9,10-dichloro-N-(2-hydroxyethyl)-octadecanamide | 1309161-76-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 9,10-dichloro-N-(2-hydroxyethyl)-octadecanamide
• CAS: 1309161-76-9
• 化学式: C₂₀H₃₉Cl₂NO₂
• 分子量: 396.441
• InChiKey: XCEUFDPIFQDBHS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.79
• 重原子数：
  25.0
• 可旋转键数：
  18.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  49.33
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  油酰乙醇胺 在 氯 、 铁粉 作用下， 以 二氯甲烷 为溶剂， 生成 9,10-dichloro-N-(2-hydroxyethyl)-octadecanamide
  参考文献：
  名称：

  Pitfalls in the sample preparation and analysis of N-acylethanolamines

  摘要：

  N-acylethanolamines (NAEs) are a group of lipid mediators synthesized in response to a number of physiological and pathological stimuli. Because of the low tissue concentrations of NAEs, analyses often include liquid extraction followed by solid-phase extraction and subsequent quantitation by LC/MS or GC/MS. Reported levels of NAEs vary considerably, however, and often no explanation is given for these discrepancies. Brought on by difficulties encountered during method development, the effects of using four different brands of silica-containing solid phase extraction (SPE) columns and five different brands of chloroform for sample preparation were investigated. Considerable variation in the retention and recoveries of seven NAEs and 2-arachidonoylglycerol existed between the SPE columns. Furthermore, it was found that some chloroforms contained quantifiable amounts of N-palmitoylethanolamine and N-stearoylethanolamine. Finally, it was found that use of one of the chloroforms resulted in a loss of N-oleoylethanolamine from solution due to addition of chlorine to the omega-9 bond. The identity of this reaction product was confirmed by LC-MS/MS and NMR. It is recommended that these aspects of sample preparation and analysis should be thoroughly validated during method development and the relevant information on specific brands used be reported in future communications in order to better estimate the validity of reported quantitative data.-Skonberg, C., A. Artmann, C. Cornett, S. H. Hansen, and H. S. Hansen. Pitfalls in the sample preparation and analysis of N-acylethanolamines. J. Lipid Res. 2010. 51: 3062-3073

  DOI：

  10.1194/jlr.d004606