JP2011510080A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2011510080A5 JP2011510080A5 JP2010544359A JP2010544359A JP2011510080A5 JP 2011510080 A5 JP2011510080 A5 JP 2011510080A5 JP 2010544359 A JP2010544359 A JP 2010544359A JP 2010544359 A JP2010544359 A JP 2010544359A JP 2011510080 A5 JP2011510080 A5 JP 2011510080A5
- Authority
- JP
- Japan
- Prior art keywords
- membered
- nitrogen
- sulfur
- oxygen
- optionally substituted
- 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.)
- Granted
Links
- 0 C*(C*)CN(c1c(*)c(*)c(*)[s]1)N(C)*(C)CCICCC*=N Chemical compound C*(C*)CN(c1c(*)c(*)c(*)[s]1)N(C)*(C)CCICCC*=N 0.000 description 47
- AVVDNCFZLDQWEK-UHFFFAOYSA-N N#Cc1c(N2CCOCC2)[s]c(C(NCc2ccccn2)=O)c1-c(ccc(Cl)c1)c1Cl Chemical compound N#Cc1c(N2CCOCC2)[s]c(C(NCc2ccccn2)=O)c1-c(ccc(Cl)c1)c1Cl AVVDNCFZLDQWEK-UHFFFAOYSA-N 0.000 description 3
- TXDDDLJRTJUMTD-UHFFFAOYSA-N C=NC(c([s]c(N(CC1)CC1O)c1C#N)c1-c(ccc(Cl)c1)c1Cl)=O Chemical compound C=NC(c([s]c(N(CC1)CC1O)c1C#N)c1-c(ccc(Cl)c1)c1Cl)=O TXDDDLJRTJUMTD-UHFFFAOYSA-N 0.000 description 2
- YCLWMPKJTWDQDH-KTVKLFPBSA-N CC(/C=C\C=C/N)NC(Nc([s]c(N1CCOCC1)c1C#N)c1-c(ccc(Cl)c1)c1Cl)=O Chemical compound CC(/C=C\C=C/N)NC(Nc([s]c(N1CCOCC1)c1C#N)c1-c(ccc(Cl)c1)c1Cl)=O YCLWMPKJTWDQDH-KTVKLFPBSA-N 0.000 description 2
- JOPOTVNNYZSCHJ-UHFFFAOYSA-N CC(C)(C)CCc1c(C(NC)=O)[s]c(N2CCOCC2)c1C#N Chemical compound CC(C)(C)CCc1c(C(NC)=O)[s]c(N2CCOCC2)c1C#N JOPOTVNNYZSCHJ-UHFFFAOYSA-N 0.000 description 2
- UNGIUUDRPVWIOE-UHFFFAOYSA-N CC(C)OCCCNC(c([s]c(N1CCOCC1)c1C#N)c1-c(ccc(Cl)c1)c1Cl)=O Chemical compound CC(C)OCCCNC(c([s]c(N1CCOCC1)c1C#N)c1-c(ccc(Cl)c1)c1Cl)=O UNGIUUDRPVWIOE-UHFFFAOYSA-N 0.000 description 2
- ICFDLDLAHAELKW-UHFFFAOYSA-N CC(C1)OC(C)CN1c([s]c(C(O)=O)c1-c2ccc[s]2)c1C#N Chemical compound CC(C1)OC(C)CN1c([s]c(C(O)=O)c1-c2ccc[s]2)c1C#N ICFDLDLAHAELKW-UHFFFAOYSA-N 0.000 description 2
- BCYVAWNVCOZAEN-UHFFFAOYSA-N CC(C1)OCCN1c([s]c(C=[O]=N)c1-c(ccc(Cl)c2)c2Cl)c1C#N Chemical compound CC(C1)OCCN1c([s]c(C=[O]=N)c1-c(ccc(Cl)c2)c2Cl)c1C#N BCYVAWNVCOZAEN-UHFFFAOYSA-N 0.000 description 2
- MKUPJMVWZPXRMI-UHFFFAOYSA-O CC(C=C(C)[NH2+]CCNC(c([s]c(N1CCOCC1)c1C#N)c1-c(ccc(Cl)c1)c1Cl)=O)=N Chemical compound CC(C=C(C)[NH2+]CCNC(c([s]c(N1CCOCC1)c1C#N)c1-c(ccc(Cl)c1)c1Cl)=O)=N MKUPJMVWZPXRMI-UHFFFAOYSA-O 0.000 description 2
- MAAVFVMHAHJGMB-UHFFFAOYSA-N CC(CNC(c([s]c(N1CCOCC1)c1C#N)c1-c(cc1)cc(Cl)c1Cl)=O)O Chemical compound CC(CNC(c([s]c(N1CCOCC1)c1C#N)c1-c(cc1)cc(Cl)c1Cl)=O)O MAAVFVMHAHJGMB-UHFFFAOYSA-N 0.000 description 2
- QNTDMXNOZWKXEX-UHFFFAOYSA-N CC(CNC(c([s]c(N1CCOCC1)c1C#N)c1-c(ccc(Cl)c1)c1Cl)=O)O Chemical compound CC(CNC(c([s]c(N1CCOCC1)c1C#N)c1-c(ccc(Cl)c1)c1Cl)=O)O QNTDMXNOZWKXEX-UHFFFAOYSA-N 0.000 description 2
- COFFXGOSDVORIG-UHFFFAOYSA-N CC(NC(CC=C1)C=C1c1c(C(N)=O)[s]c(N2CCOCC2)c1C#N)=O Chemical compound CC(NC(CC=C1)C=C1c1c(C(N)=O)[s]c(N2CCOCC2)c1C#N)=O COFFXGOSDVORIG-UHFFFAOYSA-N 0.000 description 2
- PDIFBWXBXJFKMJ-UHFFFAOYSA-N CC(NCCNC(c([s]c(N1CCOCC1)c1C#N)c1-c(cc1)cc(Cl)c1Cl)=O)=C1CC1 Chemical compound CC(NCCNC(c([s]c(N1CCOCC1)c1C#N)c1-c(cc1)cc(Cl)c1Cl)=O)=C1CC1 PDIFBWXBXJFKMJ-UHFFFAOYSA-N 0.000 description 2
- WVURSQCCIAQIIZ-UHFFFAOYSA-N CCC(C)NC(C(C1c(ccc(Cl)c2)c2Cl)SC(N2CCOCC2)=C1C#N)=O Chemical compound CCC(C)NC(C(C1c(ccc(Cl)c2)c2Cl)SC(N2CCOCC2)=C1C#N)=O WVURSQCCIAQIIZ-UHFFFAOYSA-N 0.000 description 2
- ZPMUEEGOENQHBX-UHFFFAOYSA-N CCC(CNC(c([s]c(N1CCOCC1)c1C#N)c1-c(ccc(Cl)c1)c1Cl)=O)=O Chemical compound CCC(CNC(c([s]c(N1CCOCC1)c1C#N)c1-c(ccc(Cl)c1)c1Cl)=O)=O ZPMUEEGOENQHBX-UHFFFAOYSA-N 0.000 description 2
