3-[(4-Aminobutyl)amino]-4-methyl-6-phenylpyridazine | 86663-00-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 3-[(4-Aminobutyl)amino]-4-methyl-6-phenylpyridazine
• 英文别名: N'-(4-methyl-6-phenylpyridazin-3-yl)butane-1,4-diamine
• CAS: 86663-00-5
• 化学式: C₁₅H₂₀N₄
• 分子量: 256.351
• InChiKey: IHGHYTVLKPZYEV-UHFFFAOYSA-N

物化性质

• 沸点：
  492.5±45.0 °C(Predicted)
• 密度：
  1.114±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  63.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-氯-4-甲基-6-苯基哒嗪 、 四亚甲基二胺 反应 3.0h， 生成 、 3-[(4-Aminobutyl)amino]-4-methyl-6-phenylpyridazine
  参考文献：
  名称：

  3-Aminopyridazine derivatives with atypical antidepressant, serotonergic and dopaminergic activities

  摘要：

  Minaprine [3-[(beta-morpholinoethyl)amino]-4-methyl-6-phenylpyridazine dihydrochloride] is active in most animal models of depression and exhibits in vivo a dual dopaminomimetic and serotoninomimetic activity profile. In an attempt to dissociate these two effects and to characterize the responsible structural requirements, a series of 47 diversely substituted analogues of minaprine were synthesized and tested for their potential antidepressant, serotonergic, and dopaminergic activities. The structure-activity relationships show that dopaminergic and serotonergic activities can be dissociated. Serotonergic activity appears to be correlated mainly with the substituent in the 4-position of the pyridazine ring whereas the dopaminergic activity appears to be dependent on the presence, or in the formation, of a para-hydroxylated aryl ring in the 6-position of the pyridazine ring.

  DOI：

  10.1021/jm00123a004

文献信息

• 3-Aminopyridazine derivatives with atypical antidepressant, serotonergic and dopaminergic activities
  作者：Camille Georges Wermuth、Gilbert Schlewer、Jean Jacques Bourguignon、Georges Maghioros、Marie Jeanne Bouchet、Claudine Moire、Jean Paul Kan、Paul Worms、Kathleen Biziere

  DOI：10.1021/jm00123a004

  日期：1989.3

  Minaprine [3-[(beta-morpholinoethyl)amino]-4-methyl-6-phenylpyridazine dihydrochloride] is active in most animal models of depression and exhibits in vivo a dual dopaminomimetic and serotoninomimetic activity profile. In an attempt to dissociate these two effects and to characterize the responsible structural requirements, a series of 47 diversely substituted analogues of minaprine were synthesized and tested for their potential antidepressant, serotonergic, and dopaminergic activities. The structure-activity relationships show that dopaminergic and serotonergic activities can be dissociated. Serotonergic activity appears to be correlated mainly with the substituent in the 4-position of the pyridazine ring whereas the dopaminergic activity appears to be dependent on the presence, or in the formation, of a para-hydroxylated aryl ring in the 6-position of the pyridazine ring.