Certain arylsulphonylureas and thioureas derivatives were synthesized to be tested as hypoglycemic and antimicrobial agents in comparison with glibinclamide and sulphanilamide, respectively. The interaction of 3-chloro-2-p-substitutedphenylamino-N-(4-sulphamoylphenyl) maleimide (2) or its carbamate derivatives (3) with phenylisocyanate, phenylisothiocyanate or with appropriate amine afforded the target products. Some of the new compounds showed considerable hypoglycemic and antimicrobial activities.