=1C LAZJXCTXWNSFHV-UHFFFAOYSA-N 0.000 claims description 3
PJVNDBJQMVBVCV-UHFFFAOYSA-N 5-[4-[(3-fluorobenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound FC=1C=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=CC=1 PJVNDBJQMVBVCV-UHFFFAOYSA-N 0.000 claims description 3
HUIXMXDOYWJZAJ-UHFFFAOYSA-N 5-[4-[(4,5-difluoro-2-methylbenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound FC1=CC(=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=C1F)C HUIXMXDOYWJZAJ-UHFFFAOYSA-N 0.000 claims description 3
IURXZLSBFORSAY-UHFFFAOYSA-N 5-[4-[(4-bromo-2-chlorobenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound BrC1=CC(=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=C1)Cl IURXZLSBFORSAY-UHFFFAOYSA-N 0.000 claims description 3
UKOAASCKPCADNW-UHFFFAOYSA-N 5-[4-[(4-chloro-2-fluorobenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=CC(=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=C1)F UKOAASCKPCADNW-UHFFFAOYSA-N 0.000 claims description 3
KIURMJSATTZDNL-UHFFFAOYSA-N 5-[4-[(4-chlorobenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=CC=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=C1 KIURMJSATTZDNL-UHFFFAOYSA-N 0.000 claims description 3
IJTGALDASOXHSX-UHFFFAOYSA-N 5-[4-[(4-chloropyridine-3-carbonyl)amino]phenyl]-4-N-ethyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C=NC=C1)C(=O)NC1=CC=C(C=C1)C1(C(=NCN1)C(=O)NCC)C(=O)N IJTGALDASOXHSX-UHFFFAOYSA-N 0.000 claims description 3
BSBIERCKDRTMBV-UHFFFAOYSA-N 5-[4-[(4-chloropyridine-3-carbonyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C=NC=C1)C(=O)NC1=CC=C(C=C1)C1(C(=NCN1)C(=O)NC)C(=O)N BSBIERCKDRTMBV-UHFFFAOYSA-N 0.000 claims description 3
ACWJIRZSDQEFNL-UHFFFAOYSA-N 5-[4-[(4-cyano-2-fluorobenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound C(#N)C1=CC(=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=C1)F ACWJIRZSDQEFNL-UHFFFAOYSA-N 0.000 claims description 3
CHDGBMPPJKWYAV-UHFFFAOYSA-N 5-[4-[(4-cyano-3-fluorobenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound C(#N)C1=C(C=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=C1)F CHDGBMPPJKWYAV-UHFFFAOYSA-N 0.000 claims description 3
HPDKEPULJHIHJF-UHFFFAOYSA-N 5-[4-[(4-cyanobenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound C(#N)C1=CC=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=C1 HPDKEPULJHIHJF-UHFFFAOYSA-N 0.000 claims description 3
KFSMRDKSIKANOT-UHFFFAOYSA-N 5-[4-[(4-fluoro-2,6-dimethylbenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound FC1=CC(=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C(=C1)C)C KFSMRDKSIKANOT-UHFFFAOYSA-N 0.000 claims description 3
YCCUHBPCDLIFEM-UHFFFAOYSA-N 5-[4-[(4-fluoro-2-iodobenzoyl)amino]phenyl]-4-N-(2-piperidin-1-ylethyl)-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound FC1=CC(=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NCCN2CCCCC2)C(=O)N)C=C1)I YCCUHBPCDLIFEM-UHFFFAOYSA-N 0.000 claims description 3
FBNUBWBXTYHNHQ-UHFFFAOYSA-N 5-[4-[(4-fluoro-2-iodobenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound FC1=CC(=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=C1)I FBNUBWBXTYHNHQ-UHFFFAOYSA-N 0.000 claims description 3
USBXBZDVFJSORG-UHFFFAOYSA-N 5-[4-[(4-fluorobenzoyl)amino]-3-methoxyphenyl]-4-N-(2-piperidin-1-ylethyl)-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound FC1=CC=C(C(=O)NC2=C(C=C(C=C2)C2(C(=NCN2)C(=O)NCCN2CCCCC2)C(=O)N)OC)C=C1 USBXBZDVFJSORG-UHFFFAOYSA-N 0.000 claims description 3
JALUUFOWVVDQMI-UHFFFAOYSA-N 5-[4-[(4-fluorobenzoyl)amino]-3-methylphenyl]-4-N-(2-piperidin-1-ylethyl)-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound FC1=CC=C(C(=O)NC2=C(C=C(C=C2)C2(C(=NCN2)C(=O)NCCN2CCCCC2)C(=O)N)C)C=C1 JALUUFOWVVDQMI-UHFFFAOYSA-N 0.000 claims description 3
