Novel 19-nor-steroids
AssigneeRoussel Uclaf
InventorsFrancois Nique, Lucien Nedelec, Marie-Madeleine Bouton, Daniel Philibert
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AssigneeRoussel Uclaf
InventorsFrancois Nique, Lucien Nedelec, Marie-Madeleine Bouton, Daniel Philibert
Estimating the term…
Novel 19-nor-steroids of the formula ##STR1## wherein the A ring is either ##STR2## Re is selected from the group consisting of hydrogen, acyl and optionally substituted alkyl of 1 to 6 carbon atoms, R is methyl or ethyl, R.sub.1 is selected from the group consisting of hydroxyl, protected hydroxyl, acyloxy and alkoxy, R.sub.2 is selected from the group consisting of hydrogen, alkyl of 1 to 8 carbon atoms, alkenyl and alkynyl of 2 to 8 carbon atoms, acyl, aralkyl of 7 to 15 carbon atoms, the substituents other than hydrogen being optionally substituted or R.sub.1 and R.sub.2 together form a group selected from the group consisting of ##STR3## A.sub.r is an optionally substituted 5- or 6-membered aryl and their salts with non-toxic, pharmaceutically acceptable bases and acids having antiproliferative, anti-estrogenic and/or estrogenic properties.
A 19-nor-steroid compound of the formula ##STR58## wherein the A ring is either ##STR59## Re is selected from the group consisting of hydrogen, acyl and alkyl of 1 to 6 carbon atoms unsubstituted or substituted with amino or dialkylamino, R is methyl or ethyl, R.sub.1 is selected from the group consisting of hydroxyl, protected hydroxyl, acyloxy and alkoxy of 1 to 4 carbon atoms, R.sub.2 is selected from the group consisting of hydrogen, alkyl of 1 to 8 carbon atoms, alkenyl and alkynyl of 2 to 8 carbon atoms, acyl, aralkyl of 7 to 15 carbon atoms, the substituents other than hydrogen being unsubstituted or substituted with at least one member of the group consisting of halogen, alkyl of 1 to 4 carbon atoms for the aryl and aralkyl, methoxy, ethoxy, propyloxy, isopropyloxy and butyloxy, methylthio, ethylthio, propylthio, isopropylthio and butylthio, amino, methylamino, ethylamino, diemethyl-amino, diethylamino, methyl-ethylamino, each of the dialkyl-amino optionally being in oxidized form, aminomethyl or aminoethyl, dimethyl-aminomethyl, dimethylaminoethyl, dimethylaminoethyoxy, hydroxyl, acetoxy, a group of the formula ##STR60## CO.sub.2 H in which n=2 to 5, acetyl propionyl, butyryl, benzoyl, carboxy, methoxycarbonyl or ethoxycarbonyl, cyano, trifluoromethyl, aryl and aralkyl optionally substituted or R.sub.1 and R.sub.2 together form a group selected from the group consisting of ##STR61## Ar is a 5- or 6-membered aryl selected from the group consisting of (a) phenyl unsubstituted or substituted with at least one member of the group consisting of halogen, alkyl, alkoxy, alkylthio of 1 to 4 carbon atoms, amino, alkylamino, dialkylamino, dialkylaminoalkoxyl, hydroxyl, acyl, free, esterified or salified carboxyl, cyano, trifluoromethyl, phenyl or benzyl unsubstituted or substituted with at least one alkyl of 1 to 4 carbon atoms and (b) a heterocyclic selected from the group consisting of thienyl, furyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, pyridyl and piperidinyl or their salts with non-toxic, pharmaceutically acceptable bases or acids.
Dependencies are inferred from the claim text.