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2004
Receptor binding activity
X 0280
Estrogen Receptor Ligands. Part 5. The SAR of Dihydrobenzoxathiins Containing
Basic Side Chains. — Three classes of dihydrobenzoxathiin analogues are
47- 220 Modified
synthesized to disclose a recent structure—activity relationship study on the basic side
chain region of a selective estrogen receptor modulator lead. The effects of the linker
length, cf. (Ia), a carbocyclic fixed cis-conformation, cf. (Ib), and the incorporation of
a hard nitrogen heteroatom, cf. (Ic) and (Id), are examined. The sensitive nature of these
modifications is shown by decrease of potency in the inhibition of estradiol-triggered
uterine growth, although most of the compounds maintain the high potency in the
inhibition of human carcinoma MCF-7 cell growth as well as the high degree of selectivity for ERα over ERβ. — (TAN*, Q.; et al.; Bioorg. Med. Chem. Lett. 14 (2004)
14, 3747-3751; Dep. Med. Chem., Merck Res. Lab., Rahway, NJ 07065, USA; Eng.)
— H. Hoennerscheid
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