- QDHADOAIHRJJLD-UHFFFAOYSA-N CCC(CNC(c([s]c(N1CCOCC1)c1C#N)c1C(CC1Cl)=CC=C1Cl)=O)O Chemical compound CCC(CNC(c([s]c(N1CCOCC1)c1C#N)c1C(CC1Cl)=CC=C1Cl)=O)O QDHADOAIHRJJLD-UHFFFAOYSA-N 0.000 description 2
- ZRHGACCLGPEZSO-UHFFFAOYSA-N CCCNC(c([s]c(N1CCOCC1)c1C#N)c1-c(ccc(Cl)c1)c1Cl)=O Chemical compound CCCNC(c([s]c(N1CCOCC1)c1C#N)c1-c(ccc(Cl)c1)c1Cl)=O ZRHGACCLGPEZSO-UHFFFAOYSA-N 0.000 description 2
- KXOGELZFQBXCKO-UHFFFAOYSA-N CCOC(c([s]c(N1CCOCC1)c1C#N)c1-c(ccc(Cl)c1)c1Cl)=O Chemical compound CCOC(c([s]c(N1CCOCC1)c1C#N)c1-c(ccc(Cl)c1)c1Cl)=O KXOGELZFQBXCKO-UHFFFAOYSA-N 0.000 description 2
- DYXHBTYRAODTBT-UHFFFAOYSA-N CCc1nnc(NC(c([s]c(N2CCOCC2)c2C#N)c2-c(ccc(Cl)c2)c2Cl)=O)[s]1 Chemical compound CCc1nnc(NC(c([s]c(N2CCOCC2)c2C#N)c2-c(ccc(Cl)c2)c2Cl)=O)[s]1 DYXHBTYRAODTBT-UHFFFAOYSA-N 0.000 description 2
- GTEKBQOCNOJKKN-UHFFFAOYSA-N CN(CCO)C(Nc([s]c(N1CCOCC1)c1C#N)c1-c(ccc(Cl)c1)c1Cl)=O Chemical compound CN(CCO)C(Nc([s]c(N1CCOCC1)c1C#N)c1-c(ccc(Cl)c1)c1Cl)=O GTEKBQOCNOJKKN-UHFFFAOYSA-N 0.000 description 2
- OIVUZQIEOSVAEQ-UHFFFAOYSA-N CNC(c([s]c(N1CCCCC1)c1C#N)c1-c(cccc1)c1F)=O Chemical compound CNC(c([s]c(N1CCCCC1)c1C#N)c1-c(cccc1)c1F)=O OIVUZQIEOSVAEQ-UHFFFAOYSA-N 0.000 description 2
- VHTSDEWSXYTMCT-UHFFFAOYSA-N CNC(c([s]c(N1CCOCC1)c1C#N)c1-c(cc(cc1)Cl)c1Cl)=O Chemical compound CNC(c([s]c(N1CCOCC1)c1C#N)c1-c(cc(cc1)Cl)c1Cl)=O VHTSDEWSXYTMCT-UHFFFAOYSA-N 0.000 description 2
- BYZZJOONURWRGA-UHFFFAOYSA-N CNC(c([s]c(N1CCOCC1)c1C#N)c1-c(cc1)ccc1Cl)=O Chemical compound CNC(c([s]c(N1CCOCC1)c1C#N)c1-c(cc1)ccc1Cl)=O BYZZJOONURWRGA-UHFFFAOYSA-N 0.000 description 2
- AAKATIONXHKDLZ-UHFFFAOYSA-N CNC(c([s]c(N1CCOCC1)c1C#N)c1-c1cc(cccc2)c2nc1)=O Chemical compound CNC(c([s]c(N1CCOCC1)c1C#N)c1-c1cc(cccc2)c2nc1)=O AAKATIONXHKDLZ-UHFFFAOYSA-N 0.000 description 2
- YGMDGJHRKAPMII-UHFFFAOYSA-N CNC(c([s]c(N1CCOCC1)c1C#N)c1-c1ccc(C=O)cc1)=O Chemical compound CNC(c([s]c(N1CCOCC1)c1C#N)c1-c1ccc(C=O)cc1)=O YGMDGJHRKAPMII-UHFFFAOYSA-N 0.000 description 2
- XXPBXASAVPXLQG-UHFFFAOYSA-N CNC(c([s]c(N1CCOCC1)c1C#N)c1-c1ccccc1)=O Chemical compound CNC(c([s]c(N1CCOCC1)c1C#N)c1-c1ccccc1)=O XXPBXASAVPXLQG-UHFFFAOYSA-N 0.000 description 2
- SZRFURTUVRUSJL-UHFFFAOYSA-N COC(c([s]c(N1CCOCC1)c1C#N)c1-c(cccc1)c1Cl)=O Chemical compound COC(c([s]c(N1CCOCC1)c1C#N)c1-c(cccc1)c1Cl)=O SZRFURTUVRUSJL-UHFFFAOYSA-N 0.000 description 2
- ILOHMSSHWXYNRC-UHFFFAOYSA-N COc1ccc(Cc2c(C(O)=O)[s]c(N3CCOCC3)c2C#N)cc1O Chemical compound COc1ccc(Cc2c(C(O)=O)[s]c(N3CCOCC3)c2C#N)cc1O ILOHMSSHWXYNRC-UHFFFAOYSA-N 0.000 description 2
- SVZNEHVPUCLGBB-UHFFFAOYSA-N Cc(cc1)ccc1-c1c(C=O)[s]c(N2CCOCC2)c1C#N Chemical compound Cc(cc1)ccc1-c1c(C=O)[s]c(N2CCOCC2)c1C#N SVZNEHVPUCLGBB-UHFFFAOYSA-N 0.000 description 2
- NOBBTEHVIVFSMP-UHFFFAOYSA-N Cc(cc1)ccc1C(C(C#N)=C(C1)N2CCOCC2)=C1C(O)=O Chemical compound Cc(cc1)ccc1C(C(C#N)=C(C1)N2CCOCC2)=C1C(O)=O NOBBTEHVIVFSMP-UHFFFAOYSA-N 0.000 description 2
- QTNVJMWEZQBPRF-UHFFFAOYSA-O N#CC(C1C2c3cc([OH2+])ccc3)C(N3CCOCC3)SC12C(O)=O Chemical compound N#CC(C1C2c3cc([OH2+])ccc3)C(N3CCOCC3)SC12C(O)=O QTNVJMWEZQBPRF-UHFFFAOYSA-O 0.000 description 2
- FWCHLIYMSJQMRD-UHFFFAOYSA-N N#CC(C1c(c(Cl)c2)ccc2Cl)=C(N2CCOCC2)SC1NC=O Chemical compound N#CC(C1c(c(Cl)c2)ccc2Cl)=C(N2CCOCC2)SC1NC=O FWCHLIYMSJQMRD-UHFFFAOYSA-N 0.000 description 2
- QJAZYZLZWWOYPW-UHFFFAOYSA-N N#CC(C1c(ccc(Cl)c2)c2Cl)=C(N2CCOCC2)SC1C(NCc1ccc(C(F)(F)F)cc1)=O Chemical compound N#CC(C1c(ccc(Cl)c2)c2Cl)=C(N2CCOCC2)SC1C(NCc1ccc(C(F)(F)F)cc1)=O QJAZYZLZWWOYPW-UHFFFAOYSA-N 0.000 description 2
- KUXBAQMMLSOWRS-UHFFFAOYSA-N N#CC1C(c(cccc2)c2Cl)=C(C(O)=O)SC1N1CCOCC1 Chemical compound N#CC1C(c(cccc2)c2Cl)=C(C(O)=O)SC1N1CCOCC1 KUXBAQMMLSOWRS-UHFFFAOYSA-N 0.000 description 2
