KR20150046259A - 파라믹소바이러스 바이러스성 감염의 치료용 화합물 - Google Patents
파라믹소바이러스 바이러스성 감염의 치료용 화합물 Download PDFInfo
- Publication number
- KR20150046259A KR20150046259A KR1020157007347A KR20157007347A KR20150046259A KR 20150046259 A KR20150046259 A KR 20150046259A KR 1020157007347 A KR1020157007347 A KR 1020157007347A KR 20157007347 A KR20157007347 A KR 20157007347A KR 20150046259 A KR20150046259 A KR 20150046259A
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- KR
- South Korea
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- 0 Cc1cnc(C)[n]1* Chemical compound Cc1cnc(C)[n]1* 0.000 description 25
- JCGGPCDDFXIVQB-UHFFFAOYSA-N Brc([nH]c(Br)n1)c1Br Chemical compound Brc([nH]c(Br)n1)c1Br JCGGPCDDFXIVQB-UHFFFAOYSA-N 0.000 description 1
- FQELUHKAEQCRCK-WYMPLXKRSA-N C/C(/c([s]c1ccc2)cc1c2F)=N\NC(CNC(c(cc1OC)ccc1OC)=O)=O Chemical compound C/C(/c([s]c1ccc2)cc1c2F)=N\NC(CNC(c(cc1OC)ccc1OC)=O)=O FQELUHKAEQCRCK-WYMPLXKRSA-N 0.000 description 1
- ARSNFIAHVFFSBE-WYMPLXKRSA-N C/C(/c(c1ccccc1[s]1)c1Br)=N\NC(CNC(c(cc1OC)ccc1OC)=O)=O Chemical compound C/C(/c(c1ccccc1[s]1)c1Br)=N\NC(CNC(c(cc1OC)ccc1OC)=O)=O ARSNFIAHVFFSBE-WYMPLXKRSA-N 0.000 description 1
- MLNFTEBWGQJUSY-OYKKKHCWSA-N C/C(/c1c[s]c2ccccc12)=N/NC(CCNC(c(cc1OC)ccc1OC)=O)=O Chemical compound C/C(/c1c[s]c2ccccc12)=N/NC(CCNC(c(cc1OC)ccc1OC)=O)=O MLNFTEBWGQJUSY-OYKKKHCWSA-N 0.000 description 1
- PRTUFGYSKKUEEC-WYMPLXKRSA-N C/C(/c1c[s]c2ccccc12)=N\NC(CNC(c(cc(c(OC)c1)OC)c1Cl)=O)=O Chemical compound C/C(/c1c[s]c2ccccc12)=N\NC(CNC(c(cc(c(OC)c1)OC)c1Cl)=O)=O PRTUFGYSKKUEEC-WYMPLXKRSA-N 0.000 description 1
- GZJHRGVGKVBKDM-WSDLNYQXSA-N C/C(/c1c[s]c2ccccc12)=N\NC(CNC(c(cc1)cc(OC)c1O)=O)=O Chemical compound C/C(/c1c[s]c2ccccc12)=N\NC(CNC(c(cc1)cc(OC)c1O)=O)=O GZJHRGVGKVBKDM-WSDLNYQXSA-N 0.000 description 1
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- HHPSDRHBKMZKKH-UHFFFAOYSA-N CC(C)(C(c1cccc(-c(c2ccc3)c[s]c2c3F)n1)=O)NC(c(cc1OC)ccc1OC)=O Chemical compound CC(C)(C(c1cccc(-c(c2ccc3)c[s]c2c3F)n1)=O)NC(c(cc1OC)ccc1OC)=O HHPSDRHBKMZKKH-UHFFFAOYSA-N 0.000 description 1
- GJJHHHROSLXQES-OOAXWGSJSA-N CC(C)CC/C(/c1c[s]c2c1cccc2)=N/NC(CNC(c(cc1OC)ccc1OC)=O)=O Chemical compound CC(C)CC/C(/c1c[s]c2c1cccc2)=N/NC(CNC(c(cc1OC)ccc1OC)=O)=O GJJHHHROSLXQES-OOAXWGSJSA-N 0.000 description 1
