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

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

  1. NeuroChi
    a b s t r a c t
    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 0.5 and 50. Some blockers exhibited stereospecific sensitivity to the
    modulator spermine. Our results may help to elucidate in more detail the NMDA channel
    pharmacophore.