Spectroscopic (UV–vis, FT-IR, FT-Raman, and NMR) analysis, structural benchmarking, molecular properties, and the in-silico cerebral anti-ischemic activity of 2-amino-6-ethoxybenzothiazole

Considering the tremendous application of benzothiazole and its analogs in medicinal chemistry, 2-amino-6-ethoxybenzothiazole (AEB) was selected to extensively investigate its experimental and theoretical spectroscopic (FT-IR, FT-Raman, UV–vis, and NMR) data, vibrational assignments, and structural benchmarking using B3LYP, B3PW91, HSE06, M06–2X and wB97X-D functionals with 6–311++G (d, p) basis set within the framework of density functional theory (DFT). The calculated vibrational assignments obtained in different solvents: aniline, methanol, and benzene were compared based on solvent polarity to investigate the solvent effect on the vibrational frequencies and intensities of –OC₂H₅, -NH₂, and –N = C groups. AEB was studied as a potential therapeutic agent in the treatment of ischemic stroke, which accounts for almost 87% of reported clinical cases of stroke occurrences, via, molecular modeling. In this study, AEB as a cerebral anti-ischemic potential agent, when compared with standard drug (ADP), showed to be a suitable compound for targeting PDZ1 and PDZ2 of PSD-95 with a high probability to be nontoxic and proficient in the management of ischemic brain damage associated with the acute post-stroke episode.