AR082633A1 - TETRACICLINE ANALOGS - Google Patents

TETRACICLINE ANALOGS

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Publication number
AR082633A1
AR082633A1 ARP110102925A ARP110102925A AR082633A1 AR 082633 A1 AR082633 A1 AR 082633A1 AR P110102925 A ARP110102925 A AR P110102925A AR P110102925 A ARP110102925 A AR P110102925A AR 082633 A1 AR082633 A1 AR 082633A1
Authority
AR
Argentina
Prior art keywords
alkyl
carbocyclyl
alkylene
heterocyclyl
fluoroalkyl
Prior art date
Application number
ARP110102925A
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Spanish (es)
Original Assignee
Tetraphase Pharmaceuticals Inc
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Publication date
Application filed by Tetraphase Pharmaceuticals Inc filed Critical Tetraphase Pharmaceuticals Inc
Publication of AR082633A1 publication Critical patent/AR082633A1/en

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    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/36—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/60—1,4-Diazines; Hydrogenated 1,4-diazines
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/84—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms six-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,4
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04—Antibacterial agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04—Antibacterial agents
    • A61P31/06—Antibacterial agents for tuberculosis
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D205/00—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom
    • C07D205/02—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
    • C07D205/04—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D207/08—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon radicals, substituted by hetero atoms, attached to ring carbon atoms
    • C07D207/09—Radicals substituted by nitrogen atoms, not forming part of a nitro radical
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/12—Oxygen or sulfur atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D207/20—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/52—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring condensed with a ring other than six-membered
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
    • C07D211/18—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D211/26—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D211/38—Halogen atoms or nitro radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/72—Nitrogen atoms
    • C07D213/73—Unsubstituted amino or imino radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
    • C07D223/02—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom not condensed with other rings
    • C07D223/04—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom not condensed with other rings with only hydrogen atoms, halogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/64—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms, e.g. histidine
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
    • C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
    • C07D241/04—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
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    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D261/00—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
