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Generated: May 22, 2018

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Details for Patent: 4,837,224

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Title: (R)-alpha-ethyl-2-oxo-1-pyrrolidineacetamide compositions
Abstract:(R)-alpha-ethyl-2-oxo-1-pyrrolidineacetamide, its preparation and pharmaceutical compositions containing the same. It can be prepared either by reacting (R)-alpha-ethyl-2-oxo-1-pyrrolidineactic acid successively with an alkyl haloformate and with ammonia, or, by cyclizing an (R)-2-amino-butanamide of the formula X--CH.sub.2 CH.sub.2 --Y--NHCH (C.sub.2 H.sub.5)CONH.sub.2 wherein Y is a --CH.sub.2 --radical when X represents a ZOOC--radical and Y is a --CO--radical when X represents a HalCH.sub.2 --radical, Z being a C.sub.1 -C.sub.4 alkyl radical and Hal a halogen atom. This dextrorotatory enantiomer has been found to have significantly higher mnemic activity and lower toxicity than the corresponding racemate.
Inventor(s): Gobert; Jean (Brussels, BE), Giurgea; Corneliu (Brussels, BE), Geerts; Jean-Pierre (Leglise, BE), Bodson; Guy (Bellefontaine, BE)
Assignee: UCB Societe Anonyme (Brussels, BE)
Filing Date:Mar 12, 1987
Application Number:07/025,278
Claims:1. A pharmaceutical composition comprising a therapeutically effective amount of (R)-alpha-ethyl-2-oxo-1-pyrrolidineacetamide and a pharmaceutically acceptable solid or liquid diluent or carrier therefor, said composition being substantially free of (S)-alpha-ethyl-2-oxo-1-pyrrolidineacetamide.

2. (R)-alpha-ethyl-2-oxo-1-pyrrolidineacetamide substantially free of (S)-alpha-ethyl-2-oxo-1-pyrrolidineacetamide, prepared by a process which comprises cyclizing, in an inert solvent and in the presence of a basic substance, an (R)-2-amino-butanamide of the formula

in which

X represents ZOOC-- or HalCH.sub.2 -- wherein Z is alkyl of 1 to 4 carbon atoms and Hal a halogen atom, and

Y represents --CH.sub.2 -- or --CO--,

with the proviso that Y is --CH.sub.2 -- when X represents ZOOC--, and Y is --CO-- when X represents HalCH.sub.2 --.

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