Patent ID: 6114317
Filing Date: 2000-09-05
Classification: A61K,A61P,C07C

Abstract:
A compound having the formula: ##STR22## where Y.sub.1 and Y.sub.2, which may be the same or different, are each selected from the group consisting of hydrogen and a hydroxy-protecting group; where Y.sub.3, Y.sub.4, Y.sub.5, Y.sub.6, Y.sub.7 and Y.sub.8, which may be the same or different, are each selected from the group consisting of hydrogen, a methyl group or substituted methyl group of the formula --CR.sub.1 R.sub.2 R.sub.3, an amino group or substituted amino group of the formula --NR.sub.1 R.sub.2, a phosphino group or substituted phosphino group of the formula --PR.sub.1 R.sub.2, an alkylsulfinyl group, an arylsulfinyl group, an alkylsulfonyl group, an arylsulfonyl group, and aryl, where R.sub.1, R.sub.2 and R.sub.3 are each independently selected from the group consisting of hydrogen, C.sub.1-5 alkyl, hydroxyalkyl, aminoalkyl, halogenalkyl, alkoxyalkyl, aryloxyalkyl, aryl, halogen, hydroxyl, protected hydroxy, alkoxyl, aryloxyl, acyl, an amino group, an alkyl substituted amino group, and an aryl substituted amino group, and where R.sub.1 and R.sub.2 taken together represent an oxo group or a group --(CH.sub.2).sub.m -- where m is an integer having a value of from 2 to 5; or Y.sub.3 and Y.sub.4 when taken together represent a methylene group; or Y.sub.7 and Y.sub.8 when taken together represent a methylene group; where Y.sub.2 and Y.sub.6, or Y.sub.2 and Y.sub.7, when taken together may represent the group --(CR.sub.1 R.sub.2).sub.n -- where n is an integer having a value of from 1 to 4 and wherein any of the groups --CR.sub.1 R.sub.2 -- may be replaced by an oxygen, sulfur or nitrogen atom; where Y.sub.5 and Y.sub.8, or Y.sub.5 and Y.sub.3, or Y.sub.3 and Y.sub.8, when taken together may represent the group --CR.sub.1 R.sub.2).sub.r -- where r is an integer having a value of from 1 to 5 and wherein any of the groups --CR.sub.1 R.sub.2 -- may be replaced by an oxygen, sulfur or nitrogen atom; and where Y.sub.5 and Y.sub.6 when taken together represent the group .dbd.CR.sub.4 R.sub.5 where R.sub.4 and R.sub.5, which may be the same or different, are each selected from the group consisting of hydrogen and Y.sub.3 with the proviso that R.sub.4 and R.sub.5 cannot be a hydroxyl; and where R.sub.4 and Y.sub.2 when taken together may represent the group --(CR.sub.1 R.sub.2).sub.s -- where s is an integer having a value of from 1 to 3; and R is represented by the structure below ##STR23## where the stereochemical center at carbon 20 may have the R or S configuration, and where Z is selected from Y, --OY, --CH.sub.2 OY, --C.tbd.CY and --CH.tbd.CHY, where the double bond may have the cis or trans geometry, and where Y is selected from hydrogen, methyl, --COR.sub.10 and a radical of the structure: ##STR24## where x and y, independently, represent the integers from 0 to 5, where R.sub.6 is selected from hydrogen, deuterium, hydroxy, protected hydroxy, fluoro, trifluoromethyl, and C.sub.1-5 -alkyl, which may be straight chain or branched and, optionally, bear a hydroxy or protected-hydroxy substituent, and where each of R.sub.7, R.sub.8, and R.sub.9, independently, is selected from deuterium, deuteroalkyl, hydrogen, fluoro, trifluoromethyl and C.sub.1-5 alkyl, which may be straight-chain or branched, and optionally, bear a hydroxy or protected-hydroxy substituent, and where R.sub.6 and R.sub.7, taken together, represent an oxo group, or an alkylidene group, .tbd.CR.sub.7 R.sub.8, or the group --(CH.sub.2).sub.p --, where p is an integer from 2 to 5, and where R.sub.8 and R.sub.9, taken together, represent an oxo group, or the group --(CH.sub.2).sub.q --, where q is an integer from 2 to 5, and where R.sub.10 represents hydrogen, hydroxy, protected hydroxy, or C.sub.1-5 alkyl and wherein any of the CH-groups at positions 20, 22, or 23 in the side chain may be replaced by a nitrogen atom, or where any of the groups --CH(CH.sub.3)--, --CH(R.sup.3)--, or --CH(R.sup.2)-- at positions 20, 22, and 23, respectively, may be replaced by an oxygen or sulfur atom with the proviso that when Y.sub.3 and Y.sub.4 are both hydrogen then Y.sub.5 or Y.sub.6 cannot be alkyl, hydroxyalkyl or fluoroalkyl; and when the compound has the formula ##STR25## where R.sub.10 is hydrogen or a hydroxyl group, then Y.sub.5 and Y.sub.6 cannot both be hydrogen; or Y.sub.5 cannot be hydrogen and Y.sub.6 alkyl, alkenyl, alkynyl, an amino group, a substituted amino group of the formula --NR.sub.1 R.sub.2, or a substituted methyl group of the formula --CR.sub.1 R.sub.2 R.sub.3 where R.sub.1, R.sub.2, or R.sub.3 is an hydroxyalkyl, aminoalkyl or alkoxyalkyl; or Y.sub.6 cannot be hydrogen and Y.sub.5 alkyl, alkenyl, alkynyl, an amino group, a substituted amino group of the formula --NR.sub.1 R.sub.2, or a substituted methyl group of the formula --CR.sub.1 R.sub.2 R.sub.3 where R.sub.1, R.sub.2 or R.sub.3 is an hydroxyalkyl, aminoalkyl or alkoxyalkyl; and with the additional proviso that when the compound has the formula ##STR26## then Y.sub.5 and Y.sub.6 cannot both be hydrogen.