1-(5'-O-benzoyl-β-D-ribofuranosyl)-3-methylpyrazin-2-one | 1190096-19-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(5'-O-benzoyl-β-D-ribofuranosyl)-3-methylpyrazin-2-one
• CAS: 1190096-19-5
• 化学式: C₁₇H₁₈N₂O₆
• 分子量: 346.34
• InChiKey: UXNRSGRWPKCISG-IXYNUQLISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.03
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  110.88
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  二硫化碳 、 1-(5'-O-benzoyl-β-D-ribofuranosyl)-3-methylpyrazin-2-one 、 碘甲烷 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以65%的产率得到1-(5-O-benzoyl-2,3-bis-O-((methylthio)thiocarbonyl)-β-D-ribofuranosyl)-3-methylpyrazin-2-one
  参考文献：
  名称：

  3-Substituted Pyrazinone Nucleosides—A New Family of D4T Analogues

  摘要：

  The synthesis of a new family of D4T analogues is described to study the influence of pyrazinone base on antiretroviral power. Substitution of 3H by methyl or n-decyl increases the lipophilic character and may facilitate diffusion across cell membranes. The compounds were characterized by H-1 NMR and infrared spectroscopy. Antiviral (HIV-1) properties of these compounds were examined.

  DOI：

  10.1080/15257770903169999
• 作为产物：
  描述：

  1-(2',3',5'-O-benzoyl-β-D-ribofuranosyl)-3-methylpyrazin-2-one 在 甲醇 、 氨 作用下， 反应 6.0h， 以64%的产率得到1-(5'-O-benzoyl-β-D-ribofuranosyl)-3-methylpyrazin-2-one
  参考文献：
  名称：

  3-Substituted Pyrazinone Nucleosides—A New Family of D4T Analogues

  摘要：

  The synthesis of a new family of D4T analogues is described to study the influence of pyrazinone base on antiretroviral power. Substitution of 3H by methyl or n-decyl increases the lipophilic character and may facilitate diffusion across cell membranes. The compounds were characterized by H-1 NMR and infrared spectroscopy. Antiviral (HIV-1) properties of these compounds were examined.

  DOI：

  10.1080/15257770903169999