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Synthesis, Characterisation and Antifungal Activities of [4-Methylphenylsulphonamido]-N-(Pyridin-2 Yl) Acetamide Derivatives

Abstract

David I Ugwu and Uchechukwu C Okoro

In the present study, a series of N-pyridin-2-yl substituted [4-methylphenylsulphonamido] acetamides have been synthesized. The reaction of 4-methylphenyl sulphonyl chloride 1 with various amino acids 2a-e in basic medium yielded [4-methylphenylsulphonamido] alkanoic acids 3a-e which on chlorination with thionyl chloride gave the acid chloride derivatives of [4-methylphenylsulphonamido] alkanoic acid in situ. The acid chloride derivatives on condensation with 2-aminopyridine 4, gave the corresponding acetamides 5a-e in good to excellent yield. The compounds were characterized by FTIR, 1H-NMR and 13C-NMR and screened for antifungal activities against Candida albican and Aspergillus niger. The results revealed that the compounds had betterantifungal activity than fluconazole the reference drug. Compound 5d was most active against Candida albicans with MIC of 0.224 mg/mL and compound 2b most active against Aspergillus niger with MIC of 0.190 mg/mL.

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