2-(β-D-ribofuranosyl)-5-(2-dimethylaminoethyl)amino-1,2,4-triazin-3(2H)-one | 878551-40-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(β-D-ribofuranosyl)-5-(2-dimethylaminoethyl)amino-1,2,4-triazin-3(2H)-one
• CAS: 878551-40-7
• 化学式: C₁₂H₂₁N₅O₅
• 分子量: 315.329
• InChiKey: KRNSGJYRGCMFLP-QCNRFFRDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.78
• 重原子数：
  22.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  132.97
• 氢给体数：
  4.0
• 氢受体数：
  10.0

反应信息

• 作为产物：
  描述：

  在 ammonium hydroxide 作用下， 以 乙醇 为溶剂， 反应 16.0h， 以0.22 g的产率得到2-(β-D-ribofuranosyl)-5-(2-dimethylaminoethyl)amino-1,2,4-triazin-3(2H)-one
  参考文献：
  名称：

  Synthesis and Comparative Study of Anti-Adenoviral Activity of 6-Azacytidine and Its Analogues

  摘要：

  This paper presents the results of synthesis and study of cytotoxicity and the anti-adenoviral activity of new N4-derivatives of 6-azacytidine and its alpha-L-glycopyranosyl analogues obtained by the simplified one-pot version of the silyl condensation method. The resulting acylated 4-methylmercapto-1,2,4-triazin-3(2H)-one glycosides then underwent the amination and/or ammonolysis to provide 6-azacytidine glycoside analogues (2-6, 12, 15, 17) and compounds with modifications at both base and sugar fragments (11, 15). The evaluation of cytotoxicity and antiviral activity of new compounds against AdV5 showed high selectivity indexes for N4-methyl-6-azacytidine (2) and N,O-tetraacetyl-6-azacytidine (8). High anti-adenoviral activity of N4-methyl-6-azacytidine as well as very low cytotoxicity may suggest its further investigation as potential compound for the therapy of AdV infection.

  DOI：

  10.1080/15257770.2015.1034363