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Ring-substituted 1,2-dialkylated 1,2-bis(hydroxyphenyl)ethanes. 3. Synthesis, estrogen receptor binding affinity, and evaluation of antiestrogenic and mammary tumor inhibiting activity of 2,2'-disubstituted butestrols and 6,6'-disubstituted metabutestrols

Hartmann, Rolf W. ; Heindl, Alexander ; Schwarz, Walter ; Schönenberger, Helmut



Abstract

The title butestrols and metabutestrols I (R = H, Br, Cl, F, OH, Me, MeO, Et; R1 = 4- or 5- -OH and -MeO) prepd. by reductive coupling of the appropriate 1-phenylethanols with TiCl3/LiAlH4, and cleavage of the obtained meso-methoxy derivs. were evaluated for binding affinity to calf uterine estrogen receptor, estrogenicity, and antiestrogenicity. All compds. but one showed high relative binding ...

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