BR112021011381A2 - Arilmetilureias e heteroarilmetilureias substituídas, seus análogos e métodos de uso dos mesmos - Google Patents

Info

Publication number

BR112021011381A2

BR112021011381A2 BR112021011381-9A BR112021011381A BR112021011381A2 BR 112021011381 A2 BR112021011381 A2 BR 112021011381A2 BR 112021011381 A BR112021011381 A BR 112021011381A BR 112021011381 A2 BR112021011381 A2 BR 112021011381A2

Authority

BR

Brazil

Prior art keywords

ethyl

fluorophenyl

oxo

dihydroisoquinolin

chloro

Prior art date

2018-12-12

Links

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• 238000000034 method Methods 0.000 title claims abstract description 156
• 239000000203 mixture Substances 0.000 claims abstract description 293
• 241000700721 Hepatitis B virus Species 0.000 claims abstract description 64
• 208000015181 infectious disease Diseases 0.000 claims abstract description 21
• -1 -OH Chemical group 0.000 claims description 234
• 150000001875 compounds Chemical class 0.000 claims description 218
• XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 148
• 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 83
• 239000004202 carbamide Substances 0.000 claims description 78
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 64
• 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims description 51
• 239000008194 pharmaceutical composition Substances 0.000 claims description 49
• 150000003839 salts Chemical class 0.000 claims description 40
• 239000003795 chemical substances by application Substances 0.000 claims description 38
• 125000001424 substituent group Chemical group 0.000 claims description 38
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 35
• 125000001072 heteroaryl group Chemical group 0.000 claims description 32
• 230000015572 biosynthetic process Effects 0.000 claims description 28
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 28
• 229910052736 halogen Inorganic materials 0.000 claims description 27
• 150000002367 halogens Chemical group 0.000 claims description 26
• 229910052739 hydrogen Inorganic materials 0.000 claims description 26
• 208000037262 Hepatitis delta Diseases 0.000 claims description 24
• 241000724709 Hepatitis delta virus Species 0.000 claims description 22
• 125000000623 heterocyclic group Chemical group 0.000 claims description 22
• 239000003419 rna directed dna polymerase inhibitor Substances 0.000 claims description 21
• 125000003118 aryl group Chemical group 0.000 claims description 19
• 239000003112 inhibitor Substances 0.000 claims description 19
• 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 19
• 125000000217 alkyl group Chemical group 0.000 claims description 18
• 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims description 17
• 239000003937 drug carrier Substances 0.000 claims description 17
• 229940124765 capsid inhibitor Drugs 0.000 claims description 16
• 125000000753 cycloalkyl group Chemical group 0.000 claims description 15
• 239000012453 solvate Substances 0.000 claims description 15
• 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 14
• 125000004432 carbon atom Chemical group C* 0.000 claims description 14
• 125000003729 nucleotide group Chemical group 0.000 claims description 14
• 108090000623 proteins and genes Proteins 0.000 claims description 14
• 239000002253 acid Substances 0.000 claims description 12
• 208000002672 hepatitis B Diseases 0.000 claims description 11
• JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 10
• 125000000000 cycloalkoxy group Chemical group 0.000 claims description 10
• 230000002401 inhibitory effect Effects 0.000 claims description 10
• 239000002773 nucleotide Substances 0.000 claims description 10
• XCCSDDYXVQXOHI-UHFFFAOYSA-N 1-(3-chloro-4-fluorophenyl)-3-[(1-oxo-2H-isoquinolin-4-yl)methyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(=O)NCC1=CNC(C2=CC=CC=C12)=O XCCSDDYXVQXOHI-UHFFFAOYSA-N 0.000 claims description 9
• XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 claims description 9
• 241000124008 Mammalia Species 0.000 claims description 9
• 125000004737 (C1-C6) haloalkoxy group Chemical group 0.000 claims description 8
• QFLJOSQACAEYEZ-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(1-methoxyisoquinolin-4-yl)ethyl]-1-(3-methoxypropyl)urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CCCOC)C(C)C1=CN=C(C2=CC=CC=C12)OC)=O QFLJOSQACAEYEZ-UHFFFAOYSA-N 0.000 claims description 8
• 239000000651 prodrug Substances 0.000 claims description 8
• 229940002612 prodrug Drugs 0.000 claims description 8
• BWQSRZSPJNNIFE-UHFFFAOYSA-N 1-(3-chloro-4-fluorophenyl)-3-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(=O)NC(C)C1=CNC(C2=CC=CC=C12)=O BWQSRZSPJNNIFE-UHFFFAOYSA-N 0.000 claims description 7
• LWBWPIVWXCQNCG-UHFFFAOYSA-N 1-(4-fluoro-3-methylphenyl)-3-[(1-methoxyisoquinolin-4-yl)methyl]urea Chemical compound FC1=C(C=C(C=C1)NC(=O)NCC1=CN=C(C2=CC=CC=C12)OC)C LWBWPIVWXCQNCG-UHFFFAOYSA-N 0.000 claims description 7
• 125000004093 cyano group Chemical group *C#N 0.000 claims description 7
• SQWLJEXRVVBDJM-UHFFFAOYSA-N 1-(3-chloro-4-fluorophenyl)-3-[(1-methoxyisoquinolin-4-yl)methyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(NCC1=CN=C(C2=CC=CC=C12)OC)=O SQWLJEXRVVBDJM-UHFFFAOYSA-N 0.000 claims description 6
• JGJQZXYMCQCJQN-UHFFFAOYSA-N 3-cyclopentyl-1-methyl-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound C1(CCCC1)NC(N(C(C)C1=CNC(C2=CC=CC=C12)=O)C)=O JGJQZXYMCQCJQN-UHFFFAOYSA-N 0.000 claims description 6
• UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 6
• 108090000565 Capsid Proteins Proteins 0.000 claims description 6
• 102100023321 Ceruloplasmin Human genes 0.000 claims description 6
• 230000003612 virological effect Effects 0.000 claims description 6
• COCKOZLYYBMSPQ-UHFFFAOYSA-N 1,3-dimethyl-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound CN(C(=O)NC)C(C)C1=CNC(C2=CC=CC=C12)=O COCKOZLYYBMSPQ-UHFFFAOYSA-N 0.000 claims description 5
• GRECXVICIDQDPG-UHFFFAOYSA-N 1-(4-fluoro-3-methylphenyl)-3-[(1-oxo-2H-isoquinolin-4-yl)methyl]urea Chemical compound FC1=C(C=C(C=C1)NC(=O)NCC1=CNC(C2=CC=CC=C12)=O)C GRECXVICIDQDPG-UHFFFAOYSA-N 0.000 claims description 5
• ARBWYCWKLJLOOY-UHFFFAOYSA-N 1-butyl-3-(3-chloro-4-fluorophenyl)-1-[(1-oxo-2H-isoquinolin-4-yl)methyl]urea Chemical compound C(CCC)N(C(=O)NC1=CC(=C(C=C1)F)Cl)CC1=CNC(C2=CC=CC=C12)=O ARBWYCWKLJLOOY-UHFFFAOYSA-N 0.000 claims description 5
• XBAXCCPLNXUTEN-UHFFFAOYSA-N 1-butyl-3-(3-chloro-4-fluorophenyl)-1-[1-(1-methoxyisoquinolin-4-yl)ethyl]urea Chemical compound C(CCC)N(C(=O)NC1=CC(=C(C=C1)F)Cl)C(C)C1=CN=C(C2=CC=CC=C12)OC XBAXCCPLNXUTEN-UHFFFAOYSA-N 0.000 claims description 5
• RNWMAXGVFREHKN-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-(2-ethoxyethyl)-1-[1-(1-methoxyisoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CN=C(C2=CC=CC=C12)OC)CCOCC)=O RNWMAXGVFREHKN-UHFFFAOYSA-N 0.000 claims description 5
• WUZUIOFQSYHROZ-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-(2-ethoxyethyl)-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CNC(C2=CC=CC=C12)=O)CCOCC)=O WUZUIOFQSYHROZ-UHFFFAOYSA-N 0.000 claims description 5
• LLGDFWXJDYKBSD-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-(2-methoxyethyl)-1-[1-(1-methoxyisoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CN=C(C2=CC=CC=C12)OC)CCOC)=O LLGDFWXJDYKBSD-UHFFFAOYSA-N 0.000 claims description 5
