JP2010510322A5 - - Google Patents
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- Publication number
- JP2010510322A5 JP2010510322A5 JP2009538501A JP2009538501A JP2010510322A5 JP 2010510322 A5 JP2010510322 A5 JP 2010510322A5 JP 2009538501 A JP2009538501 A JP 2009538501A JP 2009538501 A JP2009538501 A JP 2009538501A JP 2010510322 A5 JP2010510322 A5 JP 2010510322A5
- Authority
- JP
- Japan
- Prior art keywords
- salt hydrate
- pharmaceutical composition
- prodrug salt
- aqueous solution
- autoimmune
- 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.)
- Granted
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- 229940002612 prodrug Drugs 0.000 claims description 42
- 239000000651 prodrug Substances 0.000 claims description 42
- 150000003839 salts Chemical class 0.000 claims description 36
- 238000000034 method Methods 0.000 claims description 32
- 239000002904 solvent Substances 0.000 claims description 22
- 239000007864 aqueous solution Substances 0.000 claims description 20
- 208000023275 Autoimmune disease Diseases 0.000 claims description 18
- 239000008194 pharmaceutical composition Substances 0.000 claims description 18
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 14
- 239000011734 sodium Substances 0.000 claims description 12
- 201000010099 disease Diseases 0.000 claims description 11
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 11
- 230000001363 autoimmune Effects 0.000 claims description 10
- 206010039073 rheumatoid arthritis Diseases 0.000 claims description 8
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 6
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical group [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 6
- 230000001376 precipitating effect Effects 0.000 claims description 6
- 102000009109 Fc receptors Human genes 0.000 claims description 5
- 108010087819 Fc receptors Proteins 0.000 claims description 5
- 206010061218 Inflammation Diseases 0.000 claims description 5
- 230000004054 inflammatory process Effects 0.000 claims description 5
- 230000002401 inhibitory effect Effects 0.000 claims description 5
- 208000024891 symptom Diseases 0.000 claims description 5
- 238000005406 washing Methods 0.000 claims description 5
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 4
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 claims description 4
- 239000013078 crystal Substances 0.000 claims description 4
- 229940079593 drug Drugs 0.000 claims description 4
- 239000003814 drug Substances 0.000 claims description 4
- 231100000241 scar Toxicity 0.000 claims description 4
- 230000019491 signal transduction Effects 0.000 claims description 4
- 208000004300 Atrophic Gastritis Diseases 0.000 claims description 3
- 206010050245 Autoimmune thrombocytopenia Diseases 0.000 claims description 3
- 208000008439 Biliary Liver Cirrhosis Diseases 0.000 claims description 3
- 208000033222 Biliary cirrhosis primary Diseases 0.000 claims description 3
- 206010008909 Chronic Hepatitis Diseases 0.000 claims description 3
- 206010009900 Colitis ulcerative Diseases 0.000 claims description 3
- 208000036495 Gastritis atrophic Diseases 0.000 claims description 3
- 208000024869 Goodpasture syndrome Diseases 0.000 claims description 3
- 208000015023 Graves' disease Diseases 0.000 claims description 3
