CN104254533B - 用作激酶抑制剂的噻唑或噻二唑取代的吡啶基化合物 - Google Patents
用作激酶抑制剂的噻唑或噻二唑取代的吡啶基化合物 Download PDFInfo
- Publication number
- CN104254533B CN104254533B CN201380013584.XA CN201380013584A CN104254533B CN 104254533 B CN104254533 B CN 104254533B CN 201380013584 A CN201380013584 A CN 201380013584A CN 104254533 B CN104254533 B CN 104254533B
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- Prior art keywords
- solvent
- acn
- isopropylamino
- pyridin
- retention time
- 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.)
- Expired - Fee Related
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- 0 *C=Cc1c(C=C)nc[s]1 Chemical compound *C=Cc1c(C=C)nc[s]1 0.000 description 25
- HOAGGHRKOMYWFJ-UHFFFAOYSA-N C1=[I]c2ccccc2[F+]1 Chemical compound C1=[I]c2ccccc2[F+]1 HOAGGHRKOMYWFJ-UHFFFAOYSA-N 0.000 description 1
- XNBJSEQFPMCKIH-UHFFFAOYSA-O C1N=C[NH+]=CC=C1 Chemical compound C1N=C[NH+]=CC=C1 XNBJSEQFPMCKIH-UHFFFAOYSA-O 0.000 description 1
- NIHNNTQXNPWCJQ-UHFFFAOYSA-N C1c(cccc2)c2-c2c1cccc2 Chemical compound C1c(cccc2)c2-c2c1cccc2 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 description 1
- RNAYVUFWCDTKGP-UHFFFAOYSA-N CC(C)Nc1cc(Cl)ncc1-c1nc(C(NCCCN2CCCCC2)=O)c(C)[s]1 Chemical compound CC(C)Nc1cc(Cl)ncc1-c1nc(C(NCCCN2CCCCC2)=O)c(C)[s]1 RNAYVUFWCDTKGP-UHFFFAOYSA-N 0.000 description 1
- UZNGQOLSLIKEDO-UHFFFAOYSA-N CC(C)c(cc1)cc2c1nc[o]2 Chemical compound CC(C)c(cc1)cc2c1nc[o]2 UZNGQOLSLIKEDO-UHFFFAOYSA-N 0.000 description 1
- GIMBKDZNMKTZMG-UHFFFAOYSA-N CC(C)c1cnccn1 Chemical compound CC(C)c1cnccn1 GIMBKDZNMKTZMG-UHFFFAOYSA-N 0.000 description 1
- ZJLGRVJNIRYNOT-UHFFFAOYSA-N CC1CO[N](C)(C)CCC1 Chemical compound CC1CO[N](C)(C)CCC1 ZJLGRVJNIRYNOT-UHFFFAOYSA-N 0.000 description 1
- SZUFUCYMLHAIOG-UHFFFAOYSA-N CCOC(c1n[o]c(-c(c(NC(C)C)c2)cnc2Cl)n1)=O Chemical compound CCOC(c1n[o]c(-c(c(NC(C)C)c2)cnc2Cl)n1)=O SZUFUCYMLHAIOG-UHFFFAOYSA-N 0.000 description 1
- WRKORSMYKJDMRR-UHFFFAOYSA-N CN1NN=[I]C1 Chemical compound CN1NN=[I]C1 WRKORSMYKJDMRR-UHFFFAOYSA-N 0.000 description 1
- DMUYVIYISCGQSV-GOSISDBHSA-N CNC(c(cc1)ccc1Nc(cc(Nc1ccc2nc[s]c2c1)nc1)c1-c1nnc(C(N(CC2)C[C@@H]2O)=O)[s]1)=O Chemical compound CNC(c(cc1)ccc1Nc(cc(Nc1ccc2nc[s]c2c1)nc1)c1-c1nnc(C(N(CC2)C[C@@H]2O)=O)[s]1)=O DMUYVIYISCGQSV-GOSISDBHSA-N 0.000 description 1
- RNHUZWATDLUILV-UHFFFAOYSA-N Cc(cc1CNN2C)ccc1C2=O Chemical compound Cc(cc1CNN2C)ccc1C2=O RNHUZWATDLUILV-UHFFFAOYSA-N 0.000 description 1
- KDYVCOSVYOSHOL-UHFFFAOYSA-N Cc1cc2ncccc2cc1 Chemical compound Cc1cc2ncccc2cc1 KDYVCOSVYOSHOL-UHFFFAOYSA-N 0.000 description 1
- XOKMRXSMOHCNIX-UHFFFAOYSA-N Cc1ccc2NCCCc2c1 Chemical compound Cc1ccc2NCCCc2c1 XOKMRXSMOHCNIX-UHFFFAOYSA-N 0.000 description 1
- AAZMYARNNDIDOF-UHFFFAOYSA-N Cc1ccc2NCSc2c1 Chemical compound Cc1ccc2NCSc2c1 AAZMYARNNDIDOF-UHFFFAOYSA-N 0.000 description 1
- IVKILQAPNDCUNJ-UHFFFAOYSA-N Cc1ccc2nc[s]c2c1 Chemical compound Cc1ccc2nc[s]c2c1 IVKILQAPNDCUNJ-UHFFFAOYSA-N 0.000 description 1
- WPZSDPUCAZERRM-UHFFFAOYSA-N OCCCNc1nnc(-c(cnc(Nc2ccc3nc[s]c3c2)c2)c2NC2CCOCC2)[o]1 Chemical compound OCCCNc1nnc(-c(cnc(Nc2ccc3nc[s]c3c2)c2)c2NC2CCOCC2)[o]1 WPZSDPUCAZERRM-UHFFFAOYSA-N 0.000 description 1
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- C07D417/04—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 two hetero rings directly linked by a ring-member-to-ring-member bond
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- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
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- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
