KR101825754B1 - 피라졸로피리미딘 jak 억제제 화합물 및 방법 - Google Patents
피라졸로피리미딘 jak 억제제 화합물 및 방법 Download PDFInfo
- Publication number
- KR101825754B1 KR101825754B1 KR1020127002790A KR20127002790A KR101825754B1 KR 101825754 B1 KR101825754 B1 KR 101825754B1 KR 1020127002790 A KR1020127002790 A KR 1020127002790A KR 20127002790 A KR20127002790 A KR 20127002790A KR 101825754 B1 KR101825754 B1 KR 101825754B1
- Authority
- KR
- South Korea
- Prior art keywords
- alkyl
- mmol
- pyrazolo
- compound
- pyrimidine
- 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.)
- Expired - Fee Related
Links
- 0 *C1NCCC1 Chemical compound *C1NCCC1 0.000 description 8
- VJSWVPMFOHDBHG-SYDPRGILSA-N CN(C[C@H]1O)C[C@@H]1O Chemical compound CN(C[C@H]1O)C[C@@H]1O VJSWVPMFOHDBHG-SYDPRGILSA-N 0.000 description 2
- MDEKRAJJCZLIME-UHFFFAOYSA-N CC(C)(C(N1CCC1)=O)[n](cc1NC(c2c3nccc[n]3nc2)=O)nc1-c(cc(cc1)Cl)c1OC Chemical compound CC(C)(C(N1CCC1)=O)[n](cc1NC(c2c3nccc[n]3nc2)=O)nc1-c(cc(cc1)Cl)c1OC MDEKRAJJCZLIME-UHFFFAOYSA-N 0.000 description 1
- QCNQIXTXQBGGOR-UHFFFAOYSA-N CC(C)(CC1)CN1C(C[n](cc1NC(c2c3nccc[n]3nc2)=O)nc1-c1cc(Cl)ccc1OC)=O Chemical compound CC(C)(CC1)CN1C(C[n](cc1NC(c2c3nccc[n]3nc2)=O)nc1-c1cc(Cl)ccc1OC)=O QCNQIXTXQBGGOR-UHFFFAOYSA-N 0.000 description 1
- WIWWBOKLHIIBRY-UHFFFAOYSA-N CC(C)(C[n](cc1NC(c2c3nccc[n]3nc2)O)nc1-c(cc(cn1)Cl)c1OC)O Chemical compound CC(C)(C[n](cc1NC(c2c3nccc[n]3nc2)O)nc1-c(cc(cn1)Cl)c1OC)O WIWWBOKLHIIBRY-UHFFFAOYSA-N 0.000 description 1
- AVUQJQPWOCRGPQ-UHFFFAOYSA-N CC(C)=Cc1nc(-c(cc(cc2)Cl)c2OC)c(NC(c2c3nccc[n]3nc2)=O)[s]1 Chemical compound CC(C)=Cc1nc(-c(cc(cc2)Cl)c2OC)c(NC(c2c3nccc[n]3nc2)=O)[s]1 AVUQJQPWOCRGPQ-UHFFFAOYSA-N 0.000 description 1
- FYIORKUEZVVKEL-UHFFFAOYSA-N CC(COC1)C1O Chemical compound CC(COC1)C1O FYIORKUEZVVKEL-UHFFFAOYSA-N 0.000 description 1
- OVRKATYHWPCGPZ-UHFFFAOYSA-N CC1CCOCC1 Chemical compound CC1CCOCC1 OVRKATYHWPCGPZ-UHFFFAOYSA-N 0.000 description 1
- QKHJTYGUWNTBPG-UHFFFAOYSA-N CC1OCCN(C)C1 Chemical compound CC1OCCN(C)C1 QKHJTYGUWNTBPG-UHFFFAOYSA-N 0.000 description 1
- QMXPTUUFGSTIKK-UHFFFAOYSA-N CCC(CC1)NC1=O Chemical compound CCC(CC1)NC1=O QMXPTUUFGSTIKK-UHFFFAOYSA-N 0.000 description 1
- OJWYRDNTDXBJDT-UHFFFAOYSA-N CCC1(CCOCC1)O Chemical compound CCC1(CCOCC1)O OJWYRDNTDXBJDT-UHFFFAOYSA-N 0.000 description 1
- KWHPWBXOLZTZMJ-UHFFFAOYSA-N CCC1CCNCC1 Chemical compound CCC1CCNCC1 KWHPWBXOLZTZMJ-UHFFFAOYSA-N 0.000 description 1
