1-isopropyl-1H-benzimidazole-5-carboxylic acid | 284673-16-1

• 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-isopropyl-1H-benzimidazole-5-carboxylic acid
• 英文别名: 1-Isopropyl-1H-benzoimidazole-5-carboxylic acid；1-propan-2-ylbenzimidazole-5-carboxylic acid
• CAS: 284673-16-1
• 化学式: C₁₁H₁₂N₂O₂
• 分子量: 204.228
• InChiKey: SQIQIYYPWAELAC-UHFFFAOYSA-N

物化性质

• 沸点：
  399.8±34.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  55.1
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为产物：
  描述：

  4-氟-3-硝基苯甲酸 在 palladium on activated charcoal 氢气 、 碳酸氢钠 、 三氟乙酸 作用下， 以 乙酸乙酯 为溶剂， 20.0~150.0 ℃ 、101.33 kPa 条件下， 反应 4.33h， 生成 1-isopropyl-1H-benzimidazole-5-carboxylic acid
  参考文献：
  名称：

  1-Alkyl-benzotriazole-5-carboxylic Acids Are Highly Selective Agonists of the Human Orphan G-Protein-Coupled Receptor GPR109b

  摘要：

  I-Substituted benzotriazole carboxylic acids have been identified as the first reported examples of selective small-molecule agonists of the human orphan G-protein-coupled receptor GPR109b (HM74), a low-affinity receptor for the HDL-raising drug niacin. No activity was observed at the highly homologous high-affinity macin receptor GPR109a (HM74A). The high degree of selectivity was attributed to a difference in the amino acid sequence adjacent to a key arginine-ligand interaction allowing somewhat larger ligands to be tolerated by GPR109b.

  DOI：

  10.1021/jm051099t

文献信息

• 1-Alkyl-benzotriazole-5-carboxylic Acids Are Highly Selective Agonists of the Human Orphan G-Protein-Coupled Receptor GPR109b
  作者：Graeme Semple、Philip J. Skinner、Martin C. Cherrier、Peter J. Webb、Carleton R. Sage、Susan Y. Tamura、Ruoping Chen、Jeremy G. Richman、Daniel T. Connolly

  DOI：10.1021/jm051099t

  日期：2006.2.1

  I-Substituted benzotriazole carboxylic acids have been identified as the first reported examples of selective small-molecule agonists of the human orphan G-protein-coupled receptor GPR109b (HM74), a low-affinity receptor for the HDL-raising drug niacin. No activity was observed at the highly homologous high-affinity macin receptor GPR109a (HM74A). The high degree of selectivity was attributed to a difference in the amino acid sequence adjacent to a key arginine-ligand interaction allowing somewhat larger ligands to be tolerated by GPR109b.