A thioamide/ ciprofloxacin hybrid 3a has been designed and synthesized by acetylation/alkylation of ciprofloxacin then thioamidition on its corresponding amide 2a.All the compounds have been characterized with spectral analysis. Both 2a and 3a compounds were undergone screening for antibacterial activities on some gram-positive and gram-negative bacteria.Theantifungal activity of these compounds has also been made against Candida albicans. The amide derivative has shown enhanced antibacterial activity against both gram-positive and gram-negative bacteria than parent antibiotic only, on the other hand thioamide has shown potent antifungal activity and moderate antibacterial activity against gram negative and some stains of gram-positive bacteria than ciprofloxacin.