• UWHXSLHKAJDKAC-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-(2-methoxyethyl)-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CNC(C2=CC=CC=C12)=O)CCOC)=O UWHXSLHKAJDKAC-UHFFFAOYSA-N 0.000 claims description 5
• WLAXKUVUAUHWEW-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-(3-hydroxypropyl)-1-[1-(1-methoxyisoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CN=C(C2=CC=CC=C12)OC)CCCO)=O WLAXKUVUAUHWEW-UHFFFAOYSA-N 0.000 claims description 5
• JADJAUKACIADPJ-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-(3-hydroxypropyl)-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CNC(C2=CC=CC=C12)=O)CCCO)=O JADJAUKACIADPJ-UHFFFAOYSA-N 0.000 claims description 5
• FVTZQOPUMKIRHS-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-(cyclopropylmethyl)-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CNC(C2=CC=CC=C12)=O)CC1CC1)=O FVTZQOPUMKIRHS-UHFFFAOYSA-N 0.000 claims description 5
• TZIWKOKILDRUPL-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-ethyl-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CNC(C2=CC=CC=C12)=O)CC)=O TZIWKOKILDRUPL-UHFFFAOYSA-N 0.000 claims description 5
• 125000003342 alkenyl group Chemical group 0.000 claims description 5
• 125000000304 alkynyl group Chemical group 0.000 claims description 5
• 208000006454 hepatitis Diseases 0.000 claims description 5
• 231100000283 hepatitis Toxicity 0.000 claims description 5
• UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 5
• 230000008685 targeting Effects 0.000 claims description 5
• 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims description 4
• QFVKRILSYQEKIQ-UHFFFAOYSA-N 1-butyl-3-(3-chloro-4-fluorophenyl)-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound C(CCC)N(C(=O)NC1=CC(=C(C=C1)F)Cl)C(C)C1=CNC(C2=CC=CC=C12)=O QFVKRILSYQEKIQ-UHFFFAOYSA-N 0.000 claims description 4
• GKFLVTCVDVUITL-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-(2-methylpropyl)-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CNC(C2=CC=CC=C12)=O)CC(C)C)=O GKFLVTCVDVUITL-UHFFFAOYSA-N 0.000 claims description 4
• SWEXWYJLNSQMFP-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-(cyclopropylmethyl)-1-[1-(1-methoxyisoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CN=C(C2=CC=CC=C12)OC)CC1CC1)=O SWEXWYJLNSQMFP-UHFFFAOYSA-N 0.000 claims description 4
• WMVAFILUBCWCFP-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[2-(2-methoxyethoxy)ethyl]-1-[1-(1-methoxyisoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CN=C(C2=CC=CC=C12)OC)CCOCCOC)=O WMVAFILUBCWCFP-UHFFFAOYSA-N 0.000 claims description 4
• IHVSWEZJXNXCES-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-cyclopropyl-1-[1-(1-methoxyisoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CN=C(C2=CC=CC=C12)OC)C1CC1)=O IHVSWEZJXNXCES-UHFFFAOYSA-N 0.000 claims description 4
• DWTOQAFOZBFZTN-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-cyclopropyl-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CNC(C2=CC=CC=C12)=O)C1CC1)=O DWTOQAFOZBFZTN-UHFFFAOYSA-N 0.000 claims description 4
• ARNNXZKSQPGZSC-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-ethyl-1-[(1-oxo-2H-isoquinolin-4-yl)methyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CC1=CNC(C2=CC=CC=C12)=O)CC)=O ARNNXZKSQPGZSC-UHFFFAOYSA-N 0.000 claims description 4
• LRQZBOWOLHRHPF-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-ethyl-1-[1-(1-methoxyisoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CN=C(C2=CC=CC=C12)OC)CC)=O LRQZBOWOLHRHPF-UHFFFAOYSA-N 0.000 claims description 4
• OUXYILSEECTIGI-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CNC(C2=CC=CC=C12)=O)C)=O OUXYILSEECTIGI-UHFFFAOYSA-N 0.000 claims description 4
• KYQCOXFCLRTKLS-UHFFFAOYSA-N Pyrazine Chemical compound C1=CN=CC=N1 KYQCOXFCLRTKLS-UHFFFAOYSA-N 0.000 claims description 4
• 125000006769 halocycloalkoxy group Chemical group 0.000 claims description 4
• 230000003308 immunostimulating effect Effects 0.000 claims description 4
• 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 4
• YVSZIKQBKMHSGL-CYBMUJFWSA-N 1-(2,2-difluoroethyl)-3-(4-fluoro-3-methylphenyl)-1-[(1R)-1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound FC(CN(C(=O)NC1=CC(=C(C=C1)F)C)[C@H](C)C1=CNC(C2=CC=CC=C12)=O)F YVSZIKQBKMHSGL-CYBMUJFWSA-N 0.000 claims description 3
• PNPQKXANYSOISY-UHFFFAOYSA-N 1-benzyl-3-(3-chloro-4-fluorophenyl)-1-[(1-methoxyisoquinolin-4-yl)methyl]urea Chemical compound C(C1=CC=CC=C1)N(C(=O)NC1=CC(=C(C=C1)F)Cl)CC1=CN=C(C2=CC=CC=C12)OC PNPQKXANYSOISY-UHFFFAOYSA-N 0.000 claims description 3
• XEBJPHAYMKVIDZ-UHFFFAOYSA-N 1-butyl-3-(3-chloro-4-fluorophenyl)-1-[(1-methoxyisoquinolin-4-yl)methyl]urea Chemical compound C(CCC)N(C(=O)NC1=CC(=C(C=C1)F)Cl)CC1=CN=C(C2=CC=CC=C12)OC XEBJPHAYMKVIDZ-UHFFFAOYSA-N 0.000 claims description 3
• HVCUWEUXNRWGRO-SNVBAGLBSA-N 1-methyl-1-[(1R)-1-(1-oxo-2H-isoquinolin-4-yl)ethyl]-3-(3,4,5-trifluorophenyl)urea Chemical compound CN(C(=O)NC1=CC(=C(C(=C1)F)F)F)[C@H](C)C1=CNC(C2=CC=CC=C12)=O HVCUWEUXNRWGRO-SNVBAGLBSA-N 0.000 claims description 3
• ZIDLNKFXUOMGPV-LLVKDONJSA-N 1-methyl-1-[(1R)-1-(1-oxo-2H-isoquinolin-4-yl)ethyl]-3-[2-(trifluoromethyl)pyridin-4-yl]urea Chemical compound CN(C(=O)NC1=CC(=NC=C1)C(F)(F)F)[C@H](C)C1=CNC(C2=CC=CC=C12)=O ZIDLNKFXUOMGPV-LLVKDONJSA-N 0.000 claims description 3
• 125000004211 3,5-difluorophenyl group Chemical group [H]C1=C(F)C([H])=C(*)C([H])=C1F 0.000 claims description 3
• UMZARQSWXOIEBB-LLVKDONJSA-N 3-(2-chloropyridin-4-yl)-1-methyl-1-[(1R)-1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound ClC1=NC=CC(=C1)NC(N([C@H](C)C1=CNC(C2=CC=CC=C12)=O)C)=O UMZARQSWXOIEBB-LLVKDONJSA-N 0.000 claims description 3
• IWNYIHNCOYLRGG-LLVKDONJSA-N 3-(3,4-difluorophenyl)-1-methyl-1-[(1R)-1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound FC=1C=C(C=CC=1F)NC(N([C@H](C)C1=CNC(C2=CC=CC=C12)=O)C)=O IWNYIHNCOYLRGG-LLVKDONJSA-N 0.000 claims description 3
• CSEQBQXZVWMNCX-LLVKDONJSA-N 3-(3-chloro-4-fluorophenyl)-1-(2,2-difluoroethyl)-1-[(1R)-1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@H](C)C1=CNC(C2=CC=CC=C12)=O)CC(F)F)=O CSEQBQXZVWMNCX-LLVKDONJSA-N 0.000 claims description 3
• LVAMCQLKPVZBAV-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-(2-hydroxyethyl)-1-[(1-methoxyisoquinolin-4-yl)methyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CC1=CN=C(C2=CC=CC=C12)OC)CCO)=O LVAMCQLKPVZBAV-UHFFFAOYSA-N 0.000 claims description 3
• ZTOPMKDMZWQDCG-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-(2-hydroxyethyl)-1-[(1-oxo-2H-isoquinolin-4-yl)methyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CC1=CNC(C2=CC=CC=C12)=O)CCO)=O ZTOPMKDMZWQDCG-UHFFFAOYSA-N 0.000 claims description 3
• ZJIYISLFVHGLLR-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-(2-methoxyethyl)-1-[(1-methoxyisoquinolin-4-yl)methyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CC1=CN=C(C2=CC=CC=C12)OC)CCOC)=O ZJIYISLFVHGLLR-UHFFFAOYSA-N 0.000 claims description 3
• KSJGIOIDBFIQBP-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-(2-methoxyethyl)-1-[(1-oxo-2H-isoquinolin-4-yl)methyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CC1=CNC(C2=CC=CC=C12)=O)CCOC)=O KSJGIOIDBFIQBP-UHFFFAOYSA-N 0.000 claims description 3
