{[2-(2-Benzoylamino-6-oxo-1,6-dihydro-purin-9-ylmethoxy)-ethoxycarbamoyl]-methyl}-phosphonic acid diethyl ester | 294177-16-5

• 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: {[2-(2-Benzoylamino-6-oxo-1,6-dihydro-purin-9-ylmethoxy)-ethoxycarbamoyl]-methyl}-phosphonic acid diethyl ester
• CAS: 294177-16-5
• 化学式: C₂₁H₂₇N₆O₈P
• 分子量: 522.455
• InChiKey: PHBFIBHYWNRKFA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.66
• 重原子数：
  36.0
• 可旋转键数：
  14.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  175.76
• 氢给体数：
  3.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  {[2-(2-Benzoylamino-6-oxo-1,6-dihydro-purin-9-ylmethoxy)-ethoxycarbamoyl]-methyl}-phosphonic acid diethyl ester 在 2,4,6-三甲基吡啶 、 sodium hydroxide 、 三甲基溴硅烷 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 36.5h， 生成
  参考文献：
  名称：

  Synthesis and antiviral properties of novel analogues of monophosphate and diphosphate bioactive forms of acyclovir

  摘要：

  New analogues (compounds 6, 7 and 9) of the mono- (8) and diphosphate (10) bioactive forms of the antiherpes drug acyclovir are described. In compound 6, the monophosphate moiety of 8 was replaced by an aminosulfonyloxy group, while in compounds 7 and 9, a phosphonoacetamidoxy and an O-ethyl phosphonoacetamidoxy moiety are, respectively present instead of the diphosphate one of 10. None of the compounds synthesized proved to possess an appreciable activity on herpes simplex virus (HSV) or human immunodeficiency virus (HIV). (C) 2000 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(00)00046-x
• 作为产物：
  描述：

  N-{9-[2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yloxy)-ethoxymethyl]-6-oxo-6,9-dihydro-1H-purin-2-yl}-benzamide 在 1-羟基苯并三唑 、 一水合肼 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 25.5h， 生成 {[2-(2-Benzoylamino-6-oxo-1,6-dihydro-purin-9-ylmethoxy)-ethoxycarbamoyl]-methyl}-phosphonic acid diethyl ester
  参考文献：
  名称：

  Synthesis and antiviral properties of novel analogues of monophosphate and diphosphate bioactive forms of acyclovir

  摘要：

  New analogues (compounds 6, 7 and 9) of the mono- (8) and diphosphate (10) bioactive forms of the antiherpes drug acyclovir are described. In compound 6, the monophosphate moiety of 8 was replaced by an aminosulfonyloxy group, while in compounds 7 and 9, a phosphonoacetamidoxy and an O-ethyl phosphonoacetamidoxy moiety are, respectively present instead of the diphosphate one of 10. None of the compounds synthesized proved to possess an appreciable activity on herpes simplex virus (HSV) or human immunodeficiency virus (HIV). (C) 2000 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(00)00046-x