Title: Solution-Phase Parallel Synthesis of N-Arylisoquinuclidines
VOLUME: 6 ISSUE: 1
Author(s):Ronald F. Borne, Mark S. Levi, M. O. Faruk Khan and Norman H. Wilson
Affiliation:Department of Pharmacology&Toxicology, Univ. of Arkansas for Medical Sciences, 4301 W. Markham, Slot 638, Little Rock, AR 72205, USA.
Keywords:Addiction, Ibogaine, Isoquinuclidine, Parallel synthesis, Anti-addictive
Abstract: The naturally-occurring alkaloid ibogaine, found in the West African shrub Tabernanthe iboga, possesses the ability to diminish self-administration of substances of abuse, such as cocaine, heroin and alcohol. The presence of the isoquinuclidine ring system in the structure of ibogaine became the lead for the design of a 16-member library of N-aryl isoquinuclidines, where pyridine, pyrimidine and quinoline ring systems were attached directly to the bicyclic nitrogen. A solution-phase method for their synthesis is described.
