Ester and amide derivatives of 13,14-didehydro- prostaglandins

Details Ester and amide derivatives of 13,14-didehydro- prostaglandins Ester and amide derivatives of 13,14-didehydro- prostaglandins

C - Chemistry, Metallurgy

07

D

167/179, 260/235

C07D 295/00 (2006.01) A61K 31/557 (2006.01) C07C 405/00 (2006.01)

Patent

CA 1237718

Abstract of the Disclosure The invention relates to novel 13,14-didehydro prostaglandins of formula Image Typically, R is 2-ethoxyethyl 2-piperidinoethyl, 2-dimethylaminoethyl or 2- morpholinoethyl, R1 is hydroxy, R2 is hydrogen, R3 is hydroxy, one of R4 and R5 is hydrogen and the other is hydroxy, R6 and R7 are hydrogen, fluorine or methyl, m is 1, 2 or 3 and R8 is cyclohexyl or cyclopentyl. A preferred compound is 5c-9.alpha., 11.alpha., 15(S)-trihydroxy-20-nor-19-cyclohexyl-prost-5-en-13- ynoic acid 2-ethoxyethyl ester. The novel compounds and their pharmaceuti- cally and veterinarily acceptable salts are useful in treatment of all dis- eases for which natural prostaglandins are useful, but the novel compounds have superior resistance to the enzyme 15-prostaglandin dehydrogenase, which rapidly inactivates natural prostaglandins.

414934

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