CA2874461C - Formulations containing reversible covalent compounds - Google Patents
Formulations containing reversible covalent compounds Download PDFInfo
- Publication number
- CA2874461C CA2874461C CA2874461A CA2874461A CA2874461C CA 2874461 C CA2874461 C CA 2874461C CA 2874461 A CA2874461 A CA 2874461A CA 2874461 A CA2874461 A CA 2874461A CA 2874461 C CA2874461 C CA 2874461C
- Authority
- CA
- Canada
- Prior art keywords
- amino
- pyrimidin
- carbony1
- pyrazolo
- methyl
- 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.)
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- 238000004519 manufacturing process Methods 0.000 claims abstract description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 323
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 245
- -1 chloro, fluoro, cyclopropyl Chemical group 0.000 claims description 201
- 239000001257 hydrogen Substances 0.000 claims description 185
- 229910052739 hydrogen Inorganic materials 0.000 claims description 185
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 172
- 150000003839 salts Chemical class 0.000 claims description 139
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 129
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 119
- 101100063435 Caenorhabditis elegans din-1 gene Proteins 0.000 claims description 104
- 238000009505 enteric coating Methods 0.000 claims description 98
- 239000002702 enteric coating Substances 0.000 claims description 98
- 125000005843 halogen group Chemical group 0.000 claims description 80
- 125000001424 substituent group Chemical group 0.000 claims description 80
- 125000004438 haloalkoxy group Chemical group 0.000 claims description 79
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- 125000001153 fluoro group Chemical group F* 0.000 claims description 55
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- MAUMSNABMVEOGP-UHFFFAOYSA-N (methyl-$l^{2}-azanyl)methane Chemical compound C[N]C MAUMSNABMVEOGP-UHFFFAOYSA-N 0.000 claims description 3
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- FZERGXZRBYBPDM-UHFFFAOYSA-N 2-cyano-3-cyclopropylprop-2-enoic acid Chemical compound OC(=O)C(C#N)=CC1CC1 FZERGXZRBYBPDM-UHFFFAOYSA-N 0.000 claims description 2
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- DJGNVYRAZQWCKK-UHFFFAOYSA-N cyano 3-cyclopropylprop-2-enoate Chemical compound N#COC(=O)C=CC1CC1 DJGNVYRAZQWCKK-UHFFFAOYSA-N 0.000 claims 1
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| US201261661203P | 2012-06-18 | 2012-06-18 | |
| US61/661,203 | 2012-06-18 | ||
| PCT/US2013/045266 WO2013191965A1 (en) | 2012-06-18 | 2013-06-11 | Reversible covalent pyrrolo- or pyrazolopyrimidines useful for the treatment cancer and autoimmune diseases |
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| CA2874461A1 CA2874461A1 (en) | 2013-12-27 |
| CA2874461C true CA2874461C (en) | 2021-10-12 |
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| SI2710005T1 (sl) | 2011-05-17 | 2017-03-31 | Principia Biopharma Inc. | Zaviralci tirozinske kinaze |
| US9376438B2 (en) | 2011-05-17 | 2016-06-28 | Principia Biopharma, Inc. | Pyrazolopyrimidine derivatives as tyrosine kinase inhibitors |
| PH12014500122A1 (en) | 2011-07-13 | 2014-03-24 | Pharmacyclics Inc | Inhibitors of bruton's tyrosine kinase |
| US8377946B1 (en) | 2011-12-30 | 2013-02-19 | Pharmacyclics, Inc. | Pyrazolo[3,4-d]pyrimidine and pyrrolo[2,3-d]pyrimidine compounds as kinase inhibitors |
| EA201492082A1 (ru) | 2012-06-04 | 2015-03-31 | Фармасайкликс, Инк. | Кристаллические формы ингибитора тирозинкиназы брутона |
