4-(6-chloropyridazin-3-yl)piperazine-1-carbaldehyde | 145276-51-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 4-(6-chloropyridazin-3-yl)piperazine-1-carbaldehyde
• 英文别名: 6-(4-formyl-1-piperazinyl)-3-chloropyridazine
• CAS: 145276-51-3
• 化学式: C₉H₁₁ClN₄O
• 分子量: 226.666
• InChiKey: INSFEQYMELLQKX-UHFFFAOYSA-N

物化性质

• 沸点：
  516.5±50.0 °C(Predicted)
• 密度：
  1.436±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  49.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(6-chloropyridazin-3-yl)piperazine-1-carbaldehyde 在 盐酸 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 20.5h， 生成 6-piperazinyl-3(2H)-pyridazinone dihydrochloride
  参考文献：
  名称：

  Synthesis and pharmacological activity of some new pyridazinones

  摘要：

  The synthesis of a series of piperazinyl-pyridazinones is reported. The blocking activity of these compounds was determined on the pre- and postsynaptic alpha-adrenoreceptors of isolated rat vas deferens. For compounds 7, 17 and 18, the hypotensive activity was also evaluated.

  DOI：

  10.1016/0223-5234(92)90189-8
• 作为产物：
  描述：

  1-甲醛哌嗪 、 3,6-二氯哒嗪 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以55%的产率得到4-(6-chloropyridazin-3-yl)piperazine-1-carbaldehyde
  参考文献：
  名称：

  An Electrochemical Nickel-Catalyzed Arylation of 3-Amino-6-Chloropyridazines

  摘要：

  3-Amino-6-aryl- and 3-amino-6-heteroarylpyridazines have been obtained in generally good yield using a nickel-catalyzed electrochemical cross-coupling between 3-amino-6-chloropyridazines and aryl or heteroaryl halides at room temperature. Comparative experiments involving classical palladium-catalyzed reactions, such as Suzuki, Stille, or Negishi cross-couplings, reveal that the electrochemical method can constitute a reliable alternative tool for biaryl formation. A possible reaction mechanism is proposed on the basis of electrochemical analyses.

  DOI：

  10.1021/jo3022428

文献信息

• An Electrochemical Nickel-Catalyzed Arylation of 3-Amino-6-Chloropyridazines
  作者：Stéphane Sengmany、Arnaud Vitu-Thiebaud、Erwan Le Gall、Sylvie Condon、Eric Léonel、Christine Thobie-Gautier、Muriel Pipelier、Jacques Lebreton、Didier Dubreuil

  DOI：10.1021/jo3022428

  日期：2013.1.18

  3-Amino-6-aryl- and 3-amino-6-heteroarylpyridazines have been obtained in generally good yield using a nickel-catalyzed electrochemical cross-coupling between 3-amino-6-chloropyridazines and aryl or heteroaryl halides at room temperature. Comparative experiments involving classical palladium-catalyzed reactions, such as Suzuki, Stille, or Negishi cross-couplings, reveal that the electrochemical method can constitute a reliable alternative tool for biaryl formation. A possible reaction mechanism is proposed on the basis of electrochemical analyses.
• Synthesis and pharmacological activity of some new pyridazinones
  作者：S Corsano、G Strappaghetti、A Codagnone、R Scapicchi、G Marucci

  DOI：10.1016/0223-5234(92)90189-8

  日期：1992.8

  The synthesis of a series of piperazinyl-pyridazinones is reported. The blocking activity of these compounds was determined on the pre- and postsynaptic alpha-adrenoreceptors of isolated rat vas deferens. For compounds 7, 17 and 18, the hypotensive activity was also evaluated.