- IHTNRDIBNXBSIF-UHFFFAOYSA-N CCC1OCCCC1 Chemical compound CCC1OCCCC1 IHTNRDIBNXBSIF-UHFFFAOYSA-N 0.000 description 1
- NMILGIZTAZXMTM-UHFFFAOYSA-N CCCN1CCOCC1 Chemical compound CCCN1CCOCC1 NMILGIZTAZXMTM-UHFFFAOYSA-N 0.000 description 1
- KTFSCMZXDKHOQJ-UHFFFAOYSA-N CCOC(CC(c(cc(cc1)Cl)c1OC)=O)=O Chemical compound CCOC(CC(c(cc(cc1)Cl)c1OC)=O)=O KTFSCMZXDKHOQJ-UHFFFAOYSA-N 0.000 description 1
- OWKUQAFMGZPDQI-SSDOTTSWSA-N CC[C@H](CN1CCC1)O Chemical compound CC[C@H](CN1CCC1)O OWKUQAFMGZPDQI-SSDOTTSWSA-N 0.000 description 1
- UTHNXNFIWJXWCI-UHFFFAOYSA-N CCc1ccn[o]1 Chemical compound CCc1ccn[o]1 UTHNXNFIWJXWCI-UHFFFAOYSA-N 0.000 description 1
- UJLCUCVCZQGHBU-UHFFFAOYSA-N CCc1n[n](C)cn1 Chemical compound CCc1n[n](C)cn1 UJLCUCVCZQGHBU-UHFFFAOYSA-N 0.000 description 1
- ORYWONNFPWJLEW-UHFFFAOYSA-N CCc1ncn[n]1C Chemical compound CCc1ncn[n]1C ORYWONNFPWJLEW-UHFFFAOYSA-N 0.000 description 1
- HUSGIMGPSCQRKA-UHFFFAOYSA-N CN(CC1)CC1(F)F Chemical compound CN(CC1)CC1(F)F HUSGIMGPSCQRKA-UHFFFAOYSA-N 0.000 description 1
- HNAKTMSXYZOSTP-UHFFFAOYSA-N CN(CC1)CCC1C#N Chemical compound CN(CC1)CCC1C#N HNAKTMSXYZOSTP-UHFFFAOYSA-N 0.000 description 1
- VJSWVPMFOHDBHG-UHFFFAOYSA-N CN(CC1O)CC1O Chemical compound CN(CC1O)CC1O VJSWVPMFOHDBHG-UHFFFAOYSA-N 0.000 description 1
- JYOKDJPITDWCEZ-UHFFFAOYSA-N CN(CCC1)CC1C#N Chemical compound CN(CCC1)CC1C#N JYOKDJPITDWCEZ-UHFFFAOYSA-N 0.000 description 1
- NISITZDNUGPQFO-UHFFFAOYSA-N CN(CCC1)CC1Cl Chemical compound CN(CCC1)CC1Cl NISITZDNUGPQFO-UHFFFAOYSA-N 0.000 description 1
- VJSWVPMFOHDBHG-WHFBIAKZSA-N CN(C[C@@H]1O)C[C@@H]1O Chemical compound CN(C[C@@H]1O)C[C@@H]1O VJSWVPMFOHDBHG-WHFBIAKZSA-N 0.000 description 1
- PNBXNOMSCWXHOC-UHFFFAOYSA-N COc(c(-c([n](CCOC[Si+](C)(C)C)nc1)c1N)c1)ccc1C#N Chemical compound COc(c(-c([n](CCOC[Si+](C)(C)C)nc1)c1N)c1)ccc1C#N PNBXNOMSCWXHOC-UHFFFAOYSA-N 0.000 description 1
- RHXCFTMZHNWFII-UHFFFAOYSA-N COc(c(-c([n](CCOC[Si+](C)(C)C)nc1)c1[N+]([O-])=O)c1)ccc1C#N Chemical compound COc(c(-c([n](CCOC[Si+](C)(C)C)nc1)c1[N+]([O-])=O)c1)ccc1C#N RHXCFTMZHNWFII-UHFFFAOYSA-N 0.000 description 1
- WWBDTBAJMBLHLF-UHFFFAOYSA-N COc(ccc(Cl)c1)c1-c1n[n](C(C(NC2CC2)=O)F)cc1NC(c1c2nccc[n]2nc1)=O Chemical compound COc(ccc(Cl)c1)c1-c1n[n](C(C(NC2CC2)=O)F)cc1NC(c1c2nccc[n]2nc1)=O WWBDTBAJMBLHLF-UHFFFAOYSA-N 0.000 description 1
