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)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Immunology (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (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 |
| EA038972B1 (ru) | 2016-07-30 | 2021-11-16 | Бристол-Маерс Сквибб Компани | Диметоксифенилзамещенные соединения индола в качестве ингибиторов tlr7, tlr8 или tlr9 |
| MA46188A (fr) | 2016-09-09 | 2019-07-17 | Bristol Myers Squibb Co | Composés indole substitués par pyridyle |
| US10662416B2 (en) | 2016-10-14 | 2020-05-26 | Precision Biosciences, Inc. | Engineered meganucleases specific for recognition sequences in the hepatitis B virus genome |
| ES2921020T3 (es) * | 2017-08-04 | 2022-08-16 | Bristol Myers Squibb Co | Compuestos de indol sustituidos con [1,2,4]triazolo[4,3-a]piridinilo |
| ES2909401T3 (es) | 2017-08-04 | 2022-05-06 | Bristol Myers Squibb Co | Compuestos de indol sustituidos útiles como inhibidores de TLR7/8/9 |
| US20210253593A1 (en) | 2017-11-14 | 2021-08-19 | Bristol-Myers Squibb Company | Substituted indole compounds |
| EP3717467A1 (en) * | 2017-12-01 | 2020-10-07 | Taiwanj Pharmaceuticals Co., Ltd. | Benzene fused heterocyclic compound and use thereof |
| MX2020006093A (es) | 2017-12-15 | 2020-08-24 | Bristol Myers Squibb Co | Compuestos de indol eter sustituidos. |
| PE20210129A1 (es) | 2017-12-18 | 2021-01-19 | Bristol Myers Squibb Co | Compuestos de 4-azaindol |
| BR112020011788A2 (pt) | 2017-12-19 | 2020-11-24 | Bristol-Myers Squibb Company | compostos 6-azaindóis |
| ES2922174T3 (es) | 2017-12-19 | 2022-09-09 | Bristol Myers Squibb Co | Compuestos de indol sustituidos con amida útiles como inhibidores de TLR |
| US11203610B2 (en) | 2017-12-20 | 2021-12-21 | Institute Of Organic Chemistry And Biochemistry Ascr, V.V.I. | 2′3′ cyclic dinucleotides with phosphonate bond activating the sting adaptor protein |
| JP7291707B2 (ja) | 2017-12-20 | 2023-06-15 | ブリストル-マイヤーズ スクイブ カンパニー | アリールおよびヘテロアリール置換されたインドール化合物 |
| US11299501B2 (en) | 2017-12-20 | 2022-04-12 | Bristol-Myers Squibb Company | Diazaindole compounds |
| KR102714788B1 (ko) * | 2017-12-20 | 2024-10-08 | 브리스톨-마이어스 스큅 컴퍼니 | Tlr 억제제로서 유용한 아미노 인돌 화합물 |
| CN111566120B (zh) | 2017-12-20 | 2023-09-29 | 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3’3’环状二核苷酸 |
| EP3752505B1 (en) | 2018-02-12 | 2023-01-11 | F. Hoffmann-La Roche AG | Novel sulfone compounds and derivatives for the treatment and prophylaxis of virus infection |
| US10836769B2 (en) | 2018-02-26 | 2020-11-17 | Gilead Sciences, Inc. | Substituted pyrrolizine compounds and uses thereof |
| US10870691B2 (en) | 2018-04-05 | 2020-12-22 | Gilead Sciences, Inc. | Antibodies and fragments thereof that bind hepatitis B virus protein X |
| 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 |
| 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 |
| TW201945388A (zh) | 2018-04-12 | 2019-12-01 | 美商精密生物科學公司 | 對b型肝炎病毒基因體中之識別序列具有特異性之最佳化之經工程化巨核酸酶 |
| WO2019211799A1 (en) | 2018-05-03 | 2019-11-07 | Institute Of Organic Chemistry And Biochemistry Ascr, V.V.I. | 2'3'-cyclic dinucleotide analogue comprising a cyclopentanyl modified nucleotide |
