2-(2-Benzoyl-3-methylimidazol-4-yl)acetonitrile | 158629-30-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(2-Benzoyl-3-methylimidazol-4-yl)acetonitrile
• CAS: 158629-30-2
• 化学式: C₁₃H₁₁N₃O
• 分子量: 225.25
• InChiKey: MYOJHZPXRCXAAL-UHFFFAOYSA-N

物化性质

• 沸点：
  453.6±37.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  58.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(2-Benzoyl-3-methylimidazol-4-yl)acetonitrile 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 以30%的产率得到1-methyl-2-benzoylimidazole-5-acetic acid
  参考文献：
  名称：

  Synthesis and structure-activity relationships of antiinflammatory 1-methyl-2-(4-X-benzoyl)imidazole-5-acetic acids

  摘要：

  A set of 1-methyl-2-(4-X-benzoyl)imidazole-5 acetic acids that are structurally related to tolmetin and zomepirac were synthesized and biologically evaluated for their antiinflammatory activity. The results of in vivo tests and enzymatic assays showed that some of the investigated compounds are characterized by an analgesic-antiinflammatory profile similar or better than that of tolmetin. Preliminary structure-activity relationships suggest that activity is promoted by electron-releasing substituents in the para-position of the benzoyl moiety.

  DOI：

  10.1016/0223-5234(94)90063-9
• 作为产物：
  描述：

  (1-甲基-1H-咪唑-5-基)甲醇 在 盐酸 、 氯化亚砜 、 三乙胺 作用下， 以 乙醇 、 水 、 乙腈 为溶剂， 反应 13.25h， 生成 2-(2-Benzoyl-3-methylimidazol-4-yl)acetonitrile
  参考文献：
  名称：

  Synthesis and structure-activity relationships of antiinflammatory 1-methyl-2-(4-X-benzoyl)imidazole-5-acetic acids

  摘要：

  A set of 1-methyl-2-(4-X-benzoyl)imidazole-5 acetic acids that are structurally related to tolmetin and zomepirac were synthesized and biologically evaluated for their antiinflammatory activity. The results of in vivo tests and enzymatic assays showed that some of the investigated compounds are characterized by an analgesic-antiinflammatory profile similar or better than that of tolmetin. Preliminary structure-activity relationships suggest that activity is promoted by electron-releasing substituents in the para-position of the benzoyl moiety.

  DOI：

  10.1016/0223-5234(94)90063-9

文献信息

• Synthesis and structure-activity relationships of antiinflammatory 1-methyl-2-(4-X-benzoyl)imidazole-5-acetic acids
  作者：G Caliendo、G Cirino、G Greco、E Novellino、E Perissutti、A Pinto、V Santagada、C Silipo、L Sorrentino

  DOI：10.1016/0223-5234(94)90063-9

  日期：1994.1

  A set of 1-methyl-2-(4-X-benzoyl)imidazole-5 acetic acids that are structurally related to tolmetin and zomepirac were synthesized and biologically evaluated for their antiinflammatory activity. The results of in vivo tests and enzymatic assays showed that some of the investigated compounds are characterized by an analgesic-antiinflammatory profile similar or better than that of tolmetin. Preliminary structure-activity relationships suggest that activity is promoted by electron-releasing substituents in the para-position of the benzoyl moiety.