N-caproyl-L-prolyl-L-tyrosine amide | 200954-57-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-caproyl-L-prolyl-L-tyrosine amide
• 英文别名: L-Tyrosinamide, 1-(1-oxohexyl)-L-prolyl-；(2S)-N-[(2S)-1-amino-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]-1-hexanoylpyrrolidine-2-carboxamide
• CAS: 200954-57-0
• 化学式: C₂₀H₂₉N₃O₄
• 分子量: 375.468
• InChiKey: ZURZNROGUUVCMD-IRXDYDNUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  113
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-caproyl-L-prolyl-L-tyrosine methylate 在 氨 作用下， 以 甲醇 为溶剂， 反应 48.0h， 以59%的产率得到N-caproyl-L-prolyl-L-tyrosine amide
  参考文献：
  名称：

  Design of N-Acylprolyltyrosine “Tripeptoid” Analogues of Neurotensin as Potential Atypical Antipsychotic Agents

  摘要：

  A series of N-acylprolyltyrosine amides was designed as tripeptoid analogues of neurotensin. The substituted dipeptides were tested in vivo for antidopamine activity by their ability to inhibit the apomorphine-induced climbing in mice and the dopamine-induced extrapolatory behavior impairment in rats. The N-acylprolyltyrosine amides structure-activity relationships have indicated the size of the N-acyl group and the configuration of amino acids that are important for the activity. Pie found that the bioactivity has been increased dramatically when the n-hydrocarbon chain on the N-acyl group was increased from four to five carbon atoms, The activity seems to reside exclusively in the L-Tyr diastereomers. All of the compounds tested were inactive in the cataleptogenic action and did not exhibit the acute toxicity even at doses 500-1000 times higher than ED50 climbing test, On this basis, the N-acylprolyltyrosine amides could potentially be a novel class of atypical antipsychotic agents.

  DOI：

  10.1021/jm970217c

文献信息

• ——
  作者：N. I. Zaitseva、V. P. Lezina、A. N. Ignashin、V. K. Briling、T. A. Gudasheva

  DOI：10.1023/a:1012707304680

  日期：——