JP5584215B2 - ヘテロ環ｐｉｍキナーゼ阻害剤 - Google Patents
ヘテロ環ｐｉｍキナーゼ阻害剤 Download PDFInfo
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- JP5584215B2 JP5584215B2 JP2011524404A JP2011524404A JP5584215B2 JP 5584215 B2 JP5584215 B2 JP 5584215B2 JP 2011524404 A JP2011524404 A JP 2011524404A JP 2011524404 A JP2011524404 A JP 2011524404A JP 5584215 B2 JP5584215 B2 JP 5584215B2
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- amino
- cycloalkyl
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- alkyl
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- 125000000623 heterocyclic group Chemical group 0.000 title description 12
- 229940122016 Pim kinase inhibitor Drugs 0.000 title 1
- -1 hydroxy, nitro, amino, imino Chemical group 0.000 claims description 186
- 150000001875 compounds Chemical class 0.000 claims description 116
- 125000000217 alkyl group Chemical group 0.000 claims description 110
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 89
- 238000000034 method Methods 0.000 claims description 69
- 125000003545 alkoxy group Chemical group 0.000 claims description 55
- 229910052739 hydrogen Inorganic materials 0.000 claims description 51
- 239000001257 hydrogen Substances 0.000 claims description 51
- 125000003118 aryl group Chemical group 0.000 claims description 47
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims description 46
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Natural products OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 41
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 41
- 125000001424 substituent group Chemical group 0.000 claims description 41
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 39
- 206010028980 Neoplasm Diseases 0.000 claims description 31
- 150000003839 salts Chemical class 0.000 claims description 31
- 125000001072 heteroaryl group Chemical group 0.000 claims description 30
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 28
- 125000003342 alkenyl group Chemical group 0.000 claims description 25
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 24
- 125000000304 alkynyl group Chemical group 0.000 claims description 22
- 201000011510 cancer Diseases 0.000 claims description 22
- 238000011282 treatment Methods 0.000 claims description 21
- 125000002252 acyl group Chemical group 0.000 claims description 20
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 19
- 230000000694 effects Effects 0.000 claims description 19
- 101000595531 Homo sapiens Serine/threonine-protein kinase pim-1 Proteins 0.000 claims description 18
- 102100036077 Serine/threonine-protein kinase pim-1 Human genes 0.000 claims description 18
- 125000004414 alkyl thio group Chemical group 0.000 claims description 18
- 239000003814 drug Substances 0.000 claims description 18
- 229920006395 saturated elastomer Polymers 0.000 claims description 18
- 125000003282 alkyl amino group Chemical group 0.000 claims description 16
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 16
- 125000004104 aryloxy group Chemical group 0.000 claims description 16
