4-[3-phenyl-4,6-bis(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-1-yl]benzenesulfonamide | 1219689-71-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-[3-phenyl-4,6-bis(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-1-yl]benzenesulfonamide
• 英文别名: 4-[3-Phenyl-4,6-bis(trifluoromethyl)pyrazolo[3,4-b]pyridin-1-yl]benzenesulfonamide
• CAS: 1219689-71-0
• 化学式: C₂₀H₁₂F₆N₄O₂S
• 分子量: 486.397
• InChiKey: DTGLANFDWRVXRU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  33
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  99.2
• 氢给体数：
  1
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  4-肼基苯磺酰胺 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 8.0h， 生成 4-[3-phenyl-4,6-bis(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-1-yl]benzenesulfonamide
  参考文献：
  名称：

  Synthesis and anti-inflammatory evaluation of some pyrazolo[3,4-b]pyridines

  摘要：

  Novel series of pyrazolo[3,4-b]pyridines with basic skeleton different from the known COX inhibitors were synthesized from 5-amino-1-[4-(aminosulfonyl)phenyl]-3-phenyl-1H-pyrazole, which in turn was prepared by the condensation of (4-sulfamoylphenyl)hydrazine with alpha-cyanoacetophenone. All the newly synthesized compounds were tested for their in vivo anti-inflammatory activity by carrageenan-induced rat paw edema assay. Some of the most potent compounds were evaluated in different COX and LOX assays. Some of the new compounds were found to possess moderate anti-inflammatory activity.

  DOI：

  10.1007/s00044-010-9312-7

文献信息

• Exploration of antimicrobial potential of pyrazolo[3,4-b]pyridine scaffold bearing benzenesulfonamide and trifluoromethyl moieties
  作者：Navneet Chandak、Satish Kumar、Pawan Kumar、Chetan Sharma、Kamal R. Aneja、Pawan K. Sharma

  DOI：10.1007/s00044-013-0544-1

  日期：2013.11

  The synthesis and biological evaluation of a library of thirty differently substituted pyrazolo[3,4-b]pyridines bearing benzenesulfonamide moiety at position-1 and trifluoromethyl group at position-4 are reported. Fused heterocyclic system present in the target compounds (5a-j, 6a-j, and 7a-j) was constructed by refluxing various 5-aminopyrazoles (3a-c) with differently substituted trifluoromethyl-beta-diketones (4a-j) in glacial acetic acid. All the target compounds (5-7) 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 yeasts namely, Saccharomyces cerevisiae and Candida albicans.Thirty differently substituted pyrazolo[3,4-b]pyridines bearing benzenesulfonamide moiety at position-1 and trifluoromethyl group at position-4 were synthesized and screened for antibacterial and antifungal activities.