US20090074890A1 - Substituted Triazoles as Sodium Channel Blockers - Google Patents
Substituted Triazoles as Sodium Channel Blockers Download PDFInfo
- Publication number
- US20090074890A1 US20090074890A1 US10/578,950 US57895004A US2009074890A1 US 20090074890 A1 US20090074890 A1 US 20090074890A1 US 57895004 A US57895004 A US 57895004A US 2009074890 A1 US2009074890 A1 US 2009074890A1
- Authority
- US
- United States
- Prior art keywords
- pharmaceutically acceptable
- acceptable salt
- effective amount
- compound
- alkyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- 0 [1*]C1=NC(C2=CC(C3=CC=CC=C3)=CC=C2)=NN1[2*].[1*]C1=NN(C2=CC(C3=CC=CC=C3)=CC=C2)C([2*])=N1.[1*]C1=NN([2*])C(C2=CC(C3=CC=CC=C3)=CC=C2)=N1.[3*]C.[3*]C.[3*]C.[4*]C.[4*]C.[4*]C.[5*]C.[5*]C.[5*]C.[6*]C.[6*]C.[6*]C.[7*]C.[7*]C.[7*]C Chemical compound [1*]C1=NC(C2=CC(C3=CC=CC=C3)=CC=C2)=NN1[2*].[1*]C1=NN(C2=CC(C3=CC=CC=C3)=CC=C2)C([2*])=N1.[1*]C1=NN([2*])C(C2=CC(C3=CC=CC=C3)=CC=C2)=N1.[3*]C.[3*]C.[3*]C.[4*]C.[4*]C.[4*]C.[5*]C.[5*]C.[5*]C.[6*]C.[6*]C.[6*]C.[7*]C.[7*]C.[7*]C 0.000 description 19
- JTKFMIVPWZDEFE-UHFFFAOYSA-N CC1=NC(C2=CC(C3=CC=CC=C3OC(F)(F)F)=CC=C2)=NN1 Chemical compound CC1=NC(C2=CC(C3=CC=CC=C3OC(F)(F)F)=CC=C2)=NN1 JTKFMIVPWZDEFE-UHFFFAOYSA-N 0.000 description 3
- PMTCKWFKYHOFQV-UHFFFAOYSA-N CN(C)C1=CC=C(C2=CC=CC=C2C2=C(F)C=CC(C3=NNC(C(N)=O)=N3)=C2)C=C1 Chemical compound CN(C)C1=CC=C(C2=CC=CC=C2C2=C(F)C=CC(C3=NNC(C(N)=O)=N3)=C2)C=C1 PMTCKWFKYHOFQV-UHFFFAOYSA-N 0.000 description 2
- OLGOLVPJGQAVPK-UHFFFAOYSA-N FC(F)(F)OC1=CC=CC=C1C1=CC=CC(C2=NNC=N2)=C1 Chemical compound FC(F)(F)OC1=CC=CC=C1C1=CC=CC(C2=NNC=N2)=C1 OLGOLVPJGQAVPK-UHFFFAOYSA-N 0.000 description 2
- ZHODTNKZLGHKRT-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=C(C4=CC=C(F)C(F)=C4)C=CC=C3)=CC=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=C(C4=CC=C(F)C(F)=C4)C=CC=C3)=CC=C2)=NN1 ZHODTNKZLGHKRT-UHFFFAOYSA-N 0.000 description 2
- RRVUFRJEKANBHD-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=C(C4=CC=CC(F)=C4)C=CC=C3)=CC=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=C(C4=CC=CC(F)=C4)C=CC=C3)=CC=C2)=NN1 RRVUFRJEKANBHD-UHFFFAOYSA-N 0.000 description 2
- CLZCTEGRWUGFBC-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=C(C4=CC=CC=C4)C=CC=C3)=CC=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=C(C4=CC=CC=C4)C=CC=C3)=CC=C2)=NN1 CLZCTEGRWUGFBC-UHFFFAOYSA-N 0.000 description 2
- YRNZLHKHPLECJH-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=C(C4=CC=CC=C4F)C=CC=C3)=CC=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=C(C4=CC=CC=C4F)C=CC=C3)=CC=C2)=NN1 YRNZLHKHPLECJH-UHFFFAOYSA-N 0.000 description 2
- DETZCIUWHVEDCA-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=C(OCC(F)(F)C(F)(F)C(F)(F)F)C=CC=C3)=C(F)C=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=C(OCC(F)(F)C(F)(F)C(F)(F)F)C=CC=C3)=C(F)C=C2)=NN1 DETZCIUWHVEDCA-UHFFFAOYSA-N 0.000 description 2
- KHBNVBGLFTZFQR-UHFFFAOYSA-N NC1=CC(C2=CC=CC=C2OC(F)(F)F)=CC=C1 Chemical compound NC1=CC(C2=CC=CC=C2OC(F)(F)F)=CC=C1 KHBNVBGLFTZFQR-UHFFFAOYSA-N 0.000 description 2
- DNYRILCPXKOTFT-UHFFFAOYSA-N C=CCOC1=C(C2=C(F)C=CC(C3=NNC(C(N)=O)=N3)=C2)C=CC=C1 Chemical compound C=CCOC1=C(C2=C(F)C=CC(C3=NNC(C(N)=O)=N3)=C2)C=CC=C1 DNYRILCPXKOTFT-UHFFFAOYSA-N 0.000 description 1
- MMXJGNSHOCJMNX-UHFFFAOYSA-N C=CCOC1=C(C2=C(F)C=CC(C3=NNC(C(N)=O)=N3)=C2)C=CC=C1.C=CCOC1=C(C2=CC=CC(C3=NNC(C(N)=O)=N3)=C2)C=C(F)C=C1.NC(=O)C1=NC(C2=C(F)C(C3=C(OCC(F)(F)C(F)(F)F)C=CC(F)=C3)=C(F)C=C2)=NN1.NC(=O)C1=NC(C2=C(F)C(C3=C(OCC(F)(F)C(F)(F)F)C=CC=C3)=C(F)C=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=C(OC(F)(F)F)C=CC=C3)=C(F)C(F)=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=C(OCC(F)(F)C(F)(F)F)C=CC(F)=C3)=C(F)C(F)=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=C(OCC(F)(F)C(F)(F)F)C=CC=C3)=C(F)C(F)=C2)=NN1 Chemical compound C=CCOC1=C(C2=C(F)C=CC(C3=NNC(C(N)=O)=N3)=C2)C=CC=C1.C=CCOC1=C(C2=CC=CC(C3=NNC(C(N)=O)=N3)=C2)C=C(F)C=C1.NC(=O)C1=NC(C2=C(F)C(C3=C(OCC(F)(F)C(F)(F)F)C=CC(F)=C3)=C(F)C=C2)=NN1.NC(=O)C1=NC(C2=C(F)C(C3=C(OCC(F)(F)C(F)(F)F)C=CC=C3)=C(F)C=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=C(OC(F)(F)F)C=CC=C3)=C(F)C(F)=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=C(OCC(F)(F)C(F)(F)F)C=CC(F)=C3)=C(F)C(F)=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=C(OCC(F)(F)C(F)(F)F)C=CC=C3)=C(F)C(F)=C2)=NN1 MMXJGNSHOCJMNX-UHFFFAOYSA-N 0.000 description 1
- XNBYVXOUGJPLMM-UHFFFAOYSA-N C=CCOC1=C(C2=CC=CC(C3=NNC(C(N)=O)=N3)=C2)C=C(F)C=C1 Chemical compound C=CCOC1=C(C2=CC=CC(C3=NNC(C(N)=O)=N3)=C2)C=C(F)C=C1 XNBYVXOUGJPLMM-UHFFFAOYSA-N 0.000 description 1
- GQTBLABVFVMXOK-UHFFFAOYSA-N C=[O](C(F)(F)F)c(cccc1)c1-c1cccc(-c2n[nH]c(C(N)=O)n2)c1F Chemical compound C=[O](C(F)(F)F)c(cccc1)c1-c1cccc(-c2n[nH]c(C(N)=O)n2)c1F GQTBLABVFVMXOK-UHFFFAOYSA-N 0.000 description 1
- VDFBCTSISJDKNW-UHFFFAOYSA-N CC(C)(C)OC(=O)NC1=CC(Br)=CC=C1 Chemical compound CC(C)(C)OC(=O)NC1=CC(Br)=CC=C1 VDFBCTSISJDKNW-UHFFFAOYSA-N 0.000 description 1
- ZLUADBQJQSWCRC-UHFFFAOYSA-N CC(C)(C)OC(=O)NC1=CC(C2=CC=CC=C2OC(F)(F)F)=CC=C1 Chemical compound CC(C)(C)OC(=O)NC1=CC(C2=CC=CC=C2OC(F)(F)F)=CC=C1 ZLUADBQJQSWCRC-UHFFFAOYSA-N 0.000 description 1
- YKUOQSOOPZJHFD-UHFFFAOYSA-N CC(C)(C)OC(=O)NNC(=O)C1=CC(Br)=CC=C1 Chemical compound CC(C)(C)OC(=O)NNC(=O)C1=CC(Br)=CC=C1 YKUOQSOOPZJHFD-UHFFFAOYSA-N 0.000 description 1
- LPGJQCFBKNPTTA-UHFFFAOYSA-N CC1(C)OB(C2=CC=CC(C3=NNC(C(N)=O)=N3)=C2)OC1(C)C.CCOCC[Si](C)(C)C Chemical compound CC1(C)OB(C2=CC=CC(C3=NNC(C(N)=O)=N3)=C2)OC1(C)C.CCOCC[Si](C)(C)C LPGJQCFBKNPTTA-UHFFFAOYSA-N 0.000 description 1
- GGLUGNAEPCJOPM-UHFFFAOYSA-N CC1=C(C2=CC=CC=C2C2=CC=CC(C3=NNC(C(N)=O)=N3)=C2)C=CC=C1 Chemical compound CC1=C(C2=CC=CC=C2C2=CC=CC(C3=NNC(C(N)=O)=N3)=C2)C=CC=C1 GGLUGNAEPCJOPM-UHFFFAOYSA-N 0.000 description 1
