α-acetyl-α-(5-methoxy-3-indolyl)acetonitrile | 81630-87-7

• 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: α-acetyl-α-(5-methoxy-3-indolyl)acetonitrile
• CAS: 81630-87-7
• 化学式: C₁₃H₁₂N₂O₂
• 分子量: 228.25
• InChiKey: PGSHFJFZZOMQJJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.37
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  65.88
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  α-acetyl-α-(5-methoxy-3-indolyl)acetonitrile 在 氢氧化钾 、 ammonium acetate 、 sodium cyanoborohydride 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 142.0h， 生成
  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：

  5-甲氧基吲哚-3-乙腈 、 乙酸乙酯 在 sodium ethanolate 作用下， 反应 6.0h， 以61%的产率得到α-acetyl-α-(5-methoxy-3-indolyl)acetonitrile
  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