1-Hexyl-3-octylbenzo[f]benzotriazol-3-ium-4,9-dione;chloride | 1361148-86-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-Hexyl-3-octylbenzo[f]benzotriazol-3-ium-4,9-dione;chloride
• CAS: 1361148-86-8
• 化学式: C₂₄H₃₄N₃O₂*Cl
• 分子量: 432.006
• InChiKey: PWFYUCFTNARHHD-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.89
• 重原子数：
  30
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  辛醇 在 吡啶 作用下， 以 甲苯 为溶剂， 反应 2.0h， 生成 1-Hexyl-3-octylbenzo[f]benzotriazol-3-ium-4,9-dione;chloride
  参考文献：
  名称：

  Library Synthesis and Antibacterial Investigation of Cationic Anthraquinone Analogs

  摘要：

  We report the parallel synthesis of a series of novel 4,9-dioxo-4,9-dihydro-1H-naphtho[2-,3-d][1,2,3],triazol-3-ium chloride salts, which are analogs to cationic anthraquinones. Three synthetic protocols were examined leading to a convenient and facile library synthesis of the cationic anthraquinone analogs that contain double alkyl chains of various lengths (C-2-C-12) at N-1 and N-3 positions. The antibacterial activities of these compounds were evaluated against Gram positive bacterium Staphyloccous aureus and Gram negative bacterium Escherichia coli. The antibacterial activities of these compunds were expected to be associated with the structural features of naphthoquinenone, cation and lypophilic alkyl chain and, interestingly, they showed much higher levels of antibacterial activites against G+ than G- bacteria. In addtion, when the total number of carbon atoms of the alkyl groups at both N-1 and N-3 positions lies between 9 and 18, the bactericidal activity against S aureus increased with increasing alkyl chain length at both N-atoms with MIC <= 1 mu g/mL.

  DOI：

  10.1021/co2002075

文献信息

• Library Synthesis and Antibacterial Investigation of Cationic Anthraquinone Analogs
  作者：Marina Y. Fosso、Ka Yee Chan、Rylee Gregory、Cheng-Wei Tom Chang

  DOI：10.1021/co2002075

  日期：2012.3.12

  We report the parallel synthesis of a series of novel 4,9-dioxo-4,9-dihydro-1H-naphtho[2-,3-d][1,2,3],triazol-3-ium chloride salts, which are analogs to cationic anthraquinones. Three synthetic protocols were examined leading to a convenient and facile library synthesis of the cationic anthraquinone analogs that contain double alkyl chains of various lengths (C-2-C-12) at N-1 and N-3 positions. The antibacterial activities of these compounds were evaluated against Gram positive bacterium Staphyloccous aureus and Gram negative bacterium Escherichia coli. The antibacterial activities of these compunds were expected to be associated with the structural features of naphthoquinenone, cation and lypophilic alkyl chain and, interestingly, they showed much higher levels of antibacterial activites against G+ than G- bacteria. In addtion, when the total number of carbon atoms of the alkyl groups at both N-1 and N-3 positions lies between 9 and 18, the bactericidal activity against S aureus increased with increasing alkyl chain length at both N-atoms with MIC <= 1 mu g/mL.