7-hydroxy-4,5-dihydro-imidazo[1,2-a]quinoline | 1426933-50-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 7-hydroxy-4,5-dihydro-imidazo[1,2-a]quinoline
• 英文别名: 4,5-Dihydroimidazo[1,2-A]quinolin-7-OL；4,5-dihydroimidazo[1,2-a]quinolin-7-ol
• CAS: 1426933-50-7
• 化学式: C₁₁H₁₀N₂O
• 分子量: 186.213
• InChiKey: PLQQDDZBRXSFJU-UHFFFAOYSA-N

物化性质

• 沸点：
  454.0±55.0 °C(Predicted)
• 密度：
  1.36±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  38
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  7-hydroxy-4,5-dihydro-imidazo[1,2-a]quinoline 、 alkaline earth salt of/the/ methylsulfuric acid 在 sodium hydroxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以85%的产率得到7-[(2-Bromophenyl)methoxy]-4,5-dihydroimidazo[1,2-a]quinoline
  参考文献：
  名称：

  Synthesis and evaluation of antibacterial activity of 7-alkyloxy-4,5-dihydro-imidazo[1,2-a]quinoline derivatives

  摘要：

  In this study, a series of 7-alkyloxy-4,5-dihydro-imidazo[1,2-a]quinoline derivatives was synthesized and tested for their antibacterial activity against various bacterial strains. Most of the compounds exhibited potential antibacterial activity against gram-negative and gram-positive bacteria. Compound 7p (7-heptyloxy-4,5-dihydro-imidazo[1,2-a]quinoline) was found to be the most potent inhibitor. The minimum inhibitory concentration (MIC) of compound 7p against Escherichia coli was 0.5 mu g/mL, better than that of reference agent ciprofloxacin and amoxicillin. Furthermore, compound 7p exhibited a modest activity against several gram-negative bacterial strains at a dose range of 2-64 mu g/mL. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.12.034
• 作为产物：
  描述：

  6-(benzyloxy)-3,4-dihydroquinolin-2(1H)-one 在 diphosphorus pentasulfide 、 palladium on activated charcoal 、 氢气 、 溶剂黄146 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 14.0h， 生成 7-hydroxy-4,5-dihydro-imidazo[1,2-a]quinoline
  参考文献：
  名称：

  Synthesis and evaluation of antibacterial activity of 7-alkyloxy-4,5-dihydro-imidazo[1,2-a]quinoline derivatives

  摘要：

  In this study, a series of 7-alkyloxy-4,5-dihydro-imidazo[1,2-a]quinoline derivatives was synthesized and tested for their antibacterial activity against various bacterial strains. Most of the compounds exhibited potential antibacterial activity against gram-negative and gram-positive bacteria. Compound 7p (7-heptyloxy-4,5-dihydro-imidazo[1,2-a]quinoline) was found to be the most potent inhibitor. The minimum inhibitory concentration (MIC) of compound 7p against Escherichia coli was 0.5 mu g/mL, better than that of reference agent ciprofloxacin and amoxicillin. Furthermore, compound 7p exhibited a modest activity against several gram-negative bacterial strains at a dose range of 2-64 mu g/mL. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.12.034

文献信息

• Synthesis and evaluation of antibacterial activity of 7-alkyloxy-4,5-dihydro-imidazo[1,2-a]quinoline derivatives
  作者：Xian-Yu Sun、Rui Wu、Xiang Wen、Li Guo、Chang-Ping Zhou、Jian Li、Zhe-Shan Quan、Jun Bao

  DOI：10.1016/j.ejmech.2012.12.034

  日期：2013.2

  In this study, a series of 7-alkyloxy-4,5-dihydro-imidazo[1,2-a]quinoline derivatives was synthesized and tested for their antibacterial activity against various bacterial strains. Most of the compounds exhibited potential antibacterial activity against gram-negative and gram-positive bacteria. Compound 7p (7-heptyloxy-4,5-dihydro-imidazo[1,2-a]quinoline) was found to be the most potent inhibitor. The minimum inhibitory concentration (MIC) of compound 7p against Escherichia coli was 0.5 mu g/mL, better than that of reference agent ciprofloxacin and amoxicillin. Furthermore, compound 7p exhibited a modest activity against several gram-negative bacterial strains at a dose range of 2-64 mu g/mL. (C) 2013 Elsevier Masson SAS. All rights reserved.