synthesis and antibacterial activities of novel imidazo[2,1-b]-1,3,4-thiadiazoles合成及抗菌活性的新型咪唑并[2,1 b]1,3,4-thiadiazoles.pdfVIP
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synthesis and antibacterial activities of novel imidazo[2,1-b]-1,3,4-thiadiazoles合成及抗菌活性的新型咪唑并[2,1 b]1,3,4-thiadiazoles
Molecules 2011, 16, 5496-5506; doi:10.3390/molecule
OPEN ACCESS
molecules
ISSN 1420-3049
/journal/molecules
Article
Synthesis and Antibacterial Activities of Novel
Imidazo[2,1-b]-1,3,4-thiadiazoles
Kamal F. M. Atta *, Omaima O.M. Farahat, Alaa Z. A. Ahmed and Mohamed G. Marei
Chemistry Department, Faculty of Science, Alexandria University, Ibrahimia P.O. Box 426,
Alexandria 21321, Egypt
* Author to whom correspondence should be addressed; E-Mail: prof.kf_atta@;
Tel.: 002035917883; Fax: 002035932488.
Received: 18 March 2011; in revised form: 2 June 2011 / Accepted: 7 June 2011 /
Published: 28 June 2011
Abstract: 2-Amino-5-(2-aryl-2H-1,2,3-triazol-4-yl)-1,3,4-thiadiazoles 2-4 have been
synthesized by the reaction of 2-aryl-2H-1,2,3-triazole-4-carboxylic acids 1 with
thiosemicarbazide. Their reaction with phenacyl (p -substituted phenacyl) bromides led to
formation of the respective 6-aryl-2-(2-aryl-2H-1,2,3-triazol-4-yl)imidazo[2,1-b]-1,3,4-
thiadiazoles 5. Reactivity of the latter fused ring towards reaction with different
electrophilic reagents afforded the corresponding 5-substituted derivatives 6-8. The
structure of the above compounds was confirmed from their spectral characteristics. Some
of these compounds were found to possess slight to moderate activity against the
microorganisms Staphylococcus aureus, Candida albicans, Pseudomonas aeruginosa, and
Escherichia coli .
Keywords: 1,3,4-thiadiazole;
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