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US 4,289,904 AGranted
19-Hydroxy-6a-carba-PGI.sub.2 sulfonylamides
AssigneeThe Upjohn Company
InventorJohn C. Sih
Life of this patent
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Abstract
The present invention provides novel 19-hydroxy-6a-carba-PGI.sub.2 sulfonylamides which are useful for pharmacological purposes, e.g., anti-asthmatic indications.
Claims1
A prostacyclin-type compound of the formula ##STR3## wherein L.sub.3 is (1) --(CH.sub.2).sub.n --, wherein n is one to 5, inclusive,
- (2) --(CH.sub.2).sub.p --CF.sub.2 --, wherein p is 2, 3, or 4, or
- (3) --CH.sub.2 --CH.dbd.CH--;
- wherein M.sub.2 is ##STR4## wherein Q is oxo, .alpha.--H:.beta.--H, .alpha.--OH:.beta.--R.sub.4, or .alpha.--R.sub.4 :.beta.--OH, wherein R.sub.4 i.sup.o s hydrogen or alkyl of one to 4 carbon atoms, inclusive, wherein R.sub.5 and R.sub.6 are hydrogen, alkyl of one to 4 carbon atoms, inclusive, or fluoro, being the same or different, with the proviso that one of R.sub.5 and R.sub.6 is fluoro only when the other is hydrogen or fluoro;
- wherein R.sub.15 is hydrogen, alkyl of one to 12 carbon atoms, inclusive, phenyl, phenyl substituted with one, 2, or 3 chloro or alkyl groups of one to 3 carbon atoms, inclusive, or phenyl substituted with hydroxycarbonyl or alkoxycarbonyl of one to 4 carbon atoms, inclusive;
- wherein R.sub.9 is hydrogen or hydroxyl;
- 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 --.
7 more elements
Dependencies are inferred from the claim text.