- 125000004432 carbon atom Chemical group C* 0.000 claims description 16
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 15
- 125000000000 cycloalkoxy group Chemical group 0.000 claims description 15
- 125000005844 heterocyclyloxy group Chemical group 0.000 claims description 15
- 125000004423 acyloxy group Chemical group 0.000 claims description 14
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 14
- 125000005553 heteroaryloxy group Chemical group 0.000 claims description 14
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 14
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims description 14
- 239000003795 chemical substances by application Substances 0.000 claims description 12
- 125000003441 thioacyl group Chemical group 0.000 claims description 12
- 150000003573 thiols Chemical class 0.000 claims description 12
- 108091000080 Phosphotransferase Proteins 0.000 claims description 11
- 229910052736 halogen Inorganic materials 0.000 claims description 11
- 150000002367 halogens Chemical class 0.000 claims description 11
- 102000020233 phosphotransferase Human genes 0.000 claims description 11
- 125000004442 acylamino group Chemical group 0.000 claims description 10
- AEOCXXJPGCBFJA-UHFFFAOYSA-N ethionamide Chemical compound CCC1=CC(C(N)=S)=CC=N1 AEOCXXJPGCBFJA-UHFFFAOYSA-N 0.000 claims description 10
- 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 description 9
- 125000003386 piperidinyl group Chemical group 0.000 claims description 9
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 8
- 125000001188 haloalkyl group Chemical group 0.000 claims description 8
- 230000010354 integration Effects 0.000 claims description 8
- YELDUWMYYRJMJD-UHFFFAOYSA-N 2-sulfamoylguanidine Chemical compound NC(N)=NS(N)(=O)=O YELDUWMYYRJMJD-UHFFFAOYSA-N 0.000 claims description 7
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims description 7
- 125000004103 aminoalkyl group Chemical group 0.000 claims description 7
- 125000005129 aryl carbonyl group Chemical group 0.000 claims description 7
- ZSIQJIWKELUFRJ-UHFFFAOYSA-N azepane Chemical compound C1CCCNCC1 ZSIQJIWKELUFRJ-UHFFFAOYSA-N 0.000 claims description 7
- 125000003739 carbamimidoyl group Chemical group C(N)(=N)* 0.000 claims description 7
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims description 7
- 125000005223 heteroarylcarbonyl group Chemical group 0.000 claims description 7
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 7
- 125000004193 piperazinyl group Chemical group 0.000 claims description 7
- 125000000446 sulfanediyl group Chemical group *S* 0.000 claims description 7
- 125000006448 cycloalkyl cycloalkyl group Chemical group 0.000 claims description 6
- ODHWZXUUXOFUQZ-WBVHZDCISA-N n-[4-[(3s,5r)-3-amino-5-methylpiperidin-1-yl]pyridin-3-yl]-2-(2,6-difluorophenyl)quinazolin-8-amine Chemical compound C1[C@H](C)C[C@H](N)CN1C1=CC=NC=C1NC1=CC=CC2=CN=C(C=3C(=CC=CC=3F)F)N=C12 ODHWZXUUXOFUQZ-WBVHZDCISA-N 0.000 claims description 6
