Five thioether-linked hydroxamate/quinazolinone hybrid structures were synthesized and tested for their anti-inflammatory activities. The obtained results indicated that compounds 7a-c and 7e showed the inhibition on LPS-stimulated NO production with the IC₅₀ values ranging from 58.03 to 66.19 mM. Molecular docking results showed that all synthesized compounds displayed affinity towards the 5-LOX, MK2, P2Y12, 15-PGDH, and DNA polymerase receptors based on the observed low binding energies and interactions with the key amino acids in the binding sites of the enzymes. Noticeably, compound 7e exhibited as a potential compound targeting six receptors including 5-LOX, MK2, mPGES-1, P2Y12, 15-PGDH, and DNA polymerase receptors.