Excitatory amino acid receptor atagonists: synthesis and pharmacology of 3-(carboxymethoxy)isoxazoles derived from AMPA

Bioorganic & Medicinal Chemistry Letters
1993.0

Abstract

Three acidic amino acids were synthesized using the non-NMDA antagonist, (RS)-2-amino-3-[3-(carboxymethoxy)-5-methyl-4-isoxazolyl]propionic acid (AMOA), as a lead structure. (RS)-3-(carbxymethoxy)-4,5,6,7-tetrahydroisoxazolo[5,4-clpytidine-5-carboxylic acid (1) was found to be a selective NMDA antagonist, whereas (RS)-2-arnino-3-[3-(carboxymethoxy)-5-tfluoromethyl-4-isox~lyl]pmpionic acid (2) was shown to be a non-NMDA antagonist.

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