ZA200501855B - Pyrazolopyrimidines as cyclin-dependent kinase inhibitors - Google Patents
Pyrazolopyrimidines as cyclin-dependent kinase inhibitors Download PDFInfo
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- ZA200501855B ZA200501855B ZA200501855A ZA200501855A ZA200501855B ZA 200501855 B ZA200501855 B ZA 200501855B ZA 200501855 A ZA200501855 A ZA 200501855A ZA 200501855 A ZA200501855 A ZA 200501855A ZA 200501855 B ZA200501855 B ZA 200501855B
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- South Africa
- Prior art keywords
- compound
- aryl
- alkyl
- heteroaryl
- cycloalkyl
- Prior art date
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- 229940043378 cyclin-dependent kinase inhibitor Drugs 0.000 title description 7
- APXRHPDHORGIEB-UHFFFAOYSA-N 1H-pyrazolo[4,3-d]pyrimidine Chemical class N1=CN=C2C=NNC2=C1 APXRHPDHORGIEB-UHFFFAOYSA-N 0.000 title description 3
- 239000002875 cyclin dependent kinase inhibitor Substances 0.000 title description 3
- 150000001875 compounds Chemical class 0.000 claims description 78
- 125000000217 alkyl group Chemical group 0.000 claims description 69
- 125000003118 aryl group Chemical group 0.000 claims description 58
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 48
- 125000001072 heteroaryl group Chemical group 0.000 claims description 46
- 125000000623 heterocyclic group Chemical group 0.000 claims description 45
- 229910052736 halogen Inorganic materials 0.000 claims description 25
- 150000002367 halogens Chemical class 0.000 claims description 25
- 239000000203 mixture Substances 0.000 claims description 25
- 238000000034 method Methods 0.000 claims description 23
- 102000003903 Cyclin-dependent kinases Human genes 0.000 claims description 22
- 108090000266 Cyclin-dependent kinases Proteins 0.000 claims description 22
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 22
- 125000004415 heterocyclylalkyl group Chemical group 0.000 claims description 19
- 238000011282 treatment Methods 0.000 claims description 19
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims description 17
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 14
- 201000010099 disease Diseases 0.000 claims description 13
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 13
- 108091007914 CDKs Proteins 0.000 claims description 12
- 125000000304 alkynyl group Chemical group 0.000 claims description 12
- 108010024986 Cyclin-Dependent Kinase 2 Proteins 0.000 claims description 11
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 11
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- 102000043136 MAP kinase family Human genes 0.000 claims description 8
- 108091054455 MAP kinase family Proteins 0.000 claims description 8
- -1 heteroarylatkenyl Chemical group 0.000 claims description 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 7
- 201000011510 cancer Diseases 0.000 claims description 6
- 125000004076 pyridyl group Chemical group 0.000 claims description 6
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- 125000003342 alkenyl group Chemical group 0.000 claims description 5
- 125000005018 aryl alkenyl group Chemical group 0.000 claims description 5
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- 229910052757 nitrogen Inorganic materials 0.000 claims description 5
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 5
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- 108010014905 Glycogen Synthase Kinase 3 Proteins 0.000 claims description 4
