2-undec-10-enyl-[1,2,4]oxadiazolidine-3,5-dione | 1560911-06-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-undec-10-enyl-[1,2,4]oxadiazolidine-3,5-dione
• 英文别名: 2-Undec-10-enyl-1,2,4-oxadiazolidine-3,5-dione；2-undec-10-enyl-1,2,4-oxadiazolidine-3,5-dione
• CAS: 1560911-06-9
• 化学式: C₁₃H₂₂N₂O₃
• 分子量: 254.329
• InChiKey: YUQVITCAESUYPM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  18
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  58.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  10-十一烯醛 在 盐酸 、 盐酸羟胺 、 sodium cyanoborohydride 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 甲醇 、 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 25.0h， 生成 2-undec-10-enyl-[1,2,4]oxadiazolidine-3,5-dione
  参考文献：
  名称：

  Inhibition of long chain fatty acyl-CoA synthetase (ACSL) and ischemia reperfusion injury

  摘要：

  Various triacsin C analogs, containing different alkenyl chains and carboxylic acid bioisoteres including 4-aminobenzoic acid, isothiazolidine dioxide, hydroxylamine, hydroxytriazene, and oxadiazolidine dione, were synthesized and their inhibitions of long chain fatty acyl-CoA synthetase (ACSL) were examined. Two methods, a cell-based assay of ACSL activity and an in situ [C-14]-palmitate incorporation into extractable lipids were used to study the inhibition. Using an in vivo leukocyte recruitment inhibition protocol, the translocation of one or more cell adhesion molecules from the cytoplasm to the plasma membrane on either the endothelium or leukocyte or both was inhibited by inhibitors 1, 9, and triacsin C. The results suggest that inhibition of ACSL may attenuate the vascular inflammatory component associated with ischemia reperfusion injury and lead to a decrease of infarct expansion. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.01.016