1,1'-prop-2-oxa-1,3-diyl-bis(quinolinium) dichloride | 55901-46-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 1,1'-prop-2-oxa-1,3-diyl-bis(quinolinium) dichloride
• 英文别名: 1,1'-(2-oxa-propanediyl)-bis-quinolinium; chloride；1,1'-(2-Oxa-propandiyl)-bis-chinolinium; Chlorid
• CAS: 55901-46-7
• 化学式: C₂₀H₁₈N₂O*2Cl
• 分子量: 373.282
• InChiKey: IFRWEUUSJXXWTG-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  16.99
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  喹啉 、 二氯甲基醚 以 乙腈 为溶剂， 生成 1,1'-prop-2-oxa-1,3-diyl-bis(quinolinium) dichloride
  参考文献：
  名称：

  Preparation, in vitro screening and molecular modelling of symmetrical bis-quinolinium cholinesterase inhibitors—implications for early Myasthenia gravis treatment

  摘要：

  This paper describes the preparation and in vitro evaluation of 18 newly prepared bis-quinolinium inhibitors on human recombinant acetylcholinesterase (AChE) and human plasmatic butyrylcholinesterase (BChE). Their inhibitory (IC50) and was compared to the chosen standards ambenonium dichloride, edrophonium chloride, BW284c51 and ethopropazine hydrochloride. One novel compound was found to be a promising inhibitor of hAChE (in nM range) and was better than edrophonium chloride or BW284c51, but was worse than ambenonium chloride. This compound also showed selectivity towards hAChE and it was confirmed as a non-competitive inhibitor of hAChE by kinetic analysis. A molecular modelling study further confirmed its binding to the peripheral active site of hAChE via apparent pi-pi or pi-cationic interactions. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.02.047

文献信息

• Litterscheid; Thimme, Justus Liebigs Annalen der Chemie, 1904, vol. 334, p. 57
  作者：Litterscheid、Thimme

  DOI：——

  日期：——