Dimere Steroid-21-alkylcarbonate und Verfahren zu ihrer Herstellung

摘要

1,271,159. Dimeric steroid carbonates. FARBWERKE HOECHST A.G. 5 May, 1969 [3 May, 1968], No. 22798/69. Heading C2U. The invention comprises compounds of formula wherein Q and Q 1 are each H or together represent an additional 1,2-bond or a 1α,2α- or 1#,2#- epoxy group; X is H 2 , oxo, (H, α-OH), (H, #- OH), (H, #-Cl) or (H, #-F); Y is α-H or α-F; or X and Y together represent an 11-hydrogen atom together with an additional 9,11-bond or 9#,11#-epoxy group; Z is H, α-F, #-F, α-Me or #-Me; Z 1 is H; or Z and Z 1 together represent an additional 6,7-bond or a 6α,7α- or 6#,7#- epoxy group; R 1 is an acyclic or cyclic alkylene group (which may be branched and/or interrupted in the carbon chain by one or more oxygen atoms), aralkylene or arylene; R 2 is α-H or α-OH; and R 3 is H 2 , =CH 2 , =CHF, =CF 2 , (H, α-F), (H, #-F), (H, α-Me) or (H, #-Me). Preparation of compounds I is by reaction of the corresponding monomeric steroid 21-ols with compounds of formula ClCOO-R 1 -OCOCl. Compounds I are interconvertible by 6/9/16- fluorination, 1,2/6,7-dehydrogenation and reduction of 11-oxo. The mixed carbonate (II) of flumethasone and diethylene glycol is prepared analogously. Compounds I and II are said to possess antiinflammatory activity, and may be made up with carriers into pharmaceutical compositions for topical and parenteral administration.