AR101230A1 - Amidas del ácido arilcarboxílico bicíclicas y su uso como herbicidas - Google Patents

Amidas del ácido arilcarboxílico bicíclicas y su uso como herbicidas

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AR101230A1
AR101230A1 ARP150102275A ARP150102275A AR101230A1 AR 101230 A1 AR101230 A1 AR 101230A1 AR P150102275 A ARP150102275 A AR P150102275A AR P150102275 A ARP150102275 A AR P150102275A AR 101230 A1 AR101230 A1 AR 101230A1
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Argentina
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alkyl
cycloalkyl
heterocyclyl
alkoxy
halogen
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ARP150102275A
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Hugh Dr Rosinger Christopher
Dr Gatzweiler Elmar
Schmutzler Dirk
Dr Dietrich Hansjrg
Dr Waldraff Christian
Dr Braun Ralf
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Bayer Cropscience Ag
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D257/00—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms
    • C07D257/02—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D257/04—Five-membered rings
    • C07D257/06—Five-membered rings with nitrogen atoms directly attached to the ring carbon atom
    • 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
    • A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/647—Triazoles; Hydrogenated triazoles
    • A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • 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
    • A01N43/713—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with four or more nitrogen atoms as the only ring hetero atoms
    • 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
    • A01N43/82—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 three ring hetero atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles 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
    • C07D249/14—Nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D271/00—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms
    • C07D271/02—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms not condensed with other rings
    • C07D271/08—1,2,5-Oxadiazoles; Hydrogenated 1,2,5-oxadiazoles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D271/00—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms
    • C07D271/02—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms not condensed with other rings
    • C07D271/10—1,3,4-Oxadiazoles; Hydrogenated 1,3,4-oxadiazoles
    • C07D271/113—1,3,4-Oxadiazoles; Hydrogenated 1,3,4-oxadiazoles with oxygen, sulfur or nitrogen atoms, directly attached to ring carbon atoms, the nitrogen atoms not forming part of a nitro radical
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Dentistry (AREA)
