2-苯基-4-苯基乙酰氨-3-吡唑烷-5酮 | 60588-53-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 2-苯基-4-苯基乙酰氨-3-吡唑烷-5酮
• 英文名称: N-(3-oxo-1-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-2-phenyl-acetamide
• 英文别名: N-(3-oxo-1-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-2-phenyl-acetamide；2-Phenyl-4-phenylacetamido-3-pyrazolin-5-on；2-Phenyl-4-phenylacetamido-3-pyrazolin-5-one；N-(5-oxo-2-phenyl-1H-pyrazol-4-yl)-2-phenylacetamide
• CAS: 60588-53-6
• 化学式: C₁₇H₁₅N₃O₂
• 分子量: 293.325
• InChiKey: IVAVXWBYIKXSTO-UHFFFAOYSA-N

物化性质

• 熔点：
  218-219 °C
• 密度：
  1.31±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  61.4
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2933199090

反应信息

• 作为产物：
  描述：

  4-硝基-1-苯基-1,2-二氢吡唑-3-酮 在 palladium on activated charcoal 氢气 作用下， 以 1,4-二氧六环 为溶剂， 生成 2-苯基-4-苯基乙酰氨-3-吡唑烷-5酮
  参考文献：
  名称：

  Synthesis and biological evaluation of new phenidone analogues as potential dual cyclooxygenase (COX-1 and COX-2) and human lipoxygenase (5-LOX) inhibitors

  摘要：

  A new series of potential human 5-LOX inhibitors structurally related to the 1-phenyl-3-pyrazolidinone (phenidone, 2) has been synthesized and the activity against COX-1, COX-2, and human 5-LOX enzymes has been evaluated. In contrast with literature data, we observed that phenidone resulted to be inactive against human 5-LOX, while retains its activity against cyclooxygenases in a micromolar range. The present results suggest that the substitution of the amino function at the 4-position is detrimental in terms of activity toward COX-1 and COX-2, while the presence of a double bond at the 4,5-position does not alter the biological profile against COX. The absence of activity vs. human 5-LOX strongly suggests a re-consideration of phenidone and its analogs as 5-LOX inhibitors in humans.

  DOI：

  10.1016/j.farmac.2004.09.002