SYNTHESIS AND ANTIMICROBIAL PROPERTIES OF 5-(4-R-BENZYL)THIAZOLYLAMIDES OF 5-ARYLIDENERHODANINE-3-ALKANCARBOXYLIC ACIDS
DOI:
https://doi.org/10.11603/2312-0967.2017.3.8125Keywords:
2-aminothiazole, 2-thioxothiazolidin-4-one, chloroarylation, antimicrobial activity.Abstract
The aim of the work. Synthesis of 5-(4-R-benzyl)thiazol-2-yl]-2-[5-(4-R1-benzylidene)-4-oxo-2-thioxothiazolidin-3-yl]acet- and propionamides and study of their antimicrobial activity.
Materials and Methods. Traditional methods of organic synthesis during performing of experimental part were used. The 1H and 13С NMR spectra of the synthesized compounds were recorded on a Varian VXR-400 instrument, DMSO-d6 solvent, tetramethylsilane standard. The antimicrobial activity of the synthesized compounds was studied using a micromethod using single-use 96-well sterile polystyrene tablets and Takachi microtracters.
Results and Discussion. A raw of novel N-[5-(4-R-benzyl) thiazol-2-yl]-2-[5-(4-R1-benzylidene)-4-oxo-2-thioxotiazolidin-3-yl]acet- and propionamides were prepared by the reaction of 5-(4-R-benzyl)-1,3-thiazole-2-amines with (5-R1-benzylidene-4-oxo-2-thioxotiazolidin-3-yl)acetic- and propionic acid chlorides. The antimicrobial activity of synthesized compounds was investigated. We established that compounds 9a and 10h showed activity against to S.aureus ATCC No. 25923.
Conclusions. A series of new N-[5-(4-R-benzyl)thiazol-2-yl]-2-[5-(4-R1-benzylidene)-4-oxo-2-thioxotiazolidin-3-yl]acet- and propionamides and their in vitro antimicrobial activity was studied. Compounds with high activity against to S. aureus ATCC No. 25923 were found.
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