Pyrrolidine and piperidine prostaglandin analogues

C - Chemistry – Metallurgy – 07 – C

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260/479.1, 260/4

C07C 101/20 (1980.01)

Patent

CA 1091688

ABSTRACT OF THE DISCLOSURE Compounds of formula (I): Image (I) wherein: m is 1 or 2; n is 4 to 8; X is CO, protected CO, or CROH wherein R is hydrogen or C1-4 alkyl and wherein the OH moiety may be protected; R1 is hydrogen or CO2R1 represents an ester group in which the R1 moiety contains from 1 to 12 carbon atoms; R3 is hydroxy, or protected hydroxy; R2 and R4 are separately hydrogen, C1-9 alkyl, C5-8 cycloalkyl, C5-8 cycloalkyl-C1-6 alkyl, phenyl, phenyl C1-6 alkyl, naphthyl, naphthyl C1-6 alkyl, any of which phenyl or naphthyl moieties may be substituted by one or more halogen, trifluoromethyl, C1-6 alkyl, C1-6 alkoxy or nitro groups; or R2 and R4 taken with the carbon atom to which they are joined represen? a C5-8 cycloalkyl group; and salts thereof; except that when one of R2 and R4 is hydrogen or C1-4 alkyl then the other of R2 and R4 cannot be hydrogen or C1-9 alkyl; have useful pharmacological properties including anti- gastric secretion, bronchodilator and platelet aggregation inhi- bition activities.

345592

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