JP6494622B2 - 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 - Google Patents
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 Download PDFInfo
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- JP6494622B2 JP6494622B2 JP2016531020A JP2016531020A JP6494622B2 JP 6494622 B2 JP6494622 B2 JP 6494622B2 JP 2016531020 A JP2016531020 A JP 2016531020A JP 2016531020 A JP2016531020 A JP 2016531020A JP 6494622 B2 JP6494622 B2 JP 6494622B2
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- 0 *C(*)(C(*)(*)N(Cc1c2C(N)=O)C(N*)=O)[n]1nc2C1=CC2C(I)=C=C2C=C1 Chemical compound *C(*)(C(*)(*)N(Cc1c2C(N)=O)C(N*)=O)[n]1nc2C1=CC2C(I)=C=C2C=C1 0.000 description 23
- XIYUDPFIVBAQIR-UHFFFAOYSA-N CC(C)(C)C(CNCc1c2C(N)=O)[n]1nc2-c(cc1)cc(Cl)c1F Chemical compound CC(C)(C)C(CNCc1c2C(N)=O)[n]1nc2-c(cc1)cc(Cl)c1F XIYUDPFIVBAQIR-UHFFFAOYSA-N 0.000 description 1
- XDYDVSBCFYDOGC-UHFFFAOYSA-N CC(C)(C)NC(N1Cc2c(C(N)=O)c(-c(cc3)ccc3F)n[n]2CC1)=O Chemical compound CC(C)(C)NC(N1Cc2c(C(N)=O)c(-c(cc3)ccc3F)n[n]2CC1)=O XDYDVSBCFYDOGC-UHFFFAOYSA-N 0.000 description 1
- HJEQFFNEOIFKNW-UHFFFAOYSA-N CC(C)(C)OC(N(CC(C1)(CC1(F)F)[n]1nc2-c(cc3Cl)ccc3F)Cc1c2C#N)=O Chemical compound CC(C)(C)OC(N(CC(C1)(CC1(F)F)[n]1nc2-c(cc3Cl)ccc3F)Cc1c2C#N)=O HJEQFFNEOIFKNW-UHFFFAOYSA-N 0.000 description 1
- VFSSJWVENCCWFU-UHFFFAOYSA-N CC(C)(C)OC(N1Cc2c(C(N)=O)c(-c(cc3Cl)ccc3F)n[n]2C(C2)(CN2C(C)=O)C1)=O Chemical compound CC(C)(C)OC(N1Cc2c(C(N)=O)c(-c(cc3Cl)ccc3F)n[n]2C(C2)(CN2C(C)=O)C1)=O VFSSJWVENCCWFU-UHFFFAOYSA-N 0.000 description 1
- UVTPQTJCMDNPNF-UHFFFAOYSA-N CC(N(C1)CC1(CN(Cc1c2C(N)=O)C(Nc(cc3)ccc3C#N)=O)[n]1nc2-c(cc1Cl)ccc1F)=O Chemical compound CC(N(C1)CC1(CN(Cc1c2C(N)=O)C(Nc(cc3)ccc3C#N)=O)[n]1nc2-c(cc1Cl)ccc1F)=O UVTPQTJCMDNPNF-UHFFFAOYSA-N 0.000 description 1
- GRHSKAJSDPCSGJ-UHFFFAOYSA-N CC(c(cc1)ccc1NC(N1Cc2c(C(NC)=O)c(-c(cc3Cl)ccc3F)n[n]2CC1)=O)=N Chemical compound CC(c(cc1)ccc1NC(N1Cc2c(C(NC)=O)c(-c(cc3Cl)ccc3F)n[n]2CC1)=O)=N GRHSKAJSDPCSGJ-UHFFFAOYSA-N 0.000 description 1
- BPEHMUFZONYKGS-UHFFFAOYSA-N CC1=NN(C)C2C(C)=CC(SC)=CC12 Chemical compound CC1=NN(C)C2C(C)=CC(SC)=CC12 BPEHMUFZONYKGS-UHFFFAOYSA-N 0.000 description 1
- YZSRXZDCFJKCCC-UHFFFAOYSA-N CCC(CN(Cc1c2C(N)=O)C(Nc3ccc(C=N)cc3)=O)[n]1nc2-c(cc1Cl)ccc1F Chemical compound CCC(CN(Cc1c2C(N)=O)C(Nc3ccc(C=N)cc3)=O)[n]1nc2-c(cc1Cl)ccc1F YZSRXZDCFJKCCC-UHFFFAOYSA-N 0.000 description 1
- UEITWDSZSRMKGJ-UHFFFAOYSA-O CCC[NH2+]C(C(N)=O)=CC(c1cccc(F)c1)N Chemical compound CCC[NH2+]C(C(N)=O)=CC(c1cccc(F)c1)N UEITWDSZSRMKGJ-UHFFFAOYSA-O 0.000 description 1
- XOJUHLHQTCZSCT-UHFFFAOYSA-N CCOC(c1cc(-c2cccc(Cl)c2)n[nH]1)=O Chemical compound CCOC(c1cc(-c2cccc(Cl)c2)n[nH]1)=O XOJUHLHQTCZSCT-UHFFFAOYSA-N 0.000 description 1
- YYMKFRVJUIODKY-UHFFFAOYSA-N Cc(c1c2)n[n](C)c1c(C)cc2-c1n[n](CCNC2)c2c1C(N)=O Chemical compound Cc(c1c2)n[n](C)c1c(C)cc2-c1n[n](CCNC2)c2c1C(N)=O YYMKFRVJUIODKY-UHFFFAOYSA-N 0.000 description 1
