Synthesis of benzo[1,2-d;3,4-d']diimidazole and 1H-pyrazolo[4,3-b]pyridine as putative A2A receptor antagonists.
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.
Piersanti
Giovanni
G
Institute of Medicinal Chemistry, University of Urbino "Carlo Bo", Piazza del Rinascimento 6, 61029 Urbino PU, Italy. giovanni.piersanti@uniurb.it
Giorgi
Luca
L
Bartoccini
Francesca
F
Tarzia
Giorgio
G
Minetti
Patrizia
P
Gallo
Grazia
G
Giorgi
Fabrizio
F
Castorina
Massimo
M
Ghirardi
Orlando
O
Carminati
Paolo
P
D058916:Adenosine A1 Receptor Antagonists; D058917:Adenosine A2 Receptor Antagonists; D001562:Benzimidazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D001665:Binding Sites; D001667:Binding, Competitive; D015394:Molecular Structure; D010080:Oxazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D011720:Pyrazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013237:Stereoisomerism; D014230:Triazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
C525728:5-oxazol-2-yl-1H-pyrazolo(4,3-b)pyridin-3-ylamine; C525727:6-methyl-7-(1,2,3)triazol-2-yl-1,6-dihydrobenzo(1,2-d-3,4-d')diimidazole; D058916:Adenosine A1 Receptor Antagonists; D058917:Adenosine A2 Receptor Antagonists; D001562:Benzimidazoles; D010080:Oxazoles; D011720:Pyrazoles; D014230:Triazoles