Allyl [allyloxycarbonyloxymethoxy-[2-(6-aminopurin-9-yl)ethoxymethyl]phosphoryl]oxymethyl carbonate | 873425-09-3

• 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: Allyl [allyloxycarbonyloxymethoxy-[2-(6-aminopurin-9-yl)ethoxymethyl]phosphoryl]oxymethyl carbonate
• 英文别名: [2-(6-aminopurin-9-yl)ethoxymethyl-(prop-2-enoxycarbonyloxymethoxy)phosphoryl]oxymethyl prop-2-enyl carbonate
• CAS: 873425-09-3
• 化学式: C₁₈H₂₄N₅O₁₀P
• 分子量: 501.39
• InChiKey: OGHFILGQYUIQAK-UHFFFAOYSA-N

物化性质

• 沸点：
  646.1±65.0 °C(Predicted)
• 密度：
  1.46±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  34
• 可旋转键数：
  19
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  185
• 氢给体数：
  1
• 氢受体数：
  14

反应信息

• 作为产物：
  描述：

  Chloromethyl prop-2-enyl carbonate 、 阿德福韦 在 TEA 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 4.5h， 生成 Allyl [allyloxycarbonyloxymethoxy-[2-(6-aminopurin-9-yl)ethoxymethyl]phosphoryl]oxymethyl carbonate
  参考文献：
  名称：

  Some new acyclic nucleotide analogues as antiviral prodrugs: Synthesis and bioactivities in vitro

  摘要：

  A series of ester analogues of acyclic nucleotide PMPA and PMEA were synthesized as potent antiviral agents. The antiviral evaluation results indicated that his benzyl ester prodrug of PMPA 5f and bis allyl ester prodrug of PMEA 5g exhibited potent antiviral activities. The IC50 of 5f for HBV was 2.15 mu M, and the IC50 of 5g for HIV-1 was 1.61 mu M. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.08.065

文献信息

• Some new acyclic nucleotide analogues as antiviral prodrugs: Synthesis and bioactivities in vitro
  作者：Yan-bo Tang、Zong-gen Peng、Zong-ying Liu、Yan-ping Li、Jian-dong Jiang、Zhuo-rong Li

  DOI：10.1016/j.bmcl.2007.08.065

  日期：2007.11

  A series of ester analogues of acyclic nucleotide PMPA and PMEA were synthesized as potent antiviral agents. The antiviral evaluation results indicated that his benzyl ester prodrug of PMPA 5f and bis allyl ester prodrug of PMEA 5g exhibited potent antiviral activities. The IC50 of 5f for HBV was 2.15 mu M, and the IC50 of 5g for HIV-1 was 1.61 mu M. (C) 2007 Elsevier Ltd. All rights reserved.