Patent · US Expired

(S)-alpha-ethyl-2-oxo-1-pyrrolidineacetamide

US4943639A · kind A · utility

36Cited by
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Key dates

Filing dateFeb 16, 1989
Grant dateJul 24, 1990
Priority date
Expiry dateFeb 16, 2009

Classification

  • Technology area (CPC A)Human Necessities
  • CPC primaryA61P9/10
  • WIPO fieldPharmaceuticals
  • WIPO sectorChemistry

Abstract

(S)-alpha-ethyl-2-oxo-1-pyrrolidineacetamide, its preparation and pharmaceutical compositions containing the same. It can be prepared either by reacting (S)-alpha-ethyl-2-oxo-1-pyrrolidineacetic acid successively with an alkyl haloformate and with ammonia, or, by cyclizing an (S)-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 laevorotatory enantiomer has been found to have significantly higher protective activity against hypoxia and ischemia than the corresponding racemate.

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.