    • C07D261/20—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings condensed with carbocyclic rings or ring systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D265/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one oxygen atom as the only ring hetero atoms
    • C07D265/28—1,4-Oxazines; Hydrogenated 1,4-oxazines
    • C07D265/30—1,4-Oxazines; Hydrogenated 1,4-oxazines not condensed with other rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/08—Bridged systems

Abstract

También se describe una composición farmacéutica que comprende el compuesto de fórmula estructural (1) y su uso terapéutico, en infecciones bacterianas.Reivindicación 1: Un compuesto de fórmula (1), o una sal farmacéuticamente aceptable del mismo, donde X se selecciona entre hidrógeno, bromo, flúor, cloro, alquilo C1-6, -O-alquilo C1-6, carbociclilo C3-10, -O-carbociclilo C3-10, heterociclilo de 4 - 13 miembros, -O-heterociclilo de 4 - 13 miembros, S(O)m-R2, -CN, N(R2)(R3), -S(O)mN(R2)(R3), -C(O)-O-R2, -C(O)-N(R2)(R3) y -NH-C(O)-alquileno C1-6-N(R2)(R3), donde cada alquilo o alquileno en el grupo representado por X está opcionalmente sustituido con uno o más flúor; y cada carbociclilo o heterociclilo en el grupo representado por X está opcionalmente sustituido con uno o más sustituyentes seleccionados independientemente entre flúor, cloro, =O, -OH, fluoroalquilo C1-4, alquilo C1-4, -O-alquilo C1-4, -O-fluoroalquilo C1-4, -NH2, -NH(alquilo C1-4) o -N(alquilo C1-4)2, carbociclilo C3-10 o un heterociclilo de 4 - 13 miembros; el anillo E se selecciona entre carbociclilo C3-10 y un heterociclilo de (4 - 13 miembros); W se selecciona entre C(R6), C(R6)2, N y N(R7); Q se selecciona entre C(R6), C(R6)2, N, N(R7), O y S; Y se selecciona entre hidrógeno, flúor, bromo, -CN, -[C(R1a)(R1b)]n-N(R2)(R3), -N(R4)(R5), NO2, -NH-C(O)-alquileno C1-4-N(R4)(R5), alquilo C1-6, -NH-C(O)-alquilo C1-6, -NH-S(O)m-alquilo C1-6, -NH-S(O)m-carbociclilo C3-10, -NH-S(O)m-heterociclilo de 4 - 13 miembros; cada R1a y R1b se selecciona independientemente entre hidrógeno, alquilo C1-4 y carbociclilo C3-10; R2 se selecciona entre hidrógeno, alquilo C1-12, -alquileno C0-6-carbociclilo C3-10 y -alquileno C0-6-heterociclilo de 4 - 13 miembros; R3 se selecciona entre hidrógeno, alquilo C1-8, -alquileno C0-6-carbociclilo C3-10, -alquileno C0-6-heterociclilo de 4 - 13 miembros, -C(O)-alquilo C1-6, -alquileno C0-6-C(O)N(R4)(R5), -C(O)-alquileno C1-6-N(R4)(R5), -alquileno C2-6-N(R4)(R5), -S(O)m-alquilo C1-6, -S(O)m-carbociclilo C3-10 y -S(O)m-heterociclilo de 4 - 13 miembros, donde: cada alquilo, carbociclilo, alquileno o heterociclilo en el grupo representado por R2 o R3 está opcional e independientemente sustituido con uno o más sustituyentes seleccionados independientemente entre flúor, cloro, -OH, -O-alquilo C1-4, alquilo C1-4, alquilo C1-4 sustituido con flúor, -N(R4)(R5), carbociclilo C3-10 o un heterociclilo de 4 - 13 miembros; o R2 y R3 tomados junto con el átomo de nitrógeno al que están unidos forman un anillo heterocíclico monocíclico de 4 - 7 miembros, o un anillo heterocíclico, bicíclico, espirocíclico o puenteado, donde el anillo heterocíclico monocíclico de 4 - 7 miembros, o el anillo heterocíclico, bicíclico, espirocíclico o puenteado, de 6 - 13 