5-(3-(dimethylamino)propoxy)-1-phenyl-1H-benzo[d]imidazol-2-amine | 1616475-52-5

• 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: 5-(3-(dimethylamino)propoxy)-1-phenyl-1H-benzo[d]imidazol-2-amine
• 英文别名: 5-[3-(Dimethylamino)propoxy]-1-phenyl-benzimidazol-2-amine；5-[3-(dimethylamino)propoxy]-1-phenylbenzimidazol-2-amine
• CAS: 1616475-52-5
• 化学式: C₁₈H₂₂N₄O
• 分子量: 310.399
• InChiKey: NDTWWYYOVYZIMS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  56.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-氯-3-硝基苯酚 在 盐酸 、 tris-(dibenzylideneacetone)dipalladium(0) 、 palladium 10% on activated carbon 、 四丁基氟化铵 、 氢气 、 caesium carbonate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 三乙胺 、 N,N-二异丙基乙胺 、 N,N'-二异丙基碳二亚胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 、 甲苯 、 乙腈 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 135.5h， 生成 5-(3-(dimethylamino)propoxy)-1-phenyl-1H-benzo[d]imidazol-2-amine
  参考文献：
  名称：

  Aryl-substituted aminobenzimidazoles targeting the hepatitis C virus internal ribosome entry site

  摘要：

  We describe the exploration of N1-aryl-substituted benzimidazoles as ligands for the hepatitis C virus (HCV) internal ribosome entry site (IRES) RNA. The design of the compounds was guided by the co-crystal structure of a benzimidazole viral translation inhibitor in complex with the RNA target. Structure-binding activity relationships of aryl-substituted benzimidazole ligands were established that were consistent with the crystal structure of the translation inhibitor complex. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.05.009

文献信息

• Aryl-substituted aminobenzimidazoles targeting the hepatitis C virus internal ribosome entry site
  作者：Kejia Ding、Annie Wang、Mark A. Boerneke、Sergey M. Dibrov、Thomas Hermann

  DOI：10.1016/j.bmcl.2014.05.009

  日期：2014.7

  We describe the exploration of N1-aryl-substituted benzimidazoles as ligands for the hepatitis C virus (HCV) internal ribosome entry site (IRES) RNA. The design of the compounds was guided by the co-crystal structure of a benzimidazole viral translation inhibitor in complex with the RNA target. Structure-binding activity relationships of aryl-substituted benzimidazole ligands were established that were consistent with the crystal structure of the translation inhibitor complex. (C) 2014 Elsevier Ltd. All rights reserved.