2-(indirubin-5-carbonylamino)-ethyl-trimethyl-ammonium methosulfate | 1238057-39-0

• 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: 2-(indirubin-5-carbonylamino)-ethyl-trimethyl-ammonium methosulfate
• 英文别名: 2-[[2-hydroxy-3-(3-oxoindol-2-yl)-1H-indole-5-carbonyl]amino]ethyl-trimethylazanium;methyl sulfate
• CAS: 1238057-39-0
• 化学式: CH₃O₄S*C₂₂H₂₃N₄O₃
• 分子量: 502.548
• InChiKey: ILKOPGYMFKXHNO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.72
• 重原子数：
  35
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  169
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  5-[N-(2-dimethylaminoethyl)aminocarbonyl]indirubin 、 硫酸二甲酯 以 5,5-dimethyl-1,3-cyclohexadiene 、 硝基苯 为溶剂， 反应 0.75h， 以82%的产率得到2-(indirubin-5-carbonylamino)-ethyl-trimethyl-ammonium methosulfate
  参考文献：
  名称：

  Synthesis and cytotoxicity of novel indirubin-5-carboxamides

  摘要：

  Indirubins have been reported to act as potent inhibitors of protein kinases relevant to tumorigenesis and of tumor cell growth, but their development to antitumor drugs suffer from their poor water solubility. We synthesized a novel class of indirubin derivatives, indirubin-5-carboxamides, carrying amide substituents with basic centers. Quaternization or protonation of these alkylamino substituents provided indirubins with significantly improved solubility without loss of bioactivity. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.04.066

文献信息

• Synthesis and cytotoxicity of novel indirubin-5-carboxamides
  作者：Xinlai Cheng、Paul Rasqué、Sandra Vatter、Karl-Heinz Merz、Gerhard Eisenbrand

  DOI：10.1016/j.bmc.2010.04.066

  日期：2010.6.15

  Indirubins have been reported to act as potent inhibitors of protein kinases relevant to tumorigenesis and of tumor cell growth, but their development to antitumor drugs suffer from their poor water solubility. We synthesized a novel class of indirubin derivatives, indirubin-5-carboxamides, carrying amide substituents with basic centers. Quaternization or protonation of these alkylamino substituents provided indirubins with significantly improved solubility without loss of bioactivity. (C) 2010 Elsevier Ltd. All rights reserved.