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- BENODYRLNUPOQT-UHFFFAOYSA-N CC(Oc(cc1OC)ccc1OCCOCc1ccccc1)=O Chemical compound CC(Oc(cc1OC)ccc1OCCOCc1ccccc1)=O BENODYRLNUPOQT-UHFFFAOYSA-N 0.000 description 1
- XFIVFAGVCZSDLW-UHFFFAOYSA-N CC(c(cc1)cc(OC)c1OCCOCc1ccccc1)O Chemical compound CC(c(cc1)cc(OC)c1OCCOCc1ccccc1)O XFIVFAGVCZSDLW-UHFFFAOYSA-N 0.000 description 1
- SSJFJOMLSSEONB-UHFFFAOYSA-N CC1(C)OB(c(c2ccc3)c[s]c2c3F)OC1(C)C Chemical compound CC1(C)OB(c(c2ccc3)c[s]c2c3F)OC1(C)C SSJFJOMLSSEONB-UHFFFAOYSA-N 0.000 description 1
- IILYGBVBHSGVBF-NHFJDJAPSA-N CCCC/C(/c1c[s]c2ccccc12)=N\NC(CNC(c(cc1OC)ccc1OCCO)=O)=O Chemical compound CCCC/C(/c1c[s]c2ccccc12)=N\NC(CNC(c(cc1OC)ccc1OCCO)=O)=O IILYGBVBHSGVBF-NHFJDJAPSA-N 0.000 description 1
- WSXBBNDZRKTCPM-OOAXWGSJSA-N CCCCC/C(/c1c[s]c2c1cccc2)=N/NC(CNC(c(cc1OC)ccc1OC)=O)=O Chemical compound CCCCC/C(/c1c[s]c2c1cccc2)=N/NC(CNC(c(cc1OC)ccc1OC)=O)=O WSXBBNDZRKTCPM-OOAXWGSJSA-N 0.000 description 1
- WSXBBNDZRKTCPM-NHFJDJAPSA-N CCCCC/C(/c1c[s]c2ccccc12)=N\NC(CNC(c(cc1OC)ccc1OC)=O)=O Chemical compound CCCCC/C(/c1c[s]c2ccccc12)=N\NC(CNC(c(cc1OC)ccc1OC)=O)=O WSXBBNDZRKTCPM-NHFJDJAPSA-N 0.000 description 1
- LCRCQDNFFMNPGM-UHFFFAOYSA-N CCOC(CNC(c(cc1)cc(OC)c1OC)=O)=O Chemical compound CCOC(CNC(c(cc1)cc(OC)c1OC)=O)=O LCRCQDNFFMNPGM-UHFFFAOYSA-N 0.000 description 1
- WXTQHONNSHVMHC-UHFFFAOYSA-N CCc1cc(C(CNC(c(cc2)cc(OC)c2OCCO)=O)=O)nc(-c(c2ccc3)c[o]c2c3F)c1 Chemical compound CCc1cc(C(CNC(c(cc2)cc(OC)c2OCCO)=O)=O)nc(-c(c2ccc3)c[o]c2c3F)c1 WXTQHONNSHVMHC-UHFFFAOYSA-N 0.000 description 1
- XKIPTRKUCTUJMZ-KSIKAEMPSA-N CN(C(CN(CC/C(/OC)=C(\C=C/C1)/OC)C1=O)=O)OC Chemical compound CN(C(CN(CC/C(/OC)=C(\C=C/C1)/OC)C1=O)=O)OC XKIPTRKUCTUJMZ-KSIKAEMPSA-N 0.000 description 1
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- WNOXIMFCLAAOSN-UHFFFAOYSA-N COc(c(OC)c1)ccc1C(NCC(c(nc1-c(c2ccc3)c[s]c2c3F)ccc1O)=O)=O Chemical compound COc(c(OC)c1)ccc1C(NCC(c(nc1-c(c2ccc3)c[s]c2c3F)ccc1O)=O)=O WNOXIMFCLAAOSN-UHFFFAOYSA-N 0.000 description 1
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- AQNNJZCADWHRBT-UHFFFAOYSA-N COc(cc1)c(-c(cc2Cl)ccc2F)nc1C(CNC(c(cc1OC)ccc1OCC(N)=O)=O)=O Chemical compound COc(cc1)c(-c(cc2Cl)ccc2F)nc1C(CNC(c(cc1OC)ccc1OCC(N)=O)=O)=O AQNNJZCADWHRBT-UHFFFAOYSA-N 0.000 description 1
