6-(3-Hydroxy-benzyl)-1H-pyrimidine-2,4-dione | 879219-79-1

• 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: 6-(3-Hydroxy-benzyl)-1H-pyrimidine-2,4-dione
• 英文别名: 6-[(3-hydroxyphenyl)methyl]-1H-pyrimidine-2,4-dione
• CAS: 879219-79-1
• 化学式: C₁₁H₁₀N₂O₃
• 分子量: 218.212
• InChiKey: OPKDLKCPPGYMQH-UHFFFAOYSA-N

物化性质

• 密度：
  1.367±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.36
• 重原子数：
  16.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  85.95
• 氢给体数：
  3.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  6-(3-Hydroxy-benzyl)-1H-pyrimidine-2,4-dione 在 氘代甲醇 作用下， 反应 6.0h， 以50%的产率得到
  参考文献：
  名称：

  DNA−Protein Cross-Linking:  Model Systems for Pyrimidine−Aromatic Amino Acid Cross-Linking

  摘要：

  We have synthesized simple model systems to explore the possibility of photo-cross-linking between the pyrimidine bases and the side chains of the aromatic amino acids. Thymine/phenylalanine and thymine/tyrosine models gave cross-links, and thymine/tryptophan models gave complex mixtures; the cytosine/phenylalanine model was unreactive. The quantum yields for the model cross-linking reactions were 18-46 times smaller than those for thymine dimer formation. Biphotonic excitation contributes little to the yield of these reactions.

  DOI：

  10.1021/ol052876m
• 作为产物：
  描述：

  5-(1-hydroxy-2-(3-methoxyphenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione 在 氢溴酸 、 溶剂黄146 作用下， 以 水 、 二甲基亚砜 为溶剂， 反应 21.5h， 生成 6-(3-Hydroxy-benzyl)-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  DNA−Protein Cross-Linking:  Model Systems for Pyrimidine−Aromatic Amino Acid Cross-Linking

  摘要：

  We have synthesized simple model systems to explore the possibility of photo-cross-linking between the pyrimidine bases and the side chains of the aromatic amino acids. Thymine/phenylalanine and thymine/tyrosine models gave cross-links, and thymine/tryptophan models gave complex mixtures; the cytosine/phenylalanine model was unreactive. The quantum yields for the model cross-linking reactions were 18-46 times smaller than those for thymine dimer formation. Biphotonic excitation contributes little to the yield of these reactions.

  DOI：

  10.1021/ol052876m