9-halogen-(Z) prostaglandin derivatives, process for their production and their use as pharmaceutical agents

US5891910A · kind A · utility

Assignee

• SCHERING CORPORATION · US

Inventors

• Bernd Buchmann · Hohen Neuendorf, DE
• Werner Skuballa · Berlin, DE
• Helmut Vorbrueggen · Berlin, DE
• Bernd Raduechel · Berlin, DE
• Olaf Loge
• Walter Elger · Berlin, DE
• Claus-Steffen Stuerzebecher · Berlin, DE
• Karl-Heinz Thierauch · Berlin, DE

Key dates

• Filing date: Jun 6, 1995
• Grant date: Apr 6, 1999
• Expiry date: Jun 6, 2015

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07C405/0025
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

The invention relates to 9-halogen-(Z) prostane derivatives of formula I ##STR1## in which ##STR2## Z represents the radicals Hal represents a chlorine or fluorine atom, PA1 R.sub.1 represents ##STR3## A represents a --CH.sub.2 --CH.sub.2 --, a trans--CH=CH or --C.ident.C, W represents a free or a functionally modified ##STR4## group, D and E together represent a direct bond or PA1 D represents a straight-chain alkylene group with 1-10 C atoms, a branched-chain alkylene group with 2-10 C atoms or an annular alkylene group with 3-10 C atoms, which optionally can be substituted by fluorine atoms, and PA1 E represents an oxygen or sulfur atom, a direct bond, a C.ident.C bond or a --CR.sub.6 =CR.sub.7 group, and R.sub.6 and R.sub.7 are different and mean a hydrogen atom, a chlorine atom or a C.sub.1 -C.sub.4 alkyl group, PA1 R.sub.4 represents a free or functionally modified hydroxy, PA1 R.sub.5 means a hydrogen atom, an alkyl, a halogen-substituted alkyl, a cycloalkyl or an optionally substituted aryl or a heterocyclic group.