- NFTCZBUSOKBHSB-UHFFFAOYSA-N CC1=C(C2=CC=CC=C2C2=CC=CC(C3=NNC(C(N)=O)=N3)=C2)C=CC=C1.CCOCC[Si](C)(C)C Chemical compound CC1=C(C2=CC=CC=C2C2=CC=CC(C3=NNC(C(N)=O)=N3)=C2)C=CC=C1.CCOCC[Si](C)(C)C NFTCZBUSOKBHSB-UHFFFAOYSA-N 0.000 description 1
- QFGZKNZGOHITIO-UHFFFAOYSA-N CC1=CC=C(C2=C(C3=CC=CC(C4=NNC(C(N)=O)=N4)=C3)C=CC=C2)C=C1.CN Chemical compound CC1=CC=C(C2=C(C3=CC=CC(C4=NNC(C(N)=O)=N4)=C3)C=CC=C2)C=C1.CN QFGZKNZGOHITIO-UHFFFAOYSA-N 0.000 description 1
- SBHCSURHBSPQDL-UHFFFAOYSA-N CCCCOC1=C(C2=C(F)C=CC(C3=NNC(C(=O)O)=N3)=C2)C=CC=C1 Chemical compound CCCCOC1=C(C2=C(F)C=CC(C3=NNC(C(=O)O)=N3)=C2)C=CC=C1 SBHCSURHBSPQDL-UHFFFAOYSA-N 0.000 description 1
- DAAOSSCWEHCNEX-UHFFFAOYSA-N CCCCOC1=C(C2=C(F)C=CC(C3=NNC(C(=O)O)=N3)=C2)C=CC=C1.NC(=O)C1=NC(C2=CC(C3=CC=CC=C3OCC3=CC(F)=C(F)C=C3F)=C(F)C=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=CC=CC=C3OCC3=CC=C(F)C=C3)=CC=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=CC=CC=C3OCC3=CC=C(F)C=C3F)=C(F)C=C2)=NN1.O=C(O)C1=NC(C2=CC(C3=C(OCC(F)(F)C(F)(F)C(F)(F)F)C=CC(F)=C3)=CC=C2)=NN1.O=C(O)C1=NC(C2=CC(C3=C(OCC(F)(F)C(F)(F)F)C=CC(F)=C3)=CC=C2)=NN1 Chemical compound CCCCOC1=C(C2=C(F)C=CC(C3=NNC(C(=O)O)=N3)=C2)C=CC=C1.NC(=O)C1=NC(C2=CC(C3=CC=CC=C3OCC3=CC(F)=C(F)C=C3F)=C(F)C=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=CC=CC=C3OCC3=CC=C(F)C=C3)=CC=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=CC=CC=C3OCC3=CC=C(F)C=C3F)=C(F)C=C2)=NN1.O=C(O)C1=NC(C2=CC(C3=C(OCC(F)(F)C(F)(F)C(F)(F)F)C=CC(F)=C3)=CC=C2)=NN1.O=C(O)C1=NC(C2=CC(C3=C(OCC(F)(F)C(F)(F)F)C=CC(F)=C3)=CC=C2)=NN1 DAAOSSCWEHCNEX-UHFFFAOYSA-N 0.000 description 1
- URYWAECBGUPUSG-UHFFFAOYSA-N CCCCOC1=C(C2=C(F)C=CC(C3=NNC(C(N)=O)=N3)=C2)C=CC=C1 Chemical compound CCCCOC1=C(C2=C(F)C=CC(C3=NNC(C(N)=O)=N3)=C2)C=CC=C1 URYWAECBGUPUSG-UHFFFAOYSA-N 0.000 description 1
- KAMLSDUTGITPQK-UHFFFAOYSA-N CCCCOC1=C(C2=C(F)C=CC(C3=NNC(C(N)=O)=N3)=C2)C=CC=C1.NC(=O)C1=NC(C2=CC(C3=C(OCC(F)(F)C(F)(F)C(F)(F)F)C=CC=C3)=C(F)C=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=CC=CC=C3C3=CC(F)=CC(F)=C3)=C(F)C=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=CC=CC=C3C3=CC=C(OC(F)(F)F)C=C3)=C(F)C=C2)=NN1 Chemical compound CCCCOC1=C(C2=C(F)C=CC(C3=NNC(C(N)=O)=N3)=C2)C=CC=C1.NC(=O)C1=NC(C2=CC(C3=C(OCC(F)(F)C(F)(F)C(F)(F)F)C=CC=C3)=C(F)C=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=CC=CC=C3C3=CC(F)=CC(F)=C3)=C(F)C=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=CC=CC=C3C3=CC=C(OC(F)(F)F)C=C3)=C(F)C=C2)=NN1 KAMLSDUTGITPQK-UHFFFAOYSA-N 0.000 description 1
- YZZOOQYDSJEAIY-UHFFFAOYSA-N CCCOC1=C(C2=C(F)C=CC(C3=NNC(C(N)=O)=N3)=C2)C=CC=C1 Chemical compound CCCOC1=C(C2=C(F)C=CC(C3=NNC(C(N)=O)=N3)=C2)C=CC=C1 YZZOOQYDSJEAIY-UHFFFAOYSA-N 0.000 description 1
- QGEJQOYCCIRBIN-UHFFFAOYSA-N CCCOC1=C(C2=CC=CC(C3=NNC(C(N)=O)=N3)=C2)C=C(F)C=C1 Chemical compound CCCOC1=C(C2=CC=CC(C3=NNC(C(N)=O)=N3)=C2)C=C(F)C=C1 QGEJQOYCCIRBIN-UHFFFAOYSA-N 0.000 description 1
- IILIYKISJMAICS-UHFFFAOYSA-N CCOC(=O)/C(N)=N/NC(=O)C1=CC(C2=CC=CC=C2OC(F)(F)F)=CC=C1 Chemical compound CCOC(=O)/C(N)=N/NC(=O)C1=CC(C2=CC=CC=C2OC(F)(F)F)=CC=C1 IILIYKISJMAICS-UHFFFAOYSA-N 0.000 description 1
- YYXVTSSOFSFIMW-UHFFFAOYSA-N CCOC(=O)C1=CC=CC(C2=CC=CC=C2OC(F)(F)F)=C1 Chemical compound CCOC(=O)C1=CC=CC(C2=CC=CC=C2OC(F)(F)F)=C1 YYXVTSSOFSFIMW-UHFFFAOYSA-N 0.000 description 1
- JHTTVLCBMUKLJE-UHFFFAOYSA-N CCOC(=O)C1=NC(C2=CC(Br)=CC=C2)=NN1 Chemical compound CCOC(=O)C1=NC(C2=CC(Br)=CC=C2)=NN1 JHTTVLCBMUKLJE-UHFFFAOYSA-N 0.000 description 1
- IIAVQFHWJISHJA-UHFFFAOYSA-N CCOC(=O)C1=NC(C2=CC(Br)=CC=C2)=NN1.CCOCC[Si](C)(C)C Chemical compound CCOC(=O)C1=NC(C2=CC(Br)=CC=C2)=NN1.CCOCC[Si](C)(C)C IIAVQFHWJISHJA-UHFFFAOYSA-N 0.000 description 1
- ZDXVDARFXWNRRC-UHFFFAOYSA-N CCOC(c1nc(-c2cc(-c3ccccc3)ccc2)n[nH]1)=O Chemical compound CCOC(c1nc(-c2cc(-c3ccccc3)ccc2)n[nH]1)=O ZDXVDARFXWNRRC-UHFFFAOYSA-N 0.000 description 1
- ZQCOOVKGVIXMPO-UHFFFAOYSA-N CCOC1=C(C2=C(F)C=CC(C3=NNC(C(N)=O)=N3)=C2)C=CC=C1 Chemical compound CCOC1=C(C2=C(F)C=CC(C3=NNC(C(N)=O)=N3)=C2)C=CC=C1 ZQCOOVKGVIXMPO-UHFFFAOYSA-N 0.000 description 1
- JQVCGUFFVFCDPG-UHFFFAOYSA-N CCOC1=C(C2=C(F)C=CC(C3=NNC(C(N)=O)=N3)=C2)C=CC=C1.NC(=O)C1=NC(C2=C(F)C(C3=C(OC(F)(F)F)C=CC=C3)=C(F)C=C2)=NN1.NC(=O)C1=NC(C2=C(F)C(C3=C(OC(F)(F)F)C=CC=C3)=CC=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=C(OC(F)(F)F)C=CC(F)=C3)=C(F)C=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=C(OC(F)(F)F)C=CC=C3)=C(OC(F)(F)F)C=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=C(OCC(F)(F)C(F)(F)F)C=CC(F)=C3)=CC=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=C(OCC(F)(F)C(F)(F)F)C=CC=C3)=CC=C2)=NN1 Chemical compound CCOC1=C(C2=C(F)C=CC(C3=NNC(C(N)=O)=N3)=C2)C=CC=C1.NC(=O)C1=NC(C2=C(F)C(C3=C(OC(F)(F)F)C=CC=C3)=C(F)C=C2)=NN1.NC(=O)C1=NC(C2=C(F)C(C3=C(OC(F)(F)F)C=CC=C3)=CC=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=C(OC(F)(F)F)C=CC(F)=C3)=C(F)C=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=C(OC(F)(F)F)C=CC=C3)=C(OC(F)(F)F)C=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=C(OCC(F)(F)C(F)(F)F)C=CC(F)=C3)=CC=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=C(OCC(F)(F)C(F)(F)F)C=CC=C3)=CC=C2)=NN1 JQVCGUFFVFCDPG-UHFFFAOYSA-N 0.000 description 1
- WKJYQZGURCIAAY-UHFFFAOYSA-N CCOCC[Si](C)(C)C.NC(=O)C1=NC(C2=CC(Br)=C(F)C=C2)=NN1 Chemical compound CCOCC[Si](C)(C)C.NC(=O)C1=NC(C2=CC(Br)=C(F)C=C2)=NN1 WKJYQZGURCIAAY-UHFFFAOYSA-N 0.000 description 1
- YMDXSRBNDIRWCV-UHFFFAOYSA-N CCOCC[Si](C)(C)C.NC(=O)C1=NC(C2=CC(Br)=CC=C2)=NN1 Chemical compound CCOCC[Si](C)(C)C.NC(=O)C1=NC(C2=CC(Br)=CC=C2)=NN1 YMDXSRBNDIRWCV-UHFFFAOYSA-N 0.000 description 1
