JP6995109B2 - ジメトキシフェニル置換インドール化合物 - Google Patents
ジメトキシフェニル置換インドール化合物 Download PDFInfo
- Publication number
- JP6995109B2 JP6995109B2 JP2019504954A JP2019504954A JP6995109B2 JP 6995109 B2 JP6995109 B2 JP 6995109B2 JP 2019504954 A JP2019504954 A JP 2019504954A JP 2019504954 A JP2019504954 A JP 2019504954A JP 6995109 B2 JP6995109 B2 JP 6995109B2
- Authority
- JP
- Japan
- Prior art keywords
- dimethoxyphenyl
- indole
- piperidine
- methyl
- 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.)
- Active
Links
- 0 COc(ccc(-c1c(*)c(cc(C2CCN(*)CC2)cc2)c2[n]1)c1)c1OC Chemical compound COc(ccc(-c1c(*)c(cc(C2CCN(*)CC2)cc2)c2[n]1)c1)c1OC 0.000 description 8
- LIPQYTWNXMWEQK-UHFFFAOYSA-N CCc1c(-c(cc2OC)ccc2OC)[nH]c2ccc(C3CCNCC3)cc12 Chemical compound CCc1c(-c(cc2OC)ccc2OC)[nH]c2ccc(C3CCNCC3)cc12 LIPQYTWNXMWEQK-UHFFFAOYSA-N 0.000 description 2
- ANVAJQXKXZRAEG-UHFFFAOYSA-N Brc1ccc2[nH]cc(CC3CC3)c2c1 Chemical compound Brc1ccc2[nH]cc(CC3CC3)c2c1 ANVAJQXKXZRAEG-UHFFFAOYSA-N 0.000 description 1
- LJSRDWARTMHZMG-UHFFFAOYSA-N CC(C)(C)OC(N(CC1)CC=C1c1ccc2[nH]c(-c(cc3)cc(OC)c3OC)c(CC(F)(F)F)c2c1)=O Chemical compound CC(C)(C)OC(N(CC1)CC=C1c1ccc2[nH]c(-c(cc3)cc(OC)c3OC)c(CC(F)(F)F)c2c1)=O LJSRDWARTMHZMG-UHFFFAOYSA-N 0.000 description 1
- YFHXFDMLDGEZAI-UHFFFAOYSA-N CC(C)(C)OC(N(CC1)CC=C1c1ccc2[nH]ccc2c1)=O Chemical compound CC(C)(C)OC(N(CC1)CC=C1c1ccc2[nH]ccc2c1)=O YFHXFDMLDGEZAI-UHFFFAOYSA-N 0.000 description 1
- BSAZKSWOBWDHJL-UHFFFAOYSA-N CC(C)(C)OC(N(CC1)CCC1c(cc12)ccc1[nH]cc2C#N)=O Chemical compound CC(C)(C)OC(N(CC1)CCC1c(cc12)ccc1[nH]cc2C#N)=O BSAZKSWOBWDHJL-UHFFFAOYSA-N 0.000 description 1
- YEGNUANDXNWTIQ-UHFFFAOYSA-N CC(C)(C)OC(N(CC1)CCC1c(cc12)ccc1[nH]cc2Cl)=O Chemical compound CC(C)(C)OC(N(CC1)CCC1c(cc12)ccc1[nH]cc2Cl)=O YEGNUANDXNWTIQ-UHFFFAOYSA-N 0.000 description 1
- RRQDVCLIKNXOBZ-UHFFFAOYSA-N CC(C)(C)OC(N(CC1)CCC1c1ccc2[nH]c(-c(cc3)cc(OC)c3OC)c(C)c2c1)=O Chemical compound CC(C)(C)OC(N(CC1)CCC1c1ccc2[nH]c(-c(cc3)cc(OC)c3OC)c(C)c2c1)=O RRQDVCLIKNXOBZ-UHFFFAOYSA-N 0.000 description 1
- FXMDUPPXEIKYNF-UHFFFAOYSA-N CC(C)(C)OC(N(CC1)CCC1c1ccc2[nH]c(Br)c(C3CCOCC3)c2c1)=O Chemical compound CC(C)(C)OC(N(CC1)CCC1c1ccc2[nH]c(Br)c(C3CCOCC3)c2c1)=O FXMDUPPXEIKYNF-UHFFFAOYSA-N 0.000 description 1
- UIVPAUSUCXIFKA-UHFFFAOYSA-N CC(C)(C)OC(NCCN(CC1)CCC1c1ccc2[nH]c(-c(cc3)cc(OC)c3OC)c(C)c2c1)=O Chemical compound CC(C)(C)OC(NCCN(CC1)CCC1c1ccc2[nH]c(-c(cc3)cc(OC)c3OC)c(C)c2c1)=O UIVPAUSUCXIFKA-UHFFFAOYSA-N 0.000 description 1
- NLSUBWYRCDBYKK-UHFFFAOYSA-N CC(C)Cc(c1c2)c[nH]c1ccc2Br Chemical compound CC(C)Cc(c1c2)c[nH]c1ccc2Br NLSUBWYRCDBYKK-UHFFFAOYSA-N 0.000 description 1
- NICNVXIJZQJKQE-UHFFFAOYSA-N CC(C)Cc(c1c2)c[nH]c1ccc2C(CC1)=CCN1C(OC(C)(C)C)=O Chemical compound CC(C)Cc(c1c2)c[nH]c1ccc2C(CC1)=CCN1C(OC(C)(C)C)=O NICNVXIJZQJKQE-UHFFFAOYSA-N 0.000 description 1
- QGYGOAPWTDZPMT-UHFFFAOYSA-N CC(C)Cc1c(-c(cc2)cc(OC)c2OC)[nH]c2ccc(C3CCNCC3)cc12 Chemical compound CC(C)Cc1c(-c(cc2)cc(OC)c2OC)[nH]c2ccc(C3CCNCC3)cc12 QGYGOAPWTDZPMT-UHFFFAOYSA-N 0.000 description 1
- CPGHUEFRYCQXED-UHFFFAOYSA-N CC(C)Cc1c[nH]c2ccc(C(CC3)CCN3C(OC(C)(C)C)=O)cc12 Chemical compound CC(C)Cc1c[nH]c2ccc(C(CC3)CCN3C(OC(C)(C)C)=O)cc12 CPGHUEFRYCQXED-UHFFFAOYSA-N 0.000 description 1
- SFGJEGHXYCTBBG-UHFFFAOYSA-N CC(C)N(CC1)CCC1N(CC1)CCC1c1ccc2[nH]c(-c(cc3)cc(OC)c3OC)c(CC(F)(F)F)c2c1 Chemical compound CC(C)N(CC1)CCC1N(CC1)CCC1c1ccc2[nH]c(-c(cc3)cc(OC)c3OC)c(CC(F)(F)F)c2c1 SFGJEGHXYCTBBG-UHFFFAOYSA-N 0.000 description 1
- CRQREFWHFZFEQV-UHFFFAOYSA-N CC(C)c(c(c([nH]1)c2)cc(C(CC3)CCN3C(OC(C)(C)C)=O)c2F)c1Br Chemical compound CC(C)c(c(c([nH]1)c2)cc(C(CC3)CCN3C(OC(C)(C)C)=O)c2F)c1Br CRQREFWHFZFEQV-UHFFFAOYSA-N 0.000 description 1
- OSQGGCXGZHPMHC-UHFFFAOYSA-N CC(C)c(c1c2)c(-c(cc3)cc(OC)c3OC)[nH]c1ccc2C(CC1)=CCN1C(CCl)=O Chemical compound CC(C)c(c1c2)c(-c(cc3)cc(OC)c3OC)[nH]c1ccc2C(CC1)=CCN1C(CCl)=O OSQGGCXGZHPMHC-UHFFFAOYSA-N 0.000 description 1
- NOCRYZJKMDWDKS-UHFFFAOYSA-N CC(C)c(c1c2)c(-c(cc3)cc(OC)c3OC)[nH]c1ccc2C(CC1)=CCN1C(CN(C)CCC(O)=O)=O Chemical compound CC(C)c(c1c2)c(-c(cc3)cc(OC)c3OC)[nH]c1ccc2C(CC1)=CCN1C(CN(C)CCC(O)=O)=O NOCRYZJKMDWDKS-UHFFFAOYSA-N 0.000 description 1
