title: Synthesis and anti-staphylococcal activity of new 4-diazopyrazole derivatives.
abstract: Several new 4-diazopyrazole derivatives 6a-g and 9a-c were obtained by the reaction of 1-(R-substituted-phenyl)-3-(1,3-dimethyl-1H-pyrazol-5-yl)ureas 5a-g and N-(1,3-dimethyl-1H-pyrazol-5-yl)-2-(R-substituted-phenyl)acetamides 8a-c respectively with a sevenfold excess of nitrous acid in acetic acid solution. The compounds were assayed for their activity against the Staphylococcus aureus reference strains ATCC 25923, ATCC 29213 and ATCC 6538, as well as six veterinary strains. The best anti-staphylococcal profile was showed by [(R-substituted-phenyl)acetyl](4-diazonio-1,3-dimethyl-1H-pyrazol-5-yl)azanides 9a,c. Compound 9c was also able at 3.1 μg mL(-1) to inhibit of 45.7% the biofilm formation of the strains S. aureus ATCC 29213.
authors.affiliation: Dipartimento di Scienze e Tecnologie Molecolari e Biomolecolari, Sezione di Chimica e Tecnologie Farmaceutiche, Università degli Studi di Palermo, Via Archirafi 32, 90123 Palermo, Italy.
authors.forename: Maria Valeria
authors.initials: MV
authors.lastname: Raimondi
authors.forename: Benedetta
authors.initials: B
authors.lastname: Maggio
authors.forename: Demetrio
authors.initials: D
authors.lastname: Raffa
authors.forename: Fabiana
authors.initials: F
authors.lastname: Plescia
authors.forename: Stella
authors.initials: S
authors.lastname: Cascioferro
authors.forename: Gabriella
authors.initials: G
authors.lastname: Cancemi
authors.forename: Domenico
authors.initials: D
authors.lastname: Schillaci
authors.forename: Maria Grazia
authors.initials: MG
authors.lastname: Cusimano
authors.forename: Maria
authors.initials: M
authors.lastname: Vitale
authors.forename: Giuseppe
authors.initials: G
authors.lastname: Daidone
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D001391:Azo Compounds / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D018441:Biofilms / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D011720:Pyrazoles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D013211:Staphylococcus aureus / Q000187:drug effects*; D013329:Structure-Activity Relationship
chemical_list: D000900:Anti-Bacterial Agents; D001391:Azo Compounds; D011720:Pyrazoles