((2S)-1-{[1-(3-ethoxyphenyl)-2-(2-fluoro-4-methylphenyl)-1H-imidazol-4-yl]carbonyl}piperazin-2-yl)methyl acetate | 954410-07-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ((2S)-1-{[1-(3-ethoxyphenyl)-2-(2-fluoro-4-methylphenyl)-1H-imidazol-4-yl]carbonyl}piperazin-2-yl)methyl acetate
• 英文别名: [(2S)-1-[1-(3-ethoxyphenyl)-2-(2-fluoro-4-methylphenyl)imidazole-4-carbonyl]piperazin-2-yl]methyl acetate
• CAS: 954410-07-2
• 化学式: C₂₆H₂₉FN₄O₄
• 分子量: 480.539
• InChiKey: BZJVJKNDVZMPJN-FQEVSTJZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  35
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  85.7
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  ((2S)-1-{[1-(3-ethoxyphenyl)-2-(2-fluoro-4-methylphenyl)-1H-imidazol-4-yl]carbonyl}piperazin-2-yl)methyl acetate 、 3-溴萘-1-羧酸甲酯 在 tris-(dibenzylideneacetone)dipalladium(0) 、 caesium carbonate 、 2-二环己膦基-2'-(N,N-二甲胺)-联苯 作用下， 以 1,4-二氧六环 为溶剂， 生成 methyl 3-((3S)-3-[(acetyloxy)methyl]-4-{[1-(3-ethoxyphenyl)-2-(2-fluoro-4-methylphenyl)-1H-imidazol-4-yl]carbonyl}piperazin-1-yl)-1-naphthoate
  参考文献：
  名称：

  2-Substituted piperazine-derived imidazole carboxamides as potent and selective CCK1R agonists for the treatment of obesity

  摘要：

  The discovery and structure-activity relationship of 1,2-diarylimidazole piperazine carboxamides bearing polar side chains as potent and selective cholecystokinin 1 receptor (CCK1R) agonists are described. Optimization of this series resulted in the discovery of isopropyl carboxamide 40, a CCK1R agonist with sub-nanomolar functional and binding activity as well as excellent potency in a mouse overnight food intake reduction assay. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.07.083
• 作为产物：
  描述：

  在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 生成 ((2S)-1-{[1-(3-ethoxyphenyl)-2-(2-fluoro-4-methylphenyl)-1H-imidazol-4-yl]carbonyl}piperazin-2-yl)methyl acetate
  参考文献：
  名称：

  2-Substituted piperazine-derived imidazole carboxamides as potent and selective CCK1R agonists for the treatment of obesity

  摘要：

  The discovery and structure-activity relationship of 1,2-diarylimidazole piperazine carboxamides bearing polar side chains as potent and selective cholecystokinin 1 receptor (CCK1R) agonists are described. Optimization of this series resulted in the discovery of isopropyl carboxamide 40, a CCK1R agonist with sub-nanomolar functional and binding activity as well as excellent potency in a mouse overnight food intake reduction assay. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.07.083

文献信息

• Substituted Imidazole 4-Carboxamides as Cholecystokinin-1 Receptor Modulators
  申请人：Berger Richard

  公开号：US20090239862A1

  公开（公告）日：2009-09-24

  Certain novel substituted imidazole 4-carboxamides are ligands of the human cholecystokinin receptor and, in particular, are selective ligands of the human cholecystokinin-1 receptor (CCK-1R). They are therefore useful for the treatment, control, or prevention of diseases and disorders responsive to the modulation of CCK-1, such as obesity, and diabetes.

  某些新型取代咪唑4-羧酰胺是人胆囊收缩素受体的配体，尤其是人胆囊收缩素-1受体（CCK-1R）的选择性配体。它们因此可用于治疗、控制或预防对CCK-1调节敏感的疾病和疾病，如肥胖症和糖尿病。
• WO2007/120688
  申请人：——

  公开号：——

  公开（公告）日：——
• EP2010178A4
  申请人：——

  公开号：EP2010178A4

  公开（公告）日：2009-04-29
• SUBSTITUTED IMIDAZOLE 4-CARBOXAMIDES AS CHOLECYSTOKININ-1 RECEPTOR MODULATORS
  申请人：Merck & Co., Inc.

  公开号：EP2010178A2

  公开（公告）日：2009-01-07
• US7858629B2
  申请人：——

  公开号：US7858629B2

  公开（公告）日：2010-12-28