- SVNWADDAMRRSMC-UHFFFAOYSA-N Cc1cc(-c2n[n](CCNC3)c3c2C(N)=O)ccc1F Chemical compound Cc1cc(-c2n[n](CCNC3)c3c2C(N)=O)ccc1F SVNWADDAMRRSMC-UHFFFAOYSA-N 0.000 description 1
- FZDRIFGHXKAKDA-UHFFFAOYSA-O N=C(C=C1[NH2+]C(C2)(CC2(F)F)CN=C1)c(cc1Cl)ccc1F Chemical compound N=C(C=C1[NH2+]C(C2)(CC2(F)F)CN=C1)c(cc1Cl)ccc1F FZDRIFGHXKAKDA-UHFFFAOYSA-O 0.000 description 1
- HXBBQZYKGKTURA-UHFFFAOYSA-N NC(c1c(CN(CC2)C(Nc(cc3)ccc3C#N)=O)[n]2nc1-c(cc1Cl)c[n]2c1cnc2)=O Chemical compound NC(c1c(CN(CC2)C(Nc(cc3)ccc3C#N)=O)[n]2nc1-c(cc1Cl)c[n]2c1cnc2)=O HXBBQZYKGKTURA-UHFFFAOYSA-N 0.000 description 1
- CKKVLWJJPHNJEU-UHFFFAOYSA-N NC(c1c(CN(CC23COC2)C(Nc(cc2)ccc2C#N)=O)[n]3nc1-c(cc1Cl)ccc1F)=O Chemical compound NC(c1c(CN(CC23COC2)C(Nc(cc2)ccc2C#N)=O)[n]3nc1-c(cc1Cl)ccc1F)=O CKKVLWJJPHNJEU-UHFFFAOYSA-N 0.000 description 1
- JUFQRDRSSPZIQS-UHFFFAOYSA-N NC(c1c(CNC2(CC2)C2)[n]2nc1-c(cc1Cl)ccc1F)=O Chemical compound NC(c1c(CNC2(CC2)C2)[n]2nc1-c(cc1Cl)ccc1F)=O JUFQRDRSSPZIQS-UHFFFAOYSA-N 0.000 description 1
- LNFJKWTWLJASLK-UHFFFAOYSA-N NC(c1c(CNCC2)[n]2nc1-c1cc([nH]nc2)c2c(F)c1)=O Chemical compound NC(c1c(CNCC2)[n]2nc1-c1cc([nH]nc2)c2c(F)c1)=O LNFJKWTWLJASLK-UHFFFAOYSA-N 0.000 description 1
- LKKMZEYUOUHKGH-UHFFFAOYSA-N NC(c1c(CNCC2CF)[n]2nc1-c(cc1Cl)ccc1Cl)=O Chemical compound NC(c1c(CNCC2CF)[n]2nc1-c(cc1Cl)ccc1Cl)=O LKKMZEYUOUHKGH-UHFFFAOYSA-N 0.000 description 1
Classifications
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- 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
- A61P19/00—Drugs for skeletal disorders
- A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
-
- 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
- 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
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- 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
- C07D487/10—Spiro-condensed systems
-
- 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
- C07D487/12—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 three hetero rings
- C07D487/20—Spiro-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/12—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains three hetero rings
- C07D491/14—Ortho-condensed systems
- C07D491/147—Ortho-condensed systems the condensed system containing one ring with oxygen as ring hetero atom and two rings with nitrogen as ring hetero atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/12—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains three hetero rings
- C07D491/20—Spiro-condensed systems
-
- 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
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- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (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)
