N-(4-Fluoro-phenyl)-N'-[(1S,9aR)-2-octahydro-quinolizin-1-yl-1-phenyl-eth-(Z)-ylidene]-hydrazine | 716324-64-0

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 羽扇豆生物碱
• 英文名称: N-(4-Fluoro-phenyl)-N'-[(1S,9aR)-2-octahydro-quinolizin-1-yl-1-phenyl-eth-(Z)-ylidene]-hydrazine
• CAS: 716324-64-0
• 化学式: C₂₃H₂₈FN₃
• 分子量: 365.494
• InChiKey: FLMWRJOCZFOQPJ-WMZHIEFXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  27.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  27.63
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  N-(4-Fluoro-phenyl)-N'-[(1S,9aR)-2-octahydro-quinolizin-1-yl-1-phenyl-eth-(Z)-ylidene]-hydrazine 在 zinc(II) chloride 作用下， 反应 0.17h， 生成
  参考文献：
  名称：

  2-Phenyl-3-(quinolizidin-1-yl)-5-substituted indoles as platelet antiaggregating agents

  摘要：

  A set of ten 2-phenyl-3-(quinolizidin-1-yl)-5-substituted indoles was prepared through the Fischer cyclization of lupinyl- and epi-lupinylphenylketone 4-substituted phenylhydrazones. Compounds were tested for antiaggregating activity on human platelets activated by adenosine diphosphate (ADP), collagen and adrenaline. At 2.5 x 10(-4) M concentration most compounds strongly inhibited the aggregation induced by all the agonists considered and many of them still displayed good activity at 0.625 x 10(-4) M concentration. The least active (1c) and one of the most active (1d) compounds were also tested for antiaggregating activity on rabbit platelets activated by ADP, PAF and sodium arachidonate. Both the compounds were active against ADP and PAF, but only 1d inhibited the arachidonate-induced aggregation (100% at 8 x 10(-6) M concentration) and increased the bleeding time in mice. The same compounds were subjected to a general pharmacological screening and found to display several activities; of particular interest was the dose dependent reduction of serum cholesterol and heparin precipitating betalipoproteins in hypercholesterolemic mice exerted by 1c, which was still significant at the oral dose of 10 mg/kg.

  DOI：

  10.1016/j.farmac.2003.11.009
• 作为产物：
  描述：

  羽扇豆宁 在 氯化亚砜 、 碘 、 magnesium 、 碘甲烷 作用下， 以 乙醚 为溶剂， 反应 20.0h， 生成 N-(4-Fluoro-phenyl)-N'-[(1S,9aR)-2-octahydro-quinolizin-1-yl-1-phenyl-eth-(Z)-ylidene]-hydrazine
  参考文献：
  名称：

  2-Phenyl-3-(quinolizidin-1-yl)-5-substituted indoles as platelet antiaggregating agents

  摘要：

  A set of ten 2-phenyl-3-(quinolizidin-1-yl)-5-substituted indoles was prepared through the Fischer cyclization of lupinyl- and epi-lupinylphenylketone 4-substituted phenylhydrazones. Compounds were tested for antiaggregating activity on human platelets activated by adenosine diphosphate (ADP), collagen and adrenaline. At 2.5 x 10(-4) M concentration most compounds strongly inhibited the aggregation induced by all the agonists considered and many of them still displayed good activity at 0.625 x 10(-4) M concentration. The least active (1c) and one of the most active (1d) compounds were also tested for antiaggregating activity on rabbit platelets activated by ADP, PAF and sodium arachidonate. Both the compounds were active against ADP and PAF, but only 1d inhibited the arachidonate-induced aggregation (100% at 8 x 10(-6) M concentration) and increased the bleeding time in mice. The same compounds were subjected to a general pharmacological screening and found to display several activities; of particular interest was the dose dependent reduction of serum cholesterol and heparin precipitating betalipoproteins in hypercholesterolemic mice exerted by 1c, which was still significant at the oral dose of 10 mg/kg.

  DOI：

  10.1016/j.farmac.2003.11.009