Highly selective adenosine A2 receptor agonists in a series of N-alkylated 2-aminoadenosines.
J Med Chem
; 34(8): 2570-9, 1991 Aug.
Article
em En
| MEDLINE
| ID: mdl-1875349
ABSTRACT
A wide variety of 2-substituted aminoadenosines were prepared for comparison with the moderately A2 receptor selective adenosine agonist 2-anilinoadenosine (CV-1808). High selectivity combined with significant affinity at the A2 receptor in rat membranes was observed for those amines bearing a two-carbon chain to which was attached an aryl, heteroaryl, or alicyclic moiety. 2-(2-Phenethylamino)adenosine (3d), a 14-fold A2 selective compound, was modified by introduction of a variety of substituents in the benzene ring and the side chain. Some of these changes led to improved A2 affinity and increased selectivity. Replacement of the phenyl moiety by cyclohexenyl produced a 210-fold selective agonist 3ag (CGS 22989) whereas the cyclohexanyl analogue 3af (CGS 22492) was 530-fold selective at the A2 site. These compounds showed hypotensive activity in rat models over a range of doses without the bradycardia observed with less selective agonists.
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Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Adenosina
/
Receptores Purinérgicos
/
Anti-Hipertensivos
Limite:
Animals
Idioma:
En
Revista:
J Med Chem
Assunto da revista:
QUIMICA
Ano de publicação:
1991
Tipo de documento:
Article