- UXUIOZABIGANQE-UHFFFAOYSA-N COc(ccc(Cl)c1)c1-c1n[n](C(CC2)CC2O)cc1NC(c1c2nccc[n]2nc1)=O Chemical compound COc(ccc(Cl)c1)c1-c1n[n](C(CC2)CC2O)cc1NC(c1c2nccc[n]2nc1)=O UXUIOZABIGANQE-UHFFFAOYSA-N 0.000 description 1
- IKCPEQPWHFMVKU-UHFFFAOYSA-N COc(ccc(Cl)c1)c1-c1n[n](COCC[Si](C)(C)C)cc1[N+]([O-])=O Chemical compound COc(ccc(Cl)c1)c1-c1n[n](COCC[Si](C)(C)C)cc1[N+]([O-])=O IKCPEQPWHFMVKU-UHFFFAOYSA-N 0.000 description 1
- CQNCEYRKTAJRRH-UHFFFAOYSA-N CSc(ccc(Cl)c1)c1I Chemical compound CSc(ccc(Cl)c1)c1I CQNCEYRKTAJRRH-UHFFFAOYSA-N 0.000 description 1
- UJFMRMSVINZRGO-UHFFFAOYSA-N C[Si+](C)(C)CCOC[n]1ncc([N+]([O-])=O)c1-c(cc(cn1)C#N)c1O Chemical compound C[Si+](C)(C)CCOC[n]1ncc([N+]([O-])=O)c1-c(cc(cn1)C#N)c1O UJFMRMSVINZRGO-UHFFFAOYSA-N 0.000 description 1
- YCALNBLEXIYHNN-UHFFFAOYSA-N C[n](cc1N)nc1-c1cc(Cl)ccc1 Chemical compound C[n](cc1N)nc1-c1cc(Cl)ccc1 YCALNBLEXIYHNN-UHFFFAOYSA-N 0.000 description 1
- IRRRLIVSANOZCH-UHFFFAOYSA-N C[n]1c(CCl)nnc1 Chemical compound C[n]1c(CCl)nnc1 IRRRLIVSANOZCH-UHFFFAOYSA-N 0.000 description 1
- KFOQLWZDGYQATJ-UHFFFAOYSA-N C[n]1nc(C[n](cc2NC(c3c4nccc[n]4nc3)=O)nc2-c(cc(cc2)C#N)c2OC)nc1 Chemical compound C[n]1nc(C[n](cc2NC(c3c4nccc[n]4nc3)=O)nc2-c(cc(cc2)C#N)c2OC)nc1 KFOQLWZDGYQATJ-UHFFFAOYSA-N 0.000 description 1
- PNZQPLOXWFBIRW-UHFFFAOYSA-N Cc([nH]nc1-c2cc(Cl)ccc2)c1NC(c1c2nccc[n]2nc1)=O Chemical compound Cc([nH]nc1-c2cc(Cl)ccc2)c1NC(c1c2nccc[n]2nc1)=O PNZQPLOXWFBIRW-UHFFFAOYSA-N 0.000 description 1
- IAKUGZUXEFXKKT-UHFFFAOYSA-N Cc(cc1NC(c2c3nccc[n]3nc2)O)n[n]1-c1c(C)ccc(Cl)c1 Chemical compound Cc(cc1NC(c2c3nccc[n]3nc2)O)n[n]1-c1c(C)ccc(Cl)c1 IAKUGZUXEFXKKT-UHFFFAOYSA-N 0.000 description 1
- NFQKXDIBUBJLEU-UHFFFAOYSA-N Cc1cc(-c2n[n](C)cc2NC(c2c3nccc[n]3nc2)=O)c(C)cc1 Chemical compound Cc1cc(-c2n[n](C)cc2NC(c2c3nccc[n]3nc2)=O)c(C)cc1 NFQKXDIBUBJLEU-UHFFFAOYSA-N 0.000 description 1
- WEPAWLIZJXFRNZ-UHFFFAOYSA-N Cc1ccc(C)c(C(CN)=O)c1 Chemical compound Cc1ccc(C)c(C(CN)=O)c1 WEPAWLIZJXFRNZ-UHFFFAOYSA-N 0.000 description 1
- LOEOJDBYHXUUEM-BUHFOSPRSA-N N#CCC/N=N/c1cc(F)ccc1F Chemical compound N#CCC/N=N/c1cc(F)ccc1F LOEOJDBYHXUUEM-BUHFOSPRSA-N 0.000 description 1
- ZNUOYZDBQVYWMA-UHFFFAOYSA-N O=C(c1c2nccc[n]2nc1)Nc1c(-c2cccc(Br)c2)[nH]nc1 Chemical compound O=C(c1c2nccc[n]2nc1)Nc1c(-c2cccc(Br)c2)[nH]nc1 ZNUOYZDBQVYWMA-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
-
- 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
