N1-hexylcytosinium nitrate | 1453102-97-0

• 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: N1-hexylcytosinium nitrate
• 英文别名: N¹-hexylcytosinium nitrate
• CAS: 1453102-97-0
• 化学式: C₁₀H₁₇N₃O*HNO₃
• 分子量: 258.277
• InChiKey: XVELTGJCYPOQIK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.06
• 重原子数：
  18.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  124.28
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  4-amino-1-hexyl-1H-pyrimidin-2-one 在 硝酸 作用下， 以 甲醇 为溶剂， 以80%的产率得到N1-hexylcytosinium nitrate
  参考文献：
  名称：

  Experimental and theoretical study of N1-hexylcytosine and N1-hexylcytosinium nitrate: the crucial role of hydrophobic and anion–π interactions

  摘要：

  We report the synthesis and X-ray characterization of N-1-hexylcytosine (1) and N-1-hexylcytosinium nitrate (2). N-1-hexylcytosine (1) does not follow the same behaviour previously described for N-1-hexylthymine and N-1-hexyluracil in the solid state. This different behavior has been analyzed by means of density functional theory (DFT) calculations including the latest available correction for dispersion (D3). In addition hydrophobic and anion-pi noncovalent interactions play a key role in stabilizing the 3D architectures of the compounds, which have been energetically studied using theoretical calculations and compared with similar structures retrieved from the Cambridge Structural Database (CSD). The anion-pi-anion binding mode observed for nitrate in compound 2 is also observed in several crystal structures involving cytosine ring coordinated to transition metals. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.07.099