JP2018522823A5 - - Google Patents
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- Publication number
- JP2018522823A5 JP2018522823A5 JP2017560655A JP2017560655A JP2018522823A5 JP 2018522823 A5 JP2018522823 A5 JP 2018522823A5 JP 2017560655 A JP2017560655 A JP 2017560655A JP 2017560655 A JP2017560655 A JP 2017560655A JP 2018522823 A5 JP2018522823 A5 JP 2018522823A5
- Authority
- JP
- Japan
- Prior art keywords
- unsubstituted
- substituted
- carboxamide
- piperidin
- phenylamino
- 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.)
- Pending
Links
- -1 3- (4-tert-Butylbenzamido) piperidin-1-yl Chemical group 0.000 claims 29
- 150000001875 compounds Chemical class 0.000 claims 16
- 125000001072 heteroaryl group Chemical group 0.000 claims 12
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 11
- 125000000217 alkyl group Chemical group 0.000 claims 10
- 125000003118 aryl group Chemical group 0.000 claims 10
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 9
- 125000006656 (C2-C4) alkenyl group Chemical group 0.000 claims 7
- 229910052736 halogen Inorganic materials 0.000 claims 6
- 150000002367 halogens Chemical class 0.000 claims 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 5
- 125000004432 carbon atom Chemical group C* 0.000 claims 4
- 125000006650 (C2-C4) alkynyl group Chemical group 0.000 claims 3
- 125000003545 alkoxy group Chemical group 0.000 claims 3
- 125000004594 isoindolinyl group Chemical group C1(NCC2=CC=CC=C12)* 0.000 claims 3
- 150000003839 salts Chemical class 0.000 claims 3
- 125000000304 alkynyl group Chemical group 0.000 claims 2
- 229910052799 carbon Inorganic materials 0.000 claims 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 2
- IPEHBUMCGVEMRF-UHFFFAOYSA-N pyrazinecarboxamide Chemical compound NC(=O)C1=CN=CC=N1 IPEHBUMCGVEMRF-UHFFFAOYSA-N 0.000 claims 2
- YADCPAXRUJZGER-GFCCVEGCSA-N (3R)-3-[[5-carbamoyl-6-[(3-methyl-1,2-thiazol-5-yl)amino]pyrazin-2-yl]amino]-N,N-dimethylazepane-1-carboxamide Chemical compound C(N)(=O)C=1N=CC(=NC1NC1=CC(=NS1)C)N[C@H]1CN(CCCC1)C(=O)N(C)C YADCPAXRUJZGER-GFCCVEGCSA-N 0.000 claims 1
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 1
- AXDRKVAYKSVRHT-OAQYLSRUSA-N 3-[(3R)-3-[(4-tert-butylbenzoyl)amino]piperidin-1-yl]-5-(3-methylanilino)-1,2,4-triazine-6-carboxamide Chemical compound C(C)(C)(C)C1=CC=C(C(=O)N[C@H]2CN(CCC2)C=2N=NC(=C(N2)NC=2C=C(C=CC2)C)C(=O)N)C=C1 AXDRKVAYKSVRHT-OAQYLSRUSA-N 0.000 claims 1
- RZWDONNOUHBZTO-HSZRJFAPSA-N 3-[(3R)-3-[(4-tert-butylbenzoyl)amino]piperidin-1-yl]-5-(3-pyrimidin-2-ylanilino)-1,2,4-triazine-6-carboxamide Chemical compound C(C)(C)(C)C1=CC=C(C(=O)N[C@H]2CN(CCC2)C=2N=NC(=C(N2)NC2=CC(=CC=C2)C2=NC=CC=N2)C(=O)N)C=C1 RZWDONNOUHBZTO-HSZRJFAPSA-N 0.000 claims 1