• PPPXXAIWLNEOCF-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-(cyclopentylmethyl)-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CNC(C2=CC=CC=C12)=O)CC1CCCC1)=O PPPXXAIWLNEOCF-UHFFFAOYSA-N 0.000 claims description 3
• OOXVAELWDKEDSX-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-(cyclopropylmethyl)-1-[(1-methoxyisoquinolin-4-yl)methyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CC1=CN=C(C2=CC=CC=C12)OC)CC1CC1)=O OOXVAELWDKEDSX-UHFFFAOYSA-N 0.000 claims description 3
• NRZQRLIVOKFZOP-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-(cyclopropylmethyl)-1-[(1-oxo-2H-isoquinolin-4-yl)methyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CC1=CNC(C2=CC=CC=C12)=O)CC1CC1)=O NRZQRLIVOKFZOP-UHFFFAOYSA-N 0.000 claims description 3
• OHLMPXDYKRDQJA-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1-ethoxyisoquinolin-4-yl)methyl]-1-ethylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CC)CC1=CN=C(C2=CC=CC=C12)OCC)=O OHLMPXDYKRDQJA-UHFFFAOYSA-N 0.000 claims description 3
• BWHOITUIDNNXDE-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1-methoxyisoquinolin-4-yl)methyl]-1-(3-methoxypropyl)urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CCCOC)CC1=CN=C(C2=CC=CC=C12)OC)=O BWHOITUIDNNXDE-UHFFFAOYSA-N 0.000 claims description 3
• ZTHFHEKUGAPYMZ-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1-methoxyisoquinolin-4-yl)methyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)CC1=CN=C(C2=CC=CC=C12)OC)=O ZTHFHEKUGAPYMZ-UHFFFAOYSA-N 0.000 claims description 3
• LOCRUSPGZSKGQZ-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1-methoxyisoquinolin-4-yl)methyl]-1-propan-2-ylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CC1=CN=C(C2=CC=CC=C12)OC)C(C)C)=O LOCRUSPGZSKGQZ-UHFFFAOYSA-N 0.000 claims description 3
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• HJQSYDCPCKTKNF-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1-oxo-2H-isoquinolin-4-yl)methyl]-1-propylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CCC)CC1=CNC(C2=CC=CC=C12)=O)=O HJQSYDCPCKTKNF-UHFFFAOYSA-N 0.000 claims description 3
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• BTYUWRGJZNWAKI-UHFFFAOYSA-N 1-[1-(6,7-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-3-(4-fluorophenyl)-1-(2-methylpropyl)urea Chemical compound FC=1C=C2C(=CNC(C2=CC=1F)=O)C(C)N(C(=O)NC1=CC=C(C=C1)F)CC(C)C BTYUWRGJZNWAKI-UHFFFAOYSA-N 0.000 claims 1
• OPUMQGGASDUTAE-UHFFFAOYSA-N 1-[1-(6,7-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-3-(4-fluorophenyl)-1-(2-sulfamoylethyl)urea Chemical compound FC=1C=C2C(=CNC(C2=CC=1F)=O)C(C)N(C(=O)NC1=CC=C(C=C1)F)CCS(=O)(=O)N OPUMQGGASDUTAE-UHFFFAOYSA-N 0.000 claims 1
• GFMHTWKGXCMWNX-UHFFFAOYSA-N 1-[1-(6,7-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-3-(4-fluorophenyl)-1-(3-hydroxypropyl)urea Chemical compound FC=1C=C2C(=CNC(C2=CC=1F)=O)C(C)N(C(=O)NC1=CC=C(C=C1)F)CCCO GFMHTWKGXCMWNX-UHFFFAOYSA-N 0.000 claims 1
• YIOUUQHFHULIAN-UHFFFAOYSA-N 1-[1-(6,7-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-3-(4-fluorophenyl)-1-methylurea Chemical compound FC=1C=C2C(=CNC(C2=CC=1F)=O)C(C)N(C(=O)NC1=CC=C(C=C1)F)C YIOUUQHFHULIAN-UHFFFAOYSA-N 0.000 claims 1
• WAWZPJMUJJYKPA-UHFFFAOYSA-N 1-[1-(6,7-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-3-[(3,4-difluorophenyl)methyl]-1-methylurea Chemical compound FC=1C=C2C(=CNC(C2=CC=1F)=O)C(C)N(C(=O)NCC1=CC(=C(C=C1)F)F)C WAWZPJMUJJYKPA-UHFFFAOYSA-N 0.000 claims 1
• OSWYMIVCIZWPCR-UHFFFAOYSA-N 1-[1-(6,7-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-3-[(4-fluorophenyl)methyl]-1-methylurea Chemical compound FC=1C=C2C(=CNC(C2=CC=1F)=O)C(C)N(C(=O)NCC1=CC=C(C=C1)F)C OSWYMIVCIZWPCR-UHFFFAOYSA-N 0.000 claims 1
• JVMSUSNWFZWYHK-UHFFFAOYSA-N 1-[1-(6,8-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-3-(4-fluorophenyl)-1-(2-methylpropyl)urea Chemical compound FC=1C=C2C(=CNC(C2=C(C=1)F)=O)C(C)N(C(=O)NC1=CC=C(C=C1)F)CC(C)C JVMSUSNWFZWYHK-UHFFFAOYSA-N 0.000 claims 1
• DDPCHCNQCLWQAG-UHFFFAOYSA-N 1-[1-(6,8-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-3-(4-fluorophenyl)-1-(3-hydroxypropyl)urea Chemical compound FC=1C=C2C(=CNC(C2=C(C=1)F)=O)C(C)N(C(=O)NC1=CC=C(C=C1)F)CCCO DDPCHCNQCLWQAG-UHFFFAOYSA-N 0.000 claims 1
• DJILTMFSINLTGP-UHFFFAOYSA-N 1-[1-(6,8-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-3-(4-fluorophenyl)-1-methylurea Chemical compound FC=1C=C2C(=CNC(C2=C(C=1)F)=O)C(C)N(C(=O)NC1=CC=C(C=C1)F)C DJILTMFSINLTGP-UHFFFAOYSA-N 0.000 claims 1
• LCVWXZZTZLWALC-UHFFFAOYSA-N 1-[1-(7,8-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-ethyl-3-(4-fluorophenyl)urea Chemical compound FC1=CC=C2C(=CNC(C2=C1F)=O)C(C)N(C(=O)NC1=CC=C(C=C1)F)CC LCVWXZZTZLWALC-UHFFFAOYSA-N 0.000 claims 1
• KEOAHOALAOEBGC-UHFFFAOYSA-N 1-[1-(7,8-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-ethyl-3-phenylurea Chemical compound FC1=CC=C2C(=CNC(C2=C1F)=O)C(C)N(C(=O)NC1=CC=CC=C1)CC KEOAHOALAOEBGC-UHFFFAOYSA-N 0.000 claims 1
• VFTVSIBDDWJTMT-UHFFFAOYSA-N 1-[1-(7,8-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methyl-3-(3,4,5-trifluorophenyl)urea Chemical compound FC1=CC=C2C(=CNC(C2=C1F)=O)C(C)N(C(=O)NC1=CC(=C(C(=C1)F)F)F)C VFTVSIBDDWJTMT-UHFFFAOYSA-N 0.000 claims 1
• YSMAKCDVXUNOAR-PZORYLMUSA-N 1-[1-(7,8-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methyl-3-[(1R)-1-phenylethyl]urea Chemical compound FC1=CC=C2C(=CNC(C2=C1F)=O)C(C)N(C(=O)N[C@H](C)C1=CC=CC=C1)C YSMAKCDVXUNOAR-PZORYLMUSA-N 0.000 claims 1
• YSMAKCDVXUNOAR-UEWDXFNNSA-N 1-[1-(7,8-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methyl-3-[(1S)-1-phenylethyl]urea Chemical compound FC1=CC=C2C(=CNC(C2=C1F)=O)C(C)N(C(=O)N[C@@H](C)C1=CC=CC=C1)C YSMAKCDVXUNOAR-UEWDXFNNSA-N 0.000 claims 1
• UYOUTMISTALVMH-UHFFFAOYSA-N 1-[1-(7,8-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methyl-3-[(3,4,5-trifluorophenyl)methyl]urea Chemical compound FC1=CC=C2C(=CNC(C2=C1F)=O)C(C)N(C(=O)NCC1=CC(=C(C(=C1)F)F)F)C UYOUTMISTALVMH-UHFFFAOYSA-N 0.000 claims 1
• SOANVKFRYCMZSZ-UHFFFAOYSA-N 1-[1-(7,8-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methyl-3-phenylurea Chemical compound FC1=CC=C2C(=CNC(C2=C1F)=O)C(C)N(C(=O)NC1=CC=CC=C1)C SOANVKFRYCMZSZ-UHFFFAOYSA-N 0.000 claims 1
• GSHROJFUPPUNKL-UHFFFAOYSA-N 1-[1-(7,8-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methyl-3-pyridin-3-ylurea Chemical compound FC1=CC=C2C(=CNC(C2=C1F)=O)C(C)N(C(=O)NC=1C=NC=CC=1)C GSHROJFUPPUNKL-UHFFFAOYSA-N 0.000 claims 1
• LOTDWZLBLXRGHQ-UHFFFAOYSA-N 1-[1-(7,8-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methyl-3-pyridin-4-ylurea Chemical compound FC1=CC=C2C(=CNC(C2=C1F)=O)C(C)N(C(=O)NC1=CC=NC=C1)C LOTDWZLBLXRGHQ-UHFFFAOYSA-N 0.000 claims 1
• DPTKKLVDLLNWOP-UHFFFAOYSA-N 1-[1-(7,8-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-3-(1H-indol-6-yl)-1-methylurea Chemical compound FC1=CC=C2C(=CNC(C2=C1F)=O)C(C)N(C(=O)NC1=CC=C2C=CNC2=C1)C DPTKKLVDLLNWOP-UHFFFAOYSA-N 0.000 claims 1
• MOPKKZNDOQRHBF-UHFFFAOYSA-N 1-[1-(7,8-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-3-(2,3-difluorophenyl)-1-methylurea Chemical compound FC1=CC=C2C(=CNC(C2=C1F)=O)C(C)N(C(=O)NC1=C(C(=CC=C1)F)F)C MOPKKZNDOQRHBF-UHFFFAOYSA-N 0.000 claims 1
• KDXAXPAWEOCDAA-UHFFFAOYSA-N 1-[1-(7,8-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-3-(2-fluorophenyl)-1-methylurea Chemical compound FC1=CC=C2C(=CNC(C2=C1F)=O)C(C)N(C(=O)NC1=C(C=CC=C1)F)C KDXAXPAWEOCDAA-UHFFFAOYSA-N 0.000 claims 1
