Synthesis of benzo[1,2-d;3,4-d′]diimidazole and 1H-pyrazolo[4,3-b]pyridine as putative A2A receptor antagonists
Giovanni Piersanti,Luca Giorgi,Francesca Bartoccini,Giorgio Tarzia,Patrizia Minetti,Grazia Gallo,Fabrizio Giorgi,Massimo Castorina,Orlando Ghirardi,Paolo Carminati
Organic & Biomolecular Chemistry Pub Date : 07/13/2007 00:00:00 , DOI:10.1039/B707599E
Abstract

The synthesis and the binding affinity for the putative adenosine receptor antagonist 6-methyl-7-[1,2,3]triazol-2-yl-1,6-dihydrobenzo[1,2-d;3,4-d′]diimidazole (10) and 5-oxazol-2-yl-1H-pyrazolo[4,3-b]pyridin-3-ylamine (16) are reported. The title compounds were prepared from commercially available 1-chloro-2,4-dinitrobenzene (1) and 2-chloro-6-methoxy-3nitropyridine (11), respectively, but proved devoid of affinity for the adenosine A1 and A2A receptors.

Graphical abstract: Synthesis of benzo[1,2-d;3,4-d′]diimidazole and 1H-pyrazolo[4,3-b]pyridine as putative A2A receptor antagonists