2-amino-1-(6-bromo-1H-indol-3-yl)ethanol | 1177424-01-9

• 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-amino-1-(6-bromo-1H-indol-3-yl)ethanol
• CAS: 1177424-01-9
• 化学式: C₁₀H₁₁BrN₂O
• 分子量: 255.114
• InChiKey: OQBAZMCPPYHRKU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  62
• 氢给体数：
  3
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  吲哚-3-乙醛酰氯 、 2-amino-1-(6-bromo-1H-indol-3-yl)ethanol 在 三乙胺 作用下， 以83%的产率得到N-[2-(6-bromo-1H-indol-3-yl)-2-hydroxyethyl]-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
• 作为产物：
  描述：

  6-bromooxotryptamine 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 以89%的产率得到2-amino-1-(6-bromo-1H-indol-3-yl)ethanol
  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.