CN105916856B - 作为酪蛋白激酶1d/e抑制剂的取代的4,5,6,7-四氢吡唑并[1,5-a]吡嗪衍生物 - Google Patents
作为酪蛋白激酶1d/e抑制剂的取代的4,5,6,7-四氢吡唑并[1,5-a]吡嗪衍生物 Download PDFInfo
- Publication number
- CN105916856B CN105916856B CN201480073199.9A CN201480073199A CN105916856B CN 105916856 B CN105916856 B CN 105916856B CN 201480073199 A CN201480073199 A CN 201480073199A CN 105916856 B CN105916856 B CN 105916856B
- Authority
- CN
- China
- Prior art keywords
- substituted
- mmol
- reaction mixture
- independently selected
- stirred
- 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*(*)C1CCCCC1 Chemical compound *C*(*)C1CCCCC1 0.000 description 46
- UCNSTAKJVJMDRF-UHFFFAOYSA-N Bc(cc1C)c[n]2c1cnc2 Chemical compound Bc(cc1C)c[n]2c1cnc2 UCNSTAKJVJMDRF-UHFFFAOYSA-N 0.000 description 1
- BWWSSZYHPBYJIP-UHFFFAOYSA-N C=CC(CCC(c1n[n](C(C2)(CC2(F)F)CN=C2)c2c1)=C1)=C1Cl Chemical compound C=CC(CCC(c1n[n](C(C2)(CC2(F)F)CN=C2)c2c1)=C1)=C1Cl BWWSSZYHPBYJIP-UHFFFAOYSA-N 0.000 description 1
- FWXPSVQHECUXFB-UHFFFAOYSA-N C=Cc(c(Cl)c1)ccc1-c1n[n](C(C2)(CC2(F)F)CNC2)c2c1C#N Chemical compound C=Cc(c(Cl)c1)ccc1-c1n[n](C(C2)(CC2(F)F)CNC2)c2c1C#N FWXPSVQHECUXFB-UHFFFAOYSA-N 0.000 description 1
- XTHSEUUSRIHXEZ-HADOIUATSA-N CC(/C=C\C(\N)=C/CC1CC1)C#N Chemical compound CC(/C=C\C(\N)=C/CC1CC1)C#N XTHSEUUSRIHXEZ-HADOIUATSA-N 0.000 description 1
- YTNLDIRKNNZDQY-UHFFFAOYSA-O CC(C)(C)OC(N(CC(C(O)=O)[NH2+]1)CC1=C(C(c(cc1C)ccc1F)=N)C(N)=O)=O Chemical compound CC(C)(C)OC(N(CC(C(O)=O)[NH2+]1)CC1=C(C(c(cc1C)ccc1F)=N)C(N)=O)=O YTNLDIRKNNZDQY-UHFFFAOYSA-O 0.000 description 1
- JXBVVWOWOMXNLE-UHFFFAOYSA-O CC(C)(C)OC(N(CC(C1)(CC1(F)F)[NH2+]1)CC1=CC(c(cc1Cl)ccc1F)=N)=O Chemical compound CC(C)(C)OC(N(CC(C1)(CC1(F)F)[NH2+]1)CC1=CC(c(cc1Cl)ccc1F)=N)=O JXBVVWOWOMXNLE-UHFFFAOYSA-O 0.000 description 1
- PIFUMFWCSXDIAM-UHFFFAOYSA-N CC(C)C(CN(Cc1c2C(N)=O)C(OC(C)(C)C)=O)[n]1nc2-c(cc1C)ccc1F Chemical compound CC(C)C(CN(Cc1c2C(N)=O)C(OC(C)(C)C)=O)[n]1nc2-c(cc1C)ccc1F PIFUMFWCSXDIAM-UHFFFAOYSA-N 0.000 description 1
- JGCWATVBPSRNOW-UHFFFAOYSA-N CC(CO)N1CC1 Chemical compound CC(CO)N1CC1 JGCWATVBPSRNOW-UHFFFAOYSA-N 0.000 description 1
- PCJPESKRPOTNGU-UHFFFAOYSA-N CC(c(cc1Cl)ccc1F)=O Chemical compound CC(c(cc1Cl)ccc1F)=O PCJPESKRPOTNGU-UHFFFAOYSA-N 0.000 description 1
- ZNCNVMDMBTXDLT-UHFFFAOYSA-N CC1(C)OB(c2cc(C)cc(N(C)C)c2)OC1(C)C Chemical compound CC1(C)OB(c2cc(C)cc(N(C)C)c2)OC1(C)C ZNCNVMDMBTXDLT-UHFFFAOYSA-N 0.000 description 1
