3-Amino-4-sec-butylamino-benzoic acid | 879558-03-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-Amino-4-sec-butylamino-benzoic acid
• 英文别名: 3-Amino-4-(butan-2-ylamino)benzoic acid
• CAS: 879558-03-9
• 化学式: C₁₁H₁₆N₂O₂
• 分子量: 208.26
• InChiKey: SOESPZYCNIPWFV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  75.4
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-Amino-4-sec-butylamino-benzoic acid 在 polymer supported nitrite 、 溶剂黄146 作用下， 生成 1-(2'-butyl)-1H-benzotriazole-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
• 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 作用下， 以 乙酸乙酯 为溶剂， 20.0~150.0 ℃ 、101.33 kPa 条件下， 反应 3.33h， 生成 3-Amino-4-sec-butylamino-benzoic 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