3-Amino-2-(5-fluoro-1H-indol-3-yl)-propionic acid methyl ester | 79754-84-0

• 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: 3-Amino-2-(5-fluoro-1H-indol-3-yl)-propionic acid methyl ester
• 英文别名: methyl 3-amino-2-(5-fluoro-1H-indol-3-yl)propanoate
• CAS: 79754-84-0
• 化学式: C₁₂H₁₃FN₂O₂
• 分子量: 236.246
• InChiKey: KOAZJWVFXGGYKF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  68.1
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  ethyl 3-acetylamino-2-(1-ethoxycarbonyl-5-fluoroindol-3-yl)-propanoate 在 sodium hydroxide 、 氯化亚砜 作用下， 反应 26.0h， 生成 3-Amino-2-(5-fluoro-1H-indol-3-yl)-propionic acid methyl ester
  参考文献：
  名称：

  Tryptophan analogs. 1. Synthesis and antihypertensive activity of positional isomers

  摘要：

  A series of tryptophan analogues having the carboxyl function at the beta-position was synthesized and tested for antihypertensive activity. The 5-methoxy analogue 46 exhibited antihypertensive activity in the rat via the oral route and was much more potent than the normal tryptophan analogue. The methyl ester was found to be a critical structural feature for activity.

  DOI：

  10.1021/jm00348a022

文献信息

• Tryptophan analogs. 1. Synthesis and antihypertensive activity of positional isomers
  作者：Max E. Safdy、Elva Kurchacova、Robert N. Schut、Horacio Vidrio、Enrique Hong

  DOI：10.1021/jm00348a022

  日期：1982.6

  A series of tryptophan analogues having the carboxyl function at the beta-position was synthesized and tested for antihypertensive activity. The 5-methoxy analogue 46 exhibited antihypertensive activity in the rat via the oral route and was much more potent than the normal tryptophan analogue. The methyl ester was found to be a critical structural feature for activity.