[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].
OBJECTIVE
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 beta-chlorophenyl-propanone to form amino-s-triazole sulfanylphenyl-propanone (4) sequentially followed by oximation with hydroxyl-amine to produce the oximes (5) and etherification with various oxadiazole chloromethanes (6a - j) to yield the title compounds (1a - 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.


CONCLUSIONS
Theses compounds should be optimized.
Hu
Guo-Qiang
GQ
Institute of Pharmacy, Henan University, Kaifeng 475001, China. hgqxy@sina.com.cn
Sun
Mao-Feng
MF
Li
Sheng
S
Huang
Wen-Long
WL
Zhang
Hui-Bin
HB
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D010069:Oxadiazoles / Q000138:chemical synthesis* / Q000494:pharmacology; D010091:Oximes / Q000138:chemical synthesis* / Q000494:pharmacology; D014230:Triazoles / Q000138:chemical synthesis* / Q000494:pharmacology
D000900:Anti-Bacterial Agents; D010069:Oxadiazoles; D010091:Oximes; D014230:Triazoles