2-(4-bromo-phenyl)-5-oxo-5H-[1,3,4]oxadiazolo[3,2-a]pyrimidine-6-carboxylic acid ethyl ester | 28004-20-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2-(4-bromo-phenyl)-5-oxo-5H-[1,3,4]oxadiazolo[3,2-a]pyrimidine-6-carboxylic acid ethyl ester
• 英文别名: 2-(4-bromo-phenyl)-5-oxo-5H-[1,3,4]oxadiazolo[3,2-a]pyrimidine-6-carboxylic acid ethyl ester
• CAS: 28004-20-8
• 化学式: C₁₄H₁₀BrN₃O₄
• 分子量: 364.155
• InChiKey: QDRVWIBFPZMVIJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.29
• 重原子数：
  22.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  86.7
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  2-(4-bromo-phenyl)-5-oxo-5H-[1,3,4]oxadiazolo[3,2-a]pyrimidine-6-carboxylic acid ethyl ester 、 环丙胺 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以46.1%的产率得到ethyl 1-(4-bromobenzamido)-2-(cyclopropylamino)-6-oxo-1,6-dihydropyrimidine-5-carboxylate
  参考文献：
  名称：

  Design, Synthesis, and Antimicrobial Activity of Novel 6-Oxopyrimidin-1(6H)-yl Benzamide Derivatives

  摘要：

  A series of novel 1-(benzamide)-N-cyclopropyl-2-(amino substituted)-6-oxo-1,6-dihydropyrimidine-5-carboxamide derivatives is synthesised and characterized by IR, H-1 and C-13 NMR, and mass spectra. The synthesized compounds 6a-6j and 8a-8j are screened for their in vitro antimicrobial activity against two Grampositive (Staphylococcus aureus, Bacillus subtilis) and two Gram-negative bacteria (Escherichia coli, Klebesiella aerogenes), and two pathogenic fungi (Aspergillus flavus, Fusarium oxysporum). Most of the compounds demonstrate good to excellent antimicrobial activity in comparison with the standard drugs ciproflaxin and hymexazole. Among the screened compounds morpholine substituted dihydropyrimidone carboxamide 8j is determined to be the most potent anti-bacterial agent.

  DOI：

  10.1134/s1070363219040236
• 作为产物：
  描述：

  5-(3-溴苯基)-1,3,4-噁二唑-2-胺 生成 2-(4-bromo-phenyl)-5-oxo-5H-[1,3,4]oxadiazolo[3,2-a]pyrimidine-6-carboxylic acid ethyl ester
  参考文献：
  名称：

  Gehlen,H.; Simon,B., Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft, 1970, vol. 303, p. 501 - 510

  摘要：

  DOI：