17.beta.-nitro-11.beta.-arylsteroids and their derivatives having agonist or antagonist hormonal properties
AssigneeResearch Triangle Institute
InventorsC. Edgar Cook, John A. Kepler, Rupa S. Shetty, Gary S. Bartley, David Yue-wei Lee
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Abstract
The invention is directed to 17.beta.-nitro-11.beta.-arylsteroids of formula I: ##STR1## wherein R.sup.1, R.sup.6, R.sup.7, R.sup.12 and X are as defined by the specification. The compounds exhibit potent antiprogestational activity and are useful in the treatment of fibroids, endometriosis, cervical ripening prior to delivery, hormone replacement therapy and in the control of fertility.
Claims9
A hormonal or antihormonal steroid compound of structure I, ##STR11## wherein R.sup.1 is (R.sup.2 R.sup.3 N(O).sub.r)--, where r is 0 or 1 and R.sup.2 and R.sup.3 are each independently H, C.sub.1-6 alkyl, C.sub.3-8 cycloalkyl, C.sub.2-6 alkenyl or C.sub.2-6 alkynyl, any of which may be optionally substituted;
- or
- R.sup.1 is halo-, HO--, CF.sub.3 SO.sub.2 O--, C.sub.1-6 alkyl O--, C.sub.1-6 alkyl S--, C.sub.1-6 alkyl S(O)--, C.sub.1-6 alkyl S(O.sub.2)--, C.sub.1-6 alkyl CO--, C.sub.1-6 alkyl CH(OH)--, NC--, HC.tbd.C--, C.sub.6 H.sub.5 C.tbd.C--, C.sub.6 H.sub.5 --, H.sub.2 C.tbd.CH--, C.sub.1-6 alkyl or MeC(.dbd.CH.sub.2)-;
- and
- R.sup.12 is H or halo;
- or
- X is O or NOR.sup.5, where R.sup.5 is H or C.sub.1-6 alkyl, C.sub.3-8 cycloalkyl, C.sub.2-6 alkenyl, C.sub.2-6 alkynyl or C.sub.6-12 aryl, any of which may be optionally substituted;
- or
- X is (H, H), (H, OH), (H, OSi(C.sub.1-6 alkyl).sub.3), or (H, OCOR.sup.5), where R.sup.5 is C.sub.1-6 alkyl, C.sub.3-8 cycloalkyl, C.sub.2-6 alkenyl, C.sub.2-6 alkynyl, C.sub.6-12 aryl, aralkyl, aralkenyl or aralkynyl, any of which may be optionally substituted;
- or
- R.sup.6 is H, C.sub.1-6 alkyl, or halogen;
- R.sup.7 is H, C.sub.1-6 alkyl, C.sub.2-6 alkenyl, or C.sub.2-6 alkynyl, C.sub.3-8 cycloalkyl, C.sub.6-12 aryl, aralkyl, aralkenyl or aralkynyl, any of which may be optionally substituted, and pharmaceutically acceptable salts thereof.
Dependencies are inferred from the claim text.