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- YRIYKROBLXNIRI-UHFFFAOYSA-N COc1cc(C(O)=O)ccc1OCC1CC1 Chemical compound COc1cc(C(O)=O)ccc1OCC1CC1 YRIYKROBLXNIRI-UHFFFAOYSA-N 0.000 description 1
- NKAMFZAHTDDACO-UHFFFAOYSA-N COc1cc(O)ccc1OCCOCc1ccccc1 Chemical compound COc1cc(O)ccc1OCCOCc1ccccc1 NKAMFZAHTDDACO-UHFFFAOYSA-N 0.000 description 1
- PPAGLJOXRILGCG-UHFFFAOYSA-N COc1ccc(C(CN)O)nc1[Br]=C Chemical compound COc1ccc(C(CN)O)nc1[Br]=C PPAGLJOXRILGCG-UHFFFAOYSA-N 0.000 description 1
- TWXUJDLKIKHJNU-UHFFFAOYSA-N COc1ccc(C(CNC(c(cc2Cl)cc(Cl)c2OC)=O)=O)nc1-c(cc1Cl)ccc1F Chemical compound COc1ccc(C(CNC(c(cc2Cl)cc(Cl)c2OC)=O)=O)nc1-c(cc1Cl)ccc1F TWXUJDLKIKHJNU-UHFFFAOYSA-N 0.000 description 1
- YJNUXWKIRWRBSF-UHFFFAOYSA-N COc1ccc(C(CNC(c(cc2OC)ccc2OCC2CC2)=O)=O)nc1-c(cc1Cl)ccc1F Chemical compound COc1ccc(C(CNC(c(cc2OC)ccc2OCC2CC2)=O)=O)nc1-c(cc1Cl)ccc1F YJNUXWKIRWRBSF-UHFFFAOYSA-N 0.000 description 1
- KMFDNDOWSWPAAC-UHFFFAOYSA-N COc1ccc(C(CNC(c(cc2OC)ccc2OCC2CC2)=O)O)nc1-c(cc1Cl)ccc1F Chemical compound COc1ccc(C(CNC(c(cc2OC)ccc2OCC2CC2)=O)O)nc1-c(cc1Cl)ccc1F KMFDNDOWSWPAAC-UHFFFAOYSA-N 0.000 description 1
- BIFUABRDQPHHHU-UHFFFAOYSA-N COc1ccc(C(CNC(c(cc2OC)ccc2OCC2CC2)=O)O)nc1Br Chemical compound COc1ccc(C(CNC(c(cc2OC)ccc2OCC2CC2)=O)O)nc1Br BIFUABRDQPHHHU-UHFFFAOYSA-N 0.000 description 1
- JPTKMWIKUREPFI-HNNXBMFYSA-N C[C@@H](C(c(cc1)nc(-c(c2ccc3)c[s]c2c3F)c1OC)=O)NC(c(cc1OC)ccc1OCCO)=O Chemical compound C[C@@H](C(c(cc1)nc(-c(c2ccc3)c[s]c2c3F)c1OC)=O)NC(c(cc1OC)ccc1OCCO)=O JPTKMWIKUREPFI-HNNXBMFYSA-N 0.000 description 1
- JPTKMWIKUREPFI-OAHLLOKOSA-N C[C@H](C(c(nc1-c(c2ccc3)c[s]c2c3F)ccc1OC)=O)NC(c(cc1OC)ccc1OCCO)=O Chemical compound C[C@H](C(c(nc1-c(c2ccc3)c[s]c2c3F)ccc1OC)=O)NC(c(cc1OC)ccc1OCCO)=O JPTKMWIKUREPFI-OAHLLOKOSA-N 0.000 description 1
- OKJDQYJMVDGFEN-UHFFFAOYSA-N Cc(c1ccc2)c[s]c1c2F Chemical compound Cc(c1ccc2)c[s]c1c2F OKJDQYJMVDGFEN-UHFFFAOYSA-N 0.000 description 1
- QLRKALMVPCQTMU-UHFFFAOYSA-N Cc(cc1)cc(Br)c1F Chemical compound Cc(cc1)cc(Br)c1F QLRKALMVPCQTMU-UHFFFAOYSA-N 0.000 description 1
- MFFYXIHIYIXEAD-UHFFFAOYSA-N Cc(cc1)cc(OC)c1OCCF Chemical compound Cc(cc1)cc(OC)c1OCCF MFFYXIHIYIXEAD-UHFFFAOYSA-N 0.000 description 1
- NMUOGZLHVSTHDZ-UHFFFAOYSA-N Cc(cc1)cc(OC)c1OCCO Chemical compound Cc(cc1)cc(OC)c1OCCO NMUOGZLHVSTHDZ-UHFFFAOYSA-N 0.000 description 1
