IL283395B2 - Arylmethylureas and substituted heteroarylmethylureas, their analogues and their uses - Google Patents
Arylmethylureas and substituted heteroarylmethylureas, their analogues and their usesInfo
- Publication number
- IL283395B2 IL283395B2 IL283395A IL28339521A IL283395B2 IL 283395 B2 IL283395 B2 IL 283395B2 IL 283395 A IL283395 A IL 283395A IL 28339521 A IL28339521 A IL 28339521A IL 283395 B2 IL283395 B2 IL 283395B2
- Authority
- IL
- Israel
- Prior art keywords
- ethyl
- fluorophenyl
- oxo
- dihydroisoquinolin
- chloro
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 claims 35
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 28
- -1 -OH Chemical group 0.000 claims 24
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 23
- 239000003795 chemical substances by application Substances 0.000 claims 13
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 11
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 11
- 229910052736 halogen Inorganic materials 0.000 claims 9
- 150000002367 halogens Chemical group 0.000 claims 9
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims 8
- 239000004202 carbamide Substances 0.000 claims 8
- 125000001072 heteroaryl group Chemical group 0.000 claims 8
- 241000700721 Hepatitis B virus Species 0.000 claims 7
- 125000001424 substituent group Chemical group 0.000 claims 7
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 6
- 239000000203 mixture Substances 0.000 claims 6
- 125000000623 heterocyclic group Chemical group 0.000 claims 5
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical group N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 claims 4
- 208000037262 Hepatitis delta Diseases 0.000 claims 4
- 241000724709 Hepatitis delta virus Species 0.000 claims 4
- 125000000217 alkyl group Chemical group 0.000 claims 4
- 125000001951 carbamoylamino group Chemical group C(N)(=O)N* 0.000 claims 4
- 125000000000 cycloalkoxy group Chemical group 0.000 claims 4
- 125000000753 cycloalkyl group Chemical group 0.000 claims 4
- 150000003839 salts Chemical class 0.000 claims 4
- 239000012453 solvate Substances 0.000 claims 4
- 125000004737 (C1-C6) haloalkoxy group Chemical group 0.000 claims 3
- 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 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 3
- 108091036055 CccDNA Proteins 0.000 claims 3
- XGEGHDBEHXKFPX-UHFFFAOYSA-N N-methylthiourea Natural products CNC(N)=O XGEGHDBEHXKFPX-UHFFFAOYSA-N 0.000 claims 3
- 230000015572 biosynthetic process Effects 0.000 claims 3
- 229940124765 capsid inhibitor Drugs 0.000 claims 3
- 125000004093 cyano group Chemical group *C#N 0.000 claims 3
- 208000002672 hepatitis B Diseases 0.000 claims 3
- 239000003112 inhibitor Substances 0.000 claims 3
- XGEGHDBEHXKFPX-NJFSPNSNSA-N methylurea Chemical compound [14CH3]NC(N)=O XGEGHDBEHXKFPX-NJFSPNSNSA-N 0.000 claims 3
- 239000002773 nucleotide Substances 0.000 claims 3
- 125000003729 nucleotide group Chemical group 0.000 claims 3
- 239000008194 pharmaceutical composition Substances 0.000 claims 3
- 108090000623 proteins and genes Proteins 0.000 claims 3
- 239000003419 rna directed dna polymerase inhibitor Substances 0.000 claims 3
- CGZJFMJMGZKSIP-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(6,7-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=CC(=C(C=C12)F)F)=O)=O CGZJFMJMGZKSIP-UHFFFAOYSA-N 0.000 claims 2
- KUHVSVZCTOLZTD-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(7,8-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(=CC=C12)F)F)=O)=O KUHVSVZCTOLZTD-UHFFFAOYSA-N 0.000 claims 2
- SWKQVCZCUYTBAG-UHFFFAOYSA-N 3-(3-chlorophenyl)-1-[1-(7,8-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1)NC(N(C)C(C)C1=CNC(C2=C(C(=CC=C12)F)F)=O)=O SWKQVCZCUYTBAG-UHFFFAOYSA-N 0.000 claims 2
- UPZKAGDGLDIQPA-UHFFFAOYSA-N 3-(4-fluoro-3-methylphenyl)-1-methyl-1-[1-(3-methyl-1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound FC1=C(C=C(C=C1)NC(N(C(C)C1=C(NC(C2=CC=CC=C12)=O)C)C)=O)C UPZKAGDGLDIQPA-UHFFFAOYSA-N 0.000 claims 2
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 claims 2
- 241000124008 Mammalia Species 0.000 claims 2
- KYQCOXFCLRTKLS-UHFFFAOYSA-N Pyrazine Chemical compound C1=CN=CC=N1 KYQCOXFCLRTKLS-UHFFFAOYSA-N 0.000 claims 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- 125000006769 halocycloalkoxy group Chemical group 0.000 claims 2
- 208000015181 infectious disease Diseases 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 229940124530 sulfonamide Drugs 0.000 claims 2
- 125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims 1
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims 1
- 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 1
- 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 1
- YVSZIKQBKMHSGL-UHFFFAOYSA-N 1-(2,2-difluoroethyl)-3-(4-fluoro-3-methylphenyl)-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound FC(CN(C(=O)NC1=CC(=C(C=C1)F)C)C(C)C1=CNC(C2=CC=CC=C12)=O)F YVSZIKQBKMHSGL-UHFFFAOYSA-N 0.000 claims 1
- QSRMJWJESOGKNN-UHFFFAOYSA-N 1-(3-aminopropyl)-3-(3-chloro-4-fluorophenyl)-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound NCCCN(C(=O)NC1=CC(=C(C=C1)F)Cl)C(C)C1=CNC(C2=CC=CC=C12)=O QSRMJWJESOGKNN-UHFFFAOYSA-N 0.000 claims 1
- 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 1
- 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 1
- 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 1
- HWUKTMVXFCAKSH-UHFFFAOYSA-N 1-(3-chloro-4-fluorophenyl)-3-[1-(6,7-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(=O)NC(C)C1=CNC(C2=CC(=C(C=C12)F)F)=O HWUKTMVXFCAKSH-UHFFFAOYSA-N 0.000 claims 1
- TUYKQQIKMAGWSG-UHFFFAOYSA-N 1-(3-chloro-4-fluorophenyl)-3-[1-(7,8-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(=O)NC(C)C1=CNC(C2=C(C(=CC=C12)F)F)=O TUYKQQIKMAGWSG-UHFFFAOYSA-N 0.000 claims 1
- OWFCZBFETJHULF-UHFFFAOYSA-N 1-(3-chloro-4-fluorophenyl)-3-[3-hydroxy-1-(1-methoxyisoquinolin-4-yl)propyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(=O)NC(CCO)C1=CN=C(C2=CC=CC=C12)OC OWFCZBFETJHULF-UHFFFAOYSA-N 0.000 claims 1
- OWNHTIMUOWDVMS-UHFFFAOYSA-N 1-(3-cyano-4-fluorophenyl)-3-[1-(6,7-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound C(#N)C=1C=C(C=CC=1F)NC(=O)NC(C)C1=CNC(C2=CC(=C(C=C12)F)F)=O OWNHTIMUOWDVMS-UHFFFAOYSA-N 0.000 claims 1
- 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 1
- 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 1
- JUXOAAMSYLNBGR-MRXNPFEDSA-N 1-[(1-acetylpiperidin-4-yl)methyl]-3-(3-chloro-4-fluorophenyl)-1-[(1R)-1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound C(C)(=O)N1CCC(CC1)CN(C(=O)NC1=CC(=C(C=C1)F)Cl)[C@H](C)C1=CNC(C2=CC=CC=C12)=O JUXOAAMSYLNBGR-MRXNPFEDSA-N 0.000 claims 1
- JUXOAAMSYLNBGR-INIZCTEOSA-N 1-[(1-acetylpiperidin-4-yl)methyl]-3-(3-chloro-4-fluorophenyl)-1-[(1S)-1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound C(C)(=O)N1CCC(CC1)CN(C(=O)NC1=CC(=C(C=C1)F)Cl)[C@@H](C)C1=CNC(C2=CC=CC=C12)=O JUXOAAMSYLNBGR-INIZCTEOSA-N 0.000 claims 1
- JUXOAAMSYLNBGR-UHFFFAOYSA-N 1-[(1-acetylpiperidin-4-yl)methyl]-3-(3-chloro-4-fluorophenyl)-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound C(C)(=O)N1CCC(CC1)CN(C(=O)NC1=CC(=C(C=C1)F)Cl)C(C)C1=CNC(C2=CC=CC=C12)=O JUXOAAMSYLNBGR-UHFFFAOYSA-N 0.000 claims 1
- IXQGKROOLDVHER-LLVKDONJSA-N 1-[(1R)-1-(1-aminoisoquinolin-4-yl)ethyl]-3-(3-chloro-4-fluorophenyl)-1-methylurea Chemical compound NC1=NC=C(C2=CC=CC=C12)[C@@H](C)N(C(=O)NC1=CC(=C(C=C1)F)Cl)C IXQGKROOLDVHER-LLVKDONJSA-N 0.000 claims 1
- CIPDEHXTTCRDQD-LLVKDONJSA-N 1-[(1R)-1-(6,7-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-ethyl-3-(4-fluorophenyl)urea Chemical compound FC=1C=C2C(=CNC(C2=CC=1F)=O)[C@@H](C)N(C(=O)NC1=CC=C(C=C1)F)CC CIPDEHXTTCRDQD-LLVKDONJSA-N 0.000 claims 1
- XHLAPDRSHPBXCX-GFCCVEGCSA-N 1-[(1R)-1-(6,7-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-ethyl-3-phenylurea Chemical compound FC=1C=C2C(=CNC(C2=CC=1F)=O)[C@@H](C)N(C(=O)NC1=CC=CC=C1)CC XHLAPDRSHPBXCX-GFCCVEGCSA-N 0.000 claims 1
- YASOFQXBFZWQRF-MRVPVSSYSA-N 1-[(1R)-1-(6,7-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methyl-3-(3,4,5-trifluorophenyl)urea Chemical compound FC=1C=C2C(=CNC(C2=CC=1F)=O)[C@@H](C)N(C(=O)NC1=CC(=C(C(=C1)F)F)F)C YASOFQXBFZWQRF-MRVPVSSYSA-N 0.000 claims 1
- IMCVRCMKHRTBIO-SECBINFHSA-N 1-[(1R)-1-(6,7-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methyl-3-[(3,4,5-trifluorophenyl)methyl]urea Chemical compound FC=1C=C2C(=CNC(C2=CC=1F)=O)[C@@H](C)N(C(=O)NCC1=CC(=C(C(=C1)F)F)F)C IMCVRCMKHRTBIO-SECBINFHSA-N 0.000 claims 1
- AMTQCYVWFGYKRX-LLVKDONJSA-N 1-[(1R)-1-(6,7-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methyl-3-phenylurea Chemical compound FC=1C=C2C(=CNC(C2=CC=1F)=O)[C@@H](C)N(C(=O)NC1=CC=CC=C1)C AMTQCYVWFGYKRX-LLVKDONJSA-N 0.000 claims 1
- OUWKGZVFZRFHGO-LLVKDONJSA-N 1-[(1R)-1-(6,7-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-3-(1H-indol-6-yl)-1-methylurea Chemical compound FC=1C=C2C(=CNC(C2=CC=1F)=O)[C@@H](C)N(C(=O)NC1=CC=C2C=CNC2=C1)C OUWKGZVFZRFHGO-LLVKDONJSA-N 0.000 claims 1
- JXGISGVPVNJILI-SECBINFHSA-N 1-[(1R)-1-(6,7-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-3-(2,3-difluorophenyl)-1-methylurea Chemical compound FC=1C=C2C(=CNC(C2=CC=1F)=O)[C@@H](C)N(C(=O)NC1=C(C(=CC=C1)F)F)C JXGISGVPVNJILI-SECBINFHSA-N 0.000 claims 1
- HOIHCHGSYBVUMK-SNVBAGLBSA-N 1-[(1R)-1-(6,7-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-3-(2-fluorophenyl)-1-methylurea Chemical compound FC=1C=C2C(=CNC(C2=CC=1F)=O)[C@@H](C)N(C(=O)NC1=C(C=CC=C1)F)C HOIHCHGSYBVUMK-SNVBAGLBSA-N 0.000 claims 1
