HRP20100700T1 - Vr1 benzimidazol modulatori - Google Patents
Vr1 benzimidazol modulatori Download PDFInfo
- Publication number
- HRP20100700T1 HRP20100700T1 HR20100700T HRP20100700T HRP20100700T1 HR P20100700 T1 HRP20100700 T1 HR P20100700T1 HR 20100700 T HR20100700 T HR 20100700T HR P20100700 T HRP20100700 T HR P20100700T HR P20100700 T1 HRP20100700 T1 HR P20100700T1
- Authority
- HR
- Croatia
- Prior art keywords
- phenyl
- benzimidazol
- vinyl
- trifluoromethyl
- benzenesulfonamide
- Prior art date
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- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 title claims 2
- 125000000217 alkyl group Chemical group 0.000 claims abstract 37
- 150000001875 compounds Chemical class 0.000 claims abstract 22
- 229910052736 halogen Inorganic materials 0.000 claims abstract 11
- 150000002367 halogens Chemical class 0.000 claims abstract 11
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 claims abstract 8
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims abstract 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract 7
- 239000004305 biphenyl Substances 0.000 claims abstract 4
- 235000010290 biphenyl Nutrition 0.000 claims abstract 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract 4
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract 4
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims abstract 4
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 claims abstract 4
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 claims abstract 4
- 125000001624 naphthyl group Chemical group 0.000 claims abstract 4
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims abstract 4
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims abstract 3
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims abstract 3
- 125000004076 pyridyl group Chemical group 0.000 claims abstract 2
- 229920002554 vinyl polymer Polymers 0.000 claims 38
- -1 aminosulfonylamino Chemical group 0.000 claims 29
- 125000003545 alkoxy group Chemical group 0.000 claims 16
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 13
- 125000004916 (C1-C6) alkylcarbonyl group Chemical group 0.000 claims 7
- 125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 claims 7
- 125000004845 (C1-C6) alkylsulfonylamino group Chemical group 0.000 claims 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N EtOH Substances CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 7
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 6
- 125000006624 (C1-C6) alkoxycarbonylamino group Chemical group 0.000 claims 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 6
- 208000002193 Pain Diseases 0.000 claims 6
- 201000010099 disease Diseases 0.000 claims 6
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 6
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 6
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 claims 5
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims 5
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 4
- 125000006598 aminocarbonylamino group Chemical group 0.000 claims 4
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims 4
- 230000001404 mediated effect Effects 0.000 claims 4
- SSTLSWSVWBJMBQ-UHFFFAOYSA-N 2-[2-[2-[4-(trifluoromethyl)phenyl]ethenyl]-3H-benzimidazol-5-yl]aniline Chemical compound NC1=CC=CC=C1C1=CC=C(N=C(C=CC=2C=CC(=CC=2)C(F)(F)F)N2)C2=C1 SSTLSWSVWBJMBQ-UHFFFAOYSA-N 0.000 claims 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 3
- 230000003197 catalytic effect Effects 0.000 claims 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Substances OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 3
- 229910052760 oxygen Inorganic materials 0.000 claims 3
- 239000001301 oxygen Substances 0.000 claims 3
- 125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims 2
- 125000006625 (C3-C8) cycloalkyloxy group Chemical group 0.000 claims 2
- LVUPPUBMFPJXLP-MDWZMJQESA-N 1,1,1-trifluoro-n-[2-[2-[(e)-2-(4-methylsulfonylphenyl)ethenyl]-3h-benzimidazol-5-yl]phenyl]methanesulfonamide Chemical compound C1=CC(S(=O)(=O)C)=CC=C1\C=C\C1=NC2=CC(C=3C(=CC=CC=3)NS(=O)(=O)C(F)(F)F)=CC=C2N1 LVUPPUBMFPJXLP-MDWZMJQESA-N 0.000 claims 2
- RMYUWPBHYTUDCS-DHZHZOJOSA-N 1,1,1-trifluoro-n-[2-[2-[(e)-2-[3-(trifluoromethyl)phenyl]ethenyl]-3h-benzimidazol-5-yl]phenyl]methanesulfonamide Chemical compound FC(F)(F)C1=CC=CC(\C=C\C=2NC3=CC=C(C=C3N=2)C=2C(=CC=CC=2)NS(=O)(=O)C(F)(F)F)=C1 RMYUWPBHYTUDCS-DHZHZOJOSA-N 0.000 claims 2
- LTWQOAVYENOTNO-KPKJPENVSA-N 1,1,1-trifluoro-n-[2-[2-[(e)-2-[4-(1,1,1,3,3,3-hexafluoropropan-2-yloxy)phenyl]ethenyl]-3h-benzimidazol-5-yl]phenyl]methanesulfonamide Chemical compound C1=CC(OC(C(F)(F)F)C(F)(F)F)=CC=C1\C=C\C1=NC2=CC(C=3C(=CC=CC=3)NS(=O)(=O)C(F)(F)F)=CC=C2N1 LTWQOAVYENOTNO-KPKJPENVSA-N 0.000 claims 2
- HTOQNHAORDNUPW-KPKJPENVSA-N 1,1,1-trifluoro-n-[2-[2-[(e)-2-[4-(2,2,2-trifluoroethoxy)phenyl]ethenyl]-3h-benzimidazol-5-yl]phenyl]methanesulfonamide Chemical compound C1=CC(OCC(F)(F)F)=CC=C1\C=C\C1=NC2=CC(C=3C(=CC=CC=3)NS(=O)(=O)C(F)(F)F)=CC=C2N1 HTOQNHAORDNUPW-KPKJPENVSA-N 0.000 claims 2
- VALKQJYNHSJULX-KPKJPENVSA-N 1,1,1-trifluoro-n-[2-[2-[(e)-2-[4-(2,2,3,3,3-pentafluoropropoxy)phenyl]ethenyl]-3h-benzimidazol-5-yl]phenyl]methanesulfonamide Chemical compound C1=CC(OCC(F)(F)C(F)(F)F)=CC=C1\C=C\C1=NC2=CC(C=3C(=CC=CC=3)NS(=O)(=O)C(F)(F)F)=CC=C2N1 VALKQJYNHSJULX-KPKJPENVSA-N 0.000 claims 2
- NMMHCPAPYNUFGI-MDWZMJQESA-N 1,1,1-trifluoro-n-[2-[2-[(e)-2-[4-(methanesulfonamido)phenyl]ethenyl]-3h-benzimidazol-5-yl]phenyl]methanesulfonamide Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1\C=C\C1=NC2=CC(C=3C(=CC=CC=3)NS(=O)(=O)C(F)(F)F)=CC=C2N1 NMMHCPAPYNUFGI-MDWZMJQESA-N 0.000 claims 2
- OURJLHJHHATHII-KPKJPENVSA-N 1,1,1-trifluoro-n-[2-[2-[(e)-2-[4-(trifluoromethoxy)phenyl]ethenyl]-3h-benzimidazol-5-yl]phenyl]methanesulfonamide Chemical compound C1=CC(OC(F)(F)F)=CC=C1\C=C\C1=NC2=CC(C=3C(=CC=CC=3)NS(=O)(=O)C(F)(F)F)=CC=C2N1 OURJLHJHHATHII-KPKJPENVSA-N 0.000 claims 2
- DPMZVIUXFUOSJP-KPKJPENVSA-N 1,1,1-trifluoro-n-[2-[2-[(e)-2-[4-(trifluoromethylsulfonyl)phenyl]ethenyl]-3h-benzimidazol-5-yl]phenyl]methanesulfonamide Chemical compound FC(F)(F)S(=O)(=O)NC1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=CC(=CC=2)S(=O)(=O)C(F)(F)F)=N2)C2=C1 DPMZVIUXFUOSJP-KPKJPENVSA-N 0.000 claims 2
- BJYQAYVQSUUVSY-MDWZMJQESA-N 1,1,1-trifluoro-n-[4-[(e)-2-[6-[2-(1-hydroxyethyl)phenyl]-1h-benzimidazol-2-yl]ethenyl]phenyl]methanesulfonamide Chemical compound CC(O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=CC(NS(=O)(=O)C(F)(F)F)=CC=2)=N2)C2=C1 BJYQAYVQSUUVSY-MDWZMJQESA-N 0.000 claims 2
- UMSKYNDACMJCOY-MDWZMJQESA-N 1,1,1-trifluoro-n-[4-[(e)-2-[6-[2-(methanesulfonamido)phenyl]-1h-benzimidazol-2-yl]ethenyl]phenyl]methanesulfonamide Chemical compound CS(=O)(=O)NC1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=CC(NS(=O)(=O)C(F)(F)F)=CC=2)=N2)C2=C1 UMSKYNDACMJCOY-MDWZMJQESA-N 0.000 claims 2
- WEUZGXUZNWDRNN-KPKJPENVSA-N 1,1,1-trifluoro-n-[4-[(e)-2-[6-[2-(trifluoromethylsulfonylamino)phenyl]-1h-benzimidazol-2-yl]ethenyl]phenyl]methanesulfonamide Chemical compound C1=CC(NS(=O)(=O)C(F)(F)F)=CC=C1\C=C\C1=NC2=CC(C=3C(=CC=CC=3)NS(=O)(=O)C(F)(F)F)=CC=C2N1 WEUZGXUZNWDRNN-KPKJPENVSA-N 0.000 claims 2
- QNEPDLPUJDVQRQ-YRNVUSSQSA-N 1-[2-[2-[(e)-2-(3,4-difluorophenyl)ethenyl]-3h-benzimidazol-5-yl]phenyl]ethanone Chemical compound CC(=O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=C(F)C(F)=CC=2)=N2)C2=C1 QNEPDLPUJDVQRQ-YRNVUSSQSA-N 0.000 claims 2
- SIAFYHRFGFJTKJ-FMIVXFBMSA-N 1-[2-[2-[(e)-2-(3-chlorophenyl)ethenyl]-3h-benzimidazol-5-yl]phenyl]ethanone Chemical compound CC(=O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=C(Cl)C=CC=2)=N2)C2=C1 SIAFYHRFGFJTKJ-FMIVXFBMSA-N 0.000 claims 2
- DOBYBTDREXZSRE-MDWZMJQESA-N 1-[2-[2-[(e)-2-(4-chlorophenyl)ethenyl]-3h-benzimidazol-5-yl]phenyl]ethanol Chemical compound CC(O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=CC(Cl)=CC=2)=N2)C2=C1 DOBYBTDREXZSRE-MDWZMJQESA-N 0.000 claims 2
- BKIKWZWDGLOZJN-MDWZMJQESA-N 1-[2-[2-[(e)-2-(4-chlorophenyl)ethenyl]-3h-benzimidazol-5-yl]phenyl]ethanone Chemical compound CC(=O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=CC(Cl)=CC=2)=N2)C2=C1 BKIKWZWDGLOZJN-MDWZMJQESA-N 0.000 claims 2
- JOVJTERTKUPLKL-LFIBNONCSA-N 1-[2-[2-[(e)-2-(4-tert-butylphenyl)ethenyl]-3h-benzimidazol-5-yl]phenyl]ethanol Chemical compound CC(O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=CC(=CC=2)C(C)(C)C)=N2)C2=C1 JOVJTERTKUPLKL-LFIBNONCSA-N 0.000 claims 2
- CWVYHHGFLJFAPN-LFIBNONCSA-N 1-[2-[2-[(e)-2-(4-tert-butylphenyl)ethenyl]-3h-benzimidazol-5-yl]phenyl]ethanone Chemical compound CC(=O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=CC(=CC=2)C(C)(C)C)=N2)C2=C1 CWVYHHGFLJFAPN-LFIBNONCSA-N 0.000 claims 2
- XKHSXRVQINCDME-FMIVXFBMSA-N 1-[2-[2-[(e)-2-[3-(trifluoromethyl)phenyl]ethenyl]-3h-benzimidazol-5-yl]phenyl]ethanol Chemical compound CC(O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=C(C=CC=2)C(F)(F)F)=N2)C2=C1 XKHSXRVQINCDME-FMIVXFBMSA-N 0.000 claims 2
- VCNUVCORKMPDMF-MDWZMJQESA-N 1-[2-[2-[(e)-2-[4-(1,1,1,3,3,3-hexafluoropropan-2-yloxy)phenyl]ethenyl]-3h-benzimidazol-5-yl]phenyl]ethanol Chemical compound CC(O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=CC(OC(C(F)(F)F)C(F)(F)F)=CC=2)=N2)C2=C1 VCNUVCORKMPDMF-MDWZMJQESA-N 0.000 claims 2
- WWWHYEJJYPVBPH-MDWZMJQESA-N 1-[2-[2-[(e)-2-[4-(1,1,1,3,3,3-hexafluoropropan-2-yloxy)phenyl]ethenyl]-3h-benzimidazol-5-yl]phenyl]ethanone Chemical compound CC(=O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=CC(OC(C(F)(F)F)C(F)(F)F)=CC=2)=N2)C2=C1 WWWHYEJJYPVBPH-MDWZMJQESA-N 0.000 claims 2