LYQZNDGKUCTJFS-UHFFFAOYSA-N 5-[4-[(4-fluorobenzoyl)amino]phenyl]-4-N-(2-fluoroethyl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound FC1=CC=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCF)C(=O)N)C=C1 LYQZNDGKUCTJFS-UHFFFAOYSA-N 0.000 claims description 3
HIBDQIIYRNYAFG-UHFFFAOYSA-N 5-[4-[(4-fluorobenzoyl)amino]phenyl]-4-N-(2-hydroxyethyl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound FC1=CC=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCO)C(=O)N)C=C1 HIBDQIIYRNYAFG-UHFFFAOYSA-N 0.000 claims description 3
YHLVLPOJUZQTPJ-UHFFFAOYSA-N 5-[4-[(4-fluorobenzoyl)amino]phenyl]-4-N-(2-methoxyethyl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound FC1=CC=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCOC)C(=O)N)C=C1 YHLVLPOJUZQTPJ-UHFFFAOYSA-N 0.000 claims description 3
OKVQBFTUPIICRU-UHFFFAOYSA-N 5-[4-[(4-fluorobenzoyl)amino]phenyl]-4-N-(2-methyl-1-morpholin-4-ylpropan-2-yl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound FC1=CC=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NC(CN2CCOCC2)(C)C)C(=O)N)C=C1 OKVQBFTUPIICRU-UHFFFAOYSA-N 0.000 claims description 3
CZKWYFOCOCDNJI-UHFFFAOYSA-N 5-[4-[(4-fluorobenzoyl)amino]phenyl]-4-N-(2-methyl-1-piperidin-1-ylpropan-2-yl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound FC1=CC=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NC(CN2CCCCC2)(C)C)C(=O)N)C=C1 CZKWYFOCOCDNJI-UHFFFAOYSA-N 0.000 claims description 3
JJSDWMWYSSGMFY-UHFFFAOYSA-N 5-[4-[(4-fluorobenzoyl)amino]phenyl]-4-N-(2-methyl-2-piperidin-1-ylpropyl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound FC1=CC=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCC(C)(N2CCCCC2)C)C(=O)N)C=C1 JJSDWMWYSSGMFY-UHFFFAOYSA-N 0.000 claims description 3
KNNLDKMHXGKGGC-UHFFFAOYSA-N 5-[4-[(4-fluorobenzoyl)amino]phenyl]-4-N-(2-methylpropyl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound FC1=CC=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCC(C)C)C(=O)N)C=C1 KNNLDKMHXGKGGC-UHFFFAOYSA-N 0.000 claims description 3
SRFIKKVGNKOUKE-UHFFFAOYSA-N 5-[4-[(4-fluorobenzoyl)amino]phenyl]-4-N-(2-morpholin-4-ylethyl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound FC1=CC=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCN2CCOCC2)C(=O)N)C=C1 SRFIKKVGNKOUKE-UHFFFAOYSA-N 0.000 claims description 3
KAKQIVLORYLFSS-UHFFFAOYSA-N 5-[4-[(4-fluorobenzoyl)amino]phenyl]-4-N-(2-piperidin-1-ylpropyl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound FC1=CC=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCC(C)N2CCCCC2)C(=O)N)C=C1 KAKQIVLORYLFSS-UHFFFAOYSA-N 0.000 claims description 3
MXOJKGVMWTYOQX-UHFFFAOYSA-N 5-[4-[(4-fluorobenzoyl)amino]phenyl]-4-N-(2-pyrrolidin-1-ylethyl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound FC1=CC=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCN2CCCC2)C(=O)N)C=C1 MXOJKGVMWTYOQX-UHFFFAOYSA-N 0.000 claims description 3
ZZPCUIUMSRFILF-UHFFFAOYSA-N 5-[4-[(4-fluorobenzoyl)amino]phenyl]-4-N-(3-morpholin-4-ylpropyl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound FC1=CC=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCCN2CCOCC2)C(=O)N)C=C1 ZZPCUIUMSRFILF-UHFFFAOYSA-N 0.000 claims description 3
GQXJUFNKQBZZQA-UHFFFAOYSA-N 5-[4-[(4-fluorobenzoyl)amino]phenyl]-4-N-(4-methylpiperazin-1-yl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound FC1=CC=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NN2CCN(CC2)C)C(=O)N)C=C1 GQXJUFNKQBZZQA-UHFFFAOYSA-N 0.000 claims description 3
LMFALGMDRUKQKF-UHFFFAOYSA-N 5-[4-[(4-fluorobenzoyl)amino]phenyl]-4-N-(4-piperidin-1-ylbutyl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound FC1=CC=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCCCN2CCCCC2)C(=O)N)C=C1 LMFALGMDRUKQKF-UHFFFAOYSA-N 0.000 claims description 3
