Structure elucidation of two diphenylhydantoin derivatives via ¹H and ¹³C NMR spectroscopy

Abstract

The solution conformations of l-benzyl-J,~iphenyl-2,4dioxo-3-imidazolc acid (AC) and 3424-dichlorobenzyl)-5,idiphenyl-2,4-dioxo-l-imidazolidine acetic acid (AD) were studied by proton and carbon NMR spectroscopy. The two drugs have different pharmacological activities, AC having anticonvulsant and AD having antidepressant but no anticonvulsant properties. The relative orientations of the hydantoin ring substituents were investigated and are discussed in terms of amphipathic distribution of polar and apolar domains.