[(E)-3-(2-Amino-6-chloro-purin-9-ylmethyl)-buta-1,3-dienyl]-phosphonic acid diethyl ester | 175543-40-5

• 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: [(E)-3-(2-Amino-6-chloro-purin-9-ylmethyl)-buta-1,3-dienyl]-phosphonic acid diethyl ester
• CAS: 175543-40-5
• 化学式: C₁₄H₁₉ClN₅O₃P
• 分子量: 371.763
• InChiKey: FDTWIINEICDTIS-VOTSOKGWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  24.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  105.15
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  [(E)-3-(2-Amino-6-chloro-purin-9-ylmethyl)-buta-1,3-dienyl]-phosphonic acid diethyl ester 在 sodium hydroxide 、 三甲基溴硅烷 作用下， 生成 (E)-9-(2-methylene-4-phosphonobut-3-enyl)guanine
  参考文献：
  名称：

  Synthesis, enzymatic phosphorylation and antiviral activity of acyclic dienyl phosphonate derivatives of guanine

  摘要：

  The synthesis, phosphorylation by guanylate kinase, anti HIV-1 and anti-herpesvirus activity of two acyclic dienyl phosphonate derivatives of guanine are described. (E)-9-(5-phosphono-3-methylene-4-pentenyl)guanine (4) was identified as an excellent substrate of guanylate kinase and a significant inhibitor of HIV-1 replication.

  DOI：

  10.1016/0960-894x(95)00585-h
• 作为产物：
  描述：

  [(E)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-buta-1,3-dienyl]-phosphonic acid diethyl ester 在 四丁基氟化铵 、 sodium hydride 、 三乙胺 作用下， 生成 [(E)-3-(2-Amino-6-chloro-purin-9-ylmethyl)-buta-1,3-dienyl]-phosphonic acid diethyl ester
  参考文献：
  名称：

  Synthesis, enzymatic phosphorylation and antiviral activity of acyclic dienyl phosphonate derivatives of guanine

  摘要：

  The synthesis, phosphorylation by guanylate kinase, anti HIV-1 and anti-herpesvirus activity of two acyclic dienyl phosphonate derivatives of guanine are described. (E)-9-(5-phosphono-3-methylene-4-pentenyl)guanine (4) was identified as an excellent substrate of guanylate kinase and a significant inhibitor of HIV-1 replication.

  DOI：

  10.1016/0960-894x(95)00585-h