MODZXWRZJPSHEL-POZJOEGFSA-N 5-[4-[(4-fluorobenzoyl)amino]phenyl]-4-N-[(2R)-3-methylbutan-2-yl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound FC1=CC=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)N[C@H](C)C(C)C)C(=O)N)C=C1 MODZXWRZJPSHEL-POZJOEGFSA-N 0.000 claims description 3
PHBHFGIUUSBFQX-UHFFFAOYSA-N 5-[4-[(4-fluorobenzoyl)amino]phenyl]-4-N-[2-(2-methylpiperidin-1-yl)ethyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound FC1=CC=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCN2C(CCCC2)C)C(=O)N)C=C1 PHBHFGIUUSBFQX-UHFFFAOYSA-N 0.000 claims description 3
YMQQOCCRKXSCCC-UHFFFAOYSA-N 5-[4-[(4-fluorobenzoyl)amino]phenyl]-4-N-[2-(3-hydroxypiperidin-1-yl)ethyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound FC1=CC=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCN2CC(CCC2)O)C(=O)N)C=C1 YMQQOCCRKXSCCC-UHFFFAOYSA-N 0.000 claims description 3
LQBXSLSQFXDYOI-UHFFFAOYSA-N 5-[4-[(4-fluorobenzoyl)amino]phenyl]-4-N-[2-(3-methylpiperidin-1-yl)ethyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound FC1=CC=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCN2CC(CCC2)C)C(=O)N)C=C1 LQBXSLSQFXDYOI-UHFFFAOYSA-N 0.000 claims description 3
WNAOWKJRZWSKHV-UHFFFAOYSA-N 5-[4-[(4-fluorobenzoyl)amino]phenyl]-4-N-[2-(4-hydroxypiperidin-1-yl)ethyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound FC1=CC=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCN2CCC(CC2)O)C(=O)N)C=C1 WNAOWKJRZWSKHV-UHFFFAOYSA-N 0.000 claims description 3
IRACWIHCFRHLFJ-UHFFFAOYSA-N 5-[4-[(4-fluorobenzoyl)amino]phenyl]-4-N-[2-(4-methylpiperazin-1-yl)propyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound FC1=CC=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCC(C)N2CCN(CC2)C)C(=O)N)C=C1 IRACWIHCFRHLFJ-UHFFFAOYSA-N 0.000 claims description 3
JNJPYBPKXPUDOD-UHFFFAOYSA-N 5-[4-[(4-fluorobenzoyl)amino]phenyl]-4-N-[2-(4-methylpiperidin-1-yl)ethyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound FC1=CC=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCN2CCC(CC2)C)C(=O)N)C=C1 JNJPYBPKXPUDOD-UHFFFAOYSA-N 0.000 claims description 3
PZYPLQTZGFHYRB-UHFFFAOYSA-N 5-[4-[(4-fluorobenzoyl)amino]phenyl]-4-N-[2-methyl-1-(4-methylpiperazin-1-yl)propan-2-yl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound FC1=CC=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NC(CN2CCN(CC2)C)(C)C)C(=O)N)C=C1 PZYPLQTZGFHYRB-UHFFFAOYSA-N 0.000 claims description 3
AKKOCIPEOOBYRV-UHFFFAOYSA-N 5-[4-[(4-fluorobenzoyl)amino]phenyl]-4-N-[2-methyl-1-(4-methylpiperidin-1-yl)propan-2-yl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound FC1=CC=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NC(CN2CCC(CC2)C)(C)C)C(=O)N)C=C1 AKKOCIPEOOBYRV-UHFFFAOYSA-N 0.000 claims description 3
DGUVKUGXCLWYKA-UHFFFAOYSA-N 5-[4-[(4-fluorobenzoyl)amino]phenyl]-4-N-[2-methyl-2-(4-methylpiperazin-1-yl)propyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound FC1=CC=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCC(C)(N2CCN(CC2)C)C)C(=O)N)C=C1 DGUVKUGXCLWYKA-UHFFFAOYSA-N 0.000 claims description 3
KPPNSRKXIXHXFB-UHFFFAOYSA-N 5-[4-[(4-fluorobenzoyl)amino]phenyl]-4-N-[3-(4-methylpiperazin-1-yl)propyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound FC1=CC=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCCN2CCN(CC2)C)C(=O)N)C=C1 KPPNSRKXIXHXFB-UHFFFAOYSA-N 0.000 claims description 3
NVMYGWYWMQPHQP-UHFFFAOYSA-N 5-[4-[(5-bromo-2-chlorobenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound BrC=1C=CC(=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=1)Cl NVMYGWYWMQPHQP-UHFFFAOYSA-N 0.000 claims description 3
OKTYYMRPGAROTO-UHFFFAOYSA-N 5-[4-[(5-chloro-1-methyl-3-phenylpyrazole-4-carbonyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=NN1C)C1=CC=CC=C1)C(=O)NC1=CC=C(C=C1)C1(C(=NCN1)C(=O)NC)C(=O)N OKTYYMRPGAROTO-UHFFFAOYSA-N 0.000 claims description 3