  • Wood Science & Technology (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Agronomy & Crop Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

Reivindicación 1: Amidas del ácido arilcarboxílico bicíclicas de la fórmula (1) o sus sales, en la que: A significa N o CY; X significa nitro, halógeno, ciano, formilo, sulfocianuro, alquilo C₁₋₆, haloalquilo C₁₋₆, alquenilo C₂₋₆, haloalquenilo C₂₋₆, alquinilo C₂₋₆, haloalquinilo C₃₋₆, cicloalquilo C₃₋₆, halocicloalquilo C₃₋₆, cicloalquilo C₃₋₆-alquilo C₁₋₆, halocicloalquilo C₃₋₆-alquilo C₁₋₆, COR¹, COOR¹, OCOOR¹, NR¹COOR¹, C(O)N(R¹)₂, NR¹C(O)N(R¹)₂, OC(O)N(R¹)₂, C(O)NR¹OR¹, OR¹, OCOR¹, OSO₂R², S(O)ₙR², SO₂OR¹, SO₂N(R¹)₂, NR¹SO₂R², NR¹COR¹, alquil C₁₋₆-S(O)ₙR², alquil C₁₋₆-OR¹, alquil C₁₋₆-OCOR¹, alquil C₁₋₆-OSO₂R², alquil C₁₋₆-CO₂R¹, alquil C₁₋₆-SO₂OR¹, alquil C₁₋₆-CON(R¹)₂, alquil C₁₋₆-SO₂N(R¹)₂, alquil C₁₋₆-NR¹COR¹, alquil C₁₋₆-NR¹SO₂R², NR¹R², P(O)(OR¹¹)₂, CH₂P(O)(OR¹¹)₂, alquil C₁₋₆-heteroarilo, alquil C₁₋₆-heterociclilo, estado sustituidos los dos últimos restos mencionados en cada caso con s restos del grupo formado por halógeno, alquilo C₁₋₆, haloalquilo C₁₋₆, S(O)ₙ-alquilo C₁₋₆, alcoxi C₁₋₆ y haloalcoxi C₁₋₆, y portando el heterociclilo n grupos oxo; Y significa hidrógeno, nitro, halógeno, ciano, sulfocianuro, alquilo C₁₋₆, haloalquilo C₁₋₆, alquenilo C₂₋₆, haloalquenilo C₂₋₆, alquinilo C₂₋₆, haloalquinilo C₂₋₆, cicloalquilo C₃₋₆, cicloalquenilo C₃₋₆, halocicloalquilo C₃₋₆, cicloalquil C₃₋₆-alquilo-C₁₋₆, halocicloalquil C₃₋₆-alquilo C₁₋₆, COR¹, COOR¹, OCOOR¹, NR¹COOR¹, C(O)N(R¹)₂, NR¹C(O)N(R¹)₂, OC(O)N(R¹)₂, CO(NOR¹)R¹, C(NOR¹)R¹, NR¹SO₂R², N=S(O)R²R², NR¹COR¹, OR¹, OSO₂R², S(O)ₙR², S(O)(NR²)R², SO₂OR¹, SO₂N(R¹)₂, alquil C₁₋₆-S(O)ₙR², alquil C₁₋₆-OR¹, alquil C₁₋₆-OCOR¹, alquil C₁₋₆-OSO₂R², alquil C₁₋₆-CO₂R¹, alquil C₁₋₆-CN, alquil C₁₋₆-SO₂OR¹, alquil C₁₋₆-CON(R¹)₂, alquil C₁₋₆-SO₂N(R¹)₂, alquil C₁₋₆-NR¹COR¹, alquil C₁₋₆-NR¹SO₂R², N(R¹)₂, P(O)(OR¹¹)₂, CH₂P(O)(OR¹¹)₂, alquil C₁₋₆-fenilo, alquil C₁₋₆-heteroarilo, alquil C₁₋₆-heterociclilo, fenilo, heteroarilo o heterociclilo, estando sustituidos los seis últimos restos mencionados en cada caso con s restos del grupo formado por halógeno, nitro, ciano, alquilo C₁₋₆, haloalquilo C₁₋₆, cicloalquilo C₃₋₆, S(O)ₙ-alquilo C₁₋₆, alcoxi C₁₋₆, haloalcoxi C₁₋₆, alcoxi C₁₋₆-alquilo C₁₋₄ y cianometilo, y portando el heterociclilo n grupos oxo; R¹ significa hidrógeno, alquilo C₁₋₆, haloalquilo C₁₋₆, alquenilo C₂₋₆, haloalquenilo C₂₋₆, alquinilo C₂₋₆, haloalquinilo C₂₋₆, cicloalquilo C₃₋₆, cicloalquenilo C₃₋₆, halocicloalquilo C₃₋₆, alquil C₁₋₆-O-alquilo C₁₋₆, cicloalquilo C₃₋₆-alquilo C₁₋₆, fenilo, fenil-alquilo C₁₋₆, heteroarilo, alquil C₁₋₆-heteroarilo, heterociclilo, alquil C₁₋₆-heterociclilo, alquil C₁₋₆-O-heteroarilo, alquil C₁₋₆-O-heterociclilo, alquil C₁₋₆-NR¹²-heteroarilo o alquil C₁₋₆-NR¹²-heterociclilo, estando sustituidos los 21 últimos restos mencionados en cada