1-benzyl-2-[2-(pyridin-2-yl)ethyl]-1H-benzoimidazole-5-carboxylic acid | 1242166-04-6

• 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: 1-benzyl-2-[2-(pyridin-2-yl)ethyl]-1H-benzoimidazole-5-carboxylic acid
• 英文别名: 1-Benzyl-2-[2-(2-pyridyl)ethyl]benzimidazole-5-carboxylic acid；1-benzyl-2-(2-pyridin-2-ylethyl)benzimidazole-5-carboxylic acid
• CAS: 1242166-04-6
• 化学式: C₂₂H₁₉N₃O₂
• 分子量: 357.412
• InChiKey: UHLYVYWPEZLFJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  68
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-benzyl-2-[2-(pyridin-2-yl)ethyl]-1H-benzoimidazole-5-carboxylic acid 、 盐酸甲胺 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以107 mg的产率得到1-benzyl-N-methyl-2-(2-(pyridin-2-yl)ethyl)-1H-benzoimidazole-5-carboxamide
  参考文献：
  名称：

  Design and synthesis of novel benzimidazole derivatives as inhibitors of hepatitis B virus

  摘要：

  A series of novel benzimidazole derivatives were synthesized and evaluated for their anti-hepatitis B virus (HBV) activity and cytotoxicity in the HepG2.2.15 cell line. The preliminary SAR was discussed. Compound 12a, with IC50 < 0.41 mu M and SI > 81.2, was the most promising compound and selected as the benchmark compound for further optimization. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.05.076
• 作为产物：
  描述：

  methyl 1-benzyl-2-(2-(pyridin-2-yl)ethyl)-1H-benzoimidazole-5-carboxylate 在 盐酸 、 水 作用下， 反应 5.0h， 生成 1-benzyl-2-[2-(pyridin-2-yl)ethyl]-1H-benzoimidazole-5-carboxylic acid
  参考文献：
  名称：

  Design and synthesis of novel benzimidazole derivatives as inhibitors of hepatitis B virus

  摘要：

  A series of novel benzimidazole derivatives were synthesized and evaluated for their anti-hepatitis B virus (HBV) activity and cytotoxicity in the HepG2.2.15 cell line. The preliminary SAR was discussed. Compound 12a, with IC50 < 0.41 mu M and SI > 81.2, was the most promising compound and selected as the benchmark compound for further optimization. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.05.076