Biphenyl-4-ylmethyl-(4-fluoro-benzyl)-imidazol-1-yl-amine

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Biphenyl-4-ylmethyl-(4-fluoro-benzyl)-imidazol-1-yl-amine
• 英文别名: N-[(4-fluorophenyl)methyl]-N-[(4-phenylphenyl)methyl]imidazol-1-amine
• 化学式: C₂₃H₂₀FN₃
• 分子量: 357.43
• InChiKey: WUHJWXFYWWCLJI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  21.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-[(1,1'-biphenyl)-4-ylmethyl]-1H-imidazol-1-amine 、 alkaline earth salt of/the/ methylsulfuric acid 在 sodium hydroxide 、 四丁基硫酸氢铵 作用下， 以 二氯甲烷 为溶剂， 反应 15.0h， 以32%的产率得到Biphenyl-4-ylmethyl-(4-fluoro-benzyl)-imidazol-1-yl-amine
  参考文献：
  名称：

  Synthesis and antifungal properties of N-[(1,1′-biphenyl)-4-ylmethyl]-1H-imidazol-1-amine derivatives

  摘要：

  In the course of a study on 1H-imidazol-1-amine derivatives as antifungal agents, we found that N-[(1,1'-biphenyl)-4-ylmethyl]-N-[(2,4-dichlorophenyl)methyl]-1H-imidazol-1-amine (1a) exhibited promising activities. In order to explore more in detail the structure-activity relationship of this new class of antifungal agents, we report now the synthesis and the biological activity of new analogues (1b-k) of compound 1a. The synthesis was performed using N-[(1,1'-biphenyl)-4-ylmethyl]-1H-imidazol-1-amine as starting material which was reacted with the proper arylmethyl halide. Most of the newly synthesized imidazolamines exhibited both fungal growth inhibition activity and cellular selectivity.

  DOI：

  10.1016/s0014-827x(02)01294-6

文献信息

• Synthesis and antifungal properties of N-[(1,1′-biphenyl)-4-ylmethyl]-1H-imidazol-1-amine derivatives
  作者：Maria Giovanna Setzu、Giorgio Stefancich、Paolo La Colla、Sabrina Castellano

  DOI：10.1016/s0014-827x(02)01294-6

  日期：2002.12

  In the course of a study on 1H-imidazol-1-amine derivatives as antifungal agents, we found that N-[(1,1'-biphenyl)-4-ylmethyl]-N-[(2,4-dichlorophenyl)methyl]-1H-imidazol-1-amine (1a) exhibited promising activities. In order to explore more in detail the structure-activity relationship of this new class of antifungal agents, we report now the synthesis and the biological activity of new analogues (1b-k) of compound 1a. The synthesis was performed using N-[(1,1'-biphenyl)-4-ylmethyl]-1H-imidazol-1-amine as starting material which was reacted with the proper arylmethyl halide. Most of the newly synthesized imidazolamines exhibited both fungal growth inhibition activity and cellular selectivity.