- Medicinal Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Oncology (AREA)
- Hematology (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Immunology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Rheumatology (AREA)
- Physical Education & Sports Medicine (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 |
|---|---|---|---|
| US201361904116P | 2013-11-14 | 2013-11-14 | |
| US61/904,116 | 2013-11-14 | ||
| PCT/US2014/065599 WO2015073767A1 (en) | 2013-11-14 | 2014-11-14 | Substituted 4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine derivatives as casein kinase 1 d/e inhibitors |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2016537366A JP2016537366A (ja) | 2016-12-01 |
| JP2016537366A5 JP2016537366A5 (OSRAM) | 2017-12-21 |
| JP6494622B2 true JP6494622B2 (ja) | 2019-04-03 |
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Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016531020A Active JP6494622B2 (ja) | 2013-11-14 | 2014-11-14 | 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 |
| JP2016531646A Active JP6494624B2 (ja) | 2013-11-14 | 2014-11-14 | 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 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016531646A Active JP6494624B2 (ja) | 2013-11-14 | 2014-11-14 | 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 |
Country Status (9)
| Country | Link |
|---|---|
| US (3) | US9273058B2 (OSRAM) |
| EP (2) | EP3068785B1 (OSRAM) |
| JP (2) | JP6494622B2 (OSRAM) |
| CN (2) | CN105916855B (OSRAM) |
| AR (1) | AR098414A1 (OSRAM) |
| ES (2) | ES2718218T3 (OSRAM) |
| TW (1) | TW201605859A (OSRAM) |
| UY (1) | UY35834A (OSRAM) |
| WO (2) | WO2015073767A1 (OSRAM) |
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|---|---|---|---|---|
| AR098414A1 (es) | 2013-11-14 | 2016-05-26 | Bristol Myers Squibb Co | PIPERAZINAS DE PIRAZOLO SUSTITUIDO COMO INHIBIDORES DE CASEÍNA QUINASA 1 d/e |
| US10189843B2 (en) | 2014-02-27 | 2019-01-29 | The University Of Tokyo | Fused pyrazole derivative having autotaxin inhibitory activity |
| MA41338B1 (fr) * | 2015-01-16 | 2019-07-31 | Hoffmann La Roche | Composés de pyrazine pour le traitement de maladies infectieuses |
| MX384836B (es) | 2016-03-07 | 2025-03-14 | Enanta Pharm Inc | Agentes antivirales contra la hepatitis b |
| EP3426674A4 (en) | 2016-03-09 | 2019-08-14 | Blade Therapeutics, Inc. | CYCLIC KETO AMID COMPOUNDS AS CALPAIN MODULATORS AND METHOD FOR THE PRODUCTION AND USE THEREOF |
| JP6957518B2 (ja) * | 2016-05-20 | 2021-11-02 | エフ.ホフマン−ラ ロシュ アーゲーF. Hoffmann−La Roche Aktiengesellschaft | 感染症の治療のための酸素、硫黄および窒素リンカーを有する新規ピラジン化合物 |
| US11292801B2 (en) | 2016-07-05 | 2022-04-05 | Blade Therapeutics, Inc. | Calpain modulators and therapeutic uses thereof |
