JP2017506243A5 - - Google Patents
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- JP2017506243A5 JP2017506243A5 JP2016552619A JP2016552619A JP2017506243A5 JP 2017506243 A5 JP2017506243 A5 JP 2017506243A5 JP 2016552619 A JP2016552619 A JP 2016552619A JP 2016552619 A JP2016552619 A JP 2016552619A JP 2017506243 A5 JP2017506243 A5 JP 2017506243A5
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- JP
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- isomer
- pharmaceutically acceptable
- compound
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- Prior art date
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- 150000001875 compounds Chemical class 0.000 claims 32
- 150000003839 salts Chemical class 0.000 claims 28
- 239000003814 drug Substances 0.000 claims 14
- -1 2-fluoro-4-phenoxy-phenyl Chemical group 0.000 claims 13
- 239000003795 chemical substances by application Substances 0.000 claims 8
- 239000000203 mixture Substances 0.000 claims 8
- LVMVOJUQBKIWKV-UHFFFAOYSA-N 2-methyl-4-[4-(oxetan-3-yl)piperazin-1-yl]pent-2-enenitrile Chemical compound CC(C#N)=CC(C)N1CCN(CC1)C1COC1 LVMVOJUQBKIWKV-UHFFFAOYSA-N 0.000 claims 6
- 208000023275 Autoimmune disease Diseases 0.000 claims 6
- 241000124008 Mammalia Species 0.000 claims 6
- 238000002560 therapeutic procedure Methods 0.000 claims 6
- ISBHMJZRKAFTGE-ONEGZZNKSA-N (e)-pent-2-enenitrile Chemical compound CC\C=C\C#N ISBHMJZRKAFTGE-ONEGZZNKSA-N 0.000 claims 5
- 125000006299 oxetan-3-yl group Chemical group [H]C1([H])OC([H])([H])C1([H])* 0.000 claims 5
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims 5
- 201000011152 Pemphigus Diseases 0.000 claims 4
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims 4
- 239000003246 corticosteroid Substances 0.000 claims 4
- 230000002757 inflammatory effect Effects 0.000 claims 4
- 239000003446 ligand Substances 0.000 claims 4
- 201000001976 pemphigus vulgaris Diseases 0.000 claims 4
- 239000008194 pharmaceutical composition Substances 0.000 claims 4
- 201000009594 Systemic Scleroderma Diseases 0.000 claims 3
- 206010042953 Systemic sclerosis Diseases 0.000 claims 3
- 230000001154 acute effect Effects 0.000 claims 3
- 150000007942 carboxylates Chemical class 0.000 claims 3
- 239000003018 immunosuppressive agent Substances 0.000 claims 3
- 229940125721 immunosuppressive agent Drugs 0.000 claims 3
- 208000027866 inflammatory disease Diseases 0.000 claims 3
- 206010025135 lupus erythematosus Diseases 0.000 claims 3
- 125000004194 piperazin-1-yl group Chemical group [H]N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 claims 3
- LCFFREMLXLZNHE-RUZDIDTESA-N 2-[(3R)-3-[4-amino-3-(2-fluoro-4-phenoxyphenyl)pyrazolo[3,4-d]pyrimidin-1-yl]piperidine-1-carbonyl]-4-methyl-4-[4-(oxetan-3-yl)piperazin-1-yl]pent-2-enenitrile Chemical compound CC(C)(C=C(C#N)C(=O)N1CCC[C@H](C1)n1nc(-c2ccc(Oc3ccccc3)cc2F)c2c(N)ncnc12)N1CCN(CC1)C1COC1 LCFFREMLXLZNHE-RUZDIDTESA-N 0.000 claims 2
