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Home Liquid Purification 19-Oxo-PGF-sub-2-analogs

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 19-Oxo-PGF.sub.2 analogs

Details
Inventors: Sih, John C.;
Assignee: The Upjohn Company (Kalamazoo, MI)
Primary Examiner: Gerstl; Robert
Assistant Examiner:
Attorney, Agent or Firm: Armitage; Robert A.

The present invention provides novel 19-oxo-PGF.sub.2 analogs, which are useful for a variety of pharmacological purposes, e.g., antiasthmatic indications.

DETAILED DESCRIPTION I claim: 1.
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 --.
2.
A compound according to claim 1, wherein R.
sub.
6 is hydrogen or methyl.
3.
16,16-Difluoro-19-oxo-PGE.
sub.
2, an analog according to claim 2.
4.
16,16-Difluoro-15(R)-19-Oxo-PGE.
sub.
2, an analog according to claim 2.




Description:
BACKGROUND OF THE INVENTION The present invention relates to novel prostaglandin analogs.
Particularly, the invention relates to prostaglandin analogs wherein the C-19 position is substituted by oxo, i.
e.
, 19-keto-PG compounds or 19-oxo-PG compounds



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