- YEWGLSFRIMYCDD-SNVBAGLBSA-N 1-[(1R)-1-(6,7-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-3-(3,4-difluorophenyl)-1-ethylurea Chemical compound FC=1C=C2C(=CNC(C2=CC=1F)=O)[C@@H](C)N(C(=O)NC1=CC(=C(C=C1)F)F)CC YEWGLSFRIMYCDD-SNVBAGLBSA-N 0.000 claims 1
- SVROWWXHPVUOOY-SECBINFHSA-N 1-[(1R)-1-(6,7-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-3-(3,4-difluorophenyl)-1-methylurea Chemical compound FC=1C=C2C(=CNC(C2=CC=1F)=O)[C@@H](C)N(C(=O)NC1=CC(=C(C=C1)F)F)C SVROWWXHPVUOOY-SECBINFHSA-N 0.000 claims 1
- DKFLYZDLEMTTCI-SNVBAGLBSA-N 1-[(1R)-1-(6,7-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-3-(3-fluorophenyl)-1-methylurea Chemical compound FC=1C=C2C(=CNC(C2=CC=1F)=O)[C@@H](C)N(C(=O)NC1=CC(=CC=C1)F)C DKFLYZDLEMTTCI-SNVBAGLBSA-N 0.000 claims 1
- AWRAQWKZTIYAKH-LLVKDONJSA-N 1-[(1R)-1-(6,7-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-3-(4-fluoro-3-methylphenyl)-1-methylurea Chemical compound FC=1C=C2C(=CNC(C2=CC=1F)=O)[C@@H](C)N(C(=O)NC1=CC(=C(C=C1)F)C)C AWRAQWKZTIYAKH-LLVKDONJSA-N 0.000 claims 1
- BTYUWRGJZNWAKI-CYBMUJFWSA-N 1-[(1R)-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@@H](C)N(C(=O)NC1=CC=C(C=C1)F)CC(C)C BTYUWRGJZNWAKI-CYBMUJFWSA-N 0.000 claims 1
- OPUMQGGASDUTAE-LLVKDONJSA-N 1-[(1R)-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@@H](C)N(C(=O)NC1=CC=C(C=C1)F)CCS(=O)(=O)N OPUMQGGASDUTAE-LLVKDONJSA-N 0.000 claims 1
- GFMHTWKGXCMWNX-GFCCVEGCSA-N 1-[(1R)-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@@H](C)N(C(=O)NC1=CC=C(C=C1)F)CCCO GFMHTWKGXCMWNX-GFCCVEGCSA-N 0.000 claims 1
- YIOUUQHFHULIAN-SNVBAGLBSA-N 1-[(1R)-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@@H](C)N(C(=O)NC1=CC=C(C=C1)F)C YIOUUQHFHULIAN-SNVBAGLBSA-N 0.000 claims 1
- WAWZPJMUJJYKPA-SNVBAGLBSA-N 1-[(1R)-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@@H](C)N(C(=O)NCC1=CC(=C(C=C1)F)F)C WAWZPJMUJJYKPA-SNVBAGLBSA-N 0.000 claims 1
- JVMSUSNWFZWYHK-CYBMUJFWSA-N 1-[(1R)-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@@H](C)N(C(=O)NC1=CC=C(C=C1)F)CC(C)C JVMSUSNWFZWYHK-CYBMUJFWSA-N 0.000 claims 1
- DDPCHCNQCLWQAG-GFCCVEGCSA-N 1-[(1R)-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@@H](C)N(C(=O)NC1=CC=C(C=C1)F)CCCO DDPCHCNQCLWQAG-GFCCVEGCSA-N 0.000 claims 1
- DJILTMFSINLTGP-SNVBAGLBSA-N 1-[(1R)-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@@H](C)N(C(=O)NC1=CC=C(C=C1)F)C DJILTMFSINLTGP-SNVBAGLBSA-N 0.000 claims 1
- LCVWXZZTZLWALC-LLVKDONJSA-N 1-[(1R)-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@@H](C)N(C(=O)NC1=CC=C(C=C1)F)CC LCVWXZZTZLWALC-LLVKDONJSA-N 0.000 claims 1
- KEOAHOALAOEBGC-GFCCVEGCSA-N 1-[(1R)-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@@H](C)N(C(=O)NC1=CC=CC=C1)CC KEOAHOALAOEBGC-GFCCVEGCSA-N 0.000 claims 1
- VFTVSIBDDWJTMT-MRVPVSSYSA-N 1-[(1R)-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@@H](C)N(C(=O)NC1=CC(=C(C(=C1)F)F)F)C VFTVSIBDDWJTMT-MRVPVSSYSA-N 0.000 claims 1
- UYOUTMISTALVMH-SECBINFHSA-N 1-[(1R)-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@@H](C)N(C(=O)NCC1=CC(=C(C(=C1)F)F)F)C UYOUTMISTALVMH-SECBINFHSA-N 0.000 claims 1
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- 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
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- 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 1
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- UNWMYVBGADNWFO-MRXNPFEDSA-N 3-(3-chloro-4-fluorophenyl)-1-(2-methylpropyl)-1-[(1R)-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@@H](C)N(C(=O)NC1=CC(=C(C=C1)F)Cl)CC(C)C UNWMYVBGADNWFO-MRXNPFEDSA-N 0.000 claims 1
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- 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 1
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- 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-CYBMUJFWSA-N 3-(3-chloro-4-fluorophenyl)-1-(2-methylsulfonylethyl)-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)CCS(=O)(=O)C)=O GUWJBMNGXAZXJG-CYBMUJFWSA-N 0.000 claims 1
- GUWJBMNGXAZXJG-ZDUSSCGKSA-N 3-(3-chloro-4-fluorophenyl)-1-(2-methylsulfonylethyl)-1-[(1S)-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)CCS(=O)(=O)C)=O GUWJBMNGXAZXJG-ZDUSSCGKSA-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-CQSZACIVSA-N 3-(3-chloro-4-fluorophenyl)-1-(3-cyanopropyl)-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)CCCC#N)=O ZLCIFAYYSDTVME-CQSZACIVSA-N 0.000 claims 1
- ZLCIFAYYSDTVME-AWEZNQCLSA-N 3-(3-chloro-4-fluorophenyl)-1-(3-cyanopropyl)-1-[(1S)-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)CCCC#N)=O ZLCIFAYYSDTVME-AWEZNQCLSA-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-CQSZACIVSA-N 3-(3-chloro-4-fluorophenyl)-1-(3-hydroxy-2,2-dimethylpropyl)-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(CO)(C)C)=O XAVBVAOUZGXFSB-CQSZACIVSA-N 0.000 claims 1
- XAVBVAOUZGXFSB-AWEZNQCLSA-N 3-(3-chloro-4-fluorophenyl)-1-(3-hydroxy-2,2-dimethylpropyl)-1-[(1S)-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(CO)(C)C)=O XAVBVAOUZGXFSB-AWEZNQCLSA-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
- WLAXKUVUAUHWEW-CQSZACIVSA-N 3-(3-chloro-4-fluorophenyl)-1-(3-hydroxypropyl)-1-[(1R)-1-(1-methoxyisoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@H](C)C1=CN=C(C2=CC=CC=C12)OC)CCCO)=O WLAXKUVUAUHWEW-CQSZACIVSA-N 0.000 claims 1
- SEWQKYWLCJMGLN-GFCCVEGCSA-N 3-(3-chloro-4-fluorophenyl)-1-(3-hydroxypropyl)-1-[(1R)-1-(1-oxo-2H-2,7-naphthyridin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@H](C)C1=CNC(C2=CN=CC=C12)=O)CCCO)=O SEWQKYWLCJMGLN-GFCCVEGCSA-N 0.000 claims 1
- JADJAUKACIADPJ-CYBMUJFWSA-N 3-(3-chloro-4-fluorophenyl)-1-(3-hydroxypropyl)-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)CCCO)=O JADJAUKACIADPJ-CYBMUJFWSA-N 0.000 claims 1
- JIEJGMPPYGTLLD-OAHLLOKOSA-N 3-(3-chloro-4-fluorophenyl)-1-(3-hydroxypropyl)-1-[(1R)-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@@H](C)N(C(=O)NC1=CC(=C(C=C1)F)Cl)CCCO JIEJGMPPYGTLLD-OAHLLOKOSA-N 0.000 claims 1
- KTTJENMJELILIY-MRXNPFEDSA-N 3-(3-chloro-4-fluorophenyl)-1-(3-hydroxypropyl)-1-[(1R)-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@H](C)C1=CN=C(C2=CC=CC=C12)OCC1=NN(C=N1)C)CCCO)=O KTTJENMJELILIY-MRXNPFEDSA-N 0.000 claims 1
- WLAXKUVUAUHWEW-AWEZNQCLSA-N 3-(3-chloro-4-fluorophenyl)-1-(3-hydroxypropyl)-1-[(1S)-1-(1-methoxyisoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@@H](C)C1=CN=C(C2=CC=CC=C12)OC)CCCO)=O WLAXKUVUAUHWEW-AWEZNQCLSA-N 0.000 claims 1
- SEWQKYWLCJMGLN-LBPRGKRZSA-N 3-(3-chloro-4-fluorophenyl)-1-(3-hydroxypropyl)-1-[(1S)-1-(1-oxo-2H-2,7-naphthyridin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@@H](C)C1=CNC(C2=CN=CC=C12)=O)CCCO)=O SEWQKYWLCJMGLN-LBPRGKRZSA-N 0.000 claims 1
- JADJAUKACIADPJ-ZDUSSCGKSA-N 3-(3-chloro-4-fluorophenyl)-1-(3-hydroxypropyl)-1-[(1S)-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)CCCO)=O JADJAUKACIADPJ-ZDUSSCGKSA-N 0.000 claims 1
- JIEJGMPPYGTLLD-HNNXBMFYSA-N 3-(3-chloro-4-fluorophenyl)-1-(3-hydroxypropyl)-1-[(1S)-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@H](C)N(C(=O)NC1=CC(=C(C=C1)F)Cl)CCCO JIEJGMPPYGTLLD-HNNXBMFYSA-N 0.000 claims 1
- 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 1
- 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 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
- 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-CQSZACIVSA-N 3-(3-chloro-4-fluorophenyl)-1-(3-methoxypropyl)-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)CCCOC)=O LXQXLBBTOKFBDZ-CQSZACIVSA-N 0.000 claims 1
- LXQXLBBTOKFBDZ-AWEZNQCLSA-N 3-(3-chloro-4-fluorophenyl)-1-(3-methoxypropyl)-1-[(1S)-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)CCCOC)=O LXQXLBBTOKFBDZ-AWEZNQCLSA-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-MRXNPFEDSA-N 3-(3-chloro-4-fluorophenyl)-1-(cyclohexylmethyl)-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)CC1CCCCC1)=O SEXYAQIHFDVCNX-MRXNPFEDSA-N 0.000 claims 1
- SEXYAQIHFDVCNX-INIZCTEOSA-N 3-(3-chloro-4-fluorophenyl)-1-(cyclohexylmethyl)-1-[(1S)-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)CC1CCCCC1)=O SEXYAQIHFDVCNX-INIZCTEOSA-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
- PPPXXAIWLNEOCF-OAHLLOKOSA-N 3-(3-chloro-4-fluorophenyl)-1-(cyclopentylmethyl)-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)CC1CCCC1)=O PPPXXAIWLNEOCF-OAHLLOKOSA-N 0.000 claims 1
- PPPXXAIWLNEOCF-HNNXBMFYSA-N 3-(3-chloro-4-fluorophenyl)-1-(cyclopentylmethyl)-1-[(1S)-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)CC1CCCC1)=O PPPXXAIWLNEOCF-HNNXBMFYSA-N 0.000 claims 1
- 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 1
- 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 1
- 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 1
- SWEXWYJLNSQMFP-CQSZACIVSA-N 3-(3-chloro-4-fluorophenyl)-1-(cyclopropylmethyl)-1-[(1R)-1-(1-methoxyisoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@H](C)C1=CN=C(C2=CC=CC=C12)OC)CC1CC1)=O SWEXWYJLNSQMFP-CQSZACIVSA-N 0.000 claims 1
- FVTZQOPUMKIRHS-CYBMUJFWSA-N 3-(3-chloro-4-fluorophenyl)-1-(cyclopropylmethyl)-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)CC1CC1)=O FVTZQOPUMKIRHS-CYBMUJFWSA-N 0.000 claims 1
- SWEXWYJLNSQMFP-AWEZNQCLSA-N 3-(3-chloro-4-fluorophenyl)-1-(cyclopropylmethyl)-1-[(1S)-1-(1-methoxyisoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@@H](C)C1=CN=C(C2=CC=CC=C12)OC)CC1CC1)=O SWEXWYJLNSQMFP-AWEZNQCLSA-N 0.000 claims 1
- FVTZQOPUMKIRHS-ZDUSSCGKSA-N 3-(3-chloro-4-fluorophenyl)-1-(cyclopropylmethyl)-1-[(1S)-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)CC1CC1)=O FVTZQOPUMKIRHS-ZDUSSCGKSA-N 0.000 claims 1
- 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 1
- 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 1