- 206010072579 Granulomatosis with polyangiitis Diseases 0.000 claims 2
- 208000010159 IgA glomerulonephritis Diseases 0.000 claims 2
- 206010021263 IgA nephropathy Diseases 0.000 claims 2
- 208000005777 Lupus Nephritis Diseases 0.000 claims 2
- 208000034189 Sclerosis Diseases 0.000 claims 2
- 201000007023 Thrombotic Thrombocytopenic Purpura Diseases 0.000 claims 2
- 208000024780 Urticaria Diseases 0.000 claims 2
- 239000002260 anti-inflammatory agent Substances 0.000 claims 2
- 229940121363 anti-inflammatory agent Drugs 0.000 claims 2
- 201000003278 cryoglobulinemia Diseases 0.000 claims 2
- 238000009115 maintenance therapy Methods 0.000 claims 2
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 claims 2
- 201000006292 polyarteritis nodosa Diseases 0.000 claims 2
- 150000003431 steroids Chemical class 0.000 claims 2
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 claims 2
- 206010008609 Cholangitis sclerosing Diseases 0.000 claims 1
- CMSMOCZEIVJLDB-UHFFFAOYSA-N Cyclophosphamide Chemical compound ClCCN(CCCl)P1(=O)NCCCO1 CMSMOCZEIVJLDB-UHFFFAOYSA-N 0.000 claims 1
- MQJKPEGWNLWLTK-UHFFFAOYSA-N Dapsone Chemical compound C1=CC(N)=CC=C1S(=O)(=O)C1=CC=C(N)C=C1 MQJKPEGWNLWLTK-UHFFFAOYSA-N 0.000 claims 1
- 206010018691 Granuloma Diseases 0.000 claims 1
- 208000035186 Hemolytic Autoimmune Anemia Diseases 0.000 claims 1
- 101000914484 Homo sapiens T-lymphocyte activation antigen CD80 Proteins 0.000 claims 1
- 102000006992 Interferon-alpha Human genes 0.000 claims 1
- 108010047761 Interferon-alpha Proteins 0.000 claims 1
- 102000008070 Interferon-gamma Human genes 0.000 claims 1
- 108010074328 Interferon-gamma Proteins 0.000 claims 1
- UETNIIAIRMUTSM-UHFFFAOYSA-N Jacareubin Natural products CC1(C)OC2=CC3Oc4c(O)c(O)ccc4C(=O)C3C(=C2C=C1)O UETNIIAIRMUTSM-UHFFFAOYSA-N 0.000 claims 1
- FBOZXECLQNJBKD-ZDUSSCGKSA-N L-methotrexate Chemical compound C=1N=C2N=C(N)N=C(N)C2=NC=1CN(C)C1=CC=C(C(=O)N[C@@H](CCC(O)=O)C(O)=O)C=C1 FBOZXECLQNJBKD-ZDUSSCGKSA-N 0.000 claims 1
- 208000003250 Mixed connective tissue disease Diseases 0.000 claims 1
- 206010028980 Neoplasm Diseases 0.000 claims 1
- 102100027222 T-lymphocyte activation antigen CD80 Human genes 0.000 claims 1
- QJJXYPPXXYFBGM-LFZNUXCKSA-N Tacrolimus Chemical compound C1C[C@@H](O)[C@H](OC)C[C@@H]1\C=C(/C)[C@@H]1[C@H](C)[C@@H](O)CC(=O)[C@H](CC=C)/C=C(C)/C[C@H](C)C[C@H](OC)[C@H]([C@H](C[C@H]2C)OC)O[C@@]2(O)C(=O)C(=O)N2CCCC[C@H]2C(=O)O1 QJJXYPPXXYFBGM-LFZNUXCKSA-N 0.000 claims 1
- 206010047115 Vasculitis Diseases 0.000 claims 1
- 201000000448 autoimmune hemolytic anemia Diseases 0.000 claims 1
- 229960002170 azathioprine Drugs 0.000 claims 1
- LMEKQMALGUDUQG-UHFFFAOYSA-N azathioprine Chemical compound CN1C=NC([N+]([O-])=O)=C1SC1=NC=NC2=C1NC=N2 LMEKQMALGUDUQG-UHFFFAOYSA-N 0.000 claims 1