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/4353—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems
- A61K31/437—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems the heterocyclic ring system containing a five-membered ring having nitrogen as a ring hetero atom, e.g. indolizine, beta-carboline
-
- 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
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/445—Non condensed piperidines, e.g. piperocaine
-
- 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
- A61K31/519—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with heterocyclic rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/06—Antipsoriatics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material 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)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Epidemiology (AREA)
- Rheumatology (AREA)
- Pain & Pain Management (AREA)
- Hematology (AREA)
- Oncology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Dermatology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US22291809P | 2009-07-02 | 2009-07-02 | |
| US61/222,918 | 2009-07-02 | ||
| PCT/US2010/040906 WO2011003065A2 (en) | 2009-07-02 | 2010-07-02 | Pyrazolopyrimidine jak inhibitor compounds and methods |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020177012984A Division KR101903305B1 (ko) | 2009-07-02 | 2010-07-02 | 피라졸로피리미딘 jak 억제제 화합물 및 방법 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR20120097473A KR20120097473A (ko) | 2012-09-04 |
| KR101825754B1 true KR101825754B1 (ko) | 2018-02-06 |
Family
ID=43411778
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020127002790A Expired - Fee Related KR101825754B1 (ko) | 2009-07-02 | 2010-07-02 | 피라졸로피리미딘 jak 억제제 화합물 및 방법 |
| KR1020177012984A Expired - Fee Related KR101903305B1 (ko) | 2009-07-02 | 2010-07-02 | 피라졸로피리미딘 jak 억제제 화합물 및 방법 |
| KR1020187027109A Ceased KR20180108858A (ko) | 2009-07-02 | 2010-07-02 | 피라졸로피리미딘 jak 억제제 화합물 및 방법 |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020177012984A Expired - Fee Related KR101903305B1 (ko) | 2009-07-02 | 2010-07-02 | 피라졸로피리미딘 jak 억제제 화합물 및 방법 |
| KR1020187027109A Ceased KR20180108858A (ko) | 2009-07-02 | 2010-07-02 | 피라졸로피리미딘 jak 억제제 화합물 및 방법 |
Country Status (35)