- 208000030836 Hashimoto thyroiditis Diseases 0.000 claims description 3
- 208000035186 Hemolytic Autoimmune Anemia Diseases 0.000 claims description 3
- 206010019755 Hepatitis chronic active Diseases 0.000 claims description 3
- 206010034277 Pemphigoid Diseases 0.000 claims description 3
- 208000012654 Primary biliary cholangitis Diseases 0.000 claims description 3
- 208000021386 Sjogren Syndrome Diseases 0.000 claims description 3
- 102000000551 Syk Kinase Human genes 0.000 claims description 3
- 108010016672 Syk Kinase Proteins 0.000 claims description 3
- 206010042742 Sympathetic ophthalmia Diseases 0.000 claims description 3
- 201000009594 Systemic Scleroderma Diseases 0.000 claims description 3
- 206010042953 Systemic sclerosis Diseases 0.000 claims description 3
- 208000031981 Thrombocytopenic Idiopathic Purpura Diseases 0.000 claims description 3
- 201000006704 Ulcerative Colitis Diseases 0.000 claims description 3
- 208000007502 anemia Diseases 0.000 claims description 3
- 201000000448 autoimmune hemolytic anemia Diseases 0.000 claims description 3
- 208000000594 bullous pemphigoid Diseases 0.000 claims description 3
- 208000016644 chronic atrophic gastritis Diseases 0.000 claims description 3
- 201000001981 dermatomyositis Diseases 0.000 claims description 3
- 230000000694 effects Effects 0.000 claims description 3
- 230000003211 malignant effect Effects 0.000 claims description 3
- 201000008350 membranous glomerulonephritis Diseases 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 3
- 201000006417 multiple sclerosis Diseases 0.000 claims description 3
- 206010028417 myasthenia gravis Diseases 0.000 claims description 3
- 201000005737 orchitis Diseases 0.000 claims description 3
- 201000000596 systemic lupus erythematosus Diseases 0.000 claims description 3
- 208000003807 Graves Disease Diseases 0.000 claims description 2
- 102000009438 IgE Receptors Human genes 0.000 claims description 2
- 108010073816 IgE Receptors Proteins 0.000 claims description 2
- 102000009490 IgG Receptors Human genes 0.000 claims description 2
- 108010073807 IgG Receptors Proteins 0.000 claims description 2
- 201000002481 Myositis Diseases 0.000 claims description 2
- 208000026935 allergic disease Diseases 0.000 claims description 2
- 238000001816 cooling Methods 0.000 claims description 2
- 230000006378 damage Effects 0.000 claims description 2
- 239000003085 diluting agent Substances 0.000 claims description 2
- 239000003937 drug carrier Substances 0.000 claims description 2
- 201000002491 encephalomyelitis Diseases 0.000 claims description 2
- 238000010438 heat treatment Methods 0.000 claims description 2
- 238000000099 in vitro assay Methods 0.000 claims description 2
- 230000005764 inhibitory process Effects 0.000 claims description 2
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 2
- 238000000634 powder X-ray diffraction Methods 0.000 claims description 2
- 238000001556 precipitation Methods 0.000 claims description 2
- 210000002966 serum Anatomy 0.000 claims description 2
- 239000000243 solution Substances 0.000 claims description 2
- 208000011580 syndromic disease Diseases 0.000 claims description 2
- 230000007935 neutral effect Effects 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- 210000004027 cell Anatomy 0.000 description 7
