Synthesis and Pharmacological Use of 10H-Phenothiazines, Their Sulfones, and Ribofuranosides

Abstract

This article describes the synthesis of 10H-phenothiazines from 2-aminobenzenethiol and o-halonitrobenzenes via Smiles rearrangement. Upon refluxing with hydrogen peroxide in glacial acetic acid, these phenothiazines yield the corresponding 10H-phenothiazine-5,5-dioxides. The phenothiazines have also been used as base to prepare ribofuranosides by the reaction with β-D-ribofuranose-1-acetate-2,3,5-tribenzoate. All the synthesized compounds have been characterized by spectral and elemental analysis and have been examined for antioxidant and antimicrobial activity.

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Keywords:

• Antioxidant and antimicrobial activity
• phenothiazines
• ribofuranosides
• Smiles rearrangement

Acknowledgments

The authors are thankful to the Department of Chemistry, University of Rajasthan, Jaipur, for providing laboratory facilities. The authors are also thankful to Central Drug Research Institute, Lucknow for providing spectral data. CSIR (New Delhi) and UGC (Research Award Scheme, New Delhi) are duly acknowledged for financial support.