The Glutamate Receptor GluR5 Agonist (S)-2-Amino-3-(3-hydroxy-7, 8-dihydro-6 H-cyclohepta [d] isoxazol-4-yl) propionic Acid and the 8-Methyl Analogue: Synthesis, …

…, M Strange, H Brauner-Osborne…

Index: Clausen, Rasmus P.; Naur, Peter; Kristensen, Anders S.; Greenwood, Jeremy R.; Strange, Mette; Brauner-Osborne, Hans; Jensen, Anders A.; Nielsen, Anne Sophie T.; Geneser, Ulla; Ringgaard, Lone M.; Nielsen, Birgitte; Pickering, Darryl S.; Brehm, Lotte; Gajhede, Michael; Krogsgaard-Larsen, Povl; Kastrup, Jette S. Journal of Medicinal Chemistry, 2009 , vol. 52, # 15 p. 4911 - 4922

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Citation Number: 20

Abstract

The design, synthesis, and pharmacological characterization of a highly potent and selective glutamate GluR5 agonist is reported.(S)-2-Amino-3-((RS)-3-hydroxy-8-methyl-7, 8-dihydro-6 H-cyclohepta [d] isoxazol-4-yl) propionic acid (5) is the 8-methyl analogue of (S)-2-amino-3- (3-hydroxy-7, 8-dihydro-6 H-cyclohepta [d] isoxazol-4-yl) propionic acid ((S)-4-AHCP, 4). Compound 5 displays an improved selectivity profile compared to 4. A versatile ...