Novel phenylazo derivatives of condensed and uncondensed thiophene: synthesis, characterization, and antimicrobial studies

Gaber, H. M., Bagley, Mark Christopher, Sherif, S. M. and Sayed, M. A. 2011. Novel phenylazo derivatives of condensed and uncondensed thiophene: synthesis, characterization, and antimicrobial studies. Zeitschrift fur Naturforschung B - A Journal of Chemical Sciences 66 (6) , pp. 585-596. 10.1002/chin.201143098

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Abstract

In the search for new therapeutic agents against microbial infections, two novel series of monocyclic and tricyclic 5-(phenylazo)thiophene systems were synthesized based on 3-amino-2-thioxopyrimidinone and 2-cyanoacetamidothiophene derivatives 4 and 6. Functionalization of the pyrimidine ring in precursor 4 resulted in the formation of the target tricyclic condensed thiophenes 7, 12, and 13a, b, by the application of a variety of addition, substitution, and condensation reactions. On the other hand, derivatization of the versatile cyanoacetylated compound 6 led to a second series of monocyclic N-substituted aminothiophenes 15, 17, 19, and 20, through convenient methods. The new thiophene-based derivatives were tested for their antimicrobial activity with reference to relevant standard drugs. They displayed different levels of antibacterial activity, with compound 7 showing essentially the highest antipseudomonal activity. As for antifungal action, the compounds under investigation, unfortunately, had no inhibitory effects against test fungi isolates except for 7 and 20, that revealed slight inhibition

Item Type:	Article
Date Type:	Publication
Status:	Published
Schools:	Chemistry
Subjects:	Q Science > QD Chemistry
Uncontrolled Keywords:	thiophene derivatives; ring closure reactions; fused pyrimidine derivatives; thiazole derivatives; antibacterial activity, antimicrobial activity, antiprotozoal activity
Publisher:	Verlag der Zeitschrift fur Naturforschung
ISSN:	0932-0776
Last Modified:	19 Mar 2016 22:32
URI:	https://orca.cardiff.ac.uk/id/eprint/19609

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