| WO2018011163A1 (en) * | 2016-07-14 | 2018-01-18 | F. Hoffmann-La Roche Ag | 6,7-dihydro-4h-pyrazolo[1,5-a]pyrazine and 6,7-dihydro-4h-triazolo[1,5-a]pyrazine compounds for the treatment of infectious diseases |
| AU2017336523B2 (en) | 2016-09-28 | 2022-07-21 | Blade Therapeutics, Inc. | Calpain modulators and therapeutic uses thereof |
| TWI782056B (zh) * | 2017-07-14 | 2022-11-01 | 日商鹽野義製藥股份有限公司 | 具有mgat2抑制活性的縮合環衍生物 |
| US11247998B2 (en) * | 2017-07-27 | 2022-02-15 | Jiangsu Hengrui Medicine Co., Ltd. | Piperazine heteroaryl derivative, preparation method therefor and use of same in medicine |
| NZ762994A (en) | 2017-08-28 | 2025-11-28 | Enanta Pharm Inc | Hepatitis b antiviral agents |
| WO2019055877A1 (en) | 2017-09-15 | 2019-03-21 | Forma Therapeutics, Inc. | TETRAHYDROIMIDAZO QUINOLINE COMPOSITIONS AS INHIBITORS OF CBP / P300 |
| US10730863B2 (en) | 2017-11-01 | 2020-08-04 | Bristol-Myers Squibb Company | Bridged bicyclic compounds as farnesoid X receptor modulators |
| US11058678B2 (en) | 2018-01-22 | 2021-07-13 | Enanta Pharmaceuticals, Inc. | Substituted heterocycles as antiviral agents |
| WO2019191166A1 (en) * | 2018-03-29 | 2019-10-03 | Enanta Pharmaceuticals, Inc. | Hepatitis b antiviral agents |
| CN111484442B (zh) * | 2018-06-01 | 2021-11-09 | 杭州阿诺生物医药科技有限公司 | 一种具有抗肿瘤活性的csf1r抑制剂中间体的制备方法 |
| AU2019295790B2 (en) | 2018-06-29 | 2023-07-13 | Forma Therapeutics, Inc. | Inhibiting creb binding protein (CBP) |
| AR116474A1 (es) | 2018-09-21 | 2021-05-12 | Enanta Pharm Inc | DERIVADOS DEL ÁCIDO 6,7-DIHIDRO-2H-BENZOFURO[2,3-a]QUINOLIZIN-3-CARBOXÍLICO COMO AGENTES ANTIVIRALES PARA EL TRATAMIENTO O PREVENCIÓN DE UNA INFECCIÓN POR HBV |
| SG11202105007TA (en) | 2018-11-21 | 2021-06-29 | Enanta Pharm Inc | Functionalized heterocycles as antiviral agents |
| KR20210114001A (ko) | 2019-01-11 | 2021-09-17 | 시오노기 앤드 컴파니, 리미티드 | Mgat2 저해 활성을 갖는 다이하이드로피라졸로피라지논 유도체 |
| CN113227096B (zh) * | 2019-01-25 | 2022-04-12 | 江苏恒瑞医药股份有限公司 | 1,2,3-三氮唑并[1,5-a]吡嗪类衍生物的晶型及其制备方法 |
| CN111484498B (zh) * | 2019-01-25 | 2021-05-14 | 江苏恒瑞医药股份有限公司 | 咪唑并[1,5-a]吡嗪类化合物的晶型及其制备方法 |
| CN111484497B (zh) * | 2019-01-25 | 2021-07-02 | 江苏恒瑞医药股份有限公司 | 咪唑并[1,5-a]吡嗪类衍生物的可药用盐、晶型及其制备方法 |
| WO2020161257A1 (en) | 2019-02-07 | 2020-08-13 | Bayer Aktiengesellschaft | 3-amino-2-[2-(acylamino)pyridin-4-yl]-1,5,6,7-tetrahydro-4h-pyrrolo[3,2-c]pyridin-4-one as csnk1 inhibitors |
| WO2020190791A1 (en) | 2019-03-15 | 2020-09-24 | Forma Therapeutics, Inc. | Inhibiting cyclic amp-responsive element-binding protein (creb) |
| US11236111B2 (en) | 2019-06-03 | 2022-02-01 | Enanta Pharmaceuticals, Inc. | Hepatitis B antiviral agents |
| WO2020247575A1 (en) | 2019-06-04 | 2020-12-10 | Enanta Pharmaceuticals, Inc. | Hepatitis b antiviral agents |
| US11760755B2 (en) | 2019-06-04 | 2023-09-19 | Enanta Pharmaceuticals, Inc. | Hepatitis B antiviral agents |
