<3-<2-<(2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methyl>phenoxy>-1,1-difluoropropyl>phosphonic acid | 172702-88-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: <3-<2-<(2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methyl>phenoxy>-1,1-difluoropropyl>phosphonic acid
• 英文别名: [3-[2-[(2-amino-6-oxo-1H-purin-9-yl)methyl]phenoxy]-1,1-difluoropropyl]phosphonic acid
• CAS: 172702-88-4
• 化学式: C₁₅H₁₆F₂N₅O₅P
• 分子量: 415.293
• InChiKey: PPKNXZQIDVIHTJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  152
• 氢给体数：
  4
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  1-(2-溴乙氧基)-2-甲基苯 在 盐酸 、 N-溴代丁二酰亚胺(NBS) 、 过氧化氢苯甲酰 、 三甲基溴硅烷 、 potassium carbonate 作用下， 以 四氯化碳 、 N,N-二甲基甲酰胺 为溶剂， 反应 59.5h， 生成 <3-<2-<(2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methyl>phenoxy>-1,1-difluoropropyl>phosphonic acid
  参考文献：
  名称：

  Fluorophosphonate derivatives of N9-benzylguanine as potent, slow-binding multisubstrate analogue inhibitors of purine nucleoside phosphorylase

  摘要：

  The phosphonate derivatives of N-9-benzylguanine (4a-4h) have ban prepared as purine nucleoside phophorylase inhibitors. Enzyme inhibition studies with PNP from calf spleen or human erythrocyte show that compounds 4b and 4c are among the best PNP inhibitors ever reported, demonstrating further the importance of fluorines in such type of inhibitors.

  DOI：

  10.1016/0040-4020(95)00891-b

文献信息

• Fluorophosphonate derivatives of N9-benzylguanine as potent, slow-binding multisubstrate analogue inhibitors of purine nucleoside phosphorylase
  作者：S. Halazy、A. Ehrhard、A. Eggenspiller、V. Berges-Gross、C. Danzin

  DOI：10.1016/0040-4020(95)00891-b

  日期：1996.1

  The phosphonate derivatives of N-9-benzylguanine (4a-4h) have ban prepared as purine nucleoside phophorylase inhibitors. Enzyme inhibition studies with PNP from calf spleen or human erythrocyte show that compounds 4b and 4c are among the best PNP inhibitors ever reported, demonstrating further the importance of fluorines in such type of inhibitors.