- XXQJBDXUUAJKDB-UHFFFAOYSA-N CC(C)c(c1c2)c(-c(cc3)cc(OC)c3OC)[nH]c1ccc2C(CC1)=CCN1C(OC(C)(C)C)=O Chemical compound CC(C)c(c1c2)c(-c(cc3)cc(OC)c3OC)[nH]c1ccc2C(CC1)=CCN1C(OC(C)(C)C)=O XXQJBDXUUAJKDB-UHFFFAOYSA-N 0.000 description 1
- UBNHHQFVVYAVES-UHFFFAOYSA-N CC(C)c(c1c2)c[nH]c1cc(F)c2Cl Chemical compound CC(C)c(c1c2)c[nH]c1cc(F)c2Cl UBNHHQFVVYAVES-UHFFFAOYSA-N 0.000 description 1
- FBNRLQRIMLEPOY-UHFFFAOYSA-N CC(C)c(c1c2)c[nH]c1ccc2Br Chemical compound CC(C)c(c1c2)c[nH]c1ccc2Br FBNRLQRIMLEPOY-UHFFFAOYSA-N 0.000 description 1
- YRHLNCNBWPTVPJ-UHFFFAOYSA-N CC(C)c(c1cc(C(CC2)CCN2C(OC(C)(C)C)=O)ccc1[nH]1)c1Br Chemical compound CC(C)c(c1cc(C(CC2)CCN2C(OC(C)(C)C)=O)ccc1[nH]1)c1Br YRHLNCNBWPTVPJ-UHFFFAOYSA-N 0.000 description 1
- XRFUOINXFFDONJ-UHFFFAOYSA-N CC(C)c(c1cc(Cl)c(C)cc1[nH]1)c1Br Chemical compound CC(C)c(c1cc(Cl)c(C)cc1[nH]1)c1Br XRFUOINXFFDONJ-UHFFFAOYSA-N 0.000 description 1
- HOMBVLAMZZCYKP-DEOSSOPVSA-N CC(C)c1c(-c(cc2)cc(OC)c2OC)[nH]c2ccc(C(CC3)CCN3C(CN(CCC3)C[C@H]3C(O)=O)=O)cc12 Chemical compound CC(C)c1c(-c(cc2)cc(OC)c2OC)[nH]c2ccc(C(CC3)CCN3C(CN(CCC3)C[C@H]3C(O)=O)=O)cc12 HOMBVLAMZZCYKP-DEOSSOPVSA-N 0.000 description 1
- UGCAWCDJDCFLHU-UHFFFAOYSA-N CC(C)c1c(-c(cc2)cc(OC)c2OC)[nH]c2ccc(C(CC3)CCN3C(CN)=O)cc12 Chemical compound CC(C)c1c(-c(cc2)cc(OC)c2OC)[nH]c2ccc(C(CC3)CCN3C(CN)=O)cc12 UGCAWCDJDCFLHU-UHFFFAOYSA-N 0.000 description 1
- DXXLLKADETWLAS-UHFFFAOYSA-N CC(C)c1c(-c(cc2)cc(OC)c2OC)[nH]c2ccc(C(CC3)CCN3C(CNC(CCCC#C)=O)=O)cc12 Chemical compound CC(C)c1c(-c(cc2)cc(OC)c2OC)[nH]c2ccc(C(CC3)CCN3C(CNC(CCCC#C)=O)=O)cc12 DXXLLKADETWLAS-UHFFFAOYSA-N 0.000 description 1
- QBLIYUFVWTYYHZ-UHFFFAOYSA-N CC(C)c1c(-c(cc2)cc(OC)c2OC)[nH]c2ccc(C(CC3)CCN3C(CO)=O)cc12 Chemical compound CC(C)c1c(-c(cc2)cc(OC)c2OC)[nH]c2ccc(C(CC3)CCN3C(CO)=O)cc12 QBLIYUFVWTYYHZ-UHFFFAOYSA-N 0.000 description 1
- SUIYFKHKDUMGDR-UHFFFAOYSA-N CC(C)c1c(-c(cc2)cc(OC)c2OC)[nH]c2ccc(C(CC3)CCN3C(COC(C)C)=O)cc12 Chemical compound CC(C)c1c(-c(cc2)cc(OC)c2OC)[nH]c2ccc(C(CC3)CCN3C(COC(C)C)=O)cc12 SUIYFKHKDUMGDR-UHFFFAOYSA-N 0.000 description 1
- RGTAEZJOFSTQKW-UHFFFAOYSA-N CC(C)c1c(-c(cc2)cc(OC)c2OC)[nH]c2ccc(C3CCN(CC(O)=O)CC3)cc12 Chemical compound CC(C)c1c(-c(cc2)cc(OC)c2OC)[nH]c2ccc(C3CCN(CC(O)=O)CC3)cc12 RGTAEZJOFSTQKW-UHFFFAOYSA-N 0.000 description 1
- QJRGCCFRZAEAFG-UHFFFAOYSA-N CC(C)c1c(-c(cc2)cc(OC)c2OC)[nH]c2ccc(C3CCN(CCN)CC3)cc12 Chemical compound CC(C)c1c(-c(cc2)cc(OC)c2OC)[nH]c2ccc(C3CCN(CCN)CC3)cc12 QJRGCCFRZAEAFG-UHFFFAOYSA-N 0.000 description 1
- UKYUETHIPBXYBQ-UHFFFAOYSA-N CC(C)c1c(-c(cc2)cc(OC)c2OC)[nH]c2ccc(C3CCN(CCNC)CC3)cc12 Chemical compound CC(C)c1c(-c(cc2)cc(OC)c2OC)[nH]c2ccc(C3CCN(CCNC)CC3)cc12 UKYUETHIPBXYBQ-UHFFFAOYSA-N 0.000 description 1
- XIEJMVOVVVTNPT-UHFFFAOYSA-N CC(C)c1c(-c(cc2)cc(OC)c2OC)[n](C(OC(C)(C)C)=O)c2ccc(C(CCN(C3)C(OC(C)(C)C)=O)C3F)cc12 Chemical compound CC(C)c1c(-c(cc2)cc(OC)c2OC)[n](C(OC(C)(C)C)=O)c2ccc(C(CCN(C3)C(OC(C)(C)C)=O)C3F)cc12 XIEJMVOVVVTNPT-UHFFFAOYSA-N 0.000 description 1
- ZSHZBZHABRKMIK-UHFFFAOYSA-N CC(C)c1c(-c(cc2OC)ccc2OC)[nH]c2cc(C)c(C(CC3)CCN3C(CC3)CCN3C(C)Cl)cc12 Chemical compound CC(C)c1c(-c(cc2OC)ccc2OC)[nH]c2cc(C)c(C(CC3)CCN3C(CC3)CCN3C(C)Cl)cc12 ZSHZBZHABRKMIK-UHFFFAOYSA-N 0.000 description 1
- IAPXWLOHSOYHTI-PMERELPUSA-N CC(C)c1c(-c(cc2OC)ccc2OC)[nH]c2ccc(C(CC3)CCN3C(CN(CCC3)C[C@H]3C(N(CC3)CCN3C(C)=O)=O)=O)cc12 Chemical compound CC(C)c1c(-c(cc2OC)ccc2OC)[nH]c2ccc(C(CC3)CCN3C(CN(CCC3)C[C@H]3C(N(CC3)CCN3C(C)=O)=O)=O)cc12 IAPXWLOHSOYHTI-PMERELPUSA-N 0.000 description 1
- KZYILSYZFIDVLR-UHFFFAOYSA-N CC(C)c1c(-c(cc2OC)ccc2OC)[n](C(OC(C)(C)C)=O)c2ccc(C(CCN(C3)C(OC(C)(C)C)=O)C3O)cc12 Chemical compound CC(C)c1c(-c(cc2OC)ccc2OC)[n](C(OC(C)(C)C)=O)c2ccc(C(CCN(C3)C(OC(C)(C)C)=O)C3O)cc12 KZYILSYZFIDVLR-UHFFFAOYSA-N 0.000 description 1
- YBOTXYRRIMKPMU-UHFFFAOYSA-N CC(C)c1c[nH]c2cc(C)ccc12 Chemical compound CC(C)c1c[nH]c2cc(C)ccc12 YBOTXYRRIMKPMU-UHFFFAOYSA-N 0.000 description 1
- PMSYLMAMELIHCX-UHFFFAOYSA-N CC(C)c1c[nH]c2cc(F)c(C(CC3)CCN3C(OC(C)(C)C)=O)cc12 Chemical compound CC(C)c1c[nH]c2cc(F)c(C(CC3)CCN3C(OC(C)(C)C)=O)cc12 PMSYLMAMELIHCX-UHFFFAOYSA-N 0.000 description 1
