3-amino-5-oxo-4-phenyl-N-(p-tolyl)-2,5-dihydro-1H-pyrazole-1-carboxamide | 1462982-45-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-amino-5-oxo-4-phenyl-N-(p-tolyl)-2,5-dihydro-1H-pyrazole-1-carboxamide
• CAS: 1462982-45-1
• 化学式: C₁₇H₁₆N₄O₂
• 分子量: 308.34
• InChiKey: RZOLVXKOMWHORQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.81
• 重原子数：
  23.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  92.91
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  苯基氰基乙酸乙酯 在 肼 作用下， 以 乙腈 为溶剂， 反应 24.0h， 生成 3-amino-5-oxo-4-phenyl-N-(p-tolyl)-2,5-dihydro-1H-pyrazole-1-carboxamide
  参考文献：
  名称：

  Experimental and computational studies on the tautomerism of N-substituted 3-amino-5-oxo-4-phenyl-1H-pyrazolo-1-carboxamides with antibacterial activity

  摘要：

  The tautomerism of N-substituted 3-amino-5-oxo-4-phenyl-1H-pyrazolo-1-carboxamides with antibacterial activity is studied with X-ray crystallography, IR, H-1 and C-13 NMR (including NOESY spectra) and quantum chemical calculations. It is found that the form with the keto group at position 5 is the preferred one in the crystalline state and in DMSO, although some fraction with the corresponding hydroxy group also occurs in both states. This finding was related to the antibacterial activity of the studied compounds as the energetic stabilization of the keto group may determine their proper hydrogen bond interactions with the bacterial enzyme. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2013.08.010