Substituted oxazolidinone and their use as antibacterial medicine

• Main Authors: GUARNIERI, WALTER, BARTEL, STEPHAN, STOLLE, ANDREAS, ENDERMANN, RAINER, RUPPELT, MARTIN, KROLL, HEIN-PETER, HAEBICH, DIETER, RIEDL, BERND
• Format: Patent
• Language: English; French; German
• Published: 04.04.2001
• Edition: 7
• Subjects: ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAININGELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN,SULFUR, SELENIUM OR TELLURIUM; CHEMISTRY; HETEROCYCLIC COMPOUNDS; HUMAN NECESSITIES; HYGIENE; MEDICAL OR VETERINARY SCIENCE; METALLURGY; ORGANIC CHEMISTRY; PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES; SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS

Substituted oxazolidinone compounds of formula (I) and their salts are new. A = 6-membered aromatic heterocycle (containing at least one N and which is linked via C), a 6-membered, bi- or tricyclic aromatic heterocycle (containing at least one N and which is linked via C), beta -carbolin-3-yl, indolizinyl (linked via the 6-membered ring), or a 5-membered aromatic heterocycle (containing up to 3 N, O and/or S, which may also be fused to a benzene or naphthalene ring, and which is linked via C), all of these cyclic groups being optionally substituted by (a) 1-3 COOH, halo, CN, mercapto, CHO, pyridyl, phenyl, CF3, NO2, TO, T', TS or Ac, or (b) T or 2-6C alkenyl (themselves optionally substituted by phenyl); or a group of formula (i)-(iv): R -R = H, COOH, halo, CN, CHO, CF3, NO2, T or CONR R ; R , R = H, 1-4C alkyl or phenyl; R , R -R = H, 3-6C cycloalkylcarbonyl, 3-6C cycloalkyl, T', or 1-10C alkyl (optionally substituted by CN, CF3, halo, phenyl, OH, COOH, T', 6-10C aryl, 3-6C cycloalkyl, (CO)cNR R , R -NH-SO2-R , R R NSO2 or R S(O)d); c = 0 or 1; R -R = H, 1-4C alkyl or phenyl; or together with the nitrogen atom, these groups form a 5-6 membered saturated heterocycle which optionally contains a further N, O or S heteroatom, and which is optionally substituted on C or N by 1-3C alkyl or 1-3C acyl; R , R = H, 1-4C alkyl or phenyl; d = 0-2; R , R = 1-4C alkyl, benzyl, phenyl, tolyl, or 1-6C acyl (optionally substituted by CF3, CCl3 or OR ); R = H, T (optionally substituted by aryl containing up to 10C), or (CO)eNR R , NR -SO2R , R R NSO2 or R -S(O)f; e = 0 or 1; R -R = as R -R ; R , R = H, 1-4C alkyl or phenyl; f = 0-2; R , R = as R , R ; D = O or S(O)g; g = 0-2; E, L = O or S; G, M, T, Q = O, S or NR ; R = H or 1-5C alkyl; a, b = 1 or 2; R = C(=S)R , C(=NR )R , C(=O)-(CH2)hOR , CN, a group Q or C(R )=C(R )NO2: R = 1-7C alkyl, 3-6C cycloalkyl, phenyl or NR R ; R , R = H, 1-4C alkyl or phenyl; R = H, CN, 3-6C cycloalkyl, phenyl or 1-7C alkyl; R = H, 1-7C alkyl, phenyl, 3-6C cycloalkyl, or NR R ; R , R = H, 1-4C alkyl or phenyl; h = 1-4; R = T or benzyl; R , R = H or T; Q = a 5-7 membered, saturated, partially unsaturated, or unsaturated heterocycle, containing up to 3 heteroatoms (selected from N, O and/or S) and which is optionally substituted on C or N by benzyl, halo or 1-5C alkyl; T =1-6C alkyl; T' = 1-6C alkoxycarbonyl; and Ac = 1-6C acyl.