Heterocyclic and piperonylic acid esters of 1-methyl-4-piperidinol as analgesics
- 1 November 1977
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Medicinal Chemistry
- Vol. 20 (11) , 1496-1499
- https://doi.org/10.1021/jm00221a027
Abstract
Heterocyclic and piperonylic acid esters of 1-methyl-4-piperidinol were synthesized and evaluated for analgesic activity. 1-Methyl-4-piperidinol 4-piperonylate (14) exhibited activity in the codeine range (mouse hot plate). In monkeys, 14 acted neither as a typical narcotic agonist nor as a typical antagonist and showed no physical dependence liability of the morphine type. The nonquaternary C-4 piperidinol esters exhibited marginal to virtually no binding to the opiate receptor in rat brain homogenates. The interaction of various functional groups of this series with potential binding sites of a nonopiate type receptor is discussed.This publication has 2 references indexed in Scilit:
- Stereochemical Factors and Receptor Interactions Associated with Narcotic AnalgesicsJournal of Pharmaceutical Sciences, 1966
- Structures Related to Morphine. XXXI.1 2'-Substituted BenzomorphansJournal of Medicinal Chemistry, 1965