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Antiestrogenic N-(4-hydroxyphenyl)-N-(1,1,1-trifluoro-2-propyl)-4-hydroxybenzamides: influence of hydrophobic groups substituted in the ortho position of the benzamide fragment on activity

Hartmann, Rolf W. ; Vom Orde, Hans Dieter ; Schönenberger, Helmut


Title compds. I (R = R2 = H; R1 = Me, F, Cl, Br, CF3; R = H, R1 = R2 = Cl) were prepd. by acylating 4-MeOC6H4NMeCF3 with 2,6,4-R1R2(MeO)C6H2COCl (II) to give I (R = Me) and demethylating. II were obtained from 2,6,4-R1R2(MeO)C6H2Ac by NaOBr oxidn. I (R = R2 = H, R1 = Me, F) had true antiestrogenic activity and I (R = R2 = H, R1 = Cl) was a strong inhibitor of murine hormone-dependent mammary carcinoma.

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