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Molecules 2013, 18(4), 4669-4678; doi:10.3390/molecules18044669

Synthesis and Antimicrobial Activity of Some New Thieno[2,3-b]thiophene Derivatives

1
Department of Chemistry, Faculty of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia
2
Department of Chemistry, Faculty of Science, Cairo University, Giza 12613, Egypt
Current address: Department of Pharmaceutical Chemistry, Faculty of Pharmacy, King Khalid University, Abha 61441, Saudi Arabia
*
Author to whom correspondence should be addressed.
Received: 28 March 2013 / Revised: 10 April 2013 / Accepted: 16 April 2013 / Published: 19 April 2013
(This article belongs to the Section Organic Synthesis)
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Abstract

A series of thieno[2,3-b]thiophene moiety-containing bis-cyanopyrazoles 5ac, bis-aminopyrazole 9 and bis-pyridazine derivatives 11 were synthesized and evaluated in vitro for their antimicrobial potential. The antimicrobial activity of some selected products was evaluated and showed good results. 5,5'-(3,4-Dimethylthieno[2,3-b]thiophene-2,5-diyl)bis(3-acetyl-1-(4-chlorophenyl)-1H-pyrazole-4-carbonitrile) (5d) was found to be more potent than the standard drug amphotericin B against Geotricum candidum and equipotent to amphotericin B against Syncephalastrum racemosum. In addition, it was found to be equipotent to the standard drug Penicillin G against Staphylococcus aureus. Moreover, it was more potent than the standard drug streptomycin against Pseudomonas aeruginosa and Escherichia coli.
Keywords: thieno[2,3-b]thiophene; nucleophilic addition; hydrazonoyl halides; bis-pyrazole; antimicrobial activity thieno[2,3-b]thiophene; nucleophilic addition; hydrazonoyl halides; bis-pyrazole; antimicrobial activity
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

Mabkhot, Y.N.; Kheder, N.A.; Farag, A.M. Synthesis and Antimicrobial Activity of Some New Thieno[2,3-b]thiophene Derivatives. Molecules 2013, 18, 4669-4678.

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