13-Thia-prostacycline derivatives
US4425358A · kind A · utility
Assignee
Inventors
Key dates
| Filing date | Apr 21, 1982 |
| Grant date | Jan 10, 1984 |
| Priority date | — |
| Expiry date | Apr 21, 2002 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07D407/12
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
The invention relates to new optically active or racemic 13-thia-prostacycline derivatives of the Formula I ##STR1## wherein R.sup.1 is hydrogen, a pharmaceutically acceptable cation or a straight or branched chain alkyl group having 1-5 carbon atoms; PA0 R.sup.2 is straight or branched chain alkyl having 4-9 carbon atoms or monosubstituted phenoxymethyl; PA0 --A--B-- is --CH.sub.2 --CH.sub.2 --, --CH.dbd.CH-- of Z-- or E-- configuration or --C.tbd.C--; PA0 one of the symbols X and Y is hydrogen, methyl or ethyl and the other is hydroxy, tetrahydropyranyoxy, 1-ethoxy-ethoxy or trialkylsilyloxy; or PA0 X and Y together form a --O--CH.sub.2 --CH.sub.2 --O-- group; PA0 Z is a sulfur atom or a --SO-- group. The compounds of the Formula I can be prepared by reacting a 13-thia-prostaglandine of the Formula III ##STR2## if desired after oxidation into the corresponding 13-oxide derivative--with a halogenating agent; and treating the 5-halogeno-13-thia-prostacycline of the Formula II ##STR3## thus obtained wherein E is halogen with an organic or inorganic base; and thereafter if desired removing the protecting groups X and/or Y and if desired converting a compound of the Formula I obtained…
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.