3-((R)-4-(1-(3-ethoxyphenyl)-2-(2-fluoro-4-methylphenyl)-1H-imidazole-4-carbonyl)-3-((3-methylureido)methyl)piperazin-1-yl)-1-naphthoic acid | 1071794-61-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-((R)-4-(1-(3-ethoxyphenyl)-2-(2-fluoro-4-methylphenyl)-1H-imidazole-4-carbonyl)-3-((3-methylureido)methyl)piperazin-1-yl)-1-naphthoic acid
• 英文别名: 3-[(3R)-4-[1-(3-ethoxyphenyl)-2-(2-fluoro-4-methylphenyl)imidazole-4-carbonyl]-3-[(methylcarbamoylamino)methyl]piperazin-1-yl]naphthalene-1-carboxylic acid
• CAS: 1071794-61-0
• 化学式: C₃₇H₃₇FN₆O₅
• 分子量: 664.736
• InChiKey: NDLZHOPRSWBFBG-HHHXNRCGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  49
• 可旋转键数：
  9
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  129
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  methyl (R)-3-(4-(1-(3-ethoxyphenyl)-2-(2-fluoro-4-methylphenyl)-1H-imidazole-4-carbonyl)-3-((3-methylureido)methyl)piperazin-1-yl)-1-naphthoate 在 甲醇 、 lithium hydroxide 、 水 作用下， 以 四氢呋喃 为溶剂， 生成 3-((R)-4-(1-(3-ethoxyphenyl)-2-(2-fluoro-4-methylphenyl)-1H-imidazole-4-carbonyl)-3-((3-methylureido)methyl)piperazin-1-yl)-1-naphthoic acid
  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

• 2-Substituted piperazine-derived imidazole carboxamides as potent and selective CCK1R agonists for the treatment of obesity
  作者：Richard Berger、Cheng Zhu、Alexa R. Hansen、Bart Harper、Zhesheng Chen、Tom G. Holt、James Hubert、Susan J. Lee、Jie Pan、Su Qian、Marc L. Reitman、Alison M. Strack、Drew T. Weingarth、Michael Wolff、Douglas J. MacNeil、Ann E. Weber、Scott D. Edmondson

  DOI：10.1016/j.bmcl.2008.07.083

  日期：2008.9

  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.