Crystal-state studies on p-toluenesulfonates of N-oxyimides—a possible structural basis of serine proteases inhibition

Abstract

A series of p-toluenesulfonates of N-oxyimides has been synthesized and their X-ray structures show a flattened pyramidal geometry of the hydroxyimide ring nitrogen. This structural feature is considered to be responsible for a specific chemical reactivity towards nucleophiles and inhibitory properties against proteases of these compounds.