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- GQJBDHUGRVBDBQ-SSDVNMTOSA-N Cc1c(/C=N/NC(CNC(c2ccc(C)cc2)=O)=O)c(cccc2)c2[nH]1 Chemical compound Cc1c(/C=N/NC(CNC(c2ccc(C)cc2)=O)=O)c(cccc2)c2[nH]1 GQJBDHUGRVBDBQ-SSDVNMTOSA-N 0.000 description 1
- AJIYDSVHVFCSAA-UHFFFAOYSA-N Cc1cc(C(NCC(c(nc2-c(cc3Cl)ccc3F)ccc2OC)=O)=O)ccc1OCCOC Chemical compound Cc1cc(C(NCC(c(nc2-c(cc3Cl)ccc3F)ccc2OC)=O)=O)ccc1OCCOC AJIYDSVHVFCSAA-UHFFFAOYSA-N 0.000 description 1
- XUQBXWFMHCIADL-UHFFFAOYSA-N Cc1cc(C)nc(I)c1O Chemical compound Cc1cc(C)nc(I)c1O XUQBXWFMHCIADL-UHFFFAOYSA-N 0.000 description 1
- XJDVJVIZLWQLBA-QPJQQBGISA-N Cc1ccc(/C=N/NC(CNC(c2cc(Cl)cc(C(F)(F)F)c2)=O)=O)[o]1 Chemical compound Cc1ccc(/C=N/NC(CNC(c2cc(Cl)cc(C(F)(F)F)c2)=O)=O)[o]1 XJDVJVIZLWQLBA-QPJQQBGISA-N 0.000 description 1
- NODLZCJDRXTSJO-UHFFFAOYSA-N Cc1n[n](C)cc1 Chemical compound Cc1n[n](C)cc1 NODLZCJDRXTSJO-UHFFFAOYSA-N 0.000 description 1
- PMCOWOCKUQWYRL-UHFFFAOYSA-N Cc1nc(C)ncc1 Chemical compound Cc1nc(C)ncc1 PMCOWOCKUQWYRL-UHFFFAOYSA-N 0.000 description 1
- IGZZHADAOWGUEI-UHFFFAOYSA-N Cc1nc(S)ccc1 Chemical compound Cc1nc(S)ccc1 IGZZHADAOWGUEI-UHFFFAOYSA-N 0.000 description 1
- XZCDJZPWISPJBY-UHFFFAOYSA-N Cc1nccc(C(NCC(c(nc2-c(cc3Cl)ccc3F)ccc2OC)=O)=O)c1 Chemical compound Cc1nccc(C(NCC(c(nc2-c(cc3Cl)ccc3F)ccc2OC)=O)=O)c1 XZCDJZPWISPJBY-UHFFFAOYSA-N 0.000 description 1
- GZMFMROUHQSIQC-ODCIPOBUSA-N Cc1nccnc1C(NCC(N/N=C/c1c[s]c2ccccc12)=O)=O Chemical compound Cc1nccnc1C(NCC(N/N=C/c1c[s]c2ccccc12)=O)=O GZMFMROUHQSIQC-ODCIPOBUSA-N 0.000 description 1
- JOWPXWVBSXKMHY-PGGKNCGUSA-N O=C(CNC(c(cc1)ccc1OC(F)(F)F)=O)N/N=C/c1c[s]c2ccccc12 Chemical compound O=C(CNC(c(cc1)ccc1OC(F)(F)F)=O)N/N=C/c1c[s]c2ccccc12 JOWPXWVBSXKMHY-PGGKNCGUSA-N 0.000 description 1
- PSFKUVLHZIACCV-ODCIPOBUSA-N O=C(CNC(c1ccc2OCOc2c1)=O)N/N=C/c1c[s]c2ccccc12 Chemical compound O=C(CNC(c1ccc2OCOc2c1)=O)N/N=C/c1c[s]c2ccccc12 PSFKUVLHZIACCV-ODCIPOBUSA-N 0.000 description 1
- TVBBBGXDQQURHJ-UHFFFAOYSA-N O=S(C=C1)c2c1cccc2 Chemical compound O=S(C=C1)c2c1cccc2 TVBBBGXDQQURHJ-UHFFFAOYSA-N 0.000 description 1
- IQUADFAYJOJQJA-UHFFFAOYSA-N Oc(c(Br)n1)ccc1I Chemical compound Oc(c(Br)n1)ccc1I IQUADFAYJOJQJA-UHFFFAOYSA-N 0.000 description 1
- YKHQFTANTNMYPP-UHFFFAOYSA-N Oc1cccnc1Br Chemical compound Oc1cccnc1Br YKHQFTANTNMYPP-UHFFFAOYSA-N 0.000 description 1
