10-undecenal oxime | 91370-26-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 10-undecenal oxime
• 英文别名: N-Undec-10-en-1-ylidenehydroxylamine；N-undec-10-enylidenehydroxylamine
• CAS: 91370-26-2
• 化学式: C₁₁H₂₁NO
• 分子量: 183.294
• InChiKey: RHFDIRWXXHRSHR-UHFFFAOYSA-N

物化性质

• 沸点：
  292.4±19.0 °C(Predicted)
• 密度：
  0.86±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  13
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  32.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  10-undecenal oxime 生成 10-十一烯醛
  参考文献：
  名称：

  通过修饰的四乙酸铅氧化将伯醇转化为相应的醛

  摘要：

  已经设计了一种新颖的方法，该方法使用四乙酸铅-二乙酸锰的混合物作为氧化剂从伯醇中以高收率获得醛。

  DOI：

  10.1016/s0040-4039(00)84510-4
• 作为产物：
  描述：

  10-十一烯醛 在 盐酸羟胺 、 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 2.0h， 以0.92 g的产率得到10-undecenal oxime
  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

文献信息

• Cherton; Lanson; Ladjama, Canadian Journal of Chemistry, 1991, vol. 69, # 4, p. 625 - 631
  作者：Cherton、Lanson、Ladjama、Lefebvre、Vossough、Basselier

  DOI：——

  日期：——
• Inhibition of long chain fatty acyl-CoA synthetase (ACSL) and ischemia reperfusion injury
  作者：Allan M. Prior、Man Zhang、Nina Blakeman、Palika Datta、Hung Pham、Qian Chen、Lindon H. Young、Margaret T. Weis、Duy H. Hua

  DOI：10.1016/j.bmcl.2014.01.016

  日期：2014.2

  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.
• The conversion of primary alcohols to the corresponding aldehydes by a modified lead tetraacetate oxidation
  作者：M.Lj. Mihailović、S. Konstantinović、R. Vukićević

  DOI：10.1016/s0040-4039(00)84510-4

  日期：——

  A novel metod for obtaining aldehydes in good yield from primary alcohols has been devised, using the combination lead tetraacetate—manganous diacetate as the oxidizing agent.

  已经设计了一种新颖的方法，该方法使用四乙酸铅-二乙酸锰的混合物作为氧化剂从伯醇中以高收率获得醛。