- HHKFDJJSVCCBRU-OAHLLOKOSA-N 3-(3-chloro-4-fluorophenyl)-1-(oxan-4-ylmethyl)-1-[(1R)-1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CC1CCOCC1)[C@H](C)C1=CNC(C2=CC=CC=C12)=O)=O HHKFDJJSVCCBRU-OAHLLOKOSA-N 0.000 claims 1
- HHKFDJJSVCCBRU-HNNXBMFYSA-N 3-(3-chloro-4-fluorophenyl)-1-(oxan-4-ylmethyl)-1-[(1S)-1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CC1CCOCC1)[C@@H](C)C1=CNC(C2=CC=CC=C12)=O)=O HHKFDJJSVCCBRU-HNNXBMFYSA-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
- 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 1
- 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 1
- 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 1
- 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 1
- FKWDYXMZZQJUGQ-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1-methoxyisoquinolin-4-yl)methyl]-1-propylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CCC)CC1=CN=C(C2=CC=CC=C12)OC)=O FKWDYXMZZQJUGQ-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-MRXNPFEDSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1-methylsulfonylpiperidin-4-yl)methyl]-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)CC1CCN(CC1)S(=O)(=O)C)=O GVPKINPSTIOVJF-MRXNPFEDSA-N 0.000 claims 1
- GVPKINPSTIOVJF-INIZCTEOSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1-methylsulfonylpiperidin-4-yl)methyl]-1-[(1S)-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)CC1CCN(CC1)S(=O)(=O)C)=O GVPKINPSTIOVJF-INIZCTEOSA-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
- VPJPLPIPEQHBRE-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1-oxo-2H-isoquinolin-4-yl)methyl]-1-propan-2-ylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CC1=CNC(C2=CC=CC=C12)=O)C(C)C)=O VPJPLPIPEQHBRE-UHFFFAOYSA-N 0.000 claims 1
- 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 1
- SUFKLUZBSRYRLK-GFCCVEGCSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-1-(1-cyanoisoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)[C@H](C)C1=CN=C(C2=CC=CC=C12)C#N)=O SUFKLUZBSRYRLK-GFCCVEGCSA-N 0.000 claims 1
- ZXNIPIHZMHFSHQ-GFCCVEGCSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-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@H](C)C1=CN=C(C2=CC=CC=C12)OC)=O ZXNIPIHZMHFSHQ-GFCCVEGCSA-N 0.000 claims 1
- QFLJOSQACAEYEZ-OAHLLOKOSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-1-(1-methoxyisoquinolin-4-yl)ethyl]-1-(3-methoxypropyl)urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CCCOC)[C@H](C)C1=CN=C(C2=CC=CC=C12)OC)=O QFLJOSQACAEYEZ-OAHLLOKOSA-N 0.000 claims 1
- TZIWKOKILDRUPL-NCKLANGASA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-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@H](C)C1=CNC(C2=CC=CC=C12)=O)C(C([2H])([2H])[2H])([2H])[2H])=O TZIWKOKILDRUPL-NCKLANGASA-N 0.000 claims 1
- VEZPOEOMIFGHOF-CYBMUJFWSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-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@H](C)C1=CNC(C2=CC=CC=C12)=O)=O VEZPOEOMIFGHOF-CYBMUJFWSA-N 0.000 claims 1
- PWAFKQMNCNTHAK-CYBMUJFWSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-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@H](C)C1=CNC(C2=CC=CC=C12)=O)=O PWAFKQMNCNTHAK-CYBMUJFWSA-N 0.000 claims 1
- DREOXQKUMHQDBX-CYBMUJFWSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-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@H](C)C1=CNC(C2=CC=CC=C12)=O)=O DREOXQKUMHQDBX-CYBMUJFWSA-N 0.000 claims 1
- LOSIJGBZNFMCOL-GFCCVEGCSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-1-(1-oxo-2H-isoquinolin-4-yl)ethyl]-1-(2-sulfamoylethyl)urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@H](C)C1=CNC(C2=CC=CC=C12)=O)CCS(=O)(=O)N)=O LOSIJGBZNFMCOL-GFCCVEGCSA-N 0.000 claims 1
- NFTCLAVNAQKVAD-GFCCVEGCSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-1-(1-oxo-2H-isoquinolin-4-yl)ethyl]-1-(2H-triazol-4-ylmethyl)urea Chemical compound N1N=NC(=C1)CN(C(=O)NC1=CC(=C(C=C1)F)Cl)[C@H](C)C1=CNC(C2=CC=CC=C12)=O NFTCLAVNAQKVAD-GFCCVEGCSA-N 0.000 claims 1
- IRDBGHLNVCJOOI-OAHLLOKOSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-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@H](C)C1=CNC(C2=CC=CC=C12)=O)=O IRDBGHLNVCJOOI-OAHLLOKOSA-N 0.000 claims 1
- KBILUMAOCZKULA-OAHLLOKOSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-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@H](C)C1=CNC(C2=CC=CC=C12)=O)=O KBILUMAOCZKULA-OAHLLOKOSA-N 0.000 claims 1
- MLLPRUTVDZMXIL-OAHLLOKOSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-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@H](C)C1=CNC(C2=CC=CC=C12)=O)=O MLLPRUTVDZMXIL-OAHLLOKOSA-N 0.000 claims 1
- MKPQQXXNZJOSEA-CQSZACIVSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-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@H](C)C1=CNC(C2=CC=CC=C12)=O)=O MKPQQXXNZJOSEA-CQSZACIVSA-N 0.000 claims 1
- FUXHNIMRZOXJAB-CYBMUJFWSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-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@H](C)C1=CNC(C2=CC=CC=C12)=O)=O FUXHNIMRZOXJAB-CYBMUJFWSA-N 0.000 claims 1
- NNSLCVFDEBWLDK-CYBMUJFWSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-1-(1-oxo-2H-isoquinolin-4-yl)ethyl]-1-propylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CCC)[C@H](C)C1=CNC(C2=CC=CC=C12)=O)=O NNSLCVFDEBWLDK-CYBMUJFWSA-N 0.000 claims 1
- IWURWYBZQBIMCZ-CYBMUJFWSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-1-(2-cyclopropyl-1-oxoisoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@H](C)C1=CN(C(C2=CC=CC=C12)=O)C1CC1)C)=O IWURWYBZQBIMCZ-CYBMUJFWSA-N 0.000 claims 1
- SPYKZZOUHCMDKX-CYBMUJFWSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-1-(2-ethyl-1-oxoisoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@H](C)C1=CN(C(C2=CC=CC=C12)=O)CC)C)=O SPYKZZOUHCMDKX-CYBMUJFWSA-N 0.000 claims 1
- IITIBNRWDBBMLN-SNVBAGLBSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-1-(5-methoxypyrido[3,4-b]pyrazin-8-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)[C@H](C)C1=CN=C(C2=NC=CN=C21)OC)=O IITIBNRWDBBMLN-SNVBAGLBSA-N 0.000 claims 1
- VWILJCSIOWFBAD-GFCCVEGCSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-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@H](C)C1=CNC(C2=CC(=C(C=C12)F)F)=O)=O VWILJCSIOWFBAD-GFCCVEGCSA-N 0.000 claims 1
- ZZTVLXGIOQWHGB-SNVBAGLBSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-1-(6,7-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-(2-sulfamoylethyl)urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@H](C)C1=CNC(C2=CC(=C(C=C12)F)F)=O)CCS(=O)(=O)N)=O ZZTVLXGIOQWHGB-SNVBAGLBSA-N 0.000 claims 1
- QTPUNFCAEXKKFL-LLVKDONJSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-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@H](C)C1=CNC(C2=CC(=C(C=C12)F)F)=O)=O QTPUNFCAEXKKFL-LLVKDONJSA-N 0.000 claims 1
- WVPKYMOCGAILAG-SNVBAGLBSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-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@H](C)C1=CNC(C2=CC(=C(C=C12)F)F)=O)=O WVPKYMOCGAILAG-SNVBAGLBSA-N 0.000 claims 1
- CGZJFMJMGZKSIP-SECBINFHSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-1-(6,7-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)[C@H](C)C1=CNC(C2=CC(=C(C=C12)F)F)=O)=O CGZJFMJMGZKSIP-SECBINFHSA-N 0.000 claims 1
- YVPKEDYPJRFAKV-CYBMUJFWSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-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@H](C)C1=CN(C(C2=CC(=C(C=C12)F)F)=O)C)=O YVPKEDYPJRFAKV-CYBMUJFWSA-N 0.000 claims 1
- SOETZLNNVLQCIU-GFCCVEGCSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-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@H](C)C1=CN(C(C2=CC(=C(C=C12)F)F)=O)C)=O SOETZLNNVLQCIU-GFCCVEGCSA-N 0.000 claims 1
- KIPZEDNHFHHSIO-SNVBAGLBSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-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@H](C)C1=CN(C(C2=CC(=C(C=C12)F)F)=O)C)=O KIPZEDNHFHHSIO-SNVBAGLBSA-N 0.000 claims 1
- QEHWHILLSSCQOK-GFCCVEGCSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-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@H](C)C1=CNC(C2=C(C=C(C=C12)F)F)=O)=O QEHWHILLSSCQOK-GFCCVEGCSA-N 0.000 claims 1
- ZGNGTWUUTUUYSN-SNVBAGLBSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-1-(6,8-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-(2-sulfamoylethyl)urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@H](C)C1=CNC(C2=C(C=C(C=C12)F)F)=O)CCS(=O)(=O)N)=O ZGNGTWUUTUUYSN-SNVBAGLBSA-N 0.000 claims 1
- GLTCSUITONMSPL-LLVKDONJSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-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@H](C)C1=CNC(C2=C(C=C(C=C12)F)F)=O)=O GLTCSUITONMSPL-LLVKDONJSA-N 0.000 claims 1
- QUFPRXLOCUPKSK-SECBINFHSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-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@H](C)C1=CNC(C2=C(C=C(C=C12)F)F)=O)=O QUFPRXLOCUPKSK-SECBINFHSA-N 0.000 claims 1
- TUPUDWODPWAEPQ-SNVBAGLBSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-1-(6-chloro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)[C@H](C)C1=CNC(C2=CC=C(C=C12)Cl)=O)=O TUPUDWODPWAEPQ-SNVBAGLBSA-N 0.000 claims 1
- MQJSPUCNYVDFCS-LLVKDONJSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-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@H](C)C1=CNC(C2=CC=C(C=C12)F)=O)CCS(=O)(=O)N)=O MQJSPUCNYVDFCS-LLVKDONJSA-N 0.000 claims 1
- ZCOVWEHFDIGMTN-GFCCVEGCSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-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@H](C)C1=CNC(C2=CC=C(C=C12)F)=O)=O ZCOVWEHFDIGMTN-GFCCVEGCSA-N 0.000 claims 1
- GVYVJMBFLTVJFD-SNVBAGLBSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-1-(6-fluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)[C@H](C)C1=CNC(C2=CC=C(C=C12)F)=O)=O GVYVJMBFLTVJFD-SNVBAGLBSA-N 0.000 claims 1
