Carbacyclin derivatives, process for their preparation and...

Details Carbacyclin derivatives, process for their preparation and... Carbacyclin derivatives, process for their preparation and...

C - Chemistry, Metallurgy

07

D

260/235.01

C07D 309/12 (2006.01) C07C 405/00 (2006.01) C07D 317/72 (2006.01)

Patent

CA 1252780

ABSTRACT OF THE DISCLOSURE Compounds of formula (I): Image [I] in which R1 represents a hydroxymethyl group, a protected hydroxymethyl group, a formyl group, a protected formyl group, a carboxy group, a protected carboxy group, a group of formula - CO.NR2 (in which each R represents a hydrogen atom, a C1-C6 alkyl group, an aryl group, a carboxylic acyl group or a sulphonyl group and the two groups or atoms represented by R may be the same or different) or a group of formula -A(CH2)m-R5 (in which A represents the O-CH2-, -S-CH2-or -CH=CH-group, R5 represents a hydroxymethyl group, a protected hydroxymethyl group, a formyl group, a protected formyl group, a carboxy group, a protected carboxy group or said group of formula -CO.NR2, and m is O or an integer from 1 to 4): R2 and R3 are the same or different and each represents a hydrogen atom or a hydroxy-protecting group; R4 represents a C1-C12 alkyl group, a C3-C12 alkenyl group, a C3- C12 alkynyl group (said alkyl alkenyl and alknyl groups being unsubstituted or having one or more substituents selected from halogen atoms, C1-C6 alkoxy groups, hydroxy groups and C1-C6 aliphatic acyl groups), a C3-C7 cycloalkyl group (said cycloalkyl group being unsubstituted or having at least one substituent selected from C1-C6 alkyl groups, C1-C6 haloalkyl groups, halogen atoms, C1-C6 alkoxy groups, hydroxy groups and C1-C6 aliphatic acyl groups) or a group of formula -CH2-Qp-R6 [in which: p is O or 1 : Q represents an oxygen atom, a sulphur atom or a -CH2- group: and R6 represents a C3-C7 cycloalkyl group (which is unsubstituted or has at least one substituent selected from C1-C6 alkyl groups, C1-C6 haloalkyl groups, halogen atoms, C1-C6 alkoxy groups, hydroxy groups and C1-C6 alkoxy groups, hydroxy groups, halogen atoms, C1-C6 aliphatic acyl groups), a phenyl group (which is unsubstituted or has at least one substituent selected from C1-C6 alkyl groups, C1-C6 haloalkyl groups, halogen atoms and C1-C6 alkoxy groups) or a 5- or 6- membered heterocyclic group containing an oxygen or sulphur hetero-atom (which group is unsubstituted or has at least one substituent selected from C1-C6 alkyl groups, C1-C6 haloalkyl groups, halogen atoms and C1-C6 alkoxy groups)], provided that, when R4 represents said substituted or unsubstituted alkyl group, R1 represents a group of formula -A(CH2)m-R5; B represents the -CH2CH2-, -CH-CH- or - C?C- group; and a is an integer from 1 to 6: and pharmaceutically acceptable salts and esters thereof have valuable platelet-aggregation inhibitory activities and may be used for the prophylaxis and treatment of such diseases as thrombosis.

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