2-(4-nitrophenyl)-3H-imidazo[4,5-c]pyridine-6-carboxylic acid | 1000783-13-0

• 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-(4-nitrophenyl)-3H-imidazo[4,5-c]pyridine-6-carboxylic acid
• CAS: 1000783-13-0
• 化学式: C₁₃H₈N₄O₄
• 分子量: 284.231
• InChiKey: ANBMALRCOFFZMB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  21
• 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：
  125
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(4-nitrophenyl)-3H-imidazo[4,5-c]pyridine-6-carboxylic acid 、 金刚烷胺 在 N,N'-羰基二咪唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 19.0h， 以50%的产率得到N-adamantyl-2-(4-nitrophenyl)-3H-imidazo[4,5-c]pyridine-6-carboxamide
  参考文献：
  名称：

  2-Phenylimidazopyridines, a New Series of Golgi Compounds with Potent Antiviral Activity

  摘要：

  Drugs targeted to viral proteins are highly vulnerable to the development of resistant strains. We previously characterized a group of 2-phenylbenzimidazole compounds for their activity against allergy and asthma and more recently established the Golgi as their probable site of action. Herein we describe their activity against the propagation of several virus types through an action on the host cell. The most potent derivatives are the novel 2-phenylimidazopyridines, the lead compound of which is highly effective for blocking the spread of topical herpes infection in an animal model. These agents may provide an alternative antiviral approach, particularly for treating resistant strains.

  DOI：

  10.1021/jm0704907
• 作为产物：
  描述：

  ethyl 2-(4-nitrophenyl)-3H-imidazo[4,5-c]pyridine-6-carboxylate 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以93%的产率得到2-(4-nitrophenyl)-3H-imidazo[4,5-c]pyridine-6-carboxylic acid
  参考文献：
  名称：

  2-Phenylimidazopyridines, a New Series of Golgi Compounds with Potent Antiviral Activity

  摘要：

  Drugs targeted to viral proteins are highly vulnerable to the development of resistant strains. We previously characterized a group of 2-phenylbenzimidazole compounds for their activity against allergy and asthma and more recently established the Golgi as their probable site of action. Herein we describe their activity against the propagation of several virus types through an action on the host cell. The most potent derivatives are the novel 2-phenylimidazopyridines, the lead compound of which is highly effective for blocking the spread of topical herpes infection in an animal model. These agents may provide an alternative antiviral approach, particularly for treating resistant strains.

  DOI：

  10.1021/jm0704907

文献信息

• US7256287B2
  申请人：——

  公开号：US7256287B2

  公开（公告）日：2007-08-14