- RJVISCHEJZVWGM-OAQYLSRUSA-N 3-[(3R)-3-[(4-tert-butylbenzoyl)amino]piperidin-1-yl]-5-(4-methylanilino)-1,2,4-triazine-6-carboxamide Chemical compound C(C)(C)(C)C1=CC=C(C(=O)N[C@H]2CN(CCC2)C=2N=NC(=C(N2)NC2=CC=C(C=C2)C)C(=O)N)C=C1 RJVISCHEJZVWGM-OAQYLSRUSA-N 0.000 claims 1
- MDQRIUQNZANBTI-HXUWFJFHSA-N 3-[(3R)-3-[(4-tert-butylbenzoyl)amino]piperidin-1-yl]-5-(4-methylsulfonylanilino)-1,2,4-triazine-6-carboxamide Chemical compound C(C)(C)(C)C1=CC=C(C(=O)N[C@H]2CN(CCC2)C=2N=NC(=C(N2)NC2=CC=C(C=C2)S(=O)(=O)C)C(=O)N)C=C1 MDQRIUQNZANBTI-HXUWFJFHSA-N 0.000 claims 1
- JOAUAXDSUNVTQQ-GOSISDBHSA-N 3-[(3R)-3-[(4-tert-butylbenzoyl)amino]piperidin-1-yl]-5-[(5-fluoropyridin-3-yl)amino]-1,2,4-triazine-6-carboxamide Chemical compound C(C)(C)(C)C1=CC=C(C(=O)N[C@H]2CN(CCC2)C=2N=NC(=C(N2)NC=2C=NC=C(C2)F)C(=O)N)C=C1 JOAUAXDSUNVTQQ-GOSISDBHSA-N 0.000 claims 1
- UCBIZXOMSGKHIB-JOCHJYFZSA-N 3-[(3R)-3-[(4-tert-butylbenzoyl)amino]piperidin-1-yl]-5-[4-(1,3-oxazol-2-yl)anilino]-1,2,4-triazine-6-carboxamide Chemical compound C(C)(C)(C)C1=CC=C(C(=O)N[C@H]2CN(CCC2)C=2N=NC(=C(N2)NC2=CC=C(C=C2)C=2OC=CN2)C(=O)N)C=C1 UCBIZXOMSGKHIB-JOCHJYFZSA-N 0.000 claims 1
- QOXFMUBWQHGRRX-BIENSFFJSA-N 3-[[(3R)-1-[(E)-4-(dimethylamino)but-2-enoyl]piperidin-3-yl]amino]-5-(4-methylsulfonylanilino)-1,2,4-triazine-6-carboxamide Chemical compound CN(C/C=C/C(=O)N1C[C@@H](CCC1)NC=1N=NC(=C(N1)NC1=CC=C(C=C1)S(=O)(=O)C)C(=O)N)C QOXFMUBWQHGRRX-BIENSFFJSA-N 0.000 claims 1
- WKVGPPQKZYTFPL-UKINESCASA-N 3-[[(3R)-1-[(E)-4-[cyclopropyl(methyl)amino]but-2-enoyl]piperidin-3-yl]amino]-5-(4-methylsulfonylanilino)-1,2,4-triazine-6-carboxamide Chemical compound C1(CC1)N(C/C=C/C(=O)N1C[C@@H](CCC1)NC=1N=NC(=C(N1)NC1=CC=C(C=C1)S(=O)(=O)C)C(=O)N)C WKVGPPQKZYTFPL-UKINESCASA-N 0.000 claims 1
- OTPKESFCTVIJSI-CQSZACIVSA-N 3-[[(3R)-1-but-2-ynoylpiperidin-3-yl]amino]-5-(4-methylsulfonylanilino)-1,2,4-triazine-6-carboxamide Chemical compound C(C#CC)(=O)N1C[C@@H](CCC1)NC=1N=NC(=C(N1)NC1=CC=C(C=C1)S(=O)(=O)C)C(=O)N OTPKESFCTVIJSI-CQSZACIVSA-N 0.000 claims 1
- NFUGIXXXQFTUTB-RQNOJGIXSA-N C(C)(=O)N[C@@H]1CC[C@H](CC1)NC=1N=C(C(=NC=1CC)C(=O)N)NC1=CC(=C(C=C1)N1CCC(CC1)N1CCN(CC1)C)C Chemical compound C(C)(=O)N[C@@H]1CC[C@H](CC1)NC=1N=C(C(=NC=1CC)C(=O)N)NC1=CC(=C(C=C1)N1CCC(CC1)N1CCN(CC1)C)C NFUGIXXXQFTUTB-RQNOJGIXSA-N 0.000 claims 1
- MASOCRMWDFZZAF-OAQYLSRUSA-N C(N)(=O)C=1N=CC(=NC1NC1=CC=C(C=C1)C1CCOCC1)N1C[C@@H](CCC1)NC(=O)C=1C=CC=2N(C1O)C=CN2 Chemical compound C(N)(=O)C=1N=CC(=NC1NC1=CC=C(C=C1)C1CCOCC1)N1C[C@@H](CCC1)NC(=O)C=1C=CC=2N(C1O)C=CN2 MASOCRMWDFZZAF-OAQYLSRUSA-N 0.000 claims 1
- 125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 claims 1
- 125000002947 alkylene group Chemical group 0.000 claims 1
- 150000003857 carboxamides Chemical class 0.000 claims 1
