methyl 3-(4-((4-fluoro-4'-methyl[1,1'-biphenyl]-2-yl)methoxy)phenyl)propanoate | 1374516-35-4

• 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: methyl 3-(4-((4-fluoro-4'-methyl[1,1'-biphenyl]-2-yl)methoxy)phenyl)propanoate
• 英文别名: Methyl 3-(4-{[5-fluoro-2-(4-methylphenyl)phenyl]methoxy}phenyl)propanoate；methyl 3-[4-[[5-fluoro-2-(4-methylphenyl)phenyl]methoxy]phenyl]propanoate
• CAS: 1374516-35-4
• 化学式: C₂₄H₂₃FO₃
• 分子量: 378.443
• InChiKey: MVPXJFCFJUENKD-UHFFFAOYSA-N

物化性质

• 沸点：
  507.3±50.0 °C(Predicted)
• 密度：
  1.149±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 3-(4-((4-fluoro-4'-methyl[1,1'-biphenyl]-2-yl)methoxy)phenyl)propanoate 在 水 、 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 以94%的产率得到3-(4-((4-氟-4'-甲基-[1,1'-联苯]-2-基)甲氧基)苯基)丙酸
  参考文献：
  名称：

  Discovery of a Potent and Selective GPR120 Agonist

  摘要：

  GPR120 is a receptor of unsaturated long-chain fatty acids reported to mediate GLP-1 secretion, insulin sensitization, anti-inflammatory, and anti-obesity effects and is therefore emerging as a new potential target for treatment of type 2 diabetes and metabolic diseases. Further investigation is however hindered by the lack of suitable receptor modulators. Screening of FFA1 ligands provided a lead with moderate activity on GPR120 and moderate selectivity over FFA1. Optimization led to the discovery of the first potent and selective GPR120 agonist.

  DOI：

  10.1021/jm300215x
• 作为产物：
  描述：

  对羟基苯丙酸甲酯 在 四(三苯基膦)钯 、 potassium carbonate 、 potassium iodide 作用下， 以 水 、 丙酮 、 乙腈 为溶剂， 反应 32.0h， 生成 methyl 3-(4-((4-fluoro-4'-methyl[1,1'-biphenyl]-2-yl)methoxy)phenyl)propanoate
  参考文献：
  名称：

  Discovery of a Potent and Selective GPR120 Agonist

  摘要：

  GPR120 is a receptor of unsaturated long-chain fatty acids reported to mediate GLP-1 secretion, insulin sensitization, anti-inflammatory, and anti-obesity effects and is therefore emerging as a new potential target for treatment of type 2 diabetes and metabolic diseases. Further investigation is however hindered by the lack of suitable receptor modulators. Screening of FFA1 ligands provided a lead with moderate activity on GPR120 and moderate selectivity over FFA1. Optimization led to the discovery of the first potent and selective GPR120 agonist.

  DOI：

  10.1021/jm300215x

文献信息

• [EN] GPR120 RECEPTOR MODULATORS<br/>[FR] MODULATEURS DE RÉCEPTEURS GPR120
  申请人：UNIV SYDDANSK

  公开号：WO2013139341A1

  公开（公告）日：2013-09-26

  There is provided novel 4-fluoro-phenyl-methoxy-benzene carboxylic acid compounds (insert formula I) capable of modulating the G-protein-coupled receptor GPR120, which can be used for controlling insulin levels in vivo and for the treatment of conditions such as type II diabetes, hypertension, ketoacidosis, obesity, glucose intolerance, and hypercholesterolemia and related disorders associated with abnormally high or low plasma lipoprotein, triglyceride or glucose levels. Also claimed are the compounds for use in the treatment of obesity, type II diabetes and metabolic syndrome.

  提供了一种新型4-氟苯甲氧基苯甲酸化合物（插入式公式I），能够调节G蛋白偶联受体GPR120，可用于控制体内胰岛素水平和治疗2型糖尿病、高血压、酮症、肥胖症、葡萄糖不耐受和与异常高或低的血浆脂蛋白、甘油三酯或葡萄糖水平相关的疾病。还声称这些化合物可用于治疗肥胖症、2型糖尿病和代谢综合征。
• Discovery of a Potent and Selective GPR120 Agonist
  作者：Bharat Shimpukade、Brian D. Hudson、Christine Kiel Hovgaard、Graeme Milligan、Trond Ulven

  DOI：10.1021/jm300215x

  日期：2012.5.10

  GPR120 is a receptor of unsaturated long-chain fatty acids reported to mediate GLP-1 secretion, insulin sensitization, anti-inflammatory, and anti-obesity effects and is therefore emerging as a new potential target for treatment of type 2 diabetes and metabolic diseases. Further investigation is however hindered by the lack of suitable receptor modulators. Screening of FFA1 ligands provided a lead with moderate activity on GPR120 and moderate selectivity over FFA1. Optimization led to the discovery of the first potent and selective GPR120 agonist.