- 239000008194 pharmaceutical composition Substances 0.000 claims description 6
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims description 6
- 125000005099 aryl alkyl carbonyl group Chemical group 0.000 claims description 5
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 5
- 239000003112 inhibitor Substances 0.000 claims description 5
- 230000001566 pro-viral effect Effects 0.000 claims description 5
- 229940124597 therapeutic agent Drugs 0.000 claims description 5
- WAISNUDWNYJNMT-DYESRHJHSA-N (3r,4r)-3-amino-1-[3-[[2-(2,6-difluorophenyl)quinazolin-8-yl]amino]pyridin-4-yl]piperidin-4-ol Chemical compound C1C[C@@H](O)[C@H](N)CN1C1=CC=NC=C1NC1=CC=CC2=CN=C(C=3C(=CC=CC=3F)F)N=C12 WAISNUDWNYJNMT-DYESRHJHSA-N 0.000 claims description 4
- WAISNUDWNYJNMT-UTKZUKDTSA-N (3r,4s)-3-amino-1-[3-[[2-(2,6-difluorophenyl)quinazolin-8-yl]amino]pyridin-4-yl]piperidin-4-ol Chemical compound C1C[C@H](O)[C@H](N)CN1C1=CC=NC=C1NC1=CC=CC2=CN=C(C=3C(=CC=CC=3F)F)N=C12 WAISNUDWNYJNMT-UTKZUKDTSA-N 0.000 claims description 4
- HXHFVYQPJRIKLE-DLBZAZTESA-N (3r,5s)-5-amino-1-[3-[[2-(2,6-difluorophenyl)quinolin-8-yl]amino]pyridin-4-yl]piperidin-3-ol Chemical compound C1[C@@H](N)C[C@@H](O)CN1C1=CC=NC=C1NC1=CC=CC2=CC=C(C=3C(=CC=CC=3F)F)N=C12 HXHFVYQPJRIKLE-DLBZAZTESA-N 0.000 claims description 4
- 239000004480 active ingredient Substances 0.000 claims description 4
- CJCNVDWBDYXQMZ-CRAIPNDOSA-N n-[4-[(3r,4r)-3-amino-4-fluoropiperidin-1-yl]pyridin-3-yl]-2-(2,6-difluorophenyl)quinazolin-8-amine Chemical compound C1C[C@@H](F)[C@H](N)CN1C1=CC=NC=C1NC1=CC=CC2=CN=C(C=3C(=CC=CC=3F)F)N=C12 CJCNVDWBDYXQMZ-CRAIPNDOSA-N 0.000 claims description 4
- ODHWZXUUXOFUQZ-DOTOQJQBSA-N n-[4-[(3r,5s)-3-amino-5-methylpiperidin-1-yl]pyridin-3-yl]-2-(2,6-difluorophenyl)quinazolin-8-amine Chemical compound C1[C@@H](C)C[C@@H](N)CN1C1=CC=NC=C1NC1=CC=CC2=CN=C(C=3C(=CC=CC=3F)F)N=C12 ODHWZXUUXOFUQZ-DOTOQJQBSA-N 0.000 claims description 4
- OAYLGJMFKMEJKI-HNNXBMFYSA-N n-[4-[(3s)-3-aminopiperidin-1-yl]pyridin-3-yl]-2-(1,3-thiazol-2-yl)quinazolin-8-amine Chemical compound C1[C@@H](N)CCCN1C1=CC=NC=C1NC1=CC=CC2=CN=C(C=3SC=CN=3)N=C12 OAYLGJMFKMEJKI-HNNXBMFYSA-N 0.000 claims description 4
- BMYXNSDMYMRNAW-INIZCTEOSA-N n-[4-[(3s)-3-aminopiperidin-1-yl]pyridin-3-yl]-2-(2,6-difluorophenyl)quinazolin-8-amine Chemical compound C1[C@@H](N)CCCN1C1=CC=NC=C1NC1=CC=CC2=CN=C(C=3C(=CC=CC=3F)F)N=C12 BMYXNSDMYMRNAW-INIZCTEOSA-N 0.000 claims description 4
- AJEKKBSRNRYYET-KRWDZBQOSA-N n-[4-[(3s)-3-aminopiperidin-1-yl]pyridin-3-yl]-2-(2-fluorophenyl)quinazolin-8-amine Chemical compound C1[C@@H](N)CCCN1C1=CC=NC=C1NC1=CC=CC2=CN=C(C=3C(=CC=CC=3)F)N=C12 AJEKKBSRNRYYET-KRWDZBQOSA-N 0.000 claims description 4
- JLQSMFNIARXKCU-RDJZCZTQSA-N n-[4-[(3s,5r)-3-amino-5-(fluoromethyl)piperidin-1-yl]pyridin-3-yl]-2-(2,6-difluorophenyl)quinazolin-8-amine Chemical compound C1[C@@H](N)C[C@@H](CF)CN1C1=CC=NC=C1NC1=CC=CC2=CN=C(C=3C(=CC=CC=3F)F)N=C12 JLQSMFNIARXKCU-RDJZCZTQSA-N 0.000 claims description 4
- 125000004202 aminomethyl group Chemical group [H]N([H])C([H])([H])* 0.000 claims description 3