- KEOATIRZHZAAIP-MDWZMJQESA-N 1-[2-[2-[(e)-2-[4-(2,2,2-trifluoroethoxy)phenyl]ethenyl]-3h-benzimidazol-5-yl]phenyl]ethanol Chemical compound CC(O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=CC(OCC(F)(F)F)=CC=2)=N2)C2=C1 KEOATIRZHZAAIP-MDWZMJQESA-N 0.000 claims 2
- YYLXOHKXOJCGLO-MDWZMJQESA-N 1-[2-[2-[(e)-2-[4-(2,2,2-trifluoroethoxy)phenyl]ethenyl]-3h-benzimidazol-5-yl]phenyl]ethanone Chemical compound CC(=O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=CC(OCC(F)(F)F)=CC=2)=N2)C2=C1 YYLXOHKXOJCGLO-MDWZMJQESA-N 0.000 claims 2
- NCUKYYGIZDMUSA-MDWZMJQESA-N 1-[2-[2-[(e)-2-[4-(2,2,3,3,3-pentafluoropropoxy)phenyl]ethenyl]-3h-benzimidazol-5-yl]phenyl]ethanone Chemical compound CC(=O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=CC(OCC(F)(F)C(F)(F)F)=CC=2)=N2)C2=C1 NCUKYYGIZDMUSA-MDWZMJQESA-N 0.000 claims 2
- DHYUUMACGLDIMG-MDWZMJQESA-N 1-[2-[2-[(e)-2-[4-(trifluoromethoxy)phenyl]ethenyl]-3h-benzimidazol-5-yl]phenyl]ethanone Chemical compound CC(=O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=CC(OC(F)(F)F)=CC=2)=N2)C2=C1 DHYUUMACGLDIMG-MDWZMJQESA-N 0.000 claims 2
- WDSYYVXPVIETFO-MDWZMJQESA-N 1-[2-[2-[(e)-2-[4-(trifluoromethyl)phenyl]ethenyl]-3h-benzimidazol-5-yl]phenyl]ethanol Chemical compound CC(O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=CC(=CC=2)C(F)(F)F)=N2)C2=C1 WDSYYVXPVIETFO-MDWZMJQESA-N 0.000 claims 2
- GJOHTWXMHDYHNF-MDWZMJQESA-N 1-[2-[2-[(e)-2-[4-(trifluoromethylsulfanyl)phenyl]ethenyl]-3h-benzimidazol-5-yl]phenyl]ethanone Chemical compound CC(=O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=CC(SC(F)(F)F)=CC=2)=N2)C2=C1 GJOHTWXMHDYHNF-MDWZMJQESA-N 0.000 claims 2
- MAHSFTCGIOZKAF-MDWZMJQESA-N 1-[2-[2-[(e)-2-[4-(trifluoromethylsulfonyl)phenyl]ethenyl]-3h-benzimidazol-5-yl]phenyl]ethanol Chemical compound CC(O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=CC(=CC=2)S(=O)(=O)C(F)(F)F)=N2)C2=C1 MAHSFTCGIOZKAF-MDWZMJQESA-N 0.000 claims 2
- NOKSEHPVJFEGQE-UHFFFAOYSA-N 1-[2-[2-[2-(3-chlorophenyl)cyclopropyl]-3h-benzimidazol-5-yl]phenyl]ethanone Chemical compound CC(=O)C1=CC=CC=C1C1=CC=C(NC(=N2)C3C(C3)C=3C=C(Cl)C=CC=3)C2=C1 NOKSEHPVJFEGQE-UHFFFAOYSA-N 0.000 claims 2
- JSJBYUABYQOWMK-UHFFFAOYSA-N 1-[2-[2-[2-(3-chlorophenyl)ethyl]-3h-benzimidazol-5-yl]phenyl]ethanol Chemical compound CC(O)C1=CC=CC=C1C1=CC=C(NC(CCC=2C=C(Cl)C=CC=2)=N2)C2=C1 JSJBYUABYQOWMK-UHFFFAOYSA-N 0.000 claims 2
- YPNQFAWZQAEJLM-UHFFFAOYSA-N 1-[2-[2-[2-(3-chlorophenyl)ethyl]-3h-benzimidazol-5-yl]phenyl]ethanone Chemical compound CC(=O)C1=CC=CC=C1C1=CC=C(NC(CCC=2C=C(Cl)C=CC=2)=N2)C2=C1 YPNQFAWZQAEJLM-UHFFFAOYSA-N 0.000 claims 2
- MWBAIPHVGFVOLY-UHFFFAOYSA-N 1-[2-[2-[2-(3-chlorophenyl)ethynyl]-3h-benzimidazol-5-yl]phenyl]ethanol Chemical compound CC(O)C1=CC=CC=C1C1=CC=C(NC(=N2)C#CC=3C=C(Cl)C=CC=3)C2=C1 MWBAIPHVGFVOLY-UHFFFAOYSA-N 0.000 claims 2
- IEFHNAXMIJUXNX-UHFFFAOYSA-N 1-[2-[2-[2-(3-chlorophenyl)ethynyl]-3h-benzimidazol-5-yl]phenyl]ethanone Chemical compound CC(=O)C1=CC=CC=C1C1=CC=C(NC(=N2)C#CC=3C=C(Cl)C=CC=3)C2=C1 IEFHNAXMIJUXNX-UHFFFAOYSA-N 0.000 claims 2
- ULWDIVIKDPHGIO-UHFFFAOYSA-N 1-[2-[2-[2-(4-chlorophenyl)cyclopropyl]-3h-benzimidazol-5-yl]phenyl]ethanol Chemical compound CC(O)C1=CC=CC=C1C1=CC=C(NC(=N2)C3C(C3)C=3C=CC(Cl)=CC=3)C2=C1 ULWDIVIKDPHGIO-UHFFFAOYSA-N 0.000 claims 2
- ZXTAVVQMORFPID-UHFFFAOYSA-N 1-[2-[2-[2-(4-chlorophenyl)cyclopropyl]-3h-benzimidazol-5-yl]phenyl]ethanone Chemical compound CC(=O)C1=CC=CC=C1C1=CC=C(NC(=N2)C3C(C3)C=3C=CC(Cl)=CC=3)C2=C1 ZXTAVVQMORFPID-UHFFFAOYSA-N 0.000 claims 2
- GROZRFOBYUAQFX-UHFFFAOYSA-N 1-[2-[2-[2-(4-chlorophenyl)ethyl]-3h-benzimidazol-5-yl]phenyl]ethanol Chemical compound CC(O)C1=CC=CC=C1C1=CC=C(NC(CCC=2C=CC(Cl)=CC=2)=N2)C2=C1 GROZRFOBYUAQFX-UHFFFAOYSA-N 0.000 claims 2
- NJLKQDNGYKBIGN-UHFFFAOYSA-N 1-[2-[2-[2-(4-chlorophenyl)ethyl]-3h-benzimidazol-5-yl]phenyl]ethanone Chemical compound CC(=O)C1=CC=CC=C1C1=CC=C(NC(CCC=2C=CC(Cl)=CC=2)=N2)C2=C1 NJLKQDNGYKBIGN-UHFFFAOYSA-N 0.000 claims 2
- PEQYHFGXXQCZDU-UHFFFAOYSA-N 1-[2-[2-[2-(4-chlorophenyl)ethynyl]-3h-benzimidazol-5-yl]phenyl]ethanone Chemical compound CC(=O)C1=CC=CC=C1C1=CC=C(NC(=N2)C#CC=3C=CC(Cl)=CC=3)C2=C1 PEQYHFGXXQCZDU-UHFFFAOYSA-N 0.000 claims 2
- JNHINLPROKONPP-UHFFFAOYSA-N 1-[2-[2-[2-(4-methylsulfonylphenyl)cyclopropyl]-3h-benzimidazol-5-yl]phenyl]ethanol Chemical compound CC(O)C1=CC=CC=C1C1=CC=C(NC(=N2)C3C(C3)C=3C=CC(=CC=3)S(C)(=O)=O)C2=C1 JNHINLPROKONPP-UHFFFAOYSA-N 0.000 claims 2
- UCBMWOVJHNKCCO-UHFFFAOYSA-N 1-[2-[2-[2-(4-methylsulfonylphenyl)cyclopropyl]-3h-benzimidazol-5-yl]phenyl]ethanone Chemical compound CC(=O)C1=CC=CC=C1C1=CC=C(NC(=N2)C3C(C3)C=3C=CC(=CC=3)S(C)(=O)=O)C2=C1 UCBMWOVJHNKCCO-UHFFFAOYSA-N 0.000 claims 2
- KCIZRKQERXGBIS-UHFFFAOYSA-N 1-[2-[2-[2-(4-methylsulfonylphenyl)ethyl]-3h-benzimidazol-5-yl]phenyl]ethanol Chemical compound CC(O)C1=CC=CC=C1C1=CC=C(NC(CCC=2C=CC(=CC=2)S(C)(=O)=O)=N2)C2=C1 KCIZRKQERXGBIS-UHFFFAOYSA-N 0.000 claims 2
- VNUDSOAFKSSPEO-UHFFFAOYSA-N 1-[2-[2-[2-(4-methylsulfonylphenyl)ethynyl]-3h-benzimidazol-5-yl]phenyl]ethanol Chemical compound CC(O)C1=CC=CC=C1C1=CC=C(NC(=N2)C#CC=3C=CC(=CC=3)S(C)(=O)=O)C2=C1 VNUDSOAFKSSPEO-UHFFFAOYSA-N 0.000 claims 2
- CXLUTBPDYCQYAN-UHFFFAOYSA-N 1-[2-[2-[2-(4-methylsulfonylphenyl)ethynyl]-3h-benzimidazol-5-yl]phenyl]ethanone Chemical compound CC(=O)C1=CC=CC=C1C1=CC=C(NC(=N2)C#CC=3C=CC(=CC=3)S(C)(=O)=O)C2=C1 CXLUTBPDYCQYAN-UHFFFAOYSA-N 0.000 claims 2
- MJTOSYAYDWAKHH-UHFFFAOYSA-N 1-[2-[2-[2-[3-(trifluoromethyl)phenyl]cyclopropyl]-3h-benzimidazol-5-yl]phenyl]ethanone Chemical compound CC(=O)C1=CC=CC=C1C1=CC=C(NC(=N2)C3C(C3)C=3C=C(C=CC=3)C(F)(F)F)C2=C1 MJTOSYAYDWAKHH-UHFFFAOYSA-N 0.000 claims 2
- BOPHQCRVDBLNDK-UHFFFAOYSA-N 1-[2-[2-[2-[3-(trifluoromethyl)phenyl]ethyl]-3h-benzimidazol-5-yl]phenyl]ethanone Chemical compound CC(=O)C1=CC=CC=C1C1=CC=C(NC(CCC=2C=C(C=CC=2)C(F)(F)F)=N2)C2=C1 BOPHQCRVDBLNDK-UHFFFAOYSA-N 0.000 claims 2
- NUBYCKOSDOUEHC-UHFFFAOYSA-N 1-[2-[2-[2-[3-(trifluoromethyl)phenyl]ethynyl]-3h-benzimidazol-5-yl]phenyl]ethanol Chemical compound CC(O)C1=CC=CC=C1C1=CC=C(NC(=N2)C#CC=3C=C(C=CC=3)C(F)(F)F)C2=C1 NUBYCKOSDOUEHC-UHFFFAOYSA-N 0.000 claims 2
- JMFIDCPCTMMIJK-UHFFFAOYSA-N 1-[2-[2-[2-[3-(trifluoromethyl)phenyl]ethynyl]-3h-benzimidazol-5-yl]phenyl]ethanone Chemical compound CC(=O)C1=CC=CC=C1C1=CC=C(NC(=N2)C#CC=3C=C(C=CC=3)C(F)(F)F)C2=C1 JMFIDCPCTMMIJK-UHFFFAOYSA-N 0.000 claims 2
- HTRLMLPMNFMLBO-UHFFFAOYSA-N 1-[2-[2-[2-[4-(1,1,1,3,3,3-hexafluoropropan-2-yloxy)phenyl]cyclopropyl]-3h-benzimidazol-5-yl]phenyl]ethanol Chemical compound CC(O)C1=CC=CC=C1C1=CC=C(NC(=N2)C3C(C3)C=3C=CC(OC(C(F)(F)F)C(F)(F)F)=CC=3)C2=C1 HTRLMLPMNFMLBO-UHFFFAOYSA-N 0.000 claims 2
- ALLXAMPIVHAYCP-UHFFFAOYSA-N 1-[2-[2-[2-[4-(1,1,1,3,3,3-hexafluoropropan-2-yloxy)phenyl]cyclopropyl]-3h-benzimidazol-5-yl]phenyl]ethanone Chemical compound CC(=O)C1=CC=CC=C1C1=CC=C(NC(=N2)C3C(C3)C=3C=CC(OC(C(F)(F)F)C(F)(F)F)=CC=3)C2=C1 ALLXAMPIVHAYCP-UHFFFAOYSA-N 0.000 claims 2
- YQVSQPWVMZYLSE-UHFFFAOYSA-N 1-[2-[2-[2-[4-(1,1,1,3,3,3-hexafluoropropan-2-yloxy)phenyl]ethyl]-3h-benzimidazol-5-yl]phenyl]ethanol Chemical compound CC(O)C1=CC=CC=C1C1=CC=C(NC(CCC=2C=CC(OC(C(F)(F)F)C(F)(F)F)=CC=2)=N2)C2=C1 YQVSQPWVMZYLSE-UHFFFAOYSA-N 0.000 claims 2
- BTYXCNKUCTXIJO-UHFFFAOYSA-N 1-[2-[2-[2-[4-(1,1,1,3,3,3-hexafluoropropan-2-yloxy)phenyl]ethynyl]-3h-benzimidazol-5-yl]phenyl]ethanone Chemical compound CC(=O)C1=CC=CC=C1C1=CC=C(NC(=N2)C#CC=3C=CC(OC(C(F)(F)F)C(F)(F)F)=CC=3)C2=C1 BTYXCNKUCTXIJO-UHFFFAOYSA-N 0.000 claims 2
- ABFIPEKCKAOADK-UHFFFAOYSA-N 1-[2-[2-[2-[4-(2,2,2-trifluoroethoxy)phenyl]cyclopropyl]-3h-benzimidazol-5-yl]phenyl]ethanol Chemical compound CC(O)C1=CC=CC=C1C1=CC=C(NC(=N2)C3C(C3)C=3C=CC(OCC(F)(F)F)=CC=3)C2=C1 ABFIPEKCKAOADK-UHFFFAOYSA-N 0.000 claims 2
- UQGLPTSCHCUXMK-UHFFFAOYSA-N 1-[2-[2-[2-[4-(2,2,2-trifluoroethoxy)phenyl]cyclopropyl]-3h-benzimidazol-5-yl]phenyl]ethanone Chemical compound CC(=O)C1=CC=CC=C1C1=CC=C(NC(=N2)C3C(C3)C=3C=CC(OCC(F)(F)F)=CC=3)C2=C1 UQGLPTSCHCUXMK-UHFFFAOYSA-N 0.000 claims 2
- JRTDDYUKAAOTBV-UHFFFAOYSA-N 1-[2-[2-[2-[4-(2,2,2-trifluoroethoxy)phenyl]ethyl]-3h-benzimidazol-5-yl]phenyl]ethanol Chemical compound CC(O)C1=CC=CC=C1C1=CC=C(NC(CCC=2C=CC(OCC(F)(F)F)=CC=2)=N2)C2=C1 JRTDDYUKAAOTBV-UHFFFAOYSA-N 0.000 claims 2
- ZOROYSISSPXKRJ-UHFFFAOYSA-N 1-[2-[2-[2-[4-(2,2,2-trifluoroethoxy)phenyl]ethyl]-3h-benzimidazol-5-yl]phenyl]ethanone Chemical compound CC(=O)C1=CC=CC=C1C1=CC=C(NC(CCC=2C=CC(OCC(F)(F)F)=CC=2)=N2)C2=C1 ZOROYSISSPXKRJ-UHFFFAOYSA-N 0.000 claims 2
- KRWNWTSCIQSLCR-UHFFFAOYSA-N 1-[2-[2-[2-[4-(2,2,2-trifluoroethoxy)phenyl]ethynyl]-3h-benzimidazol-5-yl]phenyl]ethanol Chemical compound CC(O)C1=CC=CC=C1C1=CC=C(NC(=N2)C#CC=3C=CC(OCC(F)(F)F)=CC=3)C2=C1 KRWNWTSCIQSLCR-UHFFFAOYSA-N 0.000 claims 2
- IEDHQEUSMCDUBF-UHFFFAOYSA-N 1-[2-[2-[2-[4-(2,2,2-trifluoroethoxy)phenyl]ethynyl]-3h-benzimidazol-5-yl]phenyl]ethanone Chemical compound CC(=O)C1=CC=CC=C1C1=CC=C(NC(=N2)C#CC=3C=CC(OCC(F)(F)F)=CC=3)C2=C1 IEDHQEUSMCDUBF-UHFFFAOYSA-N 0.000 claims 2
- QRTHUYDYMPMUKI-UHFFFAOYSA-N 1-[2-[2-[2-[4-(2,2,3,3,3-pentafluoropropoxy)phenyl]cyclopropyl]-3h-benzimidazol-5-yl]phenyl]ethanol Chemical compound CC(O)C1=CC=CC=C1C1=CC=C(NC(=N2)C3C(C3)C=3C=CC(OCC(F)(F)C(F)(F)F)=CC=3)C2=C1 QRTHUYDYMPMUKI-UHFFFAOYSA-N 0.000 claims 2
- BUGMRYGJHOEYER-UHFFFAOYSA-N 1-[2-[2-[2-[4-(2,2,3,3,3-pentafluoropropoxy)phenyl]cyclopropyl]-3h-benzimidazol-5-yl]phenyl]ethanone Chemical compound CC(=O)C1=CC=CC=C1C1=CC=C(NC(=N2)C3C(C3)C=3C=CC(OCC(F)(F)C(F)(F)F)=CC=3)C2=C1 BUGMRYGJHOEYER-UHFFFAOYSA-N 0.000 claims 2
- DSSCTOXJXZJPQU-UHFFFAOYSA-N 1-[2-[2-[2-[4-(2,2,3,3,3-pentafluoropropoxy)phenyl]ethyl]-3h-benzimidazol-5-yl]phenyl]ethanol Chemical compound CC(O)C1=CC=CC=C1C1=CC=C(NC(CCC=2C=CC(OCC(F)(F)C(F)(F)F)=CC=2)=N2)C2=C1 DSSCTOXJXZJPQU-UHFFFAOYSA-N 0.000 claims 2
