2,2,6- and 2,3,5-trimethylpiperazines as monocyclic analogues of the μ-opioid agonist 3,8-diazabicyclo[3.2.1]octanes: Synthesis, modeling, and activity

Article abstract of DOI:10.1016/S0040-4020(96)01082-4

A series of trimethylpiperazine derivatives, struturally related to the μ-agonist 3-cinnamyl-8-propionyl-3,8-diazabicyclo[3.2.1]octane have been synthesized and rested in binding studies, using ³H-DAMGO as μ-selective ligand. Their different affinity towards μ-opioid receptors has been interpreted on the basis of a molecular modeling study performed through molecular mechanics calculations and high field ¹H MNR spectroscopy.