2-((1-(4-methoxybenzyl)-1H-benzo[d]imidazol-2-yl)amino)propanoic acid | 1331868-27-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-((1-(4-methoxybenzyl)-1H-benzo[d]imidazol-2-yl)amino)propanoic acid
• CAS: 1331868-27-9
• 化学式: C₁₈H₁₉N₃O₃
• 分子量: 325.367
• InChiKey: FZWHYNSWKBCKNZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.98
• 重原子数：
  24.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  76.38
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-((1-(4-methoxybenzyl)-1H-benzo[d]imidazol-2-yl)amino)propanoic acid 、 2-氯-4-甲基苯胺 在 草酰氯 、 N,N-二甲基甲酰胺 、 吡啶 、 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以2.6 mg的产率得到N-(2-chloro-4-methylphenyl)-2-((1-(4-methoxybenzyl)-1H-benzo[d]imidazol-2-yl)amino)propanamide
  参考文献：
  名称：

  Host-Directed Inhibitors of Myxoviruses: Synthesis and in Vitro Biochemical Evaluation

  摘要：

  Drugs targeted to viral proteins are highly vulnerable to the development of viral resistance. One little explored approach to the treatment of viral diseases is the development of agents that target host factors required for virus replication. Myxoviruses are predominantly associated with acute disease and, thus, ideally suited for this approach since the necessary treatment time is anticipated to be limited. High-throughput screening previously identified benzimidazole 22407448 with broad antiviral activity against different influenza virus and paramyxovirus strains. Hit to lead chemistry has generated 6p (JMN3-003) with potent antiviral activity against a panel of myxovirus family members exhibiting EC(50) values in the low nanomolar range.

  DOI：

  10.1021/ml200125r
• 作为产物：
  描述：

  2-chloro-1-(4-methoxybenzyl)-1H-benzo[d]imidazole 在 盐酸 、 potassium carbonate 作用下， 以 水 、 乙腈 为溶剂， 反应 2.5h， 生成 2-((1-(4-methoxybenzyl)-1H-benzo[d]imidazol-2-yl)amino)propanoic acid
  参考文献：
  名称：

  Host-Directed Inhibitors of Myxoviruses: Synthesis and in Vitro Biochemical Evaluation

  摘要：

  Drugs targeted to viral proteins are highly vulnerable to the development of viral resistance. One little explored approach to the treatment of viral diseases is the development of agents that target host factors required for virus replication. Myxoviruses are predominantly associated with acute disease and, thus, ideally suited for this approach since the necessary treatment time is anticipated to be limited. High-throughput screening previously identified benzimidazole 22407448 with broad antiviral activity against different influenza virus and paramyxovirus strains. Hit to lead chemistry has generated 6p (JMN3-003) with potent antiviral activity against a panel of myxovirus family members exhibiting EC(50) values in the low nanomolar range.

  DOI：

  10.1021/ml200125r