- 125000006312 cyclopentyl amino group Chemical group [H]N(*)C1([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 1
- 125000006317 cyclopropyl amino group Chemical group 0.000 claims 1
- RWTNPBWLLIMQHL-UHFFFAOYSA-N fexofenadine Chemical group C1=CC(C(C)(C(O)=O)C)=CC=C1C(O)CCCN1CCC(C(O)(C=2C=CC=CC=2)C=2C=CC=CC=2)CC1 RWTNPBWLLIMQHL-UHFFFAOYSA-N 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 125000005842 heteroatom Chemical group 0.000 claims 1
- IBBMAWULFFBRKK-UHFFFAOYSA-N picolinamide Chemical compound NC(=O)C1=CC=CC=N1 IBBMAWULFFBRKK-UHFFFAOYSA-N 0.000 claims 1
- 229960005206 pyrazinamide Drugs 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
Applications Claiming Priority (13)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201562169941P | 2015-06-02 | 2015-06-02 | |
| US201562169935P | 2015-06-02 | 2015-06-02 | |
| US201562169945P | 2015-06-02 | 2015-06-02 | |
| US62/169,935 | 2015-06-02 | ||
| US62/169,941 | 2015-06-02 | ||
| US62/169,945 | 2015-06-02 | ||
| US201562249340P | 2015-11-01 | 2015-11-01 | |
| US201562249336P | 2015-11-01 | 2015-11-01 | |
| US201562249338P | 2015-11-01 | 2015-11-01 | |
| US62/249,338 | 2015-11-01 | ||
| US62/249,340 | 2015-11-01 | ||
| US62/249,336 | 2015-11-01 | ||
| PCT/US2016/035489 WO2016196776A2 (en) | 2015-06-02 | 2016-06-02 | Inhibitors of bruton's tyrosine kinase |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2018522823A JP2018522823A (ja) | 2018-08-16 |
| JP2018522823A5 true JP2018522823A5 (OSRAM) | 2019-07-04 |
Family
ID=57441893
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2017560655A Pending JP2018522823A (ja) | 2015-06-02 | 2016-06-02 | ブルトン型チロシンキナーゼの阻害剤 |
Country Status (14)
| Country | Link |
|---|---|
| US (2) | US20180305348A1 (OSRAM) |
| EP (1) | EP3310776A4 (OSRAM) |
| JP (1) | JP2018522823A (OSRAM) |
| KR (1) | KR20180021740A (OSRAM) |
| CN (1) | CN107709315A (OSRAM) |
| AU (2) | AU2016270907B2 (OSRAM) |
| BR (1) | BR112017025986A2 (OSRAM) |
| CA (1) | CA2987054A1 (OSRAM) |
| IL (1) | IL255831A (OSRAM) |
| MA (1) | MA42623A (OSRAM) |
| MX (1) | MX2017015574A (OSRAM) |
| RU (1) | RU2017145650A (OSRAM) |
| SG (1) | SG10201911523YA (OSRAM) |
| WO (1) | WO2016196776A2 (OSRAM) |
Families Citing this family (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2017383236B2 (en) * | 2016-12-21 | 2022-02-10 | Acerta Pharma B.V. | Imidazopyrazine inhibitors of Bruton's tyrosine kinase |
| KR101956815B1 (ko) * | 2017-02-14 | 2019-03-12 | 한국화학연구원 | 트리아졸로피리다진 유도체, 이의 제조방법 및 이를 유효성분으로 포함하는 브루톤티로신 키나제 활성 관련 질환의 예방 또는 치료용 약학적 조성물 |
| CN109384774B (zh) * | 2017-08-11 | 2023-02-17 | 中国科学院上海药物研究所 | 一类多取代的吡嗪/三嗪酰胺类化合物及其制备方法和应用 |
| CN108530450B (zh) * | 2018-05-03 | 2021-03-30 | 赖建智 | 具有egfr抑制活性的化合物、制备方法及其在疾病治疗中的应用 |
