Abstract: This review explores the synthesis, characterization, and pharmacological evaluation of halogenated benzoxazine derivatives, focusing on their potential therapeutic applications. The synthesis of these compounds involves various methodologies, including the use of chloroacetyl chloride and different anhydrides to produce benzoxazine derivatives with diverse halogen substitutions. Characterization techniques such as melting point determination, Rf value analysis, and structural elucidation are employed to confirm the identity and purity of the synthesized derivatives. Pharmacological assessments, including anti-inflammatory and anti-diabetic evaluations, demonstrate that while some halogenated benzoxazine derivatives exhibit promising biological activities, their effectiveness varies. Notably, derivatives with iodine or bromine substitutions show significant anti-inflammatory potential, although their overall efficacy is moderate. Additionally, the evaluation of these compounds in diabetic animal models provides insights into their potential as therapeutic agents for managing diabetes. The findings suggest that halogenated benzoxazine derivatives have considerable promise as drug candidates, but further research is essential to optimize their therapeutic efficacy and safety profiles. Future studies should focus on enhancing the effectiveness of these compounds, elucidating their mechanisms of action, and ensuring their safety for clinical applications. This review provides a comprehensive overview of current advancements and highlights areas for future research in the field of benzoxazine derivatives.