5-<(5,6,7-trimethoxy-1H-indol-2-ylcarbonyl)amino>-1H-indole-2-carboxylic acid ethyl ester | 224321-55-5

• 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: 5-<(5,6,7-trimethoxy-1H-indol-2-ylcarbonyl)amino>-1H-indole-2-carboxylic acid ethyl ester
• 英文别名: ethyl 5-[(5,6,7-trimethoxy-1H-indole-2-carbonyl)amino]-1H-indole-2-carboxylate
• CAS: 224321-55-5
• 化学式: C₂₃H₂₃N₃O₆
• 分子量: 437.452
• InChiKey: CYQWNLQGZDJTEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  115
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-<(5,6,7-trimethoxy-1H-indol-2-ylcarbonyl)amino>-1H-indole-2-carboxylic acid ethyl ester 在 氢氧化钾 、 乙醇 作用下， 反应 1.0h， 以89%的产率得到5-<(5,6,7-trimethoxy-1H-indol-2-ylcarbonyl)amino>-1H-indole-2-carboxylic acid
  参考文献：
  名称：

  Novel Cyclopropapyrroloindole Derivative (AT-3510) Bearing Methoxycarbonyl and Trifluoromethyl Groups

  摘要：

  The seco-Cl 3-methoxycarbonyl-2-trifluoromethylcyclopropapyrroloindole (MCTFCPI) derivatives dl- and/or (S)-10 carrying various acyl moieties at the NG-position were synthesized along with their prodrugs (S)-12, and their antitumor activity was evaluated. Among these derivatives, AT-3510 [(S)-12m], the novel prodrug MCTFCPI derivative carrying a 5-(7-methoxybenzofuran-2-ylcarbonyl)aminoindole-2-carbonyl group at the NG-position, was found to exhibit more excellent antitumor activity against human tumor xenografts than the clinical trial candidates carzelesin (6) and KW-2189 (7) and cisplatin.

  DOI：

  10.1021/jm980668c
• 作为产物：
  描述：

  5-氨基吲哚-2-甲酸乙酯 、 5,6,7-三甲氧基-1H-吲哚-2-羧酸 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以74%的产率得到5-<(5,6,7-trimethoxy-1H-indol-2-ylcarbonyl)amino>-1H-indole-2-carboxylic acid ethyl ester
  参考文献：
  名称：

  Novel Cyclopropapyrroloindole Derivative (AT-3510) Bearing Methoxycarbonyl and Trifluoromethyl Groups

  摘要：

  The seco-Cl 3-methoxycarbonyl-2-trifluoromethylcyclopropapyrroloindole (MCTFCPI) derivatives dl- and/or (S)-10 carrying various acyl moieties at the NG-position were synthesized along with their prodrugs (S)-12, and their antitumor activity was evaluated. Among these derivatives, AT-3510 [(S)-12m], the novel prodrug MCTFCPI derivative carrying a 5-(7-methoxybenzofuran-2-ylcarbonyl)aminoindole-2-carbonyl group at the NG-position, was found to exhibit more excellent antitumor activity against human tumor xenografts than the clinical trial candidates carzelesin (6) and KW-2189 (7) and cisplatin.

  DOI：

  10.1021/jm980668c