4-(bis(ethylsulfanyl)methylene)-5-methyl-2-phenyl-2, 4-dihydropyrazol-3-one | 136771-20-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 英文名称: 4-(bis(ethylsulfanyl)methylene)-5-methyl-2-phenyl-2, 4-dihydropyrazol-3-one
• 英文别名: 4-(Bis(ethylthio)methylene)-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one；4-[bis(ethylsulfanyl)methylidene]-5-methyl-2-phenylpyrazol-3-one
• CAS: 136771-20-5
• 化学式: C₁₅H₁₈N₂OS₂
• 分子量: 306.453
• InChiKey: GVCWTWODXXCPHT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  83.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  苯肼 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 9.0h， 生成 4-(bis(ethylsulfanyl)methylene)-5-methyl-2-phenyl-2, 4-dihydropyrazol-3-one
  参考文献：
  名称：

  Synthesis of pyrazole-based 1,5-diaryl compounds as potent anti-inflammatory agents

  摘要：

  Series of 1,5-diaryl pyrazole ester derivatives have been synthesized and found to contain potent inhibitory activity against cyclooxygenase-2 (COX-2) enzyme. The article describes synthesis of the target pyrazole analogs and biological assay using Carrageenan induced rat paw for investigation.

  DOI：

  10.1007/s00044-011-9774-2

文献信息

• Applications of Dithioacetals in Ester Synthesis
  作者：Ashish Kumar Tewari、Priyanka Srivastava

  DOI：10.1080/00397910802654641

  日期：2009.7.21

  The -oxoketene dithioacetals are simple synthetic intermediates widely utilized and implicated for the synthesis of a variety of heterocyclic compounds other than alicyclic and aromatic compounds. They act as 1,3-electrophilic three-carbon synthons. The -oxoketene dithioacetal of pyrazolone derivatives can be efficiently converted through a base-catalyzed alcoholysis into the corresponding ester in a single one-step reaction with good yield of pure products. In this article, we summarize recent direct conversion of -oxoketene dithioacetals to highly desirable esters. The overall process is an example of intramolecular rearrangement of bonds. Characterization and identification of all synthesized compounds were assigned through 1H NMR and mass spectroscopy.
• Synthesis of pyrazole-based 1,5-diaryl compounds as potent anti-inflammatory agents
  作者：Priyanka Shrivastava、Praveen Singh、Ashish Kumar Tewari

  DOI：10.1007/s00044-011-9774-2

  日期：2012.9

  Series of 1,5-diaryl pyrazole ester derivatives have been synthesized and found to contain potent inhibitory activity against cyclooxygenase-2 (COX-2) enzyme. The article describes synthesis of the target pyrazole analogs and biological assay using Carrageenan induced rat paw for investigation.