miembros, comprende opcionalmente de 1 a 4 heteroátomos adicionales seleccionados independientemente entre N, S y O; el anillo heterocíclico monocíclico de 4 - 7 miembros, o el anillo heterocíclico, bicíclico, espirocíclico o puenteado, de 6 - 13 miembros, está opcionalmente sustituido con uno o más sustituyentes seleccionados independientemente entre carbociclilo C3-10, heterociclilo de 4 - 13 miembros, flúor, cloro, -OH, -fluoroalquilo C1-4, -alquilo C1-4, -O-carbociclilo C3-10, -O-heterociclilo de 4 - 13 miembros, -alquileno C0-4-O-alquilo C1-4, -alquileno C0-4-O-fluoroalquilo C1-4, =O, -C(O)-alquilo C1-4, -C(O)N(R4)(R5), -N(R4)-C(O)-alquilo C1-4 y -alquileno C0-4-N(R4)(R5), y cada sustituyente carbociclilo o heterociclilo está opcionalmente sustituido con flúor, cloro, -OH, =O, fluoroalquilo C1-4, alquilo C1-4, -O-alquilo C1-4, -O-fluoroalquilo C1-4, -NH2, -NH(alquilo C1-4) o -N(alquilo C1-4)2; cada uno de R4 y R5 se selecciona independientemente entre hidrógeno y alquilo C1-4; o R4 y R5 tomados junto con el átomo de nitrógeno al que están unidos forman un anillo heterocíclico de 4 - 7 miembros que comprende opcionalmente un heteroátomo adicional seleccionado entre N, S y O, donde el anillo heterocíclico de 4 - 7 miembros está opcionalmente sustituido con flúor, cloro, -OH, =O, alquilo C1-4 sustituido con flúor, -alquilo C1-4 o -alquileno C1-4-O-alquilo C1-4, y está opcionalmente condensado con fenilo; cada R6 se selecciona independientemente entre hidrógeno, carbociclilo C3-10, heterociclilo de 4 - 13 miembros, flúor, cloro, -OH, fluoroalquilo C1-4, alquilo C1-4, -O-carbociclilo C3-10, -O-heterociclilo de 4 - 13 miembros, -alquil C0-4-O-alquilo C1-4, -alquil C0-4-O-fluoroalquilo C1-4, -C(O)-alquilo C1-4, -C(O)N(R4)(R5), -N(R4)-C(O)-alquilo C1-4 y -alquileno C0-4-N(R4)(R5); o C(R6)2 es C=O; cada R7 se selecciona independientemente entre hidrógeno, -alquileno C0-4-carbociclilo C3-10, -alquileno C0-4-heterociclilo de 4 - 13 miembros, -fluoroalquilo C1-6, -alquilo C1-6, hidroxialquilo C1-6, -O-carbociclilo C3-10, -O-heterociclilo de 4 - 13 miembros, -alquileno C0-4-O-alquilo C1-4, -alquileno C0-4-O-fluoroalquilo C1-4, -C(O)-alquilo C1-4, -alquileno C1-4-C(O)-alquilo C1-4, -alquileno C1-4-C(O)-OH, -C(O)N(R4)(R5), -N(R4)-C(O)-alquilo C1-4, -C(O)-(alquileno C1-4)-NR4R5 y -alquileno C0-4-N(R4)(R5); y cada porción carbociclilo o heterociclilo de R6 y R7 está opcionalmente sustituida con flúor, cloro, -OH, =O, fluoroalquilo C1-4, alquilo C1-4, -O-alquilo C1-4, -O-fluoroalquilo C1-4, -NH2, -NH(alquilo C1-4) o -N(alquilo C1-4)2; cada R8 se selecciona independientemente entre hidrógeno, carbociclilo C3-10, heterociclilo de 4 - 13 miembros, flúor, cloro, -OH, fluoroalquilo C1-4, alquilo C1-4, -O-carbociclilo C3-10, -O-heterociclilo de 4 - 13 miembros, -alquil C0-4-O-alquilo C1-4, -alquil C0-4-O-fluoroalquilo C1-4, =O, -C(O)-alquilo C1-4, -C(O)N(R4)(R5), -N(R4)-C(O)-alquilo C1-4, -alquileno C0-4-N(R4)(R5) y - S(O)2alquilo C1-4; R9 está ausente o se selecciona independientemente entre hidrógeno, carbociclilo C3-10, heterociclilo de 4 - 13 miembros, flúor, cloro, -OH, fluoroalquilo C1-4, alquilo C1-4, -O-carbociclilo C3-10, -O-heterociclilo de 4 - 13 miembros, -alquil C0-4-O-alquilo C1-4, -alquil C0-4-O-fluoroalquilo C1-4, =O, -C(O)-alquilo C1-4, -C(O)N(R4)(R5), -N(R4)-C(O)-alquilo