2-ethyl-1-(3-(p-tolyloxy)propyl)-1H-benzo[d]imidazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 2-ethyl-1-(3-(p-tolyloxy)propyl)-1H-benzo[d]imidazole
• 英文别名: IDR-0357444；2-Ethyl-1-[3-(4-methylphenoxy)propyl]benzimidazole
• 化学式: C₁₉H₂₂N₂O
• mdl: MFCD04348781
• 分子量: 294.396
• InChiKey: UGTKCJZAXWFTIW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-乙基苯并咪唑 在 potassium carbonate 、 sodium hydroxide 作用下， 以 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 生成 2-ethyl-1-(3-(p-tolyloxy)propyl)-1H-benzo[d]imidazole
  参考文献：
  名称：

  Improved Phenoxyalkylbenzimidazoles with Activity against Mycobacterium tuberculosis Appear to Target QcrB

  摘要：

  The phenoxy alkyl benzimidazoles (PABs) have good antitubercular activity. We expanded our structure activity relationship studies to determine the core components of PABs required for activity. The most potent compounds had minimum inhibitory concentrations against Mycobacterium tuberculosis in the low nanomolar range with very little cytotoxicity against eukaryotic cells as well as activity against intracellular bacteria. We isolated resistant mutants against PAB compounds, which had mutations in either Rvl 339, of unknown function, or ticrB, a component of the cytochrome b(c1) oxidase of the electron transport chain. QcrB mutant strains were resistant to all PAB compounds, whereas Rv1339 mutant strains were only resistant to a subset, suggesting that QcrB is the target. The discovery of the target for PAB compounds will allow for the improved design of novel compounds to target intracellular M. tuberculosis.

  DOI：

  10.1021/acsinfecdis.7b00112