20-alkyl-7-oxoprostacyclin derivatives useful as pharmaceuticals

US5190973A · kind A · utility

Assignee

• SCHERING CORPORATION · US

Inventors

• Robert Nickolson
• Helmut Vorbrueggen · Berlin, DE
• Claus-Steffen Stuerzebecher · Berlin, DE
• Martin Haberey · Berlin, DE

Key dates

• Filing date: Oct 19, 1990
• Grant date: Mar 2, 1993
• Expiry date: Oct 19, 2010

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D307/937
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

The invention concerns 20-alkyl-7-oxoprostacyclin derivatives of general Formula I ##STR1## wherein R.sub.1 is the residue OR.sub.3 where R.sub.3 means hydrogen or alkyl of 1-10 carbon atoms optionally substituted by halogen, phenyl, C.sub.1 -C.sub.4 -alkoxy or C.sub.1 -C.sub.4 -dialkylamino; cycloalkyl, aryl or a heterocyclic residue, or the residue NHR.sub.4 where R.sub.4 means hydrogen or an alkanoyl or alkanesulfonyl residue of respectively 1-10 carbon atoms, PA0 n is 1 or 2, PA0 A is a CH.sub.2 --CH.sub.2 --, cis--CH.dbd.CH-- or trans--CH.dbd.CH--group, PA0 W is a ##STR2## or a ##STR3## wherein the OH-group can respectively be esterified with a benzoyl or alkanoic acid residue of 1-4 carbon atoms, or etherified with a tetrahydropyranol, tetrahydrofuranyl, alkoxyalkyl or trialkylsilyl residue, wherein the free or esterified OH-group can be in the .alpha.- or .beta.-position, PA0 R.sub.2 is a straight-chain or branched-chain alkyl group of 1-6 carbon atoms, PA0 R.sub.5 is a hydroxy group which can be esterified with an alkanoic acid residue of 1-4 carbon atoms or etherified with a tetrahydropyranyl, tetrahydrofuranyl, alkoxyalkyl or trialkylsilyl residue, PA0 R.sub.6 and R.sub.7…