| EP2890691B1 (en) | 2012-08-31 | 2018-04-25 | Principia Biopharma Inc. | Benzimidazole derivatives as itk inhibitors |
| PL2892900T3 (pl) | 2012-09-10 | 2018-02-28 | Principia Biopharma Inc. | Związki pyrazolopirymidonowe jako inhibitory kinazy |
| MA38183A1 (fr) | 2012-11-15 | 2017-03-31 | Pharmacyclics Inc | Composés pyrrolopyrimidines en tant qu'inhibiteurs de kinase |
| US8957080B2 (en) | 2013-04-09 | 2015-02-17 | Principia Biopharma Inc. | Tyrosine kinase inhibitors |
| JP2016531941A (ja) | 2013-09-30 | 2016-10-13 | ファーマサイクリックス エルエルシー | ブルトン型チロシンキナーゼの阻害剤 |
| CA2939186C (en) | 2014-02-21 | 2023-03-07 | Principia Biopharma Inc. | Salts and solid form of a btk inhibitor |
| CN106456642A (zh) | 2014-03-12 | 2017-02-22 | 诺华股份有限公司 | 含btk抑制剂与akt抑制剂的组合 |
| CN105017256A (zh) * | 2014-04-29 | 2015-11-04 | 浙江导明医药科技有限公司 | 多氟化合物作为布鲁顿酪氨酸激酶抑制剂 |
| GB201410430D0 (en) | 2014-06-11 | 2014-07-23 | Redx Pharma Ltd | Compounds |
| CA2959602A1 (en) | 2014-08-01 | 2016-02-04 | Pharmacyclics Llc | Inhibitors of bruton's tyrosine kinase |
| EP3193877A4 (en) | 2014-08-07 | 2018-04-04 | Pharmacyclics LLC | Novel formulations of a bruton's tyrosine kinase inhibitor |
| US10196397B2 (en) | 2014-11-19 | 2019-02-05 | Sun Pharmaceutical Industries Limited | Process for the preparation of ibrutinib |
| US10485797B2 (en) * | 2014-12-18 | 2019-11-26 | Principia Biopharma Inc. | Treatment of pemphigus |
| WO2016105582A1 (en) * | 2014-12-24 | 2016-06-30 | Nunn Philip A | Compositions for ileo-jejunal drug delivery |
| IL252913B (en) * | 2014-12-24 | 2022-06-01 | Principia Biopharma Inc | Dose of site-specific btk inhibitor |
| IL315294A (en) | 2015-03-03 | 2024-10-01 | Pharmacyclics Llc | Pharmaceutical formulations of bruton's tyrosine kinase inhibitor |
| US9717745B2 (en) | 2015-03-19 | 2017-08-01 | Zhejiang DTRM Biopharma Co. Ltd. | Pharmaceutical compositions and their use for treatment of cancer and autoimmune diseases |
| CN106146508A (zh) * | 2015-03-19 | 2016-11-23 | 浙江导明医药科技有限公司 | 优化的联合用药及其治疗癌症和自身免疫疾病的用途 |
| WO2016154998A1 (zh) * | 2015-04-03 | 2016-10-06 | 安润医药科技（苏州）有限公司 | 吡唑并嘧啶衍生物、制备方法、药物组合物及用途 |
| CN106146511A (zh) * | 2015-04-03 | 2016-11-23 | 安润医药科技（苏州）有限公司 | 吡唑并嘧啶衍生物、制备方法、药物组合物及用途 |
| SI3303334T1 (sl) * | 2015-06-03 | 2021-09-30 | Principia Biopharma Inc. | Zaviralci tirozin kinaz |
| MA42242A (fr) | 2015-06-24 | 2018-05-02 | Principia Biopharma Inc | Inhibiteurs de la tyrosine kinase |
| WO2017027883A1 (en) | 2015-08-13 | 2017-02-16 | San Diego State University Research Foundation | Atropisomerism for increased kinase inhibitor selectivity |
| EP4116303A1 (en) | 2015-09-16 | 2023-01-11 | Loxo Oncology, Inc. | Pyrazolopyrimidine derivatives as btk inhibitors for the treatment of cancer |
| EP3782994B1 (en) | 2015-12-16 | 2025-07-16 | Loxo Oncology, Inc. | Compounds useful as kinase inhibitors |
| WO2017172596A1 (en) | 2016-03-28 | 2017-10-05 | Incyte Corporation | Pyrrolotriazine compounds as tam inhibitors |
| CN111153906B (zh) * | 2016-05-16 | 2020-09-11 | 苏州信诺维医药科技有限公司 | 作为btk抑制剂的吡唑并嘧啶衍生物及其制备方法和药物组合物 |
| MX390619B (es) | 2016-06-29 | 2025-03-21 | Principia Biopharma Inc | Formulaciones de liberacion modificada de 2-[3-[4-amino-3-(2-fluoro-4-fenoxi-fenil)pirazolo[3,4-d]pirimidin-1-il]piperidina-1-carbonil]-4-metil-4-[4-(oxetan-3-il)piperazin-1-il]pent-2-enenitrilo |
| TW201922256A (zh) | 2017-10-27 | 2019-06-16 | 中國大陸商浙江導明醫藥科技有限公司 | 治療淋巴樣惡性疾病之方法 |
| CN110483521B (zh) * | 2018-05-14 | 2022-06-07 | 杭州和正医药有限公司 | 一种可逆共价布鲁顿酪氨酸激酶抑制剂、药物组合物及其应用 |
| KR102300092B1 (ko) * | 2018-11-05 | 2021-09-09 | 가톨릭대학교 산학협력단 | pH 민감성 탄소 나노입자, 이의 제조방법 및 이를 이용한 약물전달 |
