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

Abstract

A series of thieno[2,3-b]thiophene moiety-containing bis-cyanopyrazoles 5a–c, 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