5-(2,6-difluorophenyl)-3-phenyl-4,5-dihydropyrazole-1-carbothioamide | 1401197-80-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-(2,6-difluorophenyl)-3-phenyl-4,5-dihydropyrazole-1-carbothioamide
• 英文别名: 5-(2,6-Difluorophenyl)-3-phenyl-4,5-dihydropyrazole-1-carbothioamide；3-(2,6-difluorophenyl)-5-phenyl-3,4-dihydropyrazole-2-carbothioamide
• CAS: 1401197-80-5
• 化学式: C₁₆H₁₃F₂N₃S
• 分子量: 317.362
• InChiKey: BQUJNVZYKBKKRS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  73.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-(2,6-difluorophenyl)-3-phenyl-4,5-dihydropyrazole-1-carbothioamide 在 一水合肼 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 9.0h， 生成 N'-(3,4-dimethoxybenzylidene)-2-(2-(5-(2,6-difluorophenyl)-3-phenyl-4,5-dihydropyrazol-1-yl)thiazol-4-yl)acetohydrazide
  参考文献：
  名称：

  Synthesis and biological evaluation of novel 4,5-dihydropyrazole derivatives as potent anticancer and antimicrobial agents

  摘要：

  A focused library of 4,5-dihydropyrazole dervivatives (4, 5, 6, 7a-h, 8, 9a-g, and 10a-g) were synthesized from novel 5-(2,6-difluorophenyl)-3-phenyl-4,5-dihydropyrazole-1-carbothioamide 4. The synthesized compounds were characterized using elemental analysis and spectral data (IR, mass spectra, H-1 and C-13 NMR) and evaluated for antimicrobial activity by broth dilution method and in vitro anticancer activity. Among the synthesized compounds 7a, 9c, 9g, and 10d exhibit broad spectrum antimicrobial activity against tested microbial strains. The in vitro cancer results ascertain 7a, 9c, and 10d are most potent molecules in comparison to reference standard cisplatin.

  DOI：

  10.1007/s00044-012-0191-y
• 作为产物：
  描述：

  3-(2,6-difluorophenyl)-1-phenylprop-2-en-1-one 、 氨基硫脲 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 48.0h， 以75.2%的产率得到5-(2,6-difluorophenyl)-3-phenyl-4,5-dihydropyrazole-1-carbothioamide
  参考文献：
  名称：

  Synthesis and biological evaluation of novel 4,5-dihydropyrazole derivatives as potent anticancer and antimicrobial agents

  摘要：

  A focused library of 4,5-dihydropyrazole dervivatives (4, 5, 6, 7a-h, 8, 9a-g, and 10a-g) were synthesized from novel 5-(2,6-difluorophenyl)-3-phenyl-4,5-dihydropyrazole-1-carbothioamide 4. The synthesized compounds were characterized using elemental analysis and spectral data (IR, mass spectra, H-1 and C-13 NMR) and evaluated for antimicrobial activity by broth dilution method and in vitro anticancer activity. Among the synthesized compounds 7a, 9c, 9g, and 10d exhibit broad spectrum antimicrobial activity against tested microbial strains. The in vitro cancer results ascertain 7a, 9c, and 10d are most potent molecules in comparison to reference standard cisplatin.

  DOI：

  10.1007/s00044-012-0191-y