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| WO2021055425A2 (en) | 2019-09-17 | 2021-03-25 | Enanta Pharmaceuticals, Inc. | Functionalized heterocycles as antiviral agents |
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| CN114057745A (zh) * | 2020-07-29 | 2022-02-18 | 江苏恒瑞医药股份有限公司 | 一种三氮唑并[1,5-a]吡嗪制备方法及其应用 |
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| WO2003024967A2 (en) * | 2001-09-19 | 2003-03-27 | Aventis Pharma S.A. | Indolizines as kinase protein inhibitors |
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| CN101417999A (zh) | 2007-10-25 | 2009-04-29 | 上海恒瑞医药有限公司 | 哌嗪类衍生物,其制备方法及其在医药上的应用 |
| EP2085398A1 (en) | 2008-02-01 | 2009-08-05 | Merz Pharma GmbH & Co. KGaA | Pyrazolopyrimidines, a process for their preparation and their use as medicine |
| US8853125B2 (en) | 2008-09-24 | 2014-10-07 | Basf Se | Pyrazole compounds for controlling invertebrate pests |
| US8703778B2 (en) | 2008-09-26 | 2014-04-22 | Intellikine Llc | Heterocyclic kinase inhibitors |
| WO2010059836A1 (en) | 2008-11-20 | 2010-05-27 | Decode Genetics Ehf | Substituted aza-bridged bicyclics for cardiovascular and cns disease |
| TW201035102A (en) | 2009-03-04 | 2010-10-01 | Gruenethal Gmbh | Sulfonylated tetrahydroazolopyrazines and their use as medicinal products |
| FR2960876B1 (fr) * | 2010-06-03 | 2012-07-27 | Sanofi Aventis | Derives de 3,4-dihydropyrrolo[1,2-a]pyrazine-2,8(1h)-dicarboxamide leur preparation et leur application en therapeutique. |
| CN102372716A (zh) | 2010-08-09 | 2012-03-14 | 江苏恒瑞医药股份有限公司 | 酞嗪酮类衍生物、其制备方法及其在医药上的应用 |
| US9226929B2 (en) | 2011-03-02 | 2016-01-05 | Bayer Intellectual Property Gmbh | Pharmaceutically active disubstituted triazine derivatives |
| AR098414A1 (es) | 2013-11-14 | 2016-05-26 | Bristol Myers Squibb Co | PIPERAZINAS DE PIRAZOLO SUSTITUIDO COMO INHIBIDORES DE CASEÍNA QUINASA 1 d/e |
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| US20160311824A1 (en) | 2016-10-27 |
| EP3068785B1 (en) | 2019-06-26 |
| JP6494624B2 (ja) | 2019-04-03 |
| TW201605859A (zh) | 2016-02-16 |
| JP2016537366A (ja) | 2016-12-01 |
| US20160122358A1 (en) | 2016-05-05 |
| AR098414A1 (es) | 2016-05-26 |
| EP3068784B1 (en) | 2019-02-20 |
| CN105916856B (zh) | 2018-09-25 |
| WO2015073763A1 (en) | 2015-05-21 |
| US9598423B2 (en) | 2017-03-21 |
| CN105916856A (zh) | 2016-08-31 |
| WO2015073767A1 (en) | 2015-05-21 |
| ES2718218T3 (es) | 2019-06-28 |
| JP2016537369A (ja) | 2016-12-01 |
| EP3068784A1 (en) | 2016-09-21 |
| US20150133428A1 (en) | 2015-05-14 |
| EP3068785A1 (en) | 2016-09-21 |
| UY35834A (es) | 2015-05-29 |
| CN105916855A (zh) | 2016-08-31 |
| CN105916855B (zh) | 2019-03-15 |
| US9273058B2 (en) | 2016-03-01 |
| ES2744636T3 (es) | 2020-02-25 |
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