8-(4-methylbenzyl)-7-phenyl-6,8-dihydro-5H-pyrrolo[3,4-h]quinazolin-2-ol | 1575821-66-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 8-(4-methylbenzyl)-7-phenyl-6,8-dihydro-5H-pyrrolo[3,4-h]quinazolin-2-ol
• 英文别名: 8-(4-methylbenzyl)-7-phenyl-3,5,6,8-tetrahydro-2H-pyrrolo[3,4-h]quinazolin-2-one
• CAS: 1575821-66-7
• 化学式: C₂₄H₂₁N₃O
• 分子量: 367.45
• InChiKey: JUDZHSFLHFFZDP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.36
• 重原子数：
  28.0
• 可旋转键数：
  3.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  50.68
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  4-甲基氯苄 在 potassium tert-butylate 、 sodium hydride 作用下， 以 四氢呋喃 、 乙醇 、 甲苯 、 mineral oil 为溶剂， 反应 53.0h， 生成 8-(4-methylbenzyl)-7-phenyl-6,8-dihydro-5H-pyrrolo[3,4-h]quinazolin-2-ol
  参考文献：
  名称：

  Synthesis of a new class of pyrrolo[3,4-h]quinazolines with antimitotic activity

  摘要：

  A new series of pyrrolo[3,4-h]quinazolines was conveniently prepared with a broad substitution pattern. A large number of derivatives was obtained and the cellular cytotoxicity was evaluated in vitro against 5 different human tumor cell lines with GI(50) values reaching the low micromolar level (1.3-19.8 mu M). These compounds were able to induce cell death mainly by apoptosis through a mitochondrial dependent pathway. Selected compounds showed antimitotic activity and a reduction of tubulin polymerization in a concentration-dependent manner. Moreover, they showed anti-angiogenic properties since reduced in vitro endothelial cell migration and disrupted HUVEC capillary-like tube network in Matrigel. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.10.014