JP6267231B2 - カゼインキナーゼ1δ/ε阻害剤としての新規な置換イミダゾール - Google Patents
カゼインキナーゼ1δ/ε阻害剤としての新規な置換イミダゾール Download PDFInfo
- Publication number
- JP6267231B2 JP6267231B2 JP2015549756A JP2015549756A JP6267231B2 JP 6267231 B2 JP6267231 B2 JP 6267231B2 JP 2015549756 A JP2015549756 A JP 2015549756A JP 2015549756 A JP2015549756 A JP 2015549756A JP 6267231 B2 JP6267231 B2 JP 6267231B2
- 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 *C(Nc(nc1cc2)c[n]1nc2-c1c(-c(cc2)ccc2I)nc2[n]1NCC=C2)=O Chemical compound *C(Nc(nc1cc2)c[n]1nc2-c1c(-c(cc2)ccc2I)nc2[n]1NCC=C2)=O 0.000 description 5
- GHFGSPPYGNSDIB-UHFFFAOYSA-N CC(C)(C)OC(N(CC1)CCC1[n]1c(-c(cc2)n[n]3c2nc(N)c3)c(-c(cc2)ccc2F)nc1C1CC1)=O Chemical compound CC(C)(C)OC(N(CC1)CCC1[n]1c(-c(cc2)n[n]3c2nc(N)c3)c(-c(cc2)ccc2F)nc1C1CC1)=O GHFGSPPYGNSDIB-UHFFFAOYSA-N 0.000 description 1
- BWRBGJBNKVSWCN-UHFFFAOYSA-N CC(C)(C)OC(N(CC1)CCC1[n]1c(-c(cc2)n[n]3c2nc(NC(C)=O)c3)c(-c(cc2)ccc2F)nc1)=O Chemical compound CC(C)(C)OC(N(CC1)CCC1[n]1c(-c(cc2)n[n]3c2nc(NC(C)=O)c3)c(-c(cc2)ccc2F)nc1)=O BWRBGJBNKVSWCN-UHFFFAOYSA-N 0.000 description 1
- ANANEWVZGRNJNN-UHFFFAOYSA-N CC(NC(c(cc1)ccc1F)S(c1ccc(C)cc1)(=O)=O)=O Chemical compound CC(NC(c(cc1)ccc1F)S(c1ccc(C)cc1)(=O)=O)=O ANANEWVZGRNJNN-UHFFFAOYSA-N 0.000 description 1
- QVOJTBNUMGJQSX-UHFFFAOYSA-N CC(Nc(nc1cc2)c[n]1nc2Cl)=O Chemical compound CC(Nc(nc1cc2)c[n]1nc2Cl)=O QVOJTBNUMGJQSX-UHFFFAOYSA-N 0.000 description 1
- WURYPQPUVUDCRZ-UHFFFAOYSA-N CN(CC1)CCC1[n]1c(-c(cc2)n[n]3c2nc(NC(c2ccncc2)=O)c3)c(-c(cc2)ccc2F)nc1 Chemical compound CN(CC1)CCC1[n]1c(-c(cc2)n[n]3c2nc(NC(c2ccncc2)=O)c3)c(-c(cc2)ccc2F)nc1 WURYPQPUVUDCRZ-UHFFFAOYSA-N 0.000 description 1
- JQDQVPVSACYZHG-UHFFFAOYSA-N COC(c(cc1)n[n]2c1nc(NC(c1c[s]c(-c3ccncc3)n1)=O)c2)=O Chemical compound COC(c(cc1)n[n]2c1nc(NC(c1c[s]c(-c3ccncc3)n1)=O)c2)=O JQDQVPVSACYZHG-UHFFFAOYSA-N 0.000 description 1
- MGSCZIZFTPZFOP-UHFFFAOYSA-N Cc1nc(-c(cc2)ccc2F)c(-c(cc2)n[n]3c2nc(N)c3)[n]1C Chemical compound Cc1nc(-c(cc2)ccc2F)c(-c(cc2)n[n]3c2nc(N)c3)[n]1C MGSCZIZFTPZFOP-UHFFFAOYSA-N 0.000 description 1
- ZSOOVSKWBMKKQH-UHFFFAOYSA-N Fc(cc1)ccc1-c1c[n](C2CCOCC2)cn1 Chemical compound Fc(cc1)ccc1-c1c[n](C2CCOCC2)cn1 ZSOOVSKWBMKKQH-UHFFFAOYSA-N 0.000 description 1
- OQPKHWUHNNRULF-UHFFFAOYSA-N Fc(cc1)ccc1-c1c[n](CCC2)c2n1 Chemical compound Fc(cc1)ccc1-c1c[n](CCC2)c2n1 OQPKHWUHNNRULF-UHFFFAOYSA-N 0.000 description 1
- NKIQEILZYPFNFA-UHFFFAOYSA-N Fc(cc1)ccc1-c1c[n](cc(cc2)Br)c2n1 Chemical compound Fc(cc1)ccc1-c1c[n](cc(cc2)Br)c2n1 NKIQEILZYPFNFA-UHFFFAOYSA-N 0.000 description 1