• QNTLBBABWWMTCA-UHFFFAOYSA-N 1-[1-(7,8-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-3-(3,4-difluorophenyl)-1-ethylurea Chemical compound FC1=CC=C2C(=CNC(C2=C1F)=O)C(C)N(C(=O)NC1=CC(=C(C=C1)F)F)CC QNTLBBABWWMTCA-UHFFFAOYSA-N 0.000 claims 1
• IAUKPRKFVGQVQM-UHFFFAOYSA-N 1-[1-(7,8-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-3-(3,4-difluorophenyl)-1-methylurea Chemical compound FC1=CC=C2C(=CNC(C2=C1F)=O)C(C)N(C(=O)NC1=CC(=C(C=C1)F)F)C IAUKPRKFVGQVQM-UHFFFAOYSA-N 0.000 claims 1
• OLZKXUPRVKUOAU-UHFFFAOYSA-N 1-[1-(7,8-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-3-(3-fluorophenyl)-1-methylurea Chemical compound FC1=CC=C2C(=CNC(C2=C1F)=O)C(C)N(C(=O)NC1=CC(=CC=C1)F)C OLZKXUPRVKUOAU-UHFFFAOYSA-N 0.000 claims 1
• LNPOMBAVDFNBJK-UHFFFAOYSA-N 1-[1-(7,8-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-3-(4-fluoro-3-methylphenyl)-1-methylurea Chemical compound FC1=CC=C2C(=CNC(C2=C1F)=O)C(C)N(C(=O)NC1=CC(=C(C=C1)F)C)C LNPOMBAVDFNBJK-UHFFFAOYSA-N 0.000 claims 1
• QNMXABYNUHVLHB-UHFFFAOYSA-N 1-[1-(7,8-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-3-(4-fluorophenyl)-1-(2-sulfamoylethyl)urea Chemical compound FC1=CC=C2C(=CNC(C2=C1F)=O)C(C)N(C(=O)NC1=CC=C(C=C1)F)CCS(=O)(=O)N QNMXABYNUHVLHB-UHFFFAOYSA-N 0.000 claims 1
• HZDKDFRJJWWTQV-UHFFFAOYSA-N 1-[1-(7,8-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-3-(4-fluorophenyl)-1-methylurea Chemical compound FC1=CC=C2C(=CNC(C2=C1F)=O)C(C)N(C(=O)NC1=CC=C(C=C1)F)C HZDKDFRJJWWTQV-UHFFFAOYSA-N 0.000 claims 1
• RECICBNEBLYPKQ-UHFFFAOYSA-N 1-[1-(7,8-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-3-[(3,4-difluorophenyl)methyl]-1-methylurea Chemical compound FC1=CC=C2C(=CNC(C2=C1F)=O)C(C)N(C(=O)NCC1=CC(=C(C=C1)F)F)C RECICBNEBLYPKQ-UHFFFAOYSA-N 0.000 claims 1
• PHBXIXQHMPSSPO-UHFFFAOYSA-N 1-[1-(7,8-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-3-[(4-fluorophenyl)methyl]-1-methylurea Chemical compound FC1=CC=C2C(=CNC(C2=C1F)=O)C(C)N(C(=O)NCC1=CC=C(C=C1)F)C PHBXIXQHMPSSPO-UHFFFAOYSA-N 0.000 claims 1
• ZRLURDDBHUJSMC-UHFFFAOYSA-N 1-[1-(7-fluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-3-(4-fluorophenyl)-1-methylurea Chemical compound FC1=CC=C(C=C1)NC(N(C)C(C)C1=CNC(C2=CC(=CC=C12)F)=O)=O ZRLURDDBHUJSMC-UHFFFAOYSA-N 0.000 claims 1
• WQBBTPTZPGWBRC-UHFFFAOYSA-N 1-[1-[1-(2-aminoethylamino)isoquinolin-4-yl]ethyl]-3-(3-chloro-4-fluorophenyl)-1-methylurea Chemical compound NCCNC1=NC=C(C2=CC=CC=C12)C(C)N(C(=O)NC1=CC(=C(C=C1)F)Cl)C WQBBTPTZPGWBRC-UHFFFAOYSA-N 0.000 claims 1
• HVCUWEUXNRWGRO-UHFFFAOYSA-N 1-methyl-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]-3-(3,4,5-trifluorophenyl)urea Chemical compound CN(C(=O)NC1=CC(=C(C(=C1)F)F)F)C(C)C1=CNC(C2=CC=CC=C12)=O HVCUWEUXNRWGRO-UHFFFAOYSA-N 0.000 claims 1
• ZIDLNKFXUOMGPV-UHFFFAOYSA-N 1-methyl-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]-3-[2-(trifluoromethyl)pyridin-4-yl]urea Chemical compound CN(C(=O)NC1=CC(=NC=C1)C(F)(F)F)C(C)C1=CNC(C2=CC=CC=C12)=O ZIDLNKFXUOMGPV-UHFFFAOYSA-N 0.000 claims 1
• GVGAVOFRNLQVRT-UHFFFAOYSA-N 2-[(3-chloro-4-fluorophenyl)carbamoyl-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]amino]-N,N-dimethylacetamide Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CNC(C2=CC=CC=C12)=O)CC(=O)N(C)C)=O GVGAVOFRNLQVRT-UHFFFAOYSA-N 0.000 claims 1
• REQUCRNAMPWGCK-UHFFFAOYSA-N 2-[(3-chloro-4-fluorophenyl)carbamoyl-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]amino]-N-methylacetamide Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CNC(C2=CC=CC=C12)=O)CC(=O)NC)=O REQUCRNAMPWGCK-UHFFFAOYSA-N 0.000 claims 1
• MMBREGIOWCNXGJ-UHFFFAOYSA-N 2-[(3-chloro-4-fluorophenyl)carbamoyl-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]amino]acetamide Chemical compound CC(C1=CNC(=O)C2=CC=CC=C21)N(CC(=O)N)C(=O)NC3=CC(=C(C=C3)F)Cl MMBREGIOWCNXGJ-UHFFFAOYSA-N 0.000 claims 1
• UCSYHWKTTMXOEB-UHFFFAOYSA-N 3-(2-chloropyridin-4-yl)-1-[1-(6,7-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC1=NC=CC(=C1)NC(N(C)C(C)C1=CNC(C2=CC(=C(C=C12)F)F)=O)=O UCSYHWKTTMXOEB-UHFFFAOYSA-N 0.000 claims 1
• DEFSADXCAOWRTN-UHFFFAOYSA-N 3-(2-chloropyridin-4-yl)-1-[1-(7,8-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC1=NC=CC(=C1)NC(N(C)C(C)C1=CNC(C2=C(C(=CC=C12)F)F)=O)=O DEFSADXCAOWRTN-UHFFFAOYSA-N 0.000 claims 1
• UMZARQSWXOIEBB-UHFFFAOYSA-N 3-(2-chloropyridin-4-yl)-1-methyl-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound ClC1=NC=CC(=C1)NC(N(C(C)C1=CNC(C2=CC=CC=C12)=O)C)=O UMZARQSWXOIEBB-UHFFFAOYSA-N 0.000 claims 1
• IWNYIHNCOYLRGG-UHFFFAOYSA-N 3-(3,4-difluorophenyl)-1-methyl-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound FC=1C=C(C=CC=1F)NC(N(C(C)C1=CNC(C2=CC=CC=C12)=O)C)=O IWNYIHNCOYLRGG-UHFFFAOYSA-N 0.000 claims 1
• JKYLRDKQNJYBCR-UHFFFAOYSA-N 3-(3,5-dichloro-4-fluorophenyl)-1-[1-(6,7-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=C(C=1F)Cl)NC(N(C)C(C)C1=CNC(C2=CC(=C(C=C12)F)F)=O)=O JKYLRDKQNJYBCR-UHFFFAOYSA-N 0.000 claims 1
• BRDBHZGBJARRAN-UHFFFAOYSA-N 3-(3,5-dichloro-4-fluorophenyl)-1-[1-(7,8-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=C(C=1F)Cl)NC(N(C)C(C)C1=CNC(C2=C(C(=CC=C12)F)F)=O)=O BRDBHZGBJARRAN-UHFFFAOYSA-N 0.000 claims 1
• UVGWHHNZCWEPES-UHFFFAOYSA-N 3-(3,5-dichlorophenyl)-1-[1-(6,7-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=C(C=1)Cl)NC(N(C)C(C)C1=CNC(C2=CC(=C(C=C12)F)F)=O)=O UVGWHHNZCWEPES-UHFFFAOYSA-N 0.000 claims 1
• MDYMIPXXVGGVLR-UHFFFAOYSA-N 3-(3,5-dichlorophenyl)-1-[1-(7,8-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=C(C=1)Cl)NC(N(C)C(C)C1=CNC(C2=C(C(=CC=C12)F)F)=O)=O MDYMIPXXVGGVLR-UHFFFAOYSA-N 0.000 claims 1
• CSEQBQXZVWMNCX-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-(2,2-difluoroethyl)-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CNC(C2=CC=CC=C12)=O)CC(F)F)=O CSEQBQXZVWMNCX-UHFFFAOYSA-N 0.000 claims 1
• DMBYYZJMYDRILM-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-(2-cyanoethyl)-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CNC(C2=CC=CC=C12)=O)CCC#N)=O DMBYYZJMYDRILM-UHFFFAOYSA-N 0.000 claims 1
• OEMLPILLDUFLJP-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-(2-hydroxyethyl)-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CNC(C2=CC=CC=C12)=O)CCO)=O OEMLPILLDUFLJP-UHFFFAOYSA-N 0.000 claims 1
• WCOLHOMVYMCFGN-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-(2-methylpropyl)-1-[1-(1-oxo-2H-2,7-naphthyridin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CNC(C2=CN=CC=C12)=O)CC(C)C)=O WCOLHOMVYMCFGN-UHFFFAOYSA-N 0.000 claims 1
• UNWMYVBGADNWFO-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-(2-methylpropyl)-1-[1-[1-(1,2,4-triazol-1-yl)isoquinolin-4-yl]ethyl]urea Chemical compound N1(N=CN=C1)C1=NC=C(C2=CC=CC=C12)C(C)N(C(=O)NC1=CC(=C(C=C1)F)Cl)CC(C)C UNWMYVBGADNWFO-UHFFFAOYSA-N 0.000 claims 1
• FBGVCGFGVDKPQG-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-(2-methylpropyl)-1-[1-[1-(triazol-1-yl)isoquinolin-4-yl]ethyl]urea Chemical compound N1(N=NC=C1)C1=NC=C(C2=CC=CC=C12)C(C)N(C(=O)NC1=CC(=C(C=C1)F)Cl)CC(C)C FBGVCGFGVDKPQG-UHFFFAOYSA-N 0.000 claims 1
• CSTCFUHYZRVLFC-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-(2-methylpropyl)-1-[1-[1-oxo-2-(2,2,2-trifluoroethyl)isoquinolin-4-yl]ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CN(C(C2=CC=CC=C12)=O)CC(F)(F)F)CC(C)C)=O CSTCFUHYZRVLFC-UHFFFAOYSA-N 0.000 claims 1
