Triarylethylene carboxylic acids with estrogenic activity

C - Chemistry – Metallurgy – 07 – C

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C07C 59/40 (2006.01) A61K 31/19 (2006.01) C07C 57/42 (2006.01) C07C 59/52 (2006.01) C07C 59/68 (2006.01) C07C 59/70 (2006.01) C07C 63/66 (2006.01) C07C 65/19 (2006.01)

Patent

CA 2089373

2089373 9204310 PCTABS00011 Nonsteroidal estrogenic triarylethylene carboxylic acids of formula (I) wherein R is (CH2)mO or (CH2)n, where m is an integer from 1 to 4 and n is an integer from 0 to 4, X is hydrogen or hydroxyl, Y is methyl, ethyl, chlorine, or bromine, and wherein the RCOOH and X moieties are either meta or para to the phenyl ethylene linkage. Examples of active compounds include 4-hydroxytamoxifen acid, 3-hydroxytamoxifen acid, 4-[1-(p-hydroxyphenyl)-2-phenyl-1-buten-yl]benzoic acid and 4-[1-(p-hydroxyphenyl)-2-phenyl-1-buten-yl]phenylacetic acid. Compositions containing these triarylethylene carboxylic acids can be administered to patients to alleviate medical conditions associated with a deficiency of estrogen, including osteoporosis, premenstrual syndrome, vasomotor symptoms associated with menopause, atrophic vaginitis, Kraurosis vulvae, female hypogonadism, primary ovarian failure, excessive hair growth and prostatic cancer.

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