acyclovir P-(O-isopropyl) ethoxycarbonylphosphonate

• 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: acyclovir P-(O-isopropyl) ethoxycarbonylphosphonate
• 英文别名: ethyl [2-[(2-amino-6-oxo-1H-purin-9-yl)methoxy]ethoxy-isopropoxy-phosphoryl]formate；ethyl [2-[(2-amino-6-oxo-1H-purin-9-yl)methoxy]ethoxy-propan-2-yloxyphosphoryl]formate
• 化学式: C₁₄H₂₂N₅O₇P
• 分子量: 403.332
• InChiKey: YYDWYUMKYZBJQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  27
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  156
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  阿昔洛韦 在 吡啶 、 triisopropylbenzenesulfonyl chloride 、 三甲基乙酰氯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 生成 acyclovir P-(O-isopropyl) ethoxycarbonylphosphonate
  参考文献：
  名称：

  Synthesis and Antiherpetic Activity of Acyclovir Phosphonates

  摘要：

  Phosphonate derivatives of acyclovir containing phosphorous acid and ethoxy-carbonylphosphonic acid residues as well as their isopropyl esters were prepared. They selectively inhibited the herpes simplex virus 1 reproduction in Vero cell culture, the efficacy of esters being 3-4 times higher than that of ACV. The hydrolysis of the synthesized compounds was studied in the PBS buffer and human blood serum.

  DOI：

  10.1081/ncn-120021431

文献信息

• Synthesis and Antiherpetic Activity of Acyclovir Phosphonates
  作者：Inna L. Karpenko、Maxim V. Jasko、Valeriya L. Andronova、Alexander V. Ivanov、Marina K. Kukhanova、Georgy A. Galegov、Yury S. Skoblov

  DOI：10.1081/ncn-120021431

  日期：2003.6

  Phosphonate derivatives of acyclovir containing phosphorous acid and ethoxy-carbonylphosphonic acid residues as well as their isopropyl esters were prepared. They selectively inhibited the herpes simplex virus 1 reproduction in Vero cell culture, the efficacy of esters being 3-4 times higher than that of ACV. The hydrolysis of the synthesized compounds was studied in the PBS buffer and human blood serum.