Naphthyl compounds, intermediates, compositions, and methods

C - Chemistry – Metallurgy – 07 – D

Patent

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C07D 295/092 (2006.01) A61K 31/135 (2006.01) A61K 31/21 (2006.01) A61K 31/395 (2006.01) C07C 43/295 (2006.01) C07C 45/71 (2006.01) C07C 47/575 (2006.01) C07C 217/20 (2006.01) C07C 309/65 (2006.01) C07D 207/06 (2006.01)

Patent

CA 2170337

The present invention provides pharmaceutically active compounds formula I Image I wherein R1 is -H, -OH, -O(C1-C4 alkyl), -ococ6H5, -OCO(C1-C6 alkyl), or -OSO2(C2-C6 alkyl); R2 is -H, -OH, -O(C1-C4 alkyl), -OCOC6H5, -OCO(C1-C6 alkyl), -OSO2(C2-C6 alkyl), or halo; R3 is 1-piperidinyl, 1-pyrrolidinyl, methyl-1- pyrrolidinyl, dimethyl-1-pyrrolidino, 4-morpholino, dimethylamino, diethylamino, diisopropylamino, or 1- hexamethyleneimino; and n is 2 or 3; and or a pharmaceutically acceptable salt thereof. Also provided are compounds of formula Image wherein R1a is -H or -OR5 in which R5 is a hydroxy protecting group. R2a is -H, halo, or -OR6 in which R6 is a hydroxy protecting group; and R4 is -OH or -CHO; or a pharmaceutically acceptable salt thereof. Further provided are pharmaceutical compositions of compounds of formula I, and methods of using formula I compounds for, inter alia, alleviating the symptoms of post menopausal syndrome and hormonally-dependent cancer, particularly, breast cancer.

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