Synthesis and A1-adenosine receptors affinities of purino[7,8-c]quinazoline-8,10(9H,11H)-diones as rigid analogues of 8-arylxanthines.
Title compounds were prepared by a cyclocondensation reaction between 8-(2-aminophenyl)xanthines and trialkyl orthoesters. Some of them showed activities as A1-adenosine receptor antagonists with binding values in the micromolar range. Results are discussed with reference to 1,3-dialkyl-8-arylxanthines. Considerations on the role played by both electronic and conformational factors are also reported.
Ceccarelli
S
S
Centro Ricerche del Consorzio Biomedica Foscama-Irfi, Ferentino, Italia.
D'Alessandro
A
A
Magnante
F
F
Scuri
R
R
Zanarella
S
S
D000818:Animals; D002540:Cerebral Cortex / Q000378:metabolism; D066298:In Vitro Techniques; D011799:Quinazolines / Q000138:chemical synthesis* / Q000378:metabolism*; D051381:Rats; D018047:Receptors, Purinergic P1 / Q000378:metabolism*
D011799:Quinazolines; D018047:Receptors, Purinergic P1