| 1277010-46-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• CAS: 1277010-46-4
• 化学式: C₁₂H₁₅N₃O₂S*C₄₂H₄₂N₂₈O₁₄
• 分子量: 1428.31
• InChiKey: FNFUBZYKRUWRJF-ZPUGVMINSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.36
• 重原子数：
  102.0
• 可旋转键数：
  4.0
• 环数：
  23.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  396.71
• 氢给体数：
  2.0
• 氢受体数：
  18.0

反应信息

• 作为产物：
  描述：

  阿苯达唑 、 cucurbituril 在 氘代盐酸 作用下， 以 water-d2 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and Self-Assembly Processes of Monofunctionalized Cucurbit[7]uril

  摘要：

  We present a building-block approach toward functionalized CB[7] derivatives by the condensation of methylene-bridged glycoluril hexamer 1 and glycoluril bis(cyclic ethers) 2 and 12. The CB[7] derivatives Me2CB[7] and CyCB[7] are highly soluble in water (264 mM and 181 mM, respectively). As a result of the high intrinsic solubility of Me2CB[7], it is able to solubilize the insoluble benzimidazole drug albendazole. The reaction of hexamer 1 with glycoluril derivative 12, which bears a primary alkyl chloride group, gives CB[7] derivative 18 in 16% isolated yield. Compound 18 reacts with NaN3 to yield azide-substituted CB[7] 19 in 81% yield, which subsequently undergoes click reaction with propargylammonium chloride (21) to yield CB[7] derivative 20 in 95% yield, which bears a covalently attached triazolyl ammonium group along its equator. The results of NMR spectroscopy (H-1, variable-temperature, and DOSY) and electrospray mass spectrometry establish that 20 undergoes self-assembly to form a cyclic tetrameric assembly (20(4)) in aqueous solution. CB[7] derivatives bearing reactive functional groups (e.g., N-3, Cl) are now available for incorporation into more complex functional systems.

  DOI：

  10.1021/ja3058502