3-(3-methoxyphenyl)-5-methyl-1H-pyridazin-6-one | 118270-06-7

• 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-methoxyphenyl)-5-methyl-1H-pyridazin-6-one
• CAS: 118270-06-7
• 化学式: C₁₂H₁₂N₂O₂
• 分子量: 216.239
• InChiKey: QAAXYEYNWGBHCR-UHFFFAOYSA-N

物化性质

• 熔点：
  188 °C
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  50.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(3-methoxyphenyl)-5-methyl-1H-pyridazin-6-one 生成 3-(2-Morpholinoethylamino)-4-methyl-6-(3-hydroxyphenyl)pyridazine dihydrobromide
  参考文献：
  名称：

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

  摘要：

  DOI：
• 作为产物：
  描述：

  3-甲氧基苯乙酮 在 氢氧化钾 、 一水合肼 作用下， 以 甲醇 、 水 、 正丁醇 为溶剂， 反应 96.0h， 生成 3-(3-methoxyphenyl)-5-methyl-1H-pyridazin-6-one
  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

• Sequential regio and chemoselective cross-coupling reactions by means of O6-tri-isopropylsulfonate of 4-bromo-pyridazine 3,6-dione
  作者：João X. de Araújo-Júnior、Martine Schmitt、Pascal Benderitter、Jean-Jacques Bourguignon

  DOI：10.1016/j.tetlet.2006.06.056

  日期：2006.8

  Regioselective desymmetrization of 4-substituted pyridazin-3,6-diones using sterically hindered 2,4,6-triisopropylphenyl-sulfonylchloride allowed efficient sequential palladium cross-coupling reactions. (c) 2006 Elsevier Ltd. All rights reserved.