JP2018515581A5 - - Google Patents
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- Publication number
- JP2018515581A5 JP2018515581A5 JP2017561259A JP2017561259A JP2018515581A5 JP 2018515581 A5 JP2018515581 A5 JP 2018515581A5 JP 2017561259 A JP2017561259 A JP 2017561259A JP 2017561259 A JP2017561259 A JP 2017561259A JP 2018515581 A5 JP2018515581 A5 JP 2018515581A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- optionally substituted
- amino
- pyridinyl
- fluoro
- 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
Links
- 125000000217 alkyl group Chemical group 0.000 claims description 106
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 42
- 150000001875 compounds Chemical class 0.000 claims description 41
- 229910052739 hydrogen Inorganic materials 0.000 claims description 38
- 239000001257 hydrogen Substances 0.000 claims description 38
- 125000001153 fluoro group Chemical group F* 0.000 claims description 36
- 125000004076 pyridyl group Chemical group 0.000 claims description 36
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 33
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 30
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 24
- 208000017189 Gastrointestinal inflammatory disease Diseases 0.000 claims description 21
- -1 5-methyl -1H- pyrazole-3 -yl Chemical group 0.000 claims description 20
- 239000012453 solvate Substances 0.000 claims description 20
- 238000000034 method Methods 0.000 claims description 18
- 150000003839 salts Chemical class 0.000 claims description 18
- 125000000623 heterocyclic group Chemical group 0.000 claims description 16
- 125000001424 substituent group Chemical group 0.000 claims description 14
- 239000008194 pharmaceutical composition Substances 0.000 claims description 13
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 12
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 12
- 150000002431 hydrogen Chemical class 0.000 claims description 11
- 206010009900 Colitis ulcerative Diseases 0.000 claims description 10
- 201000006704 Ulcerative Colitis Diseases 0.000 claims description 10
- 125000003342 alkenyl group Chemical group 0.000 claims description 10
- 239000000203 mixture Substances 0.000 claims description 10
- 229910052757 nitrogen Inorganic materials 0.000 claims description 10
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 10
- 238000000634 powder X-ray diffraction Methods 0.000 claims description 10
- FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 claims description 9
- 241000124008 Mammalia Species 0.000 claims description 8
- 239000003814 drug Substances 0.000 claims description 8
- 125000004193 piperazinyl group Chemical group 0.000 claims description 8
- 125000003386 piperidinyl group Chemical group 0.000 claims description 8
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 6
- 239000013078 crystal Substances 0.000 claims description 6
