ethyl (Z)-3-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-4-pyrazolylamino)-2-butenoate | 108137-72-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl (Z)-3-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-4-pyrazolylamino)-2-butenoate
• 英文别名: ethyl 3-[(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)amino]-2-butenoate；ethyl (Z)-3-[(1,5-dimethyl-3-oxo-2-phenylpyrazol-4-yl)amino]but-2-enoate
• CAS: 108137-72-0
• 化学式: C₁₇H₂₁N₃O₃
• 分子量: 315.372
• InChiKey: PNEMLIOLAFZJND-QXMHVHEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  61.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-Aminopent-3-en-2-one 、 ethyl (Z)-3-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-4-pyrazolylamino)-2-butenoate 生成 1,5-Dimethyl-4-((Z)-1-methyl-3-oxo-3-phenyl-propenylamino)-2-phenyl-1,2-dihydro-pyrazol-3-one
  参考文献：
  名称：

  Maquestiau, A.; Eynde, J.-J. vanden, Bulletin des Societes Chimiques Belges, 1986, vol. 95, # 8, p. 641 - 648

  摘要：

  DOI：
• 作为产物：
  描述：

  4-氨基安替比林 、 乙酰乙酸乙酯 反应 0.33h， 以95%的产率得到ethyl (Z)-3-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-4-pyrazolylamino)-2-butenoate
  参考文献：
  名称：

  Structural studies of 4-aminoantipyrine derivatives

  摘要：

  Reaction of 4-aminoantipyrine with acetylacetone, ethyl acetoacetate, benzoyl isothiocyanate, phenyl isothiocyanate, maleic anhydride and methoxymethylene Meldrum's acid afforded a series of new antipyrine derivatives. The antibacterial activity of the synthesized compounds against Micrococcus luteus ATCC 9341, Staphilococcus aureus ATCC 29737, and Escherichia coli ATCC 8739 was evaluated and the minimal inhibitory concentration determined. Modest activity was found only to the maleamic acid obtained from the reaction of 4-aminoantipyrine and maleic anhydride. H-1 NMR investigation of this maleamic acid showed that it is slowly converted to the corresponding toxic maleimide. The structures of three derivatives were determined by X-ray diffraction analysis. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2005.05.016