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ID: ALA1134211

Journal: Bioorg Med Chem Lett

Title: 8-Carboxamidocyclazocine analogues: redefining the structure-activity relationships of 2,6-methano-3-benzazocines.

Authors: Wentland MP, Lou R, Ye Y, Cohen DJ, Richardson GP, Bidlack JM.

Abstract: Unexpectedly high affinity for opioid receptors has been observed for a novel series of cyclazocine analogues where the prototypic 8-OH was replaced by a carboxamido group. For mu and kappa opioid receptors, the primary carboxamido derivative of cyclazocine ((+/-)-15) displayed high affinity (Ki=0.41 and 0.53 nM, respectively) nearly comparable to cyclazocine. A high enantiopreference ((2R,6R,11R)-) for binding was also observed. Compound (+/-)-15 also displayed potent antinociception activity in mice when administered icv.

CiteXplore: 11266156

DOI: 10.1016/s0960-894x(01)00014-2