FIELD: biochemistry.
SUBSTANCE: invention relates to a boron-containing compound of formula (I) or a pharmaceutically acceptable salt or stereoisomer thereof: (I). In formula (I), L is a bond, -CR1R2-, >C=O, or =CR1-; M is a bond or -N (R4)-; m is 0 or 1; n is 0 or 1; with the proviso that when n is 0, then M is a bond; p equals 1 or 2; X1 is -OH; Z is >C=O; CycA is cyclobutane, cyclopentane or cyclohexane; Ra, Rb and Rc represent a hydrogen atom; each R1 and R2 is independently selected from the group consisting of a hydrogen atom, C1-C6-alkyl and -NR4R5, R3 is hydrogen atom; Rd is selected from the group consisting of a hydrogen atom and C1-C6 alkyl; each R4 and R5 is independently selected from the group consisting of a hydrogen atom, C1-C6-alkyl, 3-6-membered cycloalkyl, 3-6-membered heterocyclyl, 5-6-membered heteroaryl, C1-C6 alkyl(3-6-membered cycloalkyl) and C1-C6 alkyl(5-6 membered heteroaryl); or R4 and R5, taken together, form a 3-6 membered heterocycle with a nitrogen atom, to which they are attached; each R6 and R7 is independently selected from the group consisting of a hydrogen atom, C1-C6 alkyl, -OH, -SR10, -NR4R5, -NR4C(O)OR5, -C(O)OR5 and -NR4SO2R5; each R10 is independently C1-C6-alkyl; and each Y is independently selected from the group consisting of -OH, -NR4R5, -(CR6R7)vNR4R5, -NR4(CR6R7)vNR4R5, -N(R4)C(O)(CR6R7)vNR4R5, -(CR6R7)vN(R4)C(O)(CR6R7)vNR4R5, -NR5C(O)NR4(CR6R7)vNR4R5, -N(R4)C(=NR5)R6, -(CR6R7)vN(R4)C(=NR5)NR4R5, -NR4(CR6R7)vN(R4)C(=NR5)NR4R5, -NR4C(=NR5)NR4R5, -(CR6R7)vNR4(CR6R7)vNR4R5, -NR4(CR6R7)vR6, -NR4(CR6R7)vNR4(CR6R7)vNR4R5, -(3-6-membered heterocyclyl) NR4R5, -(3-6-membered heterocyclyl)N(R4)C(=NR5)NR4R5, -NR4(CR6R7)v(5-6 membered heteroaryl), -NR4(CR6R7)v-(3-6-membered heterocyclyl), -NR4(CR6R7)vNR5-(5-6-membered heteroaryl) and -NR4(CR6thR7th)v-(3-6-membered heterocyclyl)-C(=NR5)NR4R5; and v is 1, 2, or 3. Pharmaceutical composition and a method of treating a bacterial infection are also provided.
EFFECT: compound of formula (I) is used to treat a bacterial infection.
25 cl, 108 ex, 4 tbl, 38 outlines
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Authors
Dates
2018-05-22—Published
2013-12-05—Filed