- JNPQVTBPTFWKOX-LLVKDONJSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-1-(6-methoxy-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)[C@H](C)C1=CNC(C2=CC=C(C=C12)OC)=O)=O JNPQVTBPTFWKOX-LLVKDONJSA-N 0.000 claims 1
- QGVVYXROEAINIB-GFCCVEGCSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-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@H](C)C1=CNC(C2=C(C(=CC=C12)F)F)=O)=O QGVVYXROEAINIB-GFCCVEGCSA-N 0.000 claims 1
- WSRUERPZOPJCNH-SNVBAGLBSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-1-(7,8-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-(2-sulfamoylethyl)urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@H](C)C1=CNC(C2=C(C(=CC=C12)F)F)=O)CCS(=O)(=O)N)=O WSRUERPZOPJCNH-SNVBAGLBSA-N 0.000 claims 1
- KLFADPFLWCZKPR-LLVKDONJSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-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@H](C)C1=CNC(C2=C(C(=CC=C12)F)F)=O)=O KLFADPFLWCZKPR-LLVKDONJSA-N 0.000 claims 1
- XIFXDTXWVFVOTR-SNVBAGLBSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-1-(7,8-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-ethylurea Chemical compound FC1=CC=C2C(=CNC(C2=C1F)=O)[C@@H](C)N(C(=O)NC1=CC(=C(C=C1)F)Cl)CC XIFXDTXWVFVOTR-SNVBAGLBSA-N 0.000 claims 1
- KUHVSVZCTOLZTD-SECBINFHSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-1-(7,8-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)[C@H](C)C1=CNC(C2=C(C(=CC=C12)F)F)=O)=O KUHVSVZCTOLZTD-SECBINFHSA-N 0.000 claims 1
- NGWKOTBLOXCZAI-SNVBAGLBSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-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@H](C)C1=CN(C(C2=C(C(=CC=C12)F)F)=O)C)=O NGWKOTBLOXCZAI-SNVBAGLBSA-N 0.000 claims 1
- RHMCVQIAXJPAHR-LLVKDONJSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-1-(7-fluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-(2-sulfamoylethyl)urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@H](C)C1=CNC(C2=CC(=CC=C12)F)=O)CCS(=O)(=O)N)=O RHMCVQIAXJPAHR-LLVKDONJSA-N 0.000 claims 1
- ZDKODAXIUZKVNE-SNVBAGLBSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-1-(7-fluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)[C@H](C)C1=CNC(C2=CC(=CC=C12)F)=O)=O ZDKODAXIUZKVNE-SNVBAGLBSA-N 0.000 claims 1
- MPVSSSMEJJGYDE-LLVKDONJSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-1-(7-fluoro-2-methyl-1-oxoisoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)[C@H](C)C1=CN(C(C2=CC(=CC=C12)F)=O)C)=O MPVSSSMEJJGYDE-LLVKDONJSA-N 0.000 claims 1
- DIABWDGMDCHUHQ-LLVKDONJSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-1-(7-methoxy-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)[C@H](C)C1=CNC(C2=CC(=CC=C12)OC)=O)=O DIABWDGMDCHUHQ-LLVKDONJSA-N 0.000 claims 1
- YNGJYNUBVODTGJ-SNVBAGLBSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-1-(8-chloro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=CC=C2C(=CNC(C=12)=O)[C@@H](C)N(C(=O)NC1=CC(=C(C=C1)F)Cl)C YNGJYNUBVODTGJ-SNVBAGLBSA-N 0.000 claims 1
- FFFSGWHHXBBVBE-CYBMUJFWSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-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@H](C)C1=CNC(C2=C(C=CC=C12)F)=O)=O FFFSGWHHXBBVBE-CYBMUJFWSA-N 0.000 claims 1
- CNCCYZLIFNYSQC-LLVKDONJSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-1-(8-fluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-(2-sulfamoylethyl)urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@H](C)C1=CNC(C2=C(C=CC=C12)F)=O)CCS(=O)(=O)N)=O CNCCYZLIFNYSQC-LLVKDONJSA-N 0.000 claims 1
- PHLCBRGDFAATEX-GFCCVEGCSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-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@H](C)C1=CNC(C2=C(C=CC=C12)F)=O)=O PHLCBRGDFAATEX-GFCCVEGCSA-N 0.000 claims 1
- BNCVMBLBSPYXQJ-SNVBAGLBSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-1-(8-fluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)[C@H](C)C1=CNC(C2=C(C=CC=C12)F)=O)=O BNCVMBLBSPYXQJ-SNVBAGLBSA-N 0.000 claims 1
- HRUHJCCBPJROIV-LLVKDONJSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-1-(8-fluoro-2-methyl-1-oxoisoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)[C@H](C)C1=CN(C(C2=C(C=CC=C12)F)=O)C)=O HRUHJCCBPJROIV-LLVKDONJSA-N 0.000 claims 1
- FNXCMUNFZRDQLS-CYBMUJFWSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-1-[1-(2-hydroxyethylamino)isoquinolin-4-yl]ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)[C@H](C)C1=CN=C(C2=CC=CC=C12)NCCO)=O FNXCMUNFZRDQLS-CYBMUJFWSA-N 0.000 claims 1
- PNOCXVMNWPUNCA-CYBMUJFWSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-1-[1-(dimethylamino)isoquinolin-4-yl]ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@H](C)C1=CN=C(C2=CC=CC=C12)N(C)C)C)=O PNOCXVMNWPUNCA-CYBMUJFWSA-N 0.000 claims 1
- DDTIXOFWKRTFDR-CYBMUJFWSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-1-[1-(ethylamino)isoquinolin-4-yl]ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)[C@H](C)C1=CN=C(C2=CC=CC=C12)NCC)=O DDTIXOFWKRTFDR-CYBMUJFWSA-N 0.000 claims 1
- AAWZWYDELSRROK-GFCCVEGCSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-1-[1-(hydroxymethyl)isoquinolin-4-yl]ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)[C@H](C)C1=CN=C(C2=CC=CC=C12)CO)=O AAWZWYDELSRROK-GFCCVEGCSA-N 0.000 claims 1
- WOZXHXQYLCJMIF-CYBMUJFWSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-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@@H](C)N(C(=O)NC1=CC(=C(C=C1)F)Cl)CCCO WOZXHXQYLCJMIF-CYBMUJFWSA-N 0.000 claims 1
- LOFDHLKHIOYMFP-LLVKDONJSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-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@@H](C)N(C(=O)NC1=CC(=C(C=C1)F)Cl)C LOFDHLKHIOYMFP-LLVKDONJSA-N 0.000 claims 1
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- LANIDDKPPGWYMO-GFCCVEGCSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1R)-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@H](C)C1=CN=C(C2=CC(=C(C=C12)F)F)OCC1=NN(C=N1)C)=O LANIDDKPPGWYMO-GFCCVEGCSA-N 0.000 claims 1
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- PWAFKQMNCNTHAK-ZDUSSCGKSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1S)-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@@H](C)C1=CNC(C2=CC=CC=C12)=O)=O PWAFKQMNCNTHAK-ZDUSSCGKSA-N 0.000 claims 1
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- KBILUMAOCZKULA-HNNXBMFYSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1S)-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@@H](C)C1=CNC(C2=CC=CC=C12)=O)=O KBILUMAOCZKULA-HNNXBMFYSA-N 0.000 claims 1
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- VWILJCSIOWFBAD-LBPRGKRZSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1S)-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@@H](C)C1=CNC(C2=CC(=C(C=C12)F)F)=O)=O VWILJCSIOWFBAD-LBPRGKRZSA-N 0.000 claims 1
- QTPUNFCAEXKKFL-NSHDSACASA-N 3-(3-chloro-4-fluorophenyl)-1-[(1S)-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@@H](C)C1=CNC(C2=CC(=C(C=C12)F)F)=O)=O QTPUNFCAEXKKFL-NSHDSACASA-N 0.000 claims 1
- WVPKYMOCGAILAG-JTQLQIEISA-N 3-(3-chloro-4-fluorophenyl)-1-[(1S)-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@@H](C)C1=CNC(C2=CC(=C(C=C12)F)F)=O)=O WVPKYMOCGAILAG-JTQLQIEISA-N 0.000 claims 1
- CGZJFMJMGZKSIP-VIFPVBQESA-N 3-(3-chloro-4-fluorophenyl)-1-[(1S)-1-(6,7-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)[C@@H](C)C1=CNC(C2=CC(=C(C=C12)F)F)=O)=O CGZJFMJMGZKSIP-VIFPVBQESA-N 0.000 claims 1
- YVPKEDYPJRFAKV-ZDUSSCGKSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1S)-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@@H](C)C1=CN(C(C2=CC(=C(C=C12)F)F)=O)C)=O YVPKEDYPJRFAKV-ZDUSSCGKSA-N 0.000 claims 1
- KIPZEDNHFHHSIO-JTQLQIEISA-N 3-(3-chloro-4-fluorophenyl)-1-[(1S)-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@@H](C)C1=CN(C(C2=CC(=C(C=C12)F)F)=O)C)=O KIPZEDNHFHHSIO-JTQLQIEISA-N 0.000 claims 1
- QEHWHILLSSCQOK-LBPRGKRZSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1S)-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@@H](C)C1=CNC(C2=C(C=C(C=C12)F)F)=O)=O QEHWHILLSSCQOK-LBPRGKRZSA-N 0.000 claims 1
- ZGNGTWUUTUUYSN-JTQLQIEISA-N 3-(3-chloro-4-fluorophenyl)-1-[(1S)-1-(6,8-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-(2-sulfamoylethyl)urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@@H](C)C1=CNC(C2=C(C=C(C=C12)F)F)=O)CCS(=O)(=O)N)=O ZGNGTWUUTUUYSN-JTQLQIEISA-N 0.000 claims 1
- GLTCSUITONMSPL-NSHDSACASA-N 3-(3-chloro-4-fluorophenyl)-1-[(1S)-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@@H](C)C1=CNC(C2=C(C=C(C=C12)F)F)=O)=O GLTCSUITONMSPL-NSHDSACASA-N 0.000 claims 1
- QUFPRXLOCUPKSK-VIFPVBQESA-N 3-(3-chloro-4-fluorophenyl)-1-[(1S)-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@@H](C)C1=CNC(C2=C(C=C(C=C12)F)F)=O)=O QUFPRXLOCUPKSK-VIFPVBQESA-N 0.000 claims 1
- TUPUDWODPWAEPQ-JTQLQIEISA-N 3-(3-chloro-4-fluorophenyl)-1-[(1S)-1-(6-chloro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)[C@@H](C)C1=CNC(C2=CC=C(C=C12)Cl)=O)=O TUPUDWODPWAEPQ-JTQLQIEISA-N 0.000 claims 1
- MQJSPUCNYVDFCS-NSHDSACASA-N 3-(3-chloro-4-fluorophenyl)-1-[(1S)-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@@H](C)C1=CNC(C2=CC=C(C=C12)F)=O)CCS(=O)(=O)N)=O MQJSPUCNYVDFCS-NSHDSACASA-N 0.000 claims 1
- ZCOVWEHFDIGMTN-LBPRGKRZSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1S)-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@@H](C)C1=CNC(C2=CC=C(C=C12)F)=O)=O ZCOVWEHFDIGMTN-LBPRGKRZSA-N 0.000 claims 1
- GVYVJMBFLTVJFD-JTQLQIEISA-N 3-(3-chloro-4-fluorophenyl)-1-[(1S)-1-(6-fluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)[C@@H](C)C1=CNC(C2=CC=C(C=C12)F)=O)=O GVYVJMBFLTVJFD-JTQLQIEISA-N 0.000 claims 1
- JNPQVTBPTFWKOX-NSHDSACASA-N 3-(3-chloro-4-fluorophenyl)-1-[(1S)-1-(6-methoxy-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)[C@@H](C)C1=CNC(C2=CC=C(C=C12)OC)=O)=O JNPQVTBPTFWKOX-NSHDSACASA-N 0.000 claims 1