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2024262911A1 (ko) * | 2023-06-19 | 2024-12-26 | 주식회사 에이조스바이오 | 신규 피라졸로 피리미딘계 화합물 및 이의 용도 |
Families Citing this family (127)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101391900B1 (ko) | 2005-12-13 | 2014-05-02 | 인사이트 코포레이션 | 야누스 키나아제 억제제로서의 헤테로아릴 치환된 피롤로[2,3-b]피리딘 및 피롤로[2,3-b]피리미딘 |
| WO2008157208A2 (en) | 2007-06-13 | 2008-12-24 | Incyte Corporation | Salts of the janus kinase inhibitor (r)-3-(4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-1h-pyrazol-1-yl)-3-cyclopentylpropanenitrile |
| CA2740792C (en) | 2008-10-31 | 2016-06-21 | Genentech, Inc. | Pyrazolopyrimidine jak inhibitor compounds and methods |
| DK2432472T3 (da) | 2009-05-22 | 2019-11-18 | Incyte Holdings Corp | 3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-1h-pyrazol-1-yl]octan- eller heptan-nitril som jak-inhibitorer |
| UA110324C2 (en) | 2009-07-02 | 2015-12-25 | Genentech Inc | Jak inhibitory compounds based on pyrazolo pyrimidine |
| PH12015502575A1 (en) | 2010-03-10 | 2017-04-24 | Incyte Corp | Piperidin-4-yl azetidine derivatives as jak1 inhibitors |
| CA2794801C (en) | 2010-04-07 | 2019-01-15 | F. Hoffmann-La Roche Ag | Pyrazol-4-yl-heterocyclyl-carboxamide compounds and methods of use |
| EP3087972A1 (en) | 2010-05-21 | 2016-11-02 | Incyte Holdings Corporation | Topical formulation for a jak inhibitor |
| KR101995013B1 (ko) | 2010-07-13 | 2019-07-02 | 에프. 호프만-라 로슈 아게 | Irak4 조절제로서 피라졸로[1,5a]피리미딘 및 티에노[3,2b]피리미딘 유도체 |
| UA113501C2 (xx) | 2010-11-03 | 2017-02-10 | Пестицидні композиції і пов'язані з ними способи | |
| US8609669B2 (en) * | 2010-11-16 | 2013-12-17 | Abbvie Inc. | Potassium channel modulators |
| 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 |
| EP2688872A4 (en) * | 2011-03-22 | 2014-08-27 | Merck Sharp & Dohme | AMIDOPYRAZOLHEMMER OF INTERLEUKIN RECEPTOR-MEDIATED KINASES |
| US8859549B2 (en) | 2011-05-13 | 2014-10-14 | Abbvie, Inc. | Potassium channel modulators |
| US8691807B2 (en) | 2011-06-20 | 2014-04-08 | Incyte Corporation | Azetidinyl phenyl, pyridyl or pyrazinyl carboxamide derivatives as JAK inhibitors |
| JP2014517079A (ja) | 2011-06-22 | 2014-07-17 | バーテックス ファーマシューティカルズ インコーポレイテッド | Atrキナーゼ阻害剤として有用な化合物 |
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| WO2024262911A1 (ko) * | 2023-06-19 | 2024-12-26 | 주식회사 에이조스바이오 | 신규 피라졸로 피리미딘계 화합물 및 이의 용도 |
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