82413-28-3Relevant articles and documents
Estrogenic and Antiestrogenic Activity of Monophenolic Analogues of Tamoxifen, (Z)-2--N,N-dimethylethylamine
Ruenitz, Peter C.,Bagley, Jerome R.,Mokler, Corwin M.
, p. 1056 - 1060 (1982)
Five hydroxylated analogues of tamoxifen -N,N-dimethylethylamine> and its geometric isomer were prepared by reaction of protected hydroxy-α-ethyldeoxybenzoins with 4-phenylmagnesium bromide, followed by acid-catalyzed dehydration-deprotection and chromatographic separation of isomer mixtures.Estrogen receptor binding affinity and estrogenic and antiestrogenic activity of each of the compounds were determined in the rat, in comparison with 4-hydroxytamoxifen (2).The new compounds had a wide rangeof receptor binding affinities, with that of 3-hydroxytamoxifen (6c), the most strongly bound, approaching that of estradiol.The trans isomers 6a,b were more strongly bound than were the cis isomers 7a,b.Antiestrogenic activity was seen in all compounds except 7b.This was also true for estrogenic activity, except that in 6c this activity was also substantially reduced.Maximal antiestrogenic effectiveness of 6c occurred at a 10-fold greater daily dose (50 μg/rat) than that required for maximal effect of 2.
A Convenient Preparation of α-(p-Hydroxy- or p-Aminophenyl) Carbonyl Compounds. Addition-Reduction Reaction of Tin(II) Enolate with p-Benzoquinone and Its Mono-N-tosylimino Derivative
Mukaiyama, Teruaki,Clark, Richard S. J.,Iwasawa, Nobuharu
, p. 479 - 482 (2007/10/02)
Tin(II) enolates react with p-benzoquinone and its mono-N-tosylimino derivative to give 1,2-adducts in good yield.These can be reduced in situ to α-(p-hydroxy- or p-aminophenyl) carbonyl derivatives by addition of dichloromethylsilane and dimethylaminopyr