- WSDNKJFJYZUZBI-UHFFFAOYSA-N CCOCC[Si](C)(C)C.NC(=O)C1=NC(C2=CC(C3=C(C4=CC=CC=C4)C=CC=C3)=CC=C2)=NN1 Chemical compound CCOCC[Si](C)(C)C.NC(=O)C1=NC(C2=CC(C3=C(C4=CC=CC=C4)C=CC=C3)=CC=C2)=NN1 WSDNKJFJYZUZBI-UHFFFAOYSA-N 0.000 description 1
- LPFLYNQAXQLZJT-UHFFFAOYSA-N CCOCC[Si](C)(C)C.NC(=O)C1=NC(C2=CC(C3=CC=CC=C3Br)=CC=C2)=NN1 Chemical compound CCOCC[Si](C)(C)C.NC(=O)C1=NC(C2=CC(C3=CC=CC=C3Br)=CC=C2)=NN1 LPFLYNQAXQLZJT-UHFFFAOYSA-N 0.000 description 1
- RZVLPCXKVMEVNI-UHFFFAOYSA-N CCOCC[Si](C)(C)C.NC(=O)C1=NC(C2=CC(C3=CC=CC=C3O)=C(F)C=C2)=NN1 Chemical compound CCOCC[Si](C)(C)C.NC(=O)C1=NC(C2=CC(C3=CC=CC=C3O)=C(F)C=C2)=NN1 RZVLPCXKVMEVNI-UHFFFAOYSA-N 0.000 description 1
- DFGSMWVRTDPRHG-UHFFFAOYSA-N CCOCC[Si](C)(C)C.NC(=O)C1=NC(C2=CC(C3=CC=CC=C3OCC3=CC=C(F)C=C3)=CC=C2)=NN1 Chemical compound CCOCC[Si](C)(C)C.NC(=O)C1=NC(C2=CC(C3=CC=CC=C3OCC3=CC=C(F)C=C3)=CC=C2)=NN1 DFGSMWVRTDPRHG-UHFFFAOYSA-N 0.000 description 1
- IRUBHWBHCWWLJE-UHFFFAOYSA-N CCOCC[Si](C)(C)C.NC(=O)C1=NC(C2=CC(C3=CC=CC=C3OS(=O)(=O)C(F)(F)F)=CC=C2)=NN1 Chemical compound CCOCC[Si](C)(C)C.NC(=O)C1=NC(C2=CC(C3=CC=CC=C3OS(=O)(=O)C(F)(F)F)=CC=C2)=NN1 IRUBHWBHCWWLJE-UHFFFAOYSA-N 0.000 description 1
- CYSYJZDLBLIJJZ-UHFFFAOYSA-N CN(C)C1=CC(C2=C(C3=CC=CC(C4=NNC(C(N)=O)=N4)=C3)C=CC=C2)=CC=C1 Chemical compound CN(C)C1=CC(C2=C(C3=CC=CC(C4=NNC(C(N)=O)=N4)=C3)C=CC=C2)=CC=C1 CYSYJZDLBLIJJZ-UHFFFAOYSA-N 0.000 description 1
- PUVLROBOBSSKLI-UHFFFAOYSA-N CN(C)C1=CC(C2=C(C3=CC=CC(C4=NNC(C(N)=O)=N4)=C3)C=CC=C2)=CC=C1.CN(C)C1=CC=C(C2=CC=CC=C2C2=C(F)C=CC(C3=NNC(C(N)=O)=N3)=C2)C=C1.CNCC1=CC=C(C2=C(C3=CC=CC(C4=NNC(C(N)=O)=N4)=C3)C=CC=C2)C=C1.NC(=O)C1=NC(C2=CC(C3=C(C4=CC=CC(N5C=CC=N5)=C4)C=CC=C3)=CC=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=C(C4=CC=CC=C4F)C=CC=C3)=CC=C2)=NN1.[C-]#[N+]C1=CC(C2=C(C3=CC=CC(C4=NNC(C(N)=O)=N4)=C3)C=CC=C2)=CC=C1 Chemical compound CN(C)C1=CC(C2=C(C3=CC=CC(C4=NNC(C(N)=O)=N4)=C3)C=CC=C2)=CC=C1.CN(C)C1=CC=C(C2=CC=CC=C2C2=C(F)C=CC(C3=NNC(C(N)=O)=N3)=C2)C=C1.CNCC1=CC=C(C2=C(C3=CC=CC(C4=NNC(C(N)=O)=N4)=C3)C=CC=C2)C=C1.NC(=O)C1=NC(C2=CC(C3=C(C4=CC=CC(N5C=CC=N5)=C4)C=CC=C3)=CC=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=C(C4=CC=CC=C4F)C=CC=C3)=CC=C2)=NN1.[C-]#[N+]C1=CC(C2=C(C3=CC=CC(C4=NNC(C(N)=O)=N4)=C3)C=CC=C2)=CC=C1 PUVLROBOBSSKLI-UHFFFAOYSA-N 0.000 description 1
- VRKLVQJWVJXIIS-UHFFFAOYSA-N COC(=O)C1=CC=C(C2=CC=CC=C2C2=CC=CC(C3=NNC(C(N)=O)=N3)=C2)C=C1 Chemical compound COC(=O)C1=CC=C(C2=CC=CC=C2C2=CC=CC(C3=NNC(C(N)=O)=N3)=C2)C=C1 VRKLVQJWVJXIIS-UHFFFAOYSA-N 0.000 description 1
- ARYCFPRZCFPWGZ-UHFFFAOYSA-N COC(=O)C1=CC=CC(C2=CC=CC=C2C2=CC=CC(C3=NNC(C(N)=O)=N3)=C2)=C1 Chemical compound COC(=O)C1=CC=CC(C2=CC=CC=C2C2=CC=CC(C3=NNC(C(N)=O)=N3)=C2)=C1 ARYCFPRZCFPWGZ-UHFFFAOYSA-N 0.000 description 1
- DTITZDLSUXGRBR-UHFFFAOYSA-N COC(=O)C1=NN(C2=CC(C3=CC=CC=C3OCC(F)(F)F)=CC=C2)C=N1 Chemical compound COC(=O)C1=NN(C2=CC(C3=CC=CC=C3OCC(F)(F)F)=CC=C2)C=N1 DTITZDLSUXGRBR-UHFFFAOYSA-N 0.000 description 1
- IBLHUOVGOBAZPJ-UHFFFAOYSA-N NC(=O)C1=CC=CC(C2=CC=CC=C2OC(F)(F)F)=C1 Chemical compound NC(=O)C1=CC=CC(C2=CC=CC=C2OC(F)(F)F)=C1 IBLHUOVGOBAZPJ-UHFFFAOYSA-N 0.000 description 1
- BBBSTFVBIGUNFD-UHFFFAOYSA-N NC(=O)C1=NC(C2=C(F)C(C3=C(OC(F)(F)F)C=CC=C3)=C(F)C=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=C(F)C(C3=C(OC(F)(F)F)C=CC=C3)=C(F)C=C2)=NN1 BBBSTFVBIGUNFD-UHFFFAOYSA-N 0.000 description 1
- DFIYCPAQYFGVHL-UHFFFAOYSA-N NC(=O)C1=NC(C2=C(F)C(C3=C(OC(F)(F)F)C=CC=C3)=CC=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=C(F)C(C3=C(OC(F)(F)F)C=CC=C3)=CC=C2)=NN1 DFIYCPAQYFGVHL-UHFFFAOYSA-N 0.000 description 1
- OPQLFUBQQPDCDW-UHFFFAOYSA-N NC(=O)C1=NC(C2=C(F)C(C3=C(OCC(F)(F)C(F)(F)F)C=CC(F)=C3)=C(F)C=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=C(F)C(C3=C(OCC(F)(F)C(F)(F)F)C=CC(F)=C3)=C(F)C=C2)=NN1 OPQLFUBQQPDCDW-UHFFFAOYSA-N 0.000 description 1
- HOIGOGXUCZOTGT-UHFFFAOYSA-N NC(=O)C1=NC(C2=C(F)C(C3=C(OCC(F)(F)C(F)(F)F)C=CC=C3)=C(F)C=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=C(F)C(C3=C(OCC(F)(F)C(F)(F)F)C=CC=C3)=C(F)C=C2)=NN1 HOIGOGXUCZOTGT-UHFFFAOYSA-N 0.000 description 1
- WIJFAYYTMSRJAW-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=C(C4=CC(F)=C(F)C(F)=C4)C=CC=C3)=CC=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=C(C4=CC(F)=C(F)C(F)=C4)C=CC=C3)=CC=C2)=NN1 WIJFAYYTMSRJAW-UHFFFAOYSA-N 0.000 description 1
- LBOXIPRRWKIYEL-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=C(C4=CC(F)=C(F)C(F)=C4)C=CC=C3)=CC=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=C(C4=CC(F)=CC(F)=C4)C=CC=C3)=CC=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=C(C4=CC(F)=CC=C4F)C=CC=C3)=CC=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=C(C4=CC=C(F)C(F)=C4)C=CC=C3)=CC=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=C(C4=CC=C(F)C(F)=C4F)C=CC=C3)=CC=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=C(C4=CC=C(F)C=C4F)C=CC=C3)=CC=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=C(C4=CC(F)=C(F)C(F)=C4)C=CC=C3)=CC=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=C(C4=CC(F)=CC(F)=C4)C=CC=C3)=CC=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=C(C4=CC(F)=CC=C4F)C=CC=C3)=CC=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=C(C4=CC=C(F)C(F)=C4)C=CC=C3)=CC=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=C(C4=CC=C(F)C(F)=C4F)C=CC=C3)=CC=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=C(C4=CC=C(F)C=C4F)C=CC=C3)=CC=C2)=NN1 LBOXIPRRWKIYEL-UHFFFAOYSA-N 0.000 description 1
- QMFCYROWYZWAJV-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=C(C4=CC(F)=CC(F)=C4)C=CC=C3)=CC=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=C(C4=CC(F)=CC(F)=C4)C=CC=C3)=CC=C2)=NN1 QMFCYROWYZWAJV-UHFFFAOYSA-N 0.000 description 1
