1-dodecyladamantan-2-ol | 1014694-02-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-dodecyladamantan-2-ol
• CAS: 1014694-02-0
• 化学式: C₂₂H₄₀O
• 分子量: 320.559
• InChiKey: PSLNQCNVANOPKA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  23
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-dodecyladamantan-2-ol 在 chromium(VI) oxide 、 硫酸 作用下， 以 丙酮 为溶剂， 反应 1.0h， 生成 C₂₂H₃₈O
  参考文献：
  名称：

  Design, Synthesis, and Trypanocidal Activity of New Aminoadamantane Derivatives

  摘要：

  To develop functionalized adamantanes for treating African trypanosomiasis, we report on the synthesis of new 1-alkyl-2-aminoadamantanes 1a-i, 1-alkyltricyclo[3.3.1.1(3,7)]decan-2-guanylhydrazones 2a-g, and their congeneric thiosemicarbazones 3a,b. The potency of these compounds against Trypanosoma brucei was compared to that of amantadine and rimantadine and found to be substantially higher. The most active analogues, 1c, 1d, 2c, 2g, and 3b, illustrate the synergistic effect of the lipophilic character of the C1 side chain and the C2 functionality on trypanocidal activity.

  DOI：

  10.1021/jm7014292
• 作为产物：
  描述：

  (1-dodecyl-2-adamantyl) formate 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 1-dodecyladamantan-2-ol
  参考文献：
  名称：

  Design, Synthesis, and Trypanocidal Activity of New Aminoadamantane Derivatives

  摘要：

  To develop functionalized adamantanes for treating African trypanosomiasis, we report on the synthesis of new 1-alkyl-2-aminoadamantanes 1a-i, 1-alkyltricyclo[3.3.1.1(3,7)]decan-2-guanylhydrazones 2a-g, and their congeneric thiosemicarbazones 3a,b. The potency of these compounds against Trypanosoma brucei was compared to that of amantadine and rimantadine and found to be substantially higher. The most active analogues, 1c, 1d, 2c, 2g, and 3b, illustrate the synergistic effect of the lipophilic character of the C1 side chain and the C2 functionality on trypanocidal activity.

  DOI：

  10.1021/jm7014292