- 208000003167 cholangitis Diseases 0.000 claims 1
- 208000018631 connective tissue disease Diseases 0.000 claims 1
- 229960004397 cyclophosphamide Drugs 0.000 claims 1
- 229960000860 dapsone Drugs 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 1
- 238000009093 first-line therapy Methods 0.000 claims 1
- 229960003130 interferon gamma Drugs 0.000 claims 1
- 229960000681 leflunomide Drugs 0.000 claims 1
- VHOGYURTWQBHIL-UHFFFAOYSA-N leflunomide Chemical compound O1N=CC(C(=O)NC=2C=CC(=CC=2)C(F)(F)F)=C1C VHOGYURTWQBHIL-UHFFFAOYSA-N 0.000 claims 1
- 229960000485 methotrexate Drugs 0.000 claims 1
- RTGDFNSFWBGLEC-SYZQJQIISA-N mycophenolate mofetil Chemical compound COC1=C(C)C=2COC(=O)C=2C(O)=C1C\C=C(/C)CCC(=O)OCCN1CCOCC1 RTGDFNSFWBGLEC-SYZQJQIISA-N 0.000 claims 1
- 229960004866 mycophenolate mofetil Drugs 0.000 claims 1
- 229960002450 ofatumumab Drugs 0.000 claims 1
- 206010039073 rheumatoid arthritis Diseases 0.000 claims 1
- 229960004641 rituximab Drugs 0.000 claims 1
- 208000010157 sclerosing cholangitis Diseases 0.000 claims 1
- 238000009094 second-line therapy Methods 0.000 claims 1
- NCEXYHBECQHGNR-QZQOTICOSA-N sulfasalazine Chemical compound C1=C(O)C(C(=O)O)=CC(\N=N\C=2C=CC(=CC=2)S(=O)(=O)NC=2N=CC=CC=2)=C1 NCEXYHBECQHGNR-QZQOTICOSA-N 0.000 claims 1
- 229960001940 sulfasalazine Drugs 0.000 claims 1
- NCEXYHBECQHGNR-UHFFFAOYSA-N sulfasalazine Natural products C1=C(O)C(C(=O)O)=CC(N=NC=2C=CC(=CC=2)S(=O)(=O)NC=2N=CC=CC=2)=C1 NCEXYHBECQHGNR-UHFFFAOYSA-N 0.000 claims 1
- 150000008054 sulfonate salts Chemical group 0.000 claims 1
- 229960001967 tacrolimus Drugs 0.000 claims 1
- QJJXYPPXXYFBGM-SHYZHZOCSA-N tacrolimus Natural products CO[C@H]1C[C@H](CC[C@@H]1O)C=C(C)[C@H]2OC(=O)[C@H]3CCCCN3C(=O)C(=O)[C@@]4(O)O[C@@H]([C@H](C[C@H]4C)OC)[C@@H](C[C@H](C)CC(=C[C@@H](CC=C)C(=O)C[C@H](O)[C@H]2C)C)OC QJJXYPPXXYFBGM-SHYZHZOCSA-N 0.000 claims 1
- 229960000331 teriflunomide Drugs 0.000 claims 1
- UTNUDOFZCWSZMS-YFHOEESVSA-N teriflunomide Chemical compound C\C(O)=C(/C#N)C(=O)NC1=CC=C(C(F)(F)F)C=C1 UTNUDOFZCWSZMS-YFHOEESVSA-N 0.000 claims 1
- 239000002452 tumor necrosis factor alpha inhibitor Substances 0.000 claims 1
- 229940046728 tumor necrosis factor alpha inhibitor Drugs 0.000 claims 1
Applications Claiming Priority (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201461943262P | 2014-02-21 | 2014-02-21 | |
| US61/943,262 | 2014-02-21 | ||
| US201461946480P | 2014-02-28 | 2014-02-28 | |
| US61/946,480 | 2014-02-28 | ||
| US201462096468P | 2014-12-23 | 2014-12-23 | |
| US62/096,468 | 2014-12-23 | ||
| PCT/US2015/016963 WO2015127310A1 (en) | 2014-02-21 | 2015-02-20 | Salts and solid form of a btk inhibitor |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2017506243A JP2017506243A (ja) | 2017-03-02 |
| JP2017506243A5 true JP2017506243A5 (enExample) | 2018-04-05 |
