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

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

Department of Chemistry, Faculty of Science, Cairo University, Giza 12613, Egypt
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Author to whom correspondence should be addressed.
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 (CC BY 3.0).

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MDPI and ACS Style

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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