2-[2-(Dimethylamino)ethylamino]-3,5-dihydropyrimido[5,4-b]indol-4-one | 1239904-91-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并嘧啶类
• 英文名称: 2-[2-(Dimethylamino)ethylamino]-3,5-dihydropyrimido[5,4-b]indol-4-one
• 英文别名: 2-[2-(dimethylamino)ethylamino]-3,5-dihydropyrimido[5,4-b]indol-4-one
• CAS: 1239904-91-6
• 化学式: C₁₄H₁₇N₅O
• 分子量: 271.322
• InChiKey: WEPKJKZLMLXCBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  72.5
• 氢给体数：
  3
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  在 Montmorillonite K-10 clay 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 1.0h， 生成 2-[2-(Dimethylamino)ethylamino]-3,5-dihydropyrimido[5,4-b]indol-4-one
  参考文献：
  名称：

  Montmorillonite K-10 catalyzed cyclization of N-ethoxycarbonyl-N′-arylguanidines: Access to pyrimido[4,5-c]carbazole and pyrimido[5,4-b]indole derivatives

  摘要：

  Two new heterocycles, pyrimido[4,5-c]carbazole and pyrimido[5,4-b]indole, were prepared in three steps from 3-aminocarbazole and 3-aminoindole, respectively. The key Friedel-Crafts intramolecular cyclization was realized under microwave irradiation using montmorillonite K-10 clay as a catalyst. The pyrimido[4,5-c]carbazole derivative shows significant micromolar IC(50) against cancer cell lines. Unlike similar carbazole and indolocarbazole compounds, the molecule does not interfere with topoisomerase activity. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.05.028