Phenylimidazolidines having antiandrogenic activity
AssigneeRoussel Uclaf
InventorsMartine Gaillard-Kelly, Francois Goubet, Daniel Philibert, Jean-Georges Teutsch
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AssigneeRoussel Uclaf
InventorsMartine Gaillard-Kelly, Francois Goubet, Daniel Philibert, Jean-Georges Teutsch
Estimating the term…
A compound of the formula ##STR1## 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 selected from the group consisting of ##STR2## X is --O-- or --S--, R.sub.3 is selected from the group consisting of hydrogen, alkyl, alkenyl and alkynyl of up to 12 carbon atoms, aryl and aralkyl 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, --aryl, --O--aryl, --O--aralkyl --S-- aryl of up to 12 carbon atoms the aryl and aralkyl being optionally substituted with a member of the group consisting of halogen, --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, --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, 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 a) alkyl, alkenyl and alkynyl of up to 6 carbon atoms uninterrupted or interrupted with oxygen or unoxidized or oxidized sulfur, phenyl and phenylalkyl of 1 to 6 alkyl carbon atoms and all substituted with at least one member of the group consisting of --SH, acyloxy of an aliphatic carboxylic acid up to 7 carbon atoms, --phenyl, --O--phenyl, --O--phenalkyl, halo --S--phenyl, with the sulfur being unoxidized or oxidized to sulfone or sulfoxide, or heterocyclic of 3 to 6 ring members and containing at least one heteroatom selected from the group consisting of oxygen, sulfur and nitrogen, phenyl and phenalkyl being unsubstituted or substituted with a member of the group consisting of halogen, --CF.sub.3, alkyl, alkoxy, alkenyl, alkenyloxy, alkynyl and alkynyloxy, b) trialkylsilyl with alkyl of 1 to 6 carbon atoms, c) acyl and acyloxy of an organic carboxylic acid of 1 to 7 carbon atoms, Y is selected from the group consisting of .dbd.O, .dbd.S and .dbd.NH and their non-toxic, pharmaceutically acceptable acid addition salts.
Dependencies are inferred from the claim text.