NMDA receptor affinities of 1, 2-diphenylethylamine and 1-(1, 2-diphenylethyl) piperidine enantiomers and of related compounds

…, A Schweifer, P Rebernik, F Hammerschmidt

Index: Berger, Michael L.; Schweifer, Anna; Rebernik, Patrick; Hammerschmidt, Friedrich Bioorganic and Medicinal Chemistry, 2009 , vol. 17, # 9 p. 3456 - 3462

Full Text: HTML

Citation Number: 22

Abstract

We resolved 1, 2-diphenylethylamine (DPEA) into its (S)-and (R)-enantiomer and used them as precursors for synthesis of (S)-and (R)-1-(1, 2-diphenylethyl) piperidine, flexible homeomorphs of the NMDA channel blocker MK-801. We also describe the synthesis of the dicyclohexyl analogues of DPEA. These and related compounds were tested as inhibitors of [3H] MK-801 binding to rat brain membranes. Stereospecificity ranged between factors of ...