- LUKPPWXBPKJKON-UHFFFAOYSA-N N#Cc1c(N2CCOCC2)[s]c(C(NCCCCl)=O)c1-c(ccc(Cl)c1)c1Cl Chemical compound N#Cc1c(N2CCOCC2)[s]c(C(NCCCCl)=O)c1-c(ccc(Cl)c1)c1Cl LUKPPWXBPKJKON-UHFFFAOYSA-N 0.000 description 2
- ZAIVWFQTNBJLGI-UHFFFAOYSA-N N#Cc1c(N2CCOCC2)[s]c(C(NCCF)=O)c1-c(ccc(Cl)c1)c1Cl Chemical compound N#Cc1c(N2CCOCC2)[s]c(C(NCCF)=O)c1-c(ccc(Cl)c1)c1Cl ZAIVWFQTNBJLGI-UHFFFAOYSA-N 0.000 description 2
- JSTICVZJQZFIEN-UHFFFAOYSA-N N#Cc1c(N2CCOCC2)[s]c(C(NCCO)=O)c1-c(cc1)cc(Cl)c1Cl Chemical compound N#Cc1c(N2CCOCC2)[s]c(C(NCCO)=O)c1-c(cc1)cc(Cl)c1Cl JSTICVZJQZFIEN-UHFFFAOYSA-N 0.000 description 2
- JOFJCZLCSHQLMD-UHFFFAOYSA-N N#Cc1c(N2CCOCC2)[s]c(C(NCCO)=O)c1-c(ccc(Cl)c1)c1Cl Chemical compound N#Cc1c(N2CCOCC2)[s]c(C(NCCO)=O)c1-c(ccc(Cl)c1)c1Cl JOFJCZLCSHQLMD-UHFFFAOYSA-N 0.000 description 2
- DDBCTPMNSWKDCF-UHFFFAOYSA-N N#Cc1c(N2CCOCC2)[s]c(C(NCCOCCO)=O)c1-c(ccc(Cl)c1)c1Cl Chemical compound N#Cc1c(N2CCOCC2)[s]c(C(NCCOCCO)=O)c1-c(ccc(Cl)c1)c1Cl DDBCTPMNSWKDCF-UHFFFAOYSA-N 0.000 description 2
- VTVKBPMLJRMGMS-UHFFFAOYSA-N N#Cc1c(N2CCOCC2)[s]c(C(NCc(cc2)ccc2Br)=O)c1-c(ccc(Cl)c1)c1Cl Chemical compound N#Cc1c(N2CCOCC2)[s]c(C(NCc(cc2)ccc2Br)=O)c1-c(ccc(Cl)c1)c1Cl VTVKBPMLJRMGMS-UHFFFAOYSA-N 0.000 description 2
- ACCLDMJIATZRMJ-UHFFFAOYSA-N N#Cc1c(N2CCOCC2)[s]c(C(NCc2ccncc2)=O)c1-c(ccc(Cl)c1)c1Cl Chemical compound N#Cc1c(N2CCOCC2)[s]c(C(NCc2ccncc2)=O)c1-c(ccc(Cl)c1)c1Cl ACCLDMJIATZRMJ-UHFFFAOYSA-N 0.000 description 2
- YDUYILQQQUPKAQ-UHFFFAOYSA-N N#Cc1c(N2CCOCC2)[s]c(C(O)=O)c1-c(cc1)ccc1F Chemical compound N#Cc1c(N2CCOCC2)[s]c(C(O)=O)c1-c(cc1)ccc1F YDUYILQQQUPKAQ-UHFFFAOYSA-N 0.000 description 2
- VLEDCJNVOZUQHF-UHFFFAOYSA-N N#Cc1c(N2CCOCC2)[s]c(C(O)=O)c1-c(cc1Cl)ccc1Cl Chemical compound N#Cc1c(N2CCOCC2)[s]c(C(O)=O)c1-c(cc1Cl)ccc1Cl VLEDCJNVOZUQHF-UHFFFAOYSA-N 0.000 description 2
- SPLNNWHTOQXDJA-UHFFFAOYSA-N N#Cc1c(N2CCOCC2)[s]c(C(O)=O)c1-c(cccc1)c1F Chemical compound N#Cc1c(N2CCOCC2)[s]c(C(O)=O)c1-c(cccc1)c1F SPLNNWHTOQXDJA-UHFFFAOYSA-N 0.000 description 2
- WPIAFMNBUIVCHE-UHFFFAOYSA-N N#Cc1c(N2CCOCC2)[s]c(C(O)=O)c1-c1c[s]cc1 Chemical compound N#Cc1c(N2CCOCC2)[s]c(C(O)=O)c1-c1c[s]cc1 WPIAFMNBUIVCHE-UHFFFAOYSA-N 0.000 description 2
- QOAHHMCTSGWRMM-UHFFFAOYSA-N N#Cc1c(N2CCOCC2)[s]c(C(O)=O)c1-c1cccc(C(F)(F)F)c1 Chemical compound N#Cc1c(N2CCOCC2)[s]c(C(O)=O)c1-c1cccc(C(F)(F)F)c1 QOAHHMCTSGWRMM-UHFFFAOYSA-N 0.000 description 2
- VQLKJOASEJBFBJ-UHFFFAOYSA-N N#Cc1c(N2CCOCC2)[s]c(C(O)=O)c1C(c(cccc1)c1Cl)O Chemical compound N#Cc1c(N2CCOCC2)[s]c(C(O)=O)c1C(c(cccc1)c1Cl)O VQLKJOASEJBFBJ-UHFFFAOYSA-N 0.000 description 2
- RLKNNDYWFOYOGL-UHFFFAOYSA-N N#Cc1c(N2CCOCC2)[s]c(C(O)=O)c1C(c1ccc[s]1)O Chemical compound N#Cc1c(N2CCOCC2)[s]c(C(O)=O)c1C(c1ccc[s]1)O RLKNNDYWFOYOGL-UHFFFAOYSA-N 0.000 description 2
- HSVWLBJEQQCLNH-UHFFFAOYSA-N N#Cc1c(N2CCOCC2)[s]c(C=O)c1-c(cc1)ccc1C#N Chemical compound N#Cc1c(N2CCOCC2)[s]c(C=O)c1-c(cc1)ccc1C#N HSVWLBJEQQCLNH-UHFFFAOYSA-N 0.000 description 2
- DITDMFQYBBFWPE-UHFFFAOYSA-N N#Cc1c(N2CCOCC2)[s]c(C=O)c1-c(cccc1)c1Cl Chemical compound N#Cc1c(N2CCOCC2)[s]c(C=O)c1-c(cccc1)c1Cl DITDMFQYBBFWPE-UHFFFAOYSA-N 0.000 description 2
- GOCCPDAVDYJEMT-UHFFFAOYSA-N N#Cc1c(N2CCOCC2)[s]c(C=O)c1-c1cc(O)ccc1 Chemical compound N#Cc1c(N2CCOCC2)[s]c(C=O)c1-c1cc(O)ccc1 GOCCPDAVDYJEMT-UHFFFAOYSA-N 0.000 description 2
- VPISJCFPOQHGJU-UHFFFAOYSA-N NC(C(C1c(ccc(Cl)c2)c2Cl)S(N2CCOCC2)=C1C#N)=O Chemical compound NC(C(C1c(ccc(Cl)c2)c2Cl)S(N2CCOCC2)=C1C#N)=O VPISJCFPOQHGJU-UHFFFAOYSA-N 0.000 description 2
- AZBZMDRJYJZMEW-UHFFFAOYSA-N NC(c([s]c(N1CC(CO)OCC1)c1C#N)c1-c(ccc(Cl)c1)c1Cl)=O Chemical compound NC(c([s]c(N1CC(CO)OCC1)c1C#N)c1-c(ccc(Cl)c1)c1Cl)=O AZBZMDRJYJZMEW-UHFFFAOYSA-N 0.000 description 2
