Certain thiazolidine compounds
AssigneeMerck & Co., Inc.
InventorsRobert L. Smith, Ta-Jyh Lee, Edward J. Cragoe, Jr.
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Abstract
This invention relates to novel 8-aza-9-oxo-11-thia-, -11-oxothia-, and -11-dioxothia-prostanoic acid compounds, salts, and derivatives thereof and also to processes for the preparation of such compounds. These compounds have prostaglandin-like biological activity and are particularly useful as renal vasodilators, for the treatment of certain autoimmune diseases, and in preventing thrombus formation.
Claims36
The compound of the formula ##STR54## wherein R is carboxy, a carboxy salt having the formula --COO.sup.- M.sup.+ from a metal or an amine, or derivatized carboxy in which R is selected from alkoxycarbonyl (--COOR.sup.5 wherein R.sup.5 is alkyl having 1-10 carbon atoms), carbamoyl (--CO.sub.2 NH.sub.2), substituted carbamoyl (--CONR.sup.6 R.sup.7) wherein R.sup.6 and R.sup.7 are selected from the group consisting of hydrogen, lower alkyl having 1-4 carbon atoms, and diloweralkylaminoalkyl having 4-7 carbon atoms, and carbazoyl (--CONHNH.sub.2);
- A is selected from the group consisting of methylene and oxygen;
- Y is selected from the group consisting of ethylene, vinylene, and ethynylene;
- n is 0, 1, or 2;
- Z is selected from the group consisting of ethylene and vinylene;
- R.sup.1 is hydrogen or methyl;
- R.sup.2 is hydrogen or lower alkanoyl of from 1-5 carbon atoms;
- R.sup.3 is hydrogen or methyl;
- and
- R.sup.4 is alkyl or branched chain alkyl of from 3-6 carbon atoms, 4,4,4-trifluorobutyl, or when R.sup.4 is lower straight chain alkyl and R.sup.1 is methyl, the terminal carbon atom of R.sup.4 can be joined to R.sup.1 to form a polymethylene chain of from 4-7 carbon atoms, or when R.sup.4 is straight chain alkyl and R.sup.1 is hydrogen, the terminal carbon atom of R.sup.4 can be joined to the carbon atom bearing OR.sup.2 to form a polymethylene chain of from 3-6 carbon atoms.
Dependencies are inferred from the claim text.