N-butyl-3-amino-4-phenyl-1,2-dihydropyrazolin-5-on-1-carboxamide | 1384441-16-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N-butyl-3-amino-4-phenyl-1,2-dihydropyrazolin-5-on-1-carboxamide
• 英文别名: 5-amino-N-butyl-3-oxo-4-phenyl-1H-pyrazole-2-carboxamide
• CAS: 1384441-16-0
• 化学式: C₁₄H₁₈N₄O₂
• 分子量: 274.323
• InChiKey: LLLORLAKWZEARK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  87.5
• 氢给体数：
  3
• 氢受体数：
  4

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 N-butyl-3-amino-4-phenyl-1,2-dihydropyrazolin-5-on-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

文献信息

• Antioxidant Evaluation of Some Semicarbazide, 1,2,4-Triazolone and Pyrazolone Derivatives
  作者：Monika Pitucha、Renata Nowak

  DOI：10.2174/157018011797655188

  日期：2011.12.1

  heterocyclic ring 1-14 were synthesized as compounds with interesting pharmacological profiles. All were investigated in vitro for their antioxidant activity. Some compounds showed significant effect in the above assay. The most promising was a group of pyrazolone. The effect was dependent mainly on the substituent on the amide group. It was found that compounds 8 and 10 showed the highest antioxidant capacity

  合成具有杂环1-14的1,2,4-三唑，吡唑和氨基脲为具有有趣药理学特征的化合物。所有的人都进行了体外抗氧化活性研究。一些化合物在上述测定中显示出显著作用。最有希望的是一组吡唑啉酮。 该作用主要取决于酰胺基上的取代基。发现化合物8和10显示出与广泛使用的参比抗氧化剂6-羟基-2,5,7,8-四甲基苯并-2-羧酸（Trolox）相当的最高抗氧化剂容量。