benzyl (N-(1H-pyrazol-1-yl)phenyl)(diphenoxyphosphoryl)methylcarbamate | 1442663-68-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: benzyl (N-(1H-pyrazol-1-yl)phenyl)(diphenoxyphosphoryl)methylcarbamate
• 英文别名: benzyl N-[diphenoxyphosphoryl-(4-pyrazol-1-ylphenyl)methyl]carbamate
• CAS: 1442663-68-4
• 化学式: C₃₀H₂₆N₃O₅P
• 分子量: 539.527
• InChiKey: AIHBCYPPKZSKAG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  39
• 可旋转键数：
  11
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  91.7
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  benzyl (N-(1H-pyrazol-1-yl)phenyl)(diphenoxyphosphoryl)methylcarbamate 在 盐酸 作用下， 以 水 为溶剂， 反应 12.0h， 生成 (4-(1H-pyrazol-1-yl)phenyl)(amino)methylphosphonic acid
  参考文献：
  名称：

  Synthesis and Structure–Activity Relationships of Phosphonic Arginine Mimetics as Inhibitors of the M1 and M17 Aminopeptidases from Plasmodium falciparum

  摘要：

  The malaria parasite Plasmodium falciparum employs two metallo-aminopeptidases, PfA-M1 and PfA-M17, which are essential for parasite survival. Compounds that inhibit the activity of either enzyme represent leads for the development of new antimalarial drugs. Here we report the synthesis and structure-activity relationships of a small library of phosphonic acid arginine mimetics that probe the SI pocket of both enzymes and map the necessary interactions that would be important for a dual inhibitor.

  DOI：

  10.1021/jm4005972
• 作为产物：
  描述：

  对氟苯甲醛 在 potassium carbonate 、 溶剂黄146 作用下， 以 二甲基亚砜 为溶剂， 反应 2.0h， 生成 benzyl (N-(1H-pyrazol-1-yl)phenyl)(diphenoxyphosphoryl)methylcarbamate
  参考文献：
  名称：

  Synthesis and Structure–Activity Relationships of Phosphonic Arginine Mimetics as Inhibitors of the M1 and M17 Aminopeptidases from Plasmodium falciparum

  摘要：

  The malaria parasite Plasmodium falciparum employs two metallo-aminopeptidases, PfA-M1 and PfA-M17, which are essential for parasite survival. Compounds that inhibit the activity of either enzyme represent leads for the development of new antimalarial drugs. Here we report the synthesis and structure-activity relationships of a small library of phosphonic acid arginine mimetics that probe the SI pocket of both enzymes and map the necessary interactions that would be important for a dual inhibitor.

  DOI：

  10.1021/jm4005972

文献信息

• Synthesis and Structure–Activity Relationships of Phosphonic Arginine Mimetics as Inhibitors of the M1 and M17 Aminopeptidases from <i>Plasmodium falciparum</i>
  作者：Komagal Kannan Sivaraman、Alessandro Paiardini、Marcin Sieńczyk、Chiara Ruggeri、Christine A. Oellig、John P. Dalton、Peter J. Scammells、Marcin Drag、Sheena McGowan

  DOI：10.1021/jm4005972

  日期：2013.6.27

  The malaria parasite Plasmodium falciparum employs two metallo-aminopeptidases, PfA-M1 and PfA-M17, which are essential for parasite survival. Compounds that inhibit the activity of either enzyme represent leads for the development of new antimalarial drugs. Here we report the synthesis and structure-activity relationships of a small library of phosphonic acid arginine mimetics that probe the SI pocket of both enzymes and map the necessary interactions that would be important for a dual inhibitor.