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.
Passarella
Daniele
D
Dipartimento di Chimica Organica e Industriale, Università degli Studi di Milano, Via Venezian 21, 20133 Milan, Italy. daniele.passarella@unimi.it
Favia
Raffaele
R
Giardini
Alessandra
A
Lesma
Giordano
G
Martinelli
Marisa
M
Silvani
Alessandra
A
Danieli
Bruno
B
Efange
Simon M N
SM
Mash
Deborah C
DC
D000475:Alkenes / Q000138:chemical synthesis* / Q000494:pharmacology*; D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000138:chemical synthesis* / Q000494:pharmacology*; D003500:Cyclization; D007050:Ibogaine / Q000031:analogs & derivatives* / Q000494:pharmacology; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D011869:Radioligand Assay; D011955:Receptors, Drug / Q000187:drug effects
D000475:Alkenes; D019086:Bridged Bicyclo Compounds, Heterocyclic; D007202:Indicators and Reagents; D011955:Receptors, Drug; D007050:Ibogaine