tryptophan 3,5-bis(trifluoromethyl)benzyl ester 2-(2-oxo-2-((1-phenethylpiperidin-4-yl)(phenyl)amino)ethoxy)acetate | 1338727-49-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: tryptophan 3,5-bis(trifluoromethyl)benzyl ester 2-(2-oxo-2-((1-phenethylpiperidin-4-yl)(phenyl)amino)ethoxy)acetate
• CAS: 1338727-49-3
• 化学式: C₂₀H₁₆F₆N₂O₂*C₂₃H₂₈N₂O₄
• 分子量: 826.836
• InChiKey: HHNYPVHXDPIDNB-SFVHDIHTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.65
• 重原子数：
  59.0
• 可旋转键数：
  14.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  138.19
• 氢给体数：
  3.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  N-苯基-1-(2-苯乙基)-4-哌啶胺 在 溶剂黄146 、 potassium hydroxide 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 tryptophan 3,5-bis(trifluoromethyl)benzyl ester 2-(2-oxo-2-((1-phenethylpiperidin-4-yl)(phenyl)amino)ethoxy)acetate
  参考文献：
  名称：

  Synthesis and biological evaluation of new opioid agonist and neurokinin-1 antagonist bivalent ligands

  摘要：

  Newly designed bivalent ligands-opioid agonist/NK1-antagonists have been synthesized. The synthesis of new starting materials-carboxy-derivatives of Fentanyl (1a-1c) was developed. These products have been transformed to 'isoimidium perchlorates' (2a-c). The new isoimidium perchlorates have been successfully implemented in nucleophilic addition reactions, with L-tryptophan 3,5-bis(trifluoromethyl)benzyl ester to give the target compounds-amides (3a-c). Perchlorates (2a-c) successfully undergo reactions with other nucleophiles such as alcohols, amines or hydrazines. The obtained compound 3b exhibited mu-opioid agonist activity and NK1-antagonist activity and may serve as a useful lead compound for the further design of a new series of opioid agonist/NK1-antagonist compounds. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2011.08.027