| CN111454268B (zh) * | 2019-01-18 | 2023-09-08 | 明慧医药（上海）有限公司 | 作为布鲁顿酪氨酸激酶抑制剂的环状分子 |
| WO2020263822A1 (en) | 2019-06-25 | 2020-12-30 | San Diego State University Foundation | Selective btk irreversible inhibitors |
| WO2021029467A1 (en) * | 2019-08-14 | 2021-02-18 | Sam Chun Dang Pharm. Co., Ltd. | A solid dosage form for orally administration |
| CN110448557A (zh) * | 2019-09-05 | 2019-11-15 | 黄筱茜 | 抗凝血药达比加群酯的新药用途 |
| MX2022004427A (es) | 2019-10-14 | 2022-07-12 | Principia Biopharma Inc | Metodos para el tratamiento de la trombocitopenia inmunitaria mediante la administracion de (r)-2-[3-[4-amino-3-(2-fluoro-4-feno xi-fenil)pirazolo[3,4-d]pirimidin-1-il]piperidino-1-carbonil]-4-m etil-4-[4-(oxetan-3-il)piperazin-1-il]pent-2-enonitrilo. |
| US11583533B2 (en) | 2020-01-08 | 2023-02-21 | Principia Biopharma Inc. | Topical pharmaceutical compositions comprising 2-[3-[4-amino-3-(2-fluoro-4-phenoxy-phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]piperidine-1-carbonyl]-4,4-dimethylpent-2-enenitrile |
| MX2022008875A (es) | 2020-01-20 | 2022-08-11 | Genzyme Corp | Inhibidores terapeuticos de tirosina quinasa para esclerosis multiple recidivante (emr). |
| KR20220130184A (ko) | 2020-01-22 | 2022-09-26 | 프린시피아 바이오파마, 인코퍼레이티드 | 2-[3-[4-아미노-3-(2-플루오로-4-페녹시-페닐)-1H-피라졸로[3,4-d]피리미딘-1-일]피페리딘-1-카르보닐]-4-메틸-4-[4-(옥세탄-3-일)피페라진-1-일]펜트-2-엔니트릴의 결정질 형태 |
| JP2023545414A (ja) * | 2020-10-05 | 2023-10-30 | デイナ ファーバー キャンサー インスティチュート，インコーポレイテッド | Ｈｅｒ２の強力かつ選択的な阻害剤 |
| IL302807A (en) | 2020-11-18 | 2023-07-01 | Deciphera Pharmaceuticals Llc | Gcn2 and perk kinase inhibitors and methods of use thereof |
| CA3201936A1 (en) | 2020-12-10 | 2022-06-16 | Minhua Chen | Crystal form of tolebrutinib and preparation method thereof |
| CN116669770A (zh) * | 2020-12-23 | 2023-08-29 | 耶达研究与发展有限公司 | 甲基丙烯酰胺蛋白质结合剂及其用途 |
| KR102806844B1 (ko) * | 2022-06-03 | 2025-05-16 | 주식회사 서흥 | 장용성 경질캡슐의 제조를 위한 밴딩 용액과 이를 이용하여 제조한 장용성 경질캡슐 |
| EP4540226A1 (en) * | 2022-06-16 | 2025-04-23 | Amphista Therapeutics Ltd | Bifunctional molecules for targeted protein degradation |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2809918A (en) | 1955-10-17 | 1957-10-15 | Victor M Hermelin | Sustained release pharmaceutical preparations |
| DE2010416B2 (de) | 1970-03-05 | 1979-03-29 | Hoechst Ag, 6000 Frankfurt | Oral anwendbare Arzneiform mit Retardwirkung |
| US4728512A (en) | 1985-05-06 | 1988-03-01 | American Home Products Corporation | Formulations providing three distinct releases |
| US4794001A (en) | 1986-03-04 | 1988-12-27 | American Home Products Corporation | Formulations providing three distinct releases |
| US20060045822A1 (en) | 2004-09-01 | 2006-03-02 | Board Of Regents, The University Of Texas System | Plasma polymerization for encapsulating particles |
| EP2526934B1 (en) * | 2006-09-22 | 2015-12-09 | Pharmacyclics LLC | Inhibitors of bruton's tyrosine kinase |
| MX2012005678A (es) | 2009-11-16 | 2012-09-07 | Univ California | Enhibidores de cinasas. |
| SI2710005T1 (sl) * | 2011-05-17 | 2017-03-31 | Principia Biopharma Inc. | Zaviralci tirozinske kinaze |
| DK2710007T3 (da) * | 2011-05-17 | 2020-01-27 | Principia Biopharma Inc | Kinasehæmmere |
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| WO2013191965A1 (en) | 2013-12-27 |
| CN104487441A (zh) | 2015-04-01 |
| MX2014015346A (es) | 2015-03-05 |
| HK1209103A1 (en) | 2016-03-24 |
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| CN104487441B (zh) | 2018-06-01 |
| EP2861599B1 (en) | 2019-12-18 |
| AU2013277582B2 (en) | 2017-11-30 |
| DK2861599T3 (da) | 2020-03-02 |
| KR20150023752A (ko) | 2015-03-05 |
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