- QGVVYXROEAINIB-LBPRGKRZSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1S)-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@@H](C)C1=CNC(C2=C(C(=CC=C12)F)F)=O)=O QGVVYXROEAINIB-LBPRGKRZSA-N 0.000 claims 1
- WSRUERPZOPJCNH-JTQLQIEISA-N 3-(3-chloro-4-fluorophenyl)-1-[(1S)-1-(7,8-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-(2-sulfamoylethyl)urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@@H](C)C1=CNC(C2=C(C(=CC=C12)F)F)=O)CCS(=O)(=O)N)=O WSRUERPZOPJCNH-JTQLQIEISA-N 0.000 claims 1
- KLFADPFLWCZKPR-NSHDSACASA-N 3-(3-chloro-4-fluorophenyl)-1-[(1S)-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@@H](C)C1=CNC(C2=C(C(=CC=C12)F)F)=O)=O KLFADPFLWCZKPR-NSHDSACASA-N 0.000 claims 1
- XIFXDTXWVFVOTR-JTQLQIEISA-N 3-(3-chloro-4-fluorophenyl)-1-[(1S)-1-(7,8-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-ethylurea Chemical compound FC1=CC=C2C(=CNC(C2=C1F)=O)[C@H](C)N(C(=O)NC1=CC(=C(C=C1)F)Cl)CC XIFXDTXWVFVOTR-JTQLQIEISA-N 0.000 claims 1
- KUHVSVZCTOLZTD-VIFPVBQESA-N 3-(3-chloro-4-fluorophenyl)-1-[(1S)-1-(7,8-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)[C@@H](C)C1=CNC(C2=C(C(=CC=C12)F)F)=O)=O KUHVSVZCTOLZTD-VIFPVBQESA-N 0.000 claims 1
- NGWKOTBLOXCZAI-JTQLQIEISA-N 3-(3-chloro-4-fluorophenyl)-1-[(1S)-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@@H](C)C1=CN(C(C2=C(C(=CC=C12)F)F)=O)C)=O NGWKOTBLOXCZAI-JTQLQIEISA-N 0.000 claims 1
- RHMCVQIAXJPAHR-NSHDSACASA-N 3-(3-chloro-4-fluorophenyl)-1-[(1S)-1-(7-fluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-(2-sulfamoylethyl)urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@@H](C)C1=CNC(C2=CC(=CC=C12)F)=O)CCS(=O)(=O)N)=O RHMCVQIAXJPAHR-NSHDSACASA-N 0.000 claims 1
- ZDKODAXIUZKVNE-JTQLQIEISA-N 3-(3-chloro-4-fluorophenyl)-1-[(1S)-1-(7-fluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)[C@@H](C)C1=CNC(C2=CC(=CC=C12)F)=O)=O ZDKODAXIUZKVNE-JTQLQIEISA-N 0.000 claims 1
- MPVSSSMEJJGYDE-NSHDSACASA-N 3-(3-chloro-4-fluorophenyl)-1-[(1S)-1-(7-fluoro-2-methyl-1-oxoisoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)[C@@H](C)C1=CN(C(C2=CC(=CC=C12)F)=O)C)=O MPVSSSMEJJGYDE-NSHDSACASA-N 0.000 claims 1
- DIABWDGMDCHUHQ-NSHDSACASA-N 3-(3-chloro-4-fluorophenyl)-1-[(1S)-1-(7-methoxy-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)[C@@H](C)C1=CNC(C2=CC(=CC=C12)OC)=O)=O DIABWDGMDCHUHQ-NSHDSACASA-N 0.000 claims 1
- YNGJYNUBVODTGJ-JTQLQIEISA-N 3-(3-chloro-4-fluorophenyl)-1-[(1S)-1-(8-chloro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=CC=C2C(=CNC(C=12)=O)[C@H](C)N(C(=O)NC1=CC(=C(C=C1)F)Cl)C YNGJYNUBVODTGJ-JTQLQIEISA-N 0.000 claims 1
- FFFSGWHHXBBVBE-ZDUSSCGKSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1S)-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@@H](C)C1=CNC(C2=C(C=CC=C12)F)=O)=O FFFSGWHHXBBVBE-ZDUSSCGKSA-N 0.000 claims 1
- CNCCYZLIFNYSQC-NSHDSACASA-N 3-(3-chloro-4-fluorophenyl)-1-[(1S)-1-(8-fluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-(2-sulfamoylethyl)urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@@H](C)C1=CNC(C2=C(C=CC=C12)F)=O)CCS(=O)(=O)N)=O CNCCYZLIFNYSQC-NSHDSACASA-N 0.000 claims 1
- PHLCBRGDFAATEX-LBPRGKRZSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1S)-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@@H](C)C1=CNC(C2=C(C=CC=C12)F)=O)=O PHLCBRGDFAATEX-LBPRGKRZSA-N 0.000 claims 1
- BNCVMBLBSPYXQJ-JTQLQIEISA-N 3-(3-chloro-4-fluorophenyl)-1-[(1S)-1-(8-fluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)[C@@H](C)C1=CNC(C2=C(C=CC=C12)F)=O)=O BNCVMBLBSPYXQJ-JTQLQIEISA-N 0.000 claims 1
- HRUHJCCBPJROIV-NSHDSACASA-N 3-(3-chloro-4-fluorophenyl)-1-[(1S)-1-(8-fluoro-2-methyl-1-oxoisoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)[C@@H](C)C1=CN(C(C2=C(C=CC=C12)F)=O)C)=O HRUHJCCBPJROIV-NSHDSACASA-N 0.000 claims 1
- FNXCMUNFZRDQLS-ZDUSSCGKSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1S)-1-[1-(2-hydroxyethylamino)isoquinolin-4-yl]ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)[C@@H](C)C1=CN=C(C2=CC=CC=C12)NCCO)=O FNXCMUNFZRDQLS-ZDUSSCGKSA-N 0.000 claims 1
- PNOCXVMNWPUNCA-ZDUSSCGKSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1S)-1-[1-(dimethylamino)isoquinolin-4-yl]ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@@H](C)C1=CN=C(C2=CC=CC=C12)N(C)C)C)=O PNOCXVMNWPUNCA-ZDUSSCGKSA-N 0.000 claims 1
- DDTIXOFWKRTFDR-ZDUSSCGKSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1S)-1-[1-(ethylamino)isoquinolin-4-yl]ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)[C@@H](C)C1=CN=C(C2=CC=CC=C12)NCC)=O DDTIXOFWKRTFDR-ZDUSSCGKSA-N 0.000 claims 1
- AAWZWYDELSRROK-LBPRGKRZSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1S)-1-[1-(hydroxymethyl)isoquinolin-4-yl]ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)[C@@H](C)C1=CN=C(C2=CC=CC=C12)CO)=O AAWZWYDELSRROK-LBPRGKRZSA-N 0.000 claims 1
- WOZXHXQYLCJMIF-ZDUSSCGKSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1S)-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@H](C)N(C(=O)NC1=CC(=C(C=C1)F)Cl)CCCO WOZXHXQYLCJMIF-ZDUSSCGKSA-N 0.000 claims 1
- LOFDHLKHIOYMFP-NSHDSACASA-N 3-(3-chloro-4-fluorophenyl)-1-[(1S)-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@H](C)N(C(=O)NC1=CC(=C(C=C1)F)Cl)C LOFDHLKHIOYMFP-NSHDSACASA-N 0.000 claims 1
- MGVPPXKYFDVTIK-AWEZNQCLSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1S)-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@@H](C)C1=CN=C(C2=CC(=C(C=C12)F)F)OCC1=NN(C=N1)C)=O MGVPPXKYFDVTIK-AWEZNQCLSA-N 0.000 claims 1
- LANIDDKPPGWYMO-LBPRGKRZSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1S)-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@@H](C)C1=CN=C(C2=CC(=C(C=C12)F)F)OCC1=NN(C=N1)C)=O LANIDDKPPGWYMO-LBPRGKRZSA-N 0.000 claims 1
- XNYGWNRDZCJZNA-QGZVFWFLSA-N 3-(3-chloro-4-fluorophenyl)-1-[(1S)-2-hydroxy-1-(1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)[C@H](CO)C1=CNC(C2=CC=CC=C12)=O)=O XNYGWNRDZCJZNA-QGZVFWFLSA-N 0.000 claims 1
- PKKCOCGFSOQQRC-OAHLLOKOSA-N 3-(3-chloro-4-fluorophenyl)-1-[(2,2-dimethyl-1,3-dioxan-5-yl)methyl]-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)CC1COC(OC1)(C)C)=O PKKCOCGFSOQQRC-OAHLLOKOSA-N 0.000 claims 1
- PQEBICJKNCKWDZ-CQSZACIVSA-N 3-(3-chloro-4-fluorophenyl)-1-[(2,2-dimethyl-1,3-dioxan-5-yl)methyl]-1-[(1R)-1-(6-fluoro-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=C(C=C12)F)=O)CC1COC(OC1)(C)C)=O PQEBICJKNCKWDZ-CQSZACIVSA-N 0.000 claims 1
- PQEBICJKNCKWDZ-AWEZNQCLSA-N 3-(3-chloro-4-fluorophenyl)-1-[(2,2-dimethyl-1,3-dioxan-5-yl)methyl]-1-[(1S)-1-(6-fluoro-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=C(C=C12)F)=O)CC1COC(OC1)(C)C)=O PQEBICJKNCKWDZ-AWEZNQCLSA-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-CHWSQXEVSA-N 3-(3-chloro-4-fluorophenyl)-1-[(2R)-2-hydroxypropyl]-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)C[C@@H](C)O)=O ZCBDGBXOROOSAF-CHWSQXEVSA-N 0.000 claims 1
- ZCBDGBXOROOSAF-OLZOCXBDSA-N 3-(3-chloro-4-fluorophenyl)-1-[(2R)-2-hydroxypropyl]-1-[(1S)-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)C[C@@H](C)O)=O ZCBDGBXOROOSAF-OLZOCXBDSA-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-QWHCGFSZSA-N 3-(3-chloro-4-fluorophenyl)-1-[(2S)-2-hydroxypropyl]-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)C[C@H](C)O)=O ZCBDGBXOROOSAF-QWHCGFSZSA-N 0.000 claims 1
- ZCBDGBXOROOSAF-STQMWFEESA-N 3-(3-chloro-4-fluorophenyl)-1-[(2S)-2-hydroxypropyl]-1-[(1S)-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)C[C@H](C)O)=O ZCBDGBXOROOSAF-STQMWFEESA-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-ZIAGYGMSSA-N 3-(3-chloro-4-fluorophenyl)-1-[(3R)-3-hydroxybutyl]-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[C@@H](C)O)=O PRLVNOXEJZVVQR-ZIAGYGMSSA-N 0.000 claims 1
- PRLVNOXEJZVVQR-KGLIPLIRSA-N 3-(3-chloro-4-fluorophenyl)-1-[(3R)-3-hydroxybutyl]-1-[(1S)-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[C@@H](C)O)=O PRLVNOXEJZVVQR-KGLIPLIRSA-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-UONOGXRCSA-N 3-(3-chloro-4-fluorophenyl)-1-[(3S)-3-hydroxybutyl]-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[C@H](C)O)=O PRLVNOXEJZVVQR-UONOGXRCSA-N 0.000 claims 1
- PRLVNOXEJZVVQR-KBPBESRZSA-N 3-(3-chloro-4-fluorophenyl)-1-[(3S)-3-hydroxybutyl]-1-[(1S)-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[C@H](C)O)=O PRLVNOXEJZVVQR-KBPBESRZSA-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
- MLBWJGCFXJRJMI-OAQYLSRUSA-N 3-(3-chloro-4-fluorophenyl)-1-[(R)-cyclopropyl-(1-methoxyisoquinolin-4-yl)methyl]-1-ethylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CC)[C@@H](C1=CN=C(C2=CC=CC=C12)OC)C1CC1)=O MLBWJGCFXJRJMI-OAQYLSRUSA-N 0.000 claims 1
- AKYQJVYONMZCJG-HXUWFJFHSA-N 3-(3-chloro-4-fluorophenyl)-1-[(R)-cyclopropyl-(1-oxo-2H-isoquinolin-4-yl)methyl]-1-ethylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CC)[C@@H](C1=CNC(C2=CC=CC=C12)=O)C1CC1)=O AKYQJVYONMZCJG-HXUWFJFHSA-N 0.000 claims 1
- MLBWJGCFXJRJMI-NRFANRHFSA-N 3-(3-chloro-4-fluorophenyl)-1-[(S)-cyclopropyl-(1-methoxyisoquinolin-4-yl)methyl]-1-ethylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CC)[C@H](C1=CN=C(C2=CC=CC=C12)OC)C1CC1)=O MLBWJGCFXJRJMI-NRFANRHFSA-N 0.000 claims 1
- AKYQJVYONMZCJG-FQEVSTJZSA-N 3-(3-chloro-4-fluorophenyl)-1-[(S)-cyclopropyl-(1-oxo-2H-isoquinolin-4-yl)methyl]-1-ethylurea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CC)[C@H](C1=CNC(C2=CC=CC=C12)=O)C1CC1)=O AKYQJVYONMZCJG-FQEVSTJZSA-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
- 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 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