- FVNRSPYCAQTBOA-UHFFFAOYSA-N CC1(C)OS(c2cc(C)c3[nH]ncc3c2)OC1(C)C Chemical compound CC1(C)OS(c2cc(C)c3[nH]ncc3c2)OC1(C)C FVNRSPYCAQTBOA-UHFFFAOYSA-N 0.000 description 1
- UZKSBOFWQYHKLW-LAQABBMKSA-N CCC(CNC1)N/C1=C(\C(c(cc1Cl)ccc1F)=N)/C(N)=O Chemical compound CCC(CNC1)N/C1=C(\C(c(cc1Cl)ccc1F)=N)/C(N)=O UZKSBOFWQYHKLW-LAQABBMKSA-N 0.000 description 1
- MLUJJFZQVRDZGU-UHFFFAOYSA-N CCOC(c1c(C(NC(C)C2)=O)[n]2nc1C)=O Chemical compound CCOC(c1c(C(NC(C)C2)=O)[n]2nc1C)=O MLUJJFZQVRDZGU-UHFFFAOYSA-N 0.000 description 1
- WTIBTRABUSRLQE-UHFFFAOYSA-N CCOC(c1c(CNC(C)C2)[n]2nc1C)=O Chemical compound CCOC(c1c(CNC(C)C2)[n]2nc1C)=O WTIBTRABUSRLQE-UHFFFAOYSA-N 0.000 description 1
- HMOKCMBOUZRCDK-UHFFFAOYSA-N CCOC(c1cc(-c2cccc(F)c2)n[n]1CC#N)=O Chemical compound CCOC(c1cc(-c2cccc(F)c2)n[n]1CC#N)=O HMOKCMBOUZRCDK-UHFFFAOYSA-N 0.000 description 1
- GBSOHOKSONSPFW-UHFFFAOYSA-N CN(CCCC1)C1I Chemical compound CN(CCCC1)C1I GBSOHOKSONSPFW-UHFFFAOYSA-N 0.000 description 1
- UEDUXFKNSWOOOO-UHFFFAOYSA-N C[N]1(C)C=CC1 Chemical compound C[N]1(C)C=CC1 UEDUXFKNSWOOOO-UHFFFAOYSA-N 0.000 description 1
- XAFLJKNZELRMNS-UHFFFAOYSA-N Cc(c1cc(-c2n[n](CCN(C3)C(Nc(cc4)ccc4C#N)=O)c3c2C(N)=O)c2)n[n](C)c1c2Cl Chemical compound Cc(c1cc(-c2n[n](CCN(C3)C(Nc(cc4)ccc4C#N)=O)c3c2C(N)=O)c2)n[n](C)c1c2Cl XAFLJKNZELRMNS-UHFFFAOYSA-N 0.000 description 1
- VXKYOKPNAXNAFU-UHFFFAOYSA-N Cc(cc(cc1)Br)c1F Chemical compound Cc(cc(cc1)Br)c1F VXKYOKPNAXNAFU-UHFFFAOYSA-N 0.000 description 1
- WJOIAWRDQAZBJG-UHFFFAOYSA-N Cc1c2[nH]ncc2cc(-c2n[n](CCN(C3)C(Nc(cc4)ccc4C#N)=O)c3c2C(N)=O)c1 Chemical compound Cc1c2[nH]ncc2cc(-c2n[n](CCN(C3)C(Nc(cc4)ccc4C#N)=O)c3c2C(N)=O)c1 WJOIAWRDQAZBJG-UHFFFAOYSA-N 0.000 description 1
- QIRCZTHOIPQSGN-UHFFFAOYSA-N Cc1c2[nH]ncc2cc(-c2n[n](CCNC3)c3c2C(N)=O)c1 Chemical compound Cc1c2[nH]ncc2cc(-c2n[n](CCNC3)c3c2C(N)=O)c1 QIRCZTHOIPQSGN-UHFFFAOYSA-N 0.000 description 1
- HMBVBYDGNYUZBI-UHFFFAOYSA-N Cc1cc(-c2n[n](C(C3)(CC3(F)F)CNC3)c3c2)ccc1F Chemical compound Cc1cc(-c2n[n](C(C3)(CC3(F)F)CNC3)c3c2)ccc1F HMBVBYDGNYUZBI-UHFFFAOYSA-N 0.000 description 1
- SUGWBLCMDGNCAF-UHFFFAOYSA-N Cc1cc(-c2n[n](C(CN(C3)C(Nc(cc4)ccc4C#N)=O)C(NC4CCOCC4)=O)c3c2C(N)=O)ccc1F Chemical compound Cc1cc(-c2n[n](C(CN(C3)C(Nc(cc4)ccc4C#N)=O)C(NC4CCOCC4)=O)c3c2C(N)=O)ccc1F SUGWBLCMDGNCAF-UHFFFAOYSA-N 0.000 description 1
- GANZGZPBMKAEBA-UHFFFAOYSA-N Cc1cc(-c2n[n](CC3(CC3)N(C3)C(Nc(cc4)ccc4C#N)=O)c3c2C(N)=O)ccc1F Chemical compound Cc1cc(-c2n[n](CC3(CC3)N(C3)C(Nc(cc4)ccc4C#N)=O)c3c2C(N)=O)ccc1F GANZGZPBMKAEBA-UHFFFAOYSA-N 0.000 description 1
