2-Azabicyclo[2.2.2]octane analogues of the prodine analgetics
- 31 May 1976
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Medicinal Chemistry
- Vol. 19 (6), 852-854
- https://doi.org/10.1021/jm00228a027
Abstract
The synthesis and analgetic activity of analogues of prodine-type analgetics in which the conformation of the piperidine ring is restricted in the boat form using the 2-azabicyclo[2.2.2]octane nucleus are reported. One of these analogues, 2-methyl-6-trans-phenyl-6-cis-propionoxy-2-azabicyclo[2.2.2]octane, showed significant analgetic activity [in mice] (ED50 = 3.1 mg/kg).This publication has 5 references indexed in Scilit:
- Stereochemical studies on medicinal agents. VI. Bicyclic bases. Synthesis and pharmacology of epimeric bridged analogs of meperidine, 2-methyl-5-carbethoxy-2-azabicyclo[2.2.1]heptanesJournal of Medicinal Chemistry, 1968
- Stereochemical Aspects of Analgetics. Preparation of Isomeric 1-Methyl-4-phenyl-trans-decahydro-4-propionoxyquinolines1Journal of Medicinal Chemistry, 1966
- A New Concept on the Mode of Interaction of Narcotic Analgesics with ReceptorsJournal of Medicinal Chemistry, 1965
- Synthetic Analgesics: Stereochemical ConsiderationsJournal of Pharmacy and Pharmacology, 1954
- A SIMPLIFIED METHOD OF EVALUATING DOSE-EFFECT EXPERIMENTS1949