Benzothiazolines are heterocyclic compounds that have been developed over time because they have important biological properties, according to the literature [1], with the goal of extending these properties and creating derivatives with multiple biological properties and functions [2,3].
Schiff bases are also physiologically active molecules with a range of characteristics, and researchers have been interested in discovering methods to synthesis Schiff bases.
In this study, we synthesized a Schiff base derivative benzothiazolone (E)-6-(((4-hydroxyphenyl)imino)methyl)-3-methylbenzo[d]thiazol-2(3H)-one , by the condensation reaction between 3-methyl-2-oxo-2,3-dihydrobenzo[d]thiazole-6-carbaldehyde (3) and primary aromatic amine, under ultrasound-assisted green conditions in ethanol, affording a 65% yield. Furthermore, an in-silico ADME analysis was performed using SwissADME online tools to evaluate the drug-likeness and pharmacokinetic behavior of the synthesized compound. The prediction revealed favorable pharmacokinetic properties,nd compliance with Lipinski’s rule of five, suggesting good oral bioavailability potential. These findings highlight the potential application of this compound in pharmaceutical development and support the green methodologies for obtaining bioactive heterocycles.

[1] M. Erdogan et al., “Design, synthesis and biological evaluation of new benzoxazolone/benzothiazolone derivatives as multi-target agents against Alzheimer’s disease,” European Journal of Medicinal Chemistry, vol. 212, p. 113124, Feb. 2021, doi: 10.1016/j.ejmech.2020.113124.

[2] S. H. Ferreira, B. B. Lorenzetti, M. Devissaguet, D. Lesieur, and Y. Tsouderos, “S14080, a peripheral analgesic acting by release of an endogenous circulating opioid‐like substance,” British J Pharmacology, vol. 114, no. 2, pp. 303–308, Jan. 1995, doi: 10.1111/j.1476-5381.1995.tb13227.x.

[3] N. Dharmaraj, P. Viswanathamurthi, and K. Natarajan, “Ruthenium(II) complexes containing bidentate Schi€ bases and their antifungal activity”.