• GUWJBMNGXAZXJG-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-(2-methylsulfonylethyl)-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CNC(C2=CC=CC=C12)=O)CCS(=O)(=O)C)=O GUWJBMNGXAZXJG-UHFFFAOYSA-N 0.000 claims 1
• ZLCIFAYYSDTVME-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-(3-cyanopropyl)-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CNC(C2=CC=CC=C12)=O)CCCC#N)=O ZLCIFAYYSDTVME-UHFFFAOYSA-N 0.000 claims 1
• XAVBVAOUZGXFSB-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-(3-hydroxy-2,2-dimethylpropyl)-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CNC(C2=CC=CC=C12)=O)CC(CO)(C)C)=O XAVBVAOUZGXFSB-UHFFFAOYSA-N 0.000 claims 1
• SEWQKYWLCJMGLN-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-(3-hydroxypropyl)-1-[1-(1-oxo-2H-2,7-naphthyridin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CNC(C2=CN=CC=C12)=O)CCCO)=O SEWQKYWLCJMGLN-UHFFFAOYSA-N 0.000 claims 1
• JIEJGMPPYGTLLD-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-(3-hydroxypropyl)-1-[1-[1-(1H-1,2,4-triazol-5-ylmethoxy)isoquinolin-4-yl]ethyl]urea Chemical compound N1N=C(N=C1)COC1=NC=C(C2=CC=CC=C12)C(C)N(C(=O)NC1=CC(=C(C=C1)F)Cl)CCCO JIEJGMPPYGTLLD-UHFFFAOYSA-N 0.000 claims 1
• KTTJENMJELILIY-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-(3-hydroxypropyl)-1-[1-[1-[(1-methyl-1,2,4-triazol-3-yl)methoxy]isoquinolin-4-yl]ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CN=C(C2=CC=CC=C12)OCC1=NN(C=N1)C)CCCO)=O KTTJENMJELILIY-UHFFFAOYSA-N 0.000 claims 1
• LABJVHIYPZKUPE-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-(3-methoxypropyl)-1-[(1-oxo-2H-isoquinolin-4-yl)methyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CC1=CNC(C2=CC=CC=C12)=O)CCCOC)=O LABJVHIYPZKUPE-UHFFFAOYSA-N 0.000 claims 1
• LXQXLBBTOKFBDZ-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-(3-methoxypropyl)-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound CC(C1=CNC(=O)C2=CC=CC=C21)N(CCCOC)C(=O)NC3=CC(=C(C=C3)F)Cl LXQXLBBTOKFBDZ-UHFFFAOYSA-N 0.000 claims 1
• FVOMFBJCGWJUEI-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-(4-hydroxybutyl)-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CNC(C2=CC=CC=C12)=O)CCCCO)=O FVOMFBJCGWJUEI-UHFFFAOYSA-N 0.000 claims 1
• SEXYAQIHFDVCNX-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-(cyclohexylmethyl)-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CNC(C2=CC=CC=C12)=O)CC1CCCCC1)=O SEXYAQIHFDVCNX-UHFFFAOYSA-N 0.000 claims 1
• HHKFDJJSVCCBRU-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-(oxan-4-ylmethyl)-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CC1CCOCC1)C(C)C1=CNC(C2=CC=CC=C12)=O)=O HHKFDJJSVCCBRU-UHFFFAOYSA-N 0.000 claims 1
• ILRBZRKASSOEAN-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1-methylpiperidin-4-yl)methyl]-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CNC(C2=CC=CC=C12)=O)CC1CCN(CC1)C)=O ILRBZRKASSOEAN-UHFFFAOYSA-N 0.000 claims 1
• GVPKINPSTIOVJF-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1-methylsulfonylpiperidin-4-yl)methyl]-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CNC(C2=CC=CC=C12)=O)CC1CCN(CC1)S(=O)(=O)C)=O GVPKINPSTIOVJF-UHFFFAOYSA-N 0.000 claims 1
• PKKCOCGFSOQQRC-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[(2,2-dimethyl-1,3-dioxan-5-yl)methyl]-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CNC(C2=CC=CC=C12)=O)CC1COC(OC1)(C)C)=O PKKCOCGFSOQQRC-UHFFFAOYSA-N 0.000 claims 1
• ZCBDGBXOROOSAF-PZORYLMUSA-N 3-(3-chloro-4-fluorophenyl)-1-[(2R)-2-hydroxypropyl]-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CNC(C2=CC=CC=C12)=O)C[C@@H](C)O)=O ZCBDGBXOROOSAF-PZORYLMUSA-N 0.000 claims 1
• ZCBDGBXOROOSAF-UEWDXFNNSA-N 3-(3-chloro-4-fluorophenyl)-1-[(2S)-2-hydroxypropyl]-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CNC(C2=CC=CC=C12)=O)C[C@H](C)O)=O ZCBDGBXOROOSAF-UEWDXFNNSA-N 0.000 claims 1
• PRLVNOXEJZVVQR-KWCCSABGSA-N 3-(3-chloro-4-fluorophenyl)-1-[(3R)-3-hydroxybutyl]-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CNC(C2=CC=CC=C12)=O)CC[C@@H](C)O)=O PRLVNOXEJZVVQR-KWCCSABGSA-N 0.000 claims 1
• PRLVNOXEJZVVQR-LSLKUGRBSA-N 3-(3-chloro-4-fluorophenyl)-1-[(3S)-3-hydroxybutyl]-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CNC(C2=CC=CC=C12)=O)CC[C@H](C)O)=O PRLVNOXEJZVVQR-LSLKUGRBSA-N 0.000 claims 1
• SUFKLUZBSRYRLK-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(1-cyanoisoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)C(C)C1=CN=C(C2=CC=CC=C12)C#N)=O SUFKLUZBSRYRLK-UHFFFAOYSA-N 0.000 claims 1
• ZXNIPIHZMHFSHQ-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(1-methoxyisoquinolin-4-yl)ethyl]-1-(2,2,2-trifluoroethyl)urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CC(F)(F)F)C(C)C1=CN=C(C2=CC=CC=C12)OC)=O ZXNIPIHZMHFSHQ-UHFFFAOYSA-N 0.000 claims 1
• XWRBPVMSEATQDI-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(1-methoxyisoquinolin-4-yl)ethyl]-1-[2-(2,2,2-trifluoroethylamino)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CCNCC(F)(F)F)C(C)C1=CN=C(C2=CC=CC=C12)OC)=O XWRBPVMSEATQDI-UHFFFAOYSA-N 0.000 claims 1
• MPYCNWJWIMWKPT-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(1-methoxyisoquinolin-4-yl)ethyl]-1-methylurea Chemical compound CC(C1=CN=C(C2=CC=CC=C21)OC)N(C)C(=O)NC3=CC(=C(C=C3)F)Cl MPYCNWJWIMWKPT-UHFFFAOYSA-N 0.000 claims 1
• TZIWKOKILDRUPL-WNWXXORZSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]-1-(1,1,2,2,2-pentadeuterioethyl)urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CNC(C2=CC=CC=C12)=O)C(C([2H])([2H])[2H])([2H])[2H])=O TZIWKOKILDRUPL-WNWXXORZSA-N 0.000 claims 1
• VEZPOEOMIFGHOF-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]-1-(1,3-thiazol-2-ylmethyl)urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CC=1SC=CN=1)C(C)C1=CNC(C2=CC=CC=C12)=O)=O VEZPOEOMIFGHOF-UHFFFAOYSA-N 0.000 claims 1
• PWAFKQMNCNTHAK-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]-1-(1,3-thiazol-4-ylmethyl)urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CC=1N=CSC=1)C(C)C1=CNC(C2=CC=CC=C12)=O)=O PWAFKQMNCNTHAK-UHFFFAOYSA-N 0.000 claims 1
• DREOXQKUMHQDBX-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]-1-(1,3-thiazol-5-ylmethyl)urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CC1=CN=CS1)C(C)C1=CNC(C2=CC=CC=C12)=O)=O DREOXQKUMHQDBX-UHFFFAOYSA-N 0.000 claims 1
• LOSIJGBZNFMCOL-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]-1-(2-sulfamoylethyl)urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CNC(C2=CC=CC=C12)=O)CCS(=O)(=O)N)=O LOSIJGBZNFMCOL-UHFFFAOYSA-N 0.000 claims 1
• GRRFFNIEZDVVPK-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]-1-(oxolan-3-ylmethyl)urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CC1COCC1)C(C)C1=CNC(C2=CC=CC=C12)=O)=O GRRFFNIEZDVVPK-UHFFFAOYSA-N 0.000 claims 1
• IRDBGHLNVCJOOI-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]-1-(pyridin-2-ylmethyl)urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CC1=NC=CC=C1)C(C)C1=CNC(C2=CC=CC=C12)=O)=O IRDBGHLNVCJOOI-UHFFFAOYSA-N 0.000 claims 1
• KBILUMAOCZKULA-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]-1-(pyridin-3-ylmethyl)urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CC=1C=NC=CC=1)C(C)C1=CNC(C2=CC=CC=C12)=O)=O KBILUMAOCZKULA-UHFFFAOYSA-N 0.000 claims 1
