9-Halo-(Z)- DELTA <4>-prostaglandin derivatives, process for their preparation and their use as medicaments

摘要

The invention relates to 9-halo-(Z)- DELTA <4>-prostane derivatives of the formula I <IMAGE> in which Hal denotes an alpha - or beta -chlorine or fluorine atom, R1 denotes the radical -CH2OH or <IMAGE> with R2 having the meaning of a hydrogen atom, or an alkyl, cycloalkyl, aryl or heterocyclic radical or R1 denotes the radical <IMAGE> with R3 having the meaning of an acid radical or of the radical R2 and A denotes a -CH2-CH2- group, a trans-CH=CH- group or a -C IDENTICAL C- group, W denotes a free or functionally modified hydroxymethylene group or a free or functionally modified <IMAGE> in which the respective OH groups can be in the alpha - or beta -position, D and E together represent a direct bond or D represents a straight-chain alkylene group having 1-10 C atoms, a branched-chain alkylene group having 2-10 C atoms or a cyclic alkylene group having 3-10 C atoms, which is optionally substituted by fluorine atoms, and E denotes an oxygen or sulphur atom, a direct bond, a -C IDENTICAL C- bond or a -CR6=CR7- group, where R6 and R7 are different and denote a hydrogen atom, a chlorine atom or a C1-C4-alkyl group, R4 denotes a free or functionally modified hydroxyl group, R5 denotes a hydrogen atom, an alkyl group, a halo-substituted alkyl group, a cycloalkyl group, an optionally substituted aryl group or a heterocyclic group, and if R2 has the meaning of a hydrogen atom, their salts with physiologically tolerable bases and their cyclodextrin clathrates, ... Original abstract incomplete.