KFIOPKQLFBTFRK-UHFFFAOYSA-N 5-[4-[(5-cyano-2-fluorobenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound C(#N)C=1C=CC(=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=1)F KFIOPKQLFBTFRK-UHFFFAOYSA-N 0.000 claims description 3
TVQRJDXEZPOTFA-UHFFFAOYSA-N 5-[4-[[2-(difluoromethyl)benzoyl]amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound FC(C1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=CC=C1)F TVQRJDXEZPOTFA-UHFFFAOYSA-N 0.000 claims description 3
FBAOHXYFRFJICZ-UHFFFAOYSA-N 5-[4-[[2-bromo-5-(trifluoromethoxy)benzoyl]amino]phenyl]-4-N-(2-piperidin-1-ylethyl)-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound BrC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NCCN2CCCCC2)C(=O)N)C=C(C=C1)OC(F)(F)F FBAOHXYFRFJICZ-UHFFFAOYSA-N 0.000 claims description 3
NMTUWOGEZJMLND-UHFFFAOYSA-N 5-[4-[[2-bromo-5-(trifluoromethoxy)benzoyl]amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound BrC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=C(C=C1)OC(F)(F)F NMTUWOGEZJMLND-UHFFFAOYSA-N 0.000 claims description 3
JJNRTIDBTLCADP-UHFFFAOYSA-N 5-[4-[[2-chloro-3-(trifluoromethyl)benzoyl]amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=CC=C1C(F)(F)F JJNRTIDBTLCADP-UHFFFAOYSA-N 0.000 claims description 3
VMUSKDYKZTXYNI-UHFFFAOYSA-N 5-[4-[[2-chloro-4-(dimethylamino)benzoyl]amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=CC(=C1)N(C)C VMUSKDYKZTXYNI-UHFFFAOYSA-N 0.000 claims description 3
JSGMIYWJHOAOBQ-UHFFFAOYSA-N 5-[4-[[2-chloro-4-(ethylsulfonimidoyl)benzoyl]amino]phenyl]-4-N-(2-piperidin-1-ylethyl)-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NCCN2CCCCC2)C(=O)N)C=CC(=C1)S(=O)(=N)CC JSGMIYWJHOAOBQ-UHFFFAOYSA-N 0.000 claims description 3
SPKOBNXHEJRZKO-UHFFFAOYSA-N 5-[4-[[2-chloro-4-(ethylsulfonimidoyl)benzoyl]amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=CC(=C1)S(=O)(=N)CC SPKOBNXHEJRZKO-UHFFFAOYSA-N 0.000 claims description 3
LVAMMRXZQCMTNW-UHFFFAOYSA-N 5-[4-[[2-chloro-4-[2-(4-methylpiperazin-1-yl)ethoxy]benzoyl]amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=CC(=C1)OCCN1CCN(CC1)C LVAMMRXZQCMTNW-UHFFFAOYSA-N 0.000 claims description 3
IOUMQSWURZDEGU-UHFFFAOYSA-N 5-[4-[[2-chloro-4-[2-(dimethylamino)ethoxy]benzoyl]amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=CC(=C1)OCCN(C)C IOUMQSWURZDEGU-UHFFFAOYSA-N 0.000 claims description 3
IARWFLCZCXCWBW-UHFFFAOYSA-N 5-[4-[[2-chloro-5-(2-piperidin-1-ylethoxy)benzoyl]amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=C(C=C1)OCCN1CCCCC1 IARWFLCZCXCWBW-UHFFFAOYSA-N 0.000 claims description 3
YRJKVLIAMPJTNO-UHFFFAOYSA-N 5-[4-[[2-chloro-5-(trifluoromethyl)benzoyl]amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=C(C=C1)C(F)(F)F YRJKVLIAMPJTNO-UHFFFAOYSA-N 0.000 claims description 3
KBQOMWKRQOUVIK-UHFFFAOYSA-N 5-[4-[[2-chloro-6-(trifluoromethyl)benzoyl]amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C(=CC=C1)C(F)(F)F KBQOMWKRQOUVIK-UHFFFAOYSA-N 0.000 claims description 3
GJZWCGDIKMUEQA-UHFFFAOYSA-N 5-[4-[[4-(difluoromethoxy)-2-fluorobenzoyl]amino]phenyl]-4-N-ethyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound FC(OC1=CC(=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NCC)C(=O)N)C=C1)F)F GJZWCGDIKMUEQA-UHFFFAOYSA-N 0.000 claims description 3
KQPOTXMHVHBNQT-UHFFFAOYSA-N 5-[4-[[4-(difluoromethoxy)-2-fluorobenzoyl]amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound FC(OC1=CC(=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=C1)F)F KQPOTXMHVHBNQT-UHFFFAOYSA-N 0.000 claims description 3
YBJPVDGWMLKSQF-UHFFFAOYSA-N 5-[6-[(2-chloro-4-fluorobenzoyl)amino]pyridin-3-yl]-4-N-(2-piperidin-1-ylethyl)-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=N2)C2(C(=NCN2)C(=O)NCCN2CCCCC2)C(=O)N)C=CC(=C1)F YBJPVDGWMLKSQF-UHFFFAOYSA-N 0.000 claims description 3
