3-[(3-Aminopropyl)amino]-4-methyl-6-phenylpyridazine | 86662-98-8

• 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-[(3-Aminopropyl)amino]-4-methyl-6-phenylpyridazine
• 英文别名: N'-(4-methyl-6-phenylpyridazin-3-yl)propane-1,3-diamine
• CAS: 86662-98-8
• 化学式: C₁₄H₁₈N₄
• 分子量: 242.324
• InChiKey: VIUDAFUCYIXLKN-UHFFFAOYSA-N

物化性质

• 沸点：
  480.5±45.0 °C(Predicted)
• 密度：
  1.134±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 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 、 1,3-丙二胺 反应 3.0h， 生成 N,N'-Bis-(4-methyl-6-phenyl-pyridazin-3-yl)-propane-1,3-diamine 、 3-[(3-Aminopropyl)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

• US4508720A
  申请人：——

  公开号：US4508720A

  公开（公告）日：1985-04-02