4-((5(6)-bromo-1H-benzoimidazol-2-l)methoxy)benzenamine | 1275349-77-3

• 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: 4-((5(6)-bromo-1H-benzoimidazol-2-l)methoxy)benzenamine
• 英文别名: 4-[(5-bromo-1H-benzimidazol-2-yl)methoxy]aniline；4-[(6-bromo-1H-benzimidazol-2-yl)methoxy]aniline
• CAS: 1275349-77-3
• 化学式: C₁₄H₁₂BrN₃O
• 分子量: 318.173
• InChiKey: NLKQUJYMFUXDEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  63.9
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-硝基苯氧乙酸 在 四丁基氯化铵 、 氯化铵 、 锌 作用下， 以 甲醇 、 水 、 甲苯 为溶剂， 生成 4-((5(6)-bromo-1H-benzoimidazol-2-l)methoxy)benzenamine
  参考文献：
  名称：

  Design and synthesis of positional isomers of 5 and 6-bromo-1-[(phenyl)sulfonyl]-2-[(4-nitrophenoxy)methyl]-1H-benzimidazoles as possible antimicrobial and antitubercular agents

  摘要：

  In this Letter, we report the structure activity relationship (SAR) studies on series of positional isomers of 5(6)-bromo-1-[(phenyl)sulfonyl]-2-[(4-nitrophenoxy)methyl]-1H-benzimidazoles derivatives 7(a-j) and 8(a j) synthesized in good yields and characterized by H-1 NMR, C-13 NMR and mass spectral analyses. The crystal structure of 7a was evidenced by X-ray diffraction study. The newly synthesized compounds were evaluated for their in vitro antibacterial activity against Staphylococcus aureus, (Gram-positive), Escherichia coli and Klebsiella pneumoniae (Gram-negative), antifungal activity against Candida albicans, Aspergillus flavus and Rhizopus sp. and antitubercular activity against Mycobacterium tuberculosis H37Rv, Mycobacterium smegmatis, Mycobacterium fortuitum and MDR-TB strains. The synthesized compounds displayed interesting antimicrobial activity. The compounds 7b, 7e and 7h displayed significant activity against Mycobacterium tuberculosis H37Rv strain. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.06.072