• MLLPRUTVDZMXIL-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]-1-(pyridin-4-ylmethyl)urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CC1=CC=NC=C1)C(C)C1=CNC(C2=CC=CC=C12)=O)=O MLLPRUTVDZMXIL-UHFFFAOYSA-N 0.000 claims 1
• MKPQQXXNZJOSEA-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]-1-(pyrimidin-4-ylmethyl)urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CC1=NC=NC=C1)C(C)C1=CNC(C2=CC=CC=C12)=O)=O MKPQQXXNZJOSEA-UHFFFAOYSA-N 0.000 claims 1
• RSWYFYRZNVYNAO-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]-1-(pyrimidin-5-ylmethyl)urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CC=1C=NC=NC=1)C(C)C1=CNC(C2=CC=CC=C12)=O)=O RSWYFYRZNVYNAO-UHFFFAOYSA-N 0.000 claims 1
• FUXHNIMRZOXJAB-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]-1-[2-(2,2,2-trifluoroethylamino)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CCNCC(F)(F)F)C(C)C1=CNC(C2=CC=CC=C12)=O)=O FUXHNIMRZOXJAB-UHFFFAOYSA-N 0.000 claims 1
• GAPVXAMYYQZOEG-BZSJEYESSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]-1-[[(2R)-oxolan-2-yl]methyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C[C@@H]1OCCC1)C(C)C1=CNC(C2=CC=CC=C12)=O)=O GAPVXAMYYQZOEG-BZSJEYESSA-N 0.000 claims 1
• GAPVXAMYYQZOEG-WMCAAGNKSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]-1-[[(2S)-oxolan-2-yl]methyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C[C@H]1OCCC1)C(C)C1=CNC(C2=CC=CC=C12)=O)=O GAPVXAMYYQZOEG-WMCAAGNKSA-N 0.000 claims 1
• NNSLCVFDEBWLDK-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]-1-propylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CCC)C(C)C1=CNC(C2=CC=CC=C12)=O)=O NNSLCVFDEBWLDK-UHFFFAOYSA-N 0.000 claims 1
• IWURWYBZQBIMCZ-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(2-cyclopropyl-1-oxoisoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)C(C)C1=CN(C(C2=CC=CC=C12)=O)C1CC1)=O IWURWYBZQBIMCZ-UHFFFAOYSA-N 0.000 claims 1
• SPYKZZOUHCMDKX-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(2-ethyl-1-oxoisoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)C(C)C1=CN(C(C2=CC=CC=C12)=O)CC)=O SPYKZZOUHCMDKX-UHFFFAOYSA-N 0.000 claims 1
• OBXIPSASNODLMK-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(5-methoxy-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)C(C)C1=CNC(C2=CC=CC(=C12)OC)=O)=O OBXIPSASNODLMK-UHFFFAOYSA-N 0.000 claims 1
• IITIBNRWDBBMLN-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(5-methoxypyrido[3,4-b]pyrazin-8-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)C(C)C1=CN=C(C2=NC=CN=C21)OC)=O IITIBNRWDBBMLN-UHFFFAOYSA-N 0.000 claims 1
• VWILJCSIOWFBAD-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(6,7-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-(2-methylpropyl)urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CC(C)C)C(C)C1=CNC(C2=CC(=C(C=C12)F)F)=O)=O VWILJCSIOWFBAD-UHFFFAOYSA-N 0.000 claims 1
• ZZTVLXGIOQWHGB-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(6,7-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-(2-sulfamoylethyl)urea Chemical compound CC(C1=CNC(=O)C2=CC(=C(C=C21)F)F)N(CCS(=O)(=O)N)C(=O)NC3=CC(=C(C=C3)F)Cl ZZTVLXGIOQWHGB-UHFFFAOYSA-N 0.000 claims 1
• QTPUNFCAEXKKFL-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(6,7-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-(3-hydroxypropyl)urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CCCO)C(C)C1=CNC(C2=CC(=C(C=C12)F)F)=O)=O QTPUNFCAEXKKFL-UHFFFAOYSA-N 0.000 claims 1
• CGZJFMJMGZKSIP-BMSJAHLVSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(6,7-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-(trideuteriomethyl)urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C([2H])([2H])[2H])C(C)C1=CNC(C2=CC(=C(C=C12)F)F)=O)=O CGZJFMJMGZKSIP-BMSJAHLVSA-N 0.000 claims 1
• WVPKYMOCGAILAG-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(6,7-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-ethylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CC)C(C)C1=CNC(C2=CC(=C(C=C12)F)F)=O)=O WVPKYMOCGAILAG-UHFFFAOYSA-N 0.000 claims 1
• YVPKEDYPJRFAKV-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(6,7-difluoro-2-methyl-1-oxoisoquinolin-4-yl)ethyl]-1-(2-methylpropyl)urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CC(C)C)C(C)C1=CN(C(C2=CC(=C(C=C12)F)F)=O)C)=O YVPKEDYPJRFAKV-UHFFFAOYSA-N 0.000 claims 1
• SOETZLNNVLQCIU-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(6,7-difluoro-2-methyl-1-oxoisoquinolin-4-yl)ethyl]-1-(3-hydroxypropyl)urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CCCO)C(C)C1=CN(C(C2=CC(=C(C=C12)F)F)=O)C)=O SOETZLNNVLQCIU-UHFFFAOYSA-N 0.000 claims 1
• KIPZEDNHFHHSIO-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(6,7-difluoro-2-methyl-1-oxoisoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)C(C)C1=CN(C(C2=CC(=C(C=C12)F)F)=O)C)=O KIPZEDNHFHHSIO-UHFFFAOYSA-N 0.000 claims 1
• QEHWHILLSSCQOK-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(6,8-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-(2-methylpropyl)urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CC(C)C)C(C)C1=CNC(C2=C(C=C(C=C12)F)F)=O)=O QEHWHILLSSCQOK-UHFFFAOYSA-N 0.000 claims 1
• ZGNGTWUUTUUYSN-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(6,8-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-(2-sulfamoylethyl)urea Chemical compound CC(C1=CNC(=O)C2=C1C=C(C=C2F)F)N(CCS(=O)(=O)N)C(=O)NC3=CC(=C(C=C3)F)Cl ZGNGTWUUTUUYSN-UHFFFAOYSA-N 0.000 claims 1
• GLTCSUITONMSPL-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(6,8-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-(3-hydroxypropyl)urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CCCO)C(C)C1=CNC(C2=C(C=C(C=C12)F)F)=O)=O GLTCSUITONMSPL-UHFFFAOYSA-N 0.000 claims 1
• QUFPRXLOCUPKSK-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(6,8-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)C(C)C1=CNC(C2=C(C=C(C=C12)F)F)=O)=O QUFPRXLOCUPKSK-UHFFFAOYSA-N 0.000 claims 1
• TUPUDWODPWAEPQ-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(6-chloro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C2C(=CNC(C2=CC=1)=O)C(C)N(C(=O)NC1=CC(=C(C=C1)F)Cl)C TUPUDWODPWAEPQ-UHFFFAOYSA-N 0.000 claims 1
• MQJSPUCNYVDFCS-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(6-fluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-(2-sulfamoylethyl)urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CNC(C2=CC=C(C=C12)F)=O)CCS(=O)(=O)N)=O MQJSPUCNYVDFCS-UHFFFAOYSA-N 0.000 claims 1
• ZCOVWEHFDIGMTN-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(6-fluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-[3-hydroxy-2-(hydroxymethyl)propyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CC(CO)CO)C(C)C1=CNC(C2=CC=C(C=C12)F)=O)=O ZCOVWEHFDIGMTN-UHFFFAOYSA-N 0.000 claims 1
• GVYVJMBFLTVJFD-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(6-fluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)C(C)C1=CNC(C2=CC=C(C=C12)F)=O)=O GVYVJMBFLTVJFD-UHFFFAOYSA-N 0.000 claims 1
• JNPQVTBPTFWKOX-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(6-methoxy-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)C(C)C1=CNC(C2=CC=C(C=C12)OC)=O)=O JNPQVTBPTFWKOX-UHFFFAOYSA-N 0.000 claims 1
• QGVVYXROEAINIB-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(7,8-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-(2-methylpropyl)urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CC(C)C)C(C)C1=CNC(C2=C(C(=CC=C12)F)F)=O)=O QGVVYXROEAINIB-UHFFFAOYSA-N 0.000 claims 1
