5-Chloromethyl-2-(2-methoxy-phenyl)-1H-imidazole | 1025829-55-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-Chloromethyl-2-(2-methoxy-phenyl)-1H-imidazole
• 英文别名: 5-(chloromethyl)-2-(2-methoxyphenyl)-1H-imidazole
• CAS: 1025829-55-3
• 化学式: C₁₁H₁₁ClN₂O
• 分子量: 222.674
• InChiKey: XBULHNFTDVBSFJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  37.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-Chloromethyl-2-(2-methoxy-phenyl)-1H-imidazole 在 氯化亚砜 、 三乙胺 作用下， 以 氯仿 为溶剂， 反应 1.17h， 生成 Benzyl-[2-(4-methoxy-phenyl)-3H-imidazol-4-ylmethyl]-methyl-amine
  参考文献：
  名称：

  2-Phenyl-4-(aminomethyl)imidazoles as Potential Antipsychotic Agents. Synthesis and Dopamine D2 Receptor Binding

  摘要：

  A series of 2-phenyl-4-(aminomethyl)imidazoles were designed as conformationally restricted analogs of the dopamine D-2 selective benzamide antipsychotics. The title compounds were synthesized and tested for blockade of[H-3]YM-09151 binding in cloned African green monkey dopamine D-2 receptor preparations. The binding affinity data thus obtained were compared against that of the benzamides and a previously described series of 2-phenyl-5-(aminomethyl)-pyrroles.

  DOI：

  10.1021/jm00012a026
• 作为产物：
  描述：

  2-甲氧基苯甲酰胺盐酸盐 在 ammonium hydroxide 、 氯化亚砜 、 氯化铵 作用下， 反应 0.67h， 生成 5-Chloromethyl-2-(2-methoxy-phenyl)-1H-imidazole
  参考文献：
  名称：

  2-Phenyl-4-(aminomethyl)imidazoles as Potential Antipsychotic Agents. Synthesis and Dopamine D2 Receptor Binding

  摘要：

  A series of 2-phenyl-4-(aminomethyl)imidazoles were designed as conformationally restricted analogs of the dopamine D-2 selective benzamide antipsychotics. The title compounds were synthesized and tested for blockade of[H-3]YM-09151 binding in cloned African green monkey dopamine D-2 receptor preparations. The binding affinity data thus obtained were compared against that of the benzamides and a previously described series of 2-phenyl-5-(aminomethyl)-pyrroles.

  DOI：

  10.1021/jm00012a026