- NBLHICOAIJOVDF-UHFFFAOYSA-N NC(CN(CC1)CCC1[n]1c(-c(cc2)n[n]3c2nc(NC(c2ccnc4c2cccc4)=O)c3)c(-c(cc2)ccc2F)nc1)=O Chemical compound NC(CN(CC1)CCC1[n]1c(-c(cc2)n[n]3c2nc(NC(c2ccnc4c2cccc4)=O)c3)c(-c(cc2)ccc2F)nc1)=O NBLHICOAIJOVDF-UHFFFAOYSA-N 0.000 description 1
- AVDIQKQOLWAISB-UHFFFAOYSA-N Nc(nc1cc2)c[n]1nc2-c1c(-c(cc2)ccc2F)nc(cc2)[n]1cc2N1CCOCC1 Chemical compound Nc(nc1cc2)c[n]1nc2-c1c(-c(cc2)ccc2F)nc(cc2)[n]1cc2N1CCOCC1 AVDIQKQOLWAISB-UHFFFAOYSA-N 0.000 description 1
- GOSZBVDOIHYVQM-UHFFFAOYSA-N Nc(nc1cc2)c[n]1nc2-c1c(-c(cc2)ccc2F)nc2[n]1CCNC2 Chemical compound Nc(nc1cc2)c[n]1nc2-c1c(-c(cc2)ccc2F)nc2[n]1CCNC2 GOSZBVDOIHYVQM-UHFFFAOYSA-N 0.000 description 1
- RUBLXROTKDVNOG-UHFFFAOYSA-N Nc(nc1cc2)c[n]1nc2-c1c(-c(cc2)ccc2F)nc2[n]1cccc2 Chemical compound Nc(nc1cc2)c[n]1nc2-c1c(-c(cc2)ccc2F)nc2[n]1cccc2 RUBLXROTKDVNOG-UHFFFAOYSA-N 0.000 description 1
- UYBLFZBVBKCICC-UHFFFAOYSA-N Nc(nc1cc2)c[n]1nc2-c1c(-c(cc2)ccc2F)nc[n]1C1CCOCC1 Chemical compound Nc(nc1cc2)c[n]1nc2-c1c(-c(cc2)ccc2F)nc[n]1C1CCOCC1 UYBLFZBVBKCICC-UHFFFAOYSA-N 0.000 description 1
- KQUFIRRPLCJGGX-UHFFFAOYSA-N Nc(nc1cc2)c[n]1nc2-c1c(-c(cc2)ccc2F)nc[n]1CCN1CCOCC1 Chemical compound Nc(nc1cc2)c[n]1nc2-c1c(-c(cc2)ccc2F)nc[n]1CCN1CCOCC1 KQUFIRRPLCJGGX-UHFFFAOYSA-N 0.000 description 1
- DDHDBAOPZCGYMJ-UHFFFAOYSA-N O=C(c1cc(F)nc(F)c1)Nc(nc1cc2)c[n]1nc2-c1c(-c(cc2)ccc2F)nc[n]1C1CCN(CCC(F)(F)F)CC1 Chemical compound O=C(c1cc(F)nc(F)c1)Nc(nc1cc2)c[n]1nc2-c1c(-c(cc2)ccc2F)nc[n]1C1CCN(CCC(F)(F)F)CC1 DDHDBAOPZCGYMJ-UHFFFAOYSA-N 0.000 description 1
- DKCVJBNVFFJGJY-UHFFFAOYSA-N O=C(c1cc(F)nc(F)c1)Nc(nc1cc2)c[n]1nc2-c1c(-c(cc2)ccc2F)nc[n]1C1CCNCC1 Chemical compound O=C(c1cc(F)nc(F)c1)Nc(nc1cc2)c[n]1nc2-c1c(-c(cc2)ccc2F)nc[n]1C1CCNCC1 DKCVJBNVFFJGJY-UHFFFAOYSA-N 0.000 description 1
- VEJPKYUJLGXYMG-UHFFFAOYSA-N O=C(c1cc(F)ncc1)Nc(nc1cc2)c[n]1nc2-c1c(-c(cc2)ccc2F)nc(C2CC2)[n]1C1CCN(Cc2n[o]cc2)CC1 Chemical compound O=C(c1cc(F)ncc1)Nc(nc1cc2)c[n]1nc2-c1c(-c(cc2)ccc2F)nc(C2CC2)[n]1C1CCN(Cc2n[o]cc2)CC1 VEJPKYUJLGXYMG-UHFFFAOYSA-N 0.000 description 1
- KNSFETGCZAWZND-UHFFFAOYSA-N O=C(c1cc(F)ncc1)Nc(nc1cc2)c[n]1nc2-c1c(-c(cc2)ccc2F)nc2[n]1CCCC2 Chemical compound O=C(c1cc(F)ncc1)Nc(nc1cc2)c[n]1nc2-c1c(-c(cc2)ccc2F)nc2[n]1CCCC2 KNSFETGCZAWZND-UHFFFAOYSA-N 0.000 description 1
- PFONAMGEFWUYAQ-UHFFFAOYSA-N O=C(c1cc(F)ncc1)Nc(nc1cc2)c[n]1nc2-c1c(-c(cc2)ccc2F)nc[n]1C1CCN(CCC(F)(F)F)CC1 Chemical compound O=C(c1cc(F)ncc1)Nc(nc1cc2)c[n]1nc2-c1c(-c(cc2)ccc2F)nc[n]1C1CCN(CCC(F)(F)F)CC1 PFONAMGEFWUYAQ-UHFFFAOYSA-N 0.000 description 1
- IPPLZBANPLRABR-UHFFFAOYSA-N O=C(c1cc(F)ncc1)Nc(nc1cc2)c[n]1nc2-c1c(-c(cc2)ccc2F)nc[n]1C1CCNCC1 Chemical compound O=C(c1cc(F)ncc1)Nc(nc1cc2)c[n]1nc2-c1c(-c(cc2)ccc2F)nc[n]1C1CCNCC1 IPPLZBANPLRABR-UHFFFAOYSA-N 0.000 description 1
