Investigation of (oxodioxolenyl) methyl carbamates as nonchiral bioreversible prodrug moieties for chiral amines

…, RF Stupienski, H Veerapanane, JJ Cook

Index: Alexander, Jose; Bindra, Dilbir S.; Glass, Joan D.; Holahan, Marie A.; Renyer, Mara L.; Rork, Gerald S.; Sitko, Gary R.; Stranieri, Maria T.; Stupienski, Raymond F.; Veerapanane, Hemalata; Cook, Jacquelynn J. Journal of Medicinal Chemistry, 1996 , vol. 39, # 2 p. 480 - 486

Full Text: HTML

Citation Number: 52

Abstract

The preparation of (oxodioxolenyl) methyl carbamates and their evaluation as novel nonchiral prodrug moieties for chiral primary and secondary amino functional drugs are described. 4-(Carbamoylmethyl)-2-oxo-1, 3-dioxolene derivatives of 3, 4- dimethoxyphenethylamine with 5-methyl, 5-phenyl, and 5-anisyl substitution (5a, 5b, and 5c) on the dioxolenone ring were prepared as model amine prodrugs by a one step process ...