Branched chain and cycloaliphatic esters of the androstane...

C - Chemistry – Metallurgy – 07 – J

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260/31

C07J 1/00 (2006.01)

Patent

CA 1095895

ABSTRACT OF THE DISCLOSURE There are disclosed branched chain and cycloaliphatic esters of steroids having the formula: Image or the 50?II analog thereof, where R i s II or CH3; R1 is II or CH; R2 is II or CH3; R3 is II, OH, CH3 or CL; R4 is II or C1 to C4 alkyl; R5 is II, C1 to C4 alkyl or CF3, R6 is II, C1 to C4 alkyl, C1 to C4 alkoxy, halogen or .beta.-OH provi- ding that when R6 is .beta.-OH, the steroid also contains 9?-F and further providing that R1, R2, R3, R4, R5 and R6 represent at least 4 and at most 5 hydrogen atoms, except in the case of a.DELTA.1,4 steroid, in which case R1, R2, R3, R4, R% and R6 are all hydrogen; R7 is H or CH3; R8 is Image providing the R8 is -OH or Image when the steroid has an aromatic ring A and the 3-position is substituted by Image ; R9 is Image where n is 0, 1 or 2; R10 is C1 to C10 alkyl; R11 is II or C1 to C10 alkyl; R12 is an alophatic group with 1 to 18 carbon atoms, or R10 and R12 taken together with the carbon atom to which they are attached form a C7 to C12 cycloaliphatic group providing the total carbon atom content in the carboxylic acid residue is 8 to 20; ring A is either saturated or has one of the following types of unsaturation: .DELTA.1; .DELTA.4; .DELTA.1,4; .DELTA.5(10); .DELTA.1,3,5(10), and X is =O, -OH or Image providing that X is OH or Image when the steroid has an aromatic ring A. The steroid esters have andro- genic, anabolic, oestrogenic or anti-oestrogenic properties de- pending upon the ring configurations and the substituent(s). Pharmaceutical. compositions containing the steroid esters are also disclosed; as well as process for preparing the esters.

291885

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