1,11-diesters of prostaglandin-f2.alpha. having a polar...

C - Chemistry – Metallurgy – 07 – C

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

Patent

CA 2174241

Compounds of formula (I) where the hatched lines indicate alpha (.alpha.) configuration, a solid triangle is used to indicate beta (.beta.) configuration, lines on both sides of a double bond indicate cis (Z) configuration, and lines on opposite sides of the double bond indicate trans (E) configuration; R1 is alkyl of 1 - 10 carbons, C1 - C10-alkylphenyl, phenyl- C1 - C10alkyl, or alkenyl of 2 to 10 carbons and having 1 to 3 double bonds; R2 is Z - OR3, Z - OCOR3, Z - OCONHR3, Z - OCOOR3, Z - NR4R5, Z - NR4COR3, Z - NR4SO2R3, Z - COOR3, Z - CONR4R5, Z - CHO; Z is (CH2)n where n is 1 - 6, or Z is an alkenyl group having 2 to 6 carbons and 1 or 2 double bonds, R3 is H, alkyl of 1 - 6 carbons, alkenyl of 2 to 6 carbons or phenyl, R4 and R5 independently are H or alkyl of 1 to 6 carbons, have ocular hypotensive activity.

L'invention concerne un composé conforme à la formule générale (a). Dans cette formule générale, les lignes hachurées représentent une configuration alpha (.alpha.). Un triangle plein permet de représenter une configuration bêta (.beta.). Les traits constituant les deux côtés d'une liaison double représentent une configuration cis (Z). Les traits situés sur les bords opposés de la liaison double représentent une configuration trans (E). R¿1? est un alkyle de 1 à 10 carbones, C¿1? - C¿10?-alkylphényle, phényle-C¿1? - C¿10?alkyle, ou alcényle de 2 à 10 carbones disposant de 1 à 3 liaisons doubles. R¿2? est Z - OR¿3?, Z - OCONHR¿3?, Z - OCOR¿3?, Z - OCOOR¿3?, Z - NR¿4?R¿5?, Z - NR¿4?COR¿3?, Z - NR¿4?SO¿2?R¿3?, Z - COOR¿3?, Z - CONR¿4?R¿5?, Z - CHO. Z est ou bien (CH¿2?)¿n? où n représente une valence comprise de 1 à 6, ou bien un groupe alcényle disposant de 1 à 6 carbones et de 1 ou 2 liaisons doubles. R¿3? est H, alkyle de 1 à 6 carbones, alcényle de 2 à 6 carbones ou phényle. R¿4? ainsi que R¿5? sont indépendamment l'un de l'autre H ou alkyle de 1 à 6 carbones. Ce composé présente une activité hypotensive oculaire.

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