C1-4 y -alquileno C0-4-N(R4)(R5); cada m es independientemente 0, 1 ó 2; n es 1 ó 2; p es 0 o un número entero entre 1 y 4; y cada - - - - - representa un enlace sencillo o un doble enlace, donde al menos uno de - - - - - representa un enlace sencillo, con la condición de que cuando el Anillo E es un anillo aromático opcionalmente sustituido o heteroaromático opcionalmente sustituido, X no sea hidrógeno.A pharmaceutical composition comprising the compound of structural formula (1) and its therapeutic use in bacterial infections is also described. Claim 1: A compound of formula (1), or a pharmaceutically acceptable salt thereof, wherein X is selected from hydrogen , bromine, fluorine, chlorine, C1-6 alkyl, -O-C1-6 alkyl, C3-10 carbocyclyl, -O-C3-10 carbocyclyl, 4-13 membered heterocyclyl, 4-13-membered heterocyclyl, S (O) m-R2, -CN, N (R2) (R3), -S (O) mN (R2) (R3), -C (O) -O-R2, -C (O) -N ( R2) (R3) and -NH-C (O) -C 1-6 -N alkylene (R2) (R3), where each alkyl or alkylene in the group represented by X is optionally substituted with one or more fluorine; and each carbocyclyl or heterocyclyl in the group represented by X is optionally substituted with one or more substituents independently selected from fluorine, chlorine, = O, -OH, C1-4 fluoroalkyl, C1-4 alkyl, -O-C1-4 alkyl, -O-C1-4 fluoroalkyl, -NH2, -NH (C1-4 alkyl) or -N (C1-4 alkyl) 2, C3-10 carbocyclyl or a 4-13 membered heterocyclyl; the E ring is selected from C3-10 carbocyclyl and a (4-13 member) heterocyclyl; W is selected from C (R6), C (R6) 2, N and N (R7); Q is selected from C (R6), C (R6) 2, N, N (R7), O and S; Y is selected from hydrogen, fluorine, bromine, -CN, - [C (R1a) (R1b)] nN (R2) (R3), -N (R4) (R5), NO2, -NH-C (O) - C1-4-N (R4) alkylene (R5), C1-6 alkyl, -NH-C (O) -C 1-6 alkyl, -NH-S (O) m-C1-6 alkyl, -NH-S ( O) C3-10 m-carbocyclyl, -NH-S (O) 4-13 member m-heterocyclyl; each R1a and R1b is independently selected from hydrogen, C1-4 alkyl and C3-10 carbocyclyl; R2 is selected from hydrogen, C1-12 alkyl, C0-6 alkylene-C3-10 carbocyclyl and C0-6 alkylene-4-13 membered heterocyclyl; R3 is selected from hydrogen, C1-8 alkyl, -C0-6 alkylene-C3-10 carbocyclyl, C0-6 alkylene-4-13 membered heterocyclyl, -C (O) -C 1-6 alkyl, -C0 alkylene 6-C (O) N (R4) (R5), -C (O) -C1-6-N-alkylene (R4) (R5), -C2-6-N alkylene (R4) (R5), -S ( O) m- C 1-6 alkyl, -S (O) C 3-10 m-carbocyclyl and -S (O) 4-13 m-heterocyclyl, where: each alkyl, carbocyclyl, alkylene or heterocyclyl in the group represented by R2 or R3 is optionally and independently substituted with one or more substituents independently selected from fluorine, chlorine, -OH, -O-C1-4 alkyl, C1-4 alkyl, fluorine substituted C1-4 alkyl, -N (R4) ( R5), C3-10 carbocyclyl or a 4-13 membered heterocyclyl; or R2 and R3 taken together with the nitrogen atom to which they are attached form a 4-7 membered monocyclic heterocyclic ring, or a heterocyclic, bicyclic, spirocyclic or bridged ring, where the 4-7 membered monocyclic heterocyclic ring, or the 6-13 membered heterocyclic, bicyclic, spirocyclic or bridged ring, optionally comprises 1 to 4 additional heteroatoms independently selected from N, S and O; the 4-7 membered monocyclic heterocyclic ring, or the 6-13 membered heterocyclic, bicyclic, spirocyclic or bridged ring, is optionally