caso con s restos del grupo formado por ciano, halógeno, nitro, sulfocianuro, OR¹², S(O)ₙR¹³, N(R¹²)₂, NR¹²OR¹², COR¹², OCOR¹², SCOR¹³, NR¹²COR¹², NR¹²SO₂R¹³, CO₂R¹², COSR¹², CON(R¹²)₂, alquilo C₁₋₆ y alcoxi C₁₋₄-alcoxicarbonilo C₂₋₆, y portando el heterociclilo n grupos oxo; R² significa alquilo C₁₋₆, haloalquilo C₁₋₆, alquenilo C₂₋₆, haloalquenilo C₂₋₆, alquinilo C₂₋₆, haloalquinilo C₂₋₆, cicloalquilo C₃₋₆, cicloalquenilo C₃₋₆, halocicloalquilo C₃₋₆, alquil C₁₋₆-O-alquilo C₁₋₆, cicloalquil C₃₋₆-alquilo C₁₋₆, fenilo, fenil-C₁₋₆-alquilo, heteroarilo, alquil C₁₋₆-heteroarilo, heterociclilo, alquil C₁₋₆-heterociclilo, alquil C₁₋₆-O-heteroarilo, alquil C₁₋₆-O-heterociclilo, alquil C₁₋₆-NR³-heteroarilo o alquil C₁₋₆-NR³-heterociclilo, estando sustituidos los 21 últimos restos mencionados en cada caso con s restos del grupo formado por ciano, halógeno, nitro, sulfocianuro, OR¹², S(O)ₙR¹³, N(R¹²)₂, NR¹²OR¹³, COR¹², OCOR¹², SCOR¹³, NR¹²COR¹², NR¹²SO₂R¹³, CO₂R¹², COSR¹³, CON(R¹²)₂ y alcoxi C₁₋₄-alcoxicarbonilo C₂₋₆, y portando el heterociclilo n grupos oxo; Q significa un resto seleccionado del grupo de fórmulas (2); R³ significa alquilo C₁₋₈, alquenilo C₂₋₈, alquinilo C₂₋₈, estando sustituidos estos restos en cada caso con s restos del grupo formado por halógeno, ciano hidroxi, nitro, SiR¹¹₃, PO(OR¹¹)₂, S(O)ₙ-alquilo C₁₋₆, alcoxi C₁₋₆, haloalcoxi C₁₋₆, COR³ᵃ, COOR³ᵃ, OCOR³ᵃ, NR³ᵃCOR³ᵃ, NR³ᵃSO₂R³ᵇ, cicloalquilo C₃₋₆, heteroarilo, heterociclilo o fenilo, estando sustituidos los 4 últimos restos mencionados en cada caso con s restos del grupo formado por metilo, etilo, metoxi, trifluometilo, ciano y halógeno, y portando el heterociclilo n grupos oxo, o R³ significa fenilo sustituido con s restos del grupo formado por halógeno, nitro, ciano, alquilo C₁₋₆, haloalquilo C₁₋₆, cicloalquilo C₃₋₆, S(O)ₙ-alquilo C₁₋₆, alcoxi C₁₋₆, haloalcoxi C₁₋₆ y alcoxi C₁₋₆-alquilo C₁₋₄; R³ᵃ significa hidrógeno, alquilo C₁₋₆, alquenilo C₂₋₆, alquinilo C₂₋₆, cicloalquilo C₃₋₆, cicloalquil C₃₋₆-alquilo C₁₋₆ o fenilo; R³ᵇ significa alquilo C₁₋₆, alquenilo C₂₋₆ o alquinilo C₂₋₆, cicloalquilo C₃₋₆, cicloalquil C₃₋₆-alquilo C₁₋₆ o fenilo; R⁴ significa hidrógeno, alquilo C₁₋₆, cicloalquilo C₃₋₇, haloalquil C₁₋₆, alcoxi C₁₋₆, haloalcoxi C₁₋₆, alquenilo C₂₋₆, alqueniloxi C₂₋₆, haloalquenilo C₂₋₆, alquinilo C₂₋₆, alquiniloxi C₂₋₆, haloalquinilo C₂₋₆, alcoxi C₁₋₆-alquilo C₁₋₆, ciano, nitro, metilsulfenilo, metilsulfinilo, metilsulfonilo, acetilamino, benzoilamino, metoxicarbonilo, etoxicarbonilo, metoxicarbonil-metilo, etoxicarbonilmetilo, benzoilo, metilcarbonilo, piperidinilcarbonilo, trifluometilcarbonilo, halógeno, amino, aminocarbonilo, metilaminocarbonilo, dimetilaminocarbonilo, metoximetilo, o heteroarilo, heterociclilo o fenilo sustituidos en cada caso con s restos del grupo formado por metilo, etilo, metoxi, trifluometilo y