- IGYMIBQNVOKYSG-UHFFFAOYSA-N Cc1cc(-c2n[n](CCNC3)c3c2C(N)=O)ccc1C1CC1 Chemical compound Cc1cc(-c2n[n](CCNC3)c3c2C(N)=O)ccc1C1CC1 IGYMIBQNVOKYSG-UHFFFAOYSA-N 0.000 description 1
- IQSRPQLSDHXAIZ-UHFFFAOYSA-N Clc1c2[nH]ncc2cc(Br)c1 Chemical compound Clc1c2[nH]ncc2cc(Br)c1 IQSRPQLSDHXAIZ-UHFFFAOYSA-N 0.000 description 1
- IDLJRJBYZMNSHC-UHFFFAOYSA-N FC(C1)(CC1(CNCc1c2)[n]1nc2-c(cc1Cl)ccc1F)F Chemical compound FC(C1)(CC1(CNCc1c2)[n]1nc2-c(cc1Cl)ccc1F)F IDLJRJBYZMNSHC-UHFFFAOYSA-N 0.000 description 1
- SSVCHXSHJCBZNT-UHFFFAOYSA-O N=C(C=C1[NH2+]C(CO)CNC1)c1cccc(Cl)c1 Chemical compound N=C(C=C1[NH2+]C(CO)CNC1)c1cccc(Cl)c1 SSVCHXSHJCBZNT-UHFFFAOYSA-O 0.000 description 1
- TXLBSZIDULIOBR-UHFFFAOYSA-N NC(c1c(CN(CC2)C(Nc(cc3)ccc3C#N)=O)[n]2nc1-c(cc1Cl)c[n]2c1nnc2)=O Chemical compound NC(c1c(CN(CC2)C(Nc(cc3)ccc3C#N)=O)[n]2nc1-c(cc1Cl)c[n]2c1nnc2)=O TXLBSZIDULIOBR-UHFFFAOYSA-N 0.000 description 1
- MVUDFQKATBPRAF-UHFFFAOYSA-N NC(c1c(CN(CC2CF)C(CNc(cc3)ccc3C#N)=O)[n]2nc1-c1cccc(F)c1)=O Chemical compound NC(c1c(CN(CC2CF)C(CNc(cc3)ccc3C#N)=O)[n]2nc1-c1cccc(F)c1)=O MVUDFQKATBPRAF-UHFFFAOYSA-N 0.000 description 1
- HTROAOULYSCKID-UHFFFAOYSA-N NC1=CCC(C#N)=CC(N2CCOCC2)=C1 Chemical compound NC1=CCC(C#N)=CC(N2CCOCC2)=C1 HTROAOULYSCKID-UHFFFAOYSA-N 0.000 description 1
- AHVQYHFYQWKUKB-UHFFFAOYSA-N NC1CCOCC1 Chemical compound NC1CCOCC1 AHVQYHFYQWKUKB-UHFFFAOYSA-N 0.000 description 1
- PLYXMAYYYOIEJW-UHFFFAOYSA-N O=Cc1cc(Br)cc(Cl)c1F Chemical compound O=Cc1cc(Br)cc(Cl)c1F PLYXMAYYYOIEJW-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
- 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
Landscapes
- 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 (2)
| Publication Number | Publication Date |
|---|---|
| CN105916856A CN105916856A (zh) | 2016-08-31 |
| CN105916856B true CN105916856B (zh) | 2018-09-25 |
Family
ID=51952052
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201480073199.9A Expired - Fee Related CN105916856B (zh) | 2013-11-14 | 2014-11-14 | 作为酪蛋白激酶1d/e抑制剂的取代的4,5,6,7-四氢吡唑并[1,5-a]吡嗪衍生物 |
| CN201480073088.8A Expired - Fee Related CN105916855B (zh) | 2013-11-14 | 2014-11-14 | 作为酪蛋白激酶1d/e抑制剂的取代的4,5,6,7-四氢吡唑并[1,5-a]吡嗪衍生物 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201480073088.8A Expired - Fee Related CN105916855B (zh) | 2013-11-14 | 2014-11-14 | 作为酪蛋白激酶1d/e抑制剂的取代的4,5,6,7-四氢吡唑并[1,5-a]吡嗪衍生物 |
Country Status (9)
| Country | Link |
|---|---|
| US (3) | US9598423B2 (enExample) |