- CQXNCAFEFZZQGV-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=C(C4=CC(F)=CC=C4F)C=CC=C3)=CC=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=C(C4=CC(F)=CC=C4F)C=CC=C3)=CC=C2)=NN1 CQXNCAFEFZZQGV-UHFFFAOYSA-N 0.000 description 1
- GFSPFUOSYASKRU-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=C(C4=CC=C(F)C(F)=C4F)C=CC=C3)=CC=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=C(C4=CC=C(F)C(F)=C4F)C=CC=C3)=CC=C2)=NN1 GFSPFUOSYASKRU-UHFFFAOYSA-N 0.000 description 1
- MWLPAYFAVTZXAZ-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=C(C4=CC=C(F)C=C4)C=CC=C3)=CC=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=C(C4=CC=C(F)C=C4)C=CC=C3)=CC=C2)=NN1 MWLPAYFAVTZXAZ-UHFFFAOYSA-N 0.000 description 1
- HMICMZFABFXIQM-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=C(C4=CC=C(F)C=C4)C=CC=C3)=CC=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=C(C4=CC=CC(F)=C4)C(F)=CC(F)=C3)=CC=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=C(C4=CC=CC(F)=C4)C=CC(F)=C3)=CC=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=C(C4=CC=CC(F)=C4)C=CC=C3)=CC=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=CC(F)=CC=C3C3=CC(F)=CC=C3)=C(F)C=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=CC=CC=C3C3=CC(F)=CC=C3)=C(F)C=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=C(C4=CC=C(F)C=C4)C=CC=C3)=CC=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=C(C4=CC=CC(F)=C4)C(F)=CC(F)=C3)=CC=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=C(C4=CC=CC(F)=C4)C=CC(F)=C3)=CC=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=C(C4=CC=CC(F)=C4)C=CC=C3)=CC=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=CC(F)=CC=C3C3=CC(F)=CC=C3)=C(F)C=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=CC=CC=C3C3=CC(F)=CC=C3)=C(F)C=C2)=NN1 HMICMZFABFXIQM-UHFFFAOYSA-N 0.000 description 1
- MJQMXNFAHTVLRX-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=C(C4=CC=C(F)C=C4F)C=CC=C3)=CC=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=C(C4=CC=C(F)C=C4F)C=CC=C3)=CC=C2)=NN1 MJQMXNFAHTVLRX-UHFFFAOYSA-N 0.000 description 1
- YNHURAAQCDQLGJ-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=C(C4=CC=CC(F)=C4)C(F)=CC(F)=C3)=CC=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=C(C4=CC=CC(F)=C4)C(F)=CC(F)=C3)=CC=C2)=NN1 YNHURAAQCDQLGJ-UHFFFAOYSA-N 0.000 description 1
- ARKHNRIGTFOJLT-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=C(C4=CC=CC(F)=C4)C=CC(F)=C3)=CC=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=C(C4=CC=CC(F)=C4)C=CC(F)=C3)=CC=C2)=NN1 ARKHNRIGTFOJLT-UHFFFAOYSA-N 0.000 description 1
- PHMVLQQJRPDNDF-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=C(C4=CC=CC(N5C=CC=N5)=C4)C=CC=C3)=CC=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=C(C4=CC=CC(N5C=CC=N5)=C4)C=CC=C3)=CC=C2)=NN1 PHMVLQQJRPDNDF-UHFFFAOYSA-N 0.000 description 1
- KFBCRTITNGWSPZ-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=C(OC(F)(F)F)C=CC(F)=C3)=C(F)C=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=C(OC(F)(F)F)C=CC(F)=C3)=C(F)C=C2)=NN1 KFBCRTITNGWSPZ-UHFFFAOYSA-N 0.000 description 1
- BWROUQFKSAPIBY-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=C(OC(F)(F)F)C=CC=C3)=C(F)C(F)=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=C(OC(F)(F)F)C=CC=C3)=C(F)C(F)=C2)=NN1 BWROUQFKSAPIBY-UHFFFAOYSA-N 0.000 description 1
- ISCCDPUXTARFBX-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=C(OC(F)(F)F)C=CC=C3)=C(OC(F)(F)F)C=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=C(OC(F)(F)F)C=CC=C3)=C(OC(F)(F)F)C=C2)=NN1 ISCCDPUXTARFBX-UHFFFAOYSA-N 0.000 description 1
- BNIZHXJHZGSNDW-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=C(OC(F)(F)F)C=CC=C3)=CC(F)=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=C(OC(F)(F)F)C=CC=C3)=CC(F)=C2)=NN1 BNIZHXJHZGSNDW-UHFFFAOYSA-N 0.000 description 1
- MCIJJNLTSUPZOU-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=C(OC(F)(F)F)C=CC=C3)=CC(F)=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=C(OCC(F)(F)C(F)(F)F)C=C(F)C=C3)=CC=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=C(OCC(F)(F)C(F)(F)F)C=CC=C3)=C(F)C=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=C(OCC(F)(F)C(F)(F)F)C=CC=C3)=CC(F)=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=CC=CC=C3OCC3=C(F)C=CC=C3)=CC=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=CC=CC=C3OCC3=CC=CC=C3)=CC=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=C(OC(F)(F)F)C=CC=C3)=CC(F)=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=C(OCC(F)(F)C(F)(F)F)C=C(F)C=C3)=CC=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=C(OCC(F)(F)C(F)(F)F)C=CC=C3)=C(F)C=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=C(OCC(F)(F)C(F)(F)F)C=CC=C3)=CC(F)=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=CC=CC=C3OCC3=C(F)C=CC=C3)=CC=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=CC=CC=C3OCC3=CC=CC=C3)=CC=C2)=NN1 MCIJJNLTSUPZOU-UHFFFAOYSA-N 0.000 description 1
- XGVXQPWZGBWBNY-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=C(OCC(F)(F)C(F)(F)C(F)(F)F)C=CC(F)=C3)=CC=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=C(OCC(F)(F)C(F)(F)C(F)(F)F)C=CC(F)=C3)=CC=C2)=NN1 XGVXQPWZGBWBNY-UHFFFAOYSA-N 0.000 description 1
- XHLRAUIVUYPKPD-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=C(OCC(F)(F)C(F)(F)F)C=C(F)C=C3)=CC=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=C(OCC(F)(F)C(F)(F)F)C=C(F)C=C3)=CC=C2)=NN1 XHLRAUIVUYPKPD-UHFFFAOYSA-N 0.000 description 1
- NGXCRICSKNMAFL-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=C(OCC(F)(F)C(F)(F)F)C=CC(F)=C3)=C(F)C(F)=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=C(OCC(F)(F)C(F)(F)F)C=CC(F)=C3)=C(F)C(F)=C2)=NN1 NGXCRICSKNMAFL-UHFFFAOYSA-N 0.000 description 1
