N-[2-(1H-benzimidazol-2-yl)phenyl]-1-(2-chlorophenyl)methanimine | 373377-32-3

• 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: N-[2-(1H-benzimidazol-2-yl)phenyl]-1-(2-chlorophenyl)methanimine
• CAS: 373377-32-3
• 化学式: C₂₀H₁₄ClN₃
• 分子量: 331.804
• InChiKey: LDLQSZWIGAGTKL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-[2-(1H-benzimidazol-2-yl)phenyl]-1-(2-chlorophenyl)methanimine 、 氯乙酰氯 在 三乙胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 4.0h， 以65%的产率得到1-(2-(1H-benzimidazol-2-yl)phenyl)-3-chloro-4-(2-chlorophenyl)azetidin-2-one
  参考文献：
  名称：

  Synthesis, biological screening and molecular modeling studies of novel 3-chloro-4-substituted-1-(2-(1H-benzimidazol-2-yl)phenyl))-azetidin-2-ones

  摘要：

  In the present investigation synthesis of some novel 1-(2-(1H-benzimidazol-2-yl)phenyl)-3-chloro-4-(Un/substitutedphenyl)azetidin-2-one (3a-3h) antibacterial are reported. Structures of synthesized compounds were confirmed by spectral techniques (IR, Mass, H-1-NMR) All reactions were monitored with analytical thin layer chromatography. Synthesized compounds were docked in to the active site of enzyme transpeptidase. Compounds 3a, 3b, 3d and 3g were found to have good affinity for transpeptidase with potent antibacterial activity. A good correlation is found between in silico docking analysis and in vitro antibacterial activity.

  DOI：

  10.3109/14756366.2011.598867
• 作为产物：
  描述：

  邻苯二胺 在 硫酸 、 乙二醇 作用下， 以 乙醇 为溶剂， 反应 7.0h， 生成 N-[2-(1H-benzimidazol-2-yl)phenyl]-1-(2-chlorophenyl)methanimine
  参考文献：
  名称：

  Synthesis, biological screening and molecular modeling studies of novel 3-chloro-4-substituted-1-(2-(1H-benzimidazol-2-yl)phenyl))-azetidin-2-ones

  摘要：

  In the present investigation synthesis of some novel 1-(2-(1H-benzimidazol-2-yl)phenyl)-3-chloro-4-(Un/substitutedphenyl)azetidin-2-one (3a-3h) antibacterial are reported. Structures of synthesized compounds were confirmed by spectral techniques (IR, Mass, H-1-NMR) All reactions were monitored with analytical thin layer chromatography. Synthesized compounds were docked in to the active site of enzyme transpeptidase. Compounds 3a, 3b, 3d and 3g were found to have good affinity for transpeptidase with potent antibacterial activity. A good correlation is found between in silico docking analysis and in vitro antibacterial activity.

  DOI：

  10.3109/14756366.2011.598867

文献信息

• Synthesis, biological screening and molecular modeling studies of novel 3-chloro-4-substituted-1-(2-(1H-benzimidazol-2-yl)phenyl))-azetidin-2-ones
  作者：Santosh S. Chhajed、Chandrashekhar D. Upasani

  DOI：10.3109/14756366.2011.598867

  日期：2012.8.1

  In the present investigation synthesis of some novel 1-(2-(1H-benzimidazol-2-yl)phenyl)-3-chloro-4-(Un/substitutedphenyl)azetidin-2-one (3a-3h) antibacterial are reported. Structures of synthesized compounds were confirmed by spectral techniques (IR, Mass, H-1-NMR) All reactions were monitored with analytical thin layer chromatography. Synthesized compounds were docked in to the active site of enzyme transpeptidase. Compounds 3a, 3b, 3d and 3g were found to have good affinity for transpeptidase with potent antibacterial activity. A good correlation is found between in silico docking analysis and in vitro antibacterial activity.