.delta..sup.8,.sup.9-prostaglandin derivatives, process for...

C - Chemistry – Metallurgy – 07 – C

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260/235.01

C07C 405/00 (2006.01)

Patent

CA 1218649

ABSTRACT OF THE DISCLOSURE Novel .DELTA.8,9-prostane derivatives of the general for- mula I Image (I) in which R1 represents a -CH2OH group, or represents a group of the formula Image in which R2 represents a hydrogen atom, alkyl group with 1 to 4 carbon atoms, or represents a group of the formula Image , in which R3 represents a C1-C10-acyl, methyl sulphonyl or isopropyl sulphonyl group or represents R2, A represents a -CH2-CH2- group or a cis-CH=CH- group, B represents a -CH2-CH2- group, a trans-CH=CH- group or a -C?C- group, W represents a free or functionally modified hydroxymethylene group or a free or functionally modified Image group, the hydroxyl group in each group being in the .alpha.- or .beta.-position, D and E together represent a direct bond or D represents a straight-chain or branched-chain bivalent ali- phatic hydrocarbon group containing up to 10 carbon atoms which may be substituted by at least one fluorine atom and E represents an oxygen or sulphur atom, a direct bond, a-C?C- group or a group of the formula -CR6=CR7- in which R6 and R7 have different meanings and each represents a hydrogen atom, a chlorine atom or an alkyl group having 1 to 6 carbon atoms, R4 represents a free or functionally modified hydroxyl group, and R5 represents a straight chain or branched, saturated or unsaturated alkyl group with 1 to 6 carbon atoms, a benzyl group or when E is oxygen a phenyl group produced that D-E-R5 is other than n- pentyl, when W is -CHOH, Bis trans-CH=CH-, R4 is OH, A is cis-CH=CH- and R1 is -COOCH3 or a physiologically toler- able salt with a base of such a compound in which R1 represents a group of the formula Image in which R2 represents a hydrogen atom. The .DELTA.8,9-prostane derivatives and pharmaceu- tically acceptablesalts thereof have inter alia a luteolytic and abortive activity and may accordingly be made up into pharma- ceutical preparations with suitable carriers.

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