Redefining the structure-activity relationships of 2,6-methano-3-benzazocines. 4. Opioid receptor binding properties of 8-[N-(4'-phenyl)-phenethyl)carboxamido] analogues of cyclazocine and ethylketocycalzocine

  • J Med Chem. 2006 Sep 7;49(18):5635-9. doi: 10.1021/jm060278n.
Mark P Wentland  1 ,  Melissa VanAlstine ,  Robert Kucejko ,  Rongliang Lou ,  Dana J Cohen ,  Amy L Parkhill ,  Jean M Bidlack
Affiliations
  • 1. Department of Chemistry and Chemical Biology, Rensselaer Polytechnic Institute, Troy, New York 12180, USA. [email protected]
PMID: 16942039 DOI: 10.1021/jm060278n
Abstract

The synthesis and evaluation of a series of aryl-containing N-monosubstituted analogues of the lead compound 8-carboxamidocyclazocine were performed to probe a putative hydrophobic binding pocket of opioid receptors. High binding affinity to mu, kappa, and delta opioid receptors was observed for the 8-[N-(4'-phenyl)-phenethyl)carboxamido] analogue.