Synthesis and biological activity of 2-sulfonarylhydrazinylidene 1,3-diketones and their pyrazole derivatives

2-Sulfonarylhydrazinylidene 1,3-diketones were synthesized by the azo coupling of aryldiazonium salts containing a methylsulfonyl or sulfonamide moiety with trifluoromethyl-1,3-diketones or their lithium salts. The cyclization of the latter with hydrazine hydrate, 4-hydrazinylbenzenesulfonamide hydrochloride, and 4-nitrophenylhydrazine yielded a series of 4-sulfonaryldiazenylpyrazoles. Their transformations with 4-nitrophenylhydrazine were not selective. Cytotoxicity on A549, Hep-2, and HeLa cancer cell cultures, antiviral activity against A/Puerto Rico/8/34 (H1N1) influenza virus, analgesic activity in the “hot plate” test, and antimicrobial activity against pathogenic fungi (dermatophytes, yeast-like fungi of the Candida genus, and Neisseria gonorrhoeae bacteria) were studied for the synthesized compounds.