Bicyclic prostaglandins and process for their preparation

Details Bicyclic prostaglandins and process for their preparation Bicyclic prostaglandins and process for their preparation

C - Chemistry, Metallurgy

07

D

260/235.01

C07D 307/935 (2006.01) C07D 311/94 (2006.01) C07D 405/06 (2006.01)

Patent

CA 1183840

Abstract of the Disclosure This invention relates to a compound of formula (I) Image wherein R is a member selected from the group consisting of (a) a free or esterified carboxy group; (b) Image wherein each of the R' groups, which are the same or different, is C1-C6 alkyl or phenyl; (c) -CH2OH; (d) Image wherein Ra and Rb are independently selected from the group consisting of hydrogen, C1-C6 alkyl, C2-C6 alkanoyl and phenyl; (e) a radical Image (f) Image ; Z1 is hydrogen or halogen; p is zero or an integer of 1 to 7; q is 1 or 2; R1 is hydrogen, hydroxy, C1-C6 alkoxy, ar-C1-C6-alkoxy, acyloxy; Y is a member selected from the group consisting of -CH2CH2-, Image , Image (cis) and Image (trans), wherein Z2 is hydrogen or halogen; one of R2 and R5 is hydrogen, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl or aryl, and the other is hydroxy, C1-C6 alkoxy, ar-C1-C6-alkoxy or R2 and R5, taken together, form an oxo group; each of R3 and R4, which are the same or different, may be hydrogen, C1-C6 alkyl or fluorine or R3 and R4, taken together with the carbon atom to which they are linked, form the radical Image or the radical Image each of n1 and n2, which are the same or different, is zero or an integer of 1 to 6; X is a member selected from the group consisting of -O-, -S- and -(CH2)m-, wherein m is zero or 1; R6 is a member selected from the group consisting of (a') hydrogen; (b') Cl-C4 alkyl; (c') a C3-C9 cycloaliphatic radical, unsubstituted or substituted by one or more substituents selected from the group consisting of C1-C6 alkyl and C1-C6 alkoxy; (d') aryl, unsubstituted or substituted by one or more substituents selected from the group consisting of halogen, halo-C1-C6-alkyl, C1-C6 alkyl and C1-C6 alkoxy, and (d') a saturated or unsaturated heterocyclic ring, unsubstituted or substituted by one or more substituents selected from the group consisting of halogen, halo-C1-C6-alkyl, C1-C6 alkyl and C1-C6 alkoxy; and the pharmaceuti- cally or veterinarlly acceptable salts thereof. The compounds of this invention are useful in general for the same therapeutic indications as the natural prostaglandins in either human or veterinary medicine.

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