- 238000000113 differential scanning calorimetry Methods 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 6
- 125000006413 ring segment Chemical group 0.000 claims description 6
- 125000001412 tetrahydropyranyl group Chemical group 0.000 claims description 6
- 229940124597 therapeutic agent Drugs 0.000 claims description 6
- 239000002002 slurry Substances 0.000 claims description 5
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 4
- 238000010438 heat treatment Methods 0.000 claims description 4
- 125000002757 morpholinyl group Chemical group 0.000 claims description 4
- 229910052717 sulfur Inorganic materials 0.000 claims description 4
- 239000011593 sulfur Substances 0.000 claims description 4
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- AUGCSOFQTDKPSO-RGVLZGJSSA-N (e)-n-[3-(dimethylamino)propyl]-n'-hydroxy-2-(naphthalen-1-yloxymethyl)oct-2-enediamide Chemical compound C1=CC=C2C(OC/C(C(=O)NCCCN(C)C)=C\CCCCC(=O)NO)=CC=CC2=C1 AUGCSOFQTDKPSO-RGVLZGJSSA-N 0.000 claims description 3
- 239000003937 drug carrier Substances 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims description 2
- AASNOMRPOYJIIP-GNEAJKGCSA-N 2-(dimethylamino)-1-[(1R,5S)-3-[[7-[(5-methylpyrazolidin-3-yl)amino]-1,6-naphthyridin-5-yl]amino]-9-azabicyclo[3.3.1]nonan-9-yl]ethanone Chemical compound CC1CC(Nc2cc3ncccc3c(NC3C[C@@H]4CCC[C@H](C3)N4C(=O)CN(C)C)n2)NN1 AASNOMRPOYJIIP-GNEAJKGCSA-N 0.000 claims description 2
- JWKYPPQDMJUMOS-VYHVNNPOSA-N 2-methylpropyl (1R,5S)-3-[[2-(hydroxymethyl)-7-[(5-methylpyrazolidin-3-yl)amino]-1,6-naphthyridin-5-yl]amino]-8-azabicyclo[3.2.1]octane-8-carboxylate Chemical compound CC(C)COC(=O)N1[C@H]2CC[C@@H]1CC(C2)Nc1nc(NC2CC(C)NN2)cc2nc(CO)ccc12 JWKYPPQDMJUMOS-VYHVNNPOSA-N 0.000 claims description 2
- YVVUBTBQIVSPDN-QFPZOOBNSA-N 5-N-[(1R,5S)-8-(2-fluoroethyl)-8-azabicyclo[3.2.1]octan-3-yl]-7-N-(5-methylpyrazolidin-3-yl)-1,6-naphthyridine-5,7-diamine Chemical compound CC1CC(Nc2cc3ncccc3c(NC3C[C@@H]4CC[C@H](C3)N4CCF)n2)NN1 YVVUBTBQIVSPDN-QFPZOOBNSA-N 0.000 claims description 2
- AZVVKKGVTCXYMH-SEBLRQCZSA-N 5-N-[(1R,5S)-8-(2-methoxyethylsulfonyl)-8-azabicyclo[3.2.1]octan-3-yl]-7-N-(5-methylpyrazolidin-3-yl)-1,6-naphthyridine-5,7-diamine Chemical compound COCCS(=O)(=O)N1[C@H]2CC[C@@H]1CC(C2)Nc1nc(NC2CC(C)NN2)cc2ncccc12 AZVVKKGVTCXYMH-SEBLRQCZSA-N 0.000 claims description 2
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 claims description 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 claims description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- 206010009887 colitis Diseases 0.000 claims 12
- 208000011231 Crohn disease Diseases 0.000 claims 3
- 208000036379 Sigmoiditis Diseases 0.000 claims 3
- 208000014965 pancolitis Diseases 0.000 claims 3
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims 2
- 208000009137 Behcet syndrome Diseases 0.000 claims 2
- 239000012275 CTLA-4 inhibitor Substances 0.000 claims 2
