4-chloro-2-pyrrol-1-yl-benzoic acid | 55540-34-6

• 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-pyrrol-1-yl-benzoic acid
• 英文别名: 4-Chloro-2-(pyrrol-1-yl)benzoic acid；4-chloro-2-(1H-pyrrol-1-yl)benzoic acid；4-chloro-2-pyrrol-1-ylbenzoic acid
• CAS: 55540-34-6
• 化学式: C₁₁H₈ClNO₂
• mdl: MFCD09732958
• 分子量: 221.643
• InChiKey: DNBQADMPTHCMLH-UHFFFAOYSA-N

物化性质

• 熔点：
  128 °C(Solv: cyclohexane (110-82-7))
• 沸点：
  395.6±32.0 °C(Predicted)
• 密度：
  1.32±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 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-pyrrol-1-yl-benzoic acid 在 硫酸 、 二异丁基氢化铝 作用下， 生成 4-chloro-2-(1H-pyrrol-1-yl)phenylmethanol
  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：

  2,5-二甲氧基四氢呋喃 、 2-氨基-4-氯苯甲酸 在 4-氯吡啶盐酸盐 作用下， 以 1,4-二氧六环 为溶剂， 生成 4-chloro-2-pyrrol-1-yl-benzoic acid
  参考文献：
  名称：

  通过 DMAP 催化的 2-取代苯甲酸与有机叠氮化物的级联反应获得喹啉酮

  摘要：

  在此，我们首次报道了 DMAP 催化的 Curtius 重排和 2-取代芳基羧酸与有机叠氮化物的分子内环化级联反应。该协议具有操作简单、范围广和无金属条件的特点，提供了广泛的具有生物吸引力的杂环。该反应的合成优点通过克级合成和对药物样分子的适用性得到证明。

  DOI：

  10.1039/d2cc04406d

文献信息

• [EN] NOVEL N-[(PYRIDYLOXY)PROPANYL]BENZAMIDES<br/>[FR] NOUVEAUX N-[(PYRIDYLOXY)PROPANYL]BENZAMIDES
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2017178340A1

  公开（公告）日：2017-10-19

  This invention relates to compounds of formula (I), a process for their preparation, pharmaceutical compositions containing them and their use in the treatment of conditions having an association with the orexin sub-type 1 receptor. Ar, R1, R2, R3, R4, R5, R6 and R7 have meanings given in the description.

  这项发明涉及式(I)的化合物，其制备方法，含有它们的药物组合物以及它们在治疗与促进素亚型1受体相关的疾病中的应用。Ar，R1，R2，R3，R4，R5，R6和R7的含义如描述中所示。
• N-[(pyridyloxy)propanyl]benzamides
  申请人：Boehringer Ingelheim International GmbH

  公开号：US10787432B2

  公开（公告）日：2020-09-29

  This invention relates to compounds of formula (I), a process for their preparation, pharmaceutical compositions containing them and their use in the treatment of conditions having an association with the orexin sub-type 1 receptor. Ar, R1, R2, R3, R4, R5, R6 and R7 have meanings given in the description.

  本发明涉及式（I）化合物、其制备方法、含有它们的药物组合物以及它们在治疗与奥曲肽亚型 1 受体有关的疾病中的用途。Ar、R1、R2、R3、R4、R5、R6 和 R7 具有描述中给出的含义。
• Bouyazza, Lahboub; Lancelot, Jean-Charles; Rault, Sylvain, Journal of Heterocyclic Chemistry, 1991, vol. 28, # 1, p. 77 - 80
  作者：Bouyazza, Lahboub、Lancelot, Jean-Charles、Rault, Sylvain、Robba, Max

  DOI：——

  日期：——
• BOUYAZZA, LAHBOUB;LANCELOT, JEAN-CHARLES;RAULT, SYLVAIN;ROBBA, MAX, J. HETEROCYCL. CHEM., 28,(1991) N, C. 77-80
  作者：BOUYAZZA, LAHBOUB、LANCELOT, JEAN-CHARLES、RAULT, SYLVAIN、ROBBA, MAX

  DOI：——

  日期：——
• SUGIHARA H.; MATSUMOTO N.; HAMURO Y.; KAWAMATSU Y., ARZNEIMITTEL-FORSCH., 1974, 24, NO 10, 1560-1563
  作者：SUGIHARA H.、 MATSUMOTO N.、 HAMURO Y.、 KAWAMATSU Y.

  DOI：——

  日期：——