N'-[(1E)-(3,4-dimethoxyphenyl)methylidene]pyrazine-2-carbohydrazide | 1239766-76-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N'-[(1E)-(3,4-dimethoxyphenyl)methylidene]pyrazine-2-carbohydrazide
• 英文别名: N'-[(E)-(3,4-dimethoxyphenyl)methylidene]-2-pyrazinecarbohydrazide；LASSBio-1184；N'-(3,4-dimethoxybenzylidene)-2-pyrazinecarbohydrazide；N-[(E)-(3,4-dimethoxyphenyl)methylideneamino]pyrazine-2-carboxamide
• CAS: 1239766-76-7
• 化学式: C₁₄H₁₄N₄O₃
• 分子量: 286.29
• InChiKey: ZCIXNTFNLPMKCJ-CAOOACKPSA-N

物化性质

• 熔点：
  187-189 °C
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  85.7
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-甲酸吡嗪 在 氯化亚砜 、 一水合肼 作用下， 以 乙醇 、 水 为溶剂， 反应 3.0h， 生成 N'-[(1E)-(3,4-dimethoxyphenyl)methylidene]pyrazine-2-carbohydrazide
  参考文献：
  名称：

  De Ferreira, Marcelle L.; Candea, Andre L. P.; Henriques, Maria Das Gracas M. De O., Letters in drug design and discovery, 2010, vol. 7, # 4, p. 275 - 280

  摘要：

  DOI：

文献信息

• Synthesis and pharmacological evaluation of pyrazine N-acylhydrazone derivatives designed as novel analgesic and anti-inflammatory drug candidates
  作者：Yolanda Karla Cupertino da Silva、Cristina Villarinho Augusto、Maria Letícia de Castro Barbosa、Gabriela Muniz de Albuquerque Melo、Aline Cavalcanti de Queiroz、Thays de Lima Matos Freire Dias、Walfrido Bispo Júnior、Eliezer J. Barreiro、Lídia Moreira Lima、Magna Suzana Alexandre-Moreira

  DOI：10.1016/j.bmc.2010.06.002

  日期：2010.7

  In this paper, we report the synthesis and pharmacological evaluation of pyrazine N-acylhydrazone (NAH) derivatives (2a-s) designed as novel analgesic and anti-inflammatory drug candidates. This series was planned by molecular simplification of prototype 1 (LASSBio-1018), previously described as a nonselective cyclooxygenase inhibitor. Derivatives 2a-s were evaluated in several animal models of pain and inflammation, standing-out compound 2o (2-N'-[(E)-(3,4,5-trimethoxyphenyl) methylidene]-2-pyrazinecarbohydrazide; LASSBio-1181), that was also active in a murine model of chronic inflammation (i.e., adjuvant-induced arthritis test in rats) and can be considered a new analgesic and anti-inflammatory lead for drug development. Published by Elsevier Ltd.