JP6283688B2 - カゼインキナーゼ1d/e阻害剤としての新規なピラゾール置換のイミダゾピラジン - Google Patents
カゼインキナーゼ1d/e阻害剤としての新規なピラゾール置換のイミダゾピラジン Download PDFInfo
- Publication number
- JP6283688B2 JP6283688B2 JP2015549758A JP2015549758A JP6283688B2 JP 6283688 B2 JP6283688 B2 JP 6283688B2 JP 2015549758 A JP2015549758 A JP 2015549758A JP 2015549758 A JP2015549758 A JP 2015549758A JP 6283688 B2 JP6283688 B2 JP 6283688B2
- Authority
- JP
- Japan
- Prior art keywords
- substituted
- alkyl
- heterocyclyl
- carbocyclyl
- compound
- 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 C1CC*CC1 Chemical compound C1CC*CC1 0.000 description 10
- CPSFNYOQOOZNLN-UHFFFAOYSA-N CC(C)(C)OC(N(CC1)CCC1c([n](C)nc1-c(cc2)ccc2F)c1-c(cc1)n[n]2c1nc(N)c2)=O Chemical compound CC(C)(C)OC(N(CC1)CCC1c([n](C)nc1-c(cc2)ccc2F)c1-c(cc1)n[n]2c1nc(N)c2)=O CPSFNYOQOOZNLN-UHFFFAOYSA-N 0.000 description 1
- PYHXGCKKFKGZBW-UHFFFAOYSA-N CC(C)(C)OC(N(CC1)CCC1c([n](C)nc1-c(cc2)ccc2F)c1Br)=O Chemical compound CC(C)(C)OC(N(CC1)CCC1c([n](C)nc1-c(cc2)ccc2F)c1Br)=O PYHXGCKKFKGZBW-UHFFFAOYSA-N 0.000 description 1
- ILUYCWWERQLNNE-UHFFFAOYSA-N CC(C)(C)OC(N(CC1)CCN1c([n](C)nc1-c(cc2)ccc2F)c1-c(cc1)n[n]2c1nc(NC(c1cc(F)ncc1)=O)c2)=O Chemical compound CC(C)(C)OC(N(CC1)CCN1c([n](C)nc1-c(cc2)ccc2F)c1-c(cc1)n[n]2c1nc(NC(c1cc(F)ncc1)=O)c2)=O ILUYCWWERQLNNE-UHFFFAOYSA-N 0.000 description 1
- VGJUKJFRKPLUMV-UHFFFAOYSA-N CC(C)(C)OC(N(CC1)CCN1c1cc(-c(cc2)ccc2F)n[n]1C)=O Chemical compound CC(C)(C)OC(N(CC1)CCN1c1cc(-c(cc2)ccc2F)n[n]1C)=O VGJUKJFRKPLUMV-UHFFFAOYSA-N 0.000 description 1
- LLKMREWCFVWMCP-UHFFFAOYSA-N CC(Nc(nc1cc2)c[n]1nc2-c1c(-c2ccncc2)[n](C)nc1-c(cc1)ccc1F)=O Chemical compound CC(Nc(nc1cc2)c[n]1nc2-c1c(-c2ccncc2)[n](C)nc1-c(cc1)ccc1F)=O LLKMREWCFVWMCP-UHFFFAOYSA-N 0.000 description 1
- DLSYJALDPCFGRM-UHFFFAOYSA-N CC(Nc(nc1cc2)c[n]1nc2-c1c(C2CCOCC2)[n](C)nc1-c(cc1)ccc1F)=O Chemical compound CC(Nc(nc1cc2)c[n]1nc2-c1c(C2CCOCC2)[n](C)nc1-c(cc1)ccc1F)=O DLSYJALDPCFGRM-UHFFFAOYSA-N 0.000 description 1
- FCZFOKWAMHLEPI-UHFFFAOYSA-N CC(Nc(nc1cc2)c[n]1nc2-c1c[n](C2CC2)nc1-c(cc1)ccc1F)=O Chemical compound CC(Nc(nc1cc2)c[n]1nc2-c1c[n](C2CC2)nc1-c(cc1)ccc1F)=O FCZFOKWAMHLEPI-UHFFFAOYSA-N 0.000 description 1
- MXQDYJIQZNYTQT-UHFFFAOYSA-N CC=C([n]1cncc1)[n]1cncc1 Chemical compound CC=C([n]1cncc1)[n]1cncc1 MXQDYJIQZNYTQT-UHFFFAOYSA-N 0.000 description 1
- AQSSKWJXFIRYFL-UHFFFAOYSA-N C[n](c(C1CCN(CC(N)=O)CC1)c1-c(cc2)n[n]3c2nc(NC(c2cc(N4CCOCC4)ncc2)=O)c3)nc1-c(cc1)ccc1F Chemical compound C[n](c(C1CCN(CC(N)=O)CC1)c1-c(cc2)n[n]3c2nc(NC(c2cc(N4CCOCC4)ncc2)=O)c3)nc1-c(cc1)ccc1F AQSSKWJXFIRYFL-UHFFFAOYSA-N 0.000 description 1
- CFXMJVPMPXAYHR-UHFFFAOYSA-N C[n](c(N1CCN(Cc2n[o]cc2)CC1)c1-c(cc2)n[n]3c2nc(NC(c2ccncc2)=O)c3)nc1-c(cc1)ccc1F Chemical compound C[n](c(N1CCN(Cc2n[o]cc2)CC1)c1-c(cc2)n[n]3c2nc(NC(c2ccncc2)=O)c3)nc1-c(cc1)ccc1F CFXMJVPMPXAYHR-UHFFFAOYSA-N 0.000 description 1
