9-(cyclohexylmethyl)-7-deazaguanine | 886993-14-2

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 9-(cyclohexylmethyl)-7-deazaguanine
• CAS: 886993-14-2
• 化学式: C₁₃H₁₈N₄O
• 分子量: 246.312
• InChiKey: PWIGCZRNAUWVDE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.89
• 重原子数：
  18.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  76.7
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  9-(cyclohexylmethyl)-7-deazaguanine 、 异氰酸正丁酯 在 吡啶 作用下， 反应 18.0h， 以65%的产率得到9-(cyclohexylmethyl)-N²-(n-butylureido)-7-deazaguanine
  参考文献：
  名称：

  Higher Affinity Quadruply Hydrogen-Bonded Complexation with 7-Deazaguanine Urea

  摘要：

  UG forms a highly stable quadruply hydrogen-bonded heterocomplex with DAN, but the fidelity of the complex is lowered somewhat by the Hoogsteen-side oligornerization of UG (K-assoc similar to 230 M-1, CDCl3). DeUG was prepared as a more robust analogue of UG lacking the Hoogsteen nitrogen atom. Remarkably, the deaza analogue, DeUG, forms a much more stable complex with DAN (> 10-fold higher K-assoc for DeUG.DAN vs UG.DAN) but also dimerizes more strongly (K-dim = 880 +/- 40 M-1, CDCl3) by adopting a conformation preorganized for both binding and dimerization.

  DOI：

  10.1021/ol0601803
• 作为产物：
  描述：

  6-chloro-N4-(cyclohexylmethyl)-2,4-pyrimidinediamine 在 sodium hydroxide 、 sodium acetate 作用下， 以 水 、 乙二醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 9-(cyclohexylmethyl)-7-deazaguanine
  参考文献：
  名称：

  Higher Affinity Quadruply Hydrogen-Bonded Complexation with 7-Deazaguanine Urea

  摘要：

  UG forms a highly stable quadruply hydrogen-bonded heterocomplex with DAN, but the fidelity of the complex is lowered somewhat by the Hoogsteen-side oligornerization of UG (K-assoc similar to 230 M-1, CDCl3). DeUG was prepared as a more robust analogue of UG lacking the Hoogsteen nitrogen atom. Remarkably, the deaza analogue, DeUG, forms a much more stable complex with DAN (> 10-fold higher K-assoc for DeUG.DAN vs UG.DAN) but also dimerizes more strongly (K-dim = 880 +/- 40 M-1, CDCl3) by adopting a conformation preorganized for both binding and dimerization.

  DOI：

  10.1021/ol0601803