- INIUOVVMFVGRFT-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]-1-(1H-1,2,4-triazol-5-ylmethyl)urea Chemical compound N1N=CN=C1CN(C(=O)NC1=CC(=C(C=C1)F)Cl)C(C)C1=CNC(C2=CC=CC=C12)=O INIUOVVMFVGRFT-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
- NFTCLAVNAQKVAD-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]-1-(2H-triazol-4-ylmethyl)urea Chemical compound N=1NN=C(C=1)CN(C(=O)NC1=CC(=C(C=C1)F)Cl)C(C)C1=CNC(C2=CC=CC=C12)=O NFTCLAVNAQKVAD-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
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- 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
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- 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
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- 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
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- 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
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- ACTNYPDYTXDXBL-ZDUSSCGKSA-N 3-(3-chloro-4-fluorophenyl)-1-[2-(2,2-difluoroethylamino)ethyl]-1-[(1S)-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)CCNCC(F)F)=O ACTNYPDYTXDXBL-ZDUSSCGKSA-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
- WMVAFILUBCWCFP-MRXNPFEDSA-N 3-(3-chloro-4-fluorophenyl)-1-[2-(2-methoxyethoxy)ethyl]-1-[(1R)-1-(1-methoxyisoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@H](C)C1=CN=C(C2=CC=CC=C12)OC)CCOCCOC)=O WMVAFILUBCWCFP-MRXNPFEDSA-N 0.000 claims 1
- UQTQBPAMYFQBFG-OAHLLOKOSA-N 3-(3-chloro-4-fluorophenyl)-1-[2-(2-methoxyethoxy)ethyl]-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)CCOCCOC)=O UQTQBPAMYFQBFG-OAHLLOKOSA-N 0.000 claims 1
- WMVAFILUBCWCFP-INIZCTEOSA-N 3-(3-chloro-4-fluorophenyl)-1-[2-(2-methoxyethoxy)ethyl]-1-[(1S)-1-(1-methoxyisoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@@H](C)C1=CN=C(C2=CC=CC=C12)OC)CCOCCOC)=O WMVAFILUBCWCFP-INIZCTEOSA-N 0.000 claims 1
- UQTQBPAMYFQBFG-HNNXBMFYSA-N 3-(3-chloro-4-fluorophenyl)-1-[2-(2-methoxyethoxy)ethyl]-1-[(1S)-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)CCOCCOC)=O UQTQBPAMYFQBFG-HNNXBMFYSA-N 0.000 claims 1
- 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 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
- 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
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- 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
- DQYLSEUFMBOLQA-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-cyclopropyl-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)C1CC1)=O DQYLSEUFMBOLQA-UHFFFAOYSA-N 0.000 claims 1
- WEGPSSLTHFZPQY-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-cyclopropyl-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)C1CC1)=O WEGPSSLTHFZPQY-UHFFFAOYSA-N 0.000 claims 1
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- DWTOQAFOZBFZTN-GFCCVEGCSA-N 3-(3-chloro-4-fluorophenyl)-1-cyclopropyl-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)C1CC1)=O DWTOQAFOZBFZTN-GFCCVEGCSA-N 0.000 claims 1
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- DWTOQAFOZBFZTN-LBPRGKRZSA-N 3-(3-chloro-4-fluorophenyl)-1-cyclopropyl-1-[(1S)-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)C1CC1)=O DWTOQAFOZBFZTN-LBPRGKRZSA-N 0.000 claims 1
- 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 1
- 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 1
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- MLAJBQIVPXXSAD-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-ethyl-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)CC)=O MLAJBQIVPXXSAD-UHFFFAOYSA-N 0.000 claims 1
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- RJUHBMDGLOSJTJ-LLVKDONJSA-N 3-(3-chloro-4-fluorophenyl)-1-ethyl-1-[(1R)-1-(1-oxo-2H-2,7-naphthyridin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@H](C)C1=CNC(C2=CN=CC=C12)=O)CC)=O RJUHBMDGLOSJTJ-LLVKDONJSA-N 0.000 claims 1
- TZIWKOKILDRUPL-GFCCVEGCSA-N 3-(3-chloro-4-fluorophenyl)-1-ethyl-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)=O TZIWKOKILDRUPL-GFCCVEGCSA-N 0.000 claims 1
- NQVVBYJTLGFRMD-LJQANCHMSA-N 3-(3-chloro-4-fluorophenyl)-1-ethyl-1-[(1R)-1-(1-oxo-2H-isoquinolin-4-yl)propyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@H](CC)C1=CNC(C2=CC=CC=C12)=O)CC)=O NQVVBYJTLGFRMD-LJQANCHMSA-N 0.000 claims 1
- JRFYNCZWFIOLJY-GOSISDBHSA-N 3-(3-chloro-4-fluorophenyl)-1-ethyl-1-[(1R)-2,2,2-trifluoro-1-(1-methoxyisoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@@H](C(F)(F)F)C1=CN=C(C2=CC=CC=C12)OC)CC)=O JRFYNCZWFIOLJY-GOSISDBHSA-N 0.000 claims 1
- OPTKDKXHVIRUHO-QGZVFWFLSA-N 3-(3-chloro-4-fluorophenyl)-1-ethyl-1-[(1R)-2,2,2-trifluoro-1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@@H](C(F)(F)F)C1=CNC(C2=CC=CC=C12)=O)CC)=O OPTKDKXHVIRUHO-QGZVFWFLSA-N 0.000 claims 1
- QTTQKFJRYYIRSC-HXUWFJFHSA-N 3-(3-chloro-4-fluorophenyl)-1-ethyl-1-[(1R)-2-methyl-1-(1-oxo-2H-isoquinolin-4-yl)propyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@H](C(C)C)C1=CNC(C2=CC=CC=C12)=O)CC)=O QTTQKFJRYYIRSC-HXUWFJFHSA-N 0.000 claims 1
- UIMBHDWMOWPYPD-NRFANRHFSA-N 3-(3-chloro-4-fluorophenyl)-1-ethyl-1-[(1S)-1-(1-methoxyisoquinolin-4-yl)-2-methylpropyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@@H](C(C)C)C1=CN=C(C2=CC=CC=C12)OC)CC)=O UIMBHDWMOWPYPD-NRFANRHFSA-N 0.000 claims 1
- LRQZBOWOLHRHPF-ZDUSSCGKSA-N 3-(3-chloro-4-fluorophenyl)-1-ethyl-1-[(1S)-1-(1-methoxyisoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@@H](C)C1=CN=C(C2=CC=CC=C12)OC)CC)=O LRQZBOWOLHRHPF-ZDUSSCGKSA-N 0.000 claims 1
- CCQSEIIHSJZIQH-FQEVSTJZSA-N 3-(3-chloro-4-fluorophenyl)-1-ethyl-1-[(1S)-1-(1-methoxyisoquinolin-4-yl)propyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@@H](CC)C1=CN=C(C2=CC=CC=C12)OC)CC)=O CCQSEIIHSJZIQH-FQEVSTJZSA-N 0.000 claims 1
- TZIWKOKILDRUPL-LBPRGKRZSA-N 3-(3-chloro-4-fluorophenyl)-1-ethyl-1-[(1S)-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)=O TZIWKOKILDRUPL-LBPRGKRZSA-N 0.000 claims 1
- NQVVBYJTLGFRMD-IBGZPJMESA-N 3-(3-chloro-4-fluorophenyl)-1-ethyl-1-[(1S)-1-(1-oxo-2H-isoquinolin-4-yl)propyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@@H](CC)C1=CNC(C2=CC=CC=C12)=O)CC)=O NQVVBYJTLGFRMD-IBGZPJMESA-N 0.000 claims 1
- OPTKDKXHVIRUHO-KRWDZBQOSA-N 3-(3-chloro-4-fluorophenyl)-1-ethyl-1-[(1S)-2,2,2-trifluoro-1-(1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@H](C(F)(F)F)C1=CNC(C2=CC=CC=C12)=O)CC)=O OPTKDKXHVIRUHO-KRWDZBQOSA-N 0.000 claims 1
- QTTQKFJRYYIRSC-FQEVSTJZSA-N 3-(3-chloro-4-fluorophenyl)-1-ethyl-1-[(1S)-2-methyl-1-(1-oxo-2H-isoquinolin-4-yl)propyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@@H](C(C)C)C1=CNC(C2=CC=CC=C12)=O)CC)=O QTTQKFJRYYIRSC-FQEVSTJZSA-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
- POGNXOUIBPOGMZ-XMMPIXPASA-N 3-(3-chloro-4-fluorophenyl)-1-ethyl-1-[(R)-(1-methoxyisoquinolin-4-yl)-phenylmethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@H](C1=CC=CC=C1)C1=CN=C(C2=CC=CC=C12)OC)CC)=O POGNXOUIBPOGMZ-XMMPIXPASA-N 0.000 claims 1
- VLMALRISHQTBAG-HSZRJFAPSA-N 3-(3-chloro-4-fluorophenyl)-1-ethyl-1-[(R)-(1-oxo-2H-isoquinolin-4-yl)-phenylmethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@H](C1=CC=CC=C1)C1=CNC(C2=CC=CC=C12)=O)CC)=O VLMALRISHQTBAG-HSZRJFAPSA-N 0.000 claims 1
- POGNXOUIBPOGMZ-DEOSSOPVSA-N 3-(3-chloro-4-fluorophenyl)-1-ethyl-1-[(S)-(1-methoxyisoquinolin-4-yl)-phenylmethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@@H](C1=CC=CC=C1)C1=CN=C(C2=CC=CC=C12)OC)CC)=O POGNXOUIBPOGMZ-DEOSSOPVSA-N 0.000 claims 1
- VLMALRISHQTBAG-QHCPKHFHSA-N 3-(3-chloro-4-fluorophenyl)-1-ethyl-1-[(S)-(1-oxo-2H-isoquinolin-4-yl)-phenylmethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@@H](C1=CC=CC=C1)C1=CNC(C2=CC=CC=C12)=O)CC)=O VLMALRISHQTBAG-QHCPKHFHSA-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
- 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 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
- 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 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
- PYNJOQMYACANFO-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-ethyl-1-[[1-(2-hydroxyethoxy)isoquinolin-4-yl]methyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CC1=CN=C(C2=CC=CC=C12)OCCO)CC)=O PYNJOQMYACANFO-UHFFFAOYSA-N 0.000 claims 1
- DUTPLXJNEWNQHL-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-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)C)=O DUTPLXJNEWNQHL-UHFFFAOYSA-N 0.000 claims 1
- VUYYBXMEVMXQOF-CYBMUJFWSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[(1R)-1-(1-methylisoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@H](C)C1=CN=C(C2=CC=CC=C12)C)C)=O VUYYBXMEVMXQOF-CYBMUJFWSA-N 0.000 claims 1
- RKJKBDDEKQMZAU-GFCCVEGCSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[(1R)-1-(1-methylsulfonylisoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@H](C)C1=CN=C(C2=CC=CC=C12)S(=O)(=O)C)C)=O RKJKBDDEKQMZAU-GFCCVEGCSA-N 0.000 claims 1
- OAPIYPUHSGVFFF-CQSZACIVSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[(1R)-1-(1-oxo-2-propan-2-ylisoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@H](C)C1=CN(C(C2=CC=CC=C12)=O)C(C)C)C)=O OAPIYPUHSGVFFF-CQSZACIVSA-N 0.000 claims 1
- TTXGNWQEENRJIG-CQSZACIVSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[(1R)-1-(1-oxo-2-propylisoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@H](C)C1=CN(C(C2=CC=CC=C12)=O)CCC)C)=O TTXGNWQEENRJIG-CQSZACIVSA-N 0.000 claims 1
- OUXYILSEECTIGI-LLVKDONJSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-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)C)=O OUXYILSEECTIGI-LLVKDONJSA-N 0.000 claims 1
- IZNLAVGWGVFVJG-GFCCVEGCSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[(1R)-1-(2-methyl-1-oxoisoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@H](C)C1=CN(C(C2=CC=CC=C12)=O)C)C)=O IZNLAVGWGVFVJG-GFCCVEGCSA-N 0.000 claims 1
