8-bromo-5-chloro-3-(2-fluoro-3-methoxyphenyl)-[1,2,4]triazolo[4,3-c]pyrimidine | 1443042-34-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 8-bromo-5-chloro-3-(2-fluoro-3-methoxyphenyl)-[1,2,4]triazolo[4,3-c]pyrimidine
• 英文别名: 8-Bromo-5-chloro-3-(2-fluoro-3-methoxyphenyl)-[1,2,4]triazolo[4,3-c]pyrimidine
• CAS: 1443042-34-9
• 化学式: C₁₂H₇BrClFN₄O
• 分子量: 357.569
• InChiKey: CCTFZEBEKMQUTP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  52.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-(2-fluoro-3-methoxybenzylidene)-1-(5-bromo-2-chloropyrimidin-4-yl)hydrazine 在 碘苯二乙酸 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以84%的产率得到8-bromo-5-chloro-3-(2-fluoro-3-methoxyphenyl)-[1,2,4]triazolo[4,3-c]pyrimidine
  参考文献：
  名称：

  Synthesis, characterization, and in vitro antimicrobial evaluation of new 5-chloro-8-bromo-3-aryl-1,2,4-triazolo[4,3-c]pyrimidines

  摘要：

  A series of new 5-chloro-8-bromo-3-aryl-1,2,4-triazolo[4,3-c]pyrimidines (4a-j) have been accomplished in excellent yields by the oxidative cyclization of pyrimidinylhydrazines (3a-j) of various aryl aldehydes with one equivalents of iodobenzene diacetate in methanol. The chemical structures of the synthesized compounds were confirmed by elemental analyses, FT-IR, H-1 NMR, C-13 NMR, and mass spectral studies. Ten new compounds (4a-j) were tested in vitro for their antimicrobial activity against clinically isolated strains. Variable and modest activities were observed against the investigated strains of bacteria and fungi. Compounds 4f, 4i, and 4j demonstrated good antimicrobial activity against all the tested microbial strains.

  DOI：

  10.1007/s00044-013-0656-7

文献信息

• Synthesis, characterization, and in vitro antimicrobial evaluation of new 5-chloro-8-bromo-3-aryl-1,2,4-triazolo[4,3-c]pyrimidines
  作者：Basavapatna N. Prasanna Kumara、Kikkeri N. Mohana、Lingappa Mallesha

  DOI：10.1007/s00044-013-0656-7

  日期：2014.1

  A series of new 5-chloro-8-bromo-3-aryl-1,2,4-triazolo[4,3-c]pyrimidines (4a-j) have been accomplished in excellent yields by the oxidative cyclization of pyrimidinylhydrazines (3a-j) of various aryl aldehydes with one equivalents of iodobenzene diacetate in methanol. The chemical structures of the synthesized compounds were confirmed by elemental analyses, FT-IR, H-1 NMR, C-13 NMR, and mass spectral studies. Ten new compounds (4a-j) were tested in vitro for their antimicrobial activity against clinically isolated strains. Variable and modest activities were observed against the investigated strains of bacteria and fungi. Compounds 4f, 4i, and 4j demonstrated good antimicrobial activity against all the tested microbial strains.