- GGBYWVLZBALXIO-UHFFFAOYSA-N 1-[2-[2-[2-[4-(2,2,3,3,3-pentafluoropropoxy)phenyl]ethyl]-3h-benzimidazol-5-yl]phenyl]ethanone Chemical compound CC(=O)C1=CC=CC=C1C1=CC=C(NC(CCC=2C=CC(OCC(F)(F)C(F)(F)F)=CC=2)=N2)C2=C1 GGBYWVLZBALXIO-UHFFFAOYSA-N 0.000 claims 2
- SCOPWQWHMUZFBO-UHFFFAOYSA-N 1-[2-[2-[2-[4-(2,2,3,3,3-pentafluoropropoxy)phenyl]ethynyl]-3h-benzimidazol-5-yl]phenyl]ethanol Chemical compound CC(O)C1=CC=CC=C1C1=CC=C(NC(=N2)C#CC=3C=CC(OCC(F)(F)C(F)(F)F)=CC=3)C2=C1 SCOPWQWHMUZFBO-UHFFFAOYSA-N 0.000 claims 2
- QETJHHBLIIPVEP-UHFFFAOYSA-N 1-[2-[2-[2-[4-(2,2,3,3,3-pentafluoropropoxy)phenyl]ethynyl]-3h-benzimidazol-5-yl]phenyl]ethanone Chemical compound CC(=O)C1=CC=CC=C1C1=CC=C(NC(=N2)C#CC=3C=CC(OCC(F)(F)C(F)(F)F)=CC=3)C2=C1 QETJHHBLIIPVEP-UHFFFAOYSA-N 0.000 claims 2
- AQMXQOTTWVAIFI-UHFFFAOYSA-N 1-[2-[2-[2-[4-(trifluoromethylsulfonyl)phenyl]ethyl]-3h-benzimidazol-5-yl]phenyl]ethanol Chemical compound CC(O)C1=CC=CC=C1C1=CC=C(NC(CCC=2C=CC(=CC=2)S(=O)(=O)C(F)(F)F)=N2)C2=C1 AQMXQOTTWVAIFI-UHFFFAOYSA-N 0.000 claims 2
- USTFFIJQFJYXBL-DHZHZOJOSA-N 1-[2-[6-(trifluoromethyl)-2-[(e)-2-[4-(trifluoromethyl)phenyl]ethenyl]-1h-benzimidazol-5-yl]phenyl]ethanone Chemical compound CC(=O)C1=CC=CC=C1C(C(=C1)C(F)(F)F)=CC2=C1NC(\C=C\C=1C=CC(=CC=1)C(F)(F)F)=N2 USTFFIJQFJYXBL-DHZHZOJOSA-N 0.000 claims 2
- NHKBCBSJZHDBFF-DHZHZOJOSA-N 1-[2-[6-chloro-2-[(e)-2-[4-(trifluoromethyl)phenyl]ethenyl]-1h-benzimidazol-5-yl]phenyl]ethanone Chemical compound CC(=O)C1=CC=CC=C1C(C(=C1)Cl)=CC2=C1NC(\C=C\C=1C=CC(=CC=1)C(F)(F)F)=N2 NHKBCBSJZHDBFF-DHZHZOJOSA-N 0.000 claims 2
- WTNOETMEVDIRFY-DHZHZOJOSA-N 1-[2-[6-fluoro-2-[(e)-2-[4-(trifluoromethyl)phenyl]ethenyl]-1h-benzimidazol-5-yl]phenyl]ethanone Chemical compound CC(=O)C1=CC=CC=C1C(C(=C1)F)=CC2=C1NC(\C=C\C=1C=CC(=CC=1)C(F)(F)F)=N2 WTNOETMEVDIRFY-DHZHZOJOSA-N 0.000 claims 2
- XRNYIZHSTBWDJZ-KPKJPENVSA-N 2,2,2-trifluoro-n-[2-[2-[(e)-2-[4-(trifluoromethyl)phenyl]ethenyl]-3h-benzimidazol-5-yl]phenyl]acetamide Chemical compound FC(F)(F)C(=O)NC1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=CC(=CC=2)C(F)(F)F)=N2)C2=C1 XRNYIZHSTBWDJZ-KPKJPENVSA-N 0.000 claims 2
- CJVGHQPAANAPHO-XNTDXEJSSA-N 2,2-dimethyl-n-[2-[2-[(e)-2-[4-(trifluoromethyl)phenyl]ethenyl]-3h-benzimidazol-5-yl]phenyl]propanamide Chemical compound CC(C)(C)C(=O)NC1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=CC(=CC=2)C(F)(F)F)=N2)C2=C1 CJVGHQPAANAPHO-XNTDXEJSSA-N 0.000 claims 2
- CZOWDOFBHPESCN-JLHYYAGUSA-N 2-[(e)-2-(4-tert-butylphenyl)ethenyl]-5-(2-fluorophenyl)-6-(trifluoromethyl)-1h-benzimidazole Chemical compound C1=CC(C(C)(C)C)=CC=C1\C=C\C1=NC2=CC(C=3C(=CC=CC=3)F)=C(C(F)(F)F)C=C2N1 CZOWDOFBHPESCN-JLHYYAGUSA-N 0.000 claims 2
- PEVAFHDGPRBCNH-UHFFFAOYSA-N 2-[1-(2-phenylethyl)benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(N(CCC=2C=CC=CC=2)C=N2)C2=C1 PEVAFHDGPRBCNH-UHFFFAOYSA-N 0.000 claims 2
- YJPSUAGGJKRFRD-UHFFFAOYSA-N 2-[1-(2-phenylethynyl)benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(N(C=N2)C#CC=3C=CC=CC=3)C2=C1 YJPSUAGGJKRFRD-UHFFFAOYSA-N 0.000 claims 2
- SMULEHKLKQBAGG-ZWKOTPCHSA-N 2-[2-[(1r,2r)-2-[4-(trifluoromethyl)phenyl]cyclopropyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(=N2)[C@H]3[C@@H](C3)C=3C=CC(=CC=3)C(F)(F)F)C2=C1 SMULEHKLKQBAGG-ZWKOTPCHSA-N 0.000 claims 2
- SMULEHKLKQBAGG-QZTJIDSGSA-N 2-[2-[(1r,2s)-2-[4-(trifluoromethyl)phenyl]cyclopropyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(=N2)[C@H]3[C@H](C3)C=3C=CC(=CC=3)C(F)(F)F)C2=C1 SMULEHKLKQBAGG-QZTJIDSGSA-N 0.000 claims 2
- SMULEHKLKQBAGG-ROUUACIJSA-N 2-[2-[(1s,2r)-2-[4-(trifluoromethyl)phenyl]cyclopropyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(=N2)[C@@H]3[C@@H](C3)C=3C=CC(=CC=3)C(F)(F)F)C2=C1 SMULEHKLKQBAGG-ROUUACIJSA-N 0.000 claims 2
- YWGDWBXRGFIPRO-YRNVUSSQSA-N 2-[2-[(e)-2-(1h-indol-6-yl)ethenyl]-3h-benzimidazol-5-yl]-n-methylbenzenesulfonamide Chemical compound CNS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=C3NC=CC3=CC=2)=N2)C2=C1 YWGDWBXRGFIPRO-YRNVUSSQSA-N 0.000 claims 2
- JBWYXMQPRUSHRF-ZRDIBKRKSA-N 2-[2-[(e)-2-(2,3-difluorophenyl)ethenyl]-3h-benzimidazol-5-yl]-n-methylbenzenesulfonamide Chemical compound CNS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C(=C(F)C=CC=2)F)=N2)C2=C1 JBWYXMQPRUSHRF-ZRDIBKRKSA-N 0.000 claims 2
- QONNZZIAUNKZJE-PKNBQFBNSA-N 2-[2-[(e)-2-(2,3-difluorophenyl)ethenyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C(=C(F)C=CC=2)F)=N2)C2=C1 QONNZZIAUNKZJE-PKNBQFBNSA-N 0.000 claims 2
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- ISXYOIVPSWMGBW-DHZHZOJOSA-N 2-[2-[(e)-2-(2,4-dichlorophenyl)ethenyl]-3h-benzimidazol-5-yl]-n-methylbenzenesulfonamide Chemical compound CNS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C(=CC(Cl)=CC=2)Cl)=N2)C2=C1 ISXYOIVPSWMGBW-DHZHZOJOSA-N 0.000 claims 2
- HUWLVLLLDPHUTE-JXMROGBWSA-N 2-[2-[(e)-2-(2,4-dichlorophenyl)ethenyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C(=CC(Cl)=CC=2)Cl)=N2)C2=C1 HUWLVLLLDPHUTE-JXMROGBWSA-N 0.000 claims 2
- UYVQTYDXYOALGS-DHZHZOJOSA-N 2-[2-[(e)-2-(2,4-difluorophenyl)ethenyl]-3h-benzimidazol-5-yl]-n-methylbenzenesulfonamide Chemical compound CNS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C(=CC(F)=CC=2)F)=N2)C2=C1 UYVQTYDXYOALGS-DHZHZOJOSA-N 0.000 claims 2
- DXTVHUVIFZQBMN-JXMROGBWSA-N 2-[2-[(e)-2-(2,4-difluorophenyl)ethenyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C(=CC(F)=CC=2)F)=N2)C2=C1 DXTVHUVIFZQBMN-JXMROGBWSA-N 0.000 claims 2
- MIKIRRMSKLVJKA-YRNVUSSQSA-N 2-[2-[(e)-2-(2,5-difluorophenyl)ethenyl]-3h-benzimidazol-5-yl]-n-methylbenzenesulfonamide Chemical compound CNS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C(=CC=C(F)C=2)F)=N2)C2=C1 MIKIRRMSKLVJKA-YRNVUSSQSA-N 0.000 claims 2
- GOGJSMQYYQBVHM-UXBLZVDNSA-N 2-[2-[(e)-2-(2,5-difluorophenyl)ethenyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C(=CC=C(F)C=2)F)=N2)C2=C1 GOGJSMQYYQBVHM-UXBLZVDNSA-N 0.000 claims 2
- VZBXVIPBWRRJBH-ZRDIBKRKSA-N 2-[2-[(e)-2-(2,6-difluorophenyl)ethenyl]-3h-benzimidazol-5-yl]-n-methylbenzenesulfonamide Chemical compound CNS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C(=CC=CC=2F)F)=N2)C2=C1 VZBXVIPBWRRJBH-ZRDIBKRKSA-N 0.000 claims 2
- KTFIZVKDAOHYHB-PKNBQFBNSA-N 2-[2-[(e)-2-(2,6-difluorophenyl)ethenyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C(=CC=CC=2F)F)=N2)C2=C1 KTFIZVKDAOHYHB-PKNBQFBNSA-N 0.000 claims 2
- JDDNCBYWOUHMSU-ZRDIBKRKSA-N 2-[2-[(e)-2-(2-bromophenyl)ethenyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C(=CC=CC=2)Br)=N2)C2=C1 JDDNCBYWOUHMSU-ZRDIBKRKSA-N 0.000 claims 2
- VTMZWYCPUWVRCH-ZRDIBKRKSA-N 2-[2-[(e)-2-(2-chloro-6-fluorophenyl)ethenyl]-3h-benzimidazol-5-yl]-n-methylbenzenesulfonamide Chemical compound CNS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C(=CC=CC=2F)Cl)=N2)C2=C1 VTMZWYCPUWVRCH-ZRDIBKRKSA-N 0.000 claims 2
- PZSWYOZAPJXKSE-PKNBQFBNSA-N 2-[2-[(e)-2-(2-chloro-6-fluorophenyl)ethenyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C(=CC=CC=2F)Cl)=N2)C2=C1 PZSWYOZAPJXKSE-PKNBQFBNSA-N 0.000 claims 2
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- XTTPZJIVQZBPRK-ZRDIBKRKSA-N 2-[2-[(e)-2-(2-chlorophenyl)ethenyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C(=CC=CC=2)Cl)=N2)C2=C1 XTTPZJIVQZBPRK-ZRDIBKRKSA-N 0.000 claims 2
- XUNDPOPJKWZBTD-YRNVUSSQSA-N 2-[2-[(e)-2-(3,4-dichlorophenyl)ethenyl]-3h-benzimidazol-5-yl]-n-methylbenzenesulfonamide Chemical compound CNS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=C(Cl)C(Cl)=CC=2)=N2)C2=C1 XUNDPOPJKWZBTD-YRNVUSSQSA-N 0.000 claims 2
- NLMKWXOEOOMGCZ-UXBLZVDNSA-N 2-[2-[(e)-2-(3,4-dichlorophenyl)ethenyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=C(Cl)C(Cl)=CC=2)=N2)C2=C1 NLMKWXOEOOMGCZ-UXBLZVDNSA-N 0.000 claims 2
- XYOXTEYWEZQAHB-YRNVUSSQSA-N 2-[2-[(e)-2-(3,4-difluorophenyl)ethenyl]-3h-benzimidazol-5-yl]-n-methylbenzenesulfonamide Chemical compound CNS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=C(F)C(F)=CC=2)=N2)C2=C1 XYOXTEYWEZQAHB-YRNVUSSQSA-N 0.000 claims 2
- BMBJWQRZENAAOR-UXBLZVDNSA-N 2-[2-[(e)-2-(3,4-difluorophenyl)ethenyl]-3h-benzimidazol-5-yl]benzamide Chemical compound NC(=O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=C(F)C(F)=CC=2)=N2)C2=C1 BMBJWQRZENAAOR-UXBLZVDNSA-N 0.000 claims 2
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- KRLKOFGWSIQYPI-YRNVUSSQSA-N 2-[2-[(e)-2-[4-fluoro-3-(trifluoromethyl)phenyl]ethenyl]-3h-benzimidazol-5-yl]-n-methylbenzenesulfonamide Chemical compound CNS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=C(C(F)=CC=2)C(F)(F)F)=N2)C2=C1 KRLKOFGWSIQYPI-YRNVUSSQSA-N 0.000 claims 2
- XDSALFFQVKJDRZ-UXBLZVDNSA-N 2-[2-[(e)-2-[4-fluoro-3-(trifluoromethyl)phenyl]ethenyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=C(C(F)=CC=2)C(F)(F)F)=N2)C2=C1 XDSALFFQVKJDRZ-UXBLZVDNSA-N 0.000 claims 2
- MGLUNOWPTMUWKF-GXDHUFHOSA-N 2-[2-[(e)-2-naphthalen-2-ylethenyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=C3C=CC=CC3=CC=2)=N2)C2=C1 MGLUNOWPTMUWKF-GXDHUFHOSA-N 0.000 claims 2
- TYGHUKPXISIAIZ-JLHYYAGUSA-N 2-[2-[(e)-2-phenylethenyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=CC=CC=2)=N2)C2=C1 TYGHUKPXISIAIZ-JLHYYAGUSA-N 0.000 claims 2
- BKBFEWSBNAYARN-UHFFFAOYSA-N 2-[2-[1-(2-phenylethynyl)benzimidazol-5-yl]phenyl]propan-2-ol Chemical compound CC(C)(O)C1=CC=CC=C1C1=CC=C(N(C=N2)C#CC=3C=CC=CC=3)C2=C1 BKBFEWSBNAYARN-UHFFFAOYSA-N 0.000 claims 2
- ZXDOTNLOEJMIAY-UHFFFAOYSA-N 2-[2-[2-(2,3-difluorophenyl)ethyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(CCC=2C(=C(F)C=CC=2)F)=N2)C2=C1 ZXDOTNLOEJMIAY-UHFFFAOYSA-N 0.000 claims 2
- HZXBIDDLVUPRBG-UHFFFAOYSA-N 2-[2-[2-(2,4,5-trifluorophenyl)ethyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(CCC=2C(=CC(F)=C(F)C=2)F)=N2)C2=C1 HZXBIDDLVUPRBG-UHFFFAOYSA-N 0.000 claims 2