- OWSLGPREZQMVQP-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=C(OCC(F)(F)C(F)(F)F)C=CC(F)=C3)=CC=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=C(OCC(F)(F)C(F)(F)F)C=CC(F)=C3)=CC=C2)=NN1 OWSLGPREZQMVQP-UHFFFAOYSA-N 0.000 description 1
- AICRZVWNQDNELE-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=C(OCC(F)(F)C(F)(F)F)C=CC=C3)=C(F)C(F)=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=C(OCC(F)(F)C(F)(F)F)C=CC=C3)=C(F)C(F)=C2)=NN1 AICRZVWNQDNELE-UHFFFAOYSA-N 0.000 description 1
- XAMODLGWCKAOCV-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=C(OCC(F)(F)C(F)(F)F)C=CC=C3)=C(F)C=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=C(OCC(F)(F)C(F)(F)F)C=CC=C3)=C(F)C=C2)=NN1 XAMODLGWCKAOCV-UHFFFAOYSA-N 0.000 description 1
- IWADBNSYACPMHU-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=C(OCC(F)(F)C(F)(F)F)C=CC=C3)=CC(F)=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=C(OCC(F)(F)C(F)(F)F)C=CC=C3)=CC(F)=C2)=NN1 IWADBNSYACPMHU-UHFFFAOYSA-N 0.000 description 1
- CRFTUCBGBHIUPT-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=C(OCC(F)(F)C(F)(F)F)C=CC=C3)=CC=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=C(OCC(F)(F)C(F)(F)F)C=CC=C3)=CC=C2)=NN1 CRFTUCBGBHIUPT-UHFFFAOYSA-N 0.000 description 1
- VAKNWKWFKCVTJN-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=CC(F)=CC(F)=C3C3=CC(F)=CC=C3)=C(F)C=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=CC(F)=CC(F)=C3C3=CC(F)=CC=C3)=C(F)C=C2)=NN1 VAKNWKWFKCVTJN-UHFFFAOYSA-N 0.000 description 1
- AAFMLWRTDUIBRA-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=CC(F)=CC(F)=C3C3=CC(F)=CC=C3)=C(F)C=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=CC=C(F)C=C3C3=CC(F)=CC=C3)=C(F)C=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=CC=CC=C3C3=C(FC(F)F)C=CC=C3)=CC=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=CC=CC=C3C3=C(OC(F)(F)F)C=CC=C3)=CC=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=CC=CC=C3C3=CC(C(F)(F)F)=CC=C3)=CC=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=CC=CC=C3C3=CC=C(C(F)(F)F)C=C3)=CC=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=CC(F)=CC(F)=C3C3=CC(F)=CC=C3)=C(F)C=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=CC=C(F)C=C3C3=CC(F)=CC=C3)=C(F)C=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=CC=CC=C3C3=C(FC(F)F)C=CC=C3)=CC=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=CC=CC=C3C3=C(OC(F)(F)F)C=CC=C3)=CC=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=CC=CC=C3C3=CC(C(F)(F)F)=CC=C3)=CC=C2)=NN1.NC(=O)C1=NC(C2=CC(C3=CC=CC=C3C3=CC=C(C(F)(F)F)C=C3)=CC=C2)=NN1 AAFMLWRTDUIBRA-UHFFFAOYSA-N 0.000 description 1
- OHIVXUJAKPPDBL-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=CC(F)=CC=C3C3=CC(F)=CC=C3)=C(F)C=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=CC(F)=CC=C3C3=CC(F)=CC=C3)=C(F)C=C2)=NN1 OHIVXUJAKPPDBL-UHFFFAOYSA-N 0.000 description 1
- RBNOKSKJSSNSTH-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=CC=C(F)C=C3C3=CC(F)=CC=C3)=C(F)C=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=CC=C(F)C=C3C3=CC(F)=CC=C3)=C(F)C=C2)=NN1 RBNOKSKJSSNSTH-UHFFFAOYSA-N 0.000 description 1
- BZVBAQFSDUUZSS-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=CC=CC=C3C3=C(F)C=C(C(F)(F)F)C=C3)=CC=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=CC=CC=C3C3=C(F)C=C(C(F)(F)F)C=C3)=CC=C2)=NN1 BZVBAQFSDUUZSS-UHFFFAOYSA-N 0.000 description 1
- YEJZJSBSCTXMSD-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=CC=CC=C3C3=C(OC(F)(F)F)C=CC=C3)=CC=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=CC=CC=C3C3=C(OC(F)(F)F)C=CC=C3)=CC=C2)=NN1 YEJZJSBSCTXMSD-UHFFFAOYSA-N 0.000 description 1
- SGEDDQWSWWDIJV-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=CC=CC=C3C3=CC(C(F)(F)F)=CC=C3)=CC=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=CC=CC=C3C3=CC(C(F)(F)F)=CC=C3)=CC=C2)=NN1 SGEDDQWSWWDIJV-UHFFFAOYSA-N 0.000 description 1
- NRASJEYMPUASRF-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=CC=CC=C3C3=CC(F)=C(F)C(F)=C3)=C(F)C=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=CC=CC=C3C3=CC(F)=C(F)C(F)=C3)=C(F)C=C2)=NN1 NRASJEYMPUASRF-UHFFFAOYSA-N 0.000 description 1
- GNMDNGPUZFPLNZ-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=CC=CC=C3C3=CC(F)=CC(F)=C3)=C(F)C=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=CC=CC=C3C3=CC(F)=CC(F)=C3)=C(F)C=C2)=NN1 GNMDNGPUZFPLNZ-UHFFFAOYSA-N 0.000 description 1
- UPHIVNOCOYLYCA-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=CC=CC=C3C3=CC(F)=CC=C3)=C(F)C=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=CC=CC=C3C3=CC(F)=CC=C3)=C(F)C=C2)=NN1 UPHIVNOCOYLYCA-UHFFFAOYSA-N 0.000 description 1
- UGRUPYQGYDKEOO-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=CC=CC=C3C3=CC(OC(F)(F)F)=CC=C3)=CC=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=CC=CC=C3C3=CC(OC(F)(F)F)=CC=C3)=CC=C2)=NN1 UGRUPYQGYDKEOO-UHFFFAOYSA-N 0.000 description 1
- BBQZUKCKOUKCDO-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=CC=CC=C3C3=CC=C(C(F)(F)F)C=C3)=CC=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=CC=CC=C3C3=CC=C(C(F)(F)F)C=C3)=CC=C2)=NN1 BBQZUKCKOUKCDO-UHFFFAOYSA-N 0.000 description 1
- PRJBCLAFCHVHKV-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=CC=CC=C3C3=CC=C(OC(F)(F)F)C=C3)=C(F)C=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=CC=CC=C3C3=CC=C(OC(F)(F)F)C=C3)=C(F)C=C2)=NN1 PRJBCLAFCHVHKV-UHFFFAOYSA-N 0.000 description 1
- GJPWTIMXYYOTEO-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=CC=CC=C3C3=CC=C(OC(F)(F)F)C=C3)=CC=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=CC=CC=C3C3=CC=C(OC(F)(F)F)C=C3)=CC=C2)=NN1 GJPWTIMXYYOTEO-UHFFFAOYSA-N 0.000 description 1
