3-[2-(dimethylamino)ethylamino]-7-ethyl-2H-pyrimido[4,5-c]carbazol-1-one | 1239904-89-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3-[2-(dimethylamino)ethylamino]-7-ethyl-2H-pyrimido[4,5-c]carbazol-1-one
• CAS: 1239904-89-2
• 化学式: C₂₀H₂₃N₅O
• 分子量: 349.436
• InChiKey: XGQVIHLURJRLKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  61.7
• 氢给体数：
  2
• 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 3-[2-(dimethylamino)ethylamino]-7-ethyl-2H-pyrimido[4,5-c]carbazol-1-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

文献信息

• Montmorillonite K-10 catalyzed cyclization of N-ethoxycarbonyl-N′-arylguanidines: Access to pyrimido[4,5-c]carbazole and pyrimido[5,4-b]indole derivatives
  作者：Julien Debray、Walid Zeghida、Brigitte Baldeyrou、Christine Mahieu、Amélie Lansiaux、Martine Demeunynck

  DOI：10.1016/j.bmcl.2010.05.028

  日期：2010.7

  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.