2-Decarboxy-2-hydroxymethyl-9-deoxy-6,9.alpha.-epoxymethano-5,6-dideh ydro-PGF.sub.1 compounds
AssigneeThe Upjohn Company
InventorRobert C. Kelly
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Abstract
The present invention relates to novel 2-decarboxy-2-hydroxymethyl-9-deoxy-6,9.alpha.-epoxymethano-5,6-didehydro- PGF.sub.1 compounds, which are useful for inducing a variety of prostacyclin-like pharmacological effects. Accordingly, these compounds are useful pharmacological agents for the same purposes for which prostacyclin is employed.
Claims13
A 5E compound of the formula ##STR3## wherein W.sub.1 is .alpha.--OH:.beta.--H, .alpha.--H:.beta.--OH, oxo, methylene, .alpha.--H:.beta.--H, .alpha.--CH.sub.2 OH:.beta.--H;
- wherein L is
- (1) --(CH.sub.2).sub.d --C(R.sub.2).sub.2,
- (2) --CH.sub.2 --O--CH.sub.2 --Y--, or
- (3) --CH.sub.2 CH.dbd.CH--,
- wherein d is zero to 5, R.sub.2 is hydrogen, methyl, or fluoro, being the same or different with the proviso that one R.sub.2 is not methyl when the other is fluoro, and Y is a valence bond, --CH.sub.2 -- or --(CH.sub.2).sub.2 --,
- wherein Q is oxo, .alpha.--H:.beta.--H, .alpha.--OH:.beta.--R.sub.8 or .alpha.--R.sub.8 :.beta.--OH
- wherein R.sub.8 is hydrogen or alkyl of one to 4 carbon atoms, inclusive;
- and
- wherein X is
- (1) trans--CH.dbd.CH--,
- (2) cis--CH.dbd.CH--,
- (3) --C.tbd.C--, or
- (4)--CH.sub.2 CH.sub.2 --;
- including the lower alkanoates thereof.
A 5Z compound of the formula ##STR4## wherein W.sub.1 is .alpha.--OH:.beta.--H, .alpha.--H:.beta.--OH, oxo, methylene, .alpha.--H:.beta.--H, .alpha.--CH.sub.2 OH:.beta.--H;
- wherein L is
- (1) --(CH.sub.2).sub.d --C(R.sub.2).sub.2,
- (2) --CH.sub.2 --O--CH.sub.2 --Y--, or
- (3) --CH.sub.2 CH.dbd.CH--,
- wherein d is zero to 5, R.sub.2 is hydrogen, methyl, or fluoro, being the same or different with the proviso that one R.sub.2 is not methyl when the other is fluoro, and Y is a valence bond, --CH.sub.2 -- or --(CH.sub.2).sub.2 --,
- wherein Q is oxo, .alpha.--H:.beta.--H, .alpha.--OH:.beta.--R.sub.8 or .alpha.--R.sub.8 :.beta.--OH
- wherein R.sub.8 is hydrogen or alkyl of one to 4 carbon atoms, inclusive, and
- wherein X is
- (1) trans--CH.dbd.CH--,
- (2) cis--CH.dbd.CH--,
- (3) --C.tbd.C--, or
- (4) --CH.sub.2 CH.sub.2 --;
- including the lower alkanoates thereof.
Dependencies are inferred from the claim text.