N-[2-hydroxy-2-(1H-indol-3-yl)ethyl]-2-(1H-indol-3-yl)-2-oxoacetamide | 1177424-02-0

• 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: N-[2-hydroxy-2-(1H-indol-3-yl)ethyl]-2-(1H-indol-3-yl)-2-oxoacetamide
• CAS: 1177424-02-0
• 化学式: C₂₀H₁₇N₃O₃
• 分子量: 347.373
• InChiKey: VUNHOEJBRHPETP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  98
• 氢给体数：
  4
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-[2-hydroxy-2-(1H-indol-3-yl)ethyl]-2-(1H-indol-3-yl)-2-oxoacetamide 以 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 以49%的产率得到coscinamide B
  参考文献：
  名称：

  A concise synthesis of indolic enamides: coscinamide A, coscinamide B, and igzamide

  摘要：

  A concise synthesis of indolic enamides coscinamide A, coscinamide B, and the brominated tryptamine derivative igzamide is described. Both E- and Z-isomers of these natural compounds were obtained during the thermally assisted dehydration reaction and were tested for antitumor activity. Coscinamide B was found to possess antitumor activity against DU145 with an IC50 of 7.6 mu g/mL. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.05.030
• 作为产物：
  描述：

  吲哚-3-乙醛酰氯 、 2-氨基-1-(1H-吲哚-3-基)乙醇 在 三乙胺 作用下， 以80%的产率得到N-[2-hydroxy-2-(1H-indol-3-yl)ethyl]-2-(1H-indol-3-yl)-2-oxoacetamide
  参考文献：
  名称：

  A concise synthesis of indolic enamides: coscinamide A, coscinamide B, and igzamide

  摘要：

  A concise synthesis of indolic enamides coscinamide A, coscinamide B, and the brominated tryptamine derivative igzamide is described. Both E- and Z-isomers of these natural compounds were obtained during the thermally assisted dehydration reaction and were tested for antitumor activity. Coscinamide B was found to possess antitumor activity against DU145 with an IC50 of 7.6 mu g/mL. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.05.030

文献信息

• A concise synthesis of indolic enamides: coscinamide A, coscinamide B, and igzamide
  作者：Yuelong Ma、Kenichi Yakushijin、Fumiko Miyake、David Horne

  DOI：10.1016/j.tetlet.2009.05.030

  日期：2009.7

  A concise synthesis of indolic enamides coscinamide A, coscinamide B, and the brominated tryptamine derivative igzamide is described. Both E- and Z-isomers of these natural compounds were obtained during the thermally assisted dehydration reaction and were tested for antitumor activity. Coscinamide B was found to possess antitumor activity against DU145 with an IC50 of 7.6 mu g/mL. (C) 2009 Elsevier Ltd. All rights reserved.