- JMRYWJBTHNTGLV-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=CC=CC=C3OC(F)(F)F)=CC=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=CC=CC=C3OC(F)(F)F)=CC=C2)=NN1 JMRYWJBTHNTGLV-UHFFFAOYSA-N 0.000 description 1
- KWIIKWHZXRAFMY-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=CC=CC=C3OCC3=C(F)C=CC=C3)=CC=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=CC=CC=C3OCC3=C(F)C=CC=C3)=CC=C2)=NN1 KWIIKWHZXRAFMY-UHFFFAOYSA-N 0.000 description 1
- PIKVGNJRUKAOER-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=CC=CC=C3OCC3=CC(F)=C(F)C=C3F)=C(F)C=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=CC=CC=C3OCC3=CC(F)=C(F)C=C3F)=C(F)C=C2)=NN1 PIKVGNJRUKAOER-UHFFFAOYSA-N 0.000 description 1
- SCNUCCKCVKXNNV-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=CC=CC=C3OCC3=CC(F)=C(F)C=C3F)=CC=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=CC=CC=C3OCC3=CC(F)=C(F)C=C3F)=CC=C2)=NN1 SCNUCCKCVKXNNV-UHFFFAOYSA-N 0.000 description 1
- DYFOTPGKLMKQPJ-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=CC=CC=C3OCC3=CC(F)=CC=C3F)=C(F)C=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=CC=CC=C3OCC3=CC(F)=CC=C3F)=C(F)C=C2)=NN1 DYFOTPGKLMKQPJ-UHFFFAOYSA-N 0.000 description 1
- QJWVWIFHKZDEKP-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=CC=CC=C3OCC3=CC(F)=CC=C3F)=CC=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=CC=CC=C3OCC3=CC(F)=CC=C3F)=CC=C2)=NN1 QJWVWIFHKZDEKP-UHFFFAOYSA-N 0.000 description 1
- XEIFXTLRONSDKX-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=CC=CC=C3OCC3=CC=C(F)C=C3F)=C(F)C=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=CC=CC=C3OCC3=CC=C(F)C=C3F)=C(F)C=C2)=NN1 XEIFXTLRONSDKX-UHFFFAOYSA-N 0.000 description 1
- XPCCGSZDLLBELF-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=CC=CC=C3OCC3=CC=C(F)C=C3F)=CC=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=CC=CC=C3OCC3=CC=C(F)C=C3F)=CC=C2)=NN1 XPCCGSZDLLBELF-UHFFFAOYSA-N 0.000 description 1
- JERLHGJQRDLXFV-UHFFFAOYSA-N NC(=O)C1=NC(C2=CC(C3=CC=CC=C3OCC3=CC=CC=C3)=CC=C2)=NN1 Chemical compound NC(=O)C1=NC(C2=CC(C3=CC=CC=C3OCC3=CC=CC=C3)=CC=C2)=NN1 JERLHGJQRDLXFV-UHFFFAOYSA-N 0.000 description 1
- VUKPEPCSAPHLRM-UHFFFAOYSA-N NC(=O)C1=NN(C2=CC(C3=C(OCC(F)(F)C(F)(F)F)C=CC(F)=C3)=CC=C2)C=N1 Chemical compound NC(=O)C1=NN(C2=CC(C3=C(OCC(F)(F)C(F)(F)F)C=CC(F)=C3)=CC=C2)C=N1 VUKPEPCSAPHLRM-UHFFFAOYSA-N 0.000 description 1
- MAVBXRMNFYRNBX-UHFFFAOYSA-N NC(=O)C1=NN(C2=CC(C3=C(OCC(F)(F)C(F)(F)F)C=CC=C3)=C(F)C=C2)C=N1 Chemical compound NC(=O)C1=NN(C2=CC(C3=C(OCC(F)(F)C(F)(F)F)C=CC=C3)=C(F)C=C2)C=N1 MAVBXRMNFYRNBX-UHFFFAOYSA-N 0.000 description 1
- NWZZZKDRWWZXCK-UHFFFAOYSA-N NC(=O)C1=NN(C2=CC(C3=C(OCC(F)(F)C(F)(F)F)C=CC=C3)=CC=C2)C=N1 Chemical compound NC(=O)C1=NN(C2=CC(C3=C(OCC(F)(F)C(F)(F)F)C=CC=C3)=CC=C2)C=N1 NWZZZKDRWWZXCK-UHFFFAOYSA-N 0.000 description 1
- JTPGXIPVAZZRMA-UHFFFAOYSA-N NC(=O)C1=NN(C2=CC(C3=CC=CC=C3OC(F)(F)F)=CC=C2)C=N1 Chemical compound NC(=O)C1=NN(C2=CC(C3=CC=CC=C3OC(F)(F)F)=CC=C2)C=N1 JTPGXIPVAZZRMA-UHFFFAOYSA-N 0.000 description 1
- BOMARHBWMHHNFS-UHFFFAOYSA-N NC(=O)C1=NN(C2=CC(C3=CC=CC=C3OCC(F)(F)F)=CC=C2)C=N1 Chemical compound NC(=O)C1=NN(C2=CC(C3=CC=CC=C3OCC(F)(F)F)=CC=C2)C=N1 BOMARHBWMHHNFS-UHFFFAOYSA-N 0.000 description 1
- DZVXHBAKIHJALL-UHFFFAOYSA-N NC1=CC(C2=CC=CC=C2OCC(F)(F)F)=CC=C1 Chemical compound NC1=CC(C2=CC=CC=C2OCC(F)(F)F)=CC=C1 DZVXHBAKIHJALL-UHFFFAOYSA-N 0.000 description 1
- LXBUHJLDTLJRJE-UHFFFAOYSA-N NNC(=O)C1=CC(C2=CC=CC=C2OC(F)(F)F)=CC=C1 Chemical compound NNC(=O)C1=CC(C2=CC=CC=C2OC(F)(F)F)=CC=C1 LXBUHJLDTLJRJE-UHFFFAOYSA-N 0.000 description 1
- WEIWIUNVLRWUGF-UHFFFAOYSA-N O=C(O)C1=CC=CC(C2=CC=CC=C2OC(F)(F)F)=C1 Chemical compound O=C(O)C1=CC=CC(C2=CC=CC=C2OC(F)(F)F)=C1 WEIWIUNVLRWUGF-UHFFFAOYSA-N 0.000 description 1
- UXEJZVJNUKANAF-UHFFFAOYSA-N O=C(O)C1=NC(C2=CC(C3=C(OCC(F)(F)C(F)(F)C(F)(F)F)C=CC(F)=C3)=CC=C2)=NN1 Chemical compound O=C(O)C1=NC(C2=CC(C3=C(OCC(F)(F)C(F)(F)C(F)(F)F)C=CC(F)=C3)=CC=C2)=NN1 UXEJZVJNUKANAF-UHFFFAOYSA-N 0.000 description 1
- UJWCAPHNGGXGKJ-UHFFFAOYSA-N O=C(O)C1=NC(C2=CC(C3=C(OCC(F)(F)C(F)(F)F)C=CC(F)=C3)=CC=C2)=NN1 Chemical compound O=C(O)C1=NC(C2=CC(C3=C(OCC(F)(F)C(F)(F)F)C=CC(F)=C3)=CC=C2)=NN1 UJWCAPHNGGXGKJ-UHFFFAOYSA-N 0.000 description 1
- OQJCAERJZSBJAY-UHFFFAOYSA-N O=C(O)C1=NC(C2=CC(C3=CC=CC=C3OCC3=CC=C(F)C=C3)=CC=C2)=NN1 Chemical compound O=C(O)C1=NC(C2=CC(C3=CC=CC=C3OCC3=CC=C(F)C=C3)=CC=C2)=NN1 OQJCAERJZSBJAY-UHFFFAOYSA-N 0.000 description 1
- WBXOEBNTXHCJOJ-UHFFFAOYSA-N O=C(O)C1=NN(C2=CC(C3=CC=CC=C3OCC(F)(F)F)=CC=C2)C=N1 Chemical compound O=C(O)C1=NN(C2=CC(C3=CC=CC=C3OCC(F)(F)F)=CC=C2)C=N1 WBXOEBNTXHCJOJ-UHFFFAOYSA-N 0.000 description 1
- AIJCNTOYZPKURP-UHFFFAOYSA-N OB(O)C1=CC=CC=C1OC(F)(F)F Chemical compound OB(O)C1=CC=CC=C1OC(F)(F)F AIJCNTOYZPKURP-UHFFFAOYSA-N 0.000 description 1
- MUZKTTURDJJRBW-UHFFFAOYSA-N OCc1nc(-c2cc(-c3ccccc3)ccc2)n[nH]1 Chemical compound OCc1nc(-c2cc(-c3ccccc3)ccc2)n[nH]1 MUZKTTURDJJRBW-UHFFFAOYSA-N 0.000 description 1
- NTNCDVSDTGUAIS-UHFFFAOYSA-N [C-]#[N+]C1=CC(C2=C(C3=CC=CC(C4=NNC(C(N)=O)=N4)=C3)C=CC=C2)=CC=C1 Chemical compound [C-]#[N+]C1=CC(C2=C(C3=CC=CC(C4=NNC(C(N)=O)=N4)=C3)C=CC=C2)=CC=C1 NTNCDVSDTGUAIS-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
- C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles 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 ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- 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
-
- 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
- A61P1/06—Anti-spasmodics, e.g. drugs for colics, esophagic dyskinesia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/02—Drugs for dermatological disorders for treating wounds, ulcers, burns, scars, keloids, or the like
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P23/00—Anaesthetics
