Oestrogenic, anti-oestrogenic and fertility effects of some triphenylethanes and triphenylethylenes related to ethamoxytriphetol (MER 25).
Five triphenylethylenes, a triphenylethane and a triphenylethanol, carrying methyl substituents ortho to one or both of the ring oxygen functions, have been examined for oestrogenic, and antioestrogenic activity in mice, and three of the compounds, alpha-[4-(beta-diethylaminoethoxy)-3, 5-xylyl]-alpha-phenyl-beta-4-methoxyphenyl-ethanol (IV), alpha'-[4-(beta-diethylaminoethoxy)-3, 5-xylyl]-4-methoxy-bibenzyl (V) and alpha'-[4-(beta-diethylaminoethoxy)-3, 5-xylyl]-4-methoxy-stilbene (VI), were tested for their effects on fertility in mice. 2 Orthomethylation reduces oestrogenic and/or anti-oestrogenic activity compared with the reported activities of non-methylated analogues. 3 The anti-oestrogenic ethamoxytriphetol (MER 25) reduced fertility in mice whereas its inactive dimethylated analogue (IV) was ineffective. The weakly active anti-oestrogens, V and VI, did not affect fertility in mice.
D000818:Animals; D002369:Castration; D004965:Estrogen Antagonists; D004968:Estrogens, Non-Steroidal; D004978:Ethamoxytriphetol / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D000431:Ethanol / Q000031:analogs & derivatives*; D005260:Female; D005298:Fertility / Q000187:drug effects*; D008098:Litter Size / Q000187:drug effects; D051379:Mice; D009929:Organ Size / Q000187:drug effects; D011247:Pregnancy; D013329:Structure-Activity Relationship; D014599:Uterus / Q000187:drug effects
D004965:Estrogen Antagonists; D004968:Estrogens, Non-Steroidal; D000431:Ethanol; D004978:Ethamoxytriphetol