Prostaglandin f esters

Details Prostaglandin f esters Prostaglandin f esters

C - Chemistry, Metallurgy

07

C

C07C 405/00 (2006.01) A61K 31/557 (2006.01) A61K 31/715 (2006.01) C08B 37/16 (2006.01)

Patent

CA 2145110

Prostaglandin F esters of formula (I): Image (I) wherein R1 is a C1-6 alkyl, a C4-7 carbocycle, or a C1-4 alkyl substituted by a C4-7 carbocycle, the C4-7 carbocycle being optionally substituted by one or more groups independently selected from C1-4 alkyl, C-4 alkoxy, halogen, nitro and trifluoromethyl; R2 is a bond or C1-4 alkylene; R3 is C1-7 alkyl; and the 9-hydroxy group is .alpha. or .beta.; with the provisos that: (i) when the 9-hydroxy group is .alpha. then: (a) R2'-R3' is not n-pentyl; and (b) when R1' is ethyl and the 13 and 14 positions are singly bonded or when R1 is ethyl and the 13 and 14 positions are doubly bonded, then R2'-R3' is not 1,1- dimethylpentyl; and (ii) when the 9-hydroxy group is .beta., (a) R1' ethyl and the 13 and 14 positions are doubly bonded then R2'-R3' is not n-pentyl or 1,1- dimethylpentyl; and (b) when R2'-R3' is n-pentyl and the 13 and 14 positions are singly bonded then R1' is not C1-6 alkyl; or a cyclodextrin clathrate thereof, possess ocular hypotensive activity at low concentration and low stimulus and are therefore useful for preventing and /or treating for glaucoma. Processes for their preparation and the use of 16, 16- dimethyl PGF2.beta. ethyl ester in the treatment of glaucoma are also disclosed.

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