- PEKFINRVJQMWKI-UHFFFAOYSA-N CCCc(c1c2)c[nH]c1ccc2Br Chemical compound CCCc(c1c2)c[nH]c1ccc2Br PEKFINRVJQMWKI-UHFFFAOYSA-N 0.000 description 1
- OUUKYJDNAWWQTC-UHFFFAOYSA-N CCN(CC)C(CCN(C)CC(N(CC1)CCC1c1ccc2[nH]c(-c(cc3)cc(OC)c3OC)c(C(C)C)c2c1)=O)=O Chemical compound CCN(CC)C(CCN(C)CC(N(CC1)CCC1c1ccc2[nH]c(-c(cc3)cc(OC)c3OC)c(C(C)C)c2c1)=O)=O OUUKYJDNAWWQTC-UHFFFAOYSA-N 0.000 description 1
- SUEUGRQFPXAGGF-UHFFFAOYSA-N CCOC(CN(CC1)CCC1c1ccc2[nH]c(-c(cc3OC)ccc3OC)c(C(C)C)c2c1)=O Chemical compound CCOC(CN(CC1)CCC1c1ccc2[nH]c(-c(cc3OC)ccc3OC)c(C(C)C)c2c1)=O SUEUGRQFPXAGGF-UHFFFAOYSA-N 0.000 description 1
- SAGCWCHEDRKMOL-UHFFFAOYSA-N CCc(c(c([nH]1)c2)cc(Br)c2OC)c1Br Chemical compound CCc(c(c([nH]1)c2)cc(Br)c2OC)c1Br SAGCWCHEDRKMOL-UHFFFAOYSA-N 0.000 description 1
- KPDGVWHOBRMNJM-UHFFFAOYSA-N CCc(c1cc(C(CC2)CCN2C(OC(C)(C)C)=O)ccc1[nH]1)c1Br Chemical compound CCc(c1cc(C(CC2)CCN2C(OC(C)(C)C)=O)ccc1[nH]1)c1Br KPDGVWHOBRMNJM-UHFFFAOYSA-N 0.000 description 1
- WWBJPLJNXTYVIE-UHFFFAOYSA-N CCc1c(-c(cc2)cc(OC)c2OC)[nH]c2ccc(C(CC3)CCN3C(C3CNCCC3)=O)cc12 Chemical compound CCc1c(-c(cc2)cc(OC)c2OC)[nH]c2ccc(C(CC3)CCN3C(C3CNCCC3)=O)cc12 WWBJPLJNXTYVIE-UHFFFAOYSA-N 0.000 description 1
- JKOVZZPEDUESEM-UHFFFAOYSA-N CCc1c(-c(cc2OC)ccc2OC)[nH]c2c1cc(C(CC1)CCN1C(CC1)CCN1C(C)C)c(OC)c2 Chemical compound CCc1c(-c(cc2OC)ccc2OC)[nH]c2c1cc(C(CC1)CCN1C(CC1)CCN1C(C)C)c(OC)c2 JKOVZZPEDUESEM-UHFFFAOYSA-N 0.000 description 1
- SKJWDLBPFUSZAD-UHFFFAOYSA-N CCc1c(-c(cc2OC)ccc2OC)[nH]c2c1cc(C(CC1)CCN1C(CN(CCC1)CC1C(N(CC)CC)=O)=O)cc2 Chemical compound CCc1c(-c(cc2OC)ccc2OC)[nH]c2c1cc(C(CC1)CCN1C(CN(CCC1)CC1C(N(CC)CC)=O)=O)cc2 SKJWDLBPFUSZAD-UHFFFAOYSA-N 0.000 description 1
- TYJCEIPNNXZGMQ-UHFFFAOYSA-N CCc1c(-c(cc2OC)ccc2OC)[nH]c2c1cc(C(CC1)CCN1C(CNCC(C)O)=O)cc2 Chemical compound CCc1c(-c(cc2OC)ccc2OC)[nH]c2c1cc(C(CC1)CCN1C(CNCC(C)O)=O)cc2 TYJCEIPNNXZGMQ-UHFFFAOYSA-N 0.000 description 1
- AZVLYLMWXFUONO-UHFFFAOYSA-N CCc1c(-c(cc2OC)ccc2OC)[nH]c2c1cc(C(CC1)CCN1C(CNc1ncc[s]1)=O)cc2 Chemical compound CCc1c(-c(cc2OC)ccc2OC)[nH]c2c1cc(C(CC1)CCN1C(CNc1ncc[s]1)=O)cc2 AZVLYLMWXFUONO-UHFFFAOYSA-N 0.000 description 1
- SZCPYGQKUDVBQY-UHFFFAOYSA-N CCc1c(-c(cc2OC)ccc2OC)[nH]c2c1cc(C(CC1)CCN1C(OC(C)(C)C)=O)c(OC)c2 Chemical compound CCc1c(-c(cc2OC)ccc2OC)[nH]c2c1cc(C(CC1)CCN1C(OC(C)(C)C)=O)c(OC)c2 SZCPYGQKUDVBQY-UHFFFAOYSA-N 0.000 description 1
- SYQLALCFVRCTDU-UHFFFAOYSA-N CCc1c(-c(cc2OC)ccc2OC)[nH]c2c1cc(C1CCN(CCNC)CC1)c(C)c2 Chemical compound CCc1c(-c(cc2OC)ccc2OC)[nH]c2c1cc(C1CCN(CCNC)CC1)c(C)c2 SYQLALCFVRCTDU-UHFFFAOYSA-N 0.000 description 1
- PKYFJFXBQWQBFJ-UHFFFAOYSA-N CCc1c(-c(cc2OC)ccc2OC)[nH]c2c1cc(C1CCN(CCNC)CC1)cc2 Chemical compound CCc1c(-c(cc2OC)ccc2OC)[nH]c2c1cc(C1CCN(CCNC)CC1)cc2 PKYFJFXBQWQBFJ-UHFFFAOYSA-N 0.000 description 1
- BKQBJBXHMXNYNQ-UHFFFAOYSA-N CCc1c(-c(cc2OC)ccc2OC)[nH]c2c1cc(C1CCN(CCNC)CC1)cc2F Chemical compound CCc1c(-c(cc2OC)ccc2OC)[nH]c2c1cc(C1CCN(CCNC)CC1)cc2F BKQBJBXHMXNYNQ-UHFFFAOYSA-N 0.000 description 1
- GEGKRPJWLCIYOZ-UHFFFAOYSA-N CCc1c(-c(cc2OC)ccc2OC)[nH]c2c1cc(C1CCNCC1)cc2F Chemical compound CCc1c(-c(cc2OC)ccc2OC)[nH]c2c1cc(C1CCNCC1)cc2F GEGKRPJWLCIYOZ-UHFFFAOYSA-N 0.000 description 1
- LKEKMJLZVYHFEP-UHFFFAOYSA-N CCc1c(-c(cc2OC)ccc2OC)[nH]c2ccc(C(CC3)CCN3C(OC(C)(C)C)=O)cc12 Chemical compound CCc1c(-c(cc2OC)ccc2OC)[nH]c2ccc(C(CC3)CCN3C(OC(C)(C)C)=O)cc12 LKEKMJLZVYHFEP-UHFFFAOYSA-N 0.000 description 1
- XCSGBDYMGTVDFQ-UHFFFAOYSA-N CCc1c(-c(cc2OC)ccc2OC)[nH]c2ccc(C(CC3)CCN3C3CCN(CC(C)C)CC3)cc12 Chemical compound CCc1c(-c(cc2OC)ccc2OC)[nH]c2ccc(C(CC3)CCN3C3CCN(CC(C)C)CC3)cc12 XCSGBDYMGTVDFQ-UHFFFAOYSA-N 0.000 description 1
- PGLFOXXIMQCXHJ-UHFFFAOYSA-N CCc1c[nH]c2c1cc(C(CC1)CCN1C(OC(C)(C)C)=O)cc2F Chemical compound CCc1c[nH]c2c1cc(C(CC1)CCN1C(OC(C)(C)C)=O)cc2F PGLFOXXIMQCXHJ-UHFFFAOYSA-N 0.000 description 1
- FMEQUNPYQVNLTI-UHFFFAOYSA-N CN(CC1)CCC1c1ccc2[nH]c(-c(cc3)cc(OC)c3OC)c(CC(F)(F)F)c2c1 Chemical compound CN(CC1)CCC1c1ccc2[nH]c(-c(cc3)cc(OC)c3OC)c(CC(F)(F)F)c2c1 FMEQUNPYQVNLTI-UHFFFAOYSA-N 0.000 description 1
- YHOITXUXJFIVDS-UHFFFAOYSA-N COc(ccc(-c1c(C2CCOCC2)c2cc(C3CCNCC3)ccc2[nH]1)c1)c1OC Chemical compound COc(ccc(-c1c(C2CCOCC2)c2cc(C3CCNCC3)ccc2[nH]1)c1)c1OC YHOITXUXJFIVDS-UHFFFAOYSA-N 0.000 description 1
