6-(3-amino-4-morpholino-phenyl)-4,5-dihydro-3(2H)-pyridazinone | 84313-90-6

• 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-morpholino-phenyl)-4,5-dihydro-3(2H)-pyridazinone
• 英文别名: 6-[3-Amino-4-(morpholin-4-yl)phenyl]-4,5-dihydropyridazin-3(2H)-one；3-(3-amino-4-morpholin-4-ylphenyl)-4,5-dihydro-1H-pyridazin-6-one
• CAS: 84313-90-6
• 化学式: C₁₄H₁₈N₄O₂
• 分子量: 274.323
• InChiKey: AUKYRFDQXVZSIJ-UHFFFAOYSA-N

物化性质

• 密度：
  1.41±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 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：

  乙酸酐 、 6-(3-amino-4-morpholino-phenyl)-4,5-dihydro-3(2H)-pyridazinone 在 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以68%的产率得到6-(3-acetamido-4-morpholinophenyl)-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：

  3-(3-amino-4-morpholino-benzoyl)propionic acid 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 6-(3-amino-4-morpholino-phenyl)-4,5-dihydro-3(2H)-pyridazinone
  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

文献信息

• Pyridazinone, Verfahren zu ihrer Herstellung, pharmazeutische Präparate enthaltend diese Verbindungen und deren Verwendung
  申请人：CIBA-GEIGY AG

  公开号：EP0059688A1

  公开（公告）日：1982-09-08

  Die vorliegende Erfindung betrifft neue Pyridazinone der allgemeinen Formel I worin R ein Halogenatom, die Amino-, Acetylamino-, Methyl- , Cyano-, Hydroxy-, Methoxy- oder die Trifluormethylgruppe bedeutet, und ihre tautomeren Formen, mit antithrombotischer Wirksamkeit, deren Herstellung, sowie pharmazeutische Präparate, die diese neuen Verbindungen enthalten, und auch ihre Verwendung.

  本发明涉及通式 I 的新哒嗪酮类化合物，其中 R 代表卤素原子、氨基、乙酰氨基、甲基、氰基、羟基、甲氧基或三氟甲基。 其中 R 代表卤素原子、氨基、乙酰氨基、甲基、氰基、羟基、甲氧基或三氟甲基，以及它们的同分异构体，具有抗血栓活性，它们的制备方法，以及含有这些新化合物的药物组合物和它们的用途。
• US4613599A
  申请人：——

  公开号：US4613599A

  公开（公告）日：1986-09-23
• US4654340A
  申请人：——

  公开号：US4654340A

  公开（公告）日：1987-03-31
• US4704391A
  申请人：——

  公开号：US4704391A

  公开（公告）日：1987-11-03
• 6-(4-Morpholino-phenyl)-4,5-dihydro-2H-pyridazine-3-ones: potent platelet aggregation inhibitors and antithrombotics
  作者：R Goeschke、J Gainer、GA Howarth、RB Wallis、R Kerry、J Ambler、VS Findlay、KD Butler

  DOI：10.1016/0223-5234(91)90121-3

  日期：1991.10

  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.