- BQRSEOWMPIJJOD-UHFFFAOYSA-N O=C(c1cnc[s]1)Nc(nc1cc2)c[n]1nc2-c1c(-c(cc2)ccc2F)nc[n]1C1CCN(CCC(F)(F)F)CC1 Chemical compound O=C(c1cnc[s]1)Nc(nc1cc2)c[n]1nc2-c1c(-c(cc2)ccc2F)nc[n]1C1CCN(CCC(F)(F)F)CC1 BQRSEOWMPIJJOD-UHFFFAOYSA-N 0.000 description 1
- ABFOSAMDGDQJQF-UHFFFAOYSA-N O=Cc(cc1)n[n]2c1nc(NC(c1ccnc(F)c1)=O)c2 Chemical compound O=Cc(cc1)n[n]2c1nc(NC(c1ccnc(F)c1)=O)c2 ABFOSAMDGDQJQF-UHFFFAOYSA-N 0.000 description 1
- SSHWVLCETWOFII-HSZRJFAPSA-N O[C@H](CN(CC1)CCC1[n]1c(-c(cc2)n[n]3c2nc(NC(c2ccncc2)=O)c3)c(-c(cc2)ccc2F)nc1)C(F)(F)F Chemical compound O[C@H](CN(CC1)CCC1[n]1c(-c(cc2)n[n]3c2nc(NC(c2ccncc2)=O)c3)c(-c(cc2)ccc2F)nc1)C(F)(F)F SSHWVLCETWOFII-HSZRJFAPSA-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
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D519/00—Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Medicinal Chemistry (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Hospice & Palliative Care (AREA)
- Psychiatry (AREA)
- Anesthesiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201261740564P | 2012-12-21 | 2012-12-21 | |
| US61/740,564 | 2012-12-21 | ||
| PCT/US2013/076795 WO2014100533A1 (en) | 2012-12-21 | 2013-12-20 | NOVEL SUBSTITUTED IMIDAZOLES AS CASEIN KINASE 1 δ/ε INHIBITORS |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2016507502A JP2016507502A (ja) | 2016-03-10 |
| JP2016507502A5 JP2016507502A5 (OSRAM) | 2017-01-12 |
| JP6267231B2 true JP6267231B2 (ja) | 2018-01-24 |
Family
ID=49943572
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015549756A Expired - Fee Related JP6267231B2 (ja) | 2012-12-21 | 2013-12-20 | カゼインキナーゼ1δ/ε阻害剤としての新規な置換イミダゾール |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US9556179B2 (OSRAM) |
| EP (1) | EP2935271B1 (OSRAM) |
| JP (1) | JP6267231B2 (OSRAM) |
| CN (1) | CN105073751B (OSRAM) |
| WO (1) | WO2014100533A1 (OSRAM) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2935272B1 (en) | 2012-12-21 | 2017-02-22 | Bristol-Myers Squibb Company | Pyrazole substituted imidazopyrazines as casein kinase 1 d/e inhibitors |
| ES2770693T3 (es) * | 2014-06-19 | 2020-07-02 | Bristol Myers Squibb Co | Derivados de imidazopiridazina como inhibidores de caseína quinasa 1 delta/épsilon |
| US10696693B2 (en) | 2014-11-21 | 2020-06-30 | Rigel Pharmaceuticals, Inc. | Fused imidazole derivatives as TGF-beta inhibitors |
| EP3265454B1 (en) * | 2015-03-02 | 2020-02-26 | Rigel Pharmaceuticals, Inc. | Tgf-beta inhibitors |
| JP6827948B2 (ja) | 2015-03-23 | 2021-02-10 | ザ ユニヴァーシティー オブ メルボルン | 呼吸器疾患の治療 |
