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5‐Arylidene‐pyrrolidine‐2,3,4‐trione 3‐Oximes as NMDA Receptor Antagonists
Author(s) -
Poschenrieder Hermann,
Höfner Georg,
Stachel HansDietrich
Publication year - 1999
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/(sici)1521-4184(19999)332:9<309::aid-ardp309>3.0.co;2-n
Subject(s) - pyrrolidine , chemistry , oxime , glycine , potency , tautomer , stereochemistry , nmda receptor , pyridine , antagonist , chemical synthesis , receptor , medicinal chemistry , in vitro , biochemistry , amino acid
A series of oximes deriving from 5‐arylidene‐pyrrolidine‐2,3,4‐triones and pyridine‐2,3,4‐triones has been prepared. The presence of the tautomeric nitrosoenol was proven in solutions of α‐ketooxime 7a . The binding affinity of the new oximes toward the N ‐methyl‐D‐aspartate (glycine site) receptor has been measured as a basis for more detailed structure‐activity relationship studies. Oxime 13b showed the highest binding potency acting as glycine antagonist in nanomolar concentration.