- IHFREMAMHGTCDK-UHFFFAOYSA-N COc(ccc(-c1c(CC(F)(F)F)c2cc(C(CC3)CCN3C(CCN3CCCCC3)=O)ccc2[nH]1)c1)c1OC Chemical compound COc(ccc(-c1c(CC(F)(F)F)c2cc(C(CC3)CCN3C(CCN3CCCCC3)=O)ccc2[nH]1)c1)c1OC IHFREMAMHGTCDK-UHFFFAOYSA-N 0.000 description 1
- PRNBGLGJMXQBRX-UHFFFAOYSA-N Cc1c(-c(cc2)cc(OC)c2OC)[nH]c2ccc(C(CC3)CCN3C(CCl)=O)cc12 Chemical compound Cc1c(-c(cc2)cc(OC)c2OC)[nH]c2ccc(C(CC3)CCN3C(CCl)=O)cc12 PRNBGLGJMXQBRX-UHFFFAOYSA-N 0.000 description 1
- RSVALVPTWFEJDE-UHFFFAOYSA-N Cc1c(-c(cc2)cc(OC)c2OC)[nH]c2ccc(C(CC3)CCN3C3CCNCC3)cc12 Chemical compound Cc1c(-c(cc2)cc(OC)c2OC)[nH]c2ccc(C(CC3)CCN3C3CCNCC3)cc12 RSVALVPTWFEJDE-UHFFFAOYSA-N 0.000 description 1
- BURIGXCCUMGPAA-UHFFFAOYSA-N Cc1c(-c(cc2)cc(OC)c2OC)[n](C)c2ccc(C3CCN(CCNC)CC3)cc12 Chemical compound Cc1c(-c(cc2)cc(OC)c2OC)[n](C)c2ccc(C3CCN(CCNC)CC3)cc12 BURIGXCCUMGPAA-UHFFFAOYSA-N 0.000 description 1
- REQGRJQLONTTLF-UHFFFAOYSA-N Cc1c[nH]c2cc(C)ccc12 Chemical compound Cc1c[nH]c2cc(C)ccc12 REQGRJQLONTTLF-UHFFFAOYSA-N 0.000 description 1
- AOQZVXZZKVYVEI-UHFFFAOYSA-N OC(C(F)(F)F)c(c1c2)c[nH]c1ccc2Br Chemical compound OC(C(F)(F)F)c(c1c2)c[nH]c1ccc2Br AOQZVXZZKVYVEI-UHFFFAOYSA-N 0.000 description 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
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- 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
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
- A61K31/403—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil condensed with carbocyclic rings, e.g. carbazole
- A61K31/404—Indoles, e.g. pindolol
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/445—Non condensed piperidines, e.g. piperocaine
- A61K31/4523—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems
- A61K31/454—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. pimozide, domperidone
-
- 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
- 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
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
-
- 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
- A61P37/02—Immunomodulators
- A61P37/06—Immunosuppressants, e.g. drugs for graft rejection
-
- 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
-
- 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
- C07D401/14—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 three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D451/00—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof
- C07D451/02—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing not further condensed 8-azabicyclo [3.2.1] octane or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane; Cyclic acetals thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Immunology (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Epidemiology (AREA)
- Rheumatology (AREA)
- Pain & Pain Management (AREA)
- Transplantation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IN11026137 | 2016-07-30 | ||
| IN201611026137 | 2016-07-30 | ||
| PCT/US2017/044091 WO2018026620A1 (en) | 2016-07-30 | 2017-07-27 | Dimethoxyphenyl substituted indole compounds as tlr7, tlr8 or tlr9 inhibitors |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2019525941A JP2019525941A (ja) | 2019-09-12 |
| JP2019525941A5 JP2019525941A5 (enExample) | 2020-08-20 |
| JP6995109B2 true JP6995109B2 (ja) | 2022-01-14 |
Family
ID=61073069
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2019504954A Active JP6995109B2 (ja) | 2016-07-30 | 2017-07-27 | ジメトキシフェニル置換インドール化合物 |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US11180474B2 (enExample) |
| EP (1) | EP3490983B1 (enExample) |
| JP (1) | JP6995109B2 (enExample) |
| KR (1) | KR102506321B1 (enExample) |
| CN (1) | CN109715617B (enExample) |
| AU (1) | AU2017307208B2 (enExample) |
| BR (1) | BR112019001270A2 (enExample) |
| CA (1) | CA3031675A1 (enExample) |
| EA (1) | EA038972B1 (enExample) |
| ES (1) | ES2863474T3 (enExample) |
| IL (1) | IL264462B (enExample) |
| MX (1) | MX391344B (enExample) |
| SG (1) | SG11201900619XA (enExample) |
