Certain fluorine substituted PGI2 compounds

Claim 1

A compound of the formulae: ##STR22## wherein Y, T, W and X may each be H or F; provided that at least one of Y, T, W and X is F; V may be hydrogen, hydroxy, acyloxy, lower alkoxy, hydroxy lower alkyl, or oxo; Z may be --Z 1 --E wherein: Z 1 is (CH 2 ) g --CH 2 --CH 2 --, or --(CH 2 ) g --O--CH 2 --, or --(CH 2 ) g --CH 2 --CF 2 --, or trans-(CH 2 ) g --CH═CH--; wherein g is 0, 1 or 2; and E is --COOX 1 , wherein X 1 is hydrogen, alkyl, cycloalkyl, aralkyl, phenyl, phenyl substituted with chloro or alkyl, an alkali metal or an ammonium cation; or --CH 2 OH; or ##STR23## --CH 2 NL 2 L 3 , wherein L 2 or L 3 are hydrogen, alkyl or --COOX 1 wherein X 1 is as defined above; --COL 4 , wherein L 4 is, (a) amino of the formula --NR 21 R 22 , wherein R 21 and R 22 are hydrogen, alkyl of 1 to 12 carbon atoms inclusive, aralkyl of 7 to 12 carbon atoms inclusive, phenyl, phenyl substituted with 1, 2 or 3 chloro or alkyl substituents of 1 to 3 carbon atoms inclusive, or phenyl substituted with hydroxy carbonyl or alkoxy carbonyl of 1 to 4 carbon atoms inclusive; or (b) carbonylamino of the formula, --NR 23 COR 21 , wherein R 23 is hydrogen or alkyl of 1 to 4 carbon atoms and R 21 is as defined above; or (c) sulfonylamino of the formula --NR 23 SO 2 R 21 , wherein R 21 and R 23 are as defined above; or --COOL 5 , wherein L 5 is p-substituted phenyl selected from the group consisting of: ##STR24## wherein R 24 is methyl, phenyl, acetamidophenyl, benzamidophenyl, or --NH 2 ; R 25 is methyl, phenyl, --NH 2 , or methoxy; and R 26 is hydrogen or acetamido; and L is ##STR25## wherein n is 1 or 2; and A is trans--CH═CH--, or cis--CH═CH--, or --CH 2 --CH 2 --, or --C.tbd.C--, or trans--CH═C(Halogen)--; and ##STR26## wherein R 3 and R 4 may be H, OH, alkoxy, acyloxy, or fluoro with the proviso that one of R 3 and R 4 is fluoro only when the other is fluoro or hydrogen and when taken together R 3 and R 4 is oxo; and R 7 may be: (a) --(CH 2 ) g --CH 3 , wherein g is 3, 4 or 5; ##STR27## wherein h is 0, or 1; s is 0, 1, 2 or 3; and D is chloro, fluoro, trifluoromethyl, alkyl of one to 3 carbon atoms, inclusive, or with the proviso that not more than two D's are other than alkyl and the 1,5- and 1,15-lactones thereof.