| EP (2) | EP3068784B1 (enExample) |
| JP (2) | JP6494622B2 (enExample) |
| CN (2) | CN105916856B (enExample) |
| AR (1) | AR098414A1 (enExample) |
| ES (2) | ES2718218T3 (enExample) |
| TW (1) | TW201605859A (enExample) |
| UY (1) | UY35834A (enExample) |
| WO (2) | WO2015073763A1 (enExample) |
Families Citing this family (40)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| UY35834A (es) | 2013-11-14 | 2015-05-29 | Bristol Myers Squibb Company Una Corporación Del Estado De Delaware | Piperazinas de pirazolo sustituido como inhibidores de caseína quinasa 1 delta y epsilon |
| WO2015129821A1 (ja) | 2014-02-27 | 2015-09-03 | 国立大学法人東京大学 | オートタキシン阻害活性を有する縮合ピラゾール誘導体 |
| MA41338B1 (fr) * | 2015-01-16 | 2019-07-31 | Hoffmann La Roche | Composés de pyrazine pour le traitement de maladies infectieuses |
| BR112018067964B1 (pt) | 2016-03-07 | 2024-01-16 | Enanta Pharmaceuticals, Inc | Composto, composição farmacêutica que o compreende e uso do referido composto |
| 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 |
| CN109153682B (zh) * | 2016-05-20 | 2021-05-25 | 豪夫迈·罗氏有限公司 | 用于治疗感染性疾病的具有氧、硫和氮连接基的新的吡嗪化合物 |
| WO2018009417A1 (en) | 2016-07-05 | 2018-01-11 | Blade Therapeutics, Inc. | Calpain modulators and therapeutic uses thereof |
| JP7051804B2 (ja) * | 2016-07-14 | 2022-04-11 | エフ.ホフマン-ラ ロシュ アーゲー | 感染症の治療のための6,7-ジヒドロ-4H-ピラゾロ[1,5-a]ピラジン化合物と6,7-ジヒドロ-4H-トリアゾロ[1,5-a]ピラジン化合物 |
| KR20190063473A (ko) * | 2016-09-28 | 2019-06-07 | 블레이드 테라퓨틱스, 인크. | 칼페인 조정자 및 그 치료학적 용도 |
| 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 |
| WO2019020070A1 (zh) * | 2017-07-27 | 2019-01-31 | 江苏恒瑞医药股份有限公司 | 哌嗪并杂芳基类衍生物、其制备方法及其在医药上的应用 |
| IL272941B2 (en) | 2017-08-28 | 2023-03-01 | Enanta Pharm Inc | Antiviral agents for viral hepatitis b |
| TWI846350B (zh) | 2017-09-15 | 2024-06-21 | 美商佛瑪治療公司 | 作為CBP/p300抑制劑之四氫-咪唑並喹啉化合物 |
| SG11202003827YA (en) | 2017-11-01 | 2020-05-28 | Bristol Myers Squibb Co | 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 |
| CN111295380B (zh) * | 2018-06-01 | 2020-11-20 | 杭州阿诺生物医药科技有限公司 | 一种高活性csf1r抑制剂化合物 |
| MX2023013508A (es) | 2018-06-29 | 2023-12-13 | Forma Therapeutics Inc | Inhibicion de la proteina de union a creb (cbp). |
| WO2020061435A1 (en) | 2018-09-21 | 2020-03-26 | Enanta Pharmaceuticals, Inc. | Functionalized heterocycles as antiviral agents |
| KR102819704B1 (ko) | 2018-11-21 | 2025-06-11 | 이난타 파마슈티칼스, 인코포레이티드 | 항바이러스제로서의 작용화된 헤테로사이클 |
| KR20210114001A (ko) | 2019-01-11 | 2021-09-17 | 시오노기 앤드 컴파니, 리미티드 | Mgat2 저해 활성을 갖는 다이하이드로피라졸로피라지논 유도체 |