| JP7374130B2 (ja) | 2018-06-05 | 2023-11-06 | エフ. ホフマン-ラ ロシュ アーゲー | 自己免疫疾患治療用の新規なテトラヒドロ-1H-ピラジノ[2,1-a]イソインドリルキノリン化合物 |
| CN112313228A (zh) | 2018-06-12 | 2021-02-02 | 豪夫迈·罗氏有限公司 | 用于治疗自身免疫性疾病的新型杂芳基杂环基化合物 |
| CN112584903B (zh) | 2018-07-23 | 2025-12-23 | 豪夫迈·罗氏有限公司 | 用于自身免疫性疾病治疗的哌嗪化合物 |
| 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 |
| CN112638908A (zh) | 2018-09-04 | 2021-04-09 | 豪夫迈·罗氏有限公司 | 用于治疗自身免疫性疾病的苯并噻唑类化合物 |
| EP3847170B1 (en) | 2018-09-06 | 2022-06-22 | F. Hoffmann-La Roche AG | Novel cyclic amidine compounds for the treatment of autoimmune disease |
| WO2020048596A1 (en) | 2018-09-06 | 2020-03-12 | F. Hoffmann-La Roche Ag | Novel pyrazolopyridine compounds for the treatment of autoimmune disease |
| EP3870589B1 (en) * | 2018-10-24 | 2023-09-06 | Bristol-Myers Squibb Company | Substituted indole dimer compounds |
| KR102839382B1 (ko) * | 2018-10-24 | 2025-07-25 | 브리스톨-마이어스 스큅 컴퍼니 | 치환된 인돌 및 인다졸 화합물 |
| EP4371987B9 (en) | 2018-10-31 | 2025-11-26 | Gilead Sciences, Inc. | Substituted 6-azabenzimidazole compounds as hpk1 inhibitors |
| KR102658602B1 (ko) | 2018-10-31 | 2024-04-19 | 길리애드 사이언시즈, 인코포레이티드 | Hpk1 억제 활성을 갖는 치환된 6-아자벤즈이미다졸 화합물 |
| US10689360B1 (en) * | 2019-01-30 | 2020-06-23 | Insilico Medicine Ip Limited | TLR inhibitors |
| US20220143061A1 (en) | 2019-03-07 | 2022-05-12 | Institute Of Organic Chemistry And Biochemistry Ascr, V.V.I. | 3'3'-cyclic dinucleotides and prodrugs thereof |
| CN113543851B (zh) | 2019-03-07 | 2025-03-18 | 捷克共和国有机化学与生物化学研究所 | 2’3’-环二核苷酸及其前药 |
| EP3935065A1 (en) | 2019-03-07 | 2022-01-12 | Institute of Organic Chemistry and Biochemistry ASCR, V.V.I. | 3'3'-cyclic dinucleotide analogue comprising a cyclopentanyl modified nucleotide as sting modulator |
| 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 |
| TW202210480A (zh) | 2019-04-17 | 2022-03-16 | 美商基利科學股份有限公司 | 類鐸受體調節劑之固體形式 |
| EP3965888B1 (en) * | 2019-05-09 | 2024-08-21 | Bristol-Myers Squibb Company | Substituted benzimidazolone compounds |
| WO2020237025A1 (en) | 2019-05-23 | 2020-11-26 | Gilead Sciences, Inc. | Substituted exo-methylene-oxindoles which are hpk1/map4k1 inhibitors |
| EP4017476A1 (en) | 2019-08-19 | 2022-06-29 | Gilead Sciences, Inc. | Pharmaceutical formulations of tenofovir alafenamide |
| CA3149557A1 (en) | 2019-09-30 | 2021-04-08 | Scott J. Balsitis | Hbv vaccines and methods treating hbv |
| WO2021067326A1 (en) | 2019-10-01 | 2021-04-08 | Bristol-Myers Squibb Company | Substituted bicyclic heteroaryl compounds |
| ES2965164T3 (es) | 2019-10-04 | 2024-04-11 | Bristol Myers Squibb Co | Compuestos de carbazol sustituidos |
| EP4051387B1 (en) * | 2019-10-31 | 2025-02-19 | F. Hoffmann-La Roche AG | Hydropyrazino[1,2-d][1,4]diazepine compounds for the treatment of autoimmune disease |
| US12486273B2 (en) | 2019-11-19 | 2025-12-02 | Hoffmann-La Roche Inc. | Hydro-1H-pyrrolo[1,2-a]pyrazine compounds for the treatment of autoimmune disease |
| 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 |
| AR121620A1 (es) | 2020-03-20 | 2022-06-22 | Gilead Sciences Inc | Profármacos de nucleósidos 4-c-sustituidos-2-halo-2-deoxiadenosina y métodos de preparación y uso de los mismos |
