8-Ethyl-9-oxo-8,9-dihydro-thiazolo[5,4-f]quinazoline-2-carboximidic acid isopropyl ester | 1049000-04-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 8-Ethyl-9-oxo-8,9-dihydro-thiazolo[5,4-f]quinazoline-2-carboximidic acid isopropyl ester
• 英文别名: propan-2-yl 8-ethyl-9-oxo-[1,3]thiazolo[5,4-f]quinazoline-2-carboximidate
• CAS: 1049000-04-5
• 化学式: C₁₅H₁₆N₄O₂S
• 分子量: 316.384
• InChiKey: QJIKOODYNZFJFF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  107
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  8-ethyl-9-oxo-8,9-dihydrothiazolo[5,4-f]quinazoline-2-carbonitrile 、 异丙醇 在 sodium hydroxide 作用下， 反应 0.25h， 以55%的产率得到8-Ethyl-9-oxo-8,9-dihydro-thiazolo[5,4-f]quinazoline-2-carboximidic acid isopropyl ester
  参考文献：
  名称：

  Novel 9-oxo-thiazolo[5,4-f]quinazoline-2-carbonitrile derivatives as dual cyclin-dependent kinase 1 (CDK1)/glycogen synthase kinase-3 (GSK-3) inhibitors: Synthesis, biological evaluation and molecular modeling studies

  摘要：

  Continuous efforts in microwave-assisted synthesis and the structure-activity relationships' (SARs) studies of novel modified 9-oxo-thiazolo[5,4-f]quinazoline-2-carbonitriles, allowed identification of new amidine and imidate derivatives as potent and dual CDK1/GSK-3 inhibitors. Combination of lead optimization and molecular modeling studies allowed identification of a dual CDK1/GSK-3 inhibitor (compound 13d) with submicromolar values. (c) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.09.020

文献信息

• Novel 9-oxo-thiazolo[5,4-f]quinazoline-2-carbonitrile derivatives as dual cyclin-dependent kinase 1 (CDK1)/glycogen synthase kinase-3 (GSK-3) inhibitors: Synthesis, biological evaluation and molecular modeling studies
  作者：Cédric Logé、Alexandra Testard、Valérie Thiéry、Olivier Lozach、Mélina Blairvacq、Jean-Michel Robert、Laurent Meijer、Thierry Besson

  DOI：10.1016/j.ejmech.2007.09.020

  日期：2008.7

  Continuous efforts in microwave-assisted synthesis and the structure-activity relationships' (SARs) studies of novel modified 9-oxo-thiazolo[5,4-f]quinazoline-2-carbonitriles, allowed identification of new amidine and imidate derivatives as potent and dual CDK1/GSK-3 inhibitors. Combination of lead optimization and molecular modeling studies allowed identification of a dual CDK1/GSK-3 inhibitor (compound 13d) with submicromolar values. (c) 2007 Elsevier Masson SAS. All rights reserved.