Abstract:
THIS INVENTION RELATES TO NOVEL UNSATURATED 2-OXA STEROID DERIVATIVES OF THE FORMULA
6A-R,7-(X-O-)-2,4,6A,7,8,9,9A,9B,10,11-
DECAHYDROCYCLOPENTA(5,6)NAPHTHO(1,2-C)PYRAN
WHEREIN R IS ALKYL HAVING FROM 1 TO 6 CARBON ATOMS, X IS SELECTED FROM THE GROUP CONSISTING OF HYDROGN, ALKYL HAVING FROM 1 TO 5 CARBON ATOMS, ALKENYL HAVING FROM 3 TO 5 CARBON ATOMS, CYCLOALKYL HAVING FROM 5 TO 7 CARBON ATOMS, ARALKYL HAVING FROM 7 TO 11 CARBON ATOMS, ALKYLTHIOALKYL HAVING FROM 2 TO 5 CARBON ATOMS, ALKOXYALKYL HAVING FROM 2 TO 5 CARBON ATOMS, AND THE ACYL OF AN ORGANIC CARBOXYLIC ACID HAVING FROM 1 TO 18 CARBON ATOMS, AS WELL AS THE PROCESS OF PREPARING THE SAME. THESE COMPOUNDS HAVE AN ANABOLIC ACTION COUPLED WITH AN ANDROGENIC ACTION.
Abstract:
Racemates and optically active isomers of a compound selected from the group consisting of a compound of the formula
WHEREIN R is selected from the group consisting of hydrogen, lower alkyl optionally substituted with a member of the group consisting of hydroxy and halogen, lower alkenyl, lower alkynyl, -(CH2)n - COCH3 where n is 0 or 1,
wherein X is selected from the group consisting of lower alkyl and optionally substituted phenyl, aralkyl of seven to eight carbon atoms, acyl of an organic carboxylic acid of one to six carbon atoms optionally substituted with
where m is an integer from 0 to 6 and X1 is selected from the group consisting of hydrogen and lower alkyl,
where p is an integer from 1 to 6 and X1 is as before and
wherein X2 is lower alkyl and R1 and R2 are individually selected from the group consisting of hydrogen, halogen, lower alkyl, lower alkoxy, trifluoromethyl and dilower alkylamino and the non-toxic, pharmaceutically acceptable acid addition and quaternary ammonium salts thereof which have a stimulating effect on the central nervous system while possessing at the same time anticonvulsant activity and their preparation.
Abstract:
A novel process for introducing a 10-hydrocarbon group into a Delta 9(11)-19-nor-steroid by reacting a 13 Beta -lower alkylDelta 5(10),9(11)-19-nor steroid with a per carboxylic acid to form a mixture of the corresponding 5 Alpha ,10 Alpha - and 5 Beta ,10 Beta -epoxy steroids and reacting the latter with a hydrocarbon magnesium halide to form the corresponding 10hydrocarbon-13 Beta -lower alkyl-5-hydroxy- Delta 9(11)-19-norsteroid and to novel intermediates.
WHEREIN R IS ALKYL OF 1 TO 4 CARBON ATOMS, R1 IS SELECTED FROM THE GROUP CONSISTING OF HYDROGEN AND SATURATED AND UNSATURATED HYDROCARBON WHICH MAY BE SUBSTITUTED AND X IS SELECTED FROM THE GROUP CONSISTING OF HYDROGEN, ACYL OF AN ORGANIC CARBOXYLIC ACID OF 1 TO 18 CARBON ATOMS, ACYL OF A SUBSTITUTED CARBONIC ACID OF 1 TO 18 CARBON ATOMS AND ALIPHATIC, 5 TO 6 MEMBER CYCLIC AND HETEROCYCLIC HYDROCARBONS WHICH MAY BE SUBSTITUTED AND TO NOVEL PROCESSES FOR THEIR PREPARATION. THE INVENTION ALSO RELATES TO NOVEL ANABOLIC AND/OR ANDROGENIC COMPOSITIONS HAVING REDUCED OR NO ESTROGENIC ACTIVITY.
Abstract:
16A,17A-ISOXAZOLINE STEROIDS OF THE FORMULA
2-R2,3-(R1-O-),13-Z,16,17-(-CH=N-O-),17-(R-O-)
GONA-1,3,5(10)-TRIENE
WHEREIN R AND R1 ARE SELECTED FROM THE GROUP CONSISTING OF HYDROGEN, ALKYL OF 1 TO 7 CARBON ATOMS AND ACYL OF AN ORGANIC CARBOXYLIC ACIDS OF 1 TO 18 CARBON ATOMS, R2 IS SELECTED FROM THE GROUP CONSISTING OF HYDROGEN AND HALOGEN AND Z IS ALKYL OF 1 TO 4 CARBON ATOMS AND THEIR PREPARATION AND NOVEL INTERMEDIATES. THE INVENTION ALSO INCLUDES HYPOCHOLESTEROLEMIC COMPOSITIONS HAVING NO SUBSTANTIAL ESTROGENIC ACTIVITY.