| CN112469414A (zh) | 2018-05-25 | 2021-03-09 | 昂科库博疗法有限责任公司 | 作为新型候选抗癌药物的高效力tacc3抑制剂 |
| BR122023024103A2 (pt) | 2018-10-15 | 2024-02-20 | Nurix Therapeutics, Inc. | Compostos bifuncionais para degradação de btk por meio da via de proteossoma de ubiquitina, composição farmacêutica compreendendo os mesmos, e seus usos |
| FI3870579T3 (fi) * | 2018-10-22 | 2025-01-02 | Alumis Inc | Tyk2-inhibiittoreita ja niiden käyttöjä |
| US20220143195A1 (en) * | 2019-02-13 | 2022-05-12 | Nurix Therapeutics, Inc. | Bifunctional compounds for degrading btk via ubiquitin proteosome pathway |
| JP2022526713A (ja) | 2019-03-21 | 2022-05-26 | オンクセオ | がんの処置のための、キナーゼ阻害剤と組み合わせたＤｂａｉｔ分子 |
| WO2020210508A1 (en) | 2019-04-09 | 2020-10-15 | Nurix Therapeutics, Inc. | 3-substituted piperidine compounds for cbl-b inhibition, and use of a cbl-b inhibitor in combination with a cancer vaccine and/or oncolytic virus |
| US11530229B2 (en) | 2019-05-17 | 2022-12-20 | Nurix Therapeutics, Inc. | Cyano cyclobutyl compounds for CBL-B inhibition and uses thereof |
| US11401267B2 (en) | 2019-06-26 | 2022-08-02 | Nurix Therapeutics, Inc. | Substituted benzyl-triazole compounds for Cbl-b inhibition, and further uses thereof |
| US20210085717A1 (en) | 2019-09-24 | 2021-03-25 | Nurix Therapeutics, Inc. | Cbl inhibitors and compositions for expansion of immune cells |
| KR20220098759A (ko) | 2019-11-08 | 2022-07-12 | 인쎄름 (엥스띠뛰 나씨오날 드 라 쌍떼 에 드 라 흐쉐르슈 메디깔) | 키나제 억제제에 대해 내성을 획득한 암의 치료 방법 |
| WO2021113557A1 (en) | 2019-12-04 | 2021-06-10 | Nurix Therapeutics, Inc. | Bifunctional compounds for degrading btk via ubiquitin proteosome pathway |
| WO2021148581A1 (en) | 2020-01-22 | 2021-07-29 | Onxeo | Novel dbait molecule and its use |
| EP4159731A4 (en) * | 2020-06-01 | 2024-06-26 | Wigen Biomedicine Technology (Shanghai) Co., Ltd. | New pyrazine compound |
| WO2022071772A1 (ko) * | 2020-09-29 | 2022-04-07 | (주)메디톡스 | 단백질 키나제 저해제 및 그의 용도 |
| US12016860B2 (en) | 2021-04-08 | 2024-06-25 | Nurix Therapeutics, Inc. | Combination therapies with Cbl-b inhibitor compounds |
| WO2022221194A1 (en) * | 2021-04-12 | 2022-10-20 | A2A Pharmaceuticals, Inc. | Compositions and methods for treating cancer |
| IL309427A (en) * | 2021-07-01 | 2024-02-01 | Hangzhou Healzen Therapeutics Co Ltd | TYROSINE KINASE AND MUTANT DEGRADER, Broughton's composition and application |
| CA3236073A1 (en) | 2021-10-26 | 2023-05-04 | Robert J. Brown | Piperidinylpyrazine-carboxamide compounds for treating and preventing cancer and for degrading btk |
| CN116143757B (zh) * | 2021-11-22 | 2024-07-05 | 杭州和正医药有限公司 | 一种可降解btk激酶的多功能化合物、组合物及应用 |
| EP4499625A1 (en) | 2022-03-24 | 2025-02-05 | A2A Pharmaceuticals, Inc. | Compositions and methods for treating cancer |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2000075113A1 (en) * | 1999-06-09 | 2000-12-14 | Yamanouchi Pharmaceutical Co., Ltd. | Novel heterocyclic carboxamide derivatives |
