TR 3383 | 81631-25-6

• 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: TR 3383
• 英文别名: ethyl 3-(3-Indolyl)-3-(5-tetrazolyl) propionate；ethyl 3-(1H-indol-3-yl)-3-(2H-tetrazol-5-yl)propanoate
• CAS: 81631-25-6
• 化学式: C₁₄H₁₅N₅O₂
• 分子量: 285.305
• InChiKey: AHEYEXLBNBEENR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  96.6
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  TR 3383 在 一水合肼 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 15.0h， 生成 [2-(1H-Indol-3-yl)-2-(1H-tetrazol-5-yl)-ethyl]-carbamic acid ethyl 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
• 作为产物：
  描述：

  3-Cyan-3-(3-Indolyl)propionsaeure-ethylester 在 sodium azide 、 氯化铵 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 以55%的产率得到TR 3383
  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

• KURCHACOVA, E.;SAFDY, M. E.
  作者：KURCHACOVA, E.、SAFDY, M. E.

  DOI：——

  日期：——
• US4333943A
  申请人：——

  公开号：US4333943A

  公开（公告）日：1982-06-08
• 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.