Steroids with a 17-spiromethylene lactone or lactol group

Details Steroids with a 17-spiromethylene lactone or lactol group Steroids with a 17-spiromethylene lactone or lactol group

1995-10-24

1998-04-21

Shah, Mukund J.

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Cyclopentanohydrophenanthrene ring system doai

540 28, A61K 3158, A61K 31585, C07J 4300, C07J 2100

Patent

active

057417865

ABSTRACT:
A steroid with a 17-spiromethylene lactone group having formula I ##STR1## wherein R.sub.1 is O, (H,H), (H,OR), or NOR, R being selected from H, (1-6C) alkyl and (1-6C) acyl; R.sub.2 is H, (1-6C) alkyl optionally substituted by a halogen, (2-6C) alkenyl optionally substituted by a halogen, (2-6C) alkynyl optionally substituted by a halogen, or halogen; R.sub.2 ' is H; or R.sub.2 ' together with R.sub.2 is a (1-6C) alkylidene group or a (2-6C) alkenylidene group; or R.sub.2 ' together with R.sub.3 is a bond; R.sub.3 is H if not together with R.sub.2 ' a bond; R.sub.4 is (1-6C) alkyl; one of R.sub.5 and R.sub.6 is hydrogen and the other is hydrogen or (1-6C) alkyl; X is (CH.sub.2).sub.n or (C.sub.n H.sub.2n-2) wherein n is 2 or 3, which is optionally substituted with hydroxy, halogen, (1-6C) alkyl, (1-6C) acyl, (7-9C) phenylalkyl, the phenyl group of which may be substituted with (1-6C) alkyl, (1-6C) alkoxy, hydroxy or halogen; Y is O or (H,OH); and the dotted lines indicate optional bonds, at least one of bonds 4-5, 5-10, and 9-10 being a double bond.
The steroids of the invention have progestational activity and can be used as contraceptives.

REFERENCES:
patent: 2875199 (1959-02-01), Cella et al.
patent: 3657226 (1972-04-01), LeFevre et al.
Drug Evaluations, Annual 1993, pp. 2031-2032, 1991.

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