6-hydroxy-1-tetradecylquinolinium bromide

• 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: 6-hydroxy-1-tetradecylquinolinium bromide
• 英文别名: 1-Tetradecylquinolin-1-ium-6-ol;bromide；1-tetradecylquinolin-1-ium-6-ol;bromide
• 化学式: Br*C₂₃H₃₆NO
• 分子量: 422.449
• InChiKey: HKFPLEICQLYGFL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.54
• 重原子数：
  26
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  24.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  6-羟基喹啉 、 溴代十四烷 以 乙腈 为溶剂， 反应 48.0h， 以41%的产率得到6-hydroxy-1-tetradecylquinolinium bromide
  参考文献：
  名称：

  6-Hydroxyquinolinium salts differing in the length of alkyl side-chain: Synthesis and antimicrobial activity

  摘要：

  Quaternary ammonium salts substituted with a long alkyl chain exemplify a trustworthy group of medicinal compounds frequently employed as antifungal and antibacterial agents. A great asset of these surfactants underlying their widespread use is low local and system toxicity in humans. In this Letter, a series of novel quaternary 6-hydroxyquinolinium salts with varying length of N-alkyl chain (from C-10 to C-18) was synthesized and tested for in vitro activity against pathogenic bacterial and fungal strains. 6-Hydroxyquinolinium salt with C12 alkyl chain seems to be very interesting candidate due to a high antimicrobial efficacy and cytotoxic safety. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.09.060

文献信息

• 6-Hydroxyquinolinium salts differing in the length of alkyl side-chain: Synthesis and antimicrobial activity
  作者：David Malinak、Rafael Dolezal、Jan Marek、Sarka Salajkova、Ondrej Soukup、Marcela Vejsova、Jan Korabecny、Jan Honegr、Marek Penhaker、Kamil Musilek、Kamil Kuca

  DOI：10.1016/j.bmcl.2014.09.060

  日期：2014.11

  Quaternary ammonium salts substituted with a long alkyl chain exemplify a trustworthy group of medicinal compounds frequently employed as antifungal and antibacterial agents. A great asset of these surfactants underlying their widespread use is low local and system toxicity in humans. In this Letter, a series of novel quaternary 6-hydroxyquinolinium salts with varying length of N-alkyl chain (from C-10 to C-18) was synthesized and tested for in vitro activity against pathogenic bacterial and fungal strains. 6-Hydroxyquinolinium salt with C12 alkyl chain seems to be very interesting candidate due to a high antimicrobial efficacy and cytotoxic safety. (C) 2014 Elsevier Ltd. All rights reserved.