Stereochemical Structure-Activity Relationship of N-(2, 3-Epoxypropyl)-N-(α-methylbenzyl)benzenesulfonamide Derivatives

Abstract

The absolute configurations of two asymmetric centers in four stereoisomers of N-(2, 3-epoxypropyl)-N-(a-methylbenzyl)benzenesulfonamide were determined and their biological activities were tested. Consequently, N-[(R)-2, 3-epoxypropyl]-N-[(R)-α-methylbenzyl]benzenesulfonamide was found to be the most active isomer and the stereochemistry of the benzyl position was found to be more important than that of C₂ in the epoxypropyl group for biological activity.