- XRCWUGGOABIVSM-UHFFFAOYSA-N NC(c([s]c(N1CCOCC1)c1C#N)c1-c(c(Cl)c1)ccc1Cl)=O Chemical compound NC(c([s]c(N1CCOCC1)c1C#N)c1-c(c(Cl)c1)ccc1Cl)=O XRCWUGGOABIVSM-UHFFFAOYSA-N 0.000 description 2
- JDYGSHRWLWOOJD-UHFFFAOYSA-N NC(c([s]c(N1CCOCC1)c1C#N)c1-c(cc1)ccc1F)=O Chemical compound NC(c([s]c(N1CCOCC1)c1C#N)c1-c(cc1)ccc1F)=O JDYGSHRWLWOOJD-UHFFFAOYSA-N 0.000 description 2
- UHWZVUYAHXSSOQ-UHFFFAOYSA-O NC(c([s]c(N1CCOCC1)c1C#N)c1-c(cc1O)ccc1[OH2+])=O Chemical compound NC(c([s]c(N1CCOCC1)c1C#N)c1-c(cc1O)ccc1[OH2+])=O UHWZVUYAHXSSOQ-UHFFFAOYSA-O 0.000 description 2
- LOAUAJAGBOEHJW-UHFFFAOYSA-N NC(c([s]c(N1CCOCC1)c1C#N)c1-c(cccc1)c1Cl)=O Chemical compound NC(c([s]c(N1CCOCC1)c1C#N)c1-c(cccc1)c1Cl)=O LOAUAJAGBOEHJW-UHFFFAOYSA-N 0.000 description 2
- MKUPJMVWZPXRMI-DAYXMHADSA-N CC(/C=C(/C)\NCCNC(c([s]c(N1CCOCC1)c1C#N)c1-c(ccc(Cl)c1)c1Cl)=O)=N Chemical compound CC(/C=C(/C)\NCCNC(c([s]c(N1CCOCC1)c1C#N)c1-c(ccc(Cl)c1)c1Cl)=O)=N MKUPJMVWZPXRMI-DAYXMHADSA-N 0.000 description 1
- CNWHHUSXMFSVNF-UHFFFAOYSA-N Cc(cc1)ccc1-c1c(C(O)=O)[s]c(N2CCOCC2)c1C#N Chemical compound Cc(cc1)ccc1-c1c(C(O)=O)[s]c(N2CCOCC2)c1C#N CNWHHUSXMFSVNF-UHFFFAOYSA-N 0.000 description 1
- BAWWIMHRVCLLTG-UHFFFAOYSA-N N#Cc1c(N2CCOCC2)[s]c(C(O)=O)c1-c1cc(O)ccc1 Chemical compound N#Cc1c(N2CCOCC2)[s]c(C(O)=O)c1-c1cc(O)ccc1 BAWWIMHRVCLLTG-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US6243908P | 2008-01-25 | 2008-01-25 | |
| US61/062,439 | 2008-01-25 | ||
| PCT/US2009/000513 WO2009094224A1 (en) | 2008-01-25 | 2009-01-26 | Thiophenes and their use as phosphatidylinositol 3-kinase (pi3k) inhibitors |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2011510080A JP2011510080A (ja) | 2011-03-31 |
| JP2011510080A5 true JP2011510080A5 (enExample) | 2013-03-07 |
| JP5581219B2 JP5581219B2 (ja) | 2014-08-27 |
Family
ID=40637132
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010544359A Active JP5581219B2 (ja) | 2008-01-25 | 2009-01-26 | チオフェンおよびホスファチジルイノシトール3−キナーゼ(pi3k)阻害薬としてのその使用 |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US9029411B2 (enExample) |
| EP (1) | EP2250160B1 (enExample) |
| JP (1) | JP5581219B2 (enExample) |
| WO (1) | WO2009094224A1 (enExample) |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9029411B2 (en) | 2008-01-25 | 2015-05-12 | Millennium Pharmaceuticals, Inc. | Thiophenes and uses thereof |
| ES2491522T3 (es) * | 2008-06-19 | 2014-09-08 | Millennium Pharmaceuticals, Inc. | Derivados de tiofeno o tiazol y su uso como inhibidores de PI3K |
| TWI378933B (en) | 2008-10-14 | 2012-12-11 | Daiichi Sankyo Co Ltd | Morpholinopurine derivatives |
| CA2740193A1 (en) | 2008-12-23 | 2010-07-01 | Abbott Laboratories | Anti-viral compounds |
| MX2011006333A (es) | 2008-12-23 | 2011-06-27 | Abbott Lab | Compuestos antivirales. |
| US8796314B2 (en) | 2009-01-30 | 2014-08-05 | Millennium Pharmaceuticals, Inc. | Heteroaryls and uses thereof |
| US9090601B2 (en) | 2009-01-30 | 2015-07-28 | Millennium Pharmaceuticals, Inc. | Thiazole derivatives |
| JP2012516329A (ja) | 2009-01-30 | 2012-07-19 | ミレニアム ファーマシューティカルズ, インコーポレイテッド | Pi3k阻害剤としてのヘテロアリールおよびその使用 |
| MX2011010905A (es) | 2009-04-15 | 2011-11-01 | Abbott Lab | Compuestos antivirales. |
| US9394279B2 (en) | 2009-06-11 | 2016-07-19 | Abbvie Inc. | Anti-viral compounds |
| US8937150B2 (en) | 2009-06-11 | 2015-01-20 | Abbvie Inc. | Anti-viral compounds |
| US8716454B2 (en) | 2009-06-11 | 2014-05-06 | Abbvie Inc. | Solid compositions |
| RS52854B (sr) | 2009-06-11 | 2013-12-31 | Abbvie Bahamas Limited | Inhibitori hepatitis c virusa |