- DWAIOCIOSRZZHO-UHFFFAOYSA-N c1c[nH]c2c1[s]cc2 Chemical compound c1c[nH]c2c1[s]cc2 DWAIOCIOSRZZHO-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D495/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
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2015
- 2015-02-12 ZA ZA2015/01018A patent/ZA201501018B/en unknown
- 2015-02-17 IL IL237275A patent/IL237275A0/en unknown
- 2015-02-18 PH PH12015500355A patent/PH12015500355A1/en unknown
-
2017
- 2017-06-20 US US15/627,757 patent/US11014935B2/en not_active Expired - Fee Related
-
2021
- 2021-04-12 US US17/228,573 patent/US20220396581A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| WO2014031784A1 (en) | 2014-02-27 |
| ZA201501018B (en) | 2019-07-31 |
| SG11201501036RA (en) | 2015-03-30 |
| NZ704666A (en) | 2018-05-25 |
| EP2888240A4 (en) | 2016-04-27 |
| US20150238498A1 (en) | 2015-08-27 |
| JP2015531769A (ja) | 2015-11-05 |
| AU2013305759A2 (en) | 2015-03-26 |
| US11014935B2 (en) | 2021-05-25 |
| EA201590197A1 (ru) | 2015-07-30 |
| CN104736530A (zh) | 2015-06-24 |
| MX2015002231A (es) | 2015-07-17 |
| CA2882088C (en) | 2021-11-23 |
| EP2888240B1 (en) | 2020-01-15 |
| PH12015500355B1 (en) | 2015-04-20 |
| US20170283429A1 (en) | 2017-10-05 |
| PH12015500355A1 (en) | 2015-04-20 |
| CA2882088A1 (en) | 2014-02-27 |
| IL237275A0 (en) | 2015-04-30 |
| AU2013305759A1 (en) | 2015-03-26 |
| JP6243908B2 (ja) | 2017-12-06 |
| BR112015003376A2 (pt) | 2017-07-04 |
| US20220396581A1 (en) | 2022-12-15 |
| AU2013305759C1 (en) | 2018-01-18 |
| ES2779748T3 (es) | 2020-08-19 |
| EP2888240A1 (en) | 2015-07-01 |
| US9724351B2 (en) | 2017-08-08 |
| BR112015003376A8 (pt) | 2018-01-23 |
| AU2013305759B2 (en) | 2017-09-28 |
| HK1211589A1 (zh) | 2016-05-27 |
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| Date | Code | Title | Description |
|---|---|---|---|
| PA0105 | International application |
Patent event date: 20150323 Patent event code: PA01051R01D Comment text: International Patent Application |
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| PG1501 | Laying open of application | ||
| PC1203 | Withdrawal of no request for examination | ||
| WITN | Application deemed withdrawn, e.g. because no request for examination was filed or no examination fee was paid |