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US 3,933,899 AGranted
PGE.sub.2 -oxa-phenylene compounds
AssigneeThe Upjohn Company
InventorNorman A. Nelson
Life of this patent
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Abstract
This invention is a group of PGE.sub.2 -type oxa-phenylene compounds, and processes for making them. These compounds are useful for a variety of pharmacological purposes, including anti-ulcer, inhibition of platelet aggregation, increase of nasal patency, labor inducement at term, and wound healing.
Claims31
An optically active compound of the formula:
- ##SPC144##
- or a racemic mixture of that compound and the enantiomer thereof, wherein C.sub.j H.sub.2j represents a valence bond or alkylene of one or 2 carbon atoms, with one chain carbon atom between --CH=CH-- and the phenylene ring;
- wherein C.sub.p H.sub.2p represents a valence bond or alkylene of one to 4 carbon atoms, inclusive, with one or 2 chain carbon atoms between the ring and --O--;
- wherein C.sub.j H.sub.2j and C.sub.p H.sub.2p together represent zero to 6 carbon atoms, inclusive, with total chain lengths zero to 3 carbon atoms, inclusive;
- wherein G is (1) alkyl of 2 to 10 carbon atoms, inclusive, substituted with zero, one, 2, or 3 fluoro or (2) a monovalent moiety of the formula ##SPC145##
- wherein C.sub.t H.sub.2t represents a valence bond or alkylene of one to 10 carbon atoms, inclusive, substituted with zero, one, or 2 fluoro, with one to 7 carbon atoms, inclusive, between ##EQU92## and the ring, wherein T is alkyl of one to 4 carbon atoms, inclusive, fluoro, chloro, trifluoromethyl, or --OR.sub.6, wherein R.sub.6 is hydrogen or alkyl of one to 4 carbon atoms, inclusive, and wherein s is zero, one, 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 one to 4 carbon atoms, inclusive;
- wherein R.sub.1 is hydrogen, alkyl of one 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 one, 2, or 3 chloro or alkyl of one 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.
6 more elements
Dependencies are inferred from the claim text.