Analogs of 3-Hydroxy-1 H-1-benzazepine-2, 5-dione: Structure-Activity Relationship at N-Methyl-d-aspartate Receptor Glycine Sites

…, JE Hawkinson, JE Huettner, DF Nogales…

Index: Guzikowski, Anthony P.; Cai, Sui Xiong; Espitia, Stephen A.; Hawkinson, Jon E.; Huettner, James E.; Nogales, Daniel F.; Tran, Minhtam; Woodward, Richard M.; Weber, Eckard; Keana, John F. W. Journal of Medicinal Chemistry, 1996 , vol. 39, # 23 p. 4643 - 4653

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Citation Number: 34

Abstract

A series of aromatic and azepine ring-modified analogs of 3-hydroxy-1 H-1-benzazepine-2, 5-dione (HBAD) were synthesized and evaluated as antagonists at NMDA receptor glycine sites. Aromatic ring-modified HBADs were generally prepared via a Schmidt reaction with substituted 2-methoxynaphthalene-1, 4-diones followed by demethylation. Electrophilic aromatic substitution of benzazepine 3-methyl ethers gave 7-substituted analogs. The ...