7-azaisoindolinyl-quinolone-carboxylic acid derivatives
AssigneeBayer Aktiengesellschaft
InventorsUwe Petersen, Andreas Krebs, Thomas Schenke, Klaus Grohe, Klaus-Dieter Bremm, Rainer Endermann, Karl-Georg Metzger, Hans-Joachim Zeiler
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Abstract
The invention relates to new quinolonecarboxylic acid derivatives which are substituted in the 7-position by an optionally partially hydrogenated azaisoindolinyl ring, to processes for their preparation, and to antibacterial agents and feed additives containing them.
Claims10
Quinolone- carboxylic acid derivatives of the formula (I) ##STR83## in which X.sup.1 represents halogen,
- X.sup.2 represents hydrogen, amino, alkylamino having 1 to 4 carbon atoms, dialkylamino having 1 to 3 carbon atoms per alkyl group, hydroxyl, alkoxy having 1 to 4 carbon atoms, mercapto, alkylthio having 1 to 4 carbon atoms, arylthio, halogen or methyl,
- R.sup.1 represents alkyl having 1 to 4 carbon atoms, alkenyl having 2 to 4 carbon atoms, cycloalkyl having 3 to 6 carbon atoms, 2-hydroxyethyl, 2-fluoroethyl, methoxy, amino, methylamino, ethylamino, dimethylamino, or phenyl which is optionally substituted by 1 or 2 fluorine atoms,
- R.sup.2 represents hydrogen, or represents alkyl which has 1 to 4 carbon atoms and which is optionally substituted by hydroxyl, methoxy, amino, methylamino or dimethylamino, or represents (5-methyl-2-oxo-1,3-dioxol-4-yl)-methyl,
- Z represents a radical of the structure ##STR84## where R.sup.3 represents hydrogen, optionally hydroxyl-substituted C.sub.1 -C.sub.3 -alkyl, alkoxycarbonyl having 1 to 4 C atoms in the alkoxy moiety or C.sub.1 -C.sub.3 -acyl,
- R.sup.4 represents hydrogen, hydroxyl, ##STR85## hydroxymethyl or ##STR86## where R.sup.6 represents hydrogen or methyl, R.sup.5 represents hydrogen, C.sub.1 -C.sub.3 -alkyl or cyclopropyl and
- A represents C--R.sup.7 where
- R.sup.7 represents H, halogen, methyl, hydroxyl or methoxy, with the proviso that A cannot be CH or CF when
- Z represents ##STR87## and their pharmaceutically usable hydrates and acid addition salts and alkali metal salts, alkaline earth metal salts, silver salts and guanidinium salts.
A compound selected from the group consisting of 2-(N-ethoxycarbonyl-N-propargylaminomethyl)-pyrimidine, ethyl 5,7-dihydro-6H-pyrrolo[3,4-b]pyridine-6-carboxylate, (N-ethoxycarbonyl-N-propargylaminomethyl)-pyrazine, 5,7-dihydro-6H-pyrrolo[3,4-b]-pyridine and 2,3-dihydro-1H-pyrrolo[3,4-b]pyrazine.
Dependencies are inferred from the claim text.