1-(2-chlorophenyl)-5-(4-chlorophenyl)-3-(isocyano(tosyl)methyl)-4-methyl-1H-pyrazole | 1191899-49-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(2-chlorophenyl)-5-(4-chlorophenyl)-3-(isocyano(tosyl)methyl)-4-methyl-1H-pyrazole
• CAS: 1191899-49-6
• 化学式: C₂₅H₁₉Cl₂N₃O₂S
• 分子量: 496.417
• InChiKey: BWXIYADXORZORN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.85
• 重原子数：
  33.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  56.32
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1-(2-chlorophenyl)-5-(4-chlorophenyl)-3-(isocyano(tosyl)methyl)-4-methyl-1H-pyrazole 、 氨 、 异丁醛 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 5-(4-chloro-phenyl)-1-(2-chloro-phenyl)-3-(5-isopropyl-1H-imidazol-4-yl)-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
• 作为产物：
  描述：

  N-[[5-(4-Chloro-phenyl)-1-(2-chloro-phenyl)-4-methyl-1H-pyrazol-3-yl]-(toluene-4-sulfonyl)-methyl]-formamide 在 2,6-二甲基吡啶 、 三氯氧磷 作用下， 以 四氢呋喃 为溶剂， 生成 1-(2-chlorophenyl)-5-(4-chlorophenyl)-3-(isocyano(tosyl)methyl)-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