O-ethyl-O-phenyl-N-isopropyl phosphoramidate | 134050-55-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: O-ethyl-O-phenyl-N-isopropyl phosphoramidate
• 英文别名: N-[ethoxy(phenoxy)phosphoryl]propan-2-amine
• CAS: 134050-55-8
• 化学式: C₁₁H₁₈NO₃P
• 分子量: 243.243
• InChiKey: UPTJLZWJYVNMQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  苯酚 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 O-ethyl-O-phenyl-N-isopropyl phosphoramidate
  参考文献：
  名称：

  Synthesis and evaluation of phosphoramidate and phosphorothioamidate analogues of amiprophos methyl as potential antimalarial agents

  摘要：

  A series of phosphoramidate and phosphorothioamidate compounds based on the lead antitubulin herbicidal agents amiprophos methyl (APM) and butamifos were synthesised and evaluated for antimalarial activity. Of these compounds, phosphorothioamidates were more active than their oxo congeners and the nature of both aryl and amido substituents influenced the desired activity. The most active compound was 46, O-ethyl-O-(2-methyl-4-nitrophenyl)-N-cyclopentyl phosphorothioamidate, which was more effective than the lead compound. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.07.088

文献信息

• Synthesis and evaluation of phosphoramidate and phosphorothioamidate analogues of amiprophos methyl as potential antimalarial agents
  作者：Christine Mara、Enda Dempsey、Angus Bell、James W. Barlow

  DOI：10.1016/j.bmcl.2011.07.088

  日期：2011.10

  A series of phosphoramidate and phosphorothioamidate compounds based on the lead antitubulin herbicidal agents amiprophos methyl (APM) and butamifos were synthesised and evaluated for antimalarial activity. Of these compounds, phosphorothioamidates were more active than their oxo congeners and the nature of both aryl and amido substituents influenced the desired activity. The most active compound was 46, O-ethyl-O-(2-methyl-4-nitrophenyl)-N-cyclopentyl phosphorothioamidate, which was more effective than the lead compound. (C) 2011 Elsevier Ltd. All rights reserved.