5-benzyl-1-ethoxymethyl-6-azauracil | 1160976-58-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: 5-benzyl-1-ethoxymethyl-6-azauracil
• 英文别名: 6-benzyl-2-(ethoxymethyl)-1,2,4-triazine-3,5-dione
• CAS: 1160976-58-8
• 化学式: C₁₃H₁₅N₃O₃
• 分子量: 261.28
• InChiKey: YTJCVFDTPYIWQQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  71
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-苯基-6-氮杂尿嘧啶 、 氯甲基乙醚 在 N,O-双三甲硅基乙酰胺 、 cesium iodide 作用下， 以 氯仿 为溶剂， 以59%的产率得到5-benzyl-1-ethoxymethyl-6-azauracil
  参考文献：
  名称：

  Synthesis and antimicrobial evaluation of 6-azauracil non-nucleosides

  摘要：

  The present study describes synthesis and antimicrobial evaluation of a series of novel 6-azauracil non-nucleosides. Reaction of silylated 6-azauracils with the appropriate chloroethers gave the corresponding non-nucleosides. 1-(Allyloxymethy)6-azauracils and non-nucleosides bearing indanyl, cyclohexenyl, and cyclohexyl moieties were obtained via silylation of 6-azauracils followed by treatment with the appropriate acetals. Selected compounds were tested for their in vitro antimicrobial activity against a panel of standard strains of Gram-positive and Gram-negative bacteria and the yeast-like pathogenic fungus Candida albicans. Four compounds showed marked inhibitory activity particularly against the tested Gram-positive bacteria.

  DOI：

  10.1007/s00706-008-0948-7

文献信息

• Synthesis and antimicrobial evaluation of 6-azauracil non-nucleosides
  作者：Nasser R. El-Brollosy

  DOI：10.1007/s00706-008-0948-7

  日期：2008.12

  The present study describes synthesis and antimicrobial evaluation of a series of novel 6-azauracil non-nucleosides. Reaction of silylated 6-azauracils with the appropriate chloroethers gave the corresponding non-nucleosides. 1-(Allyloxymethy)6-azauracils and non-nucleosides bearing indanyl, cyclohexenyl, and cyclohexyl moieties were obtained via silylation of 6-azauracils followed by treatment with the appropriate acetals. Selected compounds were tested for their in vitro antimicrobial activity against a panel of standard strains of Gram-positive and Gram-negative bacteria and the yeast-like pathogenic fungus Candida albicans. Four compounds showed marked inhibitory activity particularly against the tested Gram-positive bacteria.