- HAYGMIVHIICKHR-UHFFFAOYSA-N C[n](cc1-c(cc2)n[n]3c2nc(N)c3)nc1-c(cc1)ccc1F Chemical compound C[n](cc1-c(cc2)n[n]3c2nc(N)c3)nc1-c(cc1)ccc1F HAYGMIVHIICKHR-UHFFFAOYSA-N 0.000 description 1
- FNORANSGXHKLMJ-UHFFFAOYSA-N C[n](cc1-c(cc2)n[n]3c2nc(NC(c2ccncc2)=O)c3)nc1-c(cc1)ccc1F Chemical compound C[n](cc1-c(cc2)n[n]3c2nc(NC(c2ccncc2)=O)c3)nc1-c(cc1)ccc1F FNORANSGXHKLMJ-UHFFFAOYSA-N 0.000 description 1
- HQGKUIUAXVYHAK-UHFFFAOYSA-N Cc1c(NC(C(F)(F)F)=O)nc(cc2)[n]1nc2-c1c[n](C)nc1-c(cc1)ccc1F Chemical compound Cc1c(NC(C(F)(F)F)=O)nc(cc2)[n]1nc2-c1c[n](C)nc1-c(cc1)ccc1F HQGKUIUAXVYHAK-UHFFFAOYSA-N 0.000 description 1
- XFZNILJVSIYDCN-UHFFFAOYSA-N Cc1c(NC(c2ccccc2)=O)nc(cc2)[n]1nc2-c1c[n](C)nc1-c(cc1)ccc1F Chemical compound Cc1c(NC(c2ccccc2)=O)nc(cc2)[n]1nc2-c1c[n](C)nc1-c(cc1)ccc1F XFZNILJVSIYDCN-UHFFFAOYSA-N 0.000 description 1
- DPZXPSKYWCPZQO-UHFFFAOYSA-N Fc(cc1)ccc1-c1n[n](C2CC2)cc1Br Chemical compound Fc(cc1)ccc1-c1n[n](C2CC2)cc1Br DPZXPSKYWCPZQO-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
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/20—Hypnotics; Sedatives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- 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
- A61P37/00—Drugs for immunological or allergic disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Immunology (AREA)
- Hospice & Palliative Care (AREA)
- Psychiatry (AREA)
- Anesthesiology (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 |
|---|---|---|---|
| US201261740552P | 2012-12-21 | 2012-12-21 | |
| US61/740,552 | 2012-12-21 | ||
| PCT/US2013/076806 WO2014100540A1 (en) | 2012-12-21 | 2013-12-20 | Pyrazole substituted imidazopyrazines as casein kinase 1 d/e inhibitors |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2016508135A JP2016508135A (ja) | 2016-03-17 |
| JP2016508135A5 JP2016508135A5 (enExample) | 2017-01-12 |
| JP6283688B2 true JP6283688B2 (ja) | 2018-02-21 |
Family
ID=49943574
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015549758A Expired - Fee Related JP6283688B2 (ja) | 2012-12-21 | 2013-12-20 | カゼインキナーゼ1d/e阻害剤としての新規なピラゾール置換のイミダゾピラジン |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US9475817B2 (enExample) |
| EP (1) | EP2935272B1 (enExample) |
| JP (1) | JP6283688B2 (enExample) |
| CN (1) | CN104837844B (enExample) |
| WO (1) | WO2014100540A1 (enExample) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2935271B1 (en) | 2012-12-21 | 2017-10-25 | Bristol-Myers Squibb Company | Novel substituted imidazoles as casein kinase 1 / inhibitors |
| EP3157925B1 (en) | 2014-06-19 | 2019-12-18 | Bristol-Myers Squibb Company | Imidazo-pyridazine derivatives as casein kinase 1 delta/epsilon inhibitors |
| EP4591936A3 (en) | 2015-03-23 | 2025-10-15 | Tianli Biotech Pty Ltd | Treatment of respiratory diseases |
| CN105418615B (zh) * | 2015-12-09 | 2018-02-02 | 北京工业大学 | 苯甲酰胺衍生物及制备和应用 |
| WO2018017633A1 (en) | 2016-07-21 | 2018-01-25 | Bristol-Myers Squibb Company | TGF Beta RECEPTOR ANTAGONISTS |
