Imidazo[1,2-a]pyridine-2,6-dicarboxaldehyde | 214958-34-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并吡啶类
• 英文名称: Imidazo[1,2-a]pyridine-2,6-dicarboxaldehyde
• 英文别名: imidazo[1,2-a]pyridine-2,6-dicarbaldehyde
• CAS: 214958-34-6
• 化学式: C₉H₆N₂O₂
• 分子量: 174.159
• InChiKey: INCHKJDTWYGZKV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  51.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4,5-二氰咪唑-2-肼溴化氢 、 Imidazo[1,2-a]pyridine-2,6-dicarboxaldehyde 在 氢溴酸 作用下， 以 乙醇 为溶剂， 反应 24.0h， 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：

  6-碘咪唑并[1,2-a]吡啶-2-甲酸乙酯 在 甲醇 、 copper(l) iodide 、 四(三苯基膦)钯 、 18-冠醚-6 、 二异丁基氢化铝 、 碳酸氢钠 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.5h， 生成 Imidazo[1,2-a]pyridine-2,6-dicarboxaldehyde
  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

文献信息

• Bis-Cationic Heteroaromatics as Macrofilaricides:  Synthesis of Bis-Amidine and Bis<i>-</i>Guanylhydrazone Derivatives of Substituted Imidazo[1,2-<i>a</i>]pyridines
  作者：Richard J. Sundberg、Sujay Biswas、Krishna Kumar Murthi、Donna Rowe、John W. McCall、Michael T. Dzimianski

  DOI：10.1021/jm9803368

  日期：1998.10.1

  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.