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US 4,286,103 AGranted
13,14-Didehydro-inter-oxa-11-deoxy-19-oxo-PGF.sub.1 compounds
AssigneeThe Upjohn Company
InventorJohn C. Sih
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Abstract
The present invention provides novel 13,14-didehydro-5-oxa-11-deoxy-19-oxo-PGF.sub.1 compounds, which are useful for a variety of pharmacological purposes, e.g., antiasthmatic indications. CROSS REFERENCE TO RELATED APPLICATION This application is a division of Ser. No. 25,879, filed Apr. 2, 1979, now pending.
Claims4
A compound of the formula ##STR2## wherein D is (1) (CH.sub.2).sub.3 --O--CH.sub.2 --,
- (2) (CH.sub.2).sub.2 --O--(CH.sub.2).sub.2 --, or
- (3) --CH.sub.2 --O--(CH.sub.2).sub.3 --;
- wherein Q is .alpha.-OH:.beta.-R.sub.5 or .alpha.-R.sub.5 :.beta.-OH, wherein R.sub.5 is hydrogen or methyl;
- wherein R.sub.6 is
- (a) hydrogen,
- (b) alkyl of one to 12 carbon atoms, inclusive,
- (c) cycloalkyl of 3 to 10 carbon atoms, inclusive,
- (d) aralkyl of 7 to 12 carbon atoms, inclusive,
- (d) phenyl,
- (f) phenyl substituted with one, 2, or 3 chloro or alkyl groups of one to 3 carbon atoms, inclusive,
- (g) --(p-Ph)--CO--CH.sub.3,
- (h) --(p-Ph)--NH--CO--(p--Ph)--NH--CO--CH.sub.3,
- (i) --(p-Ph)--NH--CO--(p-Ph),
- (j) --(p-Ph)--NH--CO--CH.sub.3,
- (k) --(p-Ph)--NH--CO--NH.sub.2,
- (l) --(p-Ph)--CH.dbd.N-NH--CO--NH.sub.2,
- (m) .beta.--naphthyl,
- (n) --CH.sub.2 --CO--R.sub.28,
- wherein (p-Ph) is para-phenyl or inter-para-phenylene, wherein R.sub.28 is phenyl, p-bromophenyl, p-biphenylyl, p-nitrophenyl, p-benzamidophenyl, or 2-naphthyl, or
- (o) a pharmaceutically acceptable cation;
- 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;
- and
- wherein X is --C.dbd.C--.
20 more elements
Dependencies are inferred from the claim text.