- KEOUCUAYLWZHMO-UHFFFAOYSA-N 2-[2-[2-(2,4-difluorophenyl)ethyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(CCC=2C(=CC(F)=CC=2)F)=N2)C2=C1 KEOUCUAYLWZHMO-UHFFFAOYSA-N 0.000 claims 2
- LRMYDJFTVMIQOM-UHFFFAOYSA-N 2-[2-[2-(2,5-difluorophenyl)ethyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(CCC=2C(=CC=C(F)C=2)F)=N2)C2=C1 LRMYDJFTVMIQOM-UHFFFAOYSA-N 0.000 claims 2
- JDCCVURROMCHEG-UHFFFAOYSA-N 2-[2-[2-(2,6-difluorophenyl)ethyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(CCC=2C(=CC=CC=2F)F)=N2)C2=C1 JDCCVURROMCHEG-UHFFFAOYSA-N 0.000 claims 2
- HTFRZLFBUSZVDV-UHFFFAOYSA-N 2-[2-[2-(2-chlorophenyl)ethyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(CCC=2C(=CC=CC=2)Cl)=N2)C2=C1 HTFRZLFBUSZVDV-UHFFFAOYSA-N 0.000 claims 2
- ITHPWEVBOFKMDA-UHFFFAOYSA-N 2-[2-[2-(2-fluorophenyl)ethyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(CCC=2C(=CC=CC=2)F)=N2)C2=C1 ITHPWEVBOFKMDA-UHFFFAOYSA-N 0.000 claims 2
- JYSDJWXNXZVXMY-UHFFFAOYSA-N 2-[2-[2-(3,4-difluorophenyl)ethyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(CCC=2C=C(F)C(F)=CC=2)=N2)C2=C1 JYSDJWXNXZVXMY-UHFFFAOYSA-N 0.000 claims 2
- QGFULFHRGWUPGO-UHFFFAOYSA-N 2-[2-[2-(3,5-difluorophenyl)ethyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(CCC=2C=C(F)C=C(F)C=2)=N2)C2=C1 QGFULFHRGWUPGO-UHFFFAOYSA-N 0.000 claims 2
- WKUHGMMRGVDSHO-UHFFFAOYSA-N 2-[2-[2-(3-chlorophenyl)cyclopropyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(=N2)C3C(C3)C=3C=C(Cl)C=CC=3)C2=C1 WKUHGMMRGVDSHO-UHFFFAOYSA-N 0.000 claims 2
- KVEBPPCEJAQDKX-UHFFFAOYSA-N 2-[2-[2-(3-chlorophenyl)ethyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(CCC=2C=C(Cl)C=CC=2)=N2)C2=C1 KVEBPPCEJAQDKX-UHFFFAOYSA-N 0.000 claims 2
- OYGDDBFLVUZEHG-UHFFFAOYSA-N 2-[2-[2-(3-chlorophenyl)ethynyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(=N2)C#CC=3C=C(Cl)C=CC=3)C2=C1 OYGDDBFLVUZEHG-UHFFFAOYSA-N 0.000 claims 2
- QKDCBALNFDBFAN-UHFFFAOYSA-N 2-[2-[2-(4-chloro-2-methylsulfonylphenyl)ethyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound CS(=O)(=O)C1=CC(Cl)=CC=C1CCC1=NC2=CC(C=3C(=CC=CC=3)S(N)(=O)=O)=CC=C2N1 QKDCBALNFDBFAN-UHFFFAOYSA-N 0.000 claims 2
- VGQVTXANZZYAET-UHFFFAOYSA-N 2-[2-[2-(4-chlorophenyl)cyclopropyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(=N2)C3C(C3)C=3C=CC(Cl)=CC=3)C2=C1 VGQVTXANZZYAET-UHFFFAOYSA-N 0.000 claims 2
- DTFVLGKNGYXAMF-UHFFFAOYSA-N 2-[2-[2-(4-chlorophenyl)ethyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(CCC=2C=CC(Cl)=CC=2)=N2)C2=C1 DTFVLGKNGYXAMF-UHFFFAOYSA-N 0.000 claims 2
- QCSJCUSEBVQWDM-UHFFFAOYSA-N 2-[2-[2-(4-chlorophenyl)ethynyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(=N2)C#CC=3C=CC(Cl)=CC=3)C2=C1 QCSJCUSEBVQWDM-UHFFFAOYSA-N 0.000 claims 2
- AHSMNGUKFKDYAU-UHFFFAOYSA-N 2-[2-[2-(4-methylsulfonylphenyl)cyclopropyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)C)=CC=C1C1C(C=2NC3=CC=C(C=C3N=2)C=2C(=CC=CC=2)S(N)(=O)=O)C1 AHSMNGUKFKDYAU-UHFFFAOYSA-N 0.000 claims 2
- BZYUIZINJBVNMV-UHFFFAOYSA-N 2-[2-[2-(4-methylsulfonylphenyl)ethyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)C)=CC=C1CCC1=NC2=CC(C=3C(=CC=CC=3)S(N)(=O)=O)=CC=C2N1 BZYUIZINJBVNMV-UHFFFAOYSA-N 0.000 claims 2
- RPKYGMDQYFEIDP-UHFFFAOYSA-N 2-[2-[2-(4-methylsulfonylphenyl)ethynyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)C)=CC=C1C#CC1=NC2=CC(C=3C(=CC=CC=3)S(N)(=O)=O)=CC=C2N1 RPKYGMDQYFEIDP-UHFFFAOYSA-N 0.000 claims 2
- IXPJLNPWNIZEDD-UHFFFAOYSA-N 2-[2-[2-(4-propan-2-ylphenyl)ethyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound C1=CC(C(C)C)=CC=C1CCC1=NC2=CC(C=3C(=CC=CC=3)S(N)(=O)=O)=CC=C2N1 IXPJLNPWNIZEDD-UHFFFAOYSA-N 0.000 claims 2
- DJXYPJVWZURHPY-UHFFFAOYSA-N 2-[2-[2-(4-tert-butylphenyl)ethyl]-3h-benzimidazol-5-yl]phenol Chemical compound C1=CC(C(C)(C)C)=CC=C1CCC1=NC2=CC(C=3C(=CC=CC=3)O)=CC=C2N1 DJXYPJVWZURHPY-UHFFFAOYSA-N 0.000 claims 2
- CWSNBNRBBOOWDE-VQTJNVASSA-N 2-[2-[2-[(1r,2r)-2-[4-(trifluoromethyl)phenyl]cyclopropyl]-3h-benzimidazol-5-yl]phenyl]propan-2-ol Chemical compound CC(C)(O)C1=CC=CC=C1C1=CC=C(NC(=N2)[C@H]3[C@@H](C3)C=3C=CC(=CC=3)C(F)(F)F)C2=C1 CWSNBNRBBOOWDE-VQTJNVASSA-N 0.000 claims 2
- CWSNBNRBBOOWDE-WOJBJXKFSA-N 2-[2-[2-[(1r,2s)-2-[4-(trifluoromethyl)phenyl]cyclopropyl]-3h-benzimidazol-5-yl]phenyl]propan-2-ol Chemical compound CC(C)(O)C1=CC=CC=C1C1=CC=C(NC(=N2)[C@H]3[C@H](C3)C=3C=CC(=CC=3)C(F)(F)F)C2=C1 CWSNBNRBBOOWDE-WOJBJXKFSA-N 0.000 claims 2
- CWSNBNRBBOOWDE-PMACEKPBSA-N 2-[2-[2-[(1s,2r)-2-[4-(trifluoromethyl)phenyl]cyclopropyl]-3h-benzimidazol-5-yl]phenyl]propan-2-ol Chemical compound CC(C)(O)C1=CC=CC=C1C1=CC=C(NC(=N2)[C@@H]3[C@@H](C3)C=3C=CC(=CC=3)C(F)(F)F)C2=C1 CWSNBNRBBOOWDE-PMACEKPBSA-N 0.000 claims 2
- JZDVIJPEJRKMCD-JLHYYAGUSA-N 2-[2-[2-[(e)-2-(3-chlorophenyl)ethenyl]-3h-benzimidazol-5-yl]phenyl]propan-2-ol Chemical compound CC(C)(O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=C(Cl)C=CC=2)=N2)C2=C1 JZDVIJPEJRKMCD-JLHYYAGUSA-N 0.000 claims 2
- NNMIYXODOSQCAM-NTEUORMPSA-N 2-[2-[2-[(e)-2-(4-chlorophenyl)ethenyl]-3h-benzimidazol-5-yl]phenyl]propan-2-ol Chemical compound CC(C)(O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=CC(Cl)=CC=2)=N2)C2=C1 NNMIYXODOSQCAM-NTEUORMPSA-N 0.000 claims 2
- NYVNFNIEMBCGSH-XNTDXEJSSA-N 2-[2-[2-[(e)-2-(4-methylsulfonylphenyl)ethenyl]-3h-benzimidazol-5-yl]phenyl]propan-2-ol Chemical compound CC(C)(O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=CC(=CC=2)S(C)(=O)=O)=N2)C2=C1 NYVNFNIEMBCGSH-XNTDXEJSSA-N 0.000 claims 2
- XYYPBLPRKDDEMD-SFQUDFHCSA-N 2-[2-[2-[(e)-2-(4-tert-butylphenyl)ethenyl]-3h-benzimidazol-5-yl]phenyl]propan-2-ol Chemical compound C1=CC(C(C)(C)C)=CC=C1\C=C\C1=NC2=CC(C=3C(=CC=CC=3)C(C)(C)O)=CC=C2N1 XYYPBLPRKDDEMD-SFQUDFHCSA-N 0.000 claims 2
- HZTDHVDOWLGLQH-WYMLVPIESA-N 2-[2-[2-[(e)-2-[2-(trifluoromethyl)phenyl]ethenyl]-3h-benzimidazol-5-yl]phenyl]propan-2-ol Chemical compound CC(C)(O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C(=CC=CC=2)C(F)(F)F)=N2)C2=C1 HZTDHVDOWLGLQH-WYMLVPIESA-N 0.000 claims 2
- DEPBBRAWAGMCKY-JLHYYAGUSA-N 2-[2-[2-[(e)-2-[3-(trifluoromethyl)phenyl]ethenyl]-3h-benzimidazol-5-yl]phenyl]propan-2-ol Chemical compound CC(C)(O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=C(C=CC=2)C(F)(F)F)=N2)C2=C1 DEPBBRAWAGMCKY-JLHYYAGUSA-N 0.000 claims 2
- BNPHCKRUBAMHSZ-NTEUORMPSA-N 2-[2-[2-[(e)-2-[4-(1,1,1,3,3,3-hexafluoropropan-2-yloxy)phenyl]ethenyl]-3h-benzimidazol-5-yl]phenyl]propan-2-ol Chemical compound CC(C)(O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=CC(OC(C(F)(F)F)C(F)(F)F)=CC=2)=N2)C2=C1 BNPHCKRUBAMHSZ-NTEUORMPSA-N 0.000 claims 2
- SIQDIPPHMLPSRC-NTEUORMPSA-N 2-[2-[2-[(e)-2-[4-(2,2,2-trifluoroethoxy)phenyl]ethenyl]-3h-benzimidazol-5-yl]phenyl]propan-2-ol Chemical compound CC(C)(O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=CC(OCC(F)(F)F)=CC=2)=N2)C2=C1 SIQDIPPHMLPSRC-NTEUORMPSA-N 0.000 claims 2
- VRPIENCRGASDQK-NTEUORMPSA-N 2-[2-[2-[(e)-2-[4-(2,2,3,3,3-pentafluoropropoxy)phenyl]ethenyl]-3h-benzimidazol-5-yl]phenyl]propan-2-ol Chemical compound CC(C)(O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=CC(OCC(F)(F)C(F)(F)F)=CC=2)=N2)C2=C1 VRPIENCRGASDQK-NTEUORMPSA-N 0.000 claims 2
- JARKBRAORHFMDK-NTEUORMPSA-N 2-[2-[2-[(e)-2-[4-(trifluoromethoxy)phenyl]ethenyl]-3h-benzimidazol-5-yl]phenyl]propan-2-ol Chemical compound CC(C)(O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=CC(OC(F)(F)F)=CC=2)=N2)C2=C1 JARKBRAORHFMDK-NTEUORMPSA-N 0.000 claims 2
- ORDHXXHTBUZRCN-NTEUORMPSA-N 2-[2-[2-[(e)-2-[4-(trifluoromethyl)phenyl]ethenyl]-3h-benzimidazol-5-yl]phenyl]propan-2-ol Chemical compound CC(C)(O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=CC(=CC=2)C(F)(F)F)=N2)C2=C1 ORDHXXHTBUZRCN-NTEUORMPSA-N 0.000 claims 2
- ZJMZJFZVCIVNBL-NTEUORMPSA-N 2-[2-[2-[(e)-2-[4-(trifluoromethylsulfonyl)phenyl]ethenyl]-3h-benzimidazol-5-yl]phenyl]propan-2-ol Chemical compound CC(C)(O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=CC(=CC=2)S(=O)(=O)C(F)(F)F)=N2)C2=C1 ZJMZJFZVCIVNBL-NTEUORMPSA-N 0.000 claims 2
- ORDHXXHTBUZRCN-ZROIWOOFSA-N 2-[2-[2-[(z)-2-[4-(trifluoromethyl)phenyl]ethenyl]-3h-benzimidazol-5-yl]phenyl]propan-2-ol Chemical compound CC(C)(O)C1=CC=CC=C1C1=CC=C(NC(\C=C/C=2C=CC(=CC=2)C(F)(F)F)=N2)C2=C1 ORDHXXHTBUZRCN-ZROIWOOFSA-N 0.000 claims 2
- XUFVYQDEMHHBAM-UHFFFAOYSA-N 2-[2-[2-[2,5-bis(trifluoromethyl)phenyl]ethyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(CCC=2C(=CC=C(C=2)C(F)(F)F)C(F)(F)F)=N2)C2=C1 XUFVYQDEMHHBAM-UHFFFAOYSA-N 0.000 claims 2
- WKFRKBSODPCRSG-UHFFFAOYSA-N 2-[2-[2-[2-(3-chlorophenyl)cyclopropyl]-3h-benzimidazol-5-yl]phenyl]propan-2-ol Chemical compound CC(C)(O)C1=CC=CC=C1C1=CC=C(NC(=N2)C3C(C3)C=3C=C(Cl)C=CC=3)C2=C1 WKFRKBSODPCRSG-UHFFFAOYSA-N 0.000 claims 2
- NLAWVCQRIOISSE-UHFFFAOYSA-N 2-[2-[2-[2-(3-chlorophenyl)ethynyl]-3h-benzimidazol-5-yl]phenyl]propan-2-ol Chemical compound CC(C)(O)C1=CC=CC=C1C1=CC=C(NC(=N2)C#CC=3C=C(Cl)C=CC=3)C2=C1 NLAWVCQRIOISSE-UHFFFAOYSA-N 0.000 claims 2
- BECLOSXOCNEAEN-UHFFFAOYSA-N 2-[2-[2-[2-(4-chlorophenyl)cyclopropyl]-3h-benzimidazol-5-yl]phenyl]propan-2-ol Chemical compound CC(C)(O)C1=CC=CC=C1C1=CC=C(NC(=N2)C3C(C3)C=3C=CC(Cl)=CC=3)C2=C1 BECLOSXOCNEAEN-UHFFFAOYSA-N 0.000 claims 2
- IPECOUYCECUHLV-UHFFFAOYSA-N 2-[2-[2-[2-(4-chlorophenyl)ethyl]-3h-benzimidazol-5-yl]phenyl]propan-2-ol Chemical compound CC(C)(O)C1=CC=CC=C1C1=CC=C(NC(CCC=2C=CC(Cl)=CC=2)=N2)C2=C1 IPECOUYCECUHLV-UHFFFAOYSA-N 0.000 claims 2
- STPAVZOUKKVDRX-UHFFFAOYSA-N 2-[2-[2-[2-(4-chlorophenyl)ethynyl]-3h-benzimidazol-5-yl]phenyl]propan-2-ol Chemical compound CC(C)(O)C1=CC=CC=C1C1=CC=C(NC(=N2)C#CC=3C=CC(Cl)=CC=3)C2=C1 STPAVZOUKKVDRX-UHFFFAOYSA-N 0.000 claims 2
- OJFGNDDTAFIFBB-UHFFFAOYSA-N 2-[2-[2-[2-(4-methoxyphenyl)cyclopropyl]-3h-benzimidazol-5-yl]phenyl]propan-2-ol Chemical compound C1=CC(OC)=CC=C1C1C(C=2NC3=CC=C(C=C3N=2)C=2C(=CC=CC=2)C(C)(C)O)C1 OJFGNDDTAFIFBB-UHFFFAOYSA-N 0.000 claims 2
