1-(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)-2-(piperidin-1-yl)ethanone | 1310487-76-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)-2-(piperidin-1-yl)ethanone
• CAS: 1310487-76-3
• 化学式: C₁₇H₂₁N₃O₂
• 分子量: 299.373
• InChiKey: KNFIBCHQOUSWTM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.55
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  58.36
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  5-甲基-2-苯基-1,2-二氢吡唑-3-酮 在 caesium carbonate 、 calcium hydroxide 作用下， 以 1,4-二氧六环 、 乙腈 为溶剂， 反应 5.5h， 生成 1-(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)-2-(piperidin-1-yl)ethanone
  参考文献：
  名称：

  在酰基片段中具有杂环部分的酰基吡唑啉酮：分子内与分子间两性离子结构

  摘要：

  合成了一系列在酰基片段中具有亚甲基桥连杂环单元的酰基吡唑啉酮，并在溶液和固态下进行表征。发现产物以固态存在于互变异构吡唑啉酮羟基和酰基取代基的氮原子之间的分子内或分子间两性离子。连接具有可变数量和类型的杂原子和环大小的脂肪胺单元，并通过单晶 XRD 分析形成的两性离子类型。观察到产物与用作碱的碳酸铯自发配位。这些配合物也可通过 XRD 进行研究。

  DOI：

  10.1039/d1nj05458a

文献信息

• Synthesis and antimicrobial activity of some new 4-hetarylpyrazole and furo[2,3-c]pyrazole derivatives
  作者：Samir Bondock、Wesam Khalifa、Ahmed A. Fadda

  DOI：10.1016/j.ejmech.2011.03.045

  日期：2011.6

  In continuation of our efforts to find a new class of antimicrobial agents, a series of 4-hetarylpyrazoles and furo[2,3-c]pyrazoles were prepared via the reaction of 2-chloro-1-(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)ethanone ( 1) with an appropriate nucleophilic reagents. These compounds were screened for their antibacterial activity against Gram-positive bacteria (Bacillus subtilis and Bacillus thuringiensis), Gram-negative bacteria (Escherichia coli and Pseudomonas aeruginosa) and antifungal activity against Fusarium oxysporum and Botrytis fabae. Among the synthesized compounds, 1-(5-(5-hydroxy-3-methyl-1-phenyl-1H-pyrazole-4-yl)-2-methylfuran-3-yl)ethanone (12) showed equal activity with chloramphenicol against B. subtilis (MIC 3.125 mu g/mL), while its activity was 50% lower than of chloramphenicol against B. thuringiensis. N-[(4Z)-3-Methyl-1-phenyl-1H-furo[2,3-c]pyrazol-4(5H)-ylidene]-1H-benzimidazol-2-amine (7) and 2-(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)-4H-furo [3,2-c]chromen-4-one (13) were found to exhibit the most potent in vitro antifungal activity with MICs (6.25 mu g/mL) against B. fabae and F. oxysporum. (C) 2011 Elsevier Masson SAS. All rights reserved.
• Acylpyrazolones possessing a heterocyclic moiety in the acyl fragment: intramolecular<i>vs.</i>intermolecular zwitterionic structures
  作者：Stanislava E. Todorova、Rusi I. Rusew、Zhanina S. Petkova、Boris L. Shivachev、Rositsa P. Nikolova、Vanya B. Kurteva

  DOI：10.1039/d1nj05458a

  日期：——

  and characterized in solution and the solid state. It is found that the products exist in the solid state as intramolecular or intermolecular zwitterions between the tautomeric pyrazolone hydroxyl group and the nitrogen atom of the acyl substituents. Aliphatic amine units with a variable number and type of heteroatoms and ring size are attached and the type of zwitterions formed are analysed by single

  合成了一系列在酰基片段中具有亚甲基桥连杂环单元的酰基吡唑啉酮，并在溶液和固态下进行表征。发现产物以固态存在于互变异构吡唑啉酮羟基和酰基取代基的氮原子之间的分子内或分子间两性离子。连接具有可变数量和类型的杂原子和环大小的脂肪胺单元，并通过单晶 XRD 分析形成的两性离子类型。观察到产物与用作碱的碳酸铯自发配位。这些配合物也可通过 XRD 进行研究。