ARYLKETOTETRAMETHYLENE ANALOGS OF DISOXARIL WITH ANTI-HUMAN RHINOVIRUS-14 ACTIVITY

Arylketotetramethylene analogues of disoxaril (WIN 51711) were synthes ized by reaction of 1-aryl-5-chloropentan-1-ones with 2-(4-hydroxyphen yl)-4,5-dihydro oxazoles, ethyl 4-hydroxybenzoates and 4-hydroxybenzon itrile. The new derivatives were tested for antiviral activity against various human rhinovirus (HRV) serotypes. The best activity was exhib ited by the ethoxycarbonyl derivatives, whereas the oxazoline counterp arts were less active and the cyano derivatives totally inactive. 5-[4 -(4,5-Dihydro-2-oxazolyl)phenoxy]-1 -(4-methoxyphenyl)pentan-1-one and ethyl 4-[5(4-methylthiophenyl)-5-oxopentoxy] benzoate were more activ e than, and as active as, disoxaril, respectively, against HRV-14. Mor eover, they were 10 times less cytotoxic.