- 229940045513 CTLA4 antagonist Drugs 0.000 claims 2
- 208000015943 Coeliac disease Diseases 0.000 claims 2
- 206010056979 Colitis microscopic Diseases 0.000 claims 2
- 206010058838 Enterocolitis infectious Diseases 0.000 claims 2
- 206010064212 Eosinophilic oesophagitis Diseases 0.000 claims 2
- 206010028980 Neoplasm Diseases 0.000 claims 2
- 206010036774 Proctitis Diseases 0.000 claims 2
- 206010036783 Proctitis ulcerative Diseases 0.000 claims 2
- 201000011510 cancer Diseases 0.000 claims 2
- 208000008609 collagenous colitis Diseases 0.000 claims 2
- 201000000708 eosinophilic esophagitis Diseases 0.000 claims 2
- 208000024908 graft versus host disease Diseases 0.000 claims 2
- 208000009326 ileitis Diseases 0.000 claims 2
- 208000027139 infectious colitis Diseases 0.000 claims 2
- 208000004341 lymphocytic colitis Diseases 0.000 claims 2
- 208000009329 Graft vs Host Disease Diseases 0.000 claims 1
- 230000002496 gastric effect Effects 0.000 claims 1
- 208000027866 inflammatory disease Diseases 0.000 claims 1
- 230000000968 intestinal effect Effects 0.000 claims 1
- 238000012986 modification Methods 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- RUOJZAUFBMNUDX-UHFFFAOYSA-N CC(CO1)OC1=O Chemical compound CC(CO1)OC1=O RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 2
- DIJBVDNZHHSFOY-UHFFFAOYSA-N CC(C)C(CCO1)C1=O Chemical compound CC(C)C(CCO1)C1=O DIJBVDNZHHSFOY-UHFFFAOYSA-N 0.000 description 1
- 208000018522 Gastrointestinal disease Diseases 0.000 description 1
- QRMNTRLOZPNTCG-SEBLRQCZSA-N N-methyl-2-[(1S,5R)-3-[[7-[(5-methylpyrazolidin-3-yl)amino]-1,6-naphthyridin-5-yl]amino]-9-azabicyclo[3.3.1]nonan-9-yl]acetamide Chemical compound CNC(=O)CN1[C@H]2CCC[C@@H]1CC(C2)Nc1nc(NC2CC(C)NN2)cc2ncccc12 QRMNTRLOZPNTCG-SEBLRQCZSA-N 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 208000010643 digestive system disease Diseases 0.000 description 1
- 208000018685 gastrointestinal system disease Diseases 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000007613 slurry method Methods 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201562167694P | 2015-05-28 | 2015-05-28 | |
| US62/167,694 | 2015-05-28 | ||
| US201662312273P | 2016-03-23 | 2016-03-23 | |
| US62/312,273 | 2016-03-23 | ||
| PCT/US2016/034243 WO2016191524A1 (en) | 2015-05-28 | 2016-05-26 | Naphthyridine compounds as jak kinase inhibitors |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2020049467A Division JP6850922B2 (ja) | 2015-05-28 | 2020-03-19 | Ｊａｋキナーゼ阻害剤としてのナフチリジン化合物 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2018515581A JP2018515581A (ja) | 2018-06-14 |
| JP2018515581A5 true JP2018515581A5 (OSRAM) | 2019-05-09 |
| JP6692836B2 JP6692836B2 (ja) | 2020-05-13 |
Family
ID=56118022
Family Applications (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2017561259A Active JP6692836B2 (ja) | 2015-05-28 | 2016-05-26 | Ｊａｋキナーゼ阻害剤としてのナフチリジン化合物 |
