2-(3-Hydroxy-phenyl)-pyrimidine-4,5-diol

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2-(3-Hydroxy-phenyl)-pyrimidine-4,5-diol
• 英文别名: 2-(3-Hydroxyphenyl)pyrimidine-4,5-diol；5-hydroxy-2-(3-hydroxyphenyl)-1H-pyrimidin-6-one
• 化学式: C₁₀H₈N₂O₃
• 分子量: 204.185
• InChiKey: WQYMFEMSXQZGQZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  81.9
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-[3-(benzyloxy)phenyl]-5,6-dihydroxypyrimidine-4-carboxylic acid 在 palladium on activated charcoal 盐酸 、 氢气 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 0.5h， 生成 2-(3-Hydroxy-phenyl)-pyrimidine-4,5-diol
  参考文献：
  名称：

  HCV NS5b RNA-Dependent RNA Polymerase Inhibitors:  From α,γ-Diketoacids to 4,5-Dihydroxypyrimidine- or 3-Methyl-5- hydroxypyrimidinonecarboxylic Acids. Design and Synthesis

  摘要：

  A new class of the HCV NS5b RNA-dependent RNA polymerase inhibitors, the dihyroxypyrimidinecarboxylic acid derivative, was designed from a diketoacid and meconic acid derivative discovered by screening. Mechanism of action and essential moieties required for activity were identified. The corresponding N-methylpyrimidinone was also prepared; both classes are novel, reversible, and selective inhibitors of the HCV NS5b polymerase with improved druglike characteristics.

  DOI：

  10.1021/jm0494669