Synthesis and application of novel sulpha drugs based on quinoxaline-2-one and/or quinoxaline-2-thione

Abstract

Some novel azo-Sulpha drugs as 3-methyl-N-azo-(4'-substituted heterocyclo-benzene-sulphamoyl) quinoxaline-2-ones (1-11) and 3-methyl-N-azo-(4'-substituted heterocyclo-benzene-sulphamoyl)-quinoxaline-2-thiones (1'-11') were synthesized by coupling 4'-substituted heterocyclo-benzene-sulphamoyl diazonium acetates with 3-methyl-N-(1H)-quinoxaline-2-one and/or with 3-methyl-N(1H) quinoxaline-2-thione in acid medium. The corresponding iron (III) (1a-11, 1'a-11'a) copper (II) (1b-1b'-7b') and mercury (II) (1c-11c, 1c'-11c) chelates were also prepared in a 1:1 metal-to-ligand ratio. The ligands and their chelates were characterized on the basis of microanalysis, UV, IR and H'-NMR spectrometry, and were tested in vitro for their antibacterial and antifungal activities.