- 208000032544 Cicatrix Diseases 0.000 description 2
- 210000000056 organ Anatomy 0.000 description 2
- YAAWASYJIRZXSZ-UHFFFAOYSA-N pyrimidine-2,4-diamine Chemical class NC1=CC=NC(N)=N1 YAAWASYJIRZXSZ-UHFFFAOYSA-N 0.000 description 2
- 230000037387 scars Effects 0.000 description 2
- 230000009885 systemic effect Effects 0.000 description 2
- -1 2,4-pyrimidinediamine compound Chemical class 0.000 description 1
- 201000004384 Alopecia Diseases 0.000 description 1
- 208000023328 Basedow disease Diseases 0.000 description 1
- RRCLQIZJGFBSAM-UHFFFAOYSA-N CC1(C)Oc2ccc(CNc(nc(Nc(cc3OC)cc(OC)c3OC)nc3)c3F)nc2N(COP(O)(O)=O)C1=O Chemical compound CC1(C)Oc2ccc(CNc(nc(Nc(cc3OC)cc(OC)c3OC)nc3)c3F)nc2N(COP(O)(O)=O)C1=O RRCLQIZJGFBSAM-UHFFFAOYSA-N 0.000 description 1
- 0 CCC=INOP(O*)(OCN1c(nc(cc2)Nc(nc(c(*)c3)Nc(cc4OC)cc(OC)c4OC)c3F)c2OC(C)(C)C1=O)=O Chemical compound CCC=INOP(O*)(OCN1c(nc(cc2)Nc(nc(c(*)c3)Nc(cc4OC)cc(OC)c4OC)c3F)c2OC(C)(C)C1=O)=O 0.000 description 1
- 206010020751 Hypersensitivity Diseases 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 208000003926 Myelitis Diseases 0.000 description 1
- 150000001204 N-oxides Chemical class 0.000 description 1
- 208000033464 Reiter syndrome Diseases 0.000 description 1
- 210000001744 T-lymphocyte Anatomy 0.000 description 1
- 206010053614 Type III immune complex mediated reaction Diseases 0.000 description 1
- 206010053613 Type IV hypersensitivity reaction Diseases 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 231100000360 alopecia Toxicity 0.000 description 1
- 230000002052 anaphylactic effect Effects 0.000 description 1
- 210000001367 artery Anatomy 0.000 description 1
- 210000000227 basophil cell of anterior lobe of hypophysis Anatomy 0.000 description 1
- 210000004556 brain Anatomy 0.000 description 1
- 206010012601 diabetes mellitus Diseases 0.000 description 1
- 208000026278 immune system disease Diseases 0.000 description 1
- 230000001404 mediated effect Effects 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 210000001616 monocyte Anatomy 0.000 description 1
- 208000002574 reactive arthritis Diseases 0.000 description 1
- 239000012453 solvate Substances 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 206010043778 thyroiditis Diseases 0.000 description 1
- 230000008026 type II hypersensitivity Effects 0.000 description 1
- 208000025883 type III hypersensitivity disease Diseases 0.000 description 1
- 208000027930 type IV hypersensitivity disease Diseases 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US86672206P | 2006-11-21 | 2006-11-21 | |
| US60/866,722 | 2006-11-21 | ||
| PCT/US2007/085313 WO2008064274A1 (en) | 2006-11-21 | 2007-11-20 | Prodrug salts of 2, 4-pyrimidinediamine compounds and their uses |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2010510322A JP2010510322A (ja) | 2010-04-02 |
| JP2010510322A5 true JP2010510322A5 (https=) | 2011-01-06 |
| JP5264759B2 JP5264759B2 (ja) | 2013-08-14 |
Family
ID=39276176
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009538501A Active JP5264759B2 (ja) | 2006-11-21 | 2007-11-20 | 2,4−ピリミジンジアミン化合物のプロドラッグ塩およびそれらの使用 |
Country Status (8)
| Country | Link |
|---|---|
| US (8) | US8163902B2 (https=) |
| EP (2) | EP2420505A1 (https=) |
| JP (1) | JP5264759B2 (https=) |
