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Molecules 2011, 16(12), 10420-10432; doi:10.3390/molecules161210420
Article

Synthesis and Evaluation of the Anti-Microbial Activity of New Heterocycles Containing the 1,3,4-Thiadiazole Moiety

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Received: 25 October 2011 / Revised: 1 December 2011 / Accepted: 5 December 2011 / Published: 15 December 2011
(This article belongs to the Section Medicinal Chemistry)
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Abstract

A new series of thiadiazole-enaminones 4 were synthesized via reactions of 5-acetyl-1,3,4-thiadiazoles 3 with dimethylformamide-dimethylacetal (DMF-DMA). The simple phenyl substituted thiadiazole-enaminone 4f was used as a synthetic precursor for the preparation of a wide variety of new heterocyclic compounds, including the 5-substituted-1,3,4-thiadiazole derivatives 5, 6, 11, 12 and 13, which were obtained via reactions of 4f with nitrogen nucleophiles. Also, reactions of enaminone 4f with carbon nucleophiles afforded the respective 1,3,4-thiadiazoles 8a–d. In addition, the results of the antimicrobial activities of thiadiazole-enaminones 4 and their precursors 2 and 3 indicate that some members of this series display promising activities against all tested microorganisms.
Keywords: antimicrobial activity; enaminone; 1,3,4-thiadiazole; nitrogen nucleophiles; carbon nucleophiles antimicrobial activity; enaminone; 1,3,4-thiadiazole; nitrogen nucleophiles; carbon nucleophiles
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Farghaly, T.A.; Abdallah, M.A.; Muhammad, Z.A. Synthesis and Evaluation of the Anti-Microbial Activity of New Heterocycles Containing the 1,3,4-Thiadiazole Moiety. Molecules 2011, 16, 10420-10432.

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