| JP2020049467A Active JP6850922B2 (ja) | 2015-05-28 | 2020-03-19 | Ｊａｋキナーゼ阻害剤としてのナフチリジン化合物 |
| JP2020155460A Active JP6942853B2 (ja) | 2015-05-28 | 2020-09-16 | Ｊａｋキナーゼ阻害剤としてのナフチリジン化合物 |
| JP2021047526A Withdrawn JP2021098757A (ja) | 2015-05-28 | 2021-03-22 | Ｊａｋキナーゼ阻害剤としてのナフチリジン化合物 |
Family Applications After (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2020049467A Active JP6850922B2 (ja) | 2015-05-28 | 2020-03-19 | Ｊａｋキナーゼ阻害剤としてのナフチリジン化合物 |
| JP2020155460A Active JP6942853B2 (ja) | 2015-05-28 | 2020-09-16 | Ｊａｋキナーゼ阻害剤としてのナフチリジン化合物 |
| JP2021047526A Withdrawn JP2021098757A (ja) | 2015-05-28 | 2021-03-22 | Ｊａｋキナーゼ阻害剤としてのナフチリジン化合物 |
Country Status (31)
| Country | Link |
|---|---|
| US (6) | US9725470B2 (OSRAM) |
| EP (2) | EP3303348B1 (OSRAM) |
| JP (4) | JP6692836B2 (OSRAM) |
| KR (1) | KR20180011272A (OSRAM) |
| CN (2) | CN111362975B (OSRAM) |
| AU (2) | AU2016267141B2 (OSRAM) |
| BR (1) | BR112017025542A2 (OSRAM) |
| CA (1) | CA2983453A1 (OSRAM) |
| CL (1) | CL2017002994A1 (OSRAM) |
| CO (1) | CO2017012267A2 (OSRAM) |
| CY (1) | CY1122279T1 (OSRAM) |
| DK (1) | DK3303348T3 (OSRAM) |
| EA (1) | EA032953B1 (OSRAM) |
| ES (2) | ES2753159T3 (OSRAM) |
| HU (1) | HUE046130T2 (OSRAM) |
| IL (3) | IL255358B (OSRAM) |
| LT (1) | LT3303348T (OSRAM) |
| ME (1) | ME03610B (OSRAM) |
| MX (2) | MX378963B (OSRAM) |
| PH (1) | PH12017502050B1 (OSRAM) |
| PL (1) | PL3303348T3 (OSRAM) |
| PT (1) | PT3303348T (OSRAM) |
| RS (1) | RS59522B1 (OSRAM) |
| SA (1) | SA517390337B1 (OSRAM) |
| SG (1) | SG10201910742VA (OSRAM) |
| SI (1) | SI3303348T1 (OSRAM) |
| SM (1) | SMT201900587T1 (OSRAM) |
| TW (2) | TWI746178B (OSRAM) |
| UA (1) | UA121138C2 (OSRAM) |
| WO (1) | WO2016191524A1 (OSRAM) |
| ZA (1) | ZA201707326B (OSRAM) |
Families Citing this family (30)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DK3303348T3 (da) | 2015-05-28 | 2019-11-11 | Theravance Biopharma R&D Ip Llc | Naphthyridinforbindelser som JAK-kinaseinhibitorer |
| EP3712152B1 (en) | 2015-11-03 | 2021-01-13 | Topivert Pharma Limited | 4,5,6,7-tetrahydro-1h-imidazo[4,5-c]pyridine and 1,4,5,6,7,8-hexahydroimidazo[4,5-d]azepine derivatives as janus kinase inhibitors |
| WO2017077288A1 (en) | 2015-11-03 | 2017-05-11 | Topivert Pharma Limited | 4,5,6,7-tetrahydro-1h-imidazo[4,5-c]pyridine and 1,4,5,6,7,8-hexahydroimidazo[4,5-d]azepine derivatives as janus kinase inhibitors |
| AU2017258186B2 (en) * | 2016-04-28 | 2020-09-17 | Theravance Biopharma R&D Ip, Llc | Pyrimidine compounds as JAK kinase inhibitors |
| ES2922379T3 (es) | 2016-12-16 | 2022-09-14 | Janssen Pharmaceutica Nv | Compuestos de imidazo[4,5,D]pirrolo[2,3,B]piridina como inhibidores de Janus quinasas |
| JOP20190144A1 (ar) | 2016-12-16 | 2019-06-16 | Janssen Pharmaceutica Nv | إيميدازو بيرولو بيريدين كمثبطات لعائلة jak الخاصة بإنزيمات الكيناز |
| AU2018354370B2 (en) * | 2017-10-27 | 2023-04-27 | Theravance Biopharma R&D Ip, Llc | Pyrimidine compound as JAK kinase inhibitor |