| WO2020093098A1 (en) | 2018-11-07 | 2020-05-14 | The University Of Melbourne | Novel compounds for the treatment of respiratory diseases |
| US11034669B2 (en) | 2018-11-30 | 2021-06-15 | Nuvation Bio Inc. | Pyrrole and pyrazole compounds and methods of use thereof |
| CA3139285A1 (en) * | 2019-06-27 | 2020-12-30 | Hangzhou Healzen Therapeutics Co., Ltd. | Casein kinase 1e inhibitor, pharmaceutical composition and application thereof |
| CN112451529A (zh) * | 2020-12-18 | 2021-03-09 | 忻佑康医药科技(南京)有限公司 | Kb-NB 142-70的药物新用途 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20070078136A1 (en) | 2005-09-22 | 2007-04-05 | Bristol-Myers Squibb Company | Fused heterocyclic compounds useful as kinase modulators |
| JPWO2008016131A1 (ja) | 2006-08-04 | 2009-12-24 | 武田薬品工業株式会社 | 縮合複素環化合物 |
| FR2918986B1 (fr) * | 2007-07-19 | 2009-09-04 | Sanofi Aventis Sa | Derives de 6-cycloamino-3-(pyridazin-4-yl)imidazo[1,2-b]- pyridazine, leur preparation et leur application en therapeutique |
| CA2710194C (en) | 2007-12-19 | 2014-04-22 | Amgen Inc. | Inhibitors of p13 kinase |
| CN101981033B (zh) * | 2008-02-06 | 2015-02-04 | 百时美施贵宝公司 | 用作激酶抑制剂的取代的咪唑并哒嗪化合物 |
| FR2940284B1 (fr) * | 2008-12-19 | 2011-02-18 | Sanofi Aventis | Derives de 6-cycloamino-2,3-di-pyridinyl-imidazo°1,2-b!- pyridazine,leur preparation et leur application en therapeutique |
| FR2940285A1 (fr) * | 2008-12-19 | 2010-06-25 | Sanofi Aventis | Derives de 6-cycloamino-2-thienyl-3-(pyridin-4-yl)imidazo °1,2-b!-pyridazine et 6-cycloamino-2-furanyl-3- (pyridin-4-yl)imidazo°1,2-b!-pyridazine, leur preparation et leur application en therapeutique |
| US20100204265A1 (en) | 2009-02-09 | 2010-08-12 | Genelabs Technologies, Inc. | Certain Nitrogen Containing Bicyclic Chemical Entities for Treating Viral Infections |
| PL3181133T3 (pl) * | 2010-12-20 | 2019-12-31 | Pfizer Inc. | Nowe skondensowane związki pirydyny jako inhibitory kinazy kazeiny |
| EP2935271B1 (en) | 2012-12-21 | 2017-10-25 | Bristol-Myers Squibb Company | Novel substituted imidazoles as casein kinase 1 / inhibitors |
-
2013
- 2013-12-20 JP JP2015549758A patent/JP6283688B2/ja not_active Expired - Fee Related
- 2013-12-20 EP EP13818939.4A patent/EP2935272B1/en not_active Not-in-force
- 2013-12-20 CN CN201380066075.3A patent/CN104837844B/zh not_active Expired - Fee Related
- 2013-12-20 WO PCT/US2013/076806 patent/WO2014100540A1/en not_active Ceased
- 2013-12-20 US US14/653,878 patent/US9475817B2/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| CN104837844A (zh) | 2015-08-12 |
| EP2935272A1 (en) | 2015-10-28 |
| US20150344480A1 (en) | 2015-12-03 |
| CN104837844B (zh) | 2017-08-29 |
| WO2014100540A1 (en) | 2014-06-26 |
| US9475817B2 (en) | 2016-10-25 |
| EP2935272B1 (en) | 2017-02-22 |
| JP2016508135A (ja) | 2016-03-17 |
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