- A61P23/02—Local anaesthetics
-
- 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
- A61P25/02—Drugs for disorders of the nervous system for peripheral neuropathies
-
- 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
- A61P25/06—Antimigraine agents
-
- 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
- A61P25/08—Antiepileptics; Anticonvulsants
-
- 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
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- 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
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
-
- 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
- A61P31/14—Antivirals for RNA viruses
- A61P31/18—Antivirals for RNA viruses for HIV
-
- 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
- A61P31/22—Antivirals for DNA viruses for herpes viruses
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
-
- 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
-
- 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
- A61P9/06—Antiarrhythmics
-
- 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
- C07D403/10—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 aromatic rings
Landscapes
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Virology (AREA)
- Pain & Pain Management (AREA)
- Diabetes (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Anesthesiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Rheumatology (AREA)
- Immunology (AREA)
- Molecular Biology (AREA)
- Cardiology (AREA)
- Hospice & Palliative Care (AREA)
- Dermatology (AREA)
- Hematology (AREA)
- Endocrinology (AREA)
- Emergency Medicine (AREA)
- Tropical Medicine & Parasitology (AREA)
- Psychiatry (AREA)
- AIDS & HIV (AREA)
- Biotechnology (AREA)
- Obesity (AREA)
- Orthopedic Medicine & Surgery (AREA)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US10/578,950 US20090074890A1 (en) | 2003-11-10 | 2004-11-05 | Substituted Triazoles as Sodium Channel Blockers |
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US51889003P | 2003-11-10 | 2003-11-10 | |
PCT/US2004/037280 WO2005047270A2 (en) | 2003-11-10 | 2004-11-05 | Substituted triazoles as sodium channel blockers |
US10/578,950 US20090074890A1 (en) | 2003-11-10 | 2004-11-05 | Substituted Triazoles as Sodium Channel Blockers |
Publications (1)
Publication Number | Publication Date |
---|---|
US20090074890A1 true US20090074890A1 (en) | 2009-03-19 |
Family
ID=34590316
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US10/578,950 Abandoned US20090074890A1 (en) | 2003-11-10 | 2004-11-05 | Substituted Triazoles as Sodium Channel Blockers |
US10/985,592 Active 2025-11-25 US7459475B2 (en) | 2003-11-10 | 2004-11-10 | Substituted triazoles as sodium channel blockers |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US10/985,592 Active 2025-11-25 US7459475B2 (en) | 2003-11-10 | 2004-11-10 | Substituted triazoles as sodium channel blockers |
Country Status (17)
Country | Link |
---|---|
US (2) | US20090074890A1 (zh) |
EP (1) | EP1694654B1 (zh) |
JP (1) | JP2007510741A (zh) |
KR (1) | KR20060123739A (zh) |
CN (1) | CN1922156A (zh) |
AT (1) | ATE500234T1 (zh) |
AU (1) | AU2004289694B2 (zh) |
BR (1) | BRPI0416319A (zh) |
CA (1) | CA2545254A1 (zh) |
DE (1) | DE602004031667D1 (zh) |
IL (1) | IL175522A0 (zh) |
IS (1) | IS8438A (zh) |
NO (1) | NO20062676L (zh) |
NZ (1) | NZ547044A (zh) |
RU (1) | RU2372339C2 (zh) |
WO (1) | WO2005047270A2 (zh) |
ZA (1) | ZA200603583B (zh) |
Families Citing this family (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AR044503A1 (es) * | 2003-03-18 | 2005-09-14 | Merck & Co Inc | Triazoles sustituidos con biarilo como bloqueantes del canal de sodio |
US20090074890A1 (en) * | 2003-11-10 | 2009-03-19 | Park Min K | Substituted Triazoles as Sodium Channel Blockers |
GB0525068D0 (en) | 2005-12-08 | 2006-01-18 | Novartis Ag | Organic compounds |
GB0603008D0 (en) * | 2006-02-14 | 2006-03-29 | Portela & Ca Sa | Method |
KR100808551B1 (ko) | 2006-12-01 | 2008-03-03 | 한국생명공학연구원 | 트리아졸 유도체를 유효성분으로 함유하는 대사성 질환 예방 및 치료용 약학적 조성물 |
EP2118077B1 (en) | 2007-02-08 | 2014-12-24 | Synta Pharmaceuticals Corp. | Triazole compounds that modulate hsp90 activity |
EP2529623A3 (en) * | 2007-04-03 | 2013-03-13 | E. I. du Pont de Nemours and Company | Substituted benzene fungicides |
CA2703648A1 (en) * | 2007-10-25 | 2009-04-30 | Revalesio Corporation | Bacteriostatic or bacteriocidal compositions and methods |
EP2215260A4 (en) * | 2007-10-25 | 2011-04-20 | Revalesio Corp | COMPOSITIONS AND METHOD FOR MODULATING CELL MEMBRANE-IMPROVED INTRA-CELLULAR SIGNAL TRANSMISSION |
AU2008326381B2 (en) * | 2007-11-21 | 2014-10-23 | Decode Genetics Ehf | Biaryl PDE4 inhibitors for treating inflammation |
EP2628727A3 (en) | 2007-11-21 | 2013-12-25 | Decode Genetics EHF | Biaryl PDE4 inhibitors for treating pulmonary and cardiovascular disorders |
US8349852B2 (en) | 2009-01-13 | 2013-01-08 | Novartis Ag | Quinazolinone derivatives useful as vanilloid antagonists |
WO2011092293A2 (en) | 2010-02-01 | 2011-08-04 | Novartis Ag | Cyclohexyl amide derivatives as crf receptor antagonists |
AR080055A1 (es) | 2010-02-01 | 2012-03-07 | Novartis Ag | Derivados de pirazolo-[5,1-b]-oxazol como antagonistas de los receptores de crf -1 |
JP5748777B2 (ja) | 2010-02-02 | 2015-07-15 | ノバルティス アーゲー | Crf受容体アンタゴニストとしてのシクロヘキシルアミド誘導体 |
US8546416B2 (en) | 2011-05-27 | 2013-10-01 | Novartis Ag | 3-spirocyclic piperidine derivatives as ghrelin receptor agonists |
