[2-(2-Chlorophenyl)imidazol-1-yl]-(4-nitrophenyl)methanone | 1160826-44-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: [2-(2-Chlorophenyl)imidazol-1-yl]-(4-nitrophenyl)methanone
• CAS: 1160826-44-7
• 化学式: C₁₆H₁₀ClN₃O₃
• 分子量: 327.727
• InChiKey: LEDRVEZCDBPCDL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  80.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-硝基苯甲酰氯 、 2-(邻氯苯基)-2-咪唑啉 以 乙醚 为溶剂， 反应 24.0h， 以56.07%的产率得到[2-(2-Chlorophenyl)imidazol-1-yl]-(4-nitrophenyl)methanone
  参考文献：
  名称：

  Synthesis, antimicrobial and antiviral evaluation of substituted imidazole derivatives

  摘要：

  In the present study, we have synthesized 2-(substituted phenyl)-1H-imidazole (1-12) and (substituted phenyl)-[2-(substituted phenyl)-imidazol-1-yl]-methanone (13-26) analogues and screened them for their antimicrobial activity against Gram positive, Gram negative and fungal species. The results of antibacterial study indicated that compounds 15,17 and 24 showed appreciable antibacterial activity and compound 26 emerged as the most potential antifungal agent. The results of SAR studies indicated that the presence of electron withdrawing groups is necessary for the antimicrobial activity of the synthesized compounds. The results of the present study indicated that compounds 15, 17 and 24 might be of interest for the identification of new antimicrobial molecules as their antibacterial activity is equivalent to the standard drug norfloxacin. Further, the antiviral screening of (substituted phenyl)-[2-(substituted phenyl)-imidazol-1-yl]-methanones (13-26) against a panel of viral strains indicated that compounds 16 and 19 can be selected as lead compounds for the development of novel antiviral agents. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.08.010

文献信息

• Synthesis, antimicrobial and antiviral evaluation of substituted imidazole derivatives
  作者：Deepika Sharma、Balasubramanian Narasimhan、Pradeep Kumar、Vikramjeet Judge、Rakesh Narang、Erik De Clercq、Jan Balzarini

  DOI：10.1016/j.ejmech.2008.08.010

  日期：2009.6

  In the present study, we have synthesized 2-(substituted phenyl)-1H-imidazole (1-12) and (substituted phenyl)-[2-(substituted phenyl)-imidazol-1-yl]-methanone (13-26) analogues and screened them for their antimicrobial activity against Gram positive, Gram negative and fungal species. The results of antibacterial study indicated that compounds 15,17 and 24 showed appreciable antibacterial activity and compound 26 emerged as the most potential antifungal agent. The results of SAR studies indicated that the presence of electron withdrawing groups is necessary for the antimicrobial activity of the synthesized compounds. The results of the present study indicated that compounds 15, 17 and 24 might be of interest for the identification of new antimicrobial molecules as their antibacterial activity is equivalent to the standard drug norfloxacin. Further, the antiviral screening of (substituted phenyl)-[2-(substituted phenyl)-imidazol-1-yl]-methanones (13-26) against a panel of viral strains indicated that compounds 16 and 19 can be selected as lead compounds for the development of novel antiviral agents. (C) 2008 Elsevier Masson SAS. All rights reserved.