Silver Succinylsulfadiazine and Silver Sulfadiazine Imidazole: Two New Derivatives of the Antibacterial Silver Sulfadiazine

Because of the low water solubility of silver sulfadiazine (0.34 mg/100 ml) the preparation of more soluble derivatives has been studied. One such derivative was prepared by the introduction of a succinyl group on the aromatic amino group of sulfadiazine. The silver compound had the composition Ag2(succinylsulfadiazine). The water solubility of this compound with respect to silver sulfadiazine was enhanced by the factor 2 for [sulfanilamide] and 60 for [Ag]. A second derivative was prepared by the introduction of imidazole into the first coordination sphere of the silver ion. The composition of the compound was Ag(imidazole)2 sulfadiazine. Its solubility was enhanced by the factor 10 as compared with that of silver sulfadiazine. The MIC values of the compounds are comparable with those of silver sulfadiazine.