AU2013255458A1 (en) | 2012-05-03 | 2014-10-09 | Novartis Ag | L-malate salt of 2, 7 - diaza - spiro [4.5 ] dec- 7 - yle derivatives and crystalline forms thereof as ghrelin receptor agonists |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7459475B2 (en) * | 2003-11-10 | 2008-12-02 | Merck & Co. Inc. | Substituted triazoles as sodium channel blockers |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE19816880A1 (de) * | 1998-04-17 | 1999-10-21 | Boehringer Ingelheim Pharma | Neue Diphenyl-substituierte 5-Ring-Heterocyclen, Verfahren zu ihrer Herstellung sowie deren Verwendung als Arzneimittel |
AR029489A1 (es) * | 2000-03-10 | 2003-07-02 | Euro Celtique Sa | Piridinas, pirimidinas, pirazinas, triazinas sustituidas por arilo, composiciones farmaceuticas y el uso de las mismas para la manufactura de un medicamento |
PL214230B1 (pl) * | 2000-03-24 | 2013-07-31 | Euro Celtique Sa | Podstawione arylem pirazole i triazole, kompozycja farmaceutyczna je zawierajaca oraz ich zastosowanie |
AR037233A1 (es) * | 2001-09-07 | 2004-11-03 | Euro Celtique Sa | Piridinas aril sustituidas, composiciones farmaceuticas y el uso de dichos compuestos para la elaboracion de un medicamento |
AR044503A1 (es) * | 2003-03-18 | 2005-09-14 | Merck & Co Inc | Triazoles sustituidos con biarilo como bloqueantes del canal de sodio |
US20060183897A1 (en) * | 2003-03-18 | 2006-08-17 | Chakravarty Prasun K | Biaryl substituted triazoles as sodium channel blockers |
-
2004
- 2004-11-05 US US10/578,950 patent/US20090074890A1/en not_active Abandoned
- 2004-11-05 AT AT04800897T patent/ATE500234T1/de not_active IP Right Cessation
- 2004-11-05 WO PCT/US2004/037280 patent/WO2005047270A2/en active Application Filing
- 2004-11-05 DE DE602004031667T patent/DE602004031667D1/de active Active
- 2004-11-05 EP EP04800897A patent/EP1694654B1/en active Active
- 2004-11-05 CN CNA2004800329352A patent/CN1922156A/zh active Pending
- 2004-11-05 NZ NZ547044A patent/NZ547044A/en unknown
- 2004-11-05 RU RU2006120426/04A patent/RU2372339C2/ru not_active IP Right Cessation
- 2004-11-05 AU AU2004289694A patent/AU2004289694B2/en not_active Ceased
- 2004-11-05 CA CA002545254A patent/CA2545254A1/en not_active Abandoned
- 2004-11-05 KR KR1020067009120A patent/KR20060123739A/ko not_active Application Discontinuation
- 2004-11-05 BR BRPI0416319-2A patent/BRPI0416319A/pt not_active Application Discontinuation
- 2004-11-05 JP JP2006539729A patent/JP2007510741A/ja not_active Ceased
- 2004-11-10 US US10/985,592 patent/US7459475B2/en active Active
-
2006
- 2006-05-04 IS IS8438A patent/IS8438A/is unknown
- 2006-05-05 ZA ZA200603583A patent/ZA200603583B/xx unknown
- 2006-05-09 IL IL175522A patent/IL175522A0/en unknown
- 2006-06-09 NO NO20062676A patent/NO20062676L/no not_active Application Discontinuation
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7459475B2 (en) * | 2003-11-10 | 2008-12-02 | Merck & Co. Inc. | Substituted triazoles as sodium channel blockers |
Also Published As
Publication number | Publication date |
---|---|
ATE500234T1 (de) | 2011-03-15 |
NO20062676L (no) | 2006-08-10 |
IS8438A (is) | 2006-05-04 |
EP1694654B1 (en) | 2011-03-02 |
EP1694654A2 (en) | 2006-08-30 |
RU2372339C2 (ru) | 2009-11-10 |
DE602004031667D1 (de) | 2011-04-14 |
NZ547044A (en) | 2010-05-28 |
CN1922156A (zh) | 2007-02-28 |
CA2545254A1 (en) | 2005-05-26 |
WO2005047270A3 (en) | 2005-09-22 |
AU2004289694A1 (en) | 2005-05-26 |
JP2007510741A (ja) | 2007-04-26 |
US7459475B2 (en) | 2008-12-02 |
WO2005047270A2 (en) | 2005-05-26 |
IL175522A0 (en) | 2006-09-05 |
AU2004289694B2 (en) | 2010-05-13 |
KR20060123739A (ko) | 2006-12-04 |
US20060020006A1 (en) | 2006-01-26 |
BRPI0416319A (pt) | 2007-01-09 |
RU2006120426A (ru) | 2007-12-27 |
ZA200603583B (en) | 2007-08-29 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US7572822B2 (en) | Biaryl substituted triazoles as sodium channel blockers | |
US7589116B2 (en) | Biaryl substituted pyrazoles as sodium channel blockers | |
US20060293339A1 (en) | Biaryl substituted 6-membered heterocycles as sodium channel blockers | |
US7459475B2 (en) | Substituted triazoles as sodium channel blockers | |
US20070060584A1 (en) | Biaryl substituted thiazoles, oxazoles and imidazoles as sodium channel blockers | |
US20080280873A1 (en) | Biaryl Substituted Pyrazinones as Sodium Channel Blockers | |
US7348348B2 (en) | Aryl-link-aryl substituted thiazolidine-dione and oxazolidine-dione as sodium channel blockers | |
JP2008533193A (ja) | オキシトシン拮抗薬としての置換トリアゾール誘導体 | |
JP2007505888A (ja) | オキシトシン拮抗薬としての置換トリアゾール誘導体 | |
US7875615B2 (en) | Substituted triazole derivatives as oxytocin antagonists | |
US20060183897A1 (en) | Biaryl substituted triazoles as sodium channel blockers | |
US20240018121A1 (en) | Novel heteroaromatic compounds exhibiting antifungal activity and their method of use | |
MXPA06005298A (en) | Substituted triazoles as sodium channel blockers | |
JPH07228574A (ja) | 光学活性アゾール誘導体、その製造方法及び用途 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
AS | Assignment |
Owner name: MERCK & CO., INC., NEW JERSEY Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:PARK, MIN K.;CHAKRAVARTY, PRASUN K.;GONZALEZ, EDWARD;AND OTHERS;REEL/FRAME:023473/0272 Effective date: 20050304 Owner name: MERCK & CO., INC., NEW JERSEY Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNOR:FISHER, MICHAEL H.;REEL/FRAME:023473/0322 Effective date: 20050915 |
|
AS | Assignment |
Owner name: MERCK SHARP & DOHME CORP., NEW JERSEY Free format text: CHANGE OF NAME;ASSIGNOR:MERCK & CO., INC.;REEL/FRAME:023834/0029 Effective date: 20091102 Owner name: MERCK SHARP & DOHME CORP.,NEW JERSEY Free format text: CHANGE OF NAME;ASSIGNOR:MERCK & CO., INC.;REEL/FRAME:023834/0029 Effective date: 20091102 |
|
STCB | Information on status: application discontinuation |
Free format text: ABANDONED -- FAILURE TO RESPOND TO AN OFFICE ACTION |