N-(4a-Methyl-3-oxo-3,4,4a,5-tetrahydro-2H-indeno[1,2-c]pyridazin-7-yl)-acetamide | 112127-75-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: N-(4a-Methyl-3-oxo-3,4,4a,5-tetrahydro-2H-indeno[1,2-c]pyridazin-7-yl)-acetamide
• 英文别名: N-(4a-methyl-3-oxo-4,5-dihydro-2H-indeno[1,2-c]pyridazin-7-yl)acetamide
• CAS: 112127-75-0
• 化学式: C₁₄H₁₅N₃O₂
• 分子量: 257.292
• InChiKey: VWCKHMUAWHPDBY-UHFFFAOYSA-N

物化性质

• 熔点：
  315-316 °C(Solv: ethanol (64-17-5); acetic acid (64-19-7))
• 密度：
  1.39±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  70.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4'-溴苯丙酮 在 palladium on activated charcoal 盐酸 、 sodium hydroxide 、 硫酸 、 氢气 、 溴 、 sodium hydride 、 potassium carbonate 、 一水合肼 作用下， 以 喹啉 、 水 、 溶剂黄146 为溶剂， 反应 32.78h， 生成 N-(4a-Methyl-3-oxo-3,4,4a,5-tetrahydro-2H-indeno[1,2-c]pyridazin-7-yl)-acetamide
  参考文献：
  名称：

  Inotropic, vasodilator and low Km, cAMP-selective, cGMP-inhibited phosphodiesterase (PDE III) inhibitory activities of 4a-methyl-4,4a-dihydro-5H-indeno[1,2-c]pyridazin-3(2H)-ones and 4a-methyl-4,4a,5,6-tetrahydrobenzo[h]cinnolin-3(2H)-ones

  摘要：

  Novel 7-substituted-4,4a-dihydro-4a-methyl-5H-indenol[1,2-c]pyridazin-3[2H]-ones and 8-substituted-4a-methylbenzo[h]cinnolin-3[2H]-ones have been synthesized and their PDE III inhibitory, inotropic and vasodilator potencies compared with those of their normethyl analogues and their bicyclic 4,5-dihydro-6-phenylpyridazinone analogues. The structure-activity relationships of the tricyclic pyridazinones differ from those of bicyclic pyridazinones mainly in respect of the effect of introducing the methyl group into the pyridazinone ring. Whilst in the 4,5-dihydro-6-phenylpyridazin-3(2H)-ones, introduction of a 5-methyl group has been widely reported to lead to compounds of significantly greater potency, the novel tricyclic 4a-methylpyridazinones showed similar levels of inotropic, vasodilator and PDE III inhibitory potency to their normethyl analogues. Possible reasons for this difference in behaviour are discussed.

  DOI：

  10.1016/0223-5234(90)90196-a