Substituted oxazolidinones
AssigneeBayer Aktiengesellschaft
InventorsBernd Riedl, Dieter Habich, Andreas Stolle, Martin Ruppelt, Stephan Bartel, Walter Guarnieri, Rainer Endermann, Hein-Peter Kroll
Life of this patent
Estimating the term…
Abstract
The present invention relates to new substituted oxazolidinones of the general formula (1) ##STR1## in which the substituents have the meaning indicated in the description, processes for their preparation and their use as medicaments, in particular as antibacterial medicaments.
Claims9
Substituted oxazolidinones of the general formula (1) ##STR192## in which A represents a 5-membered aromatic heterocycle bonded directly via a carbon atom and having up to 3 heteroatoms from the series S, N and/or O, which can additionally have a fused benzene or naphthyl ring, or represents a 6-membered, aromatic heterocycle bonded directly via a carbon atom and having at least one nitrogen atom, or represents an in each case 6-membered, bi- or tricyclic aromatic radical bonded directly via a carbon atom and having at least one nitrogen-containing ring, or represents .beta.-carbolin-3-yl or indolizinyl bonded directly via the 6-membered ring, the cyclic systems optionally in each case being substituted up to 3 times in an identical or different manner by carboxyl, halogen, cyano, mercapto, formyl, phenyl, trifluoromethyl, nitro, straight-chain or branched alkoxy, alkoxycarbonyl, alkylthio or acyl each having up to 6 carbon atoms or by straight-chain or branched alkyl or alkenyl each having up to 6 carbon atoms, which for their part can be substituted by phenyl, and/or being substituted by pyridyl, which for its part can be substituted by straight-chain alkyl or alkoxy each having up to 6 carbon atoms or represents a radical of the formula ##STR193## in which R.sup.3, R.sup.4, R.sup.5, R.sup.6 and R.sup.7 are identical or different and denote hydrogen or carboxyl, halogen, cyano, formyl, trifluoromethyl, nitro, straight-chain or branched alkyl having up to 6 carbon atoms or a group of the formula --CO--NR.sup.13 R.sup.14, in which
- R.sup.13 and R.sup.14 are identical or different and denote hydrogen, straight-chain or branched alkyl having up to 4 carbon atoms or phenyl,
- R.sup.2, R.sup.9, R.sup.10, R.sup.11 and R.sup.12 are identical or different and denote hydrogen, cycloalkylcarbonyl or cycloalkyl each having 3 to 6 carbon atoms, or straight-chain or branched alkoxycarbonyl or alkylthio each having up to 6 carbon atoms, or denote straight-chain or branched alkyl having up to 10 carbon atoms, which is optionally substituted by cyano, trifluoromethyl, halogen, phenyl, hydroxyl, carboxyl, straight-chain or branched alkoxycarbonyl having up to 6 carbon atoms, aryl having 6 to 10 carbon atoms, cycloalkyl having 3 to 6 carbon atoms and/or by a group of the formula --(CO).sub.e ---NR.sup.15 R.sup.16, R.sup.17 --N--SO.sub.2 --R.sup.18, R.sup.19 R.sup.20 --N--SO.sub.2 -- or R.sup.21 --S(O).sub.d, in which
- c denotes a number 0 or 1,
- R.sup.15, R.sup.16 and R.sup.17 have the meaning of R.sup.13 and R.sup.14 indicated above and are identical to or different from this, or together with the nitrogen atom form a 5- to 6-membered, saturated heterocycle optionally having a further heteroatom from the series N, S and/or 0, which for its part can be optionally substituted, also on a further nitrogen atom, by straight-chain or branched alkyl or acyl having up to 3 carbon atoms,
- R.sup.19 and R.sup.20 have the meaning of R.sup.13 and R.sup.14 indicated above and are identical to or different from this,
- d denotes a number 0, 1 or 2,
- R.sup.18 and R.sup.21 are identical or different and denote straight-chain or branched alkyl having up to 4 carbon atoms, benzyl, phenyl or tolyl, or denote straight-chain or branched acyl having up to 6 carbon atoms, which is optionally substituted by trifluoromethyl, trichloromethyl or by a group of the formula --OR.sup.22, in which
- R.sup.22 denotes hydrogen or straight-chain or branched alkyl having up to 6 carbon atoms, which is optionally substituted by aryl having up to 10 carbon atoms, or
- denotes a group of the formula --(CO).sub.e ----NR.sup.23 R.sup.24, --NR.sup.25 --SO.sub.2 R.sup.26, R.sup.27 R.sup.28 --NSO.sub.2 -- or R.sup.29 --S(O).sub.f, in which
- e has the meaning of c indicated above and is identical to or different from this,
- R.sup.23 and R.sup.24 and R.sup.25 each have the meaning of R.sup.15, R.sup.16 and R.sup.17 indicated above and are identical to or different from this,
- R.sup.27 and R.sup.28 have the meaning of R.sup.13 and R.sup.14 indicated above and are identical to or different from this,
- f has the meaning of d indicated above and is identical to or different from this,
- R.sup.26 and R.sup.29 have the meaning of R.sup.18 and R.sup.21 in each case indicated above and are identical to or different from this,
- D denotes an oxygen atom or a radical of the formula --S(O).sub.g, in which
- g denotes a number 0, 1 or 2,
- E and L are identical or different and denote an oxygen or a sulphur atom,
- G, M, T and Q are identical or different and denote an oxygen or a sulphur atom, or a group of the formula --NR.sup.30, in which
- R.sup.30 denotes hydrogen or straight-chain or branched alkyl having up to 5 carbon atoms,
- a and b are identical or different and denote a number 1 or 2,
- R.sup.1 represents a radical of the formula ##STR194## in which R.sup.31 denotes straight-chain or branched alkyl having up to 7 carbon atoms, cycloalkyl having 3 to 6 carbon atoms, phenyl or a group of the formula --NR.sup.38 R.sup.39, in which
- R.sup.38 and R.sup.39 have the meaning of R.sup.13 and R.sup.14 indicated above and are identical to or different from this,
- R.sup.32 denotes hydrogen, cyano, cycloalkyl having 3 to 6 carbon atoms, phenyl or straight-chain or branched alkyl having up to 7 carbon atoms,
- R.sup.33 denotes hydrogen, straight-chain or branched alkyl having up to 7 carbon atoms, phenyl, cycloalkyl having 3 to 6 carbon atoms or a group of the formula --NR.sup.40 R.sup.41, in which
- R.sup.40 and R.sup.41 have the meaning of R.sup.13 and R.sup.14 indicated above and are identical to or different from this,
- h denotes a number 1, 2, 3 or 4,
- R.sup.34 denotes hydrogen, straight-chain or branched alkyl having up to 6 carbon atoms or benzyl,
- R.sup.35 and R.sup.36 are identical or different and denote hydrogen or straight-chain or branched alkyl having up to 6 carbon atoms, or
- R.sup.1 represents cyano or a 5- to 7-membered, saturated, partially unsaturated or unsaturated heterocycle having up to 3 heteroatoms from the series S, N and/or O, which is optionally substituted, also via an N function, up to 2 times in an identical or different manner by benzyl, halogen or by straight-chain or branched alkyl having up to 5 carbon atoms,
- and their stereoisomers, stereoisomer mixtures and salts.
Dependencies are inferred from the claim text.