Heterocyclic prostaglandin type compounds, medicaments containing them and processes for the preparation and use of these heterocyclic compounds and medicaments

US4372971A · kind A · utility

Assignee

• Gruenenthal GmbH · DE

Inventors

• Ulrich Seipp · Aachen, DE
• Werner Vollenberg · Stolberg, DE
• Bernd Mueller · Ludwigshafen, DE
• Gudrun E. Michel · Aachen, DE

Key dates

• Filing date: Aug 6, 1981
• Grant date: Feb 8, 1983
• Expiry date: Aug 6, 2001

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07F9/5456
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Disclosed are new heterocyclic compounds, medicaments containing them (for oral or parenteral administration) and processes for the preparation and use of these heterocyclic compounds and medicaments. The new compounds which particularly act as inhibitors of blood platelet aggregation and as blood pressure lowering agents correspond to the general formula ##STR1## wherein R.sup.1 is hydrogen, a cation or the residue of an alcohol, R.sup.2 represents hydrogen or methyl, A is a member of the group consisting of the radicals --CH.sub.2 --CH.sub.2 --, (trans)--CH.dbd.CH-- and --C.tbd.C--, and wherein B represents an alkyl or a cycloalkyl radical. In these compounds the phenyl radical may be arranged with respect to the double bond in the E- and/or in the Z-configuration and at the carbon atom bearing the group R.sup.2 (and others) may exist RS- or S-configuration. The compounds of formula I are prepared in a manner known per se starting from derivatives of 3.alpha.,5.alpha.-dihydroxycyclopentane-1.alpha.-acetaldehyde .gamma.-lactol substituted accordingly and phosphonium salts of the formula ##STR2## wherein R.sup.6 represents hydrogen or alkyl and wherein Hal is chlorine, bromine or i…