- 201000010099 disease Diseases 0.000 claims description 3
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims description 3
- 238000000338 in vitro Methods 0.000 claims description 3
- 230000002401 inhibitory effect Effects 0.000 claims description 3
- JZBBTWBWAAABLO-NRFANRHFSA-N n-[4-[(3s)-3-aminopiperidin-1-yl]pyridin-3-yl]-2-[3-(1,3-thiazol-2-yl)phenyl]quinazolin-8-amine Chemical compound C1[C@@H](N)CCCN1C1=CC=NC=C1NC1=CC=CC2=CN=C(C=3C=C(C=CC=3)C=3SC=CN=3)N=C12 JZBBTWBWAAABLO-NRFANRHFSA-N 0.000 claims description 3
- 230000036961 partial effect Effects 0.000 claims description 3
- HQICZWRMSXLUFU-UHFFFAOYSA-N 1-[3-[[2-(2,6-difluorophenyl)quinazolin-8-yl]amino]pyridin-4-yl]piperidine-3,5-diamine Chemical compound C1C(N)CC(N)CN1C1=CC=NC=C1NC1=CC=CC2=CN=C(C=3C(=CC=CC=3F)F)N=C12 HQICZWRMSXLUFU-UHFFFAOYSA-N 0.000 claims description 2
- WNRDIKVAZGENRX-UHFFFAOYSA-N n-[4-(3-aminoazepan-1-yl)pyridin-3-yl]-2-(2,6-difluorophenyl)quinazolin-8-amine Chemical compound C1C(N)CCCCN1C1=CC=NC=C1NC1=CC=CC2=CN=C(C=3C(=CC=CC=3F)F)N=C12 WNRDIKVAZGENRX-UHFFFAOYSA-N 0.000 claims description 2
- VWDOGNVHWKGFOS-UHFFFAOYSA-N n-[4-(3-aminocyclohexen-1-yl)pyridin-3-yl]-2-(2,6-difluorophenyl)quinazolin-8-amine Chemical compound NC1CCCC(C=2C(=CN=CC=2)NC=2C3=NC(=NC=C3C=CC=2)C=2C(=CC=CC=2F)F)=C1 VWDOGNVHWKGFOS-UHFFFAOYSA-N 0.000 claims description 2
- BMYXNSDMYMRNAW-MRXNPFEDSA-N n-[4-[(3r)-3-aminopiperidin-1-yl]pyridin-3-yl]-2-(2,6-difluorophenyl)quinazolin-8-amine Chemical compound C1[C@H](N)CCCN1C1=CC=NC=C1NC1=CC=CC2=CN=C(C=3C(=CC=CC=3F)F)N=C12 BMYXNSDMYMRNAW-MRXNPFEDSA-N 0.000 claims description 2
- XPBFQTIASOFUJQ-HNNXBMFYSA-N n-[4-[(3s)-3-aminopiperidin-1-yl]pyrimidin-5-yl]-2-(2,6-difluorophenyl)quinazolin-8-amine Chemical compound C1[C@@H](N)CCCN1C1=NC=NC=C1NC1=CC=CC2=CN=C(C=3C(=CC=CC=3F)F)N=C12 XPBFQTIASOFUJQ-HNNXBMFYSA-N 0.000 claims description 2
- CJCNVDWBDYXQMZ-YJBOKZPZSA-N n-[4-[(3s,4s)-3-amino-4-fluoropiperidin-1-yl]pyridin-3-yl]-2-(2,6-difluorophenyl)quinazolin-8-amine Chemical compound C1C[C@H](F)[C@@H](N)CN1C1=CC=NC=C1NC1=CC=CC2=CN=C(C=3C(=CC=CC=3F)F)N=C12 CJCNVDWBDYXQMZ-YJBOKZPZSA-N 0.000 claims description 2
- QEPUHWQDZRVJLO-ZWKOTPCHSA-N n-[4-[(3s,5r)-3-amino-5-ethoxypiperidin-1-yl]pyridin-3-yl]-2-(2,6-difluorophenyl)quinazolin-8-amine Chemical compound C1[C@H](OCC)C[C@H](N)CN1C1=CC=NC=C1NC1=CC=CC2=CN=C(C=3C(=CC=CC=3F)F)N=C12 QEPUHWQDZRVJLO-ZWKOTPCHSA-N 0.000 claims description 2
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- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/517—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with carbocyclic ring systems, e.g. quinazoline, perimidine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/02—Antineoplastic agents specific for leukemia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
- A61P37/06—Immunosuppressants, e.g. drugs for graft rejection
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Immunology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Oncology (AREA)
- Hematology (AREA)
- Pulmonology (AREA)
