Abstract: We have created novel 1,2,3-triazole-based benzothiazinone derivatives in the current work. The produced compounds' in vitro antioxidant, antifungal, and antitubercular properties were assessed. Moreover, a simulated molecular docking analysis was conducted on the cytochrome P450 lanosterol 14α-demethylase active site to elucidate the enzyme's binding affinity and interactions with synthesised benzothiazinone derivatives. A notable correlation between these compounds' antifungal activity and binding score was indicated by molecular docking data. The synthetic 1,2,3-triazole-based benzothiazinone derivatives may satisfy the structural criteria for creating novel antifungal drugs, according to the results of the in vitro and in silico investigations. result: The synthesized derivatives were evaluated for in vitro antifungal, Antitubercular and antioxidant activity. Furthermore, an in silico molecular docking study was performed against the active site of cytochrome P450 lanosterol 14α-demethylase to explicate the binding affinity and binding interactions of enzyme and synthesized benzothiazinone derivatives. Molecular docking data suggested a significant relationship between the binding score and antifungal activity for these molecules. The findings of the in vitro and in silico studies indicate that the synthesized 1,2,3-triazole-based benzothiazinone derivatives may meet the structural requirements for developing new antifungal agents.