Understanding the structural requirements of 4-anilidopiperidine analogues for biological activities at mu and delta opioid receptors

Bioorg Med Chem Lett. 2007 Apr 15;17(8):2161-5. doi: 10.1016/j.bmcl.2007.01.114. Epub 2007 Feb 8.


New 4-anilidopiperidine analogues in which the phenethyl group of fentanyl was replaced by several aromatic ring-contained amino acids (or acids) were synthesized to study the biological effect of the substituents on mu and delta opioid receptor interactions. These analogues showed broad (47 nM-76 microM) but selective (up to 17-fold) binding affinities at the mu opioid receptor over the delta opioid receptor, as predicted from the message-address concept.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Analgesics / chemistry
  • Analgesics / pharmacology
  • Animals
  • Cell Line
  • Humans
  • Ligands
  • Molecular Structure
  • Muscle Contraction / drug effects
  • Piperidines / chemistry*
  • Piperidines / pharmacokinetics*
  • Protein Binding
  • Receptors, Opioid, delta / drug effects
  • Receptors, Opioid, delta / metabolism*
  • Receptors, Opioid, mu / drug effects
  • Receptors, Opioid, mu / metabolism*
  • Structure-Activity Relationship
  • Transfection


  • Analgesics
  • Ligands
  • Piperidines
  • Receptors, Opioid, delta
  • Receptors, Opioid, mu