- NVSPGVPXZYGPDB-UHFFFAOYSA-N 2-[2-[2-[2-(4-methylsulfonylphenyl)cyclopropyl]-3h-benzimidazol-5-yl]phenyl]propan-2-ol Chemical compound CC(C)(O)C1=CC=CC=C1C1=CC=C(NC(=N2)C3C(C3)C=3C=CC(=CC=3)S(C)(=O)=O)C2=C1 NVSPGVPXZYGPDB-UHFFFAOYSA-N 0.000 claims 2
- GEKWETXATUFBHL-UHFFFAOYSA-N 2-[2-[2-[2-(4-methylsulfonylphenyl)ethyl]-3h-benzimidazol-5-yl]phenyl]propan-2-ol Chemical compound CC(C)(O)C1=CC=CC=C1C1=CC=C(NC(CCC=2C=CC(=CC=2)S(C)(=O)=O)=N2)C2=C1 GEKWETXATUFBHL-UHFFFAOYSA-N 0.000 claims 2
- VCEWHBKSEYATIC-UHFFFAOYSA-N 2-[2-[2-[2-(4-methylsulfonylphenyl)ethynyl]-3h-benzimidazol-5-yl]phenyl]propan-2-ol Chemical compound CC(C)(O)C1=CC=CC=C1C1=CC=C(NC(=N2)C#CC=3C=CC(=CC=3)S(C)(=O)=O)C2=C1 VCEWHBKSEYATIC-UHFFFAOYSA-N 0.000 claims 2
- PSVWNKMBWXXBFY-UHFFFAOYSA-N 2-[2-[2-[2-[3-(trifluoromethyl)phenyl]cyclopropyl]-3h-benzimidazol-5-yl]phenyl]propan-2-ol Chemical compound CC(C)(O)C1=CC=CC=C1C1=CC=C(NC(=N2)C3C(C3)C=3C=C(C=CC=3)C(F)(F)F)C2=C1 PSVWNKMBWXXBFY-UHFFFAOYSA-N 0.000 claims 2
- NFVOEHHLMKVORI-UHFFFAOYSA-N 2-[2-[2-[2-[3-(trifluoromethyl)phenyl]ethyl]-3h-benzimidazol-5-yl]phenyl]propan-2-ol Chemical compound CC(C)(O)C1=CC=CC=C1C1=CC=C(NC(CCC=2C=C(C=CC=2)C(F)(F)F)=N2)C2=C1 NFVOEHHLMKVORI-UHFFFAOYSA-N 0.000 claims 2
- DGNFUOFORGAZPZ-UHFFFAOYSA-N 2-[2-[2-[2-[3-(trifluoromethyl)phenyl]ethynyl]-3h-benzimidazol-5-yl]phenyl]propan-2-ol Chemical compound CC(C)(O)C1=CC=CC=C1C1=CC=C(NC(=N2)C#CC=3C=C(C=CC=3)C(F)(F)F)C2=C1 DGNFUOFORGAZPZ-UHFFFAOYSA-N 0.000 claims 2
- DJUOGYKXVSKOCM-UHFFFAOYSA-N 2-[2-[2-[2-[4-(1,1,1,3,3,3-hexafluoropropan-2-yloxy)phenyl]cyclopropyl]-3h-benzimidazol-5-yl]phenyl]propan-2-ol Chemical compound CC(C)(O)C1=CC=CC=C1C1=CC=C(NC(=N2)C3C(C3)C=3C=CC(OC(C(F)(F)F)C(F)(F)F)=CC=3)C2=C1 DJUOGYKXVSKOCM-UHFFFAOYSA-N 0.000 claims 2
- QPVJPYOXHGOESR-UHFFFAOYSA-N 2-[2-[2-[2-[4-(1,1,1,3,3,3-hexafluoropropan-2-yloxy)phenyl]ethyl]-3h-benzimidazol-5-yl]phenyl]propan-2-ol Chemical compound CC(C)(O)C1=CC=CC=C1C1=CC=C(NC(CCC=2C=CC(OC(C(F)(F)F)C(F)(F)F)=CC=2)=N2)C2=C1 QPVJPYOXHGOESR-UHFFFAOYSA-N 0.000 claims 2
- ASZZTCUHQMPYRU-UHFFFAOYSA-N 2-[2-[2-[2-[4-(1,1,1,3,3,3-hexafluoropropan-2-yloxy)phenyl]ethynyl]-3h-benzimidazol-5-yl]phenyl]propan-2-ol Chemical compound CC(C)(O)C1=CC=CC=C1C1=CC=C(NC(=N2)C#CC=3C=CC(OC(C(F)(F)F)C(F)(F)F)=CC=3)C2=C1 ASZZTCUHQMPYRU-UHFFFAOYSA-N 0.000 claims 2
- ASUWHTPYSYJYAH-UHFFFAOYSA-N 2-[2-[2-[2-[4-(2,2,2-trifluoroethoxy)phenyl]cyclopropyl]-3h-benzimidazol-5-yl]phenyl]propan-2-ol Chemical compound CC(C)(O)C1=CC=CC=C1C1=CC=C(NC(=N2)C3C(C3)C=3C=CC(OCC(F)(F)F)=CC=3)C2=C1 ASUWHTPYSYJYAH-UHFFFAOYSA-N 0.000 claims 2
- GZMABIIINXTAOO-UHFFFAOYSA-N 2-[2-[2-[2-[4-(2,2,2-trifluoroethoxy)phenyl]ethyl]-3h-benzimidazol-5-yl]phenyl]propan-2-ol Chemical compound CC(C)(O)C1=CC=CC=C1C1=CC=C(NC(CCC=2C=CC(OCC(F)(F)F)=CC=2)=N2)C2=C1 GZMABIIINXTAOO-UHFFFAOYSA-N 0.000 claims 2
- VERSVXPYCTYNTH-UHFFFAOYSA-N 2-[2-[2-[2-[4-(2,2,2-trifluoroethoxy)phenyl]ethynyl]-3h-benzimidazol-5-yl]phenyl]propan-2-ol Chemical compound CC(C)(O)C1=CC=CC=C1C1=CC=C(NC(=N2)C#CC=3C=CC(OCC(F)(F)F)=CC=3)C2=C1 VERSVXPYCTYNTH-UHFFFAOYSA-N 0.000 claims 2
- CWTOPLMRQKHIDQ-UHFFFAOYSA-N 2-[2-[2-[2-[4-(2,2,3,3,3-pentafluoropropoxy)phenyl]cyclopropyl]-3h-benzimidazol-5-yl]phenyl]propan-2-ol Chemical compound CC(C)(O)C1=CC=CC=C1C1=CC=C(NC(=N2)C3C(C3)C=3C=CC(OCC(F)(F)C(F)(F)F)=CC=3)C2=C1 CWTOPLMRQKHIDQ-UHFFFAOYSA-N 0.000 claims 2
- HOEDHHAUKCMGQD-UHFFFAOYSA-N 2-[2-[2-[2-[4-(2,2,3,3,3-pentafluoropropoxy)phenyl]ethyl]-3h-benzimidazol-5-yl]phenyl]propan-2-ol Chemical compound CC(C)(O)C1=CC=CC=C1C1=CC=C(NC(CCC=2C=CC(OCC(F)(F)C(F)(F)F)=CC=2)=N2)C2=C1 HOEDHHAUKCMGQD-UHFFFAOYSA-N 0.000 claims 2
- XJZZJOTXFDATQC-UHFFFAOYSA-N 2-[2-[2-[2-[4-(2,2,3,3,3-pentafluoropropoxy)phenyl]ethynyl]-3h-benzimidazol-5-yl]phenyl]propan-2-ol Chemical compound CC(C)(O)C1=CC=CC=C1C1=CC=C(NC(=N2)C#CC=3C=CC(OCC(F)(F)C(F)(F)F)=CC=3)C2=C1 XJZZJOTXFDATQC-UHFFFAOYSA-N 0.000 claims 2
- YKLJJWDEAICOPD-UHFFFAOYSA-N 2-[2-[2-[2-[4-(trifluoromethoxy)phenyl]cyclopropyl]-3h-benzimidazol-5-yl]phenyl]propan-2-ol Chemical compound CC(C)(O)C1=CC=CC=C1C1=CC=C(NC(=N2)C3C(C3)C=3C=CC(OC(F)(F)F)=CC=3)C2=C1 YKLJJWDEAICOPD-UHFFFAOYSA-N 0.000 claims 2
- CWSNBNRBBOOWDE-UHFFFAOYSA-N 2-[2-[2-[2-[4-(trifluoromethyl)phenyl]cyclopropyl]-3h-benzimidazol-5-yl]phenyl]propan-2-ol Chemical compound CC(C)(O)C1=CC=CC=C1C1=CC=C(NC(=N2)C3C(C3)C=3C=CC(=CC=3)C(F)(F)F)C2=C1 CWSNBNRBBOOWDE-UHFFFAOYSA-N 0.000 claims 2
- BRLXLXKMAJHYAM-UHFFFAOYSA-N 2-[2-[2-[2-[4-(trifluoromethyl)phenyl]ethyl]-3h-benzimidazol-5-yl]phenyl]propan-2-ol Chemical compound CC(C)(O)C1=CC=CC=C1C1=CC=C(NC(CCC=2C=CC(=CC=2)C(F)(F)F)=N2)C2=C1 BRLXLXKMAJHYAM-UHFFFAOYSA-N 0.000 claims 2
- SUKMTWBHAUNRSW-UHFFFAOYSA-N 2-[2-[2-[2-[4-(trifluoromethyl)phenyl]ethynyl]-3h-benzimidazol-5-yl]phenyl]propan-2-ol Chemical compound CC(C)(O)C1=CC=CC=C1C1=CC=C(NC(=N2)C#CC=3C=CC(=CC=3)C(F)(F)F)C2=C1 SUKMTWBHAUNRSW-UHFFFAOYSA-N 0.000 claims 2
- GBWRUJLELUNGFG-UHFFFAOYSA-N 2-[2-[2-[3-(trifluoromethoxy)phenyl]ethyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(CCC=2C=C(OC(F)(F)F)C=CC=2)=N2)C2=C1 GBWRUJLELUNGFG-UHFFFAOYSA-N 0.000 claims 2
- HNLOEQDWLOQWAM-UHFFFAOYSA-N 2-[2-[2-[3-(trifluoromethyl)phenyl]cyclopropyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(=N2)C3C(C3)C=3C=C(C=CC=3)C(F)(F)F)C2=C1 HNLOEQDWLOQWAM-UHFFFAOYSA-N 0.000 claims 2
- CESXYIASNYQWIG-UHFFFAOYSA-N 2-[2-[2-[3-(trifluoromethyl)phenyl]ethyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(CCC=2C=C(C=CC=2)C(F)(F)F)=N2)C2=C1 CESXYIASNYQWIG-UHFFFAOYSA-N 0.000 claims 2
- OXAJRAKWLYDMKG-UHFFFAOYSA-N 2-[2-[2-[3-(trifluoromethyl)phenyl]ethynyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(=N2)C#CC=3C=C(C=CC=3)C(F)(F)F)C2=C1 OXAJRAKWLYDMKG-UHFFFAOYSA-N 0.000 claims 2
- XUNXMEAZSAXRRK-UHFFFAOYSA-N 2-[2-[2-[3-fluoro-5-(trifluoromethyl)phenyl]ethyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(CCC=2C=C(C=C(F)C=2)C(F)(F)F)=N2)C2=C1 XUNXMEAZSAXRRK-UHFFFAOYSA-N 0.000 claims 2
- MAOPLAQZXPCHJZ-UHFFFAOYSA-N 2-[2-[2-[4-(1,1,1,3,3,3-hexafluoropropan-2-yloxy)phenyl]cyclopropyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(=N2)C3C(C3)C=3C=CC(OC(C(F)(F)F)C(F)(F)F)=CC=3)C2=C1 MAOPLAQZXPCHJZ-UHFFFAOYSA-N 0.000 claims 2
- JSCVRRIMQDGOJB-UHFFFAOYSA-N 2-[2-[2-[4-(1,1,1,3,3,3-hexafluoropropan-2-yloxy)phenyl]ethyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(CCC=2C=CC(OC(C(F)(F)F)C(F)(F)F)=CC=2)=N2)C2=C1 JSCVRRIMQDGOJB-UHFFFAOYSA-N 0.000 claims 2
- SGMXTGCRHFEUOM-UHFFFAOYSA-N 2-[2-[2-[4-(1,1,1,3,3,3-hexafluoropropan-2-yloxy)phenyl]ethynyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(=N2)C#CC=3C=CC(OC(C(F)(F)F)C(F)(F)F)=CC=3)C2=C1 SGMXTGCRHFEUOM-UHFFFAOYSA-N 0.000 claims 2
- WQNPOUXNDTVLCW-UHFFFAOYSA-N 2-[2-[2-[4-(2,2,2-trifluoroethoxy)phenyl]cyclopropyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(=N2)C3C(C3)C=3C=CC(OCC(F)(F)F)=CC=3)C2=C1 WQNPOUXNDTVLCW-UHFFFAOYSA-N 0.000 claims 2
- WJOVYONNRVEGTA-UHFFFAOYSA-N 2-[2-[2-[4-(2,2,2-trifluoroethoxy)phenyl]ethynyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(=N2)C#CC=3C=CC(OCC(F)(F)F)=CC=3)C2=C1 WJOVYONNRVEGTA-UHFFFAOYSA-N 0.000 claims 2
- FAZOEZNUKOGCAX-UHFFFAOYSA-N 2-[2-[2-[4-(2,2,3,3,3-pentafluoropropoxy)phenyl]cyclopropyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(=N2)C3C(C3)C=3C=CC(OCC(F)(F)C(F)(F)F)=CC=3)C2=C1 FAZOEZNUKOGCAX-UHFFFAOYSA-N 0.000 claims 2
- FQPORUABNKGWOR-UHFFFAOYSA-N 2-[2-[2-[4-(2,2,3,3,3-pentafluoropropoxy)phenyl]ethyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(CCC=2C=CC(OCC(F)(F)C(F)(F)F)=CC=2)=N2)C2=C1 FQPORUABNKGWOR-UHFFFAOYSA-N 0.000 claims 2
- FNSCKZUORHOMPZ-UHFFFAOYSA-N 2-[2-[2-[4-(2,2,3,3,3-pentafluoropropoxy)phenyl]ethynyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(=N2)C#CC=3C=CC(OCC(F)(F)C(F)(F)F)=CC=3)C2=C1 FNSCKZUORHOMPZ-UHFFFAOYSA-N 0.000 claims 2
- XEOHUKYRZSCNPG-UHFFFAOYSA-N 2-[2-[2-[4-(methanesulfonamido)phenyl]cyclopropyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1C(C=2NC3=CC=C(C=C3N=2)C=2C(=CC=CC=2)S(N)(=O)=O)C1 XEOHUKYRZSCNPG-UHFFFAOYSA-N 0.000 claims 2
- AEXADWOLKALVTC-UHFFFAOYSA-N 2-[2-[2-[4-(methanesulfonamido)phenyl]ethyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1CCC1=NC2=CC(C=3C(=CC=CC=3)S(N)(=O)=O)=CC=C2N1 AEXADWOLKALVTC-UHFFFAOYSA-N 0.000 claims 2
- CAAZEDOEHGENLB-UHFFFAOYSA-N 2-[2-[2-[4-(methanesulfonamido)phenyl]ethynyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C#CC1=NC2=CC(C=3C(=CC=CC=3)S(N)(=O)=O)=CC=C2N1 CAAZEDOEHGENLB-UHFFFAOYSA-N 0.000 claims 2
- VOVBIXGVBXHCCH-UHFFFAOYSA-N 2-[2-[2-[4-(trifluoromethoxy)phenyl]cyclopropyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(=N2)C3C(C3)C=3C=CC(OC(F)(F)F)=CC=3)C2=C1 VOVBIXGVBXHCCH-UHFFFAOYSA-N 0.000 claims 2
- LMJVOQDKKWXNCL-UHFFFAOYSA-N 2-[2-[2-[4-(trifluoromethoxy)phenyl]ethyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(CCC=2C=CC(OC(F)(F)F)=CC=2)=N2)C2=C1 LMJVOQDKKWXNCL-UHFFFAOYSA-N 0.000 claims 2
- RUOHDIPMFNOGTD-UHFFFAOYSA-N 2-[2-[2-[4-(trifluoromethyl)phenyl]cyclopropyl]-3h-benzimidazol-5-yl]benzamide Chemical compound NC(=O)C1=CC=CC=C1C1=CC=C(NC(=N2)C3C(C3)C=3C=CC(=CC=3)C(F)(F)F)C2=C1 RUOHDIPMFNOGTD-UHFFFAOYSA-N 0.000 claims 2
- SMULEHKLKQBAGG-UHFFFAOYSA-N 2-[2-[2-[4-(trifluoromethyl)phenyl]cyclopropyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(=N2)C3C(C3)C=3C=CC(=CC=3)C(F)(F)F)C2=C1 SMULEHKLKQBAGG-UHFFFAOYSA-N 0.000 claims 2
- ZGECJSDWNGNIQK-UHFFFAOYSA-N 2-[2-[2-[4-(trifluoromethyl)phenyl]cyclopropyl]-3h-benzimidazol-5-yl]phenol Chemical compound OC1=CC=CC=C1C1=CC=C(NC(=N2)C3C(C3)C=3C=CC(=CC=3)C(F)(F)F)C2=C1 ZGECJSDWNGNIQK-UHFFFAOYSA-N 0.000 claims 2
- BYXNUXUMQOLVTB-UHFFFAOYSA-N 2-[2-[2-[4-(trifluoromethyl)phenyl]ethyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(CCC=2C=CC(=CC=2)C(F)(F)F)=N2)C2=C1 BYXNUXUMQOLVTB-UHFFFAOYSA-N 0.000 claims 2