| 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 |
| 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 |
| TW202043233A (zh) * | 2019-01-25 | 2020-12-01 | 大陸商江蘇恒瑞醫藥股份有限公司 | 1,2,3-三氮唑并[1,5-a]吡類衍生物的晶型及其製備方法 |
| US12227501B2 (en) | 2019-02-07 | 2025-02-18 | 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 |
| US12351577B2 (en) | 2019-03-15 | 2025-07-08 | 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 |
| US11760755B2 (en) | 2019-06-04 | 2023-09-19 | Enanta Pharmaceuticals, Inc. | Hepatitis B antiviral agents |
| US11472808B2 (en) | 2019-06-04 | 2022-10-18 | Enanta Pharmaceuticals, Inc. | Substituted pyrrolo[1,2-c]pyrimidines as hepatitis B antiviral agents |
| US11738019B2 (en) | 2019-07-11 | 2023-08-29 | Enanta Pharmaceuticals, Inc. | Substituted heterocycles as antiviral agents |
| WO2021055425A2 (en) | 2019-09-17 | 2021-03-25 | Enanta Pharmaceuticals, Inc. | Functionalized heterocycles as antiviral agents |
| WO2021188414A1 (en) | 2020-03-16 | 2021-09-23 | Enanta Pharmaceuticals, Inc. | Functionalized heterocyclic compounds as antiviral agents |
| EP4188928B1 (en) | 2020-07-29 | 2024-07-24 | Bayer Aktiengesellschaft | Substituted 1 h-pyrrolo[3,2-b]pyridin compounds and methods of use thereof |
| 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 |
| US20230339970A1 (en) * | 2020-09-17 | 2023-10-26 | Janssen Pharmaceutica Nv | Casein kinase 1 delta modulators |
| US11801243B2 (en) | 2020-09-23 | 2023-10-31 | Forma Therapeutics, Inc. | Bromodomain inhibitors for androgen receptor-driven cancers |
| US11795168B2 (en) | 2020-09-23 | 2023-10-24 | Forma Therapeutics, Inc. | Inhibiting cyclic amp-responsive element-binding protein (CREB) binding protein (CBP) |
| TW202245772A (zh) * | 2021-02-04 | 2022-12-01 | 大陸商江蘇恆瑞醫藥股份有限公司 | 一種衣殼蛋白抑制劑的醫藥組成物及其製備方法 |
| WO2023147015A1 (en) * | 2022-01-27 | 2023-08-03 | The Broad Institute, Inc. | Substituted heterocyclic csnk1 inhibitors |
| CA3257905A1 (en) * | 2022-06-13 | 2025-04-24 | Shionogi & Co., Ltd. | CRYSTAL OF A DIHYDROPYRIDINONE DERIVATIVE OR A SOLVATE THEREOF |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20050222171A1 (en) * | 2004-01-22 | 2005-10-06 | Guido Bold | Organic compounds |
| CN103168041A (zh) * | 2010-06-03 | 2013-06-19 | 赛诺菲 | 3,4-二氢吡咯并[1,2-a]吡嗪-2,8(1h)-二甲酰胺衍生物、其制备方法及其治疗用途 |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MXPA04002243A (es) * | 2001-09-19 | 2004-06-29 | Aventis Pharma Sa | Compuestos quimicos. |
