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

US6225347A · 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: Sep 27, 1994
• Grant date: May 1, 2001
• Expiry date: Sep 27, 2014

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## PA0 Z represents the radicals PA0 Hal represents a chlorine or fluorine atom in the alpha or beta position, PA0 R.sub.1 represents the radical ##STR3## with R.sub.2 meaning a hydrogen atom, an alkyl, cycloalkyl, aryl or heterocyclic radical or R.sub.1 represents the radical ##STR4## with R.sub.3 meaning an acid radical or the radical R.sub.2 and PA0 A represents a --CH.sub.2 --CH.sub.2 --, a trans-CH.dbd.CH or --C.tbd.C group, PA0 W represents a free or a functionally modified ##STR5## group, and the respective OH groups can be in the alpha or beta position, PA0 D and E together represent a direct bond or PA0 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 PA0 E represents an oxygen or sulfur atom, a direct bond, a C.tbd.C bond or a --CR.sub.6.dbd.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, PA0 R.sub.4 resents a free or function…