2-Methyl-imidazo[1,2-a]pyridine-3-carboxylic acid [1-phenyl-meth-(Z)-ylidene]-hydrazide | 293299-27-1

• 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: 2-Methyl-imidazo[1,2-a]pyridine-3-carboxylic acid [1-phenyl-meth-(Z)-ylidene]-hydrazide
• 英文别名: N-[(E)-benzylideneamino]-2-methylimidazo[1,2-a]pyridine-3-carboxamide；N-[(Z)-benzylideneamino]-2-methylimidazo[1,2-a]pyridine-3-carboxamide
• CAS: 293299-27-1
• 化学式: C₁₆H₁₄N₄O
• 分子量: 278.313
• InChiKey: RANFSJFWLRPNDQ-BOPFTXTBSA-N

物化性质

• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  58.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-甲基咪唑并[1,2-a]吡啶-3-甲酸乙酯 在 盐酸 、 一水合肼 作用下， 以 乙醇 为溶剂， 反应 20.0h， 生成 2-Methyl-imidazo[1,2-a]pyridine-3-carboxylic acid [1-phenyl-meth-(Z)-ylidene]-hydrazide
  参考文献：
  名称：

  Synthesis and antinociceptive properties of new structurally planned imidazo[1,2-a]pyridine 3-acylarylhydrazone derivatives

  摘要：

  This paper describes recent results of a research program aiming at the synthesis and pharmacological evaluation of new N-heterocyclic functionalized acylarylhydrazone compounds, belonging to 3 acyl-(2-methyl-imidazo[1,2-a]pyridinyl)-arylhydrazone 2 series. These compounds were structurally planned applying classical ring bioisosterism strategies on previously described 4-acyl-(N-phenylpyrazolyl)-arylhydrazone, which presented important analgesic properties, in order to identify the pharmacophore contribution of the acylarylhydrazone moiety and investigate the structure-activity relationship (SAR) in these series. The results herein disclosed indicate that this strategy of molecular modification gave rise to a new series of analgesic and anti-inflammatory agents, where the activity seems to be more dependent on the nature of the para-substituent at the pharmacophore acylarylhydrazone (AAH) moiety, than the N-heterocyclic acyl-ring pattern. (C) Elsevier, Paris.

  DOI：

  10.1016/s0223-5234(98)80012-3