SYNTHESIS AND ANTIRHINOVIRUS ACTIVITY OF 3-(DIETHYLAMINO)-5-PHENYLISOXAZOLE DERIVATIVES

Previous studies showed that some 2'-alkyloxyisoxazoles 2b-d obtained from hylamino)-5-(2'-hydroxy-4'-methoxyphenyl)isoxazole 2a were endowe d with an interesting anti-group B rhinovirus activity (action on HRV- 2 serotype). Other isoxazoles (WIN compounds) are well known to have a nti-group A rhinovirus activity (action on HRV-14 serotype). To obtain an action similar to that of WIN compounds, starting from 2a, the 2'- acyl (3, 4, 5) and 2'-alkyl (6, 8) derivatives were synthesized. Also some Mannich bases (9,10) and bisisoxazoles (7,11,13,14) were studied. Though some of the tested compounds mainly exhibited anti-group B rhi novirus activity, their potency was less intense with respect to the a bove mentioned compounds 2b-d. The only N-methylpiperazinomethyl deriv ative 10 was slightly active against both tested serotypes.