Pharmaceutically active 9-chloroprostaglandins

US4444788A · kind A · utility

Assignee

• SCHERING CORPORATION · US

Inventors

• Werner Skuballa · Berlin, DE
• Bernd Raduechel · Berlin, DE
• Helmut Vorbrueggen · Berlin, DE
• Walter Elger · Berlin, DE
• Olaf Loge
• Ekkehard Schillinger · Berlin, DE

Key dates

• Filing date: Jun 10, 1982
• Grant date: Apr 24, 1984
• Expiry date: Jun 10, 2002

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07C405/0041
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Compounds of the formula ##STR1## wherein the 9-chlorine atom can be in the .alpha.- or .beta.-position, PA1 R.sub.1 is OR.sub.2, or NHR.sub.3 wherein R.sub.3 is H or the acyl group of PA1 a C.sub.1-15 hydrocarbon carboxylic or sulfonic acid; PA1 A is --CH.sub.2 --CH.sub.2 -- or cis--CH.dbd.CH--, PA1 B is --CH.sub.2 --CH.sub.2 --,trans--CH.dbd.CH--, or --C.tbd.C--, ##STR2## wherein the OH-group in each case can be in the .alpha.- or .beta.-position, and can be etherified or esterified by tetrahydropyranyl, tetrahydrofuranyl, .alpha.-ethoxyethyl, trimethylsilyl dimethyl, tert-butylsilyl, tribenzylsilyl, acetyl, propionyl, butyryl or benzoyl; PA1 D and E together represent a direct bond or PA1 D is a straight-chain or branched alkylene group of 1-10 carbon atoms, optionally substituted by fluorine, and PA1 E is oxygen or sulfur or a direct bond, and PA1 R.sub.4 is hydroxy or hydroxy etherified or esterified as defined for W above; PA1 R.sub.5 is a C.sub.1-10 hydrocarbon aliphatic group; a C.sub.1-10 hydrocarbon, aliphatic group substituted by aryl, a substituted aryl as defined for R.sub.2 above, or halogen; or cycloalkyl, substituted cycloalkyl, aryl, substituted aryl or aromatic he…