4-amino-2H-1λ2-pyrimidine-2-one | 143545-89-5

• 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: 4-amino-2H-1λ2-pyrimidine-2-one
• 英文别名: 4-amino-2H-1λ2-pyrimidin-2-one
• CAS: 143545-89-5
• 化学式: C₄H₄N₃O
• 分子量: 110.095
• InChiKey: KFBJNGNCQCPJNN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  8.0
• 可旋转键数：
  0.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  69.55
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  胞嘧啶 在 copper(II) sulfate 作用下， 以 水 为溶剂， 生成 4-amino-2H-1λ2-pyrimidine-2-one
  参考文献：
  名称：

  Effects of Copper(II) Ions on the SO₄^−•Radical Induced Oxidation of Cytosine and Its Derivatives

  摘要：

  研究了 SO4--自由基与胞嘧啶及其衍生物在稀水溶液中的反应。结果表明，连接在碱基 N-1 上的基团的性质对反应顺序有很大影响。铜（II）离子的存在极大地影响了反应途径，观察到底物消耗量急剧增加，表明某些链式反应已经开始。在这些条件下，胞苷和脱氧胞苷中未改变碱基的释放也会增加。

  DOI：

  10.1246/bcsj.67.2751

文献信息

• Biphotonic Photoionization of Cytosine and Its Derivatives with UV Radiation at 248 nm: An EPR Study in Low-Temperature Perchlorate Glasses
  作者：Mark E. Malone、Paul M. Cullis、Martyn C. R. Symons、Anthony W. Parker

  DOI：10.1021/j100022a052

  日期：1995.6

  High-intensity laser photoionization of cytosine and its derivatives has been used to generate the parent radical cations and to study the pathways by which they react. The parent radical cations are generally unstable at 77 K and undergo deprotonation to neutral radicals. The radicals formed on photoionization of cytosine, 3-methylcytosine, and 5-methylcytosine all give EPR spectra consistent with N1 alpha-deprotonation, In contrast, photoionization of 1-methylcytosine, 5'-dCMP, 5'-CMP, and poly C in neutral glasses gives rise in each case to EPR spectra at 77 K that are consistent with loss of a proton from the N1 carbon, which in the case of the nucleosides and nucleotides generated the C1' radical. In alkaline glasses photoionization of 5'-dCMP gives a sextet spectrum that has been tentatively assigned to the C3' radical. Finally photoionization of N1-substituted 5-methylcytosine derivatives in neutral glasses gives spectra consistent with loss of a proton from the base methyl group as observed previously with thymine nucleosides. The direct formation of sugar radicals from the radical cations of cytosine derivatives at 77 K is an important observation and contrasts with the properties of the radical cations derived from the other DNA nucleosides, and its relevance to radiation damage to DNA is discussed.
• Effects of Copper(II) Ions on the SO₄^−•Radical Induced Oxidation of Cytosine and Its Derivatives
  作者：Kanakam Chabita、Parikshit C. Mandal、Sudhindra N. Bhattacharyya

  DOI：10.1246/bcsj.67.2751

  日期：1994.10

  The reactions of SO4−• radicals with cytosine and its derivatives have been studied in dilute aqueous solutions. The results show that the nature of the group attached to N-1 of the base greatly influences the reaction sequences. Presence of copper(II) ions greatly affects the reaction pathways, where it is observed that the substrate consumption increases drastically indicating initiation of some chain reactions. Release of unaltered base from cytidine and deoxycytidine also increases under these conditions.

  研究了 SO4--自由基与胞嘧啶及其衍生物在稀水溶液中的反应。结果表明，连接在碱基 N-1 上的基团的性质对反应顺序有很大影响。铜（II）离子的存在极大地影响了反应途径，观察到底物消耗量急剧增加，表明某些链式反应已经开始。在这些条件下，胞苷和脱氧胞苷中未改变碱基的释放也会增加。