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Francedillaois Goubet

Jean-Georges Teutsch

Andr E Claussner

A compound selected from the group consisting of compounds of the formula ##STR1## wherein R.sub.1 and R.sub.2 are individually selected from the group consisting of --CN, --NO.sub.2, halogen, --CF.sub.3, free carboxy, salified carboxy, and carboxy esterified with lower alkyl; -A-B- is selected from the group consisting of ##STR2## wherein X is --O-- or --S--, R.sub.3 is selected from the group consisting of hydrogen, alkyl, alkenyl, alkynyl, aryl, and aralkyl each of up to 12 carbon atoms, all optionally substituted with at least one member of the group consisting of --OH, halogen, --SH, --CN, acyl and acyloxy of up to 7 carbon atoms, --S-aryl of up to 12 carbon atoms optionally substituted with a member of the group consisting of --CF.sub.3, alkyl, alkoxy, alkenyl, alkenyloxy, alkynyl and alkynyloxy, with the sulfur being optionally oxidized to sulfone or sulfoxide, free, esterified, amidified or salified carboxy, .dbd.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 with at least one member of the group consisting of oxygen, nitrogen, and sulfur optionally oxidized to sulfoxide or sulfone, Y is --O--, --S--, or --NH, R.sub.4 and R.sub.5 are individually selected from the group consisting of hydrogen and alkyl of up to 12 carbon atoms optionally substituted with at least one halogen or, taken together with the carbon atom to which they are attached, form cycloalkyl of 3 to 7 carbon atoms; except the compounds wherein R.sub.4 and R.sub.5 are both methyl or one is hydroxymethyl, Y is --O-- or .dbd.NH--, -A-B- is ##STR3## X is oxygen, R.sub.3 is hydrogen, R.sub.1 is 4--NO.sub.2 and R.sub.2 is 3--CF.sub.3 ; and their non-toxic, pharmaceutically acceptable acid addition salts having anti-androgenic activity.

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Paris, France

Francedillaois Goubet