| PT1747220E (pt) * | 2003-12-11 | 2009-07-08 | Aventis Pharma Inc | 1h-pirrolo[3,2-b, 3,2-c e 2,3-c]piridina-2-carboxamidas e análogos relacionados como inibidores da caseína-cinase i epsilon |
| US20070155738A1 (en) | 2005-05-20 | 2007-07-05 | Alantos Pharmaceuticals, Inc. | Heterobicyclic metalloprotease inhibitors |
| 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 |
| CN102223798A (zh) | 2008-09-24 | 2011-10-19 | 巴斯夫欧洲公司 | 用于防治无脊椎动物害虫的吡唑化合物 |
| WO2010036380A1 (en) | 2008-09-26 | 2010-04-01 | Intellikine, Inc. | 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 |
| 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 |
| WO2012117048A1 (en) | 2011-03-02 | 2012-09-07 | Lead Discovery Center Gmbh | Pharmaceutically active disubstituted triazine derivatives |
| UY35834A (es) | 2013-11-14 | 2015-05-29 | Bristol Myers Squibb Company Una Corporación Del Estado De Delaware | Piperazinas de pirazolo sustituido como inhibidores de caseína quinasa 1 delta y epsilon |
-
2014
- 2014-11-13 UY UY0001035834A patent/UY35834A/es unknown
- 2014-11-13 TW TW103139448A patent/TW201605859A/zh unknown
- 2014-11-13 AR ARP140104277A patent/AR098414A1/es unknown
- 2014-11-14 US US15/034,217 patent/US9598423B2/en active Active
- 2014-11-14 CN CN201480073199.9A patent/CN105916856B/zh not_active Expired - Fee Related
- 2014-11-14 US US14/541,343 patent/US9273058B2/en active Active
- 2014-11-14 ES ES14802796T patent/ES2718218T3/es active Active
- 2014-11-14 ES ES14806145T patent/ES2744636T3/es active Active
- 2014-11-14 EP EP14802796.4A patent/EP3068784B1/en not_active Not-in-force
- 2014-11-14 JP JP2016531020A patent/JP6494622B2/ja not_active Expired - Fee Related
- 2014-11-14 JP JP2016531646A patent/JP6494624B2/ja not_active Expired - Fee Related
- 2014-11-14 WO PCT/US2014/065594 patent/WO2015073763A1/en not_active Ceased
- 2014-11-14 EP EP14806145.0A patent/EP3068785B1/en not_active Not-in-force
- 2014-11-14 WO PCT/US2014/065599 patent/WO2015073767A1/en not_active Ceased
- 2014-11-14 CN CN201480073088.8A patent/CN105916855B/zh not_active Expired - Fee Related
-
2016
- 2016-01-13 US US14/994,346 patent/US20160122358A1/en not_active Abandoned
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20050222171A1 (en) * | 2004-01-22 | 2005-10-06 | Guido Bold | Organic compounds |
| CN103168041A (zh) * | 2010-06-03 | 2013-06-19 | 赛诺菲 | 3,4-二氢吡咯并[1,2-a]吡嗪-2,8(1h)-二甲酰胺衍生物、其制备方法及其治疗用途 |