| JP4622047B2 (ja) * | 1999-06-09 | 2011-02-02 | アステラス製薬株式会社 | 新規なヘテロ環カルボキサミド誘導体 |
| JP2014005206A (ja) * | 2010-10-22 | 2014-01-16 | Astellas Pharma Inc | アリールアミノヘテロ環カルボキサミド化合物 |
| JP5878178B2 (ja) * | 2011-09-30 | 2016-03-08 | 大鵬薬品工業株式会社 | １，２，４−トリアジン−６−カルボキサミド誘導体 |
| US9216173B2 (en) * | 2011-10-05 | 2015-12-22 | Merck Sharp & Dohme Corp. | 2-Pyridyl carboxamide-containing spleen tyrosine kinase (SYK) inhibitors |
| SG10201601352UA (en) * | 2011-11-23 | 2016-03-30 | Portola Pharm Inc | Pyrazine kinase inhibitors |
| EP2802567B1 (en) * | 2012-01-10 | 2017-03-01 | F. Hoffmann-La Roche AG | Pyridazine amide compounds and their use as syk inhibitors |
| ME02648B (me) * | 2012-01-17 | 2017-06-20 | Astellas Pharma Inc | Jedinjenje pirazin karboksamida |
| US20140113931A1 (en) * | 2012-06-22 | 2014-04-24 | Portola Pharmaceuticals, Inc. | Substituted picolinamide kinase inhibitors |
| US9040530B2 (en) * | 2012-06-22 | 2015-05-26 | Portola Pharmaceuticals, Inc. | 1,2,4-triazine-6-carboxamide kinase inhibitors |
| HK1217695A1 (zh) * | 2013-03-05 | 2017-01-20 | F. Hoffmann-La Roche Ag | 布鲁顿氏酪氨酸激酶抑制剂 |
| WO2014153280A1 (en) * | 2013-03-22 | 2014-09-25 | Merck Sharp & Dohme Corp. | 2-pyridyl carboxamide-containing spleen tyrosine kinase (syk) inhibitors |
| WO2015039613A1 (zh) * | 2013-09-18 | 2015-03-26 | 北京韩美药品有限公司 | 抑制btk和/或jak3激酶活性的化合物 |
| KR20160093675A (ko) * | 2013-12-05 | 2016-08-08 | 파마싸이클릭스 엘엘씨 | 브루톤 티로신 키나제의 억제제 |
-
2016
- 2016-06-02 RU RU2017145650A patent/RU2017145650A/ru not_active Application Discontinuation
- 2016-06-02 MA MA042623A patent/MA42623A/fr unknown
- 2016-06-02 JP JP2017560655A patent/JP2018522823A/ja active Pending
- 2016-06-02 CA CA2987054A patent/CA2987054A1/en not_active Abandoned
- 2016-06-02 KR KR1020177037849A patent/KR20180021740A/ko not_active Withdrawn
- 2016-06-02 SG SG10201911523YA patent/SG10201911523YA/en unknown
- 2016-06-02 AU AU2016270907A patent/AU2016270907B2/en not_active Ceased
- 2016-06-02 WO PCT/US2016/035489 patent/WO2016196776A2/en not_active Ceased
- 2016-06-02 BR BR112017025986A patent/BR112017025986A2/pt not_active IP Right Cessation
- 2016-06-02 US US15/579,142 patent/US20180305348A1/en not_active Abandoned
- 2016-06-02 EP EP16804424.6A patent/EP3310776A4/en not_active Withdrawn
- 2016-06-02 CN CN201680035113.2A patent/CN107709315A/zh active Pending
- 2016-06-02 MX MX2017015574A patent/MX2017015574A/es unknown
-
2017
- 2017-11-21 IL IL255831A patent/IL255831A/en unknown
-
2019
- 2019-07-17 US US16/514,544 patent/US20210070748A1/en not_active Abandoned
-
2020
- 2020-12-11 AU AU2020286332A patent/AU2020286332A1/en not_active Abandoned