5-tert-butoxycarbonylaminohexyl dodecyl carbonate | 917097-75-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机碳酸及其衍生物
• 英文名称: 5-tert-butoxycarbonylaminohexyl dodecyl carbonate
• CAS: 917097-75-7
• 化学式: C₂₄H₄₇NO₅
• 分子量: 429.641
• InChiKey: BZFDUPTVANYPJY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.15
• 重原子数：
  30.0
• 可旋转键数：
  18.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  73.86
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  5-tert-butoxycarbonylaminohexyl dodecyl carbonate 在 盐酸 作用下， 以 氯仿 为溶剂， 反应 0.5h， 生成 6-dodecyloxycarbonyloxyhexylammonium chloride
  参考文献：
  名称：

  Synthesis and transdermal permeation-enhancing activity of carbonate and carbamate analogs of Transkarbam 12

  摘要：

  Transkarbam 12 (5-(dodecyloxycarbonyl)pentylammonium-5-(dodecyloxycarbonyl)pentylcarbamate, T12) is a highly effective skin permeation enhancer. In this study, ester groups in the molecule of T12 were replaced by carbonate and carbamate ones, respectively. The in vitro permeation-enhancing activities were evaluated using porcine skin and compared with those of T12 and previously prepared series of amide, ketone, and alkyl analogs. According to the activities and behavior of the compounds in donor samples, ester group is essential for the activity of T12; its replacement not only decreases the enhancing potency, but is likely to change the mechanism of action.

  DOI：

  10.1016/j.bmc.2006.08.014
• 作为产物：
  描述：

  二碳酸二叔丁酯 在 吡啶 、 sodium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 5-tert-butoxycarbonylaminohexyl dodecyl carbonate
  参考文献：
  名称：

  Synthesis and transdermal permeation-enhancing activity of carbonate and carbamate analogs of Transkarbam 12

  摘要：

  Transkarbam 12 (5-(dodecyloxycarbonyl)pentylammonium-5-(dodecyloxycarbonyl)pentylcarbamate, T12) is a highly effective skin permeation enhancer. In this study, ester groups in the molecule of T12 were replaced by carbonate and carbamate ones, respectively. The in vitro permeation-enhancing activities were evaluated using porcine skin and compared with those of T12 and previously prepared series of amide, ketone, and alkyl analogs. According to the activities and behavior of the compounds in donor samples, ester group is essential for the activity of T12; its replacement not only decreases the enhancing potency, but is likely to change the mechanism of action.

  DOI：

  10.1016/j.bmc.2006.08.014