| WO (1) | WO2018026620A1 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2021506889A (ja) * | 2017-12-19 | 2021-02-22 | ブリストル−マイヤーズ スクイブ カンパニーBristol−Myers Squibb Company | Tlr阻害剤として有効な置換されたインドール化合物 |
Families Citing this family (69)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10071079B2 (en) | 2016-06-29 | 2018-09-11 | Bristol-Myers Squibb Company | [1,2,4]triazolo[1,5-a]pyridinyl substituted indole compounds |
| CA3031675A1 (en) | 2016-07-30 | 2018-02-08 | Bristol-Myers Squibb Company | Dimethoxyphenyl substituted indole compounds as tlr7, tlr8 or tlr9 inhibitors |
| WO2018049089A1 (en) | 2016-09-09 | 2018-03-15 | Bristol-Myers Squibb Company | Pyridyl substituted indole compounds |
| CN117402852A (zh) | 2016-10-14 | 2024-01-16 | 精密生物科学公司 | 对乙肝病毒基因组中的识别序列特异性的工程化大范围核酸酶 |
| KR102651947B1 (ko) | 2017-08-04 | 2024-03-26 | 브리스톨-마이어스 스큅 컴퍼니 | Tlr7/8/9의 억제제로서 유용한 치환된 인돌 화합물 |
| CN110997670B (zh) | 2017-08-04 | 2022-11-01 | 百时美施贵宝公司 | [1,2,4]三唑并[4,3-a]吡啶基取代的吲哚化合物 |
| KR102849449B1 (ko) | 2017-11-14 | 2025-08-21 | 브리스톨-마이어스 스큅 컴퍼니 | 치환된 인돌 화합물 |
| US20200157088A1 (en) * | 2017-12-01 | 2020-05-21 | Taiwanj Pharmaceuticals Co., Ltd. | Benzene fused heterocyclic compound and use thereof |
| CA3085333A1 (en) | 2017-12-15 | 2019-06-20 | Bristol-Myers Squibb Company | Substituted indole ether compounds |
| TWI689510B (zh) | 2017-12-18 | 2020-04-01 | 美商必治妥美雅史谷比公司 | 4-氮雜吲哚化合物 |
| JP7313354B2 (ja) | 2017-12-19 | 2023-07-24 | ブリストル-マイヤーズ スクイブ カンパニー | Tlr阻害剤として有用なアミド置換されたインドール化合物 |
| ES2977657T3 (es) * | 2017-12-19 | 2024-08-28 | Bristol Myers Squibb Co | Compuestos de 6-azaindol |
| ES2904773T3 (es) | 2017-12-20 | 2022-04-06 | Bristol Myers Squibb Co | Compuestos de diazaindol |
| MX2020005513A (es) | 2017-12-20 | 2020-09-03 | Bristol Myers Squibb Co | Compuestos de amino indol utiles como inhibidores de receptores tipo toll (tlr). |
| AU2018392213B2 (en) | 2017-12-20 | 2021-03-04 | Institute Of Organic Chemistry And Biochemistry Ascr, V.V.I. | 3'3' cyclic dinucleotides with phosphonate bond activating the STING adaptor protein |
| CN111511754B (zh) | 2017-12-20 | 2023-09-12 | 捷克共和国有机化学与生物化学研究所 | 活化sting转接蛋白的具有膦酸酯键的2’3’环状二核苷酸 |
| CN111491918B (zh) | 2017-12-20 | 2023-10-24 | 百时美施贵宝公司 | 芳基和杂芳基取代的吲哚化合物 |
| JP7328977B2 (ja) | 2018-02-12 | 2023-08-17 | エフ. ホフマン-ラ ロシュ アーゲー | ウイルス感染の処置および予防のための新規のスルホン化合物および誘導体 |
| ES2962605T3 (es) | 2018-02-26 | 2024-03-20 | Gilead Sciences Inc | Compuestos de pirrolizina sustituidos como inhibidores de la replicación del VHB |
| WO2019195181A1 (en) | 2018-04-05 | 2019-10-10 | Gilead Sciences, Inc. | Antibodies and fragments thereof that bind hepatitis b virus protein x |
| TWI833744B (zh) | 2018-04-06 | 2024-03-01 | 捷克科學院有機化學與生物化學研究所 | 3'3'-環二核苷酸 |
| TW202005654A (zh) | 2018-04-06 | 2020-02-01 | 捷克科學院有機化學與生物化學研究所 | 2,2,─環二核苷酸 |
| TWI818007B (zh) | 2018-04-06 | 2023-10-11 | 捷克科學院有機化學與生物化學研究所 | 2'3'-環二核苷酸 |
| US11142750B2 (en) | 2018-04-12 | 2021-10-12 | Precision Biosciences, Inc. | Optimized engineered meganucleases having specificity for a recognition sequence in the Hepatitis B virus genome |
| TW202014193A (zh) | 2018-05-03 | 2020-04-16 | 捷克科學院有機化學與生物化學研究所 | 包含碳環核苷酸之2’3’-環二核苷酸 |
| US12157746B2 (en) | 2018-06-05 | 2024-12-03 | Hoffmann-La Roche Inc. | Tetrahydro-1H-pyrazino[2,1-a]isoindolylquinoline compounds for the treatment of autoimmune disease |
| JP7434186B2 (ja) | 2018-06-12 | 2024-02-20 | エフ. ホフマン-ラ ロシュ アーゲー | 自己免疫疾患の処置のための新規のヘテロアリールヘテロシクリル化合物 |
| EP3826724B1 (en) | 2018-07-23 | 2022-10-05 | F. Hoffmann-La Roche AG | Novel piperazine compounds for the treatment of autoimmune disease |
| WO2020028097A1 (en) | 2018-08-01 | 2020-02-06 | Gilead Sciences, Inc. | Solid forms of (r)-11-(methoxymethyl)-12-(3-methoxypropoxy)-3,3-dimethyl-8-0x0-2,3,8,13b-tetrahydro-1h-pyrido[2,1-a]pyrrolo[1,2-c] phthalazine-7-c arboxylic acid |
| US11639352B2 (en) | 2018-09-04 | 2023-05-02 | Hoffman-La Roche Inc. | Benzothiazole compounds for the treatment of autoimmune diseases |
| US12252484B2 (en) | 2018-09-06 | 2025-03-18 | Hoffmann-La Roche Inc. | Pyrazolopyridine compounds for the treatment of autoimmune disease |
