Ibogaine analogues. Synthesis and preliminary pharmacological evaluation of 7-heteroaryl-2-azabicyclo[2.2.2]oct-7-enes

Synthesis of 7-heteroaryl-2-azabicyclo[2.2.2]oct-7-enes by cycloaddition and subsequent cross-coupling reaction is described. Binding affinity of these novel compounds towards the characteristic receptorial targets of ibogaine is illustrated. Graphic

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Bibliographic Details
Published in:Bioorganic & medicinal chemistry 2003-03, Vol.11 (6), p.1007-1014
Main Authors: Passarella, Daniele, Favia, Raffaele, Giardini, Alessandra, Lesma, Giordano, Martinelli, Marisa, Silvani, Alessandra, Danieli, Bruno, Efange, Simon M.N, Mash, Deborah C
Format: Article
Language:English
Subjects:
Alkenes - chemical synthesis
Alkenes - pharmacology
Biological and medical sciences
Bridged Bicyclo Compounds, Heterocyclic - chemical synthesis
Bridged Bicyclo Compounds, Heterocyclic - pharmacology
Cyclization
Drug addictions
Ibogaine - analogs & derivatives
Ibogaine - pharmacology
Indicators and Reagents
Magnetic Resonance Spectroscopy
Medical sciences
Molecular Conformation
Radioligand Assay
Receptors, Drug - drug effects
Toxicology
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Description
Summary:Synthesis of 7-heteroaryl-2-azabicyclo[2.2.2]oct-7-enes by cycloaddition and subsequent cross-coupling reaction is described. Binding affinity of these novel compounds towards the characteristic receptorial targets of ibogaine is illustrated. Graphic
ISSN:0968-0896
1464-3391
DOI:10.1016/S0968-0896(02)00524-2