N-[4-(acetoxymethyl)phenyl]-3-[[N-(3-methoxycarbonylpropyl)amino]methyl]pyrrolidine-1-carboxamide | 1253678-68-0

• 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-[4-(acetoxymethyl)phenyl]-3-[[N-(3-methoxycarbonylpropyl)amino]methyl]pyrrolidine-1-carboxamide
• 英文别名: Methyl 4-[[1-[[4-(acetyloxymethyl)phenyl]carbamoyl]pyrrolidin-3-yl]methylamino]butanoate
• CAS: 1253678-68-0
• 化学式: C₂₀H₂₉N₃O₅
• 分子量: 391.467
• InChiKey: VNVUDYZVJJIEOC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  28
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  97
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  N-[4-(acetoxymethyl)phenyl]-pyrrolidine-3-carbaldehyde-1-carboxamide 、 4-氨基丁酸甲酯盐酸盐 在 三乙胺 、 sodium cyanoborohydride 作用下， 以 甲醇 、 四氢呋喃 为溶剂， 反应 1.0h， 以0.029 g的产率得到N-[4-(acetoxymethyl)phenyl]-3-[[N-(3-methoxycarbonylpropyl)amino]methyl]pyrrolidine-1-carboxamide
  参考文献：
  名称：

  Design and preparation of sterol mimetics as potential antiparasitics

  摘要：

  We have previously shown that azasterols have activity against Trypanosoma brucei, Trypanosoma cruzi and Leishmania species, which are the causative agents of various neglected tropical diseases. In this paper, we discuss the replacement of the sterol core of the azasterols with sterol mimics. Various mimics were designed, and the structures were minimised to see if they could adopt a similar conformation to that of the azasterols. From this, two series of mimics were synthesised and then evaluated against the parasites. Compounds showed moderate activity. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.08.007

文献信息

• Design and preparation of sterol mimetics as potential antiparasitics
  作者：Federica Gigante、Marcel Kaiser、Reto Brun、Ian H. Gilbert

  DOI：10.1016/j.bmc.2010.08.007

  日期：2010.10.15

  We have previously shown that azasterols have activity against Trypanosoma brucei, Trypanosoma cruzi and Leishmania species, which are the causative agents of various neglected tropical diseases. In this paper, we discuss the replacement of the sterol core of the azasterols with sterol mimics. Various mimics were designed, and the structures were minimised to see if they could adopt a similar conformation to that of the azasterols. From this, two series of mimics were synthesised and then evaluated against the parasites. Compounds showed moderate activity. (C) 2010 Elsevier Ltd. All rights reserved.