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AssigneeRoussel Uclaf
InventorsMartine Gaillard-Kelly, Francois Goubet, Daniel Philibert, Jean-Georges Teutsch
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A compound of the formula ##STR1## wherein R.sub.1 is --CN, --NO.sub.2 or halogen, R.sub.2 is --CF.sub.3 or halogen, --A-B-- is of ##STR2## X is --O-- or --S--, R.sub.3 is hydrogen, alkyl, alkenyl or alkynyl of up to 12 carbon atoms, aryl and aralkyl of up to 12 carbon atoms, all optionally substituted by --OH, halogen, --SH, --CN, acyl and acyloxy of up to 7 carbon atoms, --aryl, --O--aryl, --O--aralkyl --S-- aryl of up to 12 carbon atoms the aryl and aralkyl being optionally substituted by halogen, --CF.sub.3, alkyl, alkoxy, alkenyl, alkenyloxy, alkynyl or alkynyloxy with the sulfur being optionally oxidized to sulfone or sulfoxide, free, esterified, amidified or salified carboxy, --NH.sub.2, mono and dialkylamino and heterocyclic of 3 to 6 ring members and containing at least one heteroatom selected from the group consisting of oxygen, sulfur and nitrogen, the alkyl, alkenyl and alkynyl being optionally interrupted by at least one oxygen, nitrogen or sulfur optionally oxidized to sulfoxide or sulfone, trialkylsilyl with the alkyl having 1 to 6 carbon atoms and acyl and acyloxy of an organic carboxylic acid of 1 to 7 carbon atoms and Y is --O--, --S-- or --NH--, except the compounds wherein --A-B-- is ##STR3## X is oxygen, R.sub.3 is hydrogen and Y is oxygen or --NH--, R.sub.2 is --CF.sub.3 or halogen and R.sub.1 is --NO.sub.2 or halogen and their non-toxic, pharmaceutically acceptable acid addition salts.
A compound selected from the group consisting of a compound of the formula ##STR33## wherein R.sub.1 is selected from the group consisting of --CN, --NO.sub.2 and halogen, R.sub.2 is --CF.sub.3 or halogen, --A-B is ##STR34## X is --O-- or --S--, R.sub.3 is selected from the group consisting of a) hydrogen, b) alkyl, alkenyl and alkynyl of up to 12 carbon atoms, c) phenyl and phenylalkyl unsubstituted or substituted with at least one member of the group consisting of --OH, halogen, --OCH.sub.3, --CN and haloalkyl, d) acyl of an organic carboxylic acid of up to 7 carbon atoms, e) free or salified carboxy, carboxy esterified with alkyl and amidified carboxy, f) amino and mono and dialkylamino of 1 to 4 carbon atoms and g) --S--phenyl unsubstituted or substituted with at least one member of the group consisting of--CF.sub.3 and alkyl, alkenyl, alkoxy, alkenyloxy, alkynyl and alkynyloxy of up to 12 carbon atoms with the sulfur unoxidized or oxidized to sulfone or sulfoxide, the alkyl, alkenyl and alkynyl being uninterrupted or interrupted with oxygen, sulfur or nitrogen and Y is --O--, --S-- or --NH-- with the provisos that when X is oxygen, R.sub.3 is hydrogen and Y is --O-- or --NH--, then R.sub.1 is NO.sub.2 or --CN and when X is sulfur and Y is --O-- then at least one of the following conditions is satisfied, R.sub.1 is --CN and R.sub.2 is --CF.sub.3 and their non-toxic, pharmaceutically acceptable acid addition salts.
Dependencies are inferred from the claim text.