| AT (1) | ATE540041T1 (https=) |
| CA (1) | CA2673137C (https=) |
| DK (1) | DK2078026T3 (https=) |
| ES (1) | ES2380551T3 (https=) |
| WO (1) | WO2008064274A1 (https=) |
Families Citing this family (49)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BRPI0413018B8 (pt) * | 2003-07-30 | 2021-05-25 | Rigel Pharmaceuticals Inc | composto, e, uso de um composto |
| US20070203161A1 (en) | 2006-02-24 | 2007-08-30 | Rigel Pharmaceuticals, Inc. | Compositions and methods for inhibition of the jak pathway |
| WO2006133426A2 (en) | 2005-06-08 | 2006-12-14 | Rigel Pharmaceuticals, Inc. | Compositions and methods for inhibition of the jak pathway |
| ES2439948T3 (es) * | 2006-02-17 | 2014-01-27 | Rigel Pharmaceuticals, Inc. | Compuestos de 2,4-pirimidindiamina para el tratamiento o la prevención de enfermedades autoinmunitarias |
| EP2687533B1 (en) | 2006-07-20 | 2017-07-19 | Debiopharm International SA | Acrylamide derivatives as FAB I inhibitors |
| EP2089369B1 (en) | 2006-10-19 | 2011-02-02 | Rigel Pharmaceuticals, Inc. | 2,4 -pyrimidinediamine derivatives as inhibitors of jak kinases for the treatment of autoimmune diseases |
| EP2420505A1 (en) | 2006-11-21 | 2012-02-22 | Rigel Pharmaceuticals, Inc. | Prodrug salts of 2, 4- pyrimidinediamine compounds and their uses |
| US11351168B1 (en) | 2008-06-27 | 2022-06-07 | Celgene Car Llc | 2,4-disubstituted pyrimidines useful as kinase inhibitors |
| US8338439B2 (en) | 2008-06-27 | 2012-12-25 | Celgene Avilomics Research, Inc. | 2,4-disubstituted pyrimidines useful as kinase inhibitors |
| TWI546290B (zh) | 2008-06-27 | 2016-08-21 | 賽基艾維洛米斯研究股份有限公司 | 雜芳基化合物及其用途 |
| EP2307375B1 (en) | 2008-07-28 | 2014-11-19 | Pfizer Inc. | Phenanthrenone compounds, compositions and methods |
| US20110172217A1 (en) * | 2008-09-05 | 2011-07-14 | Shionogi & Co., Ltd. | Ring-fused morpholine derivative having pi3k-inhibiting activity |
| WO2010044981A2 (en) | 2008-09-18 | 2010-04-22 | Auspex Pharmaceutical ,Inc. | Benzoquinoline inhibitors of vesicular monoamine transporter 2 |
| TW201034675A (en) * | 2008-12-18 | 2010-10-01 | Sanofi Aventis | Method for treating macular degeneration |
| UA108077C2 (xx) | 2009-07-02 | 2015-03-25 | Синтез динатрієвої солі n4-(2,2-диметил-4-$(дигідрофосфонокси)метил]-3-оксо-5-піридо$1,4]оксазин-6-іл)-5-фтор-n2-(3,4,5-триметоксифеніл)-2,4-піримідиндіаміну | |
| EP2454265A2 (en) | 2009-07-17 | 2012-05-23 | Rigel Pharmaceuticals, Inc. | Deuterated 2, 4-pyrimidinediamine compounds and prodrugs thereof and their uses |
| ES2524127T3 (es) | 2009-11-20 | 2014-12-04 | Rigel Pharmaceuticals, Inc. | Compuestos de 2,4-pirimidinodiamina y sus profármacos y sus usos |
| SG181857A1 (en) | 2009-12-23 | 2012-07-30 | Takeda Pharmaceutical | Fused heteroaromatic pyrrolidinones as syk inhibitors |
| WO2011106248A2 (en) * | 2010-02-24 | 2011-09-01 | Auspex Pharmaceuticals, Inc. | Trimethoxyphenyl inhibitors of tyrosine kinase |
| CA2792278C (en) | 2010-04-13 | 2019-05-14 | Rigel Pharmaceuticals, Inc. | 2,4-pyrimidinediamine compounds and prodrugs thereof and their uses |
| KR20130062932A (ko) | 2010-05-14 | 2013-06-13 | 말린크로트 엘엘씨 | 탠덤 광학 영상화 및 요법을 위한 관능성 가교결합된 나노구조 |
| CN105566229A (zh) | 2010-08-10 | 2016-05-11 | 西建阿维拉米斯研究公司 | Btk抑制剂的苯磺酸盐及其用途和制备方法 |
| MX382354B (es) | 2010-11-01 | 2025-03-13 | Celgene Car Llc | Compuestos heterocíclicos y usos de los mismos. |