| US11548884B2 (en) | 2018-09-06 | 2023-01-10 | Hoffmann-La Roche Inc. | Cyclic amidine compounds for the treatment of autoimmune disease |
| WO2020086505A1 (en) * | 2018-10-24 | 2020-04-30 | Bristol-Myers Squibb Company | Substituted indole dimer compounds |
| JP7597709B2 (ja) * | 2018-10-24 | 2024-12-10 | ブリストル-マイヤーズ スクイブ カンパニー | 置換インドールおよびインダゾール化合物 |
| BR112021008255A2 (pt) | 2018-10-31 | 2021-08-03 | Gilead Sciences, Inc. | compostos de 6-azabenzimidazol substituídos como inibidores de hpk1 |
| JP7273172B2 (ja) | 2018-10-31 | 2023-05-12 | ギリアード サイエンシーズ, インコーポレイテッド | Hpk1阻害活性を有する置換6-アザベンゾイミダゾール化合物 |
| US10689360B1 (en) * | 2019-01-30 | 2020-06-23 | Insilico Medicine Ip Limited | TLR inhibitors |
| US12318403B2 (en) | 2019-03-07 | 2025-06-03 | Institute Of Organic Chemistry And Biochemistry Ascr, V.V.I. | 2′3′-cyclic dinucleotides and prodrugs thereof |
| WO2020178770A1 (en) | 2019-03-07 | 2020-09-10 | Institute Of Organic Chemistry And Biochemistry Ascr, V.V.I. | 3'3'-cyclic dinucleotides and prodrugs thereof |
| US11766447B2 (en) | 2019-03-07 | 2023-09-26 | Institute Of Organic Chemistry And Biochemistry Ascr, V.V.I. | 3′3′-cyclic dinucleotide analogue comprising a cyclopentanyl modified nucleotide as sting modulator |
| TWI751516B (zh) | 2019-04-17 | 2022-01-01 | 美商基利科學股份有限公司 | 類鐸受體調節劑之固體形式 |
| TWI751517B (zh) | 2019-04-17 | 2022-01-01 | 美商基利科學股份有限公司 | 類鐸受體調節劑之固體形式 |
| CN114126713B (zh) * | 2019-05-09 | 2023-12-08 | 百时美施贵宝公司 | 经取代的苯并咪唑酮化合物 |
| EP3972695A1 (en) | 2019-05-23 | 2022-03-30 | Gilead Sciences, Inc. | Substituted exo-methylene-oxindoles which are hpk1/map4k1 inhibitors |
| US20220296619A1 (en) | 2019-08-19 | 2022-09-22 | Gilead Sciences, Inc. | Pharmaceutical formulations of tenofovir alafenamide |
| IL315295A (en) | 2019-09-30 | 2024-10-01 | Gilead Sciences Inc | Hbv vaccines and methods treating hbv |
| US12448395B2 (en) | 2019-10-01 | 2025-10-21 | Bristol-Myers Squibb Company | Substituted bicyclic heteroaryl compounds |
| ES2965164T3 (es) | 2019-10-04 | 2024-04-11 | Bristol Myers Squibb Co | Compuestos de carbazol sustituidos |
| CN114599652B (zh) * | 2019-10-31 | 2024-07-12 | 豪夫迈·罗氏有限公司 | 用于治疗自身免疫性疾病的氢吡嗪并[1,2-d][1,4]二氮杂䓬化合物 |
| CN114728976B (zh) | 2019-11-19 | 2024-08-16 | 豪夫迈·罗氏有限公司 | 用于治疗自身免疫性疾病的氢-1H-吡咯并[1,2-a]吡嗪化合物 |
| EP4061821B1 (en) | 2019-11-20 | 2025-08-06 | F. Hoffmann-La Roche AG | Spiro(isobenzofuranazetidine) compounds for the treatment of autoimmune disease |
| WO2021113765A1 (en) | 2019-12-06 | 2021-06-10 | Precision Biosciences, Inc. | Optimized engineered meganucleases having specificity for a recognition sequence in the hepatitis b virus genome |
| JP2023518433A (ja) | 2020-03-20 | 2023-05-01 | ギリアード サイエンシーズ, インコーポレイテッド | 4’-c-置換-2-ハロ-2’-デオキシアデノシンヌクレオシドのプロドラッグ並びにその製造法及び使用法 |
| AR123281A1 (es) | 2020-08-19 | 2022-11-16 | Bristol Myers Squibb Co | Compuestos bicíclicos sustituidos útiles como inhibidores de tlr9 |
| JP2023538619A (ja) | 2020-08-19 | 2023-09-08 | ブリストル-マイヤーズ スクイブ カンパニー | 線維症の処置のためのtlr9阻害剤としての1h-ベンゾ[d]イミダゾール誘導体 |
| EP4267560A1 (en) * | 2020-12-22 | 2023-11-01 | Gilead Sciences, Inc. | 6-substituted indole compounds |
| EP4267559A1 (en) * | 2020-12-22 | 2023-11-01 | Gilead Sciences, Inc. | Substituted indole compounds |
| US11661431B2 (en) | 2021-04-16 | 2023-05-30 | Gilead Sciences, Inc. | Thienopyrrole compounds |
| TW202310852A (zh) | 2021-05-13 | 2023-03-16 | 美商基利科學股份有限公司 | TLR8調節化合物及抗HBV siRNA療法之組合 |
| EP4359411A1 (en) | 2021-06-23 | 2024-05-01 | Gilead Sciences, Inc. | Diacylglyercol kinase modulating compounds |
| KR20240023629A (ko) | 2021-06-23 | 2024-02-22 | 길리애드 사이언시즈, 인코포레이티드 | 디아실글리세롤 키나제 조절 화합물 |
| CR20230585A (es) | 2021-06-23 | 2024-02-19 | Gilead Sciences Inc | Compuestos Moduladores de Diacilglicerol Quinasa. |
| KR20240005901A (ko) | 2021-06-23 | 2024-01-12 | 길리애드 사이언시즈, 인코포레이티드 | 디아실글리세롤 키나제 조절 화합물 |
| US12070455B2 (en) | 2021-09-10 | 2024-08-27 | Gilead Sciences, Inc. | Thienopyrrole compounds |
| US20250345390A1 (en) | 2024-05-13 | 2025-11-13 | Gilead Sciences, Inc. | Combination therapies |