GQQZKBXEUQPUSD-UHFFFAOYSA-N 5-[6-[(2-chloro-4-fluorobenzoyl)amino]pyridin-3-yl]-4-N-[2-(dimethylamino)ethyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=N2)C2(C(=NCN2)C(=O)NCCN(C)C)C(=O)N)C=CC(=C1)F GQQZKBXEUQPUSD-UHFFFAOYSA-N 0.000 claims description 3
VNFJFSMIMQESHM-UHFFFAOYSA-N 5-[6-[(2-chloro-4-fluorobenzoyl)amino]pyridin-3-yl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=N2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=CC(=C1)F VNFJFSMIMQESHM-UHFFFAOYSA-N 0.000 claims description 3
RZQBGTILIKCMSW-UHFFFAOYSA-N 5-[6-[(2-chlorobenzoyl)amino]pyridin-3-yl]-4-N-(2-piperidin-1-ylethyl)-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=N2)C2(C(=NCN2)C(=O)NCCN2CCCCC2)C(=O)N)C=CC=C1 RZQBGTILIKCMSW-UHFFFAOYSA-N 0.000 claims description 3
OQMINLRKPKCBKX-UHFFFAOYSA-N 5-[6-[(2-chlorobenzoyl)amino]pyridin-3-yl]-4-N-[2-(dimethylamino)ethyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=N2)C2(C(=NCN2)C(=O)NCCN(C)C)C(=O)N)C=CC=C1 OQMINLRKPKCBKX-UHFFFAOYSA-N 0.000 claims description 3
RKTLHHWOXSMOOS-UHFFFAOYSA-N 5-[6-[(2-chlorobenzoyl)amino]pyridin-3-yl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=N2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=CC=C1 RKTLHHWOXSMOOS-UHFFFAOYSA-N 0.000 claims description 3
QUWDRTIGBXHDMA-UHFFFAOYSA-N 5-[6-[(4-fluorobenzoyl)amino]pyridin-3-yl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound FC1=CC=C(C(=O)NC2=CC=C(C=N2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=C1 QUWDRTIGBXHDMA-UHFFFAOYSA-N 0.000 claims description 3
CIIGHJUCCANXBW-UHFFFAOYSA-N 5-benzyl-4-N-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound C(C1=CC=CC=C1)C1(C(=NCN1)C(=O)NC1=CC=C(C=C1)NC(C1=C(C=C(C=C1)F)Cl)=O)C(=O)N CIIGHJUCCANXBW-UHFFFAOYSA-N 0.000 claims description 3
NKTVXYKSEUCIRI-UHFFFAOYSA-N 5-cyclopropyl-4-N-[4-[(4-fluorobenzoyl)amino]phenyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound C1(CC1)C1(C(=NCN1)C(=O)NC1=CC=C(C=C1)NC(C1=CC=C(C=C1)F)=O)C(=O)N NKTVXYKSEUCIRI-UHFFFAOYSA-N 0.000 claims description 3
VMKUUWNUJBSJIA-UHFFFAOYSA-N 5-ethyl-4-N-[4-[(2-methylsulfonylbenzoyl)amino]phenyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound C(C)C1(N=CNC1C(=O)NC1=CC=C(C=C1)NC(C1=C(C=CC=C1)S(=O)(=O)C)=O)C(=O)N VMKUUWNUJBSJIA-UHFFFAOYSA-N 0.000 claims description 3
IPACQOSOSSLSQN-UHFFFAOYSA-N 5-ethyl-4-N-[4-[(4-fluorobenzoyl)amino]phenyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound C(C)C1(C(=NCN1)C(=O)NC1=CC=C(C=C1)NC(C1=CC=C(C=C1)F)=O)C(=O)N IPACQOSOSSLSQN-UHFFFAOYSA-N 0.000 claims description 3
LJXFDYVLGZZMNY-UHFFFAOYSA-N 5-ethyl-4-N-[4-[[2-fluoro-4-(trifluoromethoxy)benzoyl]amino]phenyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound C(C)C1(N=CNC1C(=O)NC1=CC=C(C=C1)NC(C1=C(C=C(C=C1)OC(F)(F)F)F)=O)C(=O)N LJXFDYVLGZZMNY-UHFFFAOYSA-N 0.000 claims description 3
CYZGDITVAUNBAE-UHFFFAOYSA-N 5-methyl-4-N-[4-[(1-methylpyrazole-3-carbonyl)amino]phenyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound CC1(N=CNC1C(=O)NC1=CC=C(C=C1)NC(=O)C1=NN(C=C1)C)C(=O)N CYZGDITVAUNBAE-UHFFFAOYSA-N 0.000 claims description 3
BRKHLMNAMTYZAK-UHFFFAOYSA-N 5-methyl-4-N-[4-[(2,3,6-trifluorobenzoyl)amino]phenyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound CC1(N=CNC1C(=O)NC1=CC=C(C=C1)NC(C1=C(C(=CC=C1F)F)F)=O)C(=O)N BRKHLMNAMTYZAK-UHFFFAOYSA-N 0.000 claims description 3
IBFUXVKRJWGWKM-UHFFFAOYSA-N 5-methyl-4-N-[4-[(2,4,6-trichlorobenzoyl)amino]phenyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound CC1(N=CNC1C(=O)NC1=CC=C(C=C1)NC(C1=C(C=C(C=C1Cl)Cl)Cl)=O)C(=O)N IBFUXVKRJWGWKM-UHFFFAOYSA-N 0.000 claims description 3
YESZFBDUQZCZQZ-UHFFFAOYSA-N 5-methyl-4-N-[4-[(2,4,6-trifluorobenzoyl)amino]phenyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound CC1(N=CNC1C(=O)NC1=CC=C(C=C1)NC(C1=C(C=C(C=C1F)F)F)=O)C(=O)N YESZFBDUQZCZQZ-UHFFFAOYSA-N 0.000 claims description 3