| EP2635285B1 (en) | 2010-11-01 | 2017-05-03 | Celgene Avilomics Research, Inc. | Heteroaryl compounds and uses thereof |
| JP5957003B2 (ja) | 2010-11-10 | 2016-07-27 | セルジーン アヴィロミクス リサーチ, インコーポレイテッド | 変異体選択的egfr阻害剤およびその使用 |
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| JP6026525B2 (ja) | 2011-06-22 | 2016-11-16 | 武田薬品工業株式会社 | 置換6−アザ−イソインドリン−1−オン誘導体 |
| PT2736487T (pt) * | 2011-07-28 | 2019-02-13 | Rigel Pharmaceuticals Inc | Novas formulações de (trimetoxifenilamino) pirimidinilo |
| AR088570A1 (es) | 2011-10-28 | 2014-06-18 | Celgene Avilomics Res Inc | Metodos para tratar una enfermedad o trastorno relacionado con la tirosina quinasa de bruton |
| ES2552518T3 (es) * | 2012-02-21 | 2015-11-30 | Merck Patent Gmbh | Derivados cíclicos de diaminopiridina como inhibidores de Syk |
| PL2825042T3 (pl) | 2012-03-15 | 2019-02-28 | Celgene Car Llc | Sole inhibitora kinazy receptora czynnika wzrostu naskórka |
| KR102081042B1 (ko) | 2012-03-15 | 2020-02-26 | 셀젠 카르 엘엘씨 | 상피 성장 인자 수용체 키나제 억제제의 고체 형태 |
| SI2861608T1 (sl) | 2012-06-19 | 2019-08-30 | Debiopharm International Sa | Derivati predzdravila (E)-N-metil-N-((3-metilbenzofuran-2-IL)metil)- 3-(7-okso-5,6,7,8-tetrahidro-1 ,8-nafthiridin-3-il)akrilamid |
| CN102746337B (zh) * | 2012-06-21 | 2014-12-17 | 成都苑东药业有限公司 | 一种2,4-嘧啶二胺类化合物及其制备方法 |
| US9550780B2 (en) | 2012-09-18 | 2017-01-24 | Auspex Pharmaceuticals, Inc. | Formulations pharmacokinetics of deuterated benzoquinoline inhibitors of vesicular monoamine transporter 2 |
| CN104684555A (zh) | 2012-09-18 | 2015-06-03 | 奥斯拜客斯制药有限公司 | 囊泡单胺转运体2的氘化苯并喹啉抑制剂的制剂药代动力学 |
| US9126950B2 (en) | 2012-12-21 | 2015-09-08 | Celgene Avilomics Research, Inc. | Heteroaryl compounds and uses thereof |
| AU2014214846A1 (en) | 2013-02-08 | 2015-07-23 | Celgene Avilomics Research, Inc. | ERK inhibitors and uses thereof |
| US9492471B2 (en) | 2013-08-27 | 2016-11-15 | Celgene Avilomics Research, Inc. | Methods of treating a disease or disorder associated with Bruton'S Tyrosine Kinase |
| EA201791466A1 (ru) | 2013-12-03 | 2017-11-30 | Оспекс Фармасьютикалз, Инк. | Способы получения соединений бензохинолина |
| US9415049B2 (en) | 2013-12-20 | 2016-08-16 | Celgene Avilomics Research, Inc. | Heteroaryl compounds and uses thereof |
| SMT201800644T1 (it) * | 2013-12-20 | 2019-01-11 | Rigel Pharmaceuticals Inc | Processo farmaceutico e intermedi |
| US10005760B2 (en) | 2014-08-13 | 2018-06-26 | Celgene Car Llc | Forms and compositions of an ERK inhibitor |
| HRP20221106T1 (hr) | 2015-03-06 | 2022-11-25 | Auspex Pharmaceuticals, Inc. | Postupci liječenja abnormalnih nevoljnih poremećaja pokreta |
| BR122023021456A2 (pt) | 2016-02-26 | 2024-02-20 | Debiopharm International S.A. | Uso de di-hidrogeno fosfato de {6- [(e)-3-{metil[(3-metil-1-benfofuran-2- iol)metil]amino)-3- oxopro-1-en-1-il]-2-oxo-3,4-di-hidro-1,8-naftiridin-1(2h)- il}metila para tratamento de osteomielite do pé diabético e composição farmacêutica |
| LT3923914T (lt) | 2019-02-14 | 2023-07-25 | Debiopharm International S.A. | Afabicino kompozicija, jos gamybos būdas |
| CN113939306B (zh) | 2019-06-14 | 2024-07-19 | 德彪药业国际股份公司 | 用于治疗涉及生物膜的细菌感染的药物及其用途 |
| ES2970382T3 (es) * | 2019-08-14 | 2024-05-28 | Rigel Pharmaceuticals Inc | Método para bloquear o mejorar el síndrome de liberación de citocinas |
