4-amino-2-methyl-6-phenyl-5-vinyl-3(2H)-pyridazinone | 175727-78-3

• 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-amino-2-methyl-6-phenyl-5-vinyl-3(2H)-pyridazinone
• 英文别名: 4-amino-5-ethenyl-2-methyl-6-phenylpyridazin-3-one
• CAS: 175727-78-3
• 化学式: C₁₃H₁₃N₃O
• 分子量: 227.266
• InChiKey: UZGOGRFQISYFLP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  58.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-amino-2-methyl-6-phenyl-5-vinyl-3(2H)-pyridazinone 在 溴 作用下， 以 四氯化碳 为溶剂， 反应 0.17h， 生成
  参考文献：
  名称：

  作为有效抗伤害药的4-氨基-5-乙烯基-3（2H）-哒嗪酮及其类似物：合成，SAR和作用机理的初步研究。

  摘要：

  合成了一系列的4-氨基-5-乙烯基-3（2H）-哒嗪酮及其类似物，并在小鼠腹部收缩模型中评估了它们的抗伤害作用。几种新化合物的ED（50）值在6-20mg / kg / sc范围内，并证明能够完全保护所有处理过的动物免受30 mg / kg / sc的有害刺激的影响。SAR研究证实，二嗪系统第4位的氨基或取代的氨基官能团和第5位的乙烯基具有重要的作用。

  DOI：

  10.1016/j.bmc.2007.05.035
• 作为产物：
  描述：

  4-amino-5-(1-hydroxyethyl)-2-methyl-6-phenylpyridazin-3(2H)-one 在 硫酸 作用下， 反应 2.5h， 以48%的产率得到4-amino-2-methyl-6-phenyl-5-vinyl-3(2H)-pyridazinone
  参考文献：
  名称：

  4,5-Functionalized 6-phenyl-3(2H)-pyridazinones: synthesis and evaluation of antinociceptive activity

  摘要：

  A series of 2-substituted 4,5-functionalized 6-phenyl-3(2H)-pyridazinones were synthesized and their antinociceptive activities were evaluated in the mouse abdominal constriction model. Single dose studies showed that compounds 11, 18a and 23 were more active than the reference drug, Emorfazone, in inhibiting the effects of the noxious chemical stimulus, p-phenylquinone. Subsequent dose-response studies revealed 18a to be almost seven-fold more potent than Emorfazone.

  DOI：

  10.1016/s0223-5234(96)80008-0

文献信息

• 4-Amino-5-vinyl-3(2H)-pyridazinones and analogues as potent antinociceptive agents: Synthesis, SARs, and preliminary studies on the mechanism of action
  作者：Claudia Vergelli、Maria Paola Giovannoni、Stefano Pieretti、Amalia Di Giannuario、Vittorio Dal Piaz、Pierfrancesco Biagini、Claudio Biancalani、Alessia Graziano、Nicoletta Cesari

  DOI：10.1016/j.bmc.2007.05.035

  日期：2007.8

  A series of 4-amino-5-vinyl-3(2H)-pyridazinones and analogues were synthesized and their antinociceptive effect was evaluated in the mouse abdominal constriction model. Several of the novel compounds showed ED(50) values in the range 6-20mg/kg/sc and demonstrated to be able to completely protect all the treated animals from the effect of the noxious stimulus at 30 mg/kg/sc. SAR studies confirmed the

  合成了一系列的4-氨基-5-乙烯基-3（2H）-哒嗪酮及其类似物，并在小鼠腹部收缩模型中评估了它们的抗伤害作用。几种新化合物的ED（50）值在6-20mg / kg / sc范围内，并证明能够完全保护所有处理过的动物免受30 mg / kg / sc的有害刺激的影响。SAR研究证实，二嗪系统第4位的氨基或取代的氨基官能团和第5位的乙烯基具有重要的作用。
• 4,5-Functionalized 6-phenyl-3(2H)-pyridazinones: synthesis and evaluation of antinociceptive activity
  作者：V Dal Piaz、MP Giovannoni、G Ciciani、D Barlocco、G Giardina、G Petrone、GD Clarke

  DOI：10.1016/s0223-5234(96)80008-0

  日期：1996.1

  A series of 2-substituted 4,5-functionalized 6-phenyl-3(2H)-pyridazinones were synthesized and their antinociceptive activities were evaluated in the mouse abdominal constriction model. Single dose studies showed that compounds 11, 18a and 23 were more active than the reference drug, Emorfazone, in inhibiting the effects of the noxious chemical stimulus, p-phenylquinone. Subsequent dose-response studies revealed 18a to be almost seven-fold more potent than Emorfazone.