| AU2016304182B2 (en) | 2015-07-31 | 2020-08-27 | Merck Patent Gmbh | Bicyclic heterocyclic derivatives |
| CA3037222C (en) | 2016-09-21 | 2024-02-13 | Vectus Biosystems Limited | Compositions for the treatment of hypertension and/or fibrosis |
| WO2018224455A1 (en) | 2017-06-07 | 2018-12-13 | Basf Se | Substituted cyclopropyl derivatives |
| EP3774795B1 (en) * | 2018-03-29 | 2022-03-16 | Masarykova Univerzita | 4-(1h- imidazol- 5- yl) -1h-pyrrolo [2, 3-b] pyridines for use in the treatment of leukaemias, lymphomas and solid tumors |
| EP3846818A1 (en) * | 2018-09-09 | 2021-07-14 | Qanatpharma AG | Use of casein kinase 1 inhibitors for treating vascular diseases |
| EP3877383A4 (en) | 2018-11-07 | 2022-09-21 | The University of Melbourne | COMPOUNDS AND COMPOSITIONS FOR THE TREATMENT OF RESPIRATORY DISEASES |
| US11739078B2 (en) * | 2019-02-22 | 2023-08-29 | Insilico Medicine Ip Limited | Methods of inhibiting kinases |
| KR20230153407A (ko) | 2021-02-24 | 2023-11-06 | 인실리코 메디신 아이피 리미티드 | 질환의 치료를 위한 유사체 |
| WO2025231117A1 (en) * | 2024-05-01 | 2025-11-06 | Nimbus Salacia, Inc. | Sik2 modulators and uses thereof |
| WO2025231112A1 (en) * | 2024-05-01 | 2025-11-06 | Nimbus Salacia, Inc. | Sik2 modulators and uses thereof |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1532118A2 (en) * | 2002-07-05 | 2005-05-25 | Axxima Pharmaceuticals Aktiengesellschaft | Imidazole compounds for the treatment of hepatitis c virus infections |
| US20070078136A1 (en) | 2005-09-22 | 2007-04-05 | Bristol-Myers Squibb Company | Fused heterocyclic compounds useful as kinase modulators |
| WO2008016131A1 (en) * | 2006-08-04 | 2008-02-07 | Takeda Pharmaceutical Company Limited | Fused heterocyclic compound |
| US8188083B2 (en) * | 2007-06-28 | 2012-05-29 | Abbott Laboratories | Triazolopyridazines |
| 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 |
| US7820665B2 (en) | 2007-12-19 | 2010-10-26 | Amgen Inc. | Imidazopyridazine inhibitors of PI3 kinase for cancer treatment |
| US8703811B2 (en) | 2008-05-07 | 2014-04-22 | Genzyme Corporation | Small molecule inhibitors of Plasmodium falciparum dihydroorotate dehydrogenase |
| TWI501965B (zh) | 2008-06-20 | 2015-10-01 | Lundbeck & Co As H | 作為pde10a酵素抑制劑之新穎苯基咪唑衍生物 |
| 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 |
| 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 |
| US20100204265A1 (en) | 2009-02-09 | 2010-08-12 | Genelabs Technologies, Inc. | Certain Nitrogen Containing Bicyclic Chemical Entities for Treating Viral Infections |
| UA107791C2 (en) | 2009-05-05 | 2015-02-25 | Dow Agrosciences Llc | Pesticidal compositions |
