Synthesis, characterization, and biological activities investigation of tri-armed structure of (7-bromo-5-chloro- 2,3-dihydrophthalazine-1,4-dione) based on benzene ring

Due to the importance of heterocyclic rings in drug design, we synthesized a novel multicyclic heterocyclic compound, designated as (2,2′,2ʺ-(benzene-1,3,5-tricarbonyl) tris(6-bromo-4-chloroisobenzofuran-1,3-dione) (compound D), under mild conditions and within an acidic medium. The synthesis of this valuable heterocyclic compound commenced with the preparation of benzene-1,3,5-tricarbohydrazide from benzene-1,3,5-tricarboxylic acid and hydrazine hydrate. This transitional compound was subsequently interacted with 6-bromo-4-chloroisobenzofuran-1,3-dione to yield the target compound D. The synthesized compounds were purified, and their structures were elucidated through advanced spectroscopic techniques, including Fourier-transform infrared (FTIR) spectroscopy, nuclear magnetic resonance (NMR) spectroscopy ( 1 H NMR, and 13 C NMR). Gram-negative ( Escherichia coli) and gram-positive ( Staphylococcus aureus) bacteria were used to evaluate the antibacterial activity of the produced compound. The bioactivity of the new compound was compared to that of conventional antibiotics, such as ampicillin and streptomycin. Interestingly, the compound D exhibited antibacterial activity according to reference drugs. Furthermore, molecular docking studies have shown many connections with amino acid residues in the active sites, thus these results have the possibility to inspire further investigation in the field of heterocyclic compounds.