| TW202016110A (zh) | 2018-06-15 | 2020-05-01 | 比利時商健生藥品公司 | Ｊａｋ激酶家族之小分子抑制劑 |
| US12171764B2 (en) | 2018-06-20 | 2024-12-24 | Biora Therapeutics, Inc. | Treatment of a disease of the gastrointestinal tract with a JAK or other kinase inhibitor |
| CN111601804B (zh) * | 2018-11-27 | 2024-06-04 | 江苏豪森药业集团有限公司 | 含氮杂芳类衍生物调节剂、其制备方法和应用 |
| MX2021006283A (es) | 2018-11-30 | 2021-10-22 | Jiangsu Hansoh Pharmaceutical Group Co Ltd | Derivados heteroaromáticos para uso como regulador, método de preparación de los mismos y uso de los mismos. |
| KR20210142154A (ko) | 2019-03-21 | 2021-11-24 | 옹쎄오 | 암 치료를 위한 키나제 억제제와 조합된 dbait 분자 |
| AR118768A1 (es) | 2019-04-24 | 2021-10-27 | Theravance Biopharma R&D Ip Llc | Derivados de pirimidina como inhibidores de las cinasas jak |
| HRP20241053T1 (hr) * | 2019-04-24 | 2024-11-08 | Theravance Biopharma R&D Ip, Llc | Pirimidinski inhibitori jak, namijenjeni liječenju kožnih bolesti |
| CN114761006A (zh) | 2019-11-08 | 2022-07-15 | Inserm(法国国家健康医学研究院) | 对激酶抑制剂产生耐药性的癌症的治疗方法 |
| WO2021148581A1 (en) | 2020-01-22 | 2021-07-29 | Onxeo | Novel dbait molecule and its use |
| CN113717202B (zh) * | 2020-05-25 | 2025-10-17 | 上海翰森生物医药科技有限公司 | 杂芳类衍生物的自由碱晶型及其制备方法 |
| TW202144366A (zh) * | 2020-05-25 | 2021-12-01 | 大陸商上海翰森生物醫藥科技有限公司 | 雜芳類衍生物的鹽、晶型及其製備方法 |
| WO2022076714A1 (en) | 2020-10-09 | 2022-04-14 | Janssen Biotech, Inc. | Solid forms of a pan-jak inhibitor |
| US11795180B2 (en) * | 2020-10-09 | 2023-10-24 | Theravance Biopharma R&D Ip, Llc | Formulation of a pan-JAK inhibitor |
| EP4225754A1 (en) * | 2020-10-09 | 2023-08-16 | Theravance Biopharma R&D IP, LLC | Processes for preparing a pan-jak inhibitor and related intermediate compounds |
| WO2022076717A1 (en) | 2020-10-09 | 2022-04-14 | Janssen Biotech, Inc. | Solvate forms of a pan-jak inhibitor |
| EP4284801A4 (en) * | 2021-02-01 | 2025-04-23 | Janssen Biotech, Inc. | Small molecule inhibitors of salt inducible kinases |
| JP2024509587A (ja) | 2021-03-11 | 2024-03-04 | ヤンセン ファーマシューティカ エヌ．ベー． | Ｊａｋ媒介性障害の治療に使用するためのｌｏｒｐｕｃｉｔｉｎｉｂ |
| WO2022241188A1 (en) | 2021-05-14 | 2022-11-17 | Theravance Biopharma R&D Ip, Llc | Enantioselective synthesis of aminotropane compound |
| WO2023011359A1 (zh) * | 2021-08-05 | 2023-02-09 | 南京明德新药研发有限公司 | 桥环类化合物及其应用 |
| WO2023102800A1 (en) | 2021-12-09 | 2023-06-15 | Theravance Biopharma R&D Ip, Llc | Synthesis of 5, 7-dichloro-1, 6-naphthyridine |
| WO2023202706A1 (zh) * | 2022-04-21 | 2023-10-26 | 南京明德新药研发有限公司 | 硒杂环类化合物的盐型和晶型及其应用 |
| WO2024022444A1 (zh) | 2022-07-27 | 2024-02-01 | 江苏恒瑞医药股份有限公司 | 稠环类化合物、其制备方法及其在医药上的应用 |
| AU2024282654A1 (en) | 2023-05-30 | 2025-12-04 | Paragon Therapeutics, Inc. | Alpha4beta7 integrin antibody compositions and methods of use |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6613776B2 (en) | 2000-09-15 | 2003-09-02 | Vertex Pharmaceuticals Incorporated | Pyrazole compounds useful as protein kinase inhibitors |
