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US 3,944,595 AGranted
PGF.sub.1.sub..alpha. -oxaphenylene compounds
AssigneeThe Upjohn Company
InventorNorman A. Nelson
Life of this patent
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Abstract
This invention is a group of PGF.sub.1.sub..alpha. -type oxaphenylene compounds, and processes for making them. These compounds are useful for a variety of pharamcological purposes, including inhibition of platelet aggregation, treatment of asthma, labor inducement at term, and cervical dilation.
Claims31
An optically active compound of the formula:
- ##SPC158##
- or a racemic mixture of that compound and the enantiomer thereof, wherein C.sub.g H.sub.2g represents a valence bond or alkylene of 1 to 4 carbon atoms, inclusive, with 1 or 2 chain carbon atoms between --CH.sub.2 -- and the phenylene ring;
- wherein C.sub.p H.sub.2p represents a valence bond or alkylene of 1 to 4 carbon atoms, inclusive, with 1 or 2 chain carbon atoms between the ring and the --O--;
- wherein C.sub.g H.sub.2g and C.sub.p H.sub.2p together represent zero to 8 carbon atoms, inclusive, with total chain lengths 0 to 3 carbon atoms, inclusive;
- wherein G is (1) alkyl of 2 to 10 carbon atoms, inclusive, substituted with 0,1, 2, or 3 fluoro or (2) a monovalent moiety of the formula ##SPC159##
- wherein C.sub.t H.sub.2t represents a valence bond or alkylene of 1 to 10 carbon atoms, inclusive, substituted with 0,1, or 2 fluoro, with 1 to 7 carbon atoms, inclusive, between ##EQU92## and the ring, wherein T is alkyl of 1 to 4 carbon atoms, inclusive, fluoro, chloro, trifluoromethyl, or --OR.sub.6, wherein R.sub.6 is hydrogen or alkyl of 1 to 4 carbon atoms, inclusive, and wherein s is 0,1, 2, or 3, with the proviso that not more than two T's are other than alkyl;
- wherein Q is ##EQU93## wherein R.sub.2 is hydrogen or alkyl of 1 to 4 carbon atoms, inclusive;
- wherein R.sub.1 is hydrogen, alkyl of 1 to 12 carbon atoms, inclusive, cycloalkyl of 3 to 10 carbon atoms, inclusive, aralkyl of 7 to 12 carbon atoms, inclusive, phenyl, phenyl substituted with 1,2, or 3 chloro or alkyl of 1 to 4 carbon atoms, inclusive;
- wherein .about. indicates attachment of the side chain to the cyclopentane ring in alpha or beta configuration;
- including the lower alkanoates thereof and the pharmacologically acceptable salts thereof when R.sub.1 is hydrogen.
7 more elements
Dependencies are inferred from the claim text.