2-(2-cyano-3-(1-methyl-1H-indol-3-yl)-3-oxoprop-1-enyl)benzonitrile | 1589071-22-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 2-(2-cyano-3-(1-methyl-1H-indol-3-yl)-3-oxoprop-1-enyl)benzonitrile
• CAS: 1589071-22-6
• 化学式: C₂₀H₁₃N₃O
• 分子量: 311.343
• InChiKey: YFCWFVSYYIVSRC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.84
• 重原子数：
  24.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  69.58
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  1-甲基吲哚 在 乙酸酐 、 potassium hydroxide 作用下， 以 乙醇 为溶剂， 生成 2-(2-cyano-3-(1-methyl-1H-indol-3-yl)-3-oxoprop-1-enyl)benzonitrile
  参考文献：
  名称：

  Multisubstituted indole–acrylonitrile hybrids as potential cytotoxic agents

  摘要：

  A series of multisubstituted indole-acrylonitrile hybrids were designed, synthesized and evaluated for their potential cytotoxic activities. The bio-evaluation results indicated that some of the target compounds (such as 3a, 3f, 3k, 3n) exhibited good to moderate cytotoxic effect on HepG2, BCG-823, BEL7402, and HL-7702 cell lines. Especially, the compounds 3a and 3k also exhibited high cytotoxic activities (3a, 19.38 +/- 3.38 mu M; 3k, 15.43 +/- 3.54 mu M) against the BEL-7402 cell line resistant to Taxol (>25 mu M) and 5-FU (>500 mu M), which might be developed as novel lead scaffold for potential anticancer agents. (c) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.03.011