Possibly substituted 8-cyano-1-cyclopropyl-7-(2,8-diazabicyclo-[4.3. 0]-nonan-8-yl)-6-fluoro-1,4-dihydro-4-oxo-3-quinolin carboxylic acids and their derivatives

US6323213A · kind A · utility

Assignee

• BAYER HEALTHCARE LLC · DE

Inventors

• Stefan Bartel · Bensberg, DE
• Thomas Jaetsch · Cologne, DE
• Thomas Himmler · Odenthal, DE
• Hans-Georg Rast · Odenthal, DE
• Werner Hallenbach · Nordhorn, DE
• Ernst Heinen
• Franz Pirro · Langenfeld, DE
• Martin Scheer · Wuppertal, DE
• Michael Stegemann · Lenexa, US
• Hans-Peter Stupp · Leverkusen, DE
• Heinz-Georg Wetzstein · Leverkusen, DE

Key dates

• Filing date: Aug 13, 1998
• Grant date: Nov 27, 2001
• Expiry date: Aug 13, 2018

Classification

• Technology area (CPC A): Human Necessities
• CPC primary: A61P33/10
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

The present invention relates to novel optionally substituted 8-cyano-1-cyclo-propyl-7-(2,8-diazabicyclo[4.3. 0]nonan-8-yl)-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acids and their derivatives, of the general formula (I) ##STR1## in which PA1 R.sup.1 represents hydrogen, C.sub.1 -C.sub.4 -alkyl which is optionally substituted by hydroxyl, methoxy, amino, methylamino or dimethylamino, or (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl, PA1 R.sup.2 represents hydrogen, benzyl, C.sub.1 -C.sub.3 -alkyl, (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl, radicals having the structures --CH.dbd.CH--COOR.sup.3, --CH.sub.2 CH.sub.2 COOR.sup.3, --CH.sub.2 CH.sub.2 CN, --CH.sub.2 CH.sub.2 COCH.sub.3 or --CH.sub.2 COCH.sub.3, in which R.sup.3 represents methyl or ethyl, or a radical of the general structure R.sup.4 --(NH--CHR.sup.5 --CO).sub.n --, in which R.sup.4 represents hydrogen, C.sub.1 -C.sub.3 -alkyl or the radical --COO-tert-butyl, R.sup.5 represents hydrogen, C.sub.1 -C.sub.4 -alkyl, hydroxyalkyl, aminoalkyl, thioalkyl, carboxyalkyl or benzyl and n is 1 or 2, and PA1 Y is oxygen or sulfur, the process for their preparation and their use in antibacterial compositions.