- Transplantation (AREA)
- Epidemiology (AREA)
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| TWI630207B (zh) | 2005-12-13 | 2018-07-21 | 英塞特控股公司 | 作為傑納斯激酶（ＪＡＮＵＳ ＫＩＮＡＳＥ）抑制劑之經雜芳基取代之吡咯并〔２，３-ｂ〕吡啶及吡咯并〔２，３-ｂ〕嘧啶 |
| EP3070090B1 (en) | 2007-06-13 | 2018-12-12 | Incyte Holdings Corporation | Use of salts of the janus kinase inhibitor (r)-3-(4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-1h- pyrazol-1-yl)-3- cyclopentylpropanenitrile |
| EP3643312A1 (en) | 2009-05-22 | 2020-04-29 | Incyte Holdings Corporation | 3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-1h-pyrazol-1-yl]octane- or heptane-nitrile as jak inhibitors |
| AR076794A1 (es) | 2009-05-22 | 2011-07-06 | Incyte Corp | Derivados de n-(hetero)aril-pirrolidina de pirazol-4-il-pirrolo [2,3-d]pirimidinas y pirrol-3-il-pirrolo [2,3-d ]pirimidinas como inhibidores de la quinasa janus y composiciones farmaceuticas que los contienen |
| AR078012A1 (es) | 2009-09-01 | 2011-10-05 | Incyte Corp | Derivados heterociclicos de las pirazol-4-il- pirrolo (2,3-d) pirimidinas como inhibidores de la quinasa janus |
| EP3050882B1 (en) | 2010-03-10 | 2018-01-31 | Incyte Holdings Corporation | Piperidin-4-yl azetidine derivatives as jak1 inhibitors |
| SG10201503983QA (en) | 2010-05-21 | 2015-06-29 | Incyte Corp | Topical Formulation for a JAK Inhibitor |
| US9034884B2 (en) | 2010-11-19 | 2015-05-19 | Incyte Corporation | Heterocyclic-substituted pyrrolopyridines and pyrrolopyrimidines as JAK inhibitors |
| CN103415515B (zh) | 2010-11-19 | 2015-08-26 | 因塞特公司 | 作为jak抑制剂的环丁基取代的吡咯并吡啶和吡咯并嘧啶衍生物 |
| PE20140832A1 (es) | 2011-06-20 | 2014-07-14 | Incyte Corp | Derivados de azetidinil fenil, piridil o pirazinil carboxamida como inhibidores de jak |
| PL3409278T3 (pl) | 2011-07-21 | 2021-02-22 | Sumitomo Pharma Oncology, Inc. | Heterocykliczne inhibitory kinazy białkowej |
| TW201313721A (zh) | 2011-08-18 | 2013-04-01 | Incyte Corp | 作為ｊａｋ抑制劑之環己基氮雜環丁烷衍生物 |
| UA111854C2 (uk) | 2011-09-07 | 2016-06-24 | Інсайт Холдінгс Корпорейшн | Способи і проміжні сполуки для отримання інгібіторів jak |
| TW201406761A (zh) | 2012-05-18 | 2014-02-16 | Incyte Corp | 做爲ｊａｋ抑制劑之哌啶基環丁基取代之吡咯并吡啶及吡咯并嘧啶衍生物 |
| PL2919766T3 (pl) | 2012-11-15 | 2021-10-04 | Incyte Holdings Corporation | Postacie dawkowania ruksolitynibu o przedłużonym uwalnianiu |
| CA2897200C (en) | 2013-01-14 | 2021-07-06 | Incyte Corporation | Bicyclic aromatic carboxamide compounds useful as pim kinase inhibitors |
| PE20191245A1 (es) | 2013-01-15 | 2019-09-18 | Incyte Holdings Corp | Compuestos de tiazolcarboxamidas y piridinacarboxamida utiles como inhibidores de quinasa pim |
| CN105189509B (zh) | 2013-03-06 | 2017-12-19 | 因赛特公司 | 用于制备jak抑制剂的方法及中间体 |
| SG10201912203XA (en) | 2013-08-07 | 2020-02-27 | Incyte Corp | Sustained release dosage forms for a jak1 inhibitor |
| CN105658653A (zh) | 2013-08-23 | 2016-06-08 | 因赛特公司 | 可用作pim激酶抑制剂的呋喃并-和噻吩并-吡啶甲酰胺化合物 |
| WO2015184305A1 (en) | 2014-05-30 | 2015-12-03 | Incyte Corporation | TREATMENT OF CHRONIC NEUTROPHILIC LEUKEMIA (CNL) AND ATYPICAL CHRONIC MYELOID LEUKEMIA (aCML) BY INHIBITORS OF JAK1 |
