(+/-)-N-<3-(hexadecyloxy)-2-ethoxy-1-propyl>pyridinium bromide | 126614-08-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: (+/-)-N-<3-(hexadecyloxy)-2-ethoxy-1-propyl>pyridinium bromide
• 英文别名: (+/-)-N-[3-(hexadecyloxy)-2-ethoxy-1-propyl]pyridinium bromide；1-[2-Ethoxy-3-(hexadecyloxy)propyl]pyridin-1-ium bromide；1-(2-ethoxy-3-hexadecoxypropyl)pyridin-1-ium;bromide
• CAS: 126614-08-2
• 化学式: Br*C₂₆H₄₈NO₂
• 分子量: 486.577
• InChiKey: VAWASDZXLKQUHH-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  3.88
• 重原子数：
  30
• 可旋转键数：
  21
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  22.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (+/-)-1-S-hexadecyl-2-O-ethyl-3-O-mesylthioglycerol 在 lithium bromide 作用下， 以 丙酮 为溶剂， 反应 44.0h， 生成 (+/-)-N-<3-(hexadecyloxy)-2-ethoxy-1-propyl>pyridinium bromide
  参考文献：
  名称：

  Synthesis of quaternary amine ether lipids and evaluation of neoplastic cell growth inhibitory properties

  摘要：

  Novel quaternary amine ether lipids have been synthesized and tested for inhibition of neoplastic cell proliferation with the HL-60 promyelocytic leukemia cell line. These compounds contain a positively charged quaternary amine functional group attached either directly to the glycerol backbone or at the end of an alkoxy chain. The biological testing has identified several analogues with activity equivalent to or greater than that exhibited by the reference compound in this assay, ET-18-OMe (1-O-octadecyl-2-O-methyl-rac-glycero-3-phosphocholine). Among the most active analogues are compounds 11, [N,N,N-triethyl-3-(hexadecyloxy)-2-ethoxy-1-propylammonium bromide] and 22 [N-[4-[3-(hexadecyloxy)-2-ethoxypropoxy]-1-butyl]pyridinium bromide], which are approximately 3 times as active as the reference standard.

  DOI：

  10.1021/jm00168a042

文献信息

• MORRIS-NATSCHKE, SUSAN L.;MEYER, KAREN L.;MARASCO, CANIO J. (JR);PIANTADO+, J. MED. CHEM., 33,(1990) N, C. 1812-1818
  作者：MORRIS-NATSCHKE, SUSAN L.、MEYER, KAREN L.、MARASCO, CANIO J. (JR)、PIANTADO+

  DOI：——

  日期：——