4-((dimethylamino)methyl)-2-(((4-methoxyphenyl)thio)methyl)-1-methyl-1H-benzo[d]imidazol-5-ol | 1262058-87-6

• 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: 4-((dimethylamino)methyl)-2-(((4-methoxyphenyl)thio)methyl)-1-methyl-1H-benzo[d]imidazol-5-ol
• CAS: 1262058-87-6
• 化学式: C₁₉H₂₃N₃O₂S
• 分子量: 357.477
• InChiKey: PRYBUNNHOUZMET-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.64
• 重原子数：
  25.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  50.52
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2-甲基咪唑 、 4-((dimethylamino)methyl)-2-(((4-methoxyphenyl)thio)methyl)-1-methyl-1H-benzo[d]imidazol-5-ol 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 生成 2-[(4-Methoxyphenyl)sulfanylmethyl]-1-methyl-4-[(2-methylimidazol-1-yl)methyl]benzimidazol-5-ol
  参考文献：
  名称：

  Synthesis and biological evaluation of 1H-benzimidazol-5-ols as potent HBV inhibitors

  摘要：

  A new series of 1-methyl-1H-benzimidazol-5-ol derivatives were synthesized and evaluated for their anti-hepatitis B virus (HBV) activity and cytotoxicity in the HepG2.2.15 cell line. Some of the analogues in this series displayed inhibitory activity superior to lamivudine. Of them, compound 13b was the most potent one, showing an IC50 value of 7.8 mu M and a SI value of 13.0. Crown Copyright (C) 2010 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.10.099
• 作为产物：
  描述：

  聚合甲醛 、 2-(((4-methoxyphenyl)thio)methyl)-1-methyl-1H-benzo[d]imidazol-5-ol 、 二甲胺 以 甲醇 为溶剂， 反应 10.0h， 生成 4-((dimethylamino)methyl)-2-(((4-methoxyphenyl)thio)methyl)-1-methyl-1H-benzo[d]imidazol-5-ol
  参考文献：
  名称：

  Synthesis and biological evaluation of 1H-benzimidazol-5-ols as potent HBV inhibitors

  摘要：

  A new series of 1-methyl-1H-benzimidazol-5-ol derivatives were synthesized and evaluated for their anti-hepatitis B virus (HBV) activity and cytotoxicity in the HepG2.2.15 cell line. Some of the analogues in this series displayed inhibitory activity superior to lamivudine. Of them, compound 13b was the most potent one, showing an IC50 value of 7.8 mu M and a SI value of 13.0. Crown Copyright (C) 2010 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.10.099