((2-(2-amino-6-(cyclopropylamino)-9H-purine-9-yl)ethoxy)methyl)phosphonic acid | 913356-69-1

• 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-amino-6-(cyclopropylamino)-9H-purine-9-yl)ethoxy)methyl)phosphonic acid
• 英文别名: Diethyl ((2-(2-amino-6-(cyclopropylamino)-9H-purin-9-yl)ethoxy)methyl)phosphonate；6-N-cyclopropyl-9-[2-(diethoxyphosphorylmethoxy)ethyl]purine-2,6-diamine
• CAS: 913356-69-1
• 化学式: C₁₅H₂₅N₆O₄P
• 分子量: 384.375
• InChiKey: WGZZRSCLZGHRQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.22
• 重原子数：
  26.0
• 可旋转键数：
  11.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  126.41
• 氢给体数：
  2.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  ((2-(2-amino-6-(cyclopropylamino)-9H-purine-9-yl)ethoxy)methyl)phosphonic acid 在 三甲基溴硅烷 作用下， 反应 12.0h， 生成 N₆-cyclopropyl-2,6-diamino-9-[2-(phosphonomethoxy)ethyl]purine
  参考文献：
  名称：

  Synthesis and anti-HBV evaluation of mono l-amino acid ester, mono non-steroid anti-inflammation drug carboxylic ester derivatives of acyclonucleoside phosphonates

  摘要：

  A series of mono L-amino acid ester, mono non-steroid anti-inflammation drug (NSAID), carboxylic ester derivatives of acyclonucleoside phosphonates were prepared by using a "one pot synthesis" method and their in vitro anti-HBV activity were evaluated in HepG 2.2.15 cells. Compound 9a exhibited more potent anti-HBV activity and lower cytotoxicity than those of adefovir dipivoxil with IC50 and selective index (SI) values of 0.48 mu mol/L and 763.72, respectively. (C) 2013 Xiao-Zhong Fu and Yong-Lin Wang. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2013.09.013
• 作为产物：
  描述：

  [(2-氯乙氧基)甲基]膦酸二乙酯 在 caesium carbonate 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 ((2-(2-amino-6-(cyclopropylamino)-9H-purine-9-yl)ethoxy)methyl)phosphonic acid
  参考文献：
  名称：

  Synthesis and anti-HBV evaluation of mono l-amino acid ester, mono non-steroid anti-inflammation drug carboxylic ester derivatives of acyclonucleoside phosphonates

  摘要：

  A series of mono L-amino acid ester, mono non-steroid anti-inflammation drug (NSAID), carboxylic ester derivatives of acyclonucleoside phosphonates were prepared by using a "one pot synthesis" method and their in vitro anti-HBV activity were evaluated in HepG 2.2.15 cells. Compound 9a exhibited more potent anti-HBV activity and lower cytotoxicity than those of adefovir dipivoxil with IC50 and selective index (SI) values of 0.48 mu mol/L and 763.72, respectively. (C) 2013 Xiao-Zhong Fu and Yong-Lin Wang. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2013.09.013