substituted with one or more substituents independently selected from C3-10 carbocyclyl, 4-13 membered heterocyclyl, fluorine, chlorine, -OH, -C 1-4 fluoroalkyl, -C 1-4 alkyl, -C 3-10 carbocyclyl, 4-13 membered -O-heterocyclyl, -C 0-4 alkylene-C 1-4 alkyl, -C0-4-O-C 1-4 fluoroalkyl, = O, -C (O) -C 1-4 alkyl, -C (O) N (R4) (R5), -N (R4) -C (O) -C1-4 alkyl and -C0-4-N (R4) alkylene (R5), and each carbocyclyl or heterocyclyl substituent is optionally substituted with fluorine, chlorine, -OH, = O, C1-4 fluoroalkyl, C1-4 alkyl, -O-C1-4 alkyl, -O-C1-4 fluoroalkyl, -NH2, -NH (C1-4 alkyl) or -N (C1-4 alkyl) 2; each of R4 and R5 is independently selected from hydrogen and C1-4 alkyl; or R4 and R5 taken together with the nitrogen atom to which they are attached form a 4-7 membered heterocyclic ring optionally comprising an additional heteroatom selected from N, S and O, where the 4-7 membered heterocyclic ring is optionally substituted. with fluorine, chlorine, -OH, = O, C 1-4 alkyl substituted with fluorine, -C 1-4 alkyl or -C 1-4 alkylene-O-C 1-4 alkyl, and is optionally condensed with phenyl; each R6 is independently selected from hydrogen, C3-10 carbocyclyl, 4-13 membered heterocyclyl, fluorine, chlorine, -OH, C1-4 fluoroalkyl, C1-4 alkyl, -O-C3-10 carbocyclyl, -O-heterocyclyl 4-13 members, -C0-4-O-C1-4 alkyl, -C0-4-O-C1-4 fluoroalkyl, -C (O) -C1-4 alkyl, -C (O) N (R4 ) (R5), -N (R4) -C (O) -C1-4 alkyl and -C0-4-N alkylene (R4) (R5); or C (R6) 2 is C = O; each R7 is independently selected from hydrogen, -C0-4 -alkyl-C3-10 carbocyclyl, -C0-4 -alkyl-4-13-membered heterocyclyl, -C1-6 fluoroalkyl, -C1-6 alkyl, C1-6 hydroxyalkyl, C3-10 O-carbocyclyl, 4-13 membered -O-heterocyclyl, -C0-4-O-C 1-4 alkyl, -C0-4 alkylene-C 1-4 fluoroalkyl, -C (O) -alkyl C1-4, -C1-4-C (O) alkylene -C 1-4 alkyl, -C 1-4 -C (alkylene) -OH, -C (O) N (R4) (R5), -N (R4 ) -C (O) -C1-4 alkyl, -C (O) - (C1-4 alkylene) -NR4R5 and -C0-4-N alkylene (R4) (R5); and each carbocyclyl or heterocyclyl portion of R6 and R7 is optionally substituted with fluorine, chlorine, -OH, = O, C1-4 fluoroalkyl, C1-4 alkyl, -O-C1-4 alkyl, -O-C1-4 fluoroalkyl, -NH2, -NH (C1-4 alkyl) or -N (C1-4 alkyl) 2; each R8 is independently selected from hydrogen, C3-10 carbocyclyl, 4-13 membered heterocyclyl, fluorine, chlorine, -OH, C1-4 fluoroalkyl, C1-4 alkyl, -O-C3-10 carbocyclyl, -O-heterocyclyl 4-13 members, -C0-4-O-C1-4 alkyl, -C0-4-O-C1-4 fluoroalkyl, = O, -C (O) -C1-4 alkyl, -C (O) N (R4) (R5), -N (R4) -C (O) -C1-4alkyl, -C0-4 -alkylene (R4) (R5) and -S (O) 2C 1-4 alkyl; R9 is absent or independently selected from hydrogen, C3-10 carbocyclyl, 4-13 membered heterocyclyl, fluorine, chlorine, -OH, C1-4 fluoroalkyl, C1-4 alkyl, -O-C3-10 carbocyclyl, -O- 4-13 membered heterocyclyl, -C0-4-O-C1-4 alkyl, -C0-4-O-C1-4 fluoroalkyl, = O, -C (O) -C1-4 alkyl, -C ( O) N (R4) (R5), -N (R4) -C (O) -C1-4 alkyl and -C0-4-N alkylene (R4) (R5); each m is independently 0, 1 or 2; n is 1 or 2; p is 0 or an integer between 1 and 4; and each - - - - - represents a single bond or a double bond, where at least one of - - - - - represents a single bond, with the proviso that when Ring E is an optionally substituted aromatic ring or optionally substituted heteroaromatic , X is not hydrogen.

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