6-(3-amino-4-morpholinophenyl)-5-methyl-4,5-dihydro-2H-pyridazine-3-one | 103585-23-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: 6-(3-amino-4-morpholinophenyl)-5-methyl-4,5-dihydro-2H-pyridazine-3-one
• 英文别名: 3-(3-amino-4-morpholin-4-ylphenyl)-4-methyl-4,5-dihydro-1H-pyridazin-6-one
• CAS: 103585-23-5
• 化学式: C₁₅H₂₀N₄O₂
• 分子量: 288.349
• InChiKey: YBHRQNDMZOBZSA-UHFFFAOYSA-N

物化性质

• 密度：
  1.38±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  80
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-(3-amino-4-morpholinophenyl)-5-methyl-4,5-dihydro-2H-pyridazine-3-one 在 盐酸 、 copper(l) chloride 、 sodium nitrite 作用下， 生成 6-(3-chloro-4-morpholinophenyl)-5-methyl-4,5-dihydro-2H-pyridazine-3-one
  参考文献：
  名称：

  6-(4-Morpholino-phenyl)-4,5-dihydro-2H-pyridazine-3-ones: potent platelet aggregation inhibitors and antithrombotics

  摘要：

  A series of di- and tri-substituted 6-phenyl-4,5-dihydro-2H-pyridazine-3-ones is described. The compounds were designed to be antithrombotics and were assessed for their inhibitory properties on platelet aggregation and on thrombus formation in an arteriovenous shunt in the rat. The synthesis and physical properties of the compounds are described. The structure-activity relationships reveal that non-aromatic nitrogen-containing heterocycles can confer high activity on the 6-phenyl-pyridazinone system, provided they are combined with an additional electron-withdrawing substituent in the phenyl ring. The most potent compounds (8i, 8b) had an ED(min) of 1-3 mg/kg after oral administration in the thrombus formation test.

  DOI：

  10.1016/0223-5234(91)90121-3
• 作为产物：
  描述：

  α-morpholino-α-(4-morpholino-3-nitro-phenyl)-acetonitrile 在 palladium on activated charcoal 盐酸 、 氢氧化钾 、 氢气 、 一水合肼 、 溶剂黄146 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 25.0~100.0 ℃ 、303.98 kPa 条件下， 反应 28.67h， 生成 6-(3-amino-4-morpholinophenyl)-5-methyl-4,5-dihydro-2H-pyridazine-3-one
  参考文献：
  名称：

  6-(4-Morpholino-phenyl)-4,5-dihydro-2H-pyridazine-3-ones: potent platelet aggregation inhibitors and antithrombotics

  摘要：

  A series of di- and tri-substituted 6-phenyl-4,5-dihydro-2H-pyridazine-3-ones is described. The compounds were designed to be antithrombotics and were assessed for their inhibitory properties on platelet aggregation and on thrombus formation in an arteriovenous shunt in the rat. The synthesis and physical properties of the compounds are described. The structure-activity relationships reveal that non-aromatic nitrogen-containing heterocycles can confer high activity on the 6-phenyl-pyridazinone system, provided they are combined with an additional electron-withdrawing substituent in the phenyl ring. The most potent compounds (8i, 8b) had an ED(min) of 1-3 mg/kg after oral administration in the thrombus formation test.

  DOI：

  10.1016/0223-5234(91)90121-3