| JP6504548B2 JP6504548B2 (ja) | 2019-04-24 |
Family
ID=53879073
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016552619A Active JP6504548B2 (ja) | 2014-02-21 | 2015-02-20 | Ｂｔｋ阻害剤の塩および固体形態 |
Country Status (16)
| Country | Link |
|---|---|
| US (5) | US10092569B2 (enExample) |
| EP (2) | EP3795158B1 (enExample) |
| JP (1) | JP6504548B2 (enExample) |
| KR (2) | KR20160117614A (enExample) |
| CN (2) | CN112353806A (enExample) |
| AU (1) | AU2015218713B2 (enExample) |
| BR (1) | BR112016018948B1 (enExample) |
| CA (1) | CA2939186C (enExample) |
| EA (1) | EA033900B1 (enExample) |
| ES (1) | ES2841248T3 (enExample) |
| IL (2) | IL247215B (enExample) |
| MX (1) | MX372673B (enExample) |
| PT (1) | PT3107544T (enExample) |
| SG (2) | SG11201606858RA (enExample) |
| WO (1) | WO2015127310A1 (enExample) |
| ZA (2) | ZA201605933B (enExample) |
Families Citing this family (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PL2892900T3 (pl) | 2012-09-10 | 2018-02-28 | Principia Biopharma Inc. | Związki pyrazolopirymidonowe jako inhibitory kinazy |
| CA2939186C (en) | 2014-02-21 | 2023-03-07 | Principia Biopharma Inc. | Salts and solid form of a btk inhibitor |
| GB201410430D0 (en) | 2014-06-11 | 2014-07-23 | Redx Pharma Ltd | Compounds |
| US9778212B2 (en) * | 2014-10-31 | 2017-10-03 | GM Global Technology Operations LLC | Method for determining the lithiation of Li-ion battery electrodes |
| US10485797B2 (en) * | 2014-12-18 | 2019-11-26 | Principia Biopharma Inc. | Treatment of pemphigus |
| MA42242A (fr) | 2015-06-24 | 2018-05-02 | Principia Biopharma Inc | Inhibiteurs de la tyrosine kinase |
| 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 |
| 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 |
| DE102017121073A1 (de) | 2016-09-12 | 2018-03-15 | Hyundai Motor Company | Diagnostic methods and apparatuses in vehicle network |
| MA46995A (fr) | 2016-12-03 | 2019-10-09 | Acerta Pharma Bv | Méthodes et compositions pour l'utilisation de lymphocytes t thérapeutiques en association avec des inhibiteurs de kinase |
| BR112022005575A2 (pt) | 2019-10-09 | 2022-06-21 | Principia Biopharma Inc | Métodos de tratar pênfigo por administração de (r)-2-[3-[4-amino-3-(2-fluoro-4-fenóxi-fenil)pirazolo[3,4-d]pirimidin-1-il]piperidina-1-carbonil]-4-metil-4-[4-(oxetan-3-il)piperazin-1-il]pent-2-enonitrila |
| 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. |
| PH12022551451A1 (en) | 2019-12-20 | 2023-10-16 | Principia Biopharma Inc | Solid forms of 2-[3-[4-amino-3-(2-fluoro-4-phenoxy-phenyl)pyrazolo[3,4-d]pyrimidin-1-yl]piperidine-1-carbonyl]-4-methyl-4-[4-(oxetan-3-yl)piperazin-1-yl]pent-2-enenitrile |