| ATE354573T1 (de) | 2000-12-21 | 2007-03-15 | Vertex Pharma | ßPYRAZOLVERBINDUNGEN, DIE SICH ALS PROTEINKINASEINHIBITOREN EIGNENß |
| EP1595881A1 (en) * | 2004-05-12 | 2005-11-16 | Pfizer Limited | Tetrahydronaphthyridine derivates useful as histamine H3 receptor ligands |
| CA2588220A1 (en) * | 2004-12-23 | 2006-06-29 | Pfizer Products Inc. | Heteroaromatic derivatives useful as anticancer agents |
| US7572809B2 (en) * | 2005-12-19 | 2009-08-11 | Hoffmann-La Roche Inc. | Isoquinoline aminopyrazole derivatives |
| AU2008234822A1 (en) * | 2007-04-02 | 2008-10-09 | Palau Pharma, S. A. | Pyrrolopyrimidine derivatives as JAK3 inhibitors |
| WO2010002472A1 (en) * | 2008-07-02 | 2010-01-07 | Ambit Biosciences Corporation | Jak kinase modulating compounds and methods of use thereof |
| CA2732087A1 (en) * | 2008-08-05 | 2010-02-11 | Boehringer Ingelheim International Gmbh | Substituted naphthyridines and their use as medicaments |
| RU2011116928A (ru) | 2008-09-30 | 2012-11-20 | Астразенека Аб (Se) | Гетероциклические ингибиторы jак киназы |
| GB201007203D0 (en) | 2010-04-29 | 2010-06-16 | Glaxo Group Ltd | Novel compounds |
| WO2012022045A1 (en) * | 2010-08-20 | 2012-02-23 | Hutchison Medipharma Limited | Pyrrolopyrimidine compounds and uses thereof |
| EP2527344A1 (en) * | 2011-05-25 | 2012-11-28 | Almirall, S.A. | Pyridin-2(1H)-one derivatives useful as medicaments for the treatment of myeloproliferative disorders, transplant rejection, immune-mediated and inflammatory diseases |
| CN105367555B (zh) | 2014-08-07 | 2019-06-25 | 广东东阳光药业有限公司 | 取代的杂芳基化合物及其组合物和用途 |
| DK3303348T3 (da) | 2015-05-28 | 2019-11-11 | Theravance Biopharma R&D Ip Llc | Naphthyridinforbindelser som JAK-kinaseinhibitorer |
| AU2017258186B2 (en) | 2016-04-28 | 2020-09-17 | Theravance Biopharma R&D Ip, Llc | Pyrimidine compounds as JAK kinase inhibitors |
-
2016
- 2016-05-26 DK DK16728495T patent/DK3303348T3/da active
- 2016-05-26 PT PT167284959T patent/PT3303348T/pt unknown
- 2016-05-26 RS RS20191390A patent/RS59522B1/sr unknown
- 2016-05-26 KR KR1020177037794A patent/KR20180011272A/ko not_active Ceased
- 2016-05-26 JP JP2017561259A patent/JP6692836B2/ja active Active
- 2016-05-26 EP EP16728495.9A patent/EP3303348B1/en active Active
- 2016-05-26 UA UAA201712873A patent/UA121138C2/uk unknown
- 2016-05-26 EP EP19182836.7A patent/EP3569604B1/en active Active
- 2016-05-26 SG SG10201910742VA patent/SG10201910742VA/en unknown
- 2016-05-26 SI SI201630490T patent/SI3303348T1/sl unknown
- 2016-05-26 MX MX2017015211A patent/MX378963B/es unknown
- 2016-05-26 US US15/165,126 patent/US9725470B2/en active Active
- 2016-05-26 LT LT16728495T patent/LT3303348T/lt unknown
- 2016-05-26 ME MEP-2019-289A patent/ME03610B/me unknown
- 2016-05-26 SM SM20190587T patent/SMT201900587T1/it unknown
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