- YOIGSDLLMGEXTQ-GFCCVEGCSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[(1R)-1-(3-methyl-1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@H](C)C1=C(NC(C2=CC=CC=C12)=O)C)C)=O YOIGSDLLMGEXTQ-GFCCVEGCSA-N 0.000 claims 1
- IKZKOAGJUAXXJJ-CYBMUJFWSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[(1R)-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@@H](C)N(C(=O)NC1=CC(=C(C=C1)F)Cl)C IKZKOAGJUAXXJJ-CYBMUJFWSA-N 0.000 claims 1
- TWCDNJRGGXOFMQ-CYBMUJFWSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[(1R)-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@@H](C)N(C(=O)NC1=CC(=C(C=C1)F)Cl)C TWCDNJRGGXOFMQ-CYBMUJFWSA-N 0.000 claims 1
- SMBVXQPMBQODCJ-CYBMUJFWSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[(1R)-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@@H](C)N(C(=O)NC1=CC(=C(C=C1)F)Cl)C SMBVXQPMBQODCJ-CYBMUJFWSA-N 0.000 claims 1
- BNMPKFSVIPXOEL-GFCCVEGCSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[(1R)-1-[1-(methylamino)isoquinolin-4-yl]ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@H](C)C1=CN=C(C2=CC=CC=C12)NC)C)=O BNMPKFSVIPXOEL-GFCCVEGCSA-N 0.000 claims 1
- JBFGIFVMAKXCIR-CYBMUJFWSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[(1R)-1-[1-(triazol-1-yl)isoquinolin-4-yl]ethyl]urea Chemical compound N1(N=NC=C1)C1=NC=C(C2=CC=CC=C12)[C@@H](C)N(C(=O)NC1=CC(=C(C=C1)F)Cl)C JBFGIFVMAKXCIR-CYBMUJFWSA-N 0.000 claims 1
- GPDJAYFBQRPTIL-CQSZACIVSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[(1R)-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@H](C)C1=CN=C(C2=CC=CC=C12)OCC1=NN(C=N1)C)C)=O GPDJAYFBQRPTIL-CQSZACIVSA-N 0.000 claims 1
- GVHZJNCDULZUOW-CQSZACIVSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[(1R)-1-[1-[(1-methyl-1,2,4-triazol-3-yl)methylamino]isoquinolin-4-yl]ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@H](C)C1=CN=C(C2=CC=CC=C12)NCC1=NN(C=N1)C)C)=O GVHZJNCDULZUOW-CQSZACIVSA-N 0.000 claims 1
- GLHBQQFFEWSVMY-CYBMUJFWSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[(1R)-1-[1-oxo-2-(1H-1,2,4-triazol-5-ylmethyl)isoquinolin-4-yl]ethyl]urea Chemical compound N1N=C(N=C1)CN1C(C2=CC=CC=C2C(=C1)[C@@H](C)N(C(=O)NC1=CC(=C(C=C1)F)Cl)C)=O GLHBQQFFEWSVMY-CYBMUJFWSA-N 0.000 claims 1
- FFQSMLJOFNBZJS-CYBMUJFWSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[(1R)-1-[1-oxo-2-(2H-triazol-4-ylmethyl)isoquinolin-4-yl]ethyl]urea Chemical compound N1N=NC(=C1)CN1C(C2=CC=CC=C2C(=C1)[C@@H](C)N(C(=O)NC1=CC(=C(C=C1)F)Cl)C)=O FFQSMLJOFNBZJS-CYBMUJFWSA-N 0.000 claims 1
- VKKSKYWXPGPFFK-SNVBAGLBSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[(1R)-1-[5-(methylamino)pyrido[3,4-b]pyrazin-8-yl]ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@H](C)C1=CN=C(C2=NC=CN=C21)NC)C)=O VKKSKYWXPGPFFK-SNVBAGLBSA-N 0.000 claims 1
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- OAPIYPUHSGVFFF-AWEZNQCLSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[(1S)-1-(1-oxo-2-propan-2-ylisoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@@H](C)C1=CN(C(C2=CC=CC=C12)=O)C(C)C)C)=O OAPIYPUHSGVFFF-AWEZNQCLSA-N 0.000 claims 1
- TTXGNWQEENRJIG-AWEZNQCLSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[(1S)-1-(1-oxo-2-propylisoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@@H](C)C1=CN(C(C2=CC=CC=C12)=O)CCC)C)=O TTXGNWQEENRJIG-AWEZNQCLSA-N 0.000 claims 1
- OUXYILSEECTIGI-NSHDSACASA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[(1S)-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)C)=O OUXYILSEECTIGI-NSHDSACASA-N 0.000 claims 1
- IZNLAVGWGVFVJG-LBPRGKRZSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[(1S)-1-(2-methyl-1-oxoisoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@@H](C)C1=CN(C(C2=CC=CC=C12)=O)C)C)=O IZNLAVGWGVFVJG-LBPRGKRZSA-N 0.000 claims 1
- YOIGSDLLMGEXTQ-LBPRGKRZSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[(1S)-1-(3-methyl-1-oxo-2H-isoquinolin-4-yl)ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@@H](C)C1=C(NC(C2=CC=CC=C12)=O)C)C)=O YOIGSDLLMGEXTQ-LBPRGKRZSA-N 0.000 claims 1
- IKZKOAGJUAXXJJ-ZDUSSCGKSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[(1S)-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@H](C)N(C(=O)NC1=CC(=C(C=C1)F)Cl)C IKZKOAGJUAXXJJ-ZDUSSCGKSA-N 0.000 claims 1
- TWCDNJRGGXOFMQ-ZDUSSCGKSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[(1S)-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@H](C)N(C(=O)NC1=CC(=C(C=C1)F)Cl)C TWCDNJRGGXOFMQ-ZDUSSCGKSA-N 0.000 claims 1
- SMBVXQPMBQODCJ-ZDUSSCGKSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[(1S)-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@H](C)N(C(=O)NC1=CC(=C(C=C1)F)Cl)C SMBVXQPMBQODCJ-ZDUSSCGKSA-N 0.000 claims 1
- BNMPKFSVIPXOEL-LBPRGKRZSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[(1S)-1-[1-(methylamino)isoquinolin-4-yl]ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@@H](C)C1=CN=C(C2=CC=CC=C12)NC)C)=O BNMPKFSVIPXOEL-LBPRGKRZSA-N 0.000 claims 1
- JBFGIFVMAKXCIR-ZDUSSCGKSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[(1S)-1-[1-(triazol-1-yl)isoquinolin-4-yl]ethyl]urea Chemical compound N1(N=NC=C1)C1=NC=C(C2=CC=CC=C12)[C@H](C)N(C(=O)NC1=CC(=C(C=C1)F)Cl)C JBFGIFVMAKXCIR-ZDUSSCGKSA-N 0.000 claims 1
- GPDJAYFBQRPTIL-AWEZNQCLSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[(1S)-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@@H](C)C1=CN=C(C2=CC=CC=C12)OCC1=NN(C=N1)C)C)=O GPDJAYFBQRPTIL-AWEZNQCLSA-N 0.000 claims 1
- GVHZJNCDULZUOW-AWEZNQCLSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[(1S)-1-[1-[(1-methyl-1,2,4-triazol-3-yl)methylamino]isoquinolin-4-yl]ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@@H](C)C1=CN=C(C2=CC=CC=C12)NCC1=NN(C=N1)C)C)=O GVHZJNCDULZUOW-AWEZNQCLSA-N 0.000 claims 1
- GLHBQQFFEWSVMY-ZDUSSCGKSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[(1S)-1-[1-oxo-2-(1H-1,2,4-triazol-5-ylmethyl)isoquinolin-4-yl]ethyl]urea Chemical compound N1N=C(N=C1)CN1C(C2=CC=CC=C2C(=C1)[C@H](C)N(C(=O)NC1=CC(=C(C=C1)F)Cl)C)=O GLHBQQFFEWSVMY-ZDUSSCGKSA-N 0.000 claims 1
- VKKSKYWXPGPFFK-JTQLQIEISA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[(1S)-1-[5-(methylamino)pyrido[3,4-b]pyrazin-8-yl]ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@@H](C)C1=CN=C(C2=NC=CN=C21)NC)C)=O VKKSKYWXPGPFFK-JTQLQIEISA-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
- 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 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
- BNMPKFSVIPXOEL-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[1-[1-(methylamino)isoquinolin-4-yl]ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CN=C(C2=CC=CC=C12)NC)C)=O BNMPKFSVIPXOEL-UHFFFAOYSA-N 0.000 claims 1
- JBFGIFVMAKXCIR-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-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)C JBFGIFVMAKXCIR-UHFFFAOYSA-N 0.000 claims 1
- GPDJAYFBQRPTIL-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-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)C)=O GPDJAYFBQRPTIL-UHFFFAOYSA-N 0.000 claims 1
- GVHZJNCDULZUOW-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[1-[1-[(1-methyl-1,2,4-triazol-3-yl)methylamino]isoquinolin-4-yl]ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CN=C(C2=CC=CC=C12)NCC1=NN(C=N1)C)C)=O GVHZJNCDULZUOW-UHFFFAOYSA-N 0.000 claims 1
- GLHBQQFFEWSVMY-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[1-[1-oxo-2-(1H-1,2,4-triazol-5-ylmethyl)isoquinolin-4-yl]ethyl]urea Chemical compound N1N=C(N=C1)CN1C(C2=CC=CC=C2C(=C1)C(C)N(C(=O)NC1=CC(=C(C=C1)F)Cl)C)=O GLHBQQFFEWSVMY-UHFFFAOYSA-N 0.000 claims 1
- DQQLBKPIPBRIMF-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-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)C)=O DQQLBKPIPBRIMF-UHFFFAOYSA-N 0.000 claims 1
- FFQSMLJOFNBZJS-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[1-[1-oxo-2-(2H-triazol-4-ylmethyl)isoquinolin-4-yl]ethyl]urea Chemical compound N1N=NC(=C1)CN1C(C2=CC=CC=C2C(=C1)C(C)N(C(=O)NC1=CC(=C(C=C1)F)Cl)C)=O FFQSMLJOFNBZJS-UHFFFAOYSA-N 0.000 claims 1
- VKKSKYWXPGPFFK-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[1-[5-(methylamino)pyrido[3,4-b]pyrazin-8-yl]ethyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CN=C(C2=NC=CN=C21)NC)C)=O VKKSKYWXPGPFFK-UHFFFAOYSA-N 0.000 claims 1
- QEXJKYKTDHBORM-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[[1-(pyridin-2-ylmethoxy)isoquinolin-4-yl]methyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CC1=CN=C(C2=CC=CC=C12)OCC1=NC=CC=C1)C)=O QEXJKYKTDHBORM-UHFFFAOYSA-N 0.000 claims 1
- DRZSFFPRBFWKLZ-UHFFFAOYSA-N 3-(3-chloro-4-fluorophenyl)-1-methyl-1-[[1-[(1-methyl-1,2,4-triazol-3-yl)methoxy]isoquinolin-4-yl]methyl]urea Chemical compound ClC=1C=C(C=CC=1F)NC(N(CC1=CN=C(C2=CC=CC=C12)OCC1=NN(C=N1)C)C)=O DRZSFFPRBFWKLZ-UHFFFAOYSA-N 0.000 claims 1
- WHGIQTZRKJDGEI-SNVBAGLBSA-N 3-(3-chlorophenyl)-1-[(1R)-1-(6,7-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1)NC(N(C)[C@H](C)C1=CNC(C2=CC(=C(C=C12)F)F)=O)=O WHGIQTZRKJDGEI-SNVBAGLBSA-N 0.000 claims 1
- SWKQVCZCUYTBAG-SNVBAGLBSA-N 3-(3-chlorophenyl)-1-[(1R)-1-(7,8-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methylurea Chemical compound FC1=CC=C2C(=CNC(C2=C1F)=O)[C@@H](C)N(C(=O)NC1=CC(=CC=C1)Cl)C SWKQVCZCUYTBAG-SNVBAGLBSA-N 0.000 claims 1
- WHGIQTZRKJDGEI-JTQLQIEISA-N 3-(3-chlorophenyl)-1-[(1S)-1-(6,7-difluoro-1-oxo-2H-isoquinolin-4-yl)ethyl]-1-methylurea Chemical compound ClC=1C=C(C=CC=1)NC(N(C)[C@@H](C)C1=CNC(C2=CC(=C(C=C12)F)F)=O)=O WHGIQTZRKJDGEI-JTQLQIEISA-N 0.000 claims 1
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- 125000004180 3-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(F)=C1[H] 0.000 claims 1