• WSRUERPZOPJCNH-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(7,8-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-(2-sulfamoylethyl)urea Chemical compound CC(C1=CNC(=O)C2=C1C=CC(=C2F)F)N(CCS(=O)(=O)N)C(=O)NC3=CC(=C(C=C3)F)Cl WSRUERPZOPJCNH-UHFFFAOYSA-N 0.000 claims 1
• KLFADPFLWCZKPR-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(7,8-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-(3-hydroxypropyl)urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CCCO)C(C)C1=CNC(C2=C(C(=CC=C12)F)F)=O)=O KLFADPFLWCZKPR-UHFFFAOYSA-N 0.000 claims 1
• KUHVSVZCTOLZTD-BMSJAHLVSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(7,8-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-(trideuteriomethyl)urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C([2H])([2H])[2H])C(C)C1=CNC(C2=C(C(=CC=C12)F)F)=O)=O KUHVSVZCTOLZTD-BMSJAHLVSA-N 0.000 claims 1
• XIFXDTXWVFVOTR-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(7,8-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-ethylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CC)C(C)C1=CNC(C2=C(C(=CC=C12)F)F)=O)=O XIFXDTXWVFVOTR-UHFFFAOYSA-N 0.000 claims 1
• NGWKOTBLOXCZAI-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(7,8-difluoro-2-methyl-1-oxoisoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)C(C)C1=CN(C(C2=C(C(=CC=C12)F)F)=O)C)=O NGWKOTBLOXCZAI-UHFFFAOYSA-N 0.000 claims 1
• CNXCCGOQGABZJY-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(7-chloro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC1=CC=C2C(=CNC(C2=C1)=O)C(C)N(C(=O)NC1=CC(=C(C=C1)F)Cl)C CNXCCGOQGABZJY-UHFFFAOYSA-N 0.000 claims 1
• RHMCVQIAXJPAHR-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(7-fluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-(2-sulfamoylethyl)urea Chemical compound CC(C1=CNC(=O)C2=C1C=CC(=C2)F)N(CCS(=O)(=O)N)C(=O)NC3=CC(=C(C=C3)F)Cl RHMCVQIAXJPAHR-UHFFFAOYSA-N 0.000 claims 1
• ZDKODAXIUZKVNE-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(7-fluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)C(C)C1=CNC(C2=CC(=CC=C12)F)=O)=O ZDKODAXIUZKVNE-UHFFFAOYSA-N 0.000 claims 1
• MPVSSSMEJJGYDE-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(7-fluoro-2-methyl-1-oxoisoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)C(C)C1=CN(C(C2=CC(=CC=C12)F)=O)C)=O MPVSSSMEJJGYDE-UHFFFAOYSA-N 0.000 claims 1
• DIABWDGMDCHUHQ-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(7-methoxy-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)C(C)C1=CNC(C2=CC(=CC=C12)OC)=O)=O DIABWDGMDCHUHQ-UHFFFAOYSA-N 0.000 claims 1
• YNGJYNUBVODTGJ-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(8-chloro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=CC=C2C(=CNC(C=12)=O)C(C)N(C(=O)NC1=CC(=C(C=C1)F)Cl)C YNGJYNUBVODTGJ-UHFFFAOYSA-N 0.000 claims 1
• FFFSGWHHXBBVBE-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(8-fluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-(2-methylpropyl)urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CC(C)C)C(C)C1=CNC(C2=C(C=CC=C12)F)=O)=O FFFSGWHHXBBVBE-UHFFFAOYSA-N 0.000 claims 1
• CNCCYZLIFNYSQC-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(8-fluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-(2-sulfamoylethyl)urea Chemical compound CC(C1=CNC(=O)C2=C1C=CC=C2F)N(CCS(=O)(=O)N)C(=O)NC3=CC(=C(C=C3)F)Cl CNCCYZLIFNYSQC-UHFFFAOYSA-N 0.000 claims 1
• PHLCBRGDFAATEX-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(8-fluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-(3-hydroxypropyl)urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CCCO)C(C)C1=CNC(C2=C(C=CC=C12)F)=O)=O PHLCBRGDFAATEX-UHFFFAOYSA-N 0.000 claims 1
• BNCVMBLBSPYXQJ-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(8-fluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)C(C)C1=CNC(C2=C(C=CC=C12)F)=O)=O BNCVMBLBSPYXQJ-UHFFFAOYSA-N 0.000 claims 1
• HRUHJCCBPJROIV-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(8-fluoro-2-methyl-1-oxoisoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)C(C)C1=CN(C(C2=C(C=CC=C12)F)=O)C)=O HRUHJCCBPJROIV-UHFFFAOYSA-N 0.000 claims 1
• FNXCMUNFZRDQLS-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-[1-(2-hydroxyethylamino)isoquinolin-4-yl]ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)C(C)C1=CN=C(C2=CC=CC=C12)NCCO)=O FNXCMUNFZRDQLS-UHFFFAOYSA-N 0.000 claims 1
• PNOCXVMNWPUNCA-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-[1-(dimethylamino)isoquinolin-4-yl]ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)C(C)C1=CN=C(C2=CC=CC=C12)N(C)C)=O PNOCXVMNWPUNCA-UHFFFAOYSA-N 0.000 claims 1
• DDTIXOFWKRTFDR-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-[1-(ethylamino)isoquinolin-4-yl]ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)C(C)C1=CN=C(C2=CC=CC=C12)NCC)=O DDTIXOFWKRTFDR-UHFFFAOYSA-N 0.000 claims 1
• AAWZWYDELSRROK-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-[1-(hydroxymethyl)isoquinolin-4-yl]ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)C(C)C1=CN=C(C2=CC=CC=C12)CO)=O AAWZWYDELSRROK-UHFFFAOYSA-N 0.000 claims 1
• ULGZDHHHFKLSOQ-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-[2-(2-hydroxyethyl)-1-oxoisoquinolin-4-yl]ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)C(C)C1=CN(C(C2=CC=CC=C12)=O)CCO)=O ULGZDHHHFKLSOQ-UHFFFAOYSA-N 0.000 claims 1
• QCNFCFBHOPOHAC-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-[2-(2-methoxyethyl)-1-oxoisoquinolin-4-yl]ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)C(C)C1=CN(C(C2=CC=CC=C12)=O)CCOC)=O QCNFCFBHOPOHAC-UHFFFAOYSA-N 0.000 claims 1
• SCPBIJWJIAZRQP-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-[2-(3-hydroxypropyl)-1-oxoisoquinolin-4-yl]ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)C(C)C1=CN(C(C2=CC=CC=C12)=O)CCCO)=O SCPBIJWJIAZRQP-UHFFFAOYSA-N 0.000 claims 1
• XATPRMLKNHKZMY-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-[2-(3-methoxypropyl)-1-oxoisoquinolin-4-yl]ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)C(C)C1=CN(C(C2=CC=CC=C12)=O)CCCOC)=O XATPRMLKNHKZMY-UHFFFAOYSA-N 0.000 claims 1
• WOZXHXQYLCJMIF-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-[6,7-difluoro-1-(1H-1,2,4-triazol-5-ylmethoxy)isoquinolin-4-yl]ethyl]-1-(3-hydroxypropyl)urea Chemical compound N1N=C(N=C1)COC1=NC=C(C2=CC(=C(C=C12)F)F)C(C)N(C(=O)NC1=CC(=C(C=C1)F)Cl)CCCO WOZXHXQYLCJMIF-UHFFFAOYSA-N 0.000 claims 1
• LOFDHLKHIOYMFP-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-[6,7-difluoro-1-(1H-1,2,4-triazol-5-ylmethoxy)isoquinolin-4-yl]ethyl]-1-methylurea Chemical compound N1N=C(N=C1)COC1=NC=C(C2=CC(=C(C=C12)F)F)C(C)N(C(=O)NC1=CC(=C(C=C1)F)Cl)C LOFDHLKHIOYMFP-UHFFFAOYSA-N 0.000 claims 1
• MGVPPXKYFDVTIK-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-[6,7-difluoro-1-[(1-methyl-1,2,4-triazol-3-yl)methoxy]isoquinolin-4-yl]ethyl]-1-(3-hydroxypropyl)urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CCCO)C(C)C1=CN=C(C2=CC(=C(C=C12)F)F)OCC1=NN(C=N1)C)=O MGVPPXKYFDVTIK-UHFFFAOYSA-N 0.000 claims 1
• LANIDDKPPGWYMO-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-[6,7-difluoro-1-[(1-methyl-1,2,4-triazol-3-yl)methoxy]isoquinolin-4-yl]ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)C(C)C1=CN=C(C2=CC(=C(C=C12)F)F)OCC1=NN(C=N1)C)=O LANIDDKPPGWYMO-UHFFFAOYSA-N 0.000 claims 1
