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Structure elucidation of two diphenylhydantoin derivatives via 1 H and 13 C NMR spectroscopy
Author(s) -
CiechanowiczRutkowska M.,
Ragona L.,
Greco F.,
Zetta L.,
Pegna M.
Publication year - 1995
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.1260330716
Subject(s) - chemistry , hydantoin , nuclear magnetic resonance spectroscopy , imidazolidine , acetic acid , spectroscopy , stereochemistry , anticonvulsant , ring (chemistry) , organic chemistry , physics , quantum mechanics , neuroscience , epilepsy , biology
The solution conformations of 1‐benzyl‐5,5‐diphenyl‐2,4‐dioxo‐3‐imidazolidineacetic acid (AC) and 3‐(2,4‐dichlorobenzyl)‐5,5‐diphenyl‐2,4‐dioxo‐1‐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.