- SYGWQFIVYUDURB-UHFFFAOYSA-N 2-[2-[2-[4-(trifluoromethyl)phenyl]ethynyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(=N2)C#CC=3C=CC(=CC=3)C(F)(F)F)C2=C1 SYGWQFIVYUDURB-UHFFFAOYSA-N 0.000 claims 2
- YMACGESPXWBGER-UHFFFAOYSA-N 2-[2-[2-[4-(trifluoromethylsulfonyl)phenyl]ethynyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(=N2)C#CC=3C=CC(=CC=3)S(=O)(=O)C(F)(F)F)C2=C1 YMACGESPXWBGER-UHFFFAOYSA-N 0.000 claims 2
- PCSQUZDWMFTHRS-UHFFFAOYSA-N 2-[2-[2-[4-(trifluoromethylsulfonylamino)phenyl]cyclopropyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(=N2)C3C(C3)C=3C=CC(NS(=O)(=O)C(F)(F)F)=CC=3)C2=C1 PCSQUZDWMFTHRS-UHFFFAOYSA-N 0.000 claims 2
- DAVPFQWQPCOAIO-UHFFFAOYSA-N 2-[2-[2-[4-(trifluoromethylsulfonylamino)phenyl]ethynyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(=N2)C#CC=3C=CC(NS(=O)(=O)C(F)(F)F)=CC=3)C2=C1 DAVPFQWQPCOAIO-UHFFFAOYSA-N 0.000 claims 2
- LQUSZLASZYQZER-UHFFFAOYSA-N 2-[2-[2-[4-chloro-3-(trifluoromethyl)phenyl]ethyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(CCC=2C=C(C(Cl)=CC=2)C(F)(F)F)=N2)C2=C1 LQUSZLASZYQZER-UHFFFAOYSA-N 0.000 claims 2
- WKHHUUIJOIXTBS-UHFFFAOYSA-N 2-[2-[2-[4-fluoro-2-(trifluoromethyl)phenyl]ethyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(CCC=2C(=CC(F)=CC=2)C(F)(F)F)=N2)C2=C1 WKHHUUIJOIXTBS-UHFFFAOYSA-N 0.000 claims 2
- SHDCQNDLAGXLEV-UHFFFAOYSA-N 2-[2-[2-[4-fluoro-3-(trifluoromethyl)phenyl]ethyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(CCC=2C=C(C(F)=CC=2)C(F)(F)F)=N2)C2=C1 SHDCQNDLAGXLEV-UHFFFAOYSA-N 0.000 claims 2
- QSHQWADZWXOQPD-UHFFFAOYSA-N 2-[3-(4-tert-butylphenyl)propyl]-6-(3-methylphenyl)-1h-benzimidazole Chemical compound CC1=CC=CC(C=2C=C3N=C(CCCC=4C=CC(=CC=4)C(C)(C)C)NC3=CC=2)=C1 QSHQWADZWXOQPD-UHFFFAOYSA-N 0.000 claims 2
- IXJNNTLBLILFLZ-JXMROGBWSA-N 2-[6-chloro-2-[(e)-2-[4-(trifluoromethyl)phenyl]ethenyl]-1h-benzimidazol-5-yl]phenol Chemical compound OC1=CC=CC=C1C(C(=C1)Cl)=CC2=C1NC(\C=C\C=1C=CC(=CC=1)C(F)(F)F)=N2 IXJNNTLBLILFLZ-JXMROGBWSA-N 0.000 claims 2
- SVUVTVGISAFBEE-JXMROGBWSA-N 2-[6-fluoro-2-[(e)-2-[4-(trifluoromethyl)phenyl]ethenyl]-1h-benzimidazol-5-yl]benzamide Chemical compound NC(=O)C1=CC=CC=C1C(C(=C1)F)=CC2=C1NC(\C=C\C=1C=CC(=CC=1)C(F)(F)F)=N2 SVUVTVGISAFBEE-JXMROGBWSA-N 0.000 claims 2
- PASWFOTTYAJBNR-JXMROGBWSA-N 2-[6-fluoro-2-[(e)-2-[4-(trifluoromethyl)phenyl]ethenyl]-1h-benzimidazol-5-yl]phenol Chemical compound OC1=CC=CC=C1C(C(=C1)F)=CC2=C1NC(\C=C\C=1C=CC(=CC=1)C(F)(F)F)=N2 PASWFOTTYAJBNR-JXMROGBWSA-N 0.000 claims 2
- PHPYXVIHDRDPDI-UHFFFAOYSA-N 2-bromo-1h-benzimidazole Chemical compound C1=CC=C2NC(Br)=NC2=C1 PHPYXVIHDRDPDI-UHFFFAOYSA-N 0.000 claims 2
- QGXSTQSQWFSTHM-KPKJPENVSA-N 2-hydroxy-1-[2-[2-[(e)-2-[4-(trifluoromethyl)phenyl]ethenyl]-3h-benzimidazol-5-yl]phenyl]ethanone Chemical compound OCC(=O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=CC(=CC=2)C(F)(F)F)=N2)C2=C1 QGXSTQSQWFSTHM-KPKJPENVSA-N 0.000 claims 2
- TWFMOXLCLDCRGN-NTEUORMPSA-N 3-[2-[(e)-2-(4-tert-butylphenyl)ethenyl]-3h-benzimidazol-5-yl]benzamide Chemical compound C1=CC(C(C)(C)C)=CC=C1\C=C\C1=NC2=CC(C=3C=C(C=CC=3)C(N)=O)=CC=C2N1 TWFMOXLCLDCRGN-NTEUORMPSA-N 0.000 claims 2
- REJGNEWSESJCKL-FMIVXFBMSA-N 3-[2-[(e)-2-(4-tert-butylphenyl)ethenyl]-6-(trifluoromethyl)-1h-benzimidazol-5-yl]phenol Chemical compound C1=CC(C(C)(C)C)=CC=C1\C=C\C1=NC2=CC(C=3C=C(O)C=CC=3)=C(C(F)(F)F)C=C2N1 REJGNEWSESJCKL-FMIVXFBMSA-N 0.000 claims 2
- UZPKQMOMZKBVQI-UHFFFAOYSA-N 3-[2-[2-(4-tert-butylphenyl)ethyl]-3h-benzimidazol-5-yl]phenol Chemical compound C1=CC(C(C)(C)C)=CC=C1CCC1=NC2=CC(C=3C=C(O)C=CC=3)=CC=C2N1 UZPKQMOMZKBVQI-UHFFFAOYSA-N 0.000 claims 2
- DLDOFEOUZNRQDQ-RMKNXTFCSA-N 3-[6-fluoro-2-[(e)-2-[4-(trifluoromethyl)phenyl]ethenyl]-1h-benzimidazol-5-yl]phenol Chemical compound OC1=CC=CC(C=2C(=CC=3NC(\C=C\C=4C=CC(=CC=4)C(F)(F)F)=NC=3C=2)F)=C1 DLDOFEOUZNRQDQ-RMKNXTFCSA-N 0.000 claims 2
- LBUOXUPGSPWIFV-XCVCLJGOSA-N 4-(trifluoromethyl)-2-[2-[(e)-2-[4-(trifluoromethyl)phenyl]ethenyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=C(C(F)(F)F)C=C1C1=CC=C(NC(\C=C\C=2C=CC(=CC=2)C(F)(F)F)=N2)C2=C1 LBUOXUPGSPWIFV-XCVCLJGOSA-N 0.000 claims 2
- CXOMNPIIWUWJQR-UHFFFAOYSA-N 4-(trifluoromethyl)-2-[2-[2-[4-(trifluoromethyl)phenyl]ethyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=C(C(F)(F)F)C=C1C1=CC=C(NC(CCC=2C=CC(=CC=2)C(F)(F)F)=N2)C2=C1 CXOMNPIIWUWJQR-UHFFFAOYSA-N 0.000 claims 2
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- KIAWMYPKLZSKCV-UHFFFAOYSA-N n-[2-[2-[2-(3-chlorophenyl)cyclopropyl]-3h-benzimidazol-5-yl]phenyl]-1,1,1-trifluoromethanesulfonamide Chemical compound FC(F)(F)S(=O)(=O)NC1=CC=CC=C1C1=CC=C(NC(=N2)C3C(C3)C=3C=C(Cl)C=CC=3)C2=C1 KIAWMYPKLZSKCV-UHFFFAOYSA-N 0.000 claims 2
- NWAJSWMHBNTFTE-UHFFFAOYSA-N n-[2-[2-[2-(3-chlorophenyl)cyclopropyl]-3h-benzimidazol-5-yl]phenyl]methanesulfonamide Chemical compound CS(=O)(=O)NC1=CC=CC=C1C1=CC=C(NC(=N2)C3C(C3)C=3C=C(Cl)C=CC=3)C2=C1 NWAJSWMHBNTFTE-UHFFFAOYSA-N 0.000 claims 2
- ZUWWKLHLRHDDLC-UHFFFAOYSA-N n-[2-[2-[2-(3-chlorophenyl)ethyl]-3h-benzimidazol-5-yl]phenyl]-1,1,1-trifluoromethanesulfonamide Chemical compound FC(F)(F)S(=O)(=O)NC1=CC=CC=C1C1=CC=C(NC(CCC=2C=C(Cl)C=CC=2)=N2)C2=C1 ZUWWKLHLRHDDLC-UHFFFAOYSA-N 0.000 claims 2
- AQCPYXQGWVKNGP-UHFFFAOYSA-N n-[2-[2-[2-(3-chlorophenyl)ethyl]-3h-benzimidazol-5-yl]phenyl]methanesulfonamide Chemical compound CS(=O)(=O)NC1=CC=CC=C1C1=CC=C(NC(CCC=2C=C(Cl)C=CC=2)=N2)C2=C1 AQCPYXQGWVKNGP-UHFFFAOYSA-N 0.000 claims 2
- PTUFJZZJPVMWET-UHFFFAOYSA-N n-[2-[2-[2-(3-chlorophenyl)ethynyl]-3h-benzimidazol-5-yl]phenyl]-1,1,1-trifluoromethanesulfonamide Chemical compound FC(F)(F)S(=O)(=O)NC1=CC=CC=C1C1=CC=C(NC(=N2)C#CC=3C=C(Cl)C=CC=3)C2=C1 PTUFJZZJPVMWET-UHFFFAOYSA-N 0.000 claims 2
- WNLGJJBCUJZFPR-UHFFFAOYSA-N n-[2-[2-[2-(4-chlorophenyl)cyclopropyl]-3h-benzimidazol-5-yl]phenyl]-1,1,1-trifluoromethanesulfonamide Chemical compound FC(F)(F)S(=O)(=O)NC1=CC=CC=C1C1=CC=C(NC(=N2)C3C(C3)C=3C=CC(Cl)=CC=3)C2=C1 WNLGJJBCUJZFPR-UHFFFAOYSA-N 0.000 claims 2
- SVDGQYGWKGTDNK-UHFFFAOYSA-N n-[2-[2-[2-(4-chlorophenyl)cyclopropyl]-3h-benzimidazol-5-yl]phenyl]methanesulfonamide Chemical compound CS(=O)(=O)NC1=CC=CC=C1C1=CC=C(NC(=N2)C3C(C3)C=3C=CC(Cl)=CC=3)C2=C1 SVDGQYGWKGTDNK-UHFFFAOYSA-N 0.000 claims 2
- CGMKCOMERDILRK-UHFFFAOYSA-N n-[2-[2-[2-(4-chlorophenyl)ethyl]-3h-benzimidazol-5-yl]phenyl]-1,1,1-trifluoromethanesulfonamide Chemical compound FC(F)(F)S(=O)(=O)NC1=CC=CC=C1C1=CC=C(NC(CCC=2C=CC(Cl)=CC=2)=N2)C2=C1 CGMKCOMERDILRK-UHFFFAOYSA-N 0.000 claims 2
- WDMCUOVVNZAHRD-UHFFFAOYSA-N n-[2-[2-[2-(4-chlorophenyl)ethyl]-3h-benzimidazol-5-yl]phenyl]methanesulfonamide Chemical compound CS(=O)(=O)NC1=CC=CC=C1C1=CC=C(NC(CCC=2C=CC(Cl)=CC=2)=N2)C2=C1 WDMCUOVVNZAHRD-UHFFFAOYSA-N 0.000 claims 2
- GJIYJXVKRXZWIJ-UHFFFAOYSA-N n-[2-[2-[2-(4-chlorophenyl)ethynyl]-3h-benzimidazol-5-yl]phenyl]-1,1,1-trifluoromethanesulfonamide Chemical compound FC(F)(F)S(=O)(=O)NC1=CC=CC=C1C1=CC=C(NC(=N2)C#CC=3C=CC(Cl)=CC=3)C2=C1 GJIYJXVKRXZWIJ-UHFFFAOYSA-N 0.000 claims 2
- LFOYMLBHUPSIFU-UHFFFAOYSA-N n-[2-[2-[2-(4-chlorophenyl)ethynyl]-3h-benzimidazol-5-yl]phenyl]methanesulfonamide Chemical compound CS(=O)(=O)NC1=CC=CC=C1C1=CC=C(NC(=N2)C#CC=3C=CC(Cl)=CC=3)C2=C1 LFOYMLBHUPSIFU-UHFFFAOYSA-N 0.000 claims 2
- VIEDKAAIJYTGKI-UHFFFAOYSA-N n-[2-[2-[2-(4-methylsulfonylphenyl)ethyl]-3h-benzimidazol-5-yl]phenyl]methanesulfonamide Chemical compound CS(=O)(=O)NC1=CC=CC=C1C1=CC=C(NC(CCC=2C=CC(=CC=2)S(C)(=O)=O)=N2)C2=C1 VIEDKAAIJYTGKI-UHFFFAOYSA-N 0.000 claims 2
- MNLWZERKNXWUCA-UHFFFAOYSA-N n-[2-[2-[2-[3-(trifluoromethyl)phenyl]cyclopropyl]-3h-benzimidazol-5-yl]phenyl]methanesulfonamide Chemical compound CS(=O)(=O)NC1=CC=CC=C1C1=CC=C(NC(=N2)C3C(C3)C=3C=C(C=CC=3)C(F)(F)F)C2=C1 MNLWZERKNXWUCA-UHFFFAOYSA-N 0.000 claims 2
- AGZRHYZLUBYNOW-UHFFFAOYSA-N n-[2-[2-[2-[3-(trifluoromethyl)phenyl]ethyl]-3h-benzimidazol-5-yl]phenyl]methanesulfonamide Chemical compound CS(=O)(=O)NC1=CC=CC=C1C1=CC=C(NC(CCC=2C=C(C=CC=2)C(F)(F)F)=N2)C2=C1 AGZRHYZLUBYNOW-UHFFFAOYSA-N 0.000 claims 2
- LIDKYJQJNBZHJF-UHFFFAOYSA-N n-[2-[2-[2-[3-(trifluoromethyl)phenyl]ethynyl]-3h-benzimidazol-5-yl]phenyl]methanesulfonamide Chemical compound CS(=O)(=O)NC1=CC=CC=C1C1=CC=C(NC(=N2)C#CC=3C=C(C=CC=3)C(F)(F)F)C2=C1 LIDKYJQJNBZHJF-UHFFFAOYSA-N 0.000 claims 2
- GSRQCYJNLYIEJA-UHFFFAOYSA-N n-[2-[2-[2-[4-(1,1,1,3,3,3-hexafluoropropan-2-yloxy)phenyl]cyclopropyl]-3h-benzimidazol-5-yl]phenyl]methanesulfonamide Chemical compound CS(=O)(=O)NC1=CC=CC=C1C1=CC=C(NC(=N2)C3C(C3)C=3C=CC(OC(C(F)(F)F)C(F)(F)F)=CC=3)C2=C1 GSRQCYJNLYIEJA-UHFFFAOYSA-N 0.000 claims 2
- AGLHFKOSDOENKW-UHFFFAOYSA-N n-[2-[2-[2-[4-(1,1,1,3,3,3-hexafluoropropan-2-yloxy)phenyl]ethynyl]-3h-benzimidazol-5-yl]phenyl]methanesulfonamide Chemical compound CS(=O)(=O)NC1=CC=CC=C1C1=CC=C(NC(=N2)C#CC=3C=CC(OC(C(F)(F)F)C(F)(F)F)=CC=3)C2=C1 AGLHFKOSDOENKW-UHFFFAOYSA-N 0.000 claims 2
- SXHIBOQWOWZGEE-UHFFFAOYSA-N n-[2-[2-[2-[4-(2,2,2-trifluoroethoxy)phenyl]ethyl]-3h-benzimidazol-5-yl]phenyl]methanesulfonamide Chemical compound CS(=O)(=O)NC1=CC=CC=C1C1=CC=C(NC(CCC=2C=CC(OCC(F)(F)F)=CC=2)=N2)C2=C1 SXHIBOQWOWZGEE-UHFFFAOYSA-N 0.000 claims 2
- LEMIIIRXCMGVQJ-UHFFFAOYSA-N n-[2-[2-[2-[4-(2,2,3,3,3-pentafluoropropoxy)phenyl]ethyl]-3h-benzimidazol-5-yl]phenyl]methanesulfonamide Chemical compound CS(=O)(=O)NC1=CC=CC=C1C1=CC=C(NC(CCC=2C=CC(OCC(F)(F)C(F)(F)F)=CC=2)=N2)C2=C1 LEMIIIRXCMGVQJ-UHFFFAOYSA-N 0.000 claims 2
- TVGASHPPPRUREP-UHFFFAOYSA-N n-[2-[2-[2-[4-(trifluoromethyl)phenyl]cyclopropyl]-3h-benzimidazol-5-yl]phenyl]methanesulfonamide Chemical compound CS(=O)(=O)NC1=CC=CC=C1C1=CC=C(NC(=N2)C3C(C3)C=3C=CC(=CC=3)C(F)(F)F)C2=C1 TVGASHPPPRUREP-UHFFFAOYSA-N 0.000 claims 2
