8-(3-methylbenzyloxy)quinoline

• 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: 8-(3-methylbenzyloxy)quinoline
• 英文别名: 8-(m-Tolylmethoxy)quinoline；8-[(3-methylphenyl)methoxy]quinoline
• 化学式: C₁₇H₁₅NO
• 分子量: 249.312
• InChiKey: JBIOWLVPJIBYOD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  22.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  8-羟基喹啉 、 alkaline earth salt of/the/ methylsulfuric acid 在 四丁基溴化铵 、 potassium hydroxide 作用下， 以 二氯甲烷 、 水 为溶剂， 以87%的产率得到8-(3-methylbenzyloxy)quinoline
  参考文献：
  名称：

  Development of 8-benzyloxy-substituted quinoline ethers and evaluation of their antimicrobial activities

  摘要：

  A series of 8-benzyloxy-substituted quinoline ethers (2a-n) compounds were synthesized. All synthesized compounds were screened in vitro for their preliminary antimicrobial activities against two Gram-negative bacteria (Pseudomonas aeruginosa and Escherichia coli), two Gram-positive bacteria (Staphylococcus aureus and Staphylococcus epidermidis), and a fungal species (Aspergillus niger). Among all synthesized compounds, compound 2e showed a significant growth inhibitory activity with MIC value 3.125 mu g/mL which was comparable to 8-hydroxyquinoline (2.5 mu g/mL) and terbinafine (1.25 mu g/mL) against A. niger.

  DOI：

  10.1007/s00044-014-1217-4

文献信息

• Development of 8-benzyloxy-substituted quinoline ethers and evaluation of their antimicrobial activities
  作者：Po-Yee Chung、Roberto Gambari、Yi-Xin Chen、Chor-Hing Cheng、Zhao-Xiang Bian、Albert Sun-Chi Chan、Johnny Cheuk-On Tang、Polly Hang-Mei Leung、Chung-Hin Chui、Kim-Hung Lam

  DOI：10.1007/s00044-014-1217-4

  日期：2015.4

  A series of 8-benzyloxy-substituted quinoline ethers (2a-n) compounds were synthesized. All synthesized compounds were screened in vitro for their preliminary antimicrobial activities against two Gram-negative bacteria (Pseudomonas aeruginosa and Escherichia coli), two Gram-positive bacteria (Staphylococcus aureus and Staphylococcus epidermidis), and a fungal species (Aspergillus niger). Among all synthesized compounds, compound 2e showed a significant growth inhibitory activity with MIC value 3.125 mu g/mL which was comparable to 8-hydroxyquinoline (2.5 mu g/mL) and terbinafine (1.25 mu g/mL) against A. niger.