4-chloro-2-(3,4-dimethylpyrrol-1-yl)benzoic acid | 53592-64-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 4-chloro-2-(3,4-dimethylpyrrol-1-yl)benzoic acid
• CAS: 53592-64-6
• 化学式: C₁₃H₁₂ClNO₂
• 分子量: 249.697
• InChiKey: SSIJTBDEBJUQCA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  42.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-chloro-2-(3,4-dimethylpyrrol-1-yl)benzoic acid 在 二异丁基氢化铝 作用下， 以 乙醚 为溶剂， 生成 4-chloro-2-(3,4-dimethylpyrrol-1-yl)benzyl alcohol
  参考文献：
  名称：

  ATP-Citrate Lyase as a Target for Hypolipidemic Intervention. 2. Synthesis and Evaluation of (3R*,5S*)-ω-Substituted-3-carboxy-3,5-dihydroxyalkanoic Acids and Their γ-Lactone Prodrugs as Inhibitors of the Enzyme in Vitro and in Vivo

  摘要：

  series of (3R*,5S*)-omega-substituted-3-carboxy-3,5-dihydroxyalkanoic acids have been synthesized and evaluated as inhibitors of the recombinant human form of ATP-citrate lyase. The best of these have K-i's in the 200-1000 nM range. As the corresponding thermodynamically favored gamma-lactone prodrugs, a number of compounds are able to inhibit cholesterol and fatty acid synthesis in HepG2 cells and reduce plasma triglyceride levels in vivo. The best of these, compound 77, is able to induce clear hypocholesterolemic and hypotriglyceridaemic responses when administered orally to rat and dog. These results provide evidence to support the hypothesis that compounds which inhibit ATP-citrate lyase have the potential to be a novel class of hypolipidemic agent, which possess combined hypocholesterolemic and hypotriglyceridemic activities.

  DOI：

  10.1021/jm980091z
• 作为产物：
  描述：

  5-chloro-2-(4,5-dimethyl-1-oxo-3,6-dihydro-1H-1λ⁴-[1,2]thiazin-2-yl)-benzoic acid methyl ester 以69%的产率得到
  参考文献：
  名称：

  SUGIHARA H.; MATSUMOTO N.; HAMURO Y.; KAWAMATSU Y., ARZNEIMITTEL-FORSCH., 1974, 24, NO 10, 1560-1563

  摘要：

  DOI：