Hydantoin derivatives

Details Hydantoin derivatives Hydantoin derivatives

C - Chemistry, Metallurgy

07

D

260/315.05

C07D 233/78 (2006.01) C07D 233/72 (2006.01) C07D 233/86 (2006.01) C07D 309/12 (2006.01)

Patent

CA 1176261

ABSTRACT OF THE DISCLOSURE Hydantoins and N-alkylhydantoins of formula (I) (I) Image Wherein Z is hydrogen or alkyl; one of Z1 and Z2 is represented by the group -CH2-X-X1-X2; wherein X is phenylene, -C?C-, cis or trans -CH=CH- or -CH2-CQ2- in which each Q is independently selected from hydrogen and alkyl or the two Q's together form an alkylene radical having four, five or six carbon atoms; X1 is a covalent bond or a straight or branched alkylene chain having 1 to 6 carbon atoms optionally having one of its methylene groups replaced by oxa (-O-) provided that at least one carbon atom separates the oxa group from a -C?C-, -CH=CH- or -CO- group; and X2 is selected from 5-tetrazolyl, carboxyl, carbamoyl, hydroxymethyl and alkoxycarbonyl; and the other of Z1 and Z2 is represented by the group -Y-Y1-Y2-Y3; wherein Y is -CR2-CH2- in which each R is independently selected from hydrogen and methyl; Y1 is carbonyl, methylene, methylene substituted by hydroxy or methylene substituted by hydroxy and alkyl; Y is a covalent bond or a straight or branched alkylene having 1 to 7 carbon atoms, unsubstituted or substituted on the carbon adjacent Y1 by one or two groups independently selected from alkyl, bicycloalkyl and cycloalkyl; Y is hydrogen, hydroxy, alkoxy having 1 to 7 carbon atoms, cycloalkyl, bicycloalkyl, phenyl, benzyl, phenoxy or benzyloxy, wherein each of phenyl, benzyl, phenoxy and benzyloxy is unsub- stituted or substituted in the benzene ring by one or more groups selected from hydroxy, halo, nitro, amino, acyl- amino, alkenyl, alkoxy, phenyl and alkyl which may itself be substituted by one or more halo groups; or Y is a bond, -CH2- or -CH2-CH2- and Y1, Y2 and Y taken together form a cycloalkyl group substituted by a hydroxy group, and salts thereof; have biological properties related to those of natural occurring prostaglandins and may be used in medicine, for example, in the treatment of thrombosis.

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