Synthesis and Biological Activity Evaluation of Some New Heterocyclic Compounds Derived from Sulfamethoxazole Drug.

Abstract

A sequence of five-membered molecules was developed from the drug sulfamethoxazole. The initial stage was the production of compound [S1], which was generated by mixing terephthalaldehyde with cysteine to make a thiazolidine compound using a sublimation technique. The second stage was the production of compound [S2] by the combining of sulfamethoxazole with the previously generated compound [S1]. In the third stage, the compound [S3] was produced by mixing compound [S2] with thionyl chloride. The last step was the synthesis of imidazoline-based derivatives via the interaction of amino acids with 3. These were validated by evaluating the physical characteristics (melting point and Rf values, FT-IR spectra, 1H-NMR and 13C-NMR spectra). All of these derivatives were examined on various bacteria (E. coli and S. aureus). The efficiency of these derivatives is substantially better than that of the same quantity of sulfamethoxazole that is active, (S2, S6, S7).