| BR112012003955A2 (pt) * | 2009-08-20 | 2017-09-26 | Karus Therapeutics Ltd | compostos heterocíclicos tricíclicos como inibidores da fosfoinositídeos 3-quinase |
| NZ605440A (en) | 2010-06-10 | 2014-05-30 | Abbvie Bahamas Ltd | Solid compositions comprising an hcv inhibitor |
| EP2603216A4 (en) * | 2010-08-11 | 2013-12-18 | Millennium Pharm Inc | HETEROARYLE AND USES THEREOF |
| WO2012021611A1 (en) | 2010-08-11 | 2012-02-16 | Millennium Pharmaceuticals, Inc. | Heteroaryls and uses thereof |
| WO2012021696A1 (en) | 2010-08-11 | 2012-02-16 | Millennium Pharmaceuticals, Inc. | Heteroaryls and uses thereof |
| CA2814688A1 (en) | 2010-10-13 | 2012-04-19 | Millennium Pharmaceuticals, Inc. | Heteroaryls and uses thereof |
| US10201584B1 (en) | 2011-05-17 | 2019-02-12 | Abbvie Inc. | Compositions and methods for treating HCV |
| US9034832B2 (en) | 2011-12-29 | 2015-05-19 | Abbvie Inc. | Solid compositions |
| US9107414B2 (en) | 2012-01-11 | 2015-08-18 | Bayer Cropscience Ag | Tetrazol-5-yl- and triazol-5-yl-aryl compounds and use thereof as herbicides |
| US11484534B2 (en) | 2013-03-14 | 2022-11-01 | Abbvie Inc. | Methods for treating HCV |
| EP3089757A1 (en) | 2014-01-03 | 2016-11-09 | AbbVie Inc. | Solid antiviral dosage forms |
| RU2724957C2 (ru) * | 2016-02-16 | 2020-06-29 | Корея Инститьют Оф Сайенс Энд Текнолоджи | Новое соединение 2,3,5-замещенного тиофена в качестве ингибитора протеинкиназы |
| BR112020001327A2 (pt) | 2017-07-21 | 2020-08-11 | Antabio Sas | compostos químicos |
Family Cites Families (103)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE581861A (enExample) | 1958-08-20 | |||
| US3852293A (en) | 1972-06-21 | 1974-12-03 | Uniroyal Inc | 4-phenyl-2-(3-pyridyl)-thiazole carboxamides |
| US3821384A (en) | 1972-10-06 | 1974-06-28 | Uniroyal Inc | Pharmaceutical compositions containing a4-aryl-2-(3-pyridyl)thiazole and methods of using same |
| DE3021590A1 (de) | 1980-06-09 | 1981-12-17 | Hoechst Ag, 6000 Frankfurt | 4-halogen-5-(halogenmethyl-phenyl)-oxazol-derivate, ein verfahren zu ihrer herstellung und sie enthaltenden strahlungsempfindliche massen |
| DD275870A1 (de) | 1988-09-27 | 1990-02-07 | Univ Leipzig | Verfahren zur herstellung von in 5-position verschiedenartig substituierten 3-aminothiophen-4-carbonitrilen |
| PH27357A (en) | 1989-09-22 | 1993-06-21 | Fujisawa Pharmaceutical Co | Pyrazole derivatives and pharmaceutical compositions comprising the same |
| WO1997012613A1 (en) | 1995-10-05 | 1997-04-10 | Warner-Lambert Company | Method for treating and preventing inflammation and atherosclerosis |
| EP0923579A1 (en) | 1996-08-27 | 1999-06-23 | Novartis AG | Herbicidal s-substituted 1,2,4,6-thiatriazines |
| JPH1087490A (ja) | 1996-09-10 | 1998-04-07 | Sagami Chem Res Center | インターロイキン6生産抑制剤、骨吸収抑制剤、抗骨粗鬆症剤、及びチアゾール化合物 |
| PT853083E (pt) | 1997-01-06 | 2001-12-28 | Pfizer | Composto de piridilfurano e piridiltiofeno e sua utilizacao farmaceutica |
| TR199802691T1 (xx) | 1997-04-24 | 1999-07-21 | Dow Agrosciences Llc | Pestisid etkili 3-(ikameli fenil)-5-(tienil ya da furil)-1,2,4-triazoller |
| EP1097147A4 (en) | 1998-07-10 | 2001-11-21 | Merck & Co Inc | NEW ANGIOGENESIS INHIBITORS |
| DE19858192A1 (de) | 1998-12-17 | 2000-06-21 | Aventis Cropscience Gmbh | 4-Trifluormethyl-3-oxazolylpyridine, Verfahren zu ihrer Herstellung, sie enthaltende Mittel und ihre Verwendung als Schädlingsbekämpfungsmittel |
| CO5170501A1 (es) | 1999-04-14 | 2002-06-27 | Novartis Ag | AZOLES SUSTITUIDOS UTILES PARA EL TRATAMIENTO DE ENFERMEDADES MEDIADAS POR TNFa eIL-1 Y ENFERMEDADES DEL METABOLISMO OSEO |
