ethyl 8-ethoxy-2-phenylimidazo<1,2-a>pyrazine-3-carboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl 8-ethoxy-2-phenylimidazo<1,2-a>pyrazine-3-carboxylate
• 英文别名: Ethyl 8-ethoxy-2-phenylimidazo[1,2-a]pyrazine-3-carboxylate
• 化学式: C₁₇H₁₇N₃O₃
• 分子量: 311.34
• InChiKey: FHOBXXSUPSGLIH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  65.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 8-ethoxy-2-phenylimidazo<1,2-a>pyrazine-3-carboxylate 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以83%的产率得到8-ethoxy-2-phenylimidazo<1,2-a>pyrazine-3-carboxylic acid
  参考文献：
  名称：

  Research on heterocyclic compounds. XXXI. Synthesis and antiinflammatory activity of 2-arylimidazo[1,2-a]pyrazine-3-carboxylic acids

  摘要：

  The synthesis of a series of 2-phenyl- and 2-(p-chlorophenyl)imidazo[1,2-a]pyrazine-3-carboxylic esters and acids is described. The structures of the new compounds were supported by H-1- and C-13-NMR spectra. These compounds were evaluated in vivo for their antiinflammatory and analgesic activities as well as for their ulcerogenic potential. Acids 8c and 8e were found to be the most potent antiinflammatory agents (almost-equal-to 1/8 x indomethacin), while 8a, 8d and 8f displayed analgesic activity (almost-equal-to 1/16 x indomethacin). The inhibitory activity on cyclooxygenase action was evaluated in vitro and discussed in comparison with results obtained in vivo.

  DOI：

  10.1016/0223-5234(93)90150-d
• 作为产物：
  描述：

  2-苯甲酰-2-溴乙酸乙酯 、 2-氨基-3-乙氧基吡嗪 以 乙醇 为溶剂， 反应 12.0h， 以22%的产率得到ethyl 8-ethoxy-2-phenylimidazo<1,2-a>pyrazine-3-carboxylate
  参考文献：
  名称：

  Research on heterocyclic compounds. XXXI. Synthesis and antiinflammatory activity of 2-arylimidazo[1,2-a]pyrazine-3-carboxylic acids

  摘要：

  The synthesis of a series of 2-phenyl- and 2-(p-chlorophenyl)imidazo[1,2-a]pyrazine-3-carboxylic esters and acids is described. The structures of the new compounds were supported by H-1- and C-13-NMR spectra. These compounds were evaluated in vivo for their antiinflammatory and analgesic activities as well as for their ulcerogenic potential. Acids 8c and 8e were found to be the most potent antiinflammatory agents (almost-equal-to 1/8 x indomethacin), while 8a, 8d and 8f displayed analgesic activity (almost-equal-to 1/16 x indomethacin). The inhibitory activity on cyclooxygenase action was evaluated in vitro and discussed in comparison with results obtained in vivo.

  DOI：

  10.1016/0223-5234(93)90150-d

文献信息

• Research on heterocyclic compounds. XXXI. Synthesis and antiinflammatory activity of 2-arylimidazo[1,2-a]pyrazine-3-carboxylic acids
  作者：E Abignente、P de Caprariis、MG Rimoli、L Avallone、L Gomez Paloma、F Rossi、M D'Amico、V Calderaro、C Parrillo

  DOI：10.1016/0223-5234(93)90150-d

  日期：1993.1

  The synthesis of a series of 2-phenyl- and 2-(p-chlorophenyl)imidazo[1,2-a]pyrazine-3-carboxylic esters and acids is described. The structures of the new compounds were supported by H-1- and C-13-NMR spectra. These compounds were evaluated in vivo for their antiinflammatory and analgesic activities as well as for their ulcerogenic potential. Acids 8c and 8e were found to be the most potent antiinflammatory agents (almost-equal-to 1/8 x indomethacin), while 8a, 8d and 8f displayed analgesic activity (almost-equal-to 1/16 x indomethacin). The inhibitory activity on cyclooxygenase action was evaluated in vitro and discussed in comparison with results obtained in vivo.