MPOKHUSOBNYHDR-UHFFFAOYSA-N 5-methyl-4-N-[4-[(2-methylbenzoyl)amino]phenyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound CC1(N=CNC1C(=O)NC1=CC=C(C=C1)NC(C1=C(C=CC=C1)C)=O)C(=O)N MPOKHUSOBNYHDR-UHFFFAOYSA-N 0.000 claims description 3
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CSAAQNDJQNIGHT-UHFFFAOYSA-N 5-methyl-4-N-[4-[(3-methylpyridine-2-carbonyl)amino]phenyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound CC1(N=CNC1C(=O)NC1=CC=C(C=C1)NC(=O)C1=NC=CC=C1C)C(=O)N CSAAQNDJQNIGHT-UHFFFAOYSA-N 0.000 claims description 3
UJVFPENGROXRFU-UHFFFAOYSA-N 5-methyl-4-N-[4-[[2-(trifluoromethyl)benzoyl]amino]phenyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound CC1(N=CNC1C(=O)NC1=CC=C(C=C1)NC(C1=C(C=CC=C1)C(F)(F)F)=O)C(=O)N UJVFPENGROXRFU-UHFFFAOYSA-N 0.000 claims description 3
STTWEOFWEGKCSD-UHFFFAOYSA-N 5-methyl-4-N-[4-[[3-(trifluoromethyl)benzoyl]amino]phenyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound CC1(N=CNC1C(=O)NC1=CC=C(C=C1)NC(C1=CC(=CC=C1)C(F)(F)F)=O)C(=O)N STTWEOFWEGKCSD-UHFFFAOYSA-N 0.000 claims description 3
VELRAAYAIXPPBX-UHFFFAOYSA-N 5-tert-butyl-4-N-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound C(C)(C)(C)C1(C(=NCN1)C(=O)NC1=CC=C(C=C1)NC(C1=C(C=C(C=C1)F)Cl)=O)C(=O)N VELRAAYAIXPPBX-UHFFFAOYSA-N 0.000 claims description 3
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125000004566 azetidin-1-yl group Chemical group N1(CCC1)* 0.000 claims description 3
FLOAYRAXQINSBY-UHFFFAOYSA-N 5-(1,3-dihydroxypropan-2-yl)-4-N-[4-[(4-fluorobenzoyl)amino]phenyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound OCC(CO)C1(C(=NCN1)C(=O)NC1=CC=C(C=C1)NC(C1=CC=C(C=C1)F)=O)C(=O)N FLOAYRAXQINSBY-UHFFFAOYSA-N 0.000 claims description 2
HJNLDBKVBVCQGR-UHFFFAOYSA-N 5-(4-benzamidophenyl)-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound C(C1=CC=CC=C1)(=O)NC1=CC=C(C=C1)C1(C(=NCN1)C(=O)NC)C(=O)N HJNLDBKVBVCQGR-UHFFFAOYSA-N 0.000 claims description 2
IVERNJVJKVZMQQ-UHFFFAOYSA-N 5-[2-(dimethylamino)ethyl]-4-N-[6-[(4-fluorobenzoyl)amino]pyridin-3-yl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound CN(CCC1(N=CNC1C(=O)NC=1C=NC(=CC=1)NC(C1=CC=C(C=C1)F)=O)C(=O)N)C IVERNJVJKVZMQQ-UHFFFAOYSA-N 0.000 claims description 2
PNEYGKGKMSZKMB-UHFFFAOYSA-N 5-[3-fluoro-4-[(4-fluorobenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound FC=1C=C(C=CC=1NC(C1=CC=C(C=C1)F)=O)C1(C(=NCN1)C(=O)NC)C(=O)N PNEYGKGKMSZKMB-UHFFFAOYSA-N 0.000 claims description 2
GCULFALFTVCKGN-UHFFFAOYSA-N 5-[4-(furan-2-carbonylamino)phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound O1C(=CC=C1)C(=O)NC1=CC=C(C=C1)C1(C(=NCN1)C(=O)NC)C(=O)N GCULFALFTVCKGN-UHFFFAOYSA-N 0.000 claims description 2
WNQYQRJOTROYNM-UHFFFAOYSA-N 5-[4-(furan-3-carbonylamino)phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound O1C=C(C=C1)C(=O)NC1=CC=C(C=C1)C1(C(=NCN1)C(=O)NC)C(=O)N WNQYQRJOTROYNM-UHFFFAOYSA-N 0.000 claims description 2
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LDHVUPYHCLUSGC-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]-3-(trifluoromethoxy)phenyl]-4-N-(2,2,2-trifluoroethyl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=C(C=C(C=C2)C2(N=CNC2C(=O)NCC(F)(F)F)C(=O)N)OC(F)(F)F)C=CC(=C1)F LDHVUPYHCLUSGC-UHFFFAOYSA-N 0.000 claims description 2
DKHZNTFFXOFSEL-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]-3-(trifluoromethoxy)phenyl]-4-N-methyl-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=C(C=C(C=C2)C2(N=CNC2C(=O)NC)C(=O)N)OC(F)(F)F)C=CC(=C1)F DKHZNTFFXOFSEL-UHFFFAOYSA-N 0.000 claims description 2
HVLDVEWFNDJVOA-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-2-ethyl-4-N-(2-piperidin-1-ylethyl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=C(NC2C(=O)NCCN2CCCCC2)CC)C(=O)N)C=CC(=C1)F HVLDVEWFNDJVOA-UHFFFAOYSA-N 0.000 claims description 2
