2-(4-aza-1-azoniabicyclo[2.2.2]octan-1-yl)ethanol;iodide | 352309-51-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 2-(4-aza-1-azoniabicyclo[2.2.2]octan-1-yl)ethanol;iodide
• CAS: 352309-51-4
• 化学式: C₈H₁₇N₂O*I
• 分子量: 284.14
• InChiKey: TUMUMVJUGDDMLG-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -3.87
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-Nitrobenzyl (1S,5R,6S)-2-[6-(3-bromomethyl-benzyl)-7-methylthioimidazo[5,1-b]thiazolium-2-yl]-6-((1R)-1-hydroxyethyl)-1-methyl-1-carbapen-2-em-3-carboxylate bromide 、 2-(4-aza-1-azoniabicyclo[2.2.2]octan-1-yl)ethanol;iodide 以 氯仿 、 乙腈 为溶剂， 生成
  参考文献：
  名称：

  Synthesis of novel di- and tricationic carbapenems with potent anti-MRSA activity

  摘要：

  A new series of 1 beta-methyl carbapenems possessing a 6,7-disubstituted imidazo[5,1-b]thiazol-2-yl group directly attached to the C-2 position of the carbapenem nucleus was prepared, and their activities against methicillin-resistant Staphylococcus aureus (MRSA) were evaluated. First, a benzyl moiety was introduced at the C-6 position of imidazo[5,1-b]thiazole attached to the carbapenem. These benzylated molecules showed potent anti-MRSA activity, but poor water solubility. In order to overcome this drawback, we designed and synthesized di- and tricationic carbapenems and finally discovered a novel carbapenem (15i), which exhibited excellent anti-MRSA activity and good water solubility. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.11.039