New derivatives of 5-carboxy-oxadiacino-quinolone9-substituted, its preparation and its applications as antibacterial agents

摘要

The compounds of formula (I): ** Formula ** in which: R1 and R2 form a 5- or 6-membered carbon cycle optionally substituted by a Ra group and / or by two Rb and R'b groups attached thereto carbon atom, Ra represents a hydrogen, halogen, linear or branched (C1-C6) alkyl, cycloalkyl (C3-C6), aryl (C6-C10), aralkyl (C7-C12), OH, (C1-C6) alkoxy linear or branched, aryl O- (C6-C10), aralkyl O- (C7-C12) or NRR '; R and R 'together represent a carbon chain (C3-C6) possibly interrupted by a heteroatom selected from N, O and S and optionally substituted by 1 or 2 linear or branched (C1-C6) alkyls; or R and R ', identical or different, represent hydrogen, linear or branched (C1-C6) alkyl, (C3-C6) cycloalkyl; or R represents hydrogen and R 'represents a 5- or 6-membered heterocycle containing 1 to 3 heteroatoms selected from N, O and S, optionally substituted by 1 or 2 linear or branched (C1-C6) alkyls; Rb and R'b, identical or different, represent hydrogen, linear or branched (C1-C6) alkyl, cycloalkyl (C3-C6), aryl (C6-C10) or aralkyl (C7-C12); or Rb and R'b form a carbonyl; or R1 represents a CO-R'1 radical, in which R'1 represents a 5- or 6-membered aromatic heterocycle containing from 1 to 3 heteroatoms selected from N, O and S, optionally substituted by 1 or 2 alkyls ( C1-C6) linear or branched, and R2 represents hydrogen; or R1 represents a radical of the formula: in which Rc represents a linear or branched (C1-C6) alkyl, optionally substituted by a member of the group consisting of COOH, COORf, NH2, linear or branched NH- (C1-C6) alkyl , linear or branched N- (C1-C6) dialkyl and linear or branched NH-CO (C1-C6) alkyl, Rf represents a linear or branched (C1-C6) alkyl, Rd represents hydrogen or CO- (C1-C6) alkyl ) linear or branched and Re represents hydrogen, or Rc and Re form a pyrrolidine ring and Rd is defined as above, and R2 represents hydrogen; or R1 represents a radical of the formula: in which R "1 represents a linear or branched (C1-C6) alkyl substituted by COOH, COORf, Rg or CORg, Rf is defined as above, Rg represents a morpholino, thiomorpholino or piperazino group possibly substituted by a linear or branched (C1-C6) alkyl, or Rg represents phenyl optionally substituted by 1 to 3 members of the group consisting of halogen, CF3, linear or branched (C1-C6) alkyl and (C1-C6) alkoxy linear or branched, or Rg represents a 5- or 6-membered heterocycle containing 1 to 3 heteroatoms selected from N, O and S, optionally substituted by 1 or 2 linear or branched (C1-C6) alkyls, and R2 represents hydrogen ; R3 represents hydrogen, - (CH2) m-NRR ', - (CH2) m-OR, linear or branched (C1-C6) alkyl, (C3-C6) cycloalkyl, or R3 represents aryl (C6-C10) or aralkyl (C7-C12) or a 5- or 6-membered heterocycle containing 1 to 3 heteroatoms selected from N, O and S, all being pos possibly substituted by halogen, CF3, linear or branched (C1-C6) alkyl and linear or branched (C1-C6) alkoxy, m is 0, 1 or 2 and R and R 'are defined as above and R'3 represents hydrogen, or R3 and R'3 represent linear or branched (C1-C6) alkyl or form a spiro-ring (C3-C6); R4 and R'4, identical or different, represent hydrogen or a linear or branched (C1-C6) alkyl optionally substituted by 1 to 3 halogens, or R4 represents a linear or branched (C1-C6) alkoxycarbonyl group and R'4 represents hydrogen; R5 represents a methyl optionally substituted by one to three halogens; R6 represents hydrogen, a linear or branched (C1-C6) alkyl or a (C7-C12) aralkyl; R7 represents hydrogen, fluorine, NO2, CF3 or CN; in the form of mixtures of enantiomers or a single enantiomer, as well as their addiction salts with mineral and organic acids and their salts with mineral or organic bases.