2-(1,1-dimethylethyl)-5-methyl-1-phenyl-1,2-dihydro-3H-pyrazol-3-one | 1258979-47-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(1,1-dimethylethyl)-5-methyl-1-phenyl-1,2-dihydro-3H-pyrazol-3-one
• 英文别名: 2-Tert-butyl-5-methyl-1-phenylpyrazol-3-one
• CAS: 1258979-47-3
• 化学式: C₁₄H₁₈N₂O
• 分子量: 230.31
• InChiKey: RBCNZFGXCWJILF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  23.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  双乙烯酮 、 N-tert.Butyl-N'-phenylhydrazin 在 三乙胺 作用下， 以 氯仿 为溶剂， 反应 3.0h， 以36%的产率得到1-(1,1-dimethylethyl)-5-methyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one
  参考文献：
  名称：

  Design, Synthesis, and Pharmacological Activity of Nonallergenic Pyrazolone-Type Antipyretic Analgesics

  摘要：

  To develop novel nonallergenic pyrazolone analgesics, we synthesized a series of compounds in which position 1 of the pyrazolone ring was substituted in place of the original methyl group in order to block the formation of allergenic metabolites via N-dealkylation. These pyrazolone analogues were found to show as potent an antipyretic and analgesic effect as antipyrine (AT). In an examination of allergenicity, AT induced a typical skin reaction in guinea pigs, whereas the pyrazolone analogues were inactive. When AT was administered (po) to rats, norantipyrine (NORA) as an active metabolite was detected in the urine, whereas similar administration of the pyrazolone analogues did not afford NORA. We conclude that these novel pyrazolone analogues were nonallergenic because they were not converted to allergenic metabolites in vivo. Because these compounds retain the antipyretic and analgesic activities of AT, they are considered to be promising candidates for nonallergenic antipyretic analgesics.

  DOI：

  10.1021/jm101208x