(E)-3-(4-Imidazo[1,2-a]pyridin-2-yl-phenyl)-acrylonitrile | 214958-28-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (E)-3-(4-Imidazo[1,2-a]pyridin-2-yl-phenyl)-acrylonitrile
• 英文别名: 3-(4-imidazo[1,2-a]pyridin-2-ylphenyl)prop-2-enenitrile
• CAS: 214958-28-8
• 化学式: C₁₆H₁₁N₃
• 分子量: 245.283
• InChiKey: FCMKVBCSDADHHL-UHFFFAOYSA-N

物化性质

• 密度：
  1.131±0.14 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.54
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.09
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (E)-3-(4-Imidazo[1,2-a]pyridin-2-yl-phenyl)-acrylonitrile 在 盐酸 作用下， 以 乙醇 、 硝基苯 为溶剂， 反应 18.0h， 生成
  参考文献：
  名称：

  Bis-Cationic Heteroaromatics as Macrofilaricides:  Synthesis of Bis-Amidine and Bis-Guanylhydrazone Derivatives of Substituted Imidazo[1,2-a]pyridines

  摘要：

  A series of guanylhydrazone, amidine, and hydrazone derivatives of 2-phenylimidazo[1,2-a]pyridine have been prepared and evaluated for macrofilarial activity against Acanthocheilonema viteae and Brugia pahangi in jirds. Compounds with 4',6-bis-substitution by cyclic guanylhydrazone groups show activity. 4',6-Bis-amidines show some activity but are more toxic; 4'- or 6-monosubstituted compounds are inactive. 2,6-Bis-substituted compounds lacking the phenyl ring are inactive. 4',6-Bis-substituted compounds having additional double bonds inserted between the heterocyclic ring and the phenyl ring or between the substituent and the ring system show reduced activity.

  DOI：

  10.1021/jm9803368
• 作为产物：
  描述：

  2-溴-4’-碘苯乙酮 在 甲醇 、 正丁基锂 、 硫酸 、 氢溴酸 、 二异丁基氢化铝 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 69.92h， 生成 (E)-3-(4-Imidazo[1,2-a]pyridin-2-yl-phenyl)-acrylonitrile
  参考文献：
  名称：

  Bis-Cationic Heteroaromatics as Macrofilaricides:  Synthesis of Bis-Amidine and Bis-Guanylhydrazone Derivatives of Substituted Imidazo[1,2-a]pyridines

  摘要：

  A series of guanylhydrazone, amidine, and hydrazone derivatives of 2-phenylimidazo[1,2-a]pyridine have been prepared and evaluated for macrofilarial activity against Acanthocheilonema viteae and Brugia pahangi in jirds. Compounds with 4',6-bis-substitution by cyclic guanylhydrazone groups show activity. 4',6-Bis-amidines show some activity but are more toxic; 4'- or 6-monosubstituted compounds are inactive. 2,6-Bis-substituted compounds lacking the phenyl ring are inactive. 4',6-Bis-substituted compounds having additional double bonds inserted between the heterocyclic ring and the phenyl ring or between the substituent and the ring system show reduced activity.

  DOI：

  10.1021/jm9803368