| CN116075510A (zh) | 2020-08-19 | 2023-05-05 | 百时美施贵宝公司 | 1H-苯并[d]咪唑衍生物作为TLR9抑制剂用于治疗纤维化 |
| IL300727A (en) | 2020-08-19 | 2023-04-01 | Bristol Myers Squibb Co | Imidazo[1,2-a]pyridine and [1,2,4]triazolo[1,5-a]pyridine derivatives as tlr9 inhibitors for the treatment of fibrosis |
| US20250002471A1 (en) * | 2020-12-22 | 2025-01-02 | Gilead Sciences, Inc. | 6-substituted indole compounds |
| WO2022140326A1 (en) * | 2020-12-22 | 2022-06-30 | Gilead Sciences, Inc. | Substituted indole compounds |
| US11661431B2 (en) | 2021-04-16 | 2023-05-30 | Gilead Sciences, Inc. | Thienopyrrole compounds |
| JP2024518558A (ja) | 2021-05-13 | 2024-05-01 | ギリアード サイエンシーズ, インコーポレイテッド | TLR8調節化合物と抗HBV siRNA治療薬との組合せ |
| US11932634B2 (en) | 2021-06-23 | 2024-03-19 | Gilead Sciences, Inc. | Diacylglycerol kinase modulating compounds |
| EP4359413A1 (en) | 2021-06-23 | 2024-05-01 | Gilead Sciences, Inc. | Diacylglyercol kinase modulating compounds |
| WO2022271659A1 (en) | 2021-06-23 | 2022-12-29 | Gilead Sciences, Inc. | Diacylglyercol kinase modulating compounds |
| US11976072B2 (en) | 2021-06-23 | 2024-05-07 | Gilead Sciences, Inc. | Diacylglycerol kinase modulating compounds |
| TWI849499B (zh) | 2021-09-10 | 2024-07-21 | 美商基利科學股份有限公司 | 噻吩并吡咯化合物 |
| WO2025240246A1 (en) | 2024-05-13 | 2025-11-20 | Gilead Sciences, Inc. | Combination therapies with ribavirin |
| US20250345390A1 (en) | 2024-05-13 | 2025-11-13 | Gilead Sciences, Inc. | Combination therapies |
| US20250345389A1 (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 |
| 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 |
|---|---|---|---|---|
| AU779117B2 (en) | 1998-12-18 | 2005-01-06 | Axys Pharmaceuticals, Inc. | Protease inhibitors |
| US7410975B2 (en) | 2003-06-20 | 2008-08-12 | Coley Pharmaceutical Group, Inc. | 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 |
| WO2008065198A1 (en) | 2006-12-01 | 2008-06-05 | Galapagos N.V. | Triazolopyridine compounds useful for the treatment of degenerative & inflammatory diseases |
| 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 |
| WO2010036905A1 (en) | 2008-09-26 | 2010-04-01 | Eisai R & D Management Co., Ltd. | Benzoxazole compounds and methods of use |
| CA2738929A1 (en) | 2008-10-17 | 2010-04-22 | 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 |
| TR201809739T4 (tr) | 2009-07-16 | 2018-07-23 | Mallinckrodt Llc | Toll benzeri reseptör 9 antagonistleri olarak (+)-morfinanlar ve bunların terapötik amaçlı kullanımları. |
| WO2012054862A2 (en) | 2010-10-21 | 2012-04-26 | The Brigham And Women's Hospital, Inc. | Agents, compositions, and methods for treating pruritis and related skin conditions |
| BR112013017947A2 (pt) | 2011-01-12 | 2018-12-18 | Array Biopharma Inc | benzoazepinas substituídas como moduladores de receptor toll-like |
| MX346387B (es) | 2011-01-12 | 2017-03-02 | Ventirx Pharmaceuticals Inc | Benzoazepinas sustituidas como moduladores de receptores tipo toll. |
| ES2583877T3 (es) | 2011-06-01 | 2016-09-22 | Janus Biotherapeutics, Inc. | Moduladores novedosos del sistema inmunitario |
| CA2837227C (en) | 2011-06-01 | 2022-05-10 | Janus Biotherapeutics, Inc. | Novel immune system modulators |
