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

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

1,* , 2,† and 2
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 which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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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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