| HRP20140252T1 (hr) | 2009-10-28 | 2014-04-25 | Pfizer Inc. | Derivati imidazola kao inhibitori kazeinske kinaze |
| EP2935272B1 (en) | 2012-12-21 | 2017-02-22 | Bristol-Myers Squibb Company | Pyrazole substituted imidazopyrazines as casein kinase 1 d/e inhibitors |
-
2013
- 2013-12-20 WO PCT/US2013/076795 patent/WO2014100533A1/en not_active Ceased
- 2013-12-20 US US14/653,895 patent/US9556179B2/en active Active
- 2013-12-20 EP EP13818937.8A patent/EP2935271B1/en not_active Not-in-force
- 2013-12-20 JP JP2015549756A patent/JP6267231B2/ja not_active Expired - Fee Related
- 2013-12-20 CN CN201380073382.4A patent/CN105073751B/zh not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| EP2935271A1 (en) | 2015-10-28 |
| JP2016507502A (ja) | 2016-03-10 |
| CN105073751B (zh) | 2018-11-30 |
| US9556179B2 (en) | 2017-01-31 |
| WO2014100533A1 (en) | 2014-06-26 |
| CN105073751A (zh) | 2015-11-18 |
| EP2935271B1 (en) | 2017-10-25 |
| US20150344481A1 (en) | 2015-12-03 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP6267231B2 (ja) | カゼインキナーゼ1δ/ε阻害剤としての新規な置換イミダゾール | |
| JP6494622B2 (ja) | カゼインキナーゼ1d/e阻害剤としての置換された4,5,6,7−テトラヒドロピラゾロ[1,5−a]ピラジン誘導体 | |
| US9956220B2 (en) | Imidazo-pyridazine derivatives as casein kinase 1 δ/ϵ inhibitors | |
| EP2350081B1 (en) | Imidazopyridazinecarbonitriles useful as kinase inhibitors | |
| JP6283688B2 (ja) | 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 | |
| EA029312B1 (ru) | Производные имидазопирролидинона и их применение при лечении заболеваний | |
| AU2014351413B2 (en) | Pyrrolopyrrolone derivatives and their use as BET inhibitors | |
| BR112020026337A2 (pt) | Compostos tricíclicos | |
| JP2023537586A (ja) | Cdk9阻害剤およびその使用 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| RD04 | Notification of resignation of power of attorney |
Free format text: JAPANESE INTERMEDIATE CODE: A7424 Effective date: 20160219 |
|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20161118 |
|
| A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20161118 |
|
| A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20171031 |
|
| A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20171107 |
|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20171201 |
|
| TRDD | Decision of grant or rejection written | ||
| A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20171219 |
|
| A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20171221 |
|
| R150 | Certificate of patent or registration of utility model |
Ref document number: 6267231 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| LAPS | Cancellation because of no payment of annual fees |