halógeno; R⁵ significa hidrógeno, alquilo C₁₋₆, alcoxi C₁₋₆-alquilo C₁₋₆, CH₂R⁵ᵃ, cicloalquilo C₃₋₇, haloalquilo C₁₋₆, alquenilo C₂₋₆, haloalquenilo C₂₋₆, alquinilo C₂₋₆, haloalquinilo C₂₋₆, alcoxi C₁₋₆, metilamino, metoxicarbonilo, etoxicarbonilo, metoxicarbonilmetilo, etoxicarbonilmetilo, metilcarbonilo, trifluometilcarbonilo, dimetilamino, acetilamino, metilsulfenilo, metilsulfinilo, metilsulfonilo o heteroarilo, heterociclilo, bencilo o fenilo sustituidos en cada caso con s restos del grupo formado por halógeno, nitro, ciano, alquilo C₁₋₆, haloalquilo C₁₋₆, cicloalquilo C₃₋₆, S(O)ₙ-alquilo C₁₋₆, alcoxi C₁₋₆, haloalcoxi C₁₋₆ y alcoxi C₁₋₆-alquilo C₁₋₄; R⁵ᵃ significa acetoxi, acetamido, N-metilacetamido, benzoiloxi, benzamido, N-metilbenzamido, metoxicarbonilo, etoxicarbonilo, benzoilo, metilcarbonilo, piperidinilcarbonilo, morfolinilcarbonilo, trifluometilcarbonilo, aminocarbonilo, metilaminocarbonilo, dimetilaminocarbonilo, alcoxi C₁₋₆, cicloalquilo C₃₋₆ o heteroarilo o heterociclilo sustituidos en cada caso con s restos del grupo formado por metilo, etilo, metoxi, trifluometilo y halógeno; Z¹ significa O, S(O)ₙ, CR⁶R⁶ o C=W; Z² significa O, NR¹, CR⁷R⁷ o C=W; Z³ significa un enlace, O, CR⁸R⁸ o C=W; Z⁴ significa un enlace, O, CR⁹R⁹ o C=W; Z⁵ significa O ó CR¹⁰R¹⁰, con la condición de que al menos uno de estos grupos Z¹ a Z⁵ signifique un átomo de carbono sustituido, y que dos de estos grupos directamente adyacentes Z¹ a Z⁵ no signifiquen ambos oxígeno; m significa 1, 2, 3 ó 4; R⁶ y R⁶ significan independientemente entre sí en cada caso hidrógeno, halógeno, ciano, hidroxi, alquilo C₁₋₄, haloalquilo C₁₋₄, alcoxi C₁₋₄, o R⁶ y R⁶ forman un grupo alquileno C₂₋₅ en el que n átomos de carbono pueden estar sustituidos con oxígeno; R⁷ y R⁷ significan independientemente entre sí en cada caso hidrógeno, halógeno, ciano, hidroxi, alquilo C₁₋₄, haloalquilo C₁₋₄, alcoxi C₁₋₄, o R⁷ y R⁷ forman un grupo alquileno C₂₋₅ en el que n átomos de carbono pueden estar sustituidos con oxígeno; R⁸ y R⁸ significan independientemente entre sí en cada caso hidrógeno, halógeno, ciano, hidroxi, alquilo C₁₋₄, haloalquilo C₁₋₄, alcoxi C₁₋₄, o R⁸ y R⁸ forman un grupo alquileno C₂₋₅ en el que n átomos de carbono pueden estar sustituidos con oxígeno; R⁹ y R⁹ significan independientemente entre sí en cada caso hidrógeno, halógeno, ciano, hidroxi, alquilo C₁₋₄, haloalquilo C₁₋₄, alcoxi C₁₋₄, o R⁹ y R⁹ forman un grupo alquileno C₂₋₅ en el que n átomos de carbono pueden estar sustituidos con oxígeno; R¹⁰ y R¹⁰ significan independientemente entre sí en cada caso hidrógeno, halógeno, ciano, hidroxi, alquilo C₁₋₄, haloalquilo C₁₋₄, alcoxi C₁₋₄; o R⁶ y R⁶ forman un grupo alquileno C₂₋₅ en el que n átomos de carbono pueden estar sustituidos con oxígeno; W significa oxígeno, NOR¹, NNR¹R¹ o CR¹R¹; R¹¹ significa alquilo C₁₋₄; R¹² significa hidