NEW 7-METHYLSTEROIDS

摘要

1,252,263. 1α,2α-Methylene-4-chloro-7-methyl-steroids. SCHERING A.G. 2 Dec., 1968 [7 Dec., 1967], No. 57075/68. Heading C2U. Novel steroids of the formula (wherein Y is C(α-R 2 )(#-OR 1 ), C(α-R 3 )(#-COCH 3 ) or C(α-R 3 ) (#-COCH 2 OR 1 ) or is a bismethylenedioxy dihydroxyacetone side chain, R 1 being H or acyl, R 2 being H or a C 1-5 aliphatic hydrocarbon radical and R 3 being H, OH or O acyl or other functional OH derivative; Z is H 2 , H (α- or #-OH) or O ; and the #6 double bond is optional) are prepared by reacting the corresponding 6#,7#-methylene steroids not containing an 11-OH group with a hydrohalic acid HX (X is Cl, Br or I) to form a 7#-CH 2 X substituted steroid and reducing this. In the products an esterified OH may be saponified, a bis-methylenedioxy side chain protective group split off, and/or a free OH group esterified, and/ or a double bond introduced into the 6,7-position, possibly via a 6-halo intermediate, and/or an 11-keto group reduced, if desired with intermediate protection of the 3-keto group and a 20-keto group. 1α,2α- Methylene - 6#,7# - methylene steroids used as starting materials are prepared from 1,4, 6-trienes via bis-pyrazolines. 4 -Chloro.17, 20 ; 20,21 - bismethylenedioxy - 1,4,6 - pregnatriene- 3,11-dione is prepared by chlorination of the 4- unsubstituted compound. The novel steroids of the androstane series have a strong inhibiting action on the hypophysis and are suitable for the treatment of climacteric complaints; while those of the pregnane series have strong gestagenic activity and may be used as contraceptives. The novel steroids are made up into pharmaceutical preparations with suitable carriers.