Aminomethyl oxooxazolidinyl benzene derivatives useful as...

C - Chemistry – Metallurgy – 07 – D

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C07D 263/20 (2006.01) A61K 31/42 (2006.01) C07D 263/24 (2006.01) C07D 413/00 (2006.01) C07D 413/06 (2006.01)

Patent

CA 1260948

ABSTRACT OF THE DISCLOSURE AMINOMETHYL OXOOXAZOLIDINYL BENZENE DERIVATIVES USEFUL AS ANTIBACTERIAL AGENTS Disclosed is a compound, having antibacterial activity, of the following formula: Image (I) wherein, for the ?, and mixtures of the d and ? stereoisomers of the compound, A is halogen, alkynyl of 2-5 carbon atoms, Image R5 and R6 are independently H, alkyl of 1-4 carbon atoms or cycloalkyl of 3-8 carbon atoms; R7 is Image ; R8 is H or alkyl of 1-4 carbon atoms; R9 is H, alkyl of 1-4 carbon atoms or cycloaklyl of 3-8 carbon atoms; R16 and R17 are independently alkyl of 1-4 carbon atoms or taken together are -(CH2)m where m is 2 or 3; - 1 - R23 is H, alkyl of 1-4 carbon atoms optionally substituted with one or more halogens, or cycloalkyl of 3-8 carbon atoms; R23a is alkyl of 1-4 carbon atoms substituted with one or more halogens; Y is H, F, C1, Br or NO2, or can be taken together with A to form -O-(CH2)tO-where t is 1, 2 or 3; B is -NH2, Image or Image ; R12 is H, C1-C10 alkyl or C3-C8 cycloalkyl; R13 is H; C1-C4 alkyl optionally substituted with one or more halogen atoms; C2-C4 alkenyl; C3-C4 cycloalkyl; phenyl; -CH2OR15; -CH(OR16)OR17; -CH2S(O)vR14; Image ; -OR18; -SR14; -CH2N3; the aminoalkyl groups derived from .alpha.-amino acids selected from the group consisting of glycine, L-alanine, L-cysteine, L-proline, and D-alanine; -NR19R20; or C(NH2)R21R22; R14 is alkyl of 1-4 carbon atoms optionally substituted with one or more halogens; R15 is H, alkyl of 1-4 carbon atoms optionally substituted with one or more halogens; R18 is C1-C4 alkyl or C7-C11 aralkyl; R19 and R20 are independently H or C1-C2 alkyl; R21 and R22 are independently H, C1-C4 alkyl, C3-C6 cycloalkyl, phenyl or, taken together, are -(CH2) s-; u is 1 or 2; v is 0, 1 or 2; s is 2, 3,4 or 5; or a pharmaceutically suitable salt thereof; provided that: when A is F, then B is not NHCO2CH3. - 2 -

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