(NE)-N-[[1-[2-[2-(2-chloroethoxy)ethoxy]ethyl]pyridin-1-ium-4-yl]methylidene]hydroxylamine;chloride | 1268692-42-7

• 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: (NE)-N-[[1-[2-[2-(2-chloroethoxy)ethoxy]ethyl]pyridin-1-ium-4-yl]methylidene]hydroxylamine;chloride
• CAS: 1268692-42-7
• 化学式: C₁₂H₁₈ClN₂O₃*Cl
• 分子量: 309.193
• InChiKey: ZXSWXLUTNPNHND-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.94
• 重原子数：
  19
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  54.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-吡啶甲醛肟 、 1,2-二(2-氯乙氧基)乙烷 以 乙腈 为溶剂， 反应 48.0h， 以61%的产率得到(NE)-N-[[1-[2-[2-(2-chloroethoxy)ethoxy]ethyl]pyridin-1-ium-4-yl]methylidene]hydroxylamine;chloride
  参考文献：
  名称：

  Peripheral site ligand–oxime conjugates: A novel concept towards reactivation of nerve agent-inhibited human acetylcholinesterase

  摘要：

  A conceptually novel approach to the design of reactivators of nerve agent-inhibited acetylcholinesterase (AChE) is presented. The concept comprises the linkage of a peripheral site ligand via a spacer to a reactivating moiety with the eventual goal to develop non-ionic reactivators with sufficient affinity for AChE to induce reactivation and potentially improved blood-brain barrier penetration. Herein, the first step towards that goal-the synthesis and biological evaluation of a peripheral site ligand conjugated to a charged pyridinium oxime is discussed. It was found, that the introduction of the peripheral site ligand not only increased affinity of the construct for AChE but also enhanced reactivation of nerve agent-inhibited AChE. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.10.059

文献信息

• Peripheral site ligand–oxime conjugates: A novel concept towards reactivation of nerve agent-inhibited human acetylcholinesterase
  作者：M.C. de Koning、M.J.A. Joosen、D. Noort、A. van Zuylen、M.C. Tromp

  DOI：10.1016/j.bmc.2010.10.059

  日期：2011.1

  A conceptually novel approach to the design of reactivators of nerve agent-inhibited acetylcholinesterase (AChE) is presented. The concept comprises the linkage of a peripheral site ligand via a spacer to a reactivating moiety with the eventual goal to develop non-ionic reactivators with sufficient affinity for AChE to induce reactivation and potentially improved blood-brain barrier penetration. Herein, the first step towards that goal-the synthesis and biological evaluation of a peripheral site ligand conjugated to a charged pyridinium oxime is discussed. It was found, that the introduction of the peripheral site ligand not only increased affinity of the construct for AChE but also enhanced reactivation of nerve agent-inhibited AChE. (C) 2010 Elsevier Ltd. All rights reserved.