Synthesis,characterization and biological evaluation of m-phenetidine derivatives

Summary: the synthesis of compounds bearing sulfamoyl group and amide linkage is pharmacologically important due to their splendid biological activities. in the presented research work n-(3-ethoxyphenyl)-4-methylbenzenesulfonamide (3) was synthesized by the coupling of m-phenetidine (1) with 4-methylbenzenesulfonyl chloride (2) in basic aqueous media. compound 3 on reaction with 2-bromo-n-aryl/aralkyl substituted acetamides,5a-d,synthesized the products,6a-d. the bromination of compound 3 yielded n-(2,4-dibromo-5-ethoxyphenyl)-4-methylbenzenesulfonamide (7) which on further treatment with different electrophiles,8a-d yielded compound 9a-d. enzyme inhibition activities of all the synthesized compounds were evaluated against acetylcholinesterase,butyrylcholinesterase,lipoxygenase,urease,chymotrypsin and tyrosinase enzymes; and found to be the most prominent inhibitor of tyrosinase enzyme. © 2015,chemical society of pakistan. all rights rserved.