N'-((4-(4-formyl-3-(4-nitrophenyl)-1H-pyrazol-1-yl)phenyl)sulfonyl)-N,N-dimethylformimidamide | 1135952-98-5

• 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'-((4-(4-formyl-3-(4-nitrophenyl)-1H-pyrazol-1-yl)phenyl)sulfonyl)-N,N-dimethylformimidamide
• CAS: 1135952-98-5
• 化学式: C₁₉H₁₇N₅O₅S
• 分子量: 427.44
• InChiKey: DRGHDOGVLAJNJN-UHFFFAOYSA-N

物化性质

• 沸点：
  644.2±65.0 °C(predicted)
• 密度：
  1.40±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.54
• 重原子数：
  30.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  127.77
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  N'-((4-(4-formyl-3-(4-nitrophenyl)-1H-pyrazol-1-yl)phenyl)sulfonyl)-N,N-dimethylformimidamide 在 甲醇 、 氨 、 碘 、 sodium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 14.0h， 生成 4-(4-cyano-3-(4-nitrophenyl)-1H-pyrazol-1-yl)benzenesulfonamide
  参考文献：
  名称：

  Synthesis and biological evaluation of some 4-functionalized-pyrazoles as antimicrobial agents

  摘要：

  1,3-Diaryl-4-formylpyrazoles 8 bearing benzenesulfonamide moiety at position-1 were synthesized as important intermediates following Vilsmeier-Haack strategy. Aldehyde moiety of 4-formylpyrazole was then converted into carboxylic acid 9, cyano 10 and carbothioamide 11 using established procedures. Out of these 4-functionalized pyrazoles, pyrazole-4-carboxylic acids 9 and carbothioamides 11 were evaluated for their in vitro antibacterial activity against four pathogenic bacterial strains namely, Staphylococcus aureus, Bacillus subtilis (Gram-positive), Escherichia coli, Pseudomonas aeruginosa (Gram-negative), and in vitro antifungal activity against two pathogenic fungal strains namely, Aspergillus niger and Aspergillus flavus. Three tested compounds, 9e, 11b and 11f exhibited moderate antibacterial activity against Gram-positive bacteria and 9g showed moderate antifungal activity against the tested fungi. However, none of the compounds showed any activity against Gram-negative bacteria. (c) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.01.060
• 作为产物：
  描述：

  4-磺酰胺基苯肼盐酸盐 在 sodium acetate 、 三氯氧磷 作用下， 以 水 为溶剂， 反应 6.0h， 生成 N'-((4-(4-formyl-3-(4-nitrophenyl)-1H-pyrazol-1-yl)phenyl)sulfonyl)-N,N-dimethylformimidamide
  参考文献：
  名称：

  Synthesis and biological evaluation of some 4-functionalized-pyrazoles as antimicrobial agents

  摘要：

  1,3-Diaryl-4-formylpyrazoles 8 bearing benzenesulfonamide moiety at position-1 were synthesized as important intermediates following Vilsmeier-Haack strategy. Aldehyde moiety of 4-formylpyrazole was then converted into carboxylic acid 9, cyano 10 and carbothioamide 11 using established procedures. Out of these 4-functionalized pyrazoles, pyrazole-4-carboxylic acids 9 and carbothioamides 11 were evaluated for their in vitro antibacterial activity against four pathogenic bacterial strains namely, Staphylococcus aureus, Bacillus subtilis (Gram-positive), Escherichia coli, Pseudomonas aeruginosa (Gram-negative), and in vitro antifungal activity against two pathogenic fungal strains namely, Aspergillus niger and Aspergillus flavus. Three tested compounds, 9e, 11b and 11f exhibited moderate antibacterial activity against Gram-positive bacteria and 9g showed moderate antifungal activity against the tested fungi. However, none of the compounds showed any activity against Gram-negative bacteria. (c) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.01.060