Alkene, alkyne or cycloalkylene derivatives

C - Chemistry – Metallurgy – 07 – D

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C07D 317/22 (2006.01) A61K 31/10 (2006.01) C07D 213/32 (2006.01)

Patent

CA 1256875

A B S T R A C T A compound of the formula Image wherein X has the formula -CR5=CR6-, -C?C- or Image , wherein ring A is phenyl, naphthyl or heterocyclic; wherein R1 is hydrogen, alkyl, alkanoyl or aroyl; wherein R2, R3 and R4, which may be the same or different, each is an electron withdrawing substituent or each is hydrogen or alkyl, alkoxy or dialkylamino, provided that when ring A is phenyl or naphthyl at least one of R2, R3 and R4 is an electron-withdrawing substituent; wherein R5 and R6, each is hydrogen, halogen, or alkyl; wherein R7 is alkyl or halogenoalkyl; and wherein R8 has the formula -Y-Q-R9 wherein Y is straight- or branched- chain alkylene or alkenylene; wherein Q is -O-, -S-, SO- or -SO2-; and wherein R9 is alkyl of up to 6 carbon atoms which contains one or more defined substituents, processes for their manufacture and pharmaceutical compositions containing them. The compounds possess antiandrogenic activity and may be used in the treatment of androgen- dependent disease conditions such as prostatic disease, acne, hirsutism or seborrhoea.

501987

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