| EP4087577A1 (en) * | 2020-01-06 | 2022-11-16 | Principia Biopharma Inc. | Treatment of membranous nephropathy, igg4-related disease, and antiphospholipid syndrome using btk inhibitor 2-[(3r)-3-[4-amino-3-(2-fluoro-4-phenoxy-phenyl)pyrazolo[3,4-d]pyrimidin-1-yl]piperidine-1-carbonyl]-4-methyl-4-[4-(oxetan-3-yl)piperazin-1-yl]pent-2-enenitrile |
| 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 |
| 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 |
| CN117279641A (zh) | 2021-04-16 | 2023-12-22 | 普林斯匹亚生物制药公司 | 通过施用特定化合物治疗药物和疫苗诱导的免疫性血小板减少症的方法 |
| CA3217452A1 (en) | 2021-05-14 | 2022-11-17 | David Andrew Coates | Cocrystalline forms of a bruton's tyrosine kinase inhibitor |
| JP7359457B2 (ja) * | 2021-10-11 | 2023-10-11 | タグシクス・バイオ株式会社 | 自己免疫性疾患治療薬 |
| KR20250023505A (ko) | 2022-06-14 | 2025-02-18 | 프린시피아 바이오파마, 인코퍼레이티드 | 2-[3-[4-아미노-3-(2-플루오로-4-페녹시-페닐)피라졸로[3,4-d]피리미딘-1-일]피페리딘-1-카보닐]-4-메틸-4-[4-(옥세탄-3-일)피페라진-1-일]펜트-2-엔니트릴의결정질 형태 |
| JP2024021164A (ja) * | 2022-08-03 | 2024-02-16 | タグシクス・バイオ株式会社 | ＩＦＮ－γへ選択的に結合するＤＮＡオリゴヌクレオチドを含有するハンナ型間質性膀胱炎治療薬 |
| CN120112294A (zh) | 2022-10-31 | 2025-06-06 | 普林斯匹亚生物制药公司 | 通过施用(R)-2-[3-[4-氨基-3-(2-氟-4-苯氧基-苯基)吡唑并[3,4-d]嘧啶-1-基]哌啶-1-羰基]-4-甲基-4-[4-(氧杂环丁-3-基)哌嗪-1-基]戊-2-烯腈治疗免疫性血小板减少症的方法 |
| WO2024124113A1 (en) | 2022-12-09 | 2024-06-13 | Principia Biopharma Inc. | Methods for treating immune thrombocytopenia in subjects with cognitive impairment by administering rilzabrutinib |
| TW202515567A (zh) | 2023-06-30 | 2025-04-16 | 美商普林斯匹亞生物製藥公司 | 藉由投予（ｒ）－２－［３－［４－胺基－３－（２－氟－４－苯氧基－苯基）吡唑并［３，４－ｄ］嘧啶－１－基］哌啶－１－羰基］－４－甲基－４－［４－（氧雜環丁烷－３－基）哌𠯤－１－基］戊－２－烯腈治療兒童、青少年和成人持續性或慢性免疫血小板減少症的方法 |
| WO2025019544A1 (en) | 2023-07-17 | 2025-01-23 | Kadmon Corporation, Llc | Combination therapy comprising btk inhibitor and belumosudil |
| WO2025029842A2 (en) * | 2023-08-01 | 2025-02-06 | Principia Biopharma Inc. | Process of making 2-[(3r)-2-[4-amino-3-(2-fluoro-4-phenoxy- phenyl)pyrazolo[3,4-d]pyrimidin-l-yl]piperidine-l-carbonyl]-4- methyl-4[4-(oxetan-3-yl)piperazin-l-yl]-pent-2-enenitrile and solvate forms thereof |
| TW202535404A (zh) | 2023-10-25 | 2025-09-16 | 美商普林斯匹亞生物製藥公司 | 使用ｂｔｋ抑制劑２－［（３ｒ）－３－［４－胺基－３－（２－氟－４－苯氧基－苯基）吡唑并［３，４－ｄ］嘧啶－１－基］哌啶－１－羰基］－４－甲基－４－［４－（氧雜環丁烷－３－基）哌𠯤－１－基］戊－２－烯腈治療與異位性皮炎和／或結節性癢疹相關的搔癢 |
| WO2025090703A1 (en) * | 2023-10-25 | 2025-05-01 | Principia Biopharma Inc. | Treatment of chronic spontaneous urticaria by administering (r)-2-[3-[4-amino-3-(2-fluoro-4-phenoxy-phenyl)pyrazolo[3,4- d]pyrimidin-l-yl]piperidine-l-carbonyl]-4-methyl-4-[4-(oxetan-3- yl)piperazin-l-yl]pent-2-enenitrile |
| WO2025122747A1 (en) | 2023-12-06 | 2025-06-12 | Principia Biopharma Inc. | Treatment of moderate-to-severe asthma by administering rilzabrutinib |
| WO2025199134A1 (en) * | 2024-03-19 | 2025-09-25 | Principia Biopharma Inc. | Formulations of 2-[(3r)-2-[4-amino-3-(2-fluoro-4-phenoxy- phenyl)pyrazolo[3,4-d]pyrimidin-l-yl]piperidine-l-carbonyl]-4- methyl-4[4-(oxetan-3-yl)piperazin-l-yl]-pent-2-enenitrile |
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