| JP2023518356A (ja) | 2020-03-12 | 2023-05-01 | ライジェル ファーマシューティカルズ, インコーポレイテッド | Covid-19関連状態の治療のための方法 |
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| US20070203161A1 (en) * | 2006-02-24 | 2007-08-30 | Rigel Pharmaceuticals, Inc. | Compositions and methods for inhibition of the jak pathway |
| WO2006133426A2 (en) | 2005-06-08 | 2006-12-14 | Rigel Pharmaceuticals, Inc. | Compositions and methods for inhibition of the jak pathway |
| EP1896134A2 (en) * | 2005-06-13 | 2008-03-12 | Rigel Pharmaceuticals, Inc. | Methods and compositions for treating degenerative bone disorders |
| US20070117775A1 (en) * | 2005-10-31 | 2007-05-24 | Rigel Pharmaceuticals, Inc. | Compositions and Methods For Treating Inflammatory Disorders |
| US7713987B2 (en) * | 2005-12-06 | 2010-05-11 | Rigel Pharmaceuticals, Inc. | Pyrimidine-2,4-diamines and their uses |
| ES2439948T3 (es) * | 2006-02-17 | 2014-01-27 | Rigel Pharmaceuticals, Inc. | Compuestos de 2,4-pirimidindiamina para el tratamiento o la prevención de enfermedades autoinmunitarias |
| CA2642229C (en) * | 2006-02-24 | 2015-05-12 | Rigel Pharmaceuticals, Inc. | Compositions and methods for inhibition of the jak pathway |
| EP2089369B1 (en) * | 2006-10-19 | 2011-02-02 | Rigel Pharmaceuticals, Inc. | 2,4 -pyrimidinediamine derivatives as inhibitors of jak kinases for the treatment of autoimmune diseases |
| EP2420505A1 (en) | 2006-11-21 | 2012-02-22 | Rigel Pharmaceuticals, Inc. | Prodrug salts of 2, 4- pyrimidinediamine compounds and their uses |
| US7947698B2 (en) * | 2007-03-23 | 2011-05-24 | Rigel Pharmaceuticals, Inc. | Compositions and methods for inhibition of the JAK pathway |
| WO2008118823A2 (en) * | 2007-03-26 | 2008-10-02 | Rigel Pharmaceuticals, Inc. | Compositions and methods for inhibition of the jak pathway |
| CA2693594A1 (en) | 2007-07-17 | 2009-01-22 | Rigel Pharmaceuticals, Inc. | Cyclic amine substituted pyrimidinediamines as pkc inhibitors |
| PT2736487T (pt) * | 2011-07-28 | 2019-02-13 | Rigel Pharmaceuticals Inc | Novas formulações de (trimetoxifenilamino) pirimidinilo |
-
2007
- 2007-11-20 EP EP11187930A patent/EP2420505A1/en not_active Withdrawn
- 2007-11-20 JP JP2009538501A patent/JP5264759B2/ja active Active
- 2007-11-20 EP EP07864696A patent/EP2078026B1/en active Active
- 2007-11-20 US US11/943,506 patent/US8163902B2/en active Active
- 2007-11-20 WO PCT/US2007/085313 patent/WO2008064274A1/en not_active Ceased
- 2007-11-20 CA CA2673137A patent/CA2673137C/en active Active
- 2007-11-20 ES ES07864696T patent/ES2380551T3/es active Active
- 2007-11-20 DK DK07864696.5T patent/DK2078026T3/da active
- 2007-11-20 AT AT07864696T patent/ATE540041T1/de active
-
2012
- 2012-03-12 US US13/418,306 patent/US8445485B2/en active Active
-
2013
- 2013-04-12 US US13/861,650 patent/US8912170B2/en active Active
-
2014
- 2014-11-06 US US14/534,784 patent/US9283238B2/en active Active - Reinstated
-
2016
- 2016-01-25 US US15/005,771 patent/US9737554B2/en not_active Ceased
-
2017
- 2017-07-17 US US15/651,687 patent/US10357505B2/en active Active
-
2019
- 2019-03-04 US US16/291,992 patent/USRE48898E1/en active Active
- 2019-06-12 US US16/438,972 patent/US20200016179A1/en not_active Abandoned
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