1-(1-methyl-1H-indol-3-yl)-3-[2-(4-methyl-piperazin-1-yl)-phenyl]-prop-2-en-1-one | 1344706-49-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 1-(1-methyl-1H-indol-3-yl)-3-[2-(4-methyl-piperazin-1-yl)-phenyl]-prop-2-en-1-one
• 英文别名: 1-(1-methylindol-3-yl)-3-[2-(4-methylpiperazin-1-yl)phenyl]prop-2-en-1-one
• CAS: 1344706-49-5
• 化学式: C₂₃H₂₅N₃O
• 分子量: 359.471
• InChiKey: PDSODPRWKCNFBT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.83
• 重原子数：
  27.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  28.48
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  1-(1-甲基-1H-吲哚-3-基)-1-乙酮 、 2-(4-甲基哌嗪)苯甲醛 在 potassium hydroxide 作用下， 以 水 为溶剂， 反应 12.0h， 生成 1-(1-methyl-1H-indol-3-yl)-3-[2-(4-methyl-piperazin-1-yl)-phenyl]-prop-2-en-1-one
  参考文献：
  名称：

  Structural requirement of arylindolylpropenones as anti-bladder carcinoma cells agents

  摘要：

  Chalcones have been identified as interesting compounds with cytotoxicity, anti-inflammatory and antioxidant properties. In the present study, we report the synthesis and evaluation of new 1-(N-methylindolyl)-3-phenylpropenones as anti-cancer agents acting on bladder carcinoma cell line. Among the 15 investigated molecules, three of them inhibit the growth of bladder cancer cells with IC50 values less than 4 mu M after 48 h of treatment. To investigate their mode of action, cell cycle analyses were performed. The most active compounds induce high accumulation at the G2+M phase as assessed by flow cytometry. The structure-activity relationship drawn from the present study highlights the importance of the substitution pattern of the phenyl ring and provides valuable information for further development of this class of compounds as novel anti-cancer chemotherapeutic agents. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.08.015