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US 4,732,914 AGranted
Prostacyclin analogs
AssigneeThe Upjohn Company
InventorDouglas R. Morton, Jr.
Life of this patent
Estimating the term…
Abstract
Prostacyclin (PGI.sub.2) analogs having a 6a-carba feature, for example a compound of the formula ##STR1## said analogs having pharmacological activity. Processes for preparing them and the appropriate intermediates are disclosed.
Claims2
A compound of the formula I ##STR112## wherein D is (1) --(CH.sub.2).sub.d -- wherein d is one to 5, inclusive,
- (2) --(CH.sub.2).sub.d --CF.sub.2 -- wherein d is one to 5 inclusive,
- (3) --(CH.sub.2).sub.k --CH.dbd.CH-- wherein k is one or 2,
- wherein Q.sub.1 is ##STR113## wherein R.sub.8 is hydrogen or methyl;
- wherein R.sub.3 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 of one to 4 carbon atoms, inclusive ##STR114## wherein R.sub.9 is phenyl, p-bromophenyl, p-biphenylyl, p-nitrophenyl, p-benzamidophenyl, or 2-naphthyl, and
- wherein R.sub.10 is hydrogen or benzoyl, or (n) a pharmacologically acceptable cation;
- wherein .circle.R.sub.2 is ##STR115## wherein R.sub.43 is ##STR116## wherein C.sub.g H.sub.2g is alkylene of one to 9 carbon atoms, inclusive, with one to 5 carbon atoms, inclusive, in the chain between --CR.sub.12 R.sub.13 -- and terminal methyl, wherein R.sub.12 and R.sub.13 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.12 and R.sub.13 is fluoro only when the other is hydrogen or fluoro;
- or hydrogen or fluoro;
- or ##STR117## wherein X is --C.tbd.C--;
- and wherein .about. indicates attachment in alpha or beta configuration.
12 more elements
Dependencies are inferred from the claim text.