5-[3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propoxy]-3-methyl-1-phenyl-1H-pyrazole-4-carboxylic acid ethyl ester | 1147515-77-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-[3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propoxy]-3-methyl-1-phenyl-1H-pyrazole-4-carboxylic acid ethyl ester
• 英文别名: 5-[3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-propoxy]-3-methyl-1-phenyl-1H-pyrazole-4-carboxylic acid ethyl ester；Ethyl 5-[3-(1,3-dioxoisoindol-2-yl)propoxy]-3-methyl-1-phenylpyrazole-4-carboxylate；ethyl 5-[3-(1,3-dioxoisoindol-2-yl)propoxy]-3-methyl-1-phenylpyrazole-4-carboxylate
• CAS: 1147515-77-2
• 化学式: C₂₄H₂₃N₃O₅
• 分子量: 433.464
• InChiKey: QKIPQSGGFOGUEQ-UHFFFAOYSA-N

物化性质

• 熔点：
  78-80 °C(Solvent: Ethyl acetate; Hexane)
• 沸点：
  606.1±55.0 °C(predicted)
• 密度：
  1.29±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  32
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  90.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-(bis(methylsulfanyl)methylene)-5-methyl-2-phenyl-2,4-dihydropyrazol-3-one 在 sodium ethanolate 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 56.83h， 生成 5-[3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propoxy]-3-methyl-1-phenyl-1H-pyrazole-4-carboxylic acid ethyl ester
  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

• Stacking in 5-[3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propoxy]-3-methyl-1-phenyl-1H-pyrazole-4-carboxylic acid ethyl ester through C–H···π, C–H···O and C–H···N networks
  作者：Ashish Kumar Tewari、Priyanka Srivastava、Carmen Puerta、Pedro Valerga

  DOI：10.1016/j.molstruc.2008.12.063

  日期：2009.3

  implemented in rational drug designing concepts and in material sciences including many more fields. We report here the single crystal X-ray study of 5-[3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propoxy]-3-methyl-1-phenyl-1H-pyrazole-4-carboxylic acid ethyl ester for understanding weak interactions. The structure was stabilized through C–H···π, C–H···O and C–H···N interactions.

  摘要 自然界中含有丰富的芳香部分，这些部分由非共价/芳香相互作用维持和控制。它们的参与程度同时为生物或化学系统等系统提供稳定性和灵活性。因此，需要设计灵活的模型以更好地理解这种相互作用，这些相互作用可以在合理的药物设计概念和包括更多领域的材料科学中实施。我们在此报告 5-[3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propoxy]-3-methyl-1-phenyl-1H-pyrazole 的单晶 X 射线研究-4-羧酸乙酯用于理解弱相互作用。通过C-H···π、C-H···O和C-H···N相互作用来稳定结构。
• 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.