| CA2397686A1 (en) | 2000-01-18 | 2001-07-26 | Vertex Pharmaceuticals Incorporated | Gyrase inhibitors and uses thereof |
| WO2002083667A2 (en) | 2001-04-13 | 2002-10-24 | Vertex Pharmaceuticals Incorporated | Inhibitors of c-jun n-terminal kinases (jnk) and other protein kinases |
| JP4310109B2 (ja) | 2001-04-26 | 2009-08-05 | エーザイ・アール・アンド・ディー・マネジメント株式会社 | ピラゾリル基を置換基として有する含窒素縮合環化合物およびその医薬組成物 |
| US7405235B2 (en) | 2001-05-04 | 2008-07-29 | Paratek Pharmaceuticals, Inc. | Transcription factor modulating compounds and methods of use thereof |
| EA007933B1 (ru) | 2001-08-13 | 2007-02-27 | Янссен Фармацевтика Н.В. | 2,4,5-тризамещенные производные тиазолила и их противовоспалительная активность |
| ATE403653T1 (de) | 2001-09-05 | 2008-08-15 | Smithkline Beecham Plc | Pyridin-substituierte furanderivate als raf- kinase inhibitoren |
| WO2003027095A1 (en) | 2001-09-26 | 2003-04-03 | Bayer Pharmaceuticals Corporation | Substituted 3-pyridyl tetrazoles as steroid c17,20 lyase inhibitors |
| US20040198773A1 (en) | 2001-09-26 | 2004-10-07 | Barry Hart | Substituted 3-pyridyl oxazoles as c17,20 lyase inhibitors |
| HRP20040518A2 (hr) | 2001-11-08 | 2007-08-31 | Elan Pharmaceuticals | Derivati n,n-supstituiranog-1,3-diamino-2-hidroksipropana |
| WO2004014899A1 (en) | 2002-08-08 | 2004-02-19 | Smithkline Beecham Corporation | Thiophene compounds |
| EP1534279A4 (en) | 2002-08-14 | 2006-11-08 | Ppd Discovery Inc | INHIBITORS OF PRENYLATION CONTAINING DIMETHYLCYCLOBUTANE, METHODS OF SYNTHESIS AND USE THEREOF |
| WO2004016592A1 (en) | 2002-08-14 | 2004-02-26 | Ppd Discovery, Inc. | Prenylation inhibitors and methods of their synthesis and use |
| KR101059652B1 (ko) | 2002-09-30 | 2011-08-25 | 바이엘 파마 악티엔게젤샤프트 | 접합 아졸-피리미딘 유도체 |
| AR044519A1 (es) | 2003-05-02 | 2005-09-14 | Novartis Ag | Derivados de piridin-tiazol amina y de pirimidin-tiazol amina |
| US7122560B2 (en) | 2003-06-18 | 2006-10-17 | Bristol-Myers Squibb Company | Lactam derivatives as inhibitors of matrix metalloproteinases and/or TNF-α converting enzyme |
| US6984652B2 (en) | 2003-09-05 | 2006-01-10 | Warner-Lambert Company Llc | Gyrase inhibitors |
| RU2006125441A (ru) * | 2003-12-15 | 2008-01-27 | Джапан Тобакко Инк. (Jp) | Производные циклопропана и их фармацевтическое применение |
| WO2005075470A1 (en) | 2004-01-28 | 2005-08-18 | Smithkline Beecham Corporation | Thiazole compounds |
| WO2005074642A2 (en) | 2004-01-30 | 2005-08-18 | Smithkline Beecham Corporation | Chemical compounds |
| US20050209284A1 (en) * | 2004-02-12 | 2005-09-22 | Boehringer Ingelheim Pharmaceuticals, Inc. | Tec kinase inhibitors |
| MXPA06010520A (es) | 2004-03-30 | 2007-03-26 | Chiron Corp | Derivados de tiofeno sustituidos como agentes anticancerosos. |
| EP1742627A4 (en) * | 2004-05-06 | 2009-08-26 | Plexxikon Inc | PDE4B HEMMER AND ITS USE |
| GB0423653D0 (en) | 2004-10-25 | 2004-11-24 | Piramed Ltd | Pharmaceutical compounds |
| CN101146803A (zh) | 2004-12-20 | 2008-03-19 | 健泰科生物技术公司 | Iap的吡咯烷抑制剂 |
| AU2005319455A1 (en) | 2004-12-21 | 2006-06-29 | Merck Sharp & Dohme Corp. | Mitotic kinesin inhibitors |
| US20090036435A1 (en) | 2005-01-21 | 2009-02-05 | Astex Therapeutics Limited | Pharmaceutical Compounds |
| GB0503962D0 (en) | 2005-02-25 | 2005-04-06 | Kudos Pharm Ltd | Compounds |
| EP1877388A2 (en) | 2005-02-25 | 2008-01-16 | Kudos Pharmaceuticals Ltd | Hydrazinomethyl, hydrazonomethyl and 5-membered heterocylic compounds which act as mtor inhibitors and their use as anti cancer agents |
| CN1834095B (zh) | 2005-03-18 | 2011-04-20 | 中国科学院上海药物研究所 | 一类非核苷类抗病毒抑制剂及其制备方法和用途 |