| WO2025240242A1 (en) | 2024-05-13 | 2025-11-20 | Gilead Sciences, Inc. | Combination therapies with ribavirin |
| US20250345389A1 (en) | 2024-05-13 | 2025-11-13 | Gilead Sciences, Inc. | Combination therapies |
| WO2025240246A1 (en) | 2024-05-13 | 2025-11-20 | Gilead Sciences, Inc. | Combination therapies with ribavirin |
| CN118754873B (zh) * | 2024-06-27 | 2025-03-07 | 广东医科大学 | 一种环丁烷吲哚衍生物及其制备方法和应用 |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20060235037A1 (en) | 2005-04-15 | 2006-10-19 | Purandare Ashok V | Heterocyclic inhibitors of protein arginine methyl transferases |
| JP2014524898A (ja) | 2011-06-09 | 2014-09-25 | ライゼン・ファーマシューティカルズ・エスアー | Gpr−119のモジュレータとしての新規化合物 |
| JP2015523981A (ja) | 2012-05-31 | 2015-08-20 | エーザイ・アール・アンド・ディー・マネジメント株式会社 | テトラヒドロピラゾロピリミジン化合物 |
Family Cites Families (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CZ20012006A3 (cs) | 1998-12-18 | 2002-03-13 | Axys Pharmaceuticals, Inc. | Sloučenina a farmaceutický prostředek |
| AU2004257149A1 (en) | 2003-06-20 | 2005-01-27 | Coley Pharmaceutical Gmbh | Small molecule toll-like receptor (TLR) antagonists |
| JP2009532501A (ja) | 2006-04-04 | 2009-09-10 | ミリアド ジェネティクス, インコーポレイテッド | 疾患および障害のための化合物 |
| DE102006033109A1 (de) | 2006-07-18 | 2008-01-31 | Grünenthal GmbH | Substituierte Heteroaryl-Derivate |
| US8027888B2 (en) | 2006-08-31 | 2011-09-27 | Experian Interactive Innovation Center, Llc | Online credit card prescreen systems and methods |
| DE602007012133D1 (de) | 2006-12-01 | 2011-03-03 | Andrew Burritt | Triazolopyridinverbindungen zur behandlung von degenerations- und entzündungskrankheiten |
| WO2008152471A1 (en) | 2007-06-12 | 2008-12-18 | Coley Pharmaceutical Group, Inc. | Quinazoline derivative useful as toll-like receptor antagonist |
| WO2009030996A1 (en) | 2007-09-05 | 2009-03-12 | Coley Pharmaceutical Group, Inc. | Triazole compounds as toll-like receptor (tlr) agonists |
| US8354400B2 (en) | 2008-09-26 | 2013-01-15 | Eisai R&D Co., Ltd. | Benzoxazole compounds and methods of use |
| US8785489B2 (en) | 2008-10-17 | 2014-07-22 | Boehringer Ingelheim International Gmbh | Heteroaryl substituted indole compounds useful as MMP-13 inhibitors |
| TWI462920B (zh) | 2009-06-26 | 2014-12-01 | 葛萊伯格有限公司 | 用於治療退化性及發炎疾病之新穎化合物 |
| JP5864417B2 (ja) | 2009-07-16 | 2016-02-17 | マリンクロッド エルエルシー | トール様受容体9のアンタゴニストとしての(+)−モルフィナンおよびその治療的使用 |
| US9241991B2 (en) | 2010-10-21 | 2016-01-26 | The Brigham And Women's Hospital, Inc. | Agents, compositions, and methods for treating pruritus and related skin conditions |
| WO2012097173A2 (en) | 2011-01-12 | 2012-07-19 | Ventirx Pharmaceuticals, Inc. | Substituted benzoazepines as toll-like receptor modulators |
| JP5985510B2 (ja) | 2011-01-12 | 2016-09-06 | ベンティアールエックス ファーマシューティカルズ, インコーポレイテッドVentiRx Pharmaceuticals,Inc. | Toll様受容体調節薬としての置換ベンゾアゼピン |
| CN109912602A (zh) | 2011-06-01 | 2019-06-21 | 贾纳斯生物治疗有限公司 | 新型免疫系统调节剂 |
| AU2012262021B2 (en) | 2011-06-01 | 2016-07-28 | Janus Biotherapeutics, Inc. | Novel immune system modulators |
| EA023045B1 (ru) | 2011-07-15 | 2016-04-29 | Янссен Фармасьютикалз, Инк. | Новые замещенные производные индола в качестве модуляторов гамма-секретазы |
| WO2013052550A2 (en) | 2011-10-04 | 2013-04-11 | Janus Biotherapeutics, Inc. | Novel imidazole quinoline-based immune system modulators |
| DK2850067T3 (da) | 2012-05-18 | 2017-11-06 | Sumitomo Dainippon Pharma Co Ltd | Carboxylsyreforbindelser |
| EP2738172A1 (en) | 2012-11-28 | 2014-06-04 | Almirall, S.A. | New bicyclic compounds as crac channel modulators |
| US8993771B2 (en) * | 2013-03-12 | 2015-03-31 | Novira Therapeutics, Inc. | Hepatitis B antiviral agents |
| PE20160608A1 (es) | 2013-10-14 | 2016-07-08 | Eisai Randd Man Co Ltd | Compuestos de quinolina selectivamente sustituida |
| EP3080124A1 (en) | 2013-12-13 | 2016-10-19 | Takeda Pharmaceutical Company Limited | Pyrrolo[3,2-c]pyridine derivatives as tlr inhibitors |
| EP3398948A3 (en) | 2014-08-22 | 2018-12-05 | Janus Biotherapeutics, Inc. | 2,4,6,7-tetrasubstituted pteridine compounds and methods of synthesis and use thereof |