HLUOYGCYZOZELU-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-(2-methyl-1-morpholin-4-ylpropan-2-yl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NC(CN2CCOCC2)(C)C)C(=O)N)C=CC(=C1)F HLUOYGCYZOZELU-UHFFFAOYSA-N 0.000 claims description 2
TYGMNAYBUKTARR-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-(2-methyl-2-piperidin-1-ylpropyl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCC(C)(N2CCCCC2)C)C(=O)N)C=CC(=C1)F TYGMNAYBUKTARR-UHFFFAOYSA-N 0.000 claims description 2
OLHNZXYLGHJKFU-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-(2-piperidin-1-ylethyl)-2-propan-2-yl-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=C(NC2C(=O)NCCN2CCCCC2)C(C)C)C(=O)N)C=CC(=C1)F OLHNZXYLGHJKFU-UHFFFAOYSA-N 0.000 claims description 2
XEJRUSMEQILQPI-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-(3-propan-2-yloxypropyl)-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NCCCOC(C)C)C(=O)N)C=CC(=C1)F XEJRUSMEQILQPI-UHFFFAOYSA-N 0.000 claims description 2
ZEJUDXRWKAYRLO-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-(oxolan-3-ylmethyl)-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCC2COCC2)C(=O)N)C=CC(=C1)F ZEJUDXRWKAYRLO-UHFFFAOYSA-N 0.000 claims description 2
QKDGFRQGTMSVFS-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[2-(4,4-difluoropiperidin-1-yl)ethyl]-2H-1,3-oxazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCO2)C(=O)NCCN2CCC(CC2)(F)F)C(=O)N)C=CC(=C1)F QKDGFRQGTMSVFS-UHFFFAOYSA-N 0.000 claims description 2
JIKVLJXHPAQEHR-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[2-(dimethylamino)ethyl]-2-methyl-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=C(NC2C(=O)NCCN(C)C)C)C(=O)N)C=CC(=C1)F JIKVLJXHPAQEHR-UHFFFAOYSA-N 0.000 claims description 2
AAZDABOWIAIAFN-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[3-(dimethylamino)-2,2-dimethylpropyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NCC(CN(C)C)(C)C)C(=O)N)C=CC(=C1)F AAZDABOWIAIAFN-UHFFFAOYSA-N 0.000 claims description 2
IXNFUTXZGWFZOV-CPFIQGLUSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-[[(2S)-1-ethylpyrrolidin-2-yl]methyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC[C@H]2N(CCC2)CC)C(=O)N)C=CC(=C1)F IXNFUTXZGWFZOV-CPFIQGLUSA-N 0.000 claims description 2
WDARLMGZYLRHML-UHFFFAOYSA-N 5-[4-[(2-chloro-4-fluorobenzoyl)amino]phenyl]-4-N-methyl-2-propan-2-yl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NC(N2)C(C)C)C(=O)NC)C(=O)N)C=CC(=C1)F WDARLMGZYLRHML-UHFFFAOYSA-N 0.000 claims description 2
SRGYGDSBKXBSKM-UHFFFAOYSA-N 5-[4-[(2-chloro-5-methoxybenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=C(C=C1)OC SRGYGDSBKXBSKM-UHFFFAOYSA-N 0.000 claims description 2
MBEOFBAUWKUNSD-UHFFFAOYSA-N 5-[4-[(2-chlorobenzoyl)amino]phenyl]-4-N-[2-(2,6-dimethylmorpholin-4-yl)ethyl]-1,4-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC1=C(C(=O)NC2=CC=C(C=C2)C2(N=CNC2C(=O)NCCN2CC(OC(C2)C)C)C(=O)N)C=CC=C1 MBEOFBAUWKUNSD-UHFFFAOYSA-N 0.000 claims description 2
ZMDKJEYTGRQFGH-UHFFFAOYSA-N 5-[4-[(2-chloropyridine-4-carbonyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC=1C=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=CN=1 ZMDKJEYTGRQFGH-UHFFFAOYSA-N 0.000 claims description 2
OUQRYKASOOORNN-UHFFFAOYSA-N 5-[4-[(2-fluoro-3-methoxybenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound FC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=CC=C1OC OUQRYKASOOORNN-UHFFFAOYSA-N 0.000 claims description 2
FSHXULYEYDUICI-UHFFFAOYSA-N 5-[4-[(2-hydroxybenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound OC1=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=CC=C1 FSHXULYEYDUICI-UHFFFAOYSA-N 0.000 claims description 2
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UMFPIRQBXAFIJZ-UHFFFAOYSA-N 5-[4-[(3,5-dichlorobenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC=1C=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=C(C=1)Cl UMFPIRQBXAFIJZ-UHFFFAOYSA-N 0.000 claims description 2
