4-(2-Chlorobenzyl)-6-phenyl-3(2H)-pyridazinone | 66122-39-2

• 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: 4-(2-Chlorobenzyl)-6-phenyl-3(2H)-pyridazinone
• 英文别名: 4-(2-chloro-benzyl)-6-phenyl-2H-pyridazin-3-one；5-[(2-chlorophenyl)methyl]-3-phenyl-1H-pyridazin-6-one
• CAS: 66122-39-2
• 化学式: C₁₇H₁₃ClN₂O
• 分子量: 296.756
• InChiKey: TZVSVWPAYAQWGT-UHFFFAOYSA-N

物化性质

• 熔点：
  186 °C(Solv: ethanol (64-17-5))
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  41.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(2-Chlorobenzyl)-6-phenyl-3(2H)-pyridazinone 在 三氯氧磷 作用下， 生成 3-氯-4-(4-氯苄基)-6-苯基哒嗪
  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
• 作为产物：
  描述：

  2-(2-Chlorobenzylidene)-3-benzoylpropionic acid 在 一水合肼 作用下， 以 正丁醇 为溶剂， 生成 4-(2-Chlorobenzyl)-6-phenyl-3(2H)-pyridazinone
  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

• WERMUTH, CAMILLE-GEORGES;SCHLEWER, GILBERT;BOURGUIGNON, JEAN-JACQUES;MAGH+, J. MED. CHEM., 32,(1989) N, C. 528-537
  作者：WERMUTH, CAMILLE-GEORGES、SCHLEWER, GILBERT、BOURGUIGNON, JEAN-JACQUES、MAGH+

  DOI：——

  日期：——
• KADDAH A. M.; KHALIL A. M., INDIAN J. CHEM., 1977, B 15, NO 11, 1025-1028
  作者：KADDAH A. M.、 KHALIL A. M.

  DOI：——

  日期：——