| AU2006227300B2 (en) | 2005-03-21 | 2012-02-02 | Eli Lilly And Company | Imidazopyridazine compounds |
| GB0508472D0 (en) | 2005-04-26 | 2005-06-01 | Glaxo Group Ltd | Compounds |
| GB0508471D0 (en) | 2005-04-26 | 2005-06-01 | Celltech R&D Ltd | Therapeutic agents |
| CA2613517A1 (en) | 2005-06-27 | 2007-01-04 | Exelixis, Inc. | Pyrazole based lxr modulators |
| EP1932833B1 (en) | 2005-10-07 | 2012-08-01 | Kissei Pharmaceutical Co., Ltd. | Nitrogenated heterocyclic compound and pharmaceutical composition comprising the same |
| US7618982B2 (en) | 2005-12-19 | 2009-11-17 | Nerviano Medical Sciences S.R.L. | Heteroarylpyrrolopyridinones active as kinase inhibitors |
| JP2007197324A (ja) | 2006-01-23 | 2007-08-09 | Toray Ind Inc | 2,4,5−置換−1,3−アゾール誘導体 |
| NZ568910A (en) | 2006-01-24 | 2011-04-29 | Lilly Co Eli | Indole sulfonamide modulators of progesterone receptors |
| US7504513B2 (en) | 2006-02-27 | 2009-03-17 | Hoffman-La Roche Inc. | Thiazolyl-benzimidazoles |
| ZA200808966B (en) | 2006-03-27 | 2010-03-31 | Nerviano Medical Sciences Srl | Pyridyl- and pyrimidinyl-substituted pyrrole-, thiophene- and furane-derivatives as kinase inhibitors |
| BRPI0710874A2 (pt) * | 2006-04-26 | 2012-02-14 | Hoffmann La Roche | compostos de tienopirimidina, processos de produção dos referidos compostos, composições farmacêuticas contendo os mesmos, kit, produto, e usos dos compostos |
| US20090076009A1 (en) | 2006-05-03 | 2009-03-19 | Arnould Jean-Claude Retired | Thiazole derivatives and their use as anti-tumour agents |
| JP2009538309A (ja) | 2006-05-23 | 2009-11-05 | バーテックス ファーマシューティカルズ インコーポレイテッド | プロテインキナーゼのインヒビターとして有用なチオフェンカルボキサミド |
| WO2007138110A2 (en) | 2006-06-01 | 2007-12-06 | Devgen N.V. | Compounds that interact with ion channels, in particular with ion channels from the kv family |
| EP2044061A2 (en) | 2006-07-20 | 2009-04-08 | Mehmet Kahraman | Benzothiophene inhibitors of rho kinase |
| WO2008014238A2 (en) | 2006-07-24 | 2008-01-31 | Tetralogic Pharmaceuticals Corporation | Dimeric iap inhibitors |
| JP2010500405A (ja) | 2006-08-14 | 2010-01-07 | シェーリング コーポレイション | 2−(キノリン−5−イル)−4,5ジ置換−アゾール誘導体の合成のための方法および中間体 |
| CA2660758A1 (en) | 2006-08-24 | 2008-02-27 | Astrazeneca Ab | Morpholino pyrimidine derivatives useful in the treatment of proliferative disorders |
| US20090093452A1 (en) | 2006-08-24 | 2009-04-09 | Pfizer Inc. | Pyrrole, Thiophene, Furan, Imidazole, Oxazole, and Thiazole Derivatives |
| CN101516886B (zh) | 2006-09-20 | 2012-02-29 | 伊莱利利公司 | 噻吩吡唑并嘧啶化合物 |
| GB0620818D0 (en) | 2006-10-19 | 2006-11-29 | Ucb Sa | Therapeutic agents |
| RU2469034C2 (ru) | 2006-12-04 | 2012-12-10 | Астразенека Аб | Химические соединения |
| WO2008083070A1 (en) | 2006-12-29 | 2008-07-10 | Neurogen Corporation | Crf1 receptor ligands comprising fused bicyclic heteroaryl moieties |
| GB0701426D0 (en) | 2007-01-25 | 2007-03-07 | Univ Sheffield | Compounds and their use |
| AU2008214095B2 (en) | 2007-02-02 | 2014-07-10 | Baylor College Of Medicine | Compositions and methods for the treatment of metabolic disorders |
| UY30892A1 (es) | 2007-02-07 | 2008-09-02 | Smithkline Beckman Corp | Inhibidores de la actividad akt |
| US8420690B2 (en) | 2007-02-07 | 2013-04-16 | Glaxosmithkline Llc | Inhibitors of Akt activity |
| PE20130150A1 (es) | 2007-04-30 | 2013-02-27 | Genentech Inc | Inhibidores de las iap |
| GB0709031D0 (en) | 2007-05-10 | 2007-06-20 | Sareum Ltd | Pharmaceutical compounds |
| WO2008157273A1 (en) | 2007-06-14 | 2008-12-24 | Smithkline Beecham Corporation | Chemical compounds |