MACRVAUOKGDEBI-UHFFFAOYSA-N 5-[4-[(3,5-difluorobenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound FC=1C=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=C(C=1)F MACRVAUOKGDEBI-UHFFFAOYSA-N 0.000 claims description 2
ZCQMISFMWJCWLN-UHFFFAOYSA-N 5-[4-[(3,5-dimethylbenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound CC=1C=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=C(C=1)C ZCQMISFMWJCWLN-UHFFFAOYSA-N 0.000 claims description 2
JICMFDXFYCRZPL-UHFFFAOYSA-N 5-[4-[(3-chloro-4,5-difluorobenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC=1C=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=C(C=1F)F JICMFDXFYCRZPL-UHFFFAOYSA-N 0.000 claims description 2
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BQTWJJMWMDIELA-UHFFFAOYSA-N 5-[4-[(3-chloro-5-fluorobenzoyl)amino]phenyl]-4-N-methyl-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound ClC=1C=C(C(=O)NC2=CC=C(C=C2)C2(C(=NCN2)C(=O)NC)C(=O)N)C=C(C=1)F BQTWJJMWMDIELA-UHFFFAOYSA-N 0.000 claims description 2
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229910052739 hydrogen Inorganic materials 0.000 claims 40
239000001257 hydrogen Substances 0.000 claims 40
125000001424 substituent group Chemical group 0.000 claims 37
125000003118 aryl group Chemical group 0.000 claims 26
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229910052736 halogen Inorganic materials 0.000 claims 16
150000002367 halogens Chemical class 0.000 claims 16
SNOOUWRIMMFWNE-UHFFFAOYSA-M sodium;6-[(3,4,5-trimethoxybenzoyl)amino]hexanoate Chemical compound [Na+].COC1=CC(C(=O)NCCCCCC([O-])=O)=CC(OC)=C1OC SNOOUWRIMMFWNE-UHFFFAOYSA-M 0.000 claims 11
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UUEVFMOUBSLVJW-UHFFFAOYSA-N oxo-[[1-[2-[2-[2-[4-(oxoazaniumylmethylidene)pyridin-1-yl]ethoxy]ethoxy]ethyl]pyridin-4-ylidene]methyl]azanium;dibromide Chemical compound [Br-].[Br-].C1=CC(=C[NH+]=O)C=CN1CCOCCOCCN1C=CC(=C[NH+]=O)C=C1 UUEVFMOUBSLVJW-UHFFFAOYSA-N 0.000 claims 3
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206010027476 Metastases Diseases 0.000 claims 2
230000024932 T cell mediated immunity Effects 0.000 claims 2
239000004480 active ingredient Substances 0.000 claims 2
230000010261 cell growth Effects 0.000 claims 2
230000004663 cell proliferation Effects 0.000 claims 2
230000001413 cellular effect Effects 0.000 claims 2
RWTNPBWLLIMQHL-UHFFFAOYSA-N fexofenadine Chemical group C1=CC(C(C)(C(O)=O)C)=CC=C1C(O)CCCN1CCC(C(O)(C=2C=CC=CC=2)C=2C=CC=CC=2)CC1 RWTNPBWLLIMQHL-UHFFFAOYSA-N 0.000 claims 2
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238000000034 method Methods 0.000 claims 2
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FNLLEHQZJLHPNI-UHFFFAOYSA-N 1-(2-oxa-6-azaspiro[3.3]heptane-6-carbonyl)imidazole-4-carboxamide Chemical compound C1OCC11CN(C1)C(=O)N1C=NC(=C1)C(=O)N FNLLEHQZJLHPNI-UHFFFAOYSA-N 0.000 claims 1
OFRMASLPWOMYHN-UHFFFAOYSA-N 1-[3-methoxy-4-[[6-(2-propan-2-ylsulfonylanilino)-7H-purin-2-yl]amino]phenyl]piperidin-4-ol Chemical compound COc1cc(ccc1Nc1nc(Nc2ccccc2S(=O)(=O)C(C)C)c2[nH]cnc2n1)N1CCC(O)CC1 OFRMASLPWOMYHN-UHFFFAOYSA-N 0.000 claims 1
125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 1
125000004485 2-pyrrolidinyl group Chemical group [H]N1C([H])([H])C([H])([H])C([H])([H])C1([H])* 0.000 claims 1
125000004195 4-methylpiperazin-1-yl group Chemical group [H]C([H])([H])N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 claims 1
AUUNTMTWNKKHBA-UHFFFAOYSA-N 5-[2-(2,6-dimethylmorpholin-4-yl)ethyl]-1,2-dihydroimidazole-4,5-dicarboxamide Chemical compound CC1CN(CC(O1)C)CCC1(C(=NCN1)C(=O)N)C(=O)N AUUNTMTWNKKHBA-UHFFFAOYSA-N 0.000 claims 1
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JP2016559907A 2014-04-02 2015-04-01 Ｔｎｋｓ１および／またはｔｎｋｓ２の阻害剤としてのアミド置換されたアゾール化合物 Withdrawn JP2017512806A (ja)