Green synthesis of benzothiazolinone Schiff base derivative ADME prediction study

Benzothiazolines are a class of heterocyclic compounds known for their diverse biological properties, as reported in the literature [1-2]. These properties have motivated extensive research to synthesize derivatives with enhanced and multiple biological activities.

Similarly, Schiff bases are well documented for their significant biological activity and diverse applications [3-5]. They remain a focus of research for the development of novel biologically active compounds.

In this study, we synthesized a Schiff base derivative of benzothiazolone, (E)-6-(((5-chloro-2-hydroxyphenyl)imino)methyl)-3-methylbenzo[d]thiazol-2(3H)-one, (1a), using a green chemistry approach. The reaction employed ultrasound-assisted synthesis in ethanol, resulting in an appreciable yield. Starting materials included 3-methyl-2-benzothiazolinone and 5-chloro-2-hydroxybenzaldehyde. The structure of SBM was confirmed using IR, ¹H NMR, and ¹³C NMR spectroscopic techniques.

Additionally, the pharmacokinetic and drug-likeness features of (1a) were evaluated using Lipinski's Rule of Five, a guideline that assesses a compound's potential as an orally active drug based on properties such as molecular weight, lipophilicity, and hydrogen bond donors/acceptors. The findings highlight the synthesized compound's potential biological relevance and suitability for further development.

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