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Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201261586148P | 2012-01-13 | 2012-01-13 | |
| US61/586,148 | 2012-01-13 | ||
| PCT/US2013/021134 WO2013106641A1 (en) | 2012-01-13 | 2013-01-11 | Thiazolyl- or thiadiazolyl-substituted pyridyl compounds useful as kinase inhibitors |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN104254533A CN104254533A (zh) | 2014-12-31 |
| CN104254533B true CN104254533B (zh) | 2017-09-08 |
Family
ID=47595102
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201380013584.XA Expired - Fee Related CN104254533B (zh) | 2012-01-13 | 2013-01-11 | 用作激酶抑制剂的噻唑或噻二唑取代的吡啶基化合物 |
Country Status (6)
| Country | Link |
|---|---|
| US (3) | US9242976B2 (https=) |
| EP (1) | EP2802579B1 (https=) |
| JP (1) | JP6096219B2 (https=) |
| CN (1) | CN104254533B (https=) |
| ES (1) | ES2575604T3 (https=) |
| WO (1) | WO2013106641A1 (https=) |
Families Citing this family (78)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2802576B1 (en) | 2012-01-13 | 2018-06-27 | Bristol-Myers Squibb Company | Heterocyclic-substituted pyridyl compounds useful as kinase inhibitors |
| WO2014058685A1 (en) | 2012-10-08 | 2014-04-17 | Merck Sharp & Dohme Corp. | Inhibitors of irak4 activity |
| KR20150079963A (ko) | 2012-11-08 | 2015-07-08 | 브리스톨-마이어스 스큅 컴퍼니 | 키나제 조절제로서 유용한 헤테로아릴 치환된 피리딜 화합물 |
| CN104781251B (zh) | 2012-11-08 | 2016-12-14 | 百时美施贵宝公司 | 可作为激酶调节剂的经双环杂环取代的吡啶基化合物 |
| JP6473133B2 (ja) * | 2013-03-15 | 2019-02-20 | アラクセス ファーマ エルエルシー | Krasg12cの共有結合性阻害剤 |
| UY35464A (es) | 2013-03-15 | 2014-10-31 | Araxes Pharma Llc | Inhibidores covalentes de kras g12c. |
| GB201311891D0 (en) | 2013-07-03 | 2013-08-14 | Glaxosmithkline Ip Dev Ltd | Novel compound |
| GB201311888D0 (en) | 2013-07-03 | 2013-08-14 | Glaxosmithkline Ip Dev Ltd | Novel compounds |
| TWI659021B (zh) | 2013-10-10 | 2019-05-11 | 亞瑞克西斯製藥公司 | Kras g12c之抑制劑 |
| TWI667233B (zh) | 2013-12-19 | 2019-08-01 | 德商拜耳製藥公司 | 新穎吲唑羧醯胺,其製備方法、含彼等之醫藥製劑及其製造醫藥之用途 |
| TW201609693A (zh) * | 2014-01-03 | 2016-03-16 | 必治妥美雅史谷比公司 | 雜芳基取代之菸鹼醯胺化合物 |
| US20180228907A1 (en) | 2014-04-14 | 2018-08-16 | Arvinas, Inc. | Cereblon ligands and bifunctional compounds comprising the same |
| JP2018513853A (ja) | 2015-04-10 | 2018-05-31 | アラクセス ファーマ エルエルシー | 置換キナゾリン化合物およびその使用方法 |
| JP6789239B2 (ja) | 2015-04-15 | 2020-11-25 | アラクセス ファーマ エルエルシー | Krasの縮合三環系インヒビターおよびその使用の方法 |
| ES2822956T3 (es) * | 2015-06-24 | 2021-05-05 | Bristol Myers Squibb Co | Compuestos de aminopiridina sustituidos con heteroarilo |
| WO2016210036A1 (en) | 2015-06-24 | 2016-12-29 | Bristol-Myers Squibb Company | Heteroaryl substituted aminopyridine compounds |
| TW201718571A (zh) | 2015-06-24 | 2017-06-01 | 必治妥美雅史谷比公司 | 經雜芳基取代之胺基吡啶化合物 |
| US10144724B2 (en) | 2015-07-22 | 2018-12-04 | Araxes Pharma Llc | Substituted quinazoline compounds and methods of use thereof |
| WO2017058915A1 (en) | 2015-09-28 | 2017-04-06 | Araxes Pharma Llc | Inhibitors of kras g12c mutant proteins |
| EP3356354A1 (en) | 2015-09-28 | 2018-08-08 | Araxes Pharma LLC | Inhibitors of kras g12c mutant proteins |
| US10882847B2 (en) | 2015-09-28 | 2021-01-05 | Araxes Pharma Llc | Inhibitors of KRAS G12C mutant proteins |
| WO2017058902A1 (en) | 2015-09-28 | 2017-04-06 | Araxes Pharma Llc | Inhibitors of kras g12c mutant proteins |
| EP3356353A1 (en) | 2015-09-28 | 2018-08-08 | Araxes Pharma LLC | Inhibitors of kras g12c mutant proteins |
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