• ACTNYPDYTXDXBL-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[2-(2,2-difluoroethylamino)ethyl]-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CNC(C2=CC=CC=C12)=O)CCNCC(F)F)=O ACTNYPDYTXDXBL-UHFFFAOYSA-N 0.000 claims 1
• UQTQBPAMYFQBFG-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[2-(2-methoxyethoxy)ethyl]-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CNC(C2=CC=CC=C12)=O)CCOCCOC)=O UQTQBPAMYFQBFG-UHFFFAOYSA-N 0.000 claims 1
• XNYGWNRDZCJZNA-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[2-hydroxy-1-(1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)C(CO)C1=CNC(C2=CC=CC=C12)=O)=O XNYGWNRDZCJZNA-UHFFFAOYSA-N 0.000 claims 1
• XFQCVCVITMMHDC-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[3-(methylsulfamoyl)propyl]-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CNC(C2=CC=CC=C12)=O)CCCS(=O)(=O)NC)=O XFQCVCVITMMHDC-UHFFFAOYSA-N 0.000 claims 1
• RKJYICGHJPMOQU-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[3-hydroxy-2-(hydroxymethyl)propyl]-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CNC(C2=CC=CC=C12)=O)CC(CO)CO)=O RKJYICGHJPMOQU-UHFFFAOYSA-N 0.000 claims 1
• MLBWJGCFXJRJMI-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[cyclopropyl-(1-methoxyisoquinolin-4-yl)methyl]-1-ethylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CC)C(C1=CN=C(C2=CC=CC=C12)OC)C1CC1)=O MLBWJGCFXJRJMI-UHFFFAOYSA-N 0.000 claims 1
• AKYQJVYONMZCJG-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[cyclopropyl-(1-oxo-2H-isoquinolin-4-yl)methyl]-1-ethylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CC)C(C1=CNC(C2=CC=CC=C12)=O)C1CC1)=O AKYQJVYONMZCJG-UHFFFAOYSA-N 0.000 claims 1
• POGNXOUIBPOGMZ-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-ethyl-1-[(1-methoxyisoquinolin-4-yl)-phenylmethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C1=CC=CC=C1)C1=CN=C(C2=CC=CC=C12)OC)CC)=O POGNXOUIBPOGMZ-UHFFFAOYSA-N 0.000 claims 1
• VLMALRISHQTBAG-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-ethyl-1-[(1-oxo-2H-isoquinolin-4-yl)-phenylmethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C1=CC=CC=C1)C1=CNC(C2=CC=CC=C12)=O)CC)=O VLMALRISHQTBAG-UHFFFAOYSA-N 0.000 claims 1
• KNHDCHHLAGCFGP-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-ethyl-1-[(2-methyl-1-oxoisoquinolin-4-yl)methyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CC1=CN(C(C2=CC=CC=C12)=O)C)CC)=O KNHDCHHLAGCFGP-UHFFFAOYSA-N 0.000 claims 1
• UIMBHDWMOWPYPD-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-ethyl-1-[1-(1-methoxyisoquinolin-4-yl)-2-methylpropyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C(C)C)C1=CN=C(C2=CC=CC=C12)OC)CC)=O UIMBHDWMOWPYPD-UHFFFAOYSA-N 0.000 claims 1
• CCQSEIIHSJZIQH-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-ethyl-1-[1-(1-methoxyisoquinolin-4-yl)propyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(CC)C1=CN=C(C2=CC=CC=C12)OC)CC)=O CCQSEIIHSJZIQH-UHFFFAOYSA-N 0.000 claims 1
• RJUHBMDGLOSJTJ-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-ethyl-1-[1-(1-oxo-2H-2,7-naphthyridin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CNC(C2=CN=CC=C12)=O)CC)=O RJUHBMDGLOSJTJ-UHFFFAOYSA-N 0.000 claims 1
• JRFYNCZWFIOLJY-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-ethyl-1-[2,2,2-trifluoro-1-(1-methoxyisoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C(F)(F)F)C1=CN=C(C2=CC=CC=C12)OC)CC)=O JRFYNCZWFIOLJY-UHFFFAOYSA-N 0.000 claims 1
• OPTKDKXHVIRUHO-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-ethyl-1-[2,2,2-trifluoro-1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C(F)(F)F)C1=CNC(C2=CC=CC=C12)=O)CC)=O OPTKDKXHVIRUHO-UHFFFAOYSA-N 0.000 claims 1
• QTTQKFJRYYIRSC-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-ethyl-1-[2-methyl-1-(1-oxo-2H-isoquinolin-4-yl)propyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C(C)C)C1=CNC(C2=CC=CC=C12)=O)CC)=O QTTQKFJRYYIRSC-UHFFFAOYSA-N 0.000 claims 1
• VUYYBXMEVMXQOF-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[1-(1-methylisoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CN=C(C2=CC=CC=C12)C)C)=O VUYYBXMEVMXQOF-UHFFFAOYSA-N 0.000 claims 1
• RKJKBDDEKQMZAU-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[1-(1-methylsulfonylisoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CN=C(C2=CC=CC=C12)S(=O)(=O)C)C)=O RKJKBDDEKQMZAU-UHFFFAOYSA-N 0.000 claims 1
• OAPIYPUHSGVFFF-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[1-(1-oxo-2-propan-2-ylisoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)C(C)C1=CN(C(C2=CC=CC=C12)=O)C(C)C)=O OAPIYPUHSGVFFF-UHFFFAOYSA-N 0.000 claims 1
• TTXGNWQEENRJIG-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[1-(1-oxo-2-propylisoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CN(C(C2=CC=CC=C12)=O)CCC)C)=O TTXGNWQEENRJIG-UHFFFAOYSA-N 0.000 claims 1
• YUEVOLBWCCMUDH-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[1-(1-oxo-2H-2,6-naphthyridin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CNC(C2=CC=NC=C12)=O)C)=O YUEVOLBWCCMUDH-UHFFFAOYSA-N 0.000 claims 1
• MEUGXBLBQHDOQU-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[1-(1-oxo-2H-2,7-naphthyridin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CNC(C2=CN=CC=C12)=O)C)=O MEUGXBLBQHDOQU-UHFFFAOYSA-N 0.000 claims 1
• IZNLAVGWGVFVJG-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[1-(2-methyl-1-oxoisoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CN(C(C2=CC=CC=C12)=O)C)C)=O IZNLAVGWGVFVJG-UHFFFAOYSA-N 0.000 claims 1
• YOIGSDLLMGEXTQ-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[1-(3-methyl-1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=C(NC(C2=CC=CC=C12)=O)C)C)=O YOIGSDLLMGEXTQ-UHFFFAOYSA-N 0.000 claims 1
• CGANBOCXVNGHMH-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[1-(5-oxo-6H-pyrido[3,4-b]pyrazin-8-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CNC(C2=NC=CN=C21)=O)C)=O CGANBOCXVNGHMH-UHFFFAOYSA-N 0.000 claims 1
• CZBQJOUMIYICIL-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[1-(8-oxo-7H-1,7-naphthyridin-5-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C=1C=2C=CC=NC=2C(NC=1)=O)C)=O CZBQJOUMIYICIL-UHFFFAOYSA-N 0.000 claims 1
• NRGXXLQQZXURAP-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[1-[1-(1,2,4-triazol-1-yl)isoquinolin-4-yl]ethyl]urea Chemical compound N1(N=CN=C1)C1=NC=C(C2=CC=CC=C12)C(C)N(C(=O)NC1=CC(=C(C=C1)F)Cl)C NRGXXLQQZXURAP-UHFFFAOYSA-N 0.000 claims 1
• IKZKOAGJUAXXJJ-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[1-[1-(1H-1,2,4-triazol-5-ylmethoxy)isoquinolin-4-yl]ethyl]urea Chemical compound N1N=C(N=C1)COC1=NC=C(C2=CC=CC=C12)C(C)N(C(=O)NC1=CC(=C(C=C1)F)Cl)C IKZKOAGJUAXXJJ-UHFFFAOYSA-N 0.000 claims 1
• TWCDNJRGGXOFMQ-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[1-[1-(1H-1,2,4-triazol-5-ylmethylamino)isoquinolin-4-yl]ethyl]urea Chemical compound N1N=C(N=C1)CNC1=NC=C(C2=CC=CC=C12)C(C)N(C(=O)NC1=CC(=C(C=C1)F)Cl)C TWCDNJRGGXOFMQ-UHFFFAOYSA-N 0.000 claims 1
• SMBVXQPMBQODCJ-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[1-[1-(2H-triazol-4-ylmethylamino)isoquinolin-4-yl]ethyl]urea Chemical compound N=1NN=C(C=1)CNC1=NC=C(C2=CC=CC=C12)C(C)N(C(=O)NC1=CC(=C(C=C1)F)Cl)C SMBVXQPMBQODCJ-UHFFFAOYSA-N 0.000 claims 1
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