Prostane derivatives and process for their manufacture

C - Chemistry – Metallurgy – 07 – D

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260/235.01

C07D 309/12 (2006.01) C07C 405/00 (2006.01)

Patent

CA 1091226

ABSTRACT OF THE DISCLOSURE Novel prostane derivatives of the general formula Image I in which R1 represents an acid residue of an organic carboxylic or sulphonic acid containing 1 - 15 carbon atoms or of an inor- ganic acid, or a Image group, in which U represents an oxygen or sulphur atom and R6 represents a substituted or unsubstituted alkyl, cycloalkyl, aryl or an acid residue, and R2 and R3 each represents a hydrogen atom or an alkyl group containing 1-4 carbon atoms; A represents a -CH2-CH2- or cis CH=CH- or trans- CH=CH- group, B represents a -CH2-CH2- or trans -CH=CH- group or a -C?C- group or a Image group, and the methylene group may be .alpha.- or .beta.-positioned; W represents a free or functionally converted hydroxymethylene group, a free or functionally convert- ed carbonyl group or a Image group, in which the hydroxyl group may be .alpha.- or .beta.-positioned and may be functionally converted, D and E together represent a direct bond or D represents a straight chained or branched alkylene group containing 1 - 5 carbon atoms and/or a -C?C- group, E represents an oxygen or sulphur atom or a direct bond, R4 represents an alkyl group, a cycloalkyl group, an unsubstituted or substituted aryl group, a benzodioxol- 2-yl group or a heterocyclic group, Z represents a carbonyl group or a free or functionally converted hydroxymethylene group, Image represents Image , in which the methylene group may be .alpha.- or .beta.-positioned or represents Image or Image , where R5 is an alkyl group or a free or functional hydroxy group, when Z is a hydroxymethylene group, or represents Image or -CH=CH-, R5 representing an alkyl or a free hydroxyl group, when Z is a carbonyl group, are useful for inducing menstruation births and abortions and for synchronization of the sexual cycle in various animals.

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