SYNTHESIS AND CHARACTERIZATION OF NOVEL PYRIMIDINE-4,5-DIAMINE/ PYRIMIDINE-2,4,5-TRIAMINE AS ANTITB AGENT

Pyrimidine derivative had a wide range of biological activities, including antiTB activity. In this view, pyrimidine moiety containing N N₅-(3-substituted benzylidene)-N₄-phenyl and N₅-(2-substituted benzylidene)-N₂,N₂-dimethyl-N₄-phenyl compounds was designed, and a novel series of N₅-(3-substituted benzylidene)-N₄-phenyl pyrimidine-4,5-diamine [5A-5F]/N5-(2-substituted benzylidene)-N2,N2-dimethyl-N4-phenyl pyrimidine-2,4,5-triamine [5a-5f], were synthesized, evaluated for their antiTB activity against MTB H37Ra strain by MABA screening. Among the all 12 derivatives tested, N₅-(4-methoxybenzylidene)-N₄-phenylpyrimidine-4,5-diamine[5A], N₅-(4-chloro benzylidene)-N₄-phenylpyrimidine-4,5-diamine [5C], N₅-(4-chloro benzylidene)-N₂, N₂-dimethyl-N₄-phenyl pyrimidine-2,4,5-triamine [5c], and N₅-(4-amino benzylidene)-N₄-phenyl pyrimidine-4,5-diamine [5E] was found to have potent activity against MTB H37Ra strain. The compounds bearing electron-withdrawing, donating group’s substitution, and its positioning function was important to produce significant activity proved. The obtained results showed that the most active compounds could be useful as a template for future design, structural modification, and investigation to produce more active analogs.