- 102000019058 Glycogen Synthase Kinase 3 beta Human genes 0.000 claims description 4
- 108010051975 Glycogen Synthase Kinase 3 beta Proteins 0.000 claims description 4
- 229910006069 SO3H Inorganic materials 0.000 claims description 4
- 125000002541 furyl group Chemical group 0.000 claims description 4
- 230000002401 inhibitory effect Effects 0.000 claims description 4
- 125000001544 thienyl group Chemical group 0.000 claims description 4
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 3
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 3
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| US7605155B2 (en) * | 2002-09-04 | 2009-10-20 | Schering Corporation | Substituted pyrazolo[1,5-a]pyrimidines as protein kinase inhibitors |
| AR077468A1 (es) * | 2009-07-09 | 2011-08-31 | Array Biopharma Inc | Compuestos de pirazolo (1,5 -a) pirimidina sustituidos como inhibidores de trk- quinasa |
| BR112012005550A2 (pt) * | 2009-09-11 | 2015-09-08 | Cylene Pharmaceuticals Inc | lactamas heterociclo-substituídas farmaceuticamente úteis |
| US9180127B2 (en) | 2009-12-29 | 2015-11-10 | Dana-Farber Cancer Institute, Inc. | Type II Raf kinase inhibitors |
| WO2012136120A1 (zh) * | 2011-04-02 | 2012-10-11 | 中国人民解放军军事医学科学院毒物药物研究所 | 芳基丙烯酰胺化合物及其用于制备免疫抑制剂的用途 |
| AU2012340200B2 (en) | 2011-11-17 | 2017-10-12 | Dana-Farber Cancer Institute, Inc. | Inhibitors of c-Jun-N-Terminal Kinase (JNK) |
| WO2014063061A1 (en) | 2012-10-19 | 2014-04-24 | Dana-Farber Cancer Institute, Inc. | Hydrophobically tagged small molecules as inducers of protein degradation |
| ES2676734T3 (es) | 2013-10-18 | 2018-07-24 | Syros Pharmaceuticals, Inc. | Compuestos heteroatómicos útiles para el tratamiento de enfermedades proliferativas |
| JP6491202B2 (ja) | 2013-10-18 | 2019-03-27 | デイナ ファーバー キャンサー インスティチュート，インコーポレイテッド | サイクリン依存性キナーゼ７（ｃｄｋ７）の多環阻害剤 |
| EP3236959A4 (en) | 2014-12-23 | 2018-04-25 | Dana Farber Cancer Institute, Inc. | Inhibitors of cyclin-dependent kinase 7 (cdk7) |
| CA2978518C (en) * | 2015-03-27 | 2023-11-21 | Nathanael S. Gray | Inhibitors of cyclin-dependent kinases |
| CA2996978A1 (en) | 2015-09-09 | 2017-03-16 | Dana-Farber Cancer Institute, Inc. | Inhibitors of cyclin-dependent kinases |
| CN106220632B (zh) * | 2016-07-28 | 2018-03-27 | 三峡大学 | 一种化合物在制备抑制激肽释放酶klk7的药物上的应用及合成方法 |
| CN108017641B (zh) * | 2016-11-02 | 2021-01-05 | 深圳铂立健医药有限公司 | 吡唑并嘧啶化合物作为pi3k抑制剂及其应用 |
| KR20200141487A (ko) * | 2018-04-11 | 2020-12-18 | 주식회사 큐리언트 | 사이클린 의존성 키나아제의 선택적 억제제로서의 피라졸로-트리아진 및/또는 피라졸로피리미딘 유도체 |
| CN109438279B (zh) * | 2018-11-22 | 2021-08-31 | 四川大学 | 一种克服egfr耐药突变的小分子化合物及其制备方法和用途 |
| WO2021121390A1 (zh) * | 2019-12-20 | 2021-06-24 | 苏州信诺维医药科技股份有限公司 | 杂环化合物及其药物组合物、制备方法、中间体和应用 |
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| DE69837282T2 (de) * | 1997-12-13 | 2007-11-08 | Bristol-Myers Squibb Co. | VERWENDUNG VON PYRAZOLO Ä 3,4-bÜ PYRIDIN ALS CYCLIN-ABHÄNGIGE KINASE HEMMER |
| US6413974B1 (en) * | 1998-02-26 | 2002-07-02 | Aventis Pharmaceuticals Inc. | 6,9,-disubstituted 2-[trans-(4-aminocyclohexyl) amino] purines |
| CA2432417A1 (fr) * | 2000-12-20 | 2002-06-27 | Societe De Conseils De Recherches Et D'applications Scientifiques (S.C.R .A.S.) | Inhibiteurs de kinases dependantes des cylines (cdk) et de la glycogene synthase kinase-3 (gsk-3) |
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| CN1880317B (zh) | 2012-10-10 |
| CN1880317A (zh) | 2006-12-20 |
| CN1735614A (zh) | 2006-02-15 |
| CN100376580C (zh) | 2008-03-26 |
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