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US 4,049,648 AGranted
PG-type, 1,9-lactones
AssigneeThe Upjohn Company
InventorGordon L. Bundy
Life of this patent
Estimating the term…
Abstract
The present invention provides novel 1,9 lactones of prostaglandin-type free acids and a process for their preparation. These lactones are useful for the same pharmacological purposes as the corresponding prostaglandin-type free acids.
Claims90
A prostaglandin-type, 1,9-lactone of the formula ##STR283## wherein W.sub.2 is ##STR284## wherein L.sub.1 is ##STR285## or a mixture of ##STR286## wherein R.sub.3 and R.sub.4 are hydrogen, methyl, or fluoro, being the same or different, with the proviso that one of R.sub.3 and R.sub.4 is fluoro, only when the other is hydrogen or fluoro;
- wherein M.sub.1 is ##STR287## wherein R.sub.5 is hydrogen or methyl;
- wherein R.sub.7 is --(CH.sub.2).sub.m --CH.sub.3, wherein m is one to 5, inclusive, cis--CH.dbd.CH--CH.sub.2 --CH.sub.3, or ##STR288## wherein T is chloro, fluoro, trifluoromethyl, alkyl of one to 3 carbon atoms, inclusive, or alkoxy of one to 3 carbon atoms, inclusive, the various T's being the same or different, s is zero, one, 2, or 3, and Z.sub.3 is oxa or methylene, with the provisio that not more than two T's are other than alkyl, and the further proviso that Z.sub.3 is oxa only when R.sub.3 r.sub.4.sub.4 are hydrogen or methyl, being the same or different;
- wherein Y.sub.1 is trans--CH.dbd.CH--, --CH.sub.2 CH.sub.2 --, cis--CH.dbd.CH--, or --C.tbd.C--;
- and
- wherein Z.sub.1 is
- cis--CH.dbd.CH--CH.sub.2 --(CH.sub.2).sub.g --CH.sub.2 --, (1)
- cis--CH.dbd.CH--CH.sub.2 --(CH.sub.2).sub.g --CF.sub.2 --, (2)
- cis--CH.sub.2 --CH.dbd.CH--(CH.sub.2).sub.g --CH.sub.2 --, (3)
- --(ch.sub.2).sub.3 --(ch.sub.2).sub.g --CH.sub.2 --, (4)
- --(ch.sub.2).sub.3 --(ch.sub.2).sub.g --CF.sub.2 --, (5)
- --ch.sub.2 --o--ch.sub.2 --(ch.sub.2).sub.g --CH.sub.2 --, (6) ##STR289## wherein g is one to 3, inclusive.
8 more elements
cis-13-PGD.sub.2, 1,9-lactone.
Dependencies are inferred from the claim text.