N'-pregabalyl-tryptamine | 1224700-56-4

• 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'-pregabalyl-tryptamine
• 英文别名: (3S)-3-(aminomethyl)-N-[2-(1H-indol-3-yl)ethyl]-5-methylhexanamide
• CAS: 1224700-56-4
• 化学式: C₁₈H₂₇N₃O
• 分子量: 301.432
• InChiKey: PSOZUQRLVWRAIL-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  70.9
• 氢给体数：
  3
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  benzyl N-[(2S)-2-[2-[2-(1H-indol-3-yl)ethylamino]-2-oxoethyl]-4-methylpentyl]carbamate 在 盐酸 、 palladium 10% on activated carbon 、 氢气 、 三氟乙酸 作用下， 以 乙醇 、 水 、 甲醇 为溶剂， 反应 2.0h， 以79%的产率得到N'-pregabalyl-tryptamine
  参考文献：
  名称：

  Synthesis, characterization and in vitro pharmacology of novel pregabalin derivatives

  摘要：

  A series of novel pregabalin derivatives were synthesized starting from N-protected pregabalin, different amino sugars, adamantylamine, serotonin and tryptamine. New compounds were spectroscopically characterized and in vitro tested on gabapentin receptor binding assay. The serotonin-pregabalin adduct showed significant binding effect and its IC(50) value was determined. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.12.049

文献信息

• Synthesis, characterization and in vitro pharmacology of novel pregabalin derivatives
  作者：Štefica Horvat、Zdenko Hameršak、Irena Stipetić、Thierry Jolas

  DOI：10.1016/j.ejmech.2009.12.049

  日期：2010.4

  A series of novel pregabalin derivatives were synthesized starting from N-protected pregabalin, different amino sugars, adamantylamine, serotonin and tryptamine. New compounds were spectroscopically characterized and in vitro tested on gabapentin receptor binding assay. The serotonin-pregabalin adduct showed significant binding effect and its IC(50) value was determined. (C) 2009 Elsevier Masson SAS. All rights reserved.