6-hydroxyhexanoic acid dodecyl ester | 91668-25-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 6-hydroxyhexanoic acid dodecyl ester
• 英文别名: Poly[oxy(1-oxo-1,6-hexanediyl)], I+/--dodecyl-I-hydroxy-；dodecyl 6-hydroxyhexanoate
• CAS: 91668-25-6
• 化学式: C₁₈H₃₆O₃
• 分子量: 300.482
• InChiKey: UQBUNXPHRJBZJG-UHFFFAOYSA-N

物化性质

• 沸点：
  389.3±25.0 °C(Predicted)
• 密度：
  0.919±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.0
• 重原子数：
  21.0
• 可旋转键数：
  16.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  6-hydroxyhexanoic acid dodecyl ester 在 吡啶 作用下， 以 四氢呋喃 、 氯仿 为溶剂， 反应 1.0h， 生成 6-(5-Dodecyloxycarbonyl-pentylcarbamoyloxy)-hexanoic acid dodecyl ester
  参考文献：
  名称：

  Synthesis and transdermal penetration-enhancing activity of carbonic and carbamic acid esters—Comparison with transkarbam 12

  摘要：

  Transkarbam 12 (T12) is a novel transdermal penetration enhancer with high activity. Its polar head group is formed by carbamic acid salt that is unstable in acidic environment and releases CO2 To find out whether this property influences its high activity, two series of compounds with CO2 stronger bound in the polar head have been prepared-carbonic and carbamic acid esters. The carbamate salt in the polar head was found to be essential for the enhancing activity and its decomposition in an acidic environment suggested relating to the mode of action of T12. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.12.086
• 作为产物：
  描述：

  6-己内酯 、 溴代十二烷 在 sodium hydroxide 、 四丁基碘化铵 作用下， 反应 4.0h， 以51%的产率得到6-hydroxyhexanoic acid dodecyl ester
  参考文献：
  名称：

  Synthesis and transdermal penetration-enhancing activity of carbonic and carbamic acid esters—Comparison with transkarbam 12

  摘要：

  Transkarbam 12 (T12) is a novel transdermal penetration enhancer with high activity. Its polar head group is formed by carbamic acid salt that is unstable in acidic environment and releases CO2 To find out whether this property influences its high activity, two series of compounds with CO2 stronger bound in the polar head have been prepared-carbonic and carbamic acid esters. The carbamate salt in the polar head was found to be essential for the enhancing activity and its decomposition in an acidic environment suggested relating to the mode of action of T12. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.12.086