Aryl- and hetaryl-sulfonamide derivatives, their preparation and their use as endothelin antagonists

US6133442A · kind A · utility

Assignee

• Hoffmann-La Roche Inc. · US

Inventors

• Volker Breu · Schliengen, DE
• Kaspar Burri · Binningen, CH
• Jean-Marie Cassal · Mulhouse, FR
• Martine Clozel · Binningen, CH
• Georges Hirth · Colmar, FR
• Bernd-Michael Loffler · Oberrimsingen, DE
• Marcel Muller · Frenkendorf, CH
• Werner Neidhart · Hagenthal-le-Bas, FR
• Henri Ramuz · Birsfelden, CH

Key dates

• Filing date: Mar 5, 1999
• Grant date: Oct 17, 2000
• Expiry date: Mar 5, 2019

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D295/192
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

Compounds of formula I ##STR1## wherein R.sup.1 signifies phenyl, substituted phenyl or heterocyclyl; PA1 R.sup.2 signifies phenyl or substituted phenyl; PA1 R.sup.3 signifies hydrogen, lower-alkyl, cyano, carboxy, esterified carboxy, phenyl, substituted phenyl, heterocyclyl or a residue --CONR.sup.5 R.sup.6 or --NR.sup.5 COR.sup.7 ; PA1 R.sup.4 signifies hydrogen or lower-alkyl; PA1 R.sup.5 signifies hydrogen or a residue R.sup.7, and PA1 R.sup.6 signifies --(CH.sub.2).sub.m R.sup.7 ; or PA1 R.sup.5 and R.sup.6 together with the N atom associated with them signify a heterocyclic residue; PA1 R.sup.7 signifies phenyl, substituted phenyl, cycloalkyl, heterocyclyl, lower-alkyl, cyano-lower-alkyl, hydroxy-lower-alkyl, di-lower-alkylamino-lower-alkyl, carboxy-lower-alkyl, lower-alkoxycarbonyl-lower-alkyl, lower-alkoxycarbonylamino-lower-alkyl or phenyl-lower-alkoxycarbonyl; PA1 R.sup.a signifies hydrogen, lower-alkyl or hydroxy; PA1 R.sup.b signifies hydrogen or lower-alkyl; PA1 Z signifies hydroxy, amino or a residue --OR.sup.8, --OC(O)NHR.sup.8, --OC(O)OR.sup.8, --NHC(O)NHR.sup.8 or --NHC(O)OR.sup.8 ; PA1 R.sup.8 signifies heterocyclyl, phenyl, substituted phenyl or lower-alkyl; PA1 …