3-(4-氨基-5-甲基-均三唑-3-硫基)-1-苯丙-1-酮-O-(5-取代苯基-[1,3,4]噁二唑-2-甲基)肟的合成及抗菌活性

Synthesis and antibacterial activity of 3-(4-amino-5-methyl-s-triazol-3-sulfanyl)-1-phenyl-propan-1-one O-(5-substituted phenyl-[1,3,4]oxadiazol-2-methyl)-oximes

目的研究氨基杂环肟类化合物的合成方法和抗菌活性。方法用4-氨基-3-甲基-5-巯基-[1,2,4]三唑与β-氯苯丙酮缩合、肟化、醚化得3-(4-氨基-5-甲基-均三唑-3-硫基)-1-苯丙-1-酮-O-(5-取代苯基-[1,3,4]噁二唑-2-甲基)肟醚目标化合物。用二倍试管稀释方法研究了目标化合物的体外抑菌活性。结果合成了12个新化合物,其结构经MS,IR,1H NMR和元素分析确证。10个目标化合物在体外有一定的抗菌活性。结论该类杂环化合物有待进一步的结构优化研究。

Aim To study the synthetic method and antibacterial activity of amino-heterocyclic compounds coupled oxime-ether group. Methods The treatment of 4-amino-3-methyl-5-mercapto-s- triazole （3） with β-chlorophenyl-propanone to form amino-s-triazole sulfanylphenyl-propanone （4） sequentially followed by oximation with hydroxyl-amine to produce the oximes （5） and ethel＇ification with various oxadiazole chloromethanes （6a- j） to yield the title compounds （la-j）. The in vitro antibacterial activities of all newly synthesized compounds were tested against Gram positive bacteria and Gram negative bacteria with the standard 2-fold agar dilution method. Results Twelve new compounds including two intermediates were synthesized and their structures were confirmed by IR,1H NMR, MS and elemental analyses. The ten title compounds exhibited the potential antibacterial activities in vitro. Conclusion Theses compounds should be optimized.