- JBCGOJRXWAEQML-CYBMUJFWSA-N 4-[(1R)-1-[(3-chloro-4-fluorophenyl)carbamoyl-methylamino]ethyl]-N,N-dimethylisoquinoline-1-carboxamide Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)[C@H](C)C1=CN=C(C2=CC=CC=C12)C(=O)N(C)C)=O JBCGOJRXWAEQML-CYBMUJFWSA-N 0.000 claims 1
- NMESTNTXEQFUTI-GFCCVEGCSA-N 4-[(1R)-1-[(3-chloro-4-fluorophenyl)carbamoyl-methylamino]ethyl]-N-methylisoquinoline-1-carboxamide Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)[C@H](C)C1=CN=C(C2=CC=CC=C12)C(=O)NC)=O NMESTNTXEQFUTI-GFCCVEGCSA-N 0.000 claims 1
- GHZKPVNTTLDRTA-LLVKDONJSA-N 4-[(1R)-1-[(3-chloro-4-fluorophenyl)carbamoyl-methylamino]ethyl]isoquinoline-1-carboxamide Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)[C@H](C)C1=CN=C(C2=CC=CC=C12)C(=O)N)=O GHZKPVNTTLDRTA-LLVKDONJSA-N 0.000 claims 1
- JBCGOJRXWAEQML-ZDUSSCGKSA-N 4-[(1S)-1-[(3-chloro-4-fluorophenyl)carbamoyl-methylamino]ethyl]-N,N-dimethylisoquinoline-1-carboxamide Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)[C@@H](C)C1=CN=C(C2=CC=CC=C12)C(=O)N(C)C)=O JBCGOJRXWAEQML-ZDUSSCGKSA-N 0.000 claims 1
- NMESTNTXEQFUTI-LBPRGKRZSA-N 4-[(1S)-1-[(3-chloro-4-fluorophenyl)carbamoyl-methylamino]ethyl]-N-methylisoquinoline-1-carboxamide Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)[C@@H](C)C1=CN=C(C2=CC=CC=C12)C(=O)NC)=O NMESTNTXEQFUTI-LBPRGKRZSA-N 0.000 claims 1
- GHZKPVNTTLDRTA-NSHDSACASA-N 4-[(1S)-1-[(3-chloro-4-fluorophenyl)carbamoyl-methylamino]ethyl]isoquinoline-1-carboxamide Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)[C@@H](C)C1=CN=C(C2=CC=CC=C12)C(=O)N)=O GHZKPVNTTLDRTA-NSHDSACASA-N 0.000 claims 1
- CKFQAHZAGBYOPZ-ZDUSSCGKSA-N 4-[(3-chloro-4-fluorophenyl)carbamoyl-[(1S)-1-(1-oxo-2H-isoquinolin-4-yl)ethyl]amino]butanoic acid Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@@H](C)C1=CNC(C2=CC=CC=C12)=O)CCCC(=O)O)=O CKFQAHZAGBYOPZ-ZDUSSCGKSA-N 0.000 claims 1
- CKFQAHZAGBYOPZ-UHFFFAOYSA-N 4-[(3-chloro-4-fluorophenyl)carbamoyl-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]amino]butanoic acid Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CNC(C2=CC=CC=C12)=O)CCCC(=O)O)=O CKFQAHZAGBYOPZ-UHFFFAOYSA-N 0.000 claims 1
- JBCGOJRXWAEQML-UHFFFAOYSA-N 4-[1-[(3-chloro-4-fluorophenyl)carbamoyl-methylamino]ethyl]-N,N-dimethylisoquinoline-1-carboxamide Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)C(C)C1=CN=C(C2=CC=CC=C12)C(=O)N(C)C)=O JBCGOJRXWAEQML-UHFFFAOYSA-N 0.000 claims 1
- NMESTNTXEQFUTI-UHFFFAOYSA-N 4-[1-[(3-chloro-4-fluorophenyl)carbamoyl-methylamino]ethyl]-N-methylisoquinoline-1-carboxamide Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)C(C)C1=CN=C(C2=CC=CC=C12)C(=O)NC)=O NMESTNTXEQFUTI-UHFFFAOYSA-N 0.000 claims 1
- GHZKPVNTTLDRTA-UHFFFAOYSA-N 4-[1-[(3-chloro-4-fluorophenyl)carbamoyl-methylamino]ethyl]isoquinoline-1-carboxamide Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)C(C)C1=CN=C(C2=CC=CC=C12)C(=O)N)=O GHZKPVNTTLDRTA-UHFFFAOYSA-N 0.000 claims 1
- VWDWWXLNKCLDNP-UHFFFAOYSA-N 4-[1-[(3-chloro-4-fluorophenyl)carbamoyl-methylamino]ethyl]isoquinoline-1-carboxylic acid Chemical compound ClC=1C=C(C=CC=1F)NC(N(C)C(C)C1=CN=C(C2=CC=CC=C12)C(=O)O)=O VWDWWXLNKCLDNP-UHFFFAOYSA-N 0.000 claims 1
- 125000004801 4-cyanophenyl group Chemical group [H]C1=C([H])C(C#N)=C([H])C([H])=C1* 0.000 claims 1
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims 1
- 125000004199 4-trifluoromethylphenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C(F)(F)F 0.000 claims 1
- 125000006577 C1-C6 hydroxyalkyl group Chemical group 0.000 claims 1
- 108090000565 Capsid Proteins Proteins 0.000 claims 1
- 102100023321 Ceruloplasmin Human genes 0.000 claims 1
- KTTJENMJELILIY-INIZCTEOSA-N ClC=1C=C(C=CC=1F)NC(N([C@@H](C)C1=CN=C(C2=CC=CC=C12)OCC1=NN(C=N1)C)CCCO)=O Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@@H](C)C1=CN=C(C2=CC=CC=C12)OCC1=NN(C=N1)C)CCCO)=O KTTJENMJELILIY-INIZCTEOSA-N 0.000 claims 1
- RJUHBMDGLOSJTJ-NSHDSACASA-N ClC=1C=C(C=CC=1F)NC(N([C@@H](C)C1=CNC(C2=CN=CC=C12)=O)CC)=O Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@@H](C)C1=CNC(C2=CN=CC=C12)=O)CC)=O RJUHBMDGLOSJTJ-NSHDSACASA-N 0.000 claims 1
- QNTLBBABWWMTCA-SNVBAGLBSA-N FC1=CC=C2C(=CNC(C2=C1F)=O)[C@@H](C)N(C(=O)NC1=CC(=C(C=C1)F)F)CC Chemical compound FC1=CC=C2C(=CNC(C2=C1F)=O)[C@@H](C)N(C(=O)NC1=CC(=C(C=C1)F)F)CC QNTLBBABWWMTCA-SNVBAGLBSA-N 0.000 claims 1
- WPDHKPJAKMDMCR-ZDUSSCGKSA-N N-[2-[(3-chloro-4-fluorophenyl)carbamoyl-[(1S)-1-(1-oxo-2H-isoquinolin-4-yl)ethyl]amino]ethyl]acetamide Chemical compound ClC=1C=C(C=CC=1F)NC(N([C@@H](C)C1=CNC(C2=CC=CC=C12)=O)CCNC(C)=O)=O WPDHKPJAKMDMCR-ZDUSSCGKSA-N 0.000 claims 1
- WPDHKPJAKMDMCR-UHFFFAOYSA-N N-[2-[(3-chloro-4-fluorophenyl)carbamoyl-[1-(1-oxo-2H-isoquinolin-4-yl)ethyl]amino]ethyl]acetamide Chemical compound ClC=1C=C(C=CC=1F)NC(N(C(C)C1=CNC(C2=CC=CC=C12)=O)CCNC(C)=O)=O WPDHKPJAKMDMCR-UHFFFAOYSA-N 0.000 claims 1
- FFQSMLJOFNBZJS-ZDUSSCGKSA-N N1N=NC(=C1)CN1C(C2=CC=CC=C2C(=C1)[C@H](C)N(C(=O)NC1=CC(=C(C=C1)F)Cl)C)=O Chemical compound N1N=NC(=C1)CN1C(C2=CC=CC=C2C(=C1)[C@H](C)N(C(=O)NC1=CC(=C(C=C1)F)Cl)C)=O FFQSMLJOFNBZJS-ZDUSSCGKSA-N 0.000 claims 1
- PCNDJXKNXGMECE-UHFFFAOYSA-N Phenazine Natural products C1=CC=CC2=NC3=CC=CC=C3N=C21 PCNDJXKNXGMECE-UHFFFAOYSA-N 0.000 claims 1
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 claims 1
- 208000036142 Viral infection Diseases 0.000 claims 1
- 125000002252 acyl group Chemical group 0.000 claims 1
- FCWGIFCVCCHGTK-UHFFFAOYSA-N butane-2-sulfonamide Chemical compound CCC(C)S(N)(=O)=O FCWGIFCVCCHGTK-UHFFFAOYSA-N 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 125000001188 haloalkyl group Chemical group 0.000 claims 1
- 208000006454 hepatitis Diseases 0.000 claims 1
- 231100000283 hepatitis Toxicity 0.000 claims 1
- 230000002401 inhibitory effect Effects 0.000 claims 1
- 125000004552 isoquinolin-4-yl group Chemical group C1=NC=C(C2=CC=CC=C12)* 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims 1
- PBMFSQRYOILNGV-UHFFFAOYSA-N pyridazine Chemical compound C1=CC=NN=C1 PBMFSQRYOILNGV-UHFFFAOYSA-N 0.000 claims 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims 1
- 125000003107 substituted aryl group Chemical group 0.000 claims 1
- 230000009385 viral infection Effects 0.000 claims 1
- 230000003612 virological effect Effects 0.000 claims 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/30—Derivatives containing the group >N—CO—N aryl or >N—CS—N—aryl
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/47—Quinolines; Isoquinolines
- A61K31/472—Non-condensed isoquinolines, e.g. papaverine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/47—Quinolines; Isoquinolines
- A61K31/472—Non-condensed isoquinolines, e.g. papaverine
- A61K31/4725—Non-condensed isoquinolines, e.g. papaverine containing further heterocyclic rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
- A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A61P31/20—Antivirals for DNA viruses
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C275/28—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/22—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the nitrogen-containing ring
- C07D217/24—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Virology (AREA)
- Epidemiology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Communicable Diseases (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oncology (AREA)
- Engineering & Computer Science (AREA)
- Biotechnology (AREA)
- Molecular Biology (AREA)
- Dentistry (AREA)
- Environmental Sciences (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (3)
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|---|---|---|---|
| US201862778471P | 2018-12-12 | 2018-12-12 | |
| US201962896237P | 2019-09-05 | 2019-09-05 | |
| PCT/US2019/065756 WO2020123674A1 (en) | 2018-12-12 | 2019-12-11 | Substituted arylmethylureas and heteroarylmethylureas, analogues thereof, and methods using same |
Publications (3)
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| IL283395A IL283395A (en) | 2021-07-29 |
| IL283395B1 IL283395B1 (en) | 2024-03-01 |
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| IL310611A IL310611A (en) | 2018-12-12 | 2019-12-11 | Substituted arylmethylureas and heteroarylmethylureas, analogues thereof, and methods using same |
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| TW202214572A (zh) * | 2020-06-17 | 2022-04-16 | 加拿大商愛彼特生物製藥公司 | 經取代之芳基甲基脲、其類似物及晶形的合成及其使用方法 |
| JP6971444B1 (ja) * | 2021-02-26 | 2021-11-24 | 千住金属工業株式会社 | フラックス |
| KR102783985B1 (ko) * | 2021-10-12 | 2025-03-21 | 주식회사 메타이뮨 | 신규한 캡시드 조립 저해제 |
| KR20230051940A (ko) * | 2021-10-12 | 2023-04-19 | (주)에이엠사이언스 | 신규한 캡시드 조립 저해제 |
| IL318082A (en) * | 2022-08-01 | 2025-02-01 | Valo Health Inc | Process for preparing 1-(2H)-ISOQUINOLINONE-type materials modified at position 6, and intermediates obtained in the process |
| TW202517614A (zh) | 2023-07-12 | 2025-05-01 | 瑞士商先正達農作物保護股份公司 | 2-(三氟甲基)吡啶-4-胺的合成 |
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| US4160452A (en) | 1977-04-07 | 1979-07-10 | Alza Corporation | Osmotic system having laminated wall comprising semipermeable lamina and microporous lamina |
| US4256108A (en) | 1977-04-07 | 1981-03-17 | Alza Corporation | Microporous-semipermeable laminated osmotic system |
| US4265874A (en) | 1980-04-25 | 1981-05-05 | Alza Corporation | Method of delivering drug with aid of effervescent activity generated in environment of use |
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| KR20210102942A (ko) | 2021-08-20 |
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| MX2021006997A (es) | 2021-11-12 |
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