| WO2009006577A2 (en) | 2007-07-03 | 2009-01-08 | The Regents Of The University Of Michigan | Compositions and methods for inhibiting ezh2 |
| US8067613B2 (en) | 2007-07-16 | 2011-11-29 | Abbott Laboratories | Benzimidazole poly(ADP ribose)polymerase inhibitors |
| CN101874030B (zh) | 2007-09-24 | 2012-11-14 | 埃科特莱茵药品有限公司 | 用作食欲素受体拮抗剂的吡咯烷和哌啶 |
| CA2704711C (en) | 2007-09-24 | 2016-07-05 | Genentech, Inc. | Thiazolopyrimidine p13k inhibitor compounds and methods of use |
| WO2009049028A1 (en) | 2007-10-09 | 2009-04-16 | Targegen Inc. | Pyrrolopyrimidine compounds and their use as janus kinase modulators |
| US9029411B2 (en) | 2008-01-25 | 2015-05-12 | Millennium Pharmaceuticals, Inc. | Thiophenes and uses thereof |
| TW200940537A (en) | 2008-02-26 | 2009-10-01 | Astrazeneca Ab | Heterocyclic urea derivatives and methods of use thereof |
| BRPI0910346A2 (pt) | 2008-03-31 | 2015-10-06 | Hoffmann La Roche | compostos de benzopirano e benzoxapina inibidores de pi3k e métodos de uso |
| GB0805818D0 (en) | 2008-03-31 | 2008-04-30 | Ucb Pharma Sa | Therapeutic agents |
| ES2491522T3 (es) | 2008-06-19 | 2014-09-08 | Millennium Pharmaceuticals, Inc. | Derivados de tiofeno o tiazol y su uso como inhibidores de PI3K |
| EP2303852A4 (en) | 2008-06-26 | 2011-12-28 | Glaxosmithkline Llc | ACTIVITY INHIBITORS AKT |
| GB0812309D0 (en) | 2008-07-03 | 2008-08-13 | Ucb Pharma Sa | Therapeutic agents |
| CA2730010A1 (en) | 2008-07-09 | 2010-01-14 | Merck Sharp & Dohme Corp. | Inhibitors of janus kinases |
| US8673941B2 (en) | 2008-08-04 | 2014-03-18 | Merck Sharp & Dohme Corp. | Oxazole derivatives useful as inhibitors of FAAH |
| ES2539478T3 (es) | 2008-11-11 | 2015-07-01 | Xcovery Holding Company Llc | Inhibidores de PI3K/mTOR cinasa |
| GB0820819D0 (en) | 2008-11-13 | 2008-12-24 | Sareum Ltd | Pharmaceutical compounds |
| EP2378879A4 (en) | 2008-12-16 | 2012-06-06 | Merck Sharp & Dohme | TRIAZONE DERIVATIVES FOR THE TREATMENT OF MORBUS ALZHEIMER |
| CN102256972A (zh) | 2008-12-18 | 2011-11-23 | 霍夫曼-拉罗奇有限公司 | 噻唑基-苯并咪唑类 |
| WO2010080873A1 (en) | 2009-01-08 | 2010-07-15 | Glaxo Group Limited | Oxazoles as modulators of chemokine receptors |
| JP2012516329A (ja) | 2009-01-30 | 2012-07-19 | ミレニアム ファーマシューティカルズ, インコーポレイテッド | Pi3k阻害剤としてのヘテロアリールおよびその使用 |
| US9090601B2 (en) | 2009-01-30 | 2015-07-28 | Millennium Pharmaceuticals, Inc. | Thiazole derivatives |
| US8796314B2 (en) | 2009-01-30 | 2014-08-05 | Millennium Pharmaceuticals, Inc. | Heteroaryls and uses thereof |
| CA2760778A1 (en) | 2009-05-13 | 2010-11-18 | Amgen Inc. | Heteroaryl compounds as pikk inhibitors |
| US20110021531A1 (en) | 2009-07-27 | 2011-01-27 | Chobanian Harry | Oxazole derivatives useful as inhibitors of faah |
| JP2012254939A (ja) | 2009-10-07 | 2012-12-27 | Astellas Pharma Inc | オキサゾール化合物 |
| EP2603216A4 (en) | 2010-08-11 | 2013-12-18 | Millennium Pharm Inc | HETEROARYLE AND USES THEREOF |
| WO2012021696A1 (en) | 2010-08-11 | 2012-02-16 | Millennium Pharmaceuticals, Inc. | Heteroaryls and uses thereof |
| WO2012021611A1 (en) | 2010-08-11 | 2012-02-16 | Millennium Pharmaceuticals, Inc. | Heteroaryls and uses thereof |
| CA2814688A1 (en) | 2010-10-13 | 2012-04-19 | Millennium Pharmaceuticals, Inc. | Heteroaryls and uses thereof |
| JP2015503505A (ja) | 2011-12-23 | 2015-02-02 | ミレニアム ファーマシューティカルズ, インコーポレイテッドMillennium Pharmaceuticals, Inc. | ヘテロアリールおよびその使用 |
-
2009
- 2009-01-26 US US12/321,871 patent/US9029411B2/en active Active
- 2009-01-26 JP JP2010544359A patent/JP5581219B2/ja active Active
- 2009-01-26 WO PCT/US2009/000513 patent/WO2009094224A1/en not_active Ceased
- 2009-01-26 EP EP09703864.0A patent/EP2250160B1/en active Active