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- Title
Synthesis and Biological Activity of 3-Aryl-5-(aryloxymethyl)-1,2,4-oxadiazoles.
- Authors
Shetnev, A. A.; Vasilieva, E. A.; Proskurina, I. K.; Forostyanko, A. S.; Presnukhina, S. I.; Tarasenko, M. V.; Lebedev, A. S.; Ivanovskii, S. A.; Kotov, A. D.
- Abstract
A preparative procedure has been developed for the synthesis of a series of new medicinally relevant 3-aryl-5-(aryloxymethyl)-1,2,4-oxadiazoles in 46–66% yields by alkylation of substituted phenols with 3-aryl-5-(chloromethyl)-1,2,4-oxadiazoles in the system K2CO3/KI/DMF. Poorly studied 3-R-4H-1,2,4-oxadiazin-5(6H)-ones were synthesized by a new method based on the reaction of methyl chloroacetate with amidoximes in the superbasic system t-BuONa/DMSO. The synthesized compounds at concentrations of up to 250 μg/mL showed no antibacterial activity against sensitive strains of Staphylococcus aureus, Bacillus subtilis, Escherichia coli, and Pseudomonas fluorescens, which supposedly suggests their low toxicity for human intestinal and mucous microflora.
- Subjects
BIOSYNTHESIS; CHEMICAL synthesis; PSEUDOMONAS fluorescens; GUT microbiome; BACILLUS subtilis
- Publication
Russian Journal of Organic Chemistry, 2022, Vol 58, Issue 3, p306
- ISSN
1070-4280
- Publication type
Academic Journal
- DOI
10.1134/S1070428022030071