5-(3-bromo-propoxy)-3-methyl-1-phenyl-1H-pyrazole-4-carboxylic acid methyl ester | 1229758-12-6

• 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-bromo-propoxy)-3-methyl-1-phenyl-1H-pyrazole-4-carboxylic acid methyl ester
• 英文别名: 5-(3-bromopropoxy)-3-methyl-1-phenyl-1H-pyrazole-4-carboxylic acid methyl ester
• CAS: 1229758-12-6
• 化学式: C₁₅H₁₇BrN₂O₃
• 分子量: 353.216
• InChiKey: NJBFPLYSCUWBMK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.13
• 重原子数：
  21.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  53.35
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  5-(3-bromo-propoxy)-3-methyl-1-phenyl-1H-pyrazole-4-carboxylic acid methyl ester 、 3-氰基-4,6-二甲基-2-羟基吡啶 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 5-[3-(3-cyano-4,6-dimethyl-2-oxo-2H-pyridin-1-yl)-propoxy]-3-methyl-1-phenyl-1H-pyrazole-4-carboxylic acid methyl ester
  参考文献：
  名称：

  Selective induced polarization through electron transfer in acetone and pyrazole ester derivatives via C–H⋯OC interaction

  摘要：

  一组有机化合物（吡唑酯衍生物，即5-[3-(取代基)-丙氧基]-3-甲基-1-苯基-1H-吡唑-4-羧酸甲酯和5-[2-(取代基)-乙氧基]-3-甲基-1-苯基-1H-吡唑-4-羧酸甲酯）被合成，并通过核磁共振测试它们与丙酮分子的亲和力和稳定性。

  DOI：

  10.1039/c4nj00679h
• 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 32.5h， 生成 5-(3-bromo-propoxy)-3-methyl-1-phenyl-1H-pyrazole-4-carboxylic acid methyl 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

• Condensed phase conformational isomerization of 5-[3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propoxy]-3-methyl-1H-pyrazole-4-carboxylic acid methyl ester
  作者：Ashish Kumar Tewari、Priyanka Srivastave、Ved Prakash Singh、Carmen Puerta、Pedro Valerga

  DOI：10.3998/ark.5550190.0011.911

  日期：——

  Presence of ester group adjacent to methyl group in a pyrazole ring system results in a flexible hydrogen bond. This bond can be freely rotate to generate the conformational isomers. Conformational isomers can be separated if the barrier to rotation or the energy difference between the two configurations is large. In the present study, in solution state, this spinning is so fast that it was difficult to predict the conformational change whereas the condensation of molecules in solid state, existence of two conformations have been predicted.