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US 4,288,618 AGranted
19-Oxo-PGF.sub.2 analogs
AssigneeThe Upjohn Company
InventorJohn C. Sih
Life of this patent
Estimating the term…
Abstract
The present invention provides novel 19-oxo-PGF.sub.2 analogs, which are useful for a variety of pharmacological purposes, e.g., antiasthmatic indications.
Claims4
A compound of the formula ##STR2## wherein D is cis--CH.dbd.CH--CH.sub.2 --(CH.sub.2).sub.g --CH.sub.2 --;
- wherein g is zero, one, two, or three;
- 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,
- (e) 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 pharmacologically 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 cis-- or trans--CH.dbd.CH--;
- with the proviso that R.sub.6 is not hydrogen or alkyl of one to 12 carbon atoms, inclusive, when Q is .alpha.--OH:.beta.--H, R.sub.2 is hydroxy, R.sub.3 and R.sub.4 are hydrogen or methyl and D is cis--CH.dbd.CH--CH.sub.2 --(CH.sub.2).sub.g --CH.sub.2 --.
19 more elements
Dependencies are inferred from the claim text.