ethyl 9-methyl-8-(4-methylbenzyl)-2-(phenylamino)-6,8-dihydro-5H-pyrrolo[3,4-h]quinazoline-7-carboxylate | 1575821-89-4

• 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: ethyl 9-methyl-8-(4-methylbenzyl)-2-(phenylamino)-6,8-dihydro-5H-pyrrolo[3,4-h]quinazoline-7-carboxylate
• CAS: 1575821-89-4
• 化学式: C₂₈H₂₈N₄O₂
• 分子量: 452.556
• InChiKey: ZYPRWVZDKXWKSH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.63
• 重原子数：
  34.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  69.04
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  ethyl 3-methyl-2-(p-methylbenzyl)-4-oxo-4,5,6,7-tetrahydro-2H-isoindole-1-carboxylate 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 26.0h， 生成 ethyl 9-methyl-8-(4-methylbenzyl)-2-(phenylamino)-6,8-dihydro-5H-pyrrolo[3,4-h]quinazoline-7-carboxylate
  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