Patent ID: 6326388
Filing Date: 2001-12-04
Classification: A61P,C07D,Y02A

Abstract:
A compound selected from the group consisting of (a) an oxadiazole of the formula: ##STR3##in which:the carbon atom designated*constitutes a center of chirality;Y is C.dbd.O, CH.sub.2, SO.sub.2 or CH.sub.2 C.dbd.O;X is hydrogen, or alkyl of 1 to 4 carbon atoms;(i) each of R.sup.1, R.sup.2, R.sup.3, and R.sup.4, independently of the others, is hydrogen, halo, trifluoromethyl, acetyl, alkyl of 1 to 8 carbon atoms, alkoxy of 1 to 4 carbon atoms, nitro, cyano, hydroxy, --CH.sub.2 NR.sup.8 R.sup.9, --(CH.sub.2).sub.2 NR.sup.8 R.sup.9, or --NR.sup.8 R.sup.9 ; or(ii) any two of R.sup.1, R.sup.2, R.sup.3, and R.sup.4 on adjacent carbon atoms, together with the depicted benzene ring to which they are bound are naphthylidene, quinoline, quinoxaline, benzimidazole, benzodioxole or 2-hydroxybenzimidazole;each of R.sup.5 and R.sup.6, independently of the other, is hydrogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 6 carbon atoms, cyano, benzocycloalkoxy, cycloalkoxy of up to 18 carbon atoms, bicyloalkoxy of up to 18 carbon atoms, tricylcoalkoxy of up to 18 carbon atoms, or cycloalkylalkoxy of up to 18 carbon atoms;(i) each of R.sup.8 and R.sup.9, independently of the other, is hydrogen, alkyl of 1 to 8 carbon atoms, phenyl, benzyl, pyridyl, pyridylmethyl, or(ii) one of R.sup.8 and R.sup.9 is hydrogen and the other is --COR.sup.10, or --SO.sub.2 R.sup.10, in which R.sup.10 is hydrogen, alkyl of 1 to 8 carbon atoms, cycloalkyl, cycloalkylmethyl of up to 6 carbon atoms, phenyl, pyridyl, benzyl, imidazolylmethyl, pyridylmethyj, NR.sup.11 R.sup.12, or CH.sub.2 NR.sup.14 R.sup.15, wherein R.sup.11 and R.sup.12, independently of each other, are hydrogen, alkyl of 1 to 8 carbon atoms, phenyl, or benzyl and R.sup.14 and R.sup.15, independently of each other, are hydrogen, methyl, ethyl, or propyl; or(iii) R.sup.8 and R.sup.9 taken together are tetramethylene, pentamethylene, hexamethylene, --CH.dbd.NCH.dbd.CH--, or --CH.sub.2 CH.sub.2 X.sup.1 CH.sub.2 CH.sub.2 -- in which X.sup.1 is --O--, --S--, or --NH--; and(b) the acid addition salts of said oxadiazole containing a nitrogen atom susceptible of protonation.