| US10071079B2 (en) | 2016-06-29 | 2018-09-11 | Bristol-Myers Squibb Company | [1,2,4]triazolo[1,5-a]pyridinyl substituted indole compounds |
| CA3031675A1 (en) | 2016-07-30 | 2018-02-08 | Bristol-Myers Squibb Company | Dimethoxyphenyl substituted indole compounds as tlr7, tlr8 or tlr9 inhibitors |
| WO2018049089A1 (en) | 2016-09-09 | 2018-03-15 | Bristol-Myers Squibb Company | Pyridyl substituted indole compounds |
-
2017
- 2017-07-27 CA CA3031675A patent/CA3031675A1/en active Pending
- 2017-07-27 AU AU2017307208A patent/AU2017307208B2/en not_active Ceased
- 2017-07-27 US US16/321,616 patent/US11180474B2/en active Active
- 2017-07-27 JP JP2019504954A patent/JP6995109B2/ja active Active
- 2017-07-27 EP EP17764925.8A patent/EP3490983B1/en active Active
- 2017-07-27 BR BR112019001270-2A patent/BR112019001270A2/pt not_active IP Right Cessation
- 2017-07-27 ES ES17764925T patent/ES2863474T3/es active Active
- 2017-07-27 KR KR1020197005484A patent/KR102506321B1/ko active Active
- 2017-07-27 CN CN201780058063.4A patent/CN109715617B/zh active Active
- 2017-07-27 MX MX2019000694A patent/MX391344B/es unknown
- 2017-07-27 EA EA201990169A patent/EA038972B1/ru unknown
- 2017-07-27 SG SG11201900619XA patent/SG11201900619XA/en unknown
- 2017-07-27 WO PCT/US2017/044091 patent/WO2018026620A1/en not_active Ceased
-
2019
- 2019-01-24 IL IL264462A patent/IL264462B/en unknown
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20060235037A1 (en) | 2005-04-15 | 2006-10-19 | Purandare Ashok V | Heterocyclic inhibitors of protein arginine methyl transferases |
| JP2014524898A (ja) | 2011-06-09 | 2014-09-25 | ライゼン・ファーマシューティカルズ・エスアー | Gpr−119のモジュレータとしての新規化合物 |
| JP2015523981A (ja) | 2012-05-31 | 2015-08-20 | エーザイ・アール・アンド・ディー・マネジメント株式会社 | テトラヒドロピラゾロピリミジン化合物 |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2021506889A (ja) * | 2017-12-19 | 2021-02-22 | ブリストル−マイヤーズ スクイブ カンパニーBristol−Myers Squibb Company | Tlr阻害剤として有効な置換されたインドール化合物 |
| JP7291145B2 (ja) | 2017-12-19 | 2023-06-14 | ブリストル-マイヤーズ スクイブ カンパニー | Tlr阻害剤として有効な置換されたインドール化合物 |
Also Published As
| Publication number | Publication date |
|---|---|
| IL264462B (en) | 2021-12-01 |
| US11180474B2 (en) | 2021-11-23 |
| AU2017307208A1 (en) | 2019-03-14 |
| MX2019000694A (es) | 2019-07-10 |
| EA201990169A1 (ru) | 2019-07-31 |
| EP3490983A1 (en) | 2019-06-05 |
| CA3031675A1 (en) | 2018-02-08 |
| AU2017307208B2 (en) | 2021-01-21 |
| ES2863474T3 (es) | 2021-10-11 |
| US20210292300A1 (en) | 2021-09-23 |
| MX391344B (es) | 2025-03-21 |
| EA038972B1 (ru) | 2021-11-16 |
| KR20190034264A (ko) | 2019-04-01 |
| BR112019001270A2 (pt) | 2019-04-30 |
| CN109715617A (zh) | 2019-05-03 |
| EP3490983B1 (en) | 2021-02-17 |
| JP2019525941A (ja) | 2019-09-12 |
| CN109715617B (zh) | 2022-04-19 |
| WO2018026620A1 (en) | 2018-02-08 |
| KR102506321B1 (ko) | 2023-03-03 |
| SG11201900619XA (en) | 2019-02-27 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP6995109B2 (ja) | ジメトキシフェニル置換インドール化合物 | |
| JP7104775B2 (ja) | Tlr7/8/9の阻害剤として有用な置換インドール化合物 | |
| EP3510024B1 (en) | Pyridyl substituted indole compounds | |
| EP3728221B1 (en) | Amide substituted indole compounds useful as tlr inhibitors | |
| JP6995067B2 (ja) | [1,2,4]トリアゾロ[1,5-a]ピリジニル置換インドール化合物 | |
| JP7287964B2 (ja) | 置換インドールエーテル化合物 | |
| JP2021506889A (ja) | Tlr阻害剤として有効な置換されたインドール化合物 | |
| JP2020529436A (ja) | [1,2,4]トリアゾロ[4,3−a]ピリジニル置換のインドール化合物 | |
| JP2021507918A (ja) | Tlr阻害剤として有効なアミノインドール化合物 | |
| TW202330548A (zh) | 用於降解egfr激酶的化合物 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20200708 |
|
| A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20200708 |
|
| A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20210527 |
|
| A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20210615 |
|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20210906 |
|
| TRDD | Decision of grant or rejection written | ||
| A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20211130 |
|
| A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20211214 |
|
| R150 | Certificate of patent or registration of utility model |
Ref document number: 6995109 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |