Oxazolidinone derivatives

US5574055A · kind A · utility

Assignee

• Hoffmann-La Roche Inc. · US

Inventors

• Janos Borgulya · Basel, CH
• Hans Bruderer · Benken, CH
• Roland Jakob-Roetne · Inzlingen, DE
• Stephan R over · Inzlingen, DE

Key dates

• Filing date: Dec 2, 1994
• Grant date: Nov 12, 1996
• Expiry date: Dec 2, 2014

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D413/14
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

The present invention relates to compounds of the formula: ##STR1## wherein R is H or alkyl; PA1 Y.sup.1 is --CH.dbd. or --N.dbd.; and PA1 Y.sup.2 --CH.dbd., --C(OH).dbd., --C(NO.sub.2).dbd., --C(NH.sub.2).dbd., --C(Hal).dbd., --N.dbd.; PA1 X is cycloalkenyl; bicyclo[2.2.1]hept-2-yl, optionally substituted by phenyl-2-oxo-5 -methoxymethyl-oxazolidinyl; bicyclo[2.2.1]-hept-5 -en-2-yl; adamantyl; or cycloalkyl or piperidinyl, optionally substituted by amino, alkyl, --CN, oxo hydroxyimino, ethylenedioxy PA1 or by --OR.sup.1, PA1 R.sup.1 is --CH(C.sub.6 H.sub.5).sub.2, --(CH.sub.2).sub.n C.sub.6 H.sub.5, alkyl, H, --(CH.sub.2).sub.n NHCOCH.sub.3, --(CH.sub.2).sub.n NH.sub.2, --(CH.sub.2).sub.n CN, --(CH.sub.2).sub.n SCH.sub.3 --(CH.sub.2).sub.n SO.sub.2 CH.sub.3, --CO-lower-alkyl, --COC.sub.6 H.sub.5, optionally substituted by oxazolidine; PA1 or by .dbd.CR.sup.2 R.sup.3, PA1 R.sup.2 is alkyl PA1 R.sup.3 is H, --CN, alkyl, phenyl or COO-alkyl; PA1 or by --(CH.sub.2).sub.n R.sup.4 PA1 R.sup.4 is --CN, amino, --NHCOCH.sub.3, --COC.sub.6 H.sub.5 Hal, phenyl or hydroxy; PA1 or by --COR.sup.5, PA1 R.sup.5 is alkyl, --CH.dbd.CH--C.sub.6 H.sub.5, --C.sub.6 H.sub.5, --C.sub.6 H.sub.5 CF.sub.3 …