3-(3-Chloro-4-fluoro-phenyl)-1-(3''-cyano-biphenyl-4-yl)-1-(2-methylamino-ethyl)-urea | 862653-12-1

• 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-(3-Chloro-4-fluoro-phenyl)-1-(3''-cyano-biphenyl-4-yl)-1-(2-methylamino-ethyl)-urea
• 英文别名: 3-(3-chloro-4-fluorophenyl)-1-[4-(3-cyanophenyl)phenyl]-1-[2-(methylamino)ethyl]urea
• CAS: 862653-12-1
• 化学式: C₂₃H₂₀ClFN₄O
• 分子量: 422.889
• InChiKey: OSTMRUJPPBVRRB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  68.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-氰基苯硼酸 在 盐酸 、 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 sodium cyanoborohydride 、 sodium carbonate 、 三乙胺 、 sodium iodide 作用下， 以 四氢呋喃 、 甲醇 、 乙二醇二甲醚 、 二氯甲烷 为溶剂， 反应 125.0h， 生成 3-(3-Chloro-4-fluoro-phenyl)-1-(3''-cyano-biphenyl-4-yl)-1-(2-methylamino-ethyl)-urea
  参考文献：
  名称：

  Biaryl Ureas as Potent and Orally Efficacious Melanin Concentrating Hormone Receptor 1 Antagonists for the Treatment of Obesity

  摘要：

  Herein, we report a small molecule MCH-R1 antagonist which demonstrates oral efficacy in chronic rodent models. Substituted phenyl biaryl urea derivatives were synthesized and evaluated as MCH-R1 antagonists for the treatment of obesity. The structure-activity relationship studies in this series resulted in identification of urea 1 as a potent and selective MCH-R1 antagonist. Compound I exhibited oral efficacy in chronic (28 d) rodent models at 3-30 mpk showing significant reduction in food intake and weight gain relative to controls.

  DOI：

  10.1021/jm0503852

文献信息

• Biaryl Ureas as Potent and Orally Efficacious Melanin Concentrating Hormone Receptor 1 Antagonists for the Treatment of Obesity
  作者：Anandan Palani、Sherry Shapiro、Mark D. McBriar、John W. Clader、William J. Greenlee、Brian Spar、Timothy J. Kowalski、Constance Farley、John Cook、Margaret van Heek、Blair Weig、Kim O'Neill、Michael Graziano、Brian Hawes

  DOI：10.1021/jm0503852

  日期：2005.7.1

  Herein, we report a small molecule MCH-R1 antagonist which demonstrates oral efficacy in chronic rodent models. Substituted phenyl biaryl urea derivatives were synthesized and evaluated as MCH-R1 antagonists for the treatment of obesity. The structure-activity relationship studies in this series resulted in identification of urea 1 as a potent and selective MCH-R1 antagonist. Compound I exhibited oral efficacy in chronic (28 d) rodent models at 3-30 mpk showing significant reduction in food intake and weight gain relative to controls.