| AU2012285931B2 (en) | 2011-07-15 | 2017-01-12 | Cellzome Limited | Novel substituted indole derivatives as gamma secretase modulators |
| US9873694B2 (en) | 2011-10-04 | 2018-01-23 | Janus Biotherapeutics, Inc. | Imidazole quinoline-based immune system modulators |
| AU2013261267B2 (en) | 2012-05-18 | 2017-06-29 | Sumitomo Pharma Co., Ltd. | Carboxylic acid compounds |
| EP2738172A1 (en) | 2012-11-28 | 2014-06-04 | Almirall, S.A. | New bicyclic compounds as crac channel modulators |
| WO2014165128A2 (en) | 2013-03-12 | 2014-10-09 | Novira Therapeutics, Inc. | Hepatitis b antiviral agents |
| EP3626717A1 (en) | 2013-10-14 | 2020-03-25 | Eisai R&D Management Co., Ltd. | Selectively substituted quinoline compounds |
| CA2933466A1 (en) | 2013-12-13 | 2015-06-18 | Takeda Pharmaceutical Company Limited | Pyrrolo[3,2-c]pyridine derivatives as tlr inhibitors |
| CN107108629A (zh) | 2014-08-22 | 2017-08-29 | 贾纳斯生物治疗有限公司 | 新颖的n2, n4, n7, 6‑四取代的蝶啶‑2,4,7‑三胺和2, 4, 6, 7‑四取代的蝶啶化合物及其合成和使用方法 |
| US10071079B2 (en) | 2016-06-29 | 2018-09-11 | Bristol-Myers Squibb Company | [1,2,4]triazolo[1,5-a]pyridinyl substituted indole compounds |
| EA038972B1 (ru) | 2016-07-30 | 2021-11-16 | Бристол-Маерс Сквибб Компани | Диметоксифенилзамещенные соединения индола в качестве ингибиторов tlr7, tlr8 или tlr9 |
| MA46188A (fr) | 2016-09-09 | 2019-07-17 | Bristol Myers Squibb Co | Composés indole substitués par pyridyle |
-
2017
- 2017-07-27 EA EA201990169A patent/EA038972B1/ru unknown
- 2017-07-27 ES ES17764925T patent/ES2863474T3/es active Active
- 2017-07-27 CN CN201780058063.4A patent/CN109715617B/zh active Active
- 2017-07-27 SG SG11201900619XA patent/SG11201900619XA/en unknown
- 2017-07-27 MX MX2019000694A patent/MX391344B/es unknown
- 2017-07-27 WO PCT/US2017/044091 patent/WO2018026620A1/en not_active Ceased
- 2017-07-27 BR BR112019001270-2A patent/BR112019001270A2/pt not_active IP Right Cessation
- 2017-07-27 KR KR1020197005484A patent/KR102506321B1/ko active Active
- 2017-07-27 CA CA3031675A patent/CA3031675A1/en active Pending
- 2017-07-27 EP EP17764925.8A patent/EP3490983B1/en active Active
- 2017-07-27 US US16/321,616 patent/US11180474B2/en active Active
- 2017-07-27 AU AU2017307208A patent/AU2017307208B2/en not_active Ceased
- 2017-07-27 JP JP2019504954A patent/JP6995109B2/ja active Active
-
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 |
|---|---|
| MX2019000694A (es) | 2019-07-10 |
| CN109715617A (zh) | 2019-05-03 |
| KR102506321B1 (ko) | 2023-03-03 |
| IL264462B (en) | 2021-12-01 |
| AU2017307208B2 (en) | 2021-01-21 |
| EP3490983B1 (en) | 2021-02-17 |
| EA038972B1 (ru) | 2021-11-16 |
| CN109715617B (zh) | 2022-04-19 |
| EP3490983A1 (en) | 2019-06-05 |
| AU2017307208A1 (en) | 2019-03-14 |
| BR112019001270A2 (pt) | 2019-04-30 |
| KR20190034264A (ko) | 2019-04-01 |
| ES2863474T3 (es) | 2021-10-11 |
| US20210292300A1 (en) | 2021-09-23 |
| EA201990169A1 (ru) | 2019-07-31 |
| JP2019525941A (ja) | 2019-09-12 |
| WO2018026620A1 (en) | 2018-02-08 |
| SG11201900619XA (en) | 2019-02-27 |
| MX391344B (es) | 2025-03-21 |
| US11180474B2 (en) | 2021-11-23 |
| CA3031675A1 (en) | 2018-02-08 |
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 |