- DGWKDJYGEKQHMV-UHFFFAOYSA-N n-[2-[2-[2-[4-(trifluoromethyl)phenyl]ethyl]-3h-benzimidazol-5-yl]phenyl]acetamide Chemical compound CC(=O)NC1=CC=CC=C1C1=CC=C(NC(CCC=2C=CC(=CC=2)C(F)(F)F)=N2)C2=C1 DGWKDJYGEKQHMV-UHFFFAOYSA-N 0.000 claims 2
- BJOJCPSLOVPOQY-UHFFFAOYSA-N n-[2-[2-[2-[4-(trifluoromethyl)phenyl]ethyl]-3h-benzimidazol-5-yl]phenyl]methanesulfonamide Chemical compound CS(=O)(=O)NC1=CC=CC=C1C1=CC=C(NC(CCC=2C=CC(=CC=2)C(F)(F)F)=N2)C2=C1 BJOJCPSLOVPOQY-UHFFFAOYSA-N 0.000 claims 2
- PHTNJRXLQGCEEX-NTEUORMPSA-N n-[2-[3-methyl-2-[(e)-2-[4-(trifluoromethyl)phenyl]ethenyl]benzimidazol-5-yl]phenyl]methanesulfonamide Chemical compound N=1C2=CC=C(C=3C(=CC=CC=3)NS(C)(=O)=O)C=C2N(C)C=1\C=C\C1=CC=C(C(F)(F)F)C=C1 PHTNJRXLQGCEEX-NTEUORMPSA-N 0.000 claims 2
- JDHSDTMLCFFLDI-DHZHZOJOSA-N n-[2-[6-(trifluoromethyl)-2-[(e)-2-[4-(trifluoromethyl)phenyl]ethenyl]-1h-benzimidazol-5-yl]phenyl]acetamide Chemical compound CC(=O)NC1=CC=CC=C1C(C(=C1)C(F)(F)F)=CC2=C1NC(\C=C\C=1C=CC(=CC=1)C(F)(F)F)=N2 JDHSDTMLCFFLDI-DHZHZOJOSA-N 0.000 claims 2
- OYKYBXWFGZCBSB-DHZHZOJOSA-N n-[2-[6-fluoro-2-[(e)-2-[4-(trifluoromethyl)phenyl]ethenyl]-1h-benzimidazol-5-yl]phenyl]acetamide Chemical compound CC(=O)NC1=CC=CC=C1C(C(=C1)F)=CC2=C1NC(\C=C\C=1C=CC(=CC=1)C(F)(F)F)=N2 OYKYBXWFGZCBSB-DHZHZOJOSA-N 0.000 claims 2
- MXCUZTMIIRDRMO-DHZHZOJOSA-N n-[2-[6-fluoro-2-[(e)-2-[4-(trifluoromethyl)phenyl]ethenyl]-1h-benzimidazol-5-yl]phenyl]methanesulfonamide Chemical compound CS(=O)(=O)NC1=CC=CC=C1C(C(=C1)F)=CC2=C1NC(\C=C\C=1C=CC(=CC=1)C(F)(F)F)=N2 MXCUZTMIIRDRMO-DHZHZOJOSA-N 0.000 claims 2
- MDVPNGHBAZWNGY-UXBLZVDNSA-N n-[3-[2-[(e)-2-(3,4-difluorophenyl)ethenyl]-3h-benzimidazol-5-yl]phenyl]acetamide Chemical compound CC(=O)NC1=CC=CC(C=2C=C3N=C(\C=C\C=4C=C(F)C(F)=CC=4)NC3=CC=2)=C1 MDVPNGHBAZWNGY-UXBLZVDNSA-N 0.000 claims 2
- QSVRVRXVCUVLFA-MDWZMJQESA-N n-[4-[(e)-2-[6-(2-acetylphenyl)-1h-benzimidazol-2-yl]ethenyl]phenyl]-1,1,1-trifluoromethanesulfonamide Chemical compound CC(=O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=CC(NS(=O)(=O)C(F)(F)F)=CC=2)=N2)C2=C1 QSVRVRXVCUVLFA-MDWZMJQESA-N 0.000 claims 2
- PRSWWABXYGINLV-NTEUORMPSA-N n-[4-[(e)-2-[6-(2-acetylphenyl)-1h-benzimidazol-2-yl]ethenyl]phenyl]methanesulfonamide Chemical compound CC(=O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=CC(NS(C)(=O)=O)=CC=2)=N2)C2=C1 PRSWWABXYGINLV-NTEUORMPSA-N 0.000 claims 2
- KTSVYQDKJCKWFA-NTEUORMPSA-N n-[4-[(e)-2-[6-[2-(1-hydroxyethyl)phenyl]-1h-benzimidazol-2-yl]ethenyl]phenyl]methanesulfonamide Chemical compound CC(O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=CC(NS(C)(=O)=O)=CC=2)=N2)C2=C1 KTSVYQDKJCKWFA-NTEUORMPSA-N 0.000 claims 2
- XKRVJLLPBQQLJC-XNTDXEJSSA-N n-[4-[(e)-2-[6-[2-(2-hydroxypropan-2-yl)phenyl]-1h-benzimidazol-2-yl]ethenyl]phenyl]methanesulfonamide Chemical compound CC(C)(O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=CC(NS(C)(=O)=O)=CC=2)=N2)C2=C1 XKRVJLLPBQQLJC-XNTDXEJSSA-N 0.000 claims 2
- BFDYBTWXSCBKFM-NTEUORMPSA-N n-[4-[(e)-2-[6-[2-(methylsulfamoyl)phenyl]-1h-benzimidazol-2-yl]ethenyl]phenyl]acetamide Chemical compound CNS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=CC(NC(C)=O)=CC=2)=N2)C2=C1 BFDYBTWXSCBKFM-NTEUORMPSA-N 0.000 claims 2
- CLJKPPFPTNVVAQ-FRKPEAEDSA-N n-[4-[2-[(e)-2-(4-tert-butylphenyl)ethenyl]-3h-benzimidazol-5-yl]phenyl]acetamide Chemical compound C1=CC(NC(=O)C)=CC=C1C1=CC=C(NC(\C=C\C=2C=CC(=CC=2)C(C)(C)C)=N2)C2=C1 CLJKPPFPTNVVAQ-FRKPEAEDSA-N 0.000 claims 2
- RCUHGDMDEJFUSW-UHFFFAOYSA-N n-[4-[2-[6-(2-acetylphenyl)-1h-benzimidazol-2-yl]cyclopropyl]phenyl]-1,1,1-trifluoromethanesulfonamide Chemical compound CC(=O)C1=CC=CC=C1C1=CC=C(NC(=N2)C3C(C3)C=3C=CC(NS(=O)(=O)C(F)(F)F)=CC=3)C2=C1 RCUHGDMDEJFUSW-UHFFFAOYSA-N 0.000 claims 2
- IPBWYMMTXXMDOM-UHFFFAOYSA-N n-[4-[2-[6-(2-acetylphenyl)-1h-benzimidazol-2-yl]cyclopropyl]phenyl]methanesulfonamide Chemical compound CC(=O)C1=CC=CC=C1C1=CC=C(NC(=N2)C3C(C3)C=3C=CC(NS(C)(=O)=O)=CC=3)C2=C1 IPBWYMMTXXMDOM-UHFFFAOYSA-N 0.000 claims 2
- XEABIAFVAJGRSA-UHFFFAOYSA-N n-[4-[2-[6-(2-acetylphenyl)-1h-benzimidazol-2-yl]ethyl]phenyl]-1,1,1-trifluoromethanesulfonamide Chemical compound CC(=O)C1=CC=CC=C1C1=CC=C(NC(CCC=2C=CC(NS(=O)(=O)C(F)(F)F)=CC=2)=N2)C2=C1 XEABIAFVAJGRSA-UHFFFAOYSA-N 0.000 claims 2
- TZOXGNWXHWPYNX-UHFFFAOYSA-N n-[4-[2-[6-(2-acetylphenyl)-1h-benzimidazol-2-yl]ethyl]phenyl]methanesulfonamide Chemical compound CC(=O)C1=CC=CC=C1C1=CC=C(NC(CCC=2C=CC(NS(C)(=O)=O)=CC=2)=N2)C2=C1 TZOXGNWXHWPYNX-UHFFFAOYSA-N 0.000 claims 2
- MHENKQYSTVYVRH-UHFFFAOYSA-N n-[4-[2-[6-(2-acetylphenyl)-1h-benzimidazol-2-yl]ethynyl]phenyl]-1,1,1-trifluoromethanesulfonamide Chemical compound CC(=O)C1=CC=CC=C1C1=CC=C(NC(=N2)C#CC=3C=CC(NS(=O)(=O)C(F)(F)F)=CC=3)C2=C1 MHENKQYSTVYVRH-UHFFFAOYSA-N 0.000 claims 2
- YTWGCMYSQJNMMQ-UHFFFAOYSA-N n-[4-[2-[6-(2-acetylphenyl)-1h-benzimidazol-2-yl]ethynyl]phenyl]methanesulfonamide Chemical compound CC(=O)C1=CC=CC=C1C1=CC=C(NC(=N2)C#CC=3C=CC(NS(C)(=O)=O)=CC=3)C2=C1 YTWGCMYSQJNMMQ-UHFFFAOYSA-N 0.000 claims 2
- HHTROHMGHNGCTJ-UHFFFAOYSA-N n-[4-[2-[6-[2-(1-hydroxyethyl)phenyl]-1h-benzimidazol-2-yl]cyclopropyl]phenyl]methanesulfonamide Chemical compound CC(O)C1=CC=CC=C1C1=CC=C(NC(=N2)C3C(C3)C=3C=CC(NS(C)(=O)=O)=CC=3)C2=C1 HHTROHMGHNGCTJ-UHFFFAOYSA-N 0.000 claims 2
- XYRFLBWHSNIKRR-UHFFFAOYSA-N n-[4-[2-[6-[2-(1-hydroxyethyl)phenyl]-1h-benzimidazol-2-yl]ethyl]phenyl]methanesulfonamide Chemical compound CC(O)C1=CC=CC=C1C1=CC=C(NC(CCC=2C=CC(NS(C)(=O)=O)=CC=2)=N2)C2=C1 XYRFLBWHSNIKRR-UHFFFAOYSA-N 0.000 claims 2
- BAVMNGAPAPNOKD-UHFFFAOYSA-N n-[4-[2-[6-[2-(1-hydroxyethyl)phenyl]-1h-benzimidazol-2-yl]ethynyl]phenyl]methanesulfonamide Chemical compound CC(O)C1=CC=CC=C1C1=CC=C(NC(=N2)C#CC=3C=CC(NS(C)(=O)=O)=CC=3)C2=C1 BAVMNGAPAPNOKD-UHFFFAOYSA-N 0.000 claims 2
- DZZQHJACOYHCPI-UHFFFAOYSA-N n-[4-[2-[6-[2-(2-hydroxypropan-2-yl)phenyl]-1h-benzimidazol-2-yl]cyclopropyl]phenyl]methanesulfonamide Chemical compound CC(C)(O)C1=CC=CC=C1C1=CC=C(NC(=N2)C3C(C3)C=3C=CC(NS(C)(=O)=O)=CC=3)C2=C1 DZZQHJACOYHCPI-UHFFFAOYSA-N 0.000 claims 2
- XFNFMSPZRSSTBE-UHFFFAOYSA-N n-[4-[2-[6-[2-(2-hydroxypropan-2-yl)phenyl]-1h-benzimidazol-2-yl]ethyl]phenyl]methanesulfonamide Chemical compound CC(C)(O)C1=CC=CC=C1C1=CC=C(NC(CCC=2C=CC(NS(C)(=O)=O)=CC=2)=N2)C2=C1 XFNFMSPZRSSTBE-UHFFFAOYSA-N 0.000 claims 2
- WJEIBHZBFCKZDW-UHFFFAOYSA-N n-[4-[2-[6-[2-(2-hydroxypropan-2-yl)phenyl]-1h-benzimidazol-2-yl]ethynyl]phenyl]methanesulfonamide Chemical compound CC(C)(O)C1=CC=CC=C1C1=CC=C(NC(=N2)C#CC=3C=CC(NS(C)(=O)=O)=CC=3)C2=C1 WJEIBHZBFCKZDW-UHFFFAOYSA-N 0.000 claims 2
- WVMQMOARIOIVQG-UHFFFAOYSA-N n-[4-[2-[6-[2-(methanesulfonamido)phenyl]-1h-benzimidazol-2-yl]ethyl]phenyl]methanesulfonamide Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1CCC1=NC2=CC(C=3C(=CC=CC=3)NS(C)(=O)=O)=CC=C2N1 WVMQMOARIOIVQG-UHFFFAOYSA-N 0.000 claims 2
- DOIQILBKJNWXQO-UHFFFAOYSA-N n-[4-[2-[6-[2-(methanesulfonamido)phenyl]-1h-benzimidazol-2-yl]ethynyl]phenyl]methanesulfonamide Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C#CC1=NC2=CC(C=3C(=CC=CC=3)NS(C)(=O)=O)=CC=C2N1 DOIQILBKJNWXQO-UHFFFAOYSA-N 0.000 claims 2
- INTXSKWYOZHJFZ-MDWZMJQESA-N n-methyl-1-[2-[2-[(e)-2-[4-(trifluoromethyl)phenyl]ethenyl]-3h-benzimidazol-5-yl]phenyl]methanamine Chemical compound CNCC1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=CC(=CC=2)C(F)(F)F)=N2)C2=C1 INTXSKWYOZHJFZ-MDWZMJQESA-N 0.000 claims 2
- MUPVEZJVQYOYCQ-DHZHZOJOSA-N n-methyl-2-[2-[(e)-2-(2,3,4-trifluorophenyl)ethenyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound CNS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C(=C(F)C(F)=CC=2)F)=N2)C2=C1 MUPVEZJVQYOYCQ-DHZHZOJOSA-N 0.000 claims 2
- AHZBGDVZHVGGHC-VQHVLOKHSA-N n-methyl-2-[2-[(e)-2-(2,4,5-trifluorophenyl)ethenyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound CNS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C(=CC(F)=C(F)C=2)F)=N2)C2=C1 AHZBGDVZHVGGHC-VQHVLOKHSA-N 0.000 claims 2
- XCJPGLJKNVROMJ-SDNWHVSQSA-N n-methyl-2-[2-[(e)-2-(4-methylphenyl)ethenyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound CNS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=CC(C)=CC=2)=N2)C2=C1 XCJPGLJKNVROMJ-SDNWHVSQSA-N 0.000 claims 2
- OQIZTZHOLPGOFG-ACCUITESSA-N n-methyl-2-[2-[(e)-2-[2-(trifluoromethyl)phenyl]ethenyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound CNS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C(=CC=CC=2)C(F)(F)F)=N2)C2=C1 OQIZTZHOLPGOFG-ACCUITESSA-N 0.000 claims 2
- HPTLFVKNPAOJBP-FMIVXFBMSA-N n-methyl-2-[2-[(e)-2-[3-(trifluoromethoxy)phenyl]ethenyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound CNS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=C(OC(F)(F)F)C=CC=2)=N2)C2=C1 HPTLFVKNPAOJBP-FMIVXFBMSA-N 0.000 claims 2
- XNEOVAIWXSENIE-MDWZMJQESA-N n-methyl-2-[2-[(e)-2-[4-(trifluoromethoxy)phenyl]ethenyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound CNS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=CC(OC(F)(F)F)=CC=2)=N2)C2=C1 XNEOVAIWXSENIE-MDWZMJQESA-N 0.000 claims 2
- GJJAHNVOKULWAV-MDWZMJQESA-N n-methyl-2-[2-[(e)-2-[4-(trifluoromethyl)phenyl]ethenyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound CNS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=CC(=CC=2)C(F)(F)F)=N2)C2=C1 GJJAHNVOKULWAV-MDWZMJQESA-N 0.000 claims 2
- IYRITDNEHXFBIY-MDWZMJQESA-N n-methyl-2-[2-[(e)-2-[4-(trifluoromethylsulfanyl)phenyl]ethenyl]-3h-benzimidazol-5-yl]benzenesulfonamide Chemical compound CNS(=O)(=O)C1=CC=CC=C1C1=CC=C(NC(\C=C\C=2C=CC(SC(F)(F)F)=CC=2)=N2)C2=C1 IYRITDNEHXFBIY-MDWZMJQESA-N 0.000 claims 2
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- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims 1
- 229940066528 trichloroacetate Drugs 0.000 claims 1
- YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 claims 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 claims 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims 1
Classifications
-
- 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
- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
- C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
- C07D235/06—Benzimidazoles; Hydrogenated benzimidazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
- C07D235/08—Radicals containing only hydrogen and carbon atoms
-
- 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
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/4164—1,3-Diazoles
- A61K31/4184—1,3-Diazoles condensed with carbocyclic rings, e.g. benzimidazoles
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/10—Drugs for disorders of the urinary system of the bladder
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/22—Anxiolytics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Pain & Pain Management (AREA)
- Epidemiology (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Rheumatology (AREA)
- Urology & Nephrology (AREA)
- Pulmonology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US79750406P | 2006-05-03 | 2006-05-03 | |
PCT/US2007/066748 WO2007130780A2 (fr) | 2006-05-03 | 2007-04-17 | Modulateurs des récepteurs vr1 dérivés du benzimidazole |
Publications (1)
Publication Number | Publication Date |
---|---|
HRP20100700T1 true HRP20100700T1 (hr) | 2011-02-28 |
Family
ID=38566108
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HR20100700T HRP20100700T1 (hr) | 2006-05-03 | 2010-12-17 | Vr1 benzimidazol modulatori |
Country Status (37)
Country | Link |
---|---|
US (3) | US7951829B2 (fr) |
EP (1) | EP2021330B1 (fr) |
JP (1) | JP5302884B2 (fr) |
KR (1) | KR101434883B1 (fr) |
CN (1) | CN101511797B (fr) |
AR (1) | AR060840A1 (fr) |
AT (1) | ATE482201T1 (fr) |
AU (1) | AU2007248341C1 (fr) |
BR (1) | BRPI0709803B8 (fr) |
CA (1) | CA2651128C (fr) |
CO (1) | CO6160329A2 (fr) |
CR (1) | CR10479A (fr) |
CY (1) | CY1111269T1 (fr) |
DE (1) | DE602007009378D1 (fr) |
DK (1) | DK2021330T3 (fr) |
EA (1) | EA019386B1 (fr) |
EC (1) | ECSP088854A (fr) |
ES (1) | ES2350959T3 (fr) |
HK (1) | HK1131971A1 (fr) |
HR (1) | HRP20100700T1 (fr) |
IL (1) | IL194916A (fr) |
JO (1) | JO3602B1 (fr) |
MX (1) | MX2008014108A (fr) |
MY (1) | MY154595A (fr) |
NI (1) | NI200800290A (fr) |
NO (1) | NO341965B1 (fr) |
NZ (1) | NZ572251A (fr) |
PE (1) | PE20080065A1 (fr) |
PL (1) | PL2021330T3 (fr) |
PT (1) | PT2021330E (fr) |
RS (1) | RS51473B (fr) |
SI (1) | SI2021330T1 (fr) |
TW (1) | TWI419882B (fr) |
UA (1) | UA94749C2 (fr) |
UY (1) | UY30322A1 (fr) |
WO (1) | WO2007130780A2 (fr) |
ZA (1) | ZA200810234B (fr) |
Families Citing this family (21)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP5746471B2 (ja) | 2006-12-15 | 2015-07-08 | ジヤンセン・フアーマシユーチカ・ナームローゼ・フエンノートシヤツプJanssen Pharmaceutica Naamloze Vennootschap | ベンゾイミダゾール系trpv1阻害剤 |
US20090092574A1 (en) | 2006-12-29 | 2009-04-09 | Scott Richard W | Ophthalmic And Otic Compositions Of Facially Amphiphilic Polymers And Oligomers And Uses Thereof |
WO2009079000A1 (fr) * | 2007-12-17 | 2009-06-25 | Janssen Pharmaceutica N.V. | Modulateurs imidazolopyrimidines de trpv1 |
EP2224929B1 (fr) * | 2007-12-17 | 2016-05-04 | Janssen Pharmaceutica, N.V. | Modulateurs imidazolo-, oxazolo- et thiazolopyrimidines de trpv1 |
EP2264031B1 (fr) * | 2008-04-18 | 2015-04-15 | Daewoong Pharmaceutical Co., Ltd. | Nouveau dérivé de benzoxazine benzimidazole, composition pharmaceutique le comprenant et application s'y rapportant |
US8232409B2 (en) | 2008-10-15 | 2012-07-31 | Janssen Pharmaceutica N.V. | Heterocyclic benzimidazoles as TRPM8 modulators |
US8217060B2 (en) * | 2009-05-15 | 2012-07-10 | Janssen Pharmaceutica, Nv | Benzimidazole derivatives useful as TRP M8 receptor modulators |
US8323805B2 (en) * | 2009-06-04 | 2012-12-04 | Nitto Denko Corporation | Emissive aryl-heteroaryl acetylenes |
CN102002010A (zh) * | 2009-08-31 | 2011-04-06 | 住友化学株式会社 | 双噁唑啉基烷烃化合物的精制方法 |
TWI520951B (zh) | 2011-05-16 | 2016-02-11 | 塞爾西優蒂克斯公司 | 用於治療粘膜炎的化合物 |
US9056874B2 (en) | 2012-05-04 | 2015-06-16 | Novartis Ag | Complement pathway modulators and uses thereof |
JP6387391B2 (ja) | 2013-03-14 | 2018-09-05 | ノバルティス アーゲー | 眼科疾患の処置に有用な補体因子B阻害剤としての2−(1H−インドール−4−イルメチル)−3H−イミダゾ[4,5−b]ピリジン−6−カルボニトリル誘導体 |
JP6478991B2 (ja) * | 2013-07-11 | 2019-03-06 | ブリストル−マイヤーズ スクイブ カンパニーBristol−Myers Squibb Company | Ido阻害剤 |
US9676728B2 (en) | 2013-10-30 | 2017-06-13 | Novartis Ag | 2-benzyl-benzimidazole complement factor B inhibitors and uses thereof |
CN108026071A (zh) * | 2015-09-08 | 2018-05-11 | 住友化学株式会社 | 制备三唑化合物的方法 |
WO2018085171A1 (fr) | 2016-11-01 | 2018-05-11 | Merck Sharp & Dohme Corp. | Modulateurs allostériques hétéroaryle bicycliques substitués de récepteurs nicotiniques de l'acétylcholine |
CA3097519A1 (fr) * | 2018-05-03 | 2019-11-07 | Jiangsu Hengrui Medicine Co., Ltd. | Derives de benzimidazole en tant que modulateurs du recepteur gamma orphelin associe aux retinoides (rorg) et leurs utilisations pharmaceutiques |
CN108997398B (zh) * | 2018-07-23 | 2020-12-15 | 被忽略疾病药物研发组织 | 一种3,3-二甲基苯并[c][1,2]氧杂戊硼烷-1(3h)-醇的制备方法 |
TW202118751A (zh) * | 2019-10-31 | 2021-05-16 | 大陸商江蘇恒瑞醫藥股份有限公司 | RORγ調節劑的酸加成鹽 |
CN112745268B (zh) * | 2019-10-31 | 2022-09-16 | 江苏恒瑞医药股份有限公司 | 苯并咪唑衍生物的晶型及制备方法 |
US11771694B2 (en) | 2020-06-05 | 2023-10-03 | Innovation Pharmaceuticals Inc. | Arylamide compounds for treatment and prevention of viral infections |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5612360A (en) * | 1992-06-03 | 1997-03-18 | Eli Lilly And Company | Angiotensin II antagonists |
US6299796B1 (en) | 1997-12-18 | 2001-10-09 | Fuji Photo Film Co., Ltd. | Styryl compound, method for the preparation thereof and electroluminescent element employing the same |
US6748803B1 (en) * | 2000-02-22 | 2004-06-15 | Simmonds Precison Products, Inc. | Liquid measurement system and shared interface apparatus for use therein |
AU2003301436A1 (en) * | 2002-10-17 | 2004-05-04 | Amgen Inc. | Benzimidazole derivatives and their use as vanilloid receptor ligands |
TW200418806A (en) * | 2003-01-13 | 2004-10-01 | Fujisawa Pharmaceutical Co | HDAC inhibitor |
RU2373204C2 (ru) * | 2003-07-28 | 2009-11-20 | Янссен Фармацевтика Н.В. | Бензимидазольные, бензтиазольные и бензоксазольные производные и их применение в качестве модуляторов lta4h |
RU2006118312A (ru) * | 2003-10-28 | 2007-12-10 | Вертекс Фармасьютикалз Инкорпорейтед (Us) | Бензимидазолы, полезные в качестве модуляторов ионных каналов |
WO2006058338A2 (fr) * | 2004-11-29 | 2006-06-01 | Janssen Pharmaceutica N.V. | Modulateurs de 4-piperidinecarboxamide du recepteur vanilloide vr1 |
CA2654246A1 (fr) * | 2006-07-04 | 2008-01-10 | Janssen Pharmaceutica N.V. | Agonistes cannabinoides de type benzimidazole portant un groupement heterocyclique substitue |
JP5746471B2 (ja) * | 2006-12-15 | 2015-07-08 | ジヤンセン・フアーマシユーチカ・ナームローゼ・フエンノートシヤツプJanssen Pharmaceutica Naamloze Vennootschap | ベンゾイミダゾール系trpv1阻害剤 |
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2007
- 2007-04-13 US US11/734,984 patent/US7951829B2/en active Active
- 2007-04-17 DE DE602007009378T patent/DE602007009378D1/de active Active
- 2007-04-17 EP EP07760746A patent/EP2021330B1/fr active Active
- 2007-04-17 MX MX2008014108A patent/MX2008014108A/es active IP Right Grant
- 2007-04-17 AT AT07760746T patent/ATE482201T1/de active
- 2007-04-17 EA EA200870497A patent/EA019386B1/ru unknown
- 2007-04-17 DK DK07760746.3T patent/DK2021330T3/da active
- 2007-04-17 SI SI200730410T patent/SI2021330T1/sl unknown
- 2007-04-17 PT PT07760746T patent/PT2021330E/pt unknown
- 2007-04-17 NZ NZ572251A patent/NZ572251A/xx unknown
- 2007-04-17 KR KR1020087029196A patent/KR101434883B1/ko active IP Right Grant
- 2007-04-17 BR BRPI0709803A patent/BRPI0709803B8/pt active IP Right Grant
- 2007-04-17 RS RSP-2010/0493A patent/RS51473B/en unknown
- 2007-04-17 AU AU2007248341A patent/AU2007248341C1/en active Active
- 2007-04-17 PL PL07760746T patent/PL2021330T3/pl unknown
- 2007-04-17 ES ES07760746T patent/ES2350959T3/es active Active
- 2007-04-17 WO PCT/US2007/066748 patent/WO2007130780A2/fr active Application Filing
- 2007-04-17 CA CA2651128A patent/CA2651128C/fr active Active
- 2007-04-17 CN CN2007800247619A patent/CN101511797B/zh active Active
- 2007-04-17 JP JP2009509920A patent/JP5302884B2/ja active Active
- 2007-04-17 UA UAA200813889A patent/UA94749C2/ru unknown
- 2007-04-25 JO JOP/2007/0165A patent/JO3602B1/ar active
- 2007-05-02 AR ARP070101901A patent/AR060840A1/es active IP Right Grant
- 2007-05-02 TW TW096115519A patent/TWI419882B/zh active
- 2007-05-02 PE PE2007000543A patent/PE20080065A1/es active IP Right Grant
- 2007-05-03 UY UY30322A patent/UY30322A1/es not_active Application Discontinuation
-
2008
- 2008-10-26 IL IL194916A patent/IL194916A/en active IP Right Grant
- 2008-10-29 CO CO08115664A patent/CO6160329A2/es unknown
- 2008-10-30 MY MYPI20084339A patent/MY154595A/en unknown
- 2008-10-31 EC EC2008008854A patent/ECSP088854A/es unknown
- 2008-11-03 NI NI200800290A patent/NI200800290A/es unknown
- 2008-12-02 NO NO20085031A patent/NO341965B1/no unknown
- 2008-12-02 ZA ZA2008/10234A patent/ZA200810234B/en unknown
- 2008-12-03 CR CR10479A patent/CR10479A/es not_active Application Discontinuation
-
2009
- 2009-10-27 HK HK09109915.4A patent/HK1131971A1/xx unknown
-
2010
- 2010-12-17 CY CY20101101167T patent/CY1111269T1/el unknown
- 2010-12-17 HR HR20100700T patent/HRP20100700T1/hr unknown
-
2011
- 2011-04-12 US US13/084,705 patent/US20110190344A1/en not_active Abandoned
- 2011-04-12 US US13/084,718 patent/US20110190364A1/en not_active Abandoned
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