5-(4-chlorophenyl)-3-(1-cyclohexyl-1H-imidazol-4-yl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole | 681178-19-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-(4-chlorophenyl)-3-(1-cyclohexyl-1H-imidazol-4-yl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole
• 英文别名: 5-(4-chlorophenyl)-3-(1-cyclohexylimidazol-4-yl)-1-(2,4-dichlorophenyl)-4-methylpyrazole
• CAS: 681178-19-8
• 化学式: C₂₅H₂₃Cl₃N₄
• 分子量: 485.843
• InChiKey: DTBAXFXZDCEJJK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  35.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-3-(isocyano(tosyl)methyl)-4-methyl-1H-pyrazole 、 环己胺 、 乙醛酸 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 5-(4-chlorophenyl)-3-(1-cyclohexyl-1H-imidazol-4-yl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole
  参考文献：
  名称：

  Bioisosteric replacement of the hydrazide pharmacophore of the cannabinoid-1 receptor antagonist SR141716A. Part I: Potent, orally-active 1,4-disubstituted imidazoles

  摘要：

  A new series of CB(1) receptor antagonists incorporating an imidazole-based isosteric replacement for the hydrazide moiety of rimonabant (SR141716) is disclosed. Members of this imidazole series possess potent/selective binding to the rCB(1) receptor and exhibit potent hCB(1) functional activity. Isopropyl analog 9a demonstrated activity in the tetrad assay and was orally-active in a food intake model. (C) 2009 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2009.07.130

文献信息

• Bioisosteric replacement of the hydrazide pharmacophore of the cannabinoid-1 receptor antagonist SR141716A. Part I: Potent, orally-active 1,4-disubstituted imidazoles
  作者：Robert L. Dow、John R. Hadcock、Dennis O. Scott、Steven R. Schneider、Ernest S. Paight、Philip A. Iredale、Philip A. Carpino、David A. Griffith、Marlys Hammond、Paul DaSilva-Jardine

  DOI：10.1016/j.bmcl.2009.07.130

  日期：2009.9

  A new series of CB(1) receptor antagonists incorporating an imidazole-based isosteric replacement for the hydrazide moiety of rimonabant (SR141716) is disclosed. Members of this imidazole series possess potent/selective binding to the rCB(1) receptor and exhibit potent hCB(1) functional activity. Isopropyl analog 9a demonstrated activity in the tetrad assay and was orally-active in a food intake model. (C) 2009 Published by Elsevier Ltd.