M. Ciechanowiczrutkowska et al., STRUCTURE ELUCIDATION OF 2 DIPHENYLHYDANTOIN DERIVATIVES VIA H-1 AND C-13 NMR-SPECTROSCOPY, Magnetic resonance in chemistry, 33(7), 1995, pp. 586-591
The solution conformations of enzyl-5,5-diphenyl-2,4-dioxo-3-imidazoli
dineacetic acid (AC) and lorobenzyl)-5,5-diphenyl-2,4-dioxo-1-imidazol
idine acetic acid (AD) were studied by proton and carbon NMR spectrosc
opy. The two drugs have different pharmacological activities, AC havin
g anticonvulsant and AD having antidepressant but no anticonvulsant pr
operties. The relative orientations of the hydantoin ring substituents
were investigated and are discussed in terms of amphipathic distribut
ion of polar and apolar domains.