A series of vicinal diaryltriazoles carboxylic and hydroxamic acid derivatives (4a-4x, 5a-5x, 6a, 6b) were prepared with proving their structures by different spectroscopic techniques. They showed good to moderate anti-inflammatory activity (30-117% % of indomethacin activity). In testing gastric ulceration, the synthetized compounds showed a low incidence of gastric ulceration, (0-3). Histopathological investigation of compounds 5a and 5i showed that stomach tissue integrity was normal without any damage. The mechanistic study through inhibition of TACE showed remarkable inhibition of TACE, with IC50's ranging from 1.1 to 4.6 µM. Docking studies showed that compounds 5a, 5f and 5h have good binding with TACE enzyme that was in agreement with in vitro inhibitory activity towards the TACE enzyme. These results could be a reasonable explanation for their good anti-inflammatory activity in compare to reference drug indomethacin. Evaluation of IC50 of inhibition of tested compounds on MMP-1 showed slight selectivity (2-6 folds) of tested compounds towards TACE enzyme.