[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].
Experiments are reported here to develop compounds with antiestrogenic and mammary tumor inhibiting properties. Analogues with hydrophobic groups in 2- or 2,6-position of the benzamide-fragment of N-(4-hydroxyphenyl)-N-(1,1,1-trifluoro-2-propyl)- 4-hydroxybenzamides were investigated. Compounds 2 and 3 proved to be "true" antiestrogenes among 2-7 (2: 2-CH3, 3: 2-F, 4: 2-Cl, 5: 2-Br, 6: 2,6-Cl2, 7: 2-CF3). Compound 4 showed the highest activity on the MXT-MC, ER+.
Hartmann
R W
RW
Institut für Pharmazie, Lehrstuhl Pharmazeutische Chemie II, Universität Regensburg.
vom Orde
H D
HD
Schönenberger
H
H
D000818:Animals; D055598:Chemical Phenomena; D002621:Chemistry; D004965:Estrogen Antagonists / Q000138:chemical synthesis*; D005260:Female; D062385:Hydroxybenzoates / Q000138:chemical synthesis* / Q000378:metabolism / Q000494:pharmacology; D051379:Mice; D008815:Mice, Inbred Strains; D011960:Receptors, Estrogen / Q000378:metabolism; D014599:Uterus / Q000187:drug effects
D004965:Estrogen Antagonists; D062385:Hydroxybenzoates; D011960:Receptors, Estrogen; C058538:N-(4-hydroxyphenyl)-N-(1,1,1-trifluoro-2-propyl)-4-hydroxybenzamide
Antiestrogene N-(4-Hydroxyphenyl)-N-(1,1,1-trifluor-2-propyl)-4- hydroxybenzamide: Beeinflussung der Wirkung durch hydrophobe Reste in ortho-Position des Benzamidfragments.