| US9822124B2 (en) | 2014-07-14 | 2017-11-21 | Incyte Corporation | Bicyclic heteroaromatic carboxamide compounds useful as Pim kinase inhibitors |
| US9580418B2 (en) | 2014-07-14 | 2017-02-28 | Incyte Corporation | Bicyclic aromatic carboxamide compounds useful as Pim kinase inhibitors |
| WO2016196244A1 (en) | 2015-05-29 | 2016-12-08 | Incyte Corporation | Pyridineamine compounds useful as pim kinase inhibitors |
| AR105967A1 (es) | 2015-09-09 | 2017-11-29 | Incyte Corp | Sales de un inhibidor de pim quinasa |
| WO2017059251A1 (en) | 2015-10-02 | 2017-04-06 | Incyte Corporation | Heterocyclic compounds useful as pim kinase inhibitors |
| CN108373476B (zh) * | 2017-01-13 | 2021-06-01 | 成都地奥制药集团有限公司 | 一种激酶抑制剂及其制备和应用 |
| WO2019113487A1 (en) | 2017-12-08 | 2019-06-13 | Incyte Corporation | Low dose combination therapy for treatment of myeloproliferative neoplasms |
| EP3746429B1 (en) | 2018-01-30 | 2022-03-09 | Incyte Corporation | Processes for preparing (1-(3-fluoro-2-(trifluoromethyl)isonicotinyl)piperidine-4-one) |
| PT3773593T (pt) | 2018-03-30 | 2024-06-25 | Incyte Corp | Tratamento da hidradenite supurativa com inibidores de jak |
| CN117959303A (zh) | 2018-04-13 | 2024-05-03 | 住友制药肿瘤公司 | 用于治疗骨髓增殖性肿瘤和与癌症相关的纤维化的pim激酶抑制剂 |
| CN109369513B (zh) * | 2018-11-20 | 2020-08-25 | 都创(上海)医药科技有限公司 | 一种fbdd常用分子片段的制备方法 |
| CN111362922A (zh) * | 2018-12-26 | 2020-07-03 | 上海喆邺生物科技有限公司 | 2,4-二氨基嘧啶衍生物及其用途 |
| NZ778055A (en) | 2019-02-12 | 2025-11-28 | Sumitomo Pharma America Inc | Formulations comprising heterocyclic protein kinase inhibitors |
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| TW202237119A (zh) | 2020-12-10 | 2022-10-01 | 美商住友製藥腫瘤公司 | Ａｌｋ﹘５抑制劑和彼之用途 |
| EP4611753A1 (en) | 2022-10-31 | 2025-09-10 | Sumitomo Pharma America, Inc. | Pim1 inhibitor for treating myeloproliferative neoplasms |
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| CA2974246C (en) | 2006-09-01 | 2020-02-25 | Senhwa Biosciences, Inc. | Tricyclic heteroaryl compounds and their use as protein modulators |
| CA2689092C (en) * | 2007-06-07 | 2013-01-15 | Amgen Inc. | Raf kinase modulators and methods of use |
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- 2009-08-31 AU AU2009289317A patent/AU2009289317A1/en not_active Abandoned
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- 2009-08-31 KR KR1020117007561A patent/KR20110056399A/ko not_active Withdrawn
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| MX2011002362A (es) | 2011-04-04 |
| JP2012501313A (ja) | 2012-01-19 |
| CN102197032B (zh) | 2014-07-23 |
| KR20110056399A (ko) | 2011-05-27 |
| AU2009289317A1 (en) | 2010-03-11 |
| US8759338B2 (en) | 2014-06-24 |
| CA2735782A1 (en) | 2010-03-11 |
| WO2010026122A1 (en) | 2010-03-11 |
| EP2344473B1 (en) | 2014-04-16 |
| BRPI0918846A2 (pt) | 2019-09-24 |
| CN102197032A (zh) | 2011-09-21 |
| US20110195956A1 (en) | 2011-08-11 |
| EP2344473A1 (en) | 2011-07-20 |
| EA201100427A1 (ru) | 2011-10-31 |
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