3-Amino-2-(5-methoxy-2-methyl-1H-indol-3-yl)-propionic acid | 81631-02-9

• 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: 3-Amino-2-(5-methoxy-2-methyl-1H-indol-3-yl)-propionic acid
• CAS: 81631-02-9
• 化学式: C₁₃H₁₆N₂O₃
• 分子量: 248.282
• InChiKey: SFHBEKQQRKXRLS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.61
• 重原子数：
  18.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  88.34
• 氢给体数：
  3.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  甲醇 、 3-Amino-2-(5-methoxy-2-methyl-1H-indol-3-yl)-propionic acid 在 氯化亚砜 作用下， 反应 18.0h， 生成 methyl 3-amino-2-(5-methoxy-2-methyl-1H-indol-3-yl)propanoate
  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
• 作为产物：
  描述：

  Cyano-(5-methoxy-2-methyl-1H-indol-3-yl)-acetic acid ethyl ester 在 Raney Ni (W-4) sodium hydroxide 、 氢气 作用下， 反应 8.0h， 生成 3-Amino-2-(5-methoxy-2-methyl-1H-indol-3-yl)-propionic acid
  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