Non-Patent Citations (2)
| Title |
|---|
| Microwave-assisted synthesis, crystal structure of pyrazolo[1,5-a]pyrazin-4(5H)-ones and their selective effects on lung cancer cells;Ning Liu,等;《European Journal of Medicinal Chemistry》;20110315;第46卷(第6期);第2359-2367页 * |
| Synthesis and preliminary biological evaluation of novel pyrazolo[1,5-a]pyrazin-4(5H)-one derivatives as potential agents against A549 lung cancer cells;Jin-Hua Zhang,等;《Bioorganic & Medicinal Chemistry》;20081105;第16卷(第24期);第10165-10171页 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CN105916856A (zh) | 2016-08-31 |
| US20150133428A1 (en) | 2015-05-14 |
| TW201605859A (zh) | 2016-02-16 |
| US20160122358A1 (en) | 2016-05-05 |
| AR098414A1 (es) | 2016-05-26 |
| WO2015073763A1 (en) | 2015-05-21 |
| ES2744636T3 (es) | 2020-02-25 |
| WO2015073767A1 (en) | 2015-05-21 |
| JP2016537369A (ja) | 2016-12-01 |
| US9598423B2 (en) | 2017-03-21 |
| US9273058B2 (en) | 2016-03-01 |
| JP6494624B2 (ja) | 2019-04-03 |
| CN105916855A (zh) | 2016-08-31 |
| ES2718218T3 (es) | 2019-06-28 |
| JP2016537366A (ja) | 2016-12-01 |
| CN105916855B (zh) | 2019-03-15 |
| US20160311824A1 (en) | 2016-10-27 |
| EP3068784A1 (en) | 2016-09-21 |
| UY35834A (es) | 2015-05-29 |
| JP6494622B2 (ja) | 2019-04-03 |
| EP3068784B1 (en) | 2019-02-20 |
| EP3068785B1 (en) | 2019-06-26 |
| EP3068785A1 (en) | 2016-09-21 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN105916856B (zh) | 作为酪蛋白激酶1d/e抑制剂的取代的4,5,6,7-四氢吡唑并[1,5-a]吡嗪衍生物 | |
| JP7301000B2 (ja) | ヒト免疫不全ウイルス複製の阻害剤 | |
| JP6987937B2 (ja) | Pimキナーゼ阻害剤として有用なチアゾールカルボキサミドおよびピリジンカルボキサミド化合物 | |
| JP7721501B2 (ja) | Cd38の阻害剤としてのヘテロ二環式アミド | |
| TWI851557B (zh) | 藥學化合物 | |
| AU2011256380B2 (en) | Macrocyclic compounds as Trk kinase inhibitors | |
| CN103930423B (zh) | 吡唑并喹啉衍生物 | |
| CN104470925B (zh) | 作为激酶抑制剂的咪唑并三嗪甲腈 | |
| CN108290843B (zh) | 联芳基激酶抑制剂 | |
| CN107873028A (zh) | 用作cdk9抑制剂的多环酰胺衍生物 | |
| TW202513063A (zh) | 用於治療癌症及其他適應症之稠合吡啶 | |
| CN106661056A (zh) | 作为酪蛋白激酶1δ/ε抑制剂的咪唑并哒嗪衍生物 | |
| CN108349989A (zh) | 吡喃并二吡啶化合物 | |
| JP2022538901A (ja) | ピラゾロン縮合ピリミジン化合物、その製造方法及び使用 | |
| CN115536660A (zh) | 苄氨基取代的杂多环化合物及其组合物、制剂和用途 | |
| CN120265629A (zh) | 被取代的双环和三环hset抑制剂 | |
| CN117624063A (zh) | 一种杂环类化合物及其用途 | |
| HK40076948B (zh) | Kras g12d抑制剂 | |
| HK1196369B (en) | Pyrrolopyrazine kinase inhibitors |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20180925 |
|
| CF01 | Termination of patent right due to non-payment of annual fee |