Heterocyclo-substituted sulfa drugs .10. Novel 5-imino-Delta(2)-pyrazolin-4-dithiocarbamyl-azo dyes as antimicrobial agents

Synthesis of a series of novel azo-sulfa drugs as 5-imino-3-methyl-1-phenyl-Delta(2)-pyrazolin-4-dithiocarbamy-azo dyes (I-XV) are described via a reaction of 4-sulfamoyl and/or sulfonyl diazonium chloride with 5-imino-3-methyl 1-1-phenyl-Delta(2)-pyrazolin-4-dithiocarbam acid in acid medium. The corresponding iron, copper, mercury, cobalt, nickel, and lead chelates were obtained in 1:1 ligand-to-metal cation molar ratio at ice temperature as monochelate compounds (Iaf-XVaf). Furthermore, heating in 1:2 molar ratio gave di-chelate compounds (I'a-f-XV'a-f). All the synthesized azo-sulfa drugs (ligands) and their mono- and/or di-chelates were characterized by microanalysis, UV,IR and H-NMR spectroscopy and were screened in vitro for their antibacterial and antifungal activities.