C13-substituted estra-1,3,5,(10)-trien-3-yl sulfamates, methods of preparing same, and pharmaceutical compositions containing these compounds

A C13-substituted estra-1,3,5(10)-trien-3-yl sulfamate of general formula I,

• wherein
• R1 represents COR3, COOR4, CONR5R6, SO2R4, SO2NR5R6,
• R2 represents hydrogen, C1-C10 alkyl, C1-C10 alkoxyalkyl, C3-C10 cycloalkyl, C2-C10 alkenyl, C2-C10 alkynyl, aryl, aryl(C1-C3)alkyl, or C1-C3 alkylaryl, COR3;
• COOR4;
• CONR5R6;
• SO2R4;
• SO2NR5R6,
• R3 represents H or R4,
• R4 represents C1-C17 alkyl, C1-C17 haloalkyl, C2-C17 alkenyl, C2-C17 alkynyl, C3-C10 cycloalkyl, aryl, aryl(C1-C3)alkyl, C1-C3 alkylaryl,
• R5, R6 independently represent hydrogen, C1-C5 alkyl, C1-C5 haloalkyl, aryl, aryl(C1-C3)alkyl, C1-C3 alkylaryl, or, together with the nitrogen atom to which they are bound, form a polymethyleneimino residue having 2-6 C atoms or a morpholino residue,
• R7, R9 independently represent H, OH, halogen, C1-C5 alkoxy or C1-C5 haloalkoxy,
• R8 represents H, OH, C1-C5 alkyl, C1-C5 haloalkyl, C2-C5 alkenyl, C2-C5 alkynyl, or halogen,
• R10, R11 represent hydrogen, or R10 and R11 together represent a CH2 group,
• R12, R13, R14 independently represent H, OH, C1-C5 alkoxy, or C1-C5 haloalkoxy, or
• R12 represents halogen, or
• R13 and R14 together represent oxygen, or together represent a ═CXY group wherein X and Y independently represent hydrogen, halogen or a C1-C5 alkyl group, or
• R13, R14 independently represent C1-C5 alkyl, C2-C5 alkenyl, or C2-C5 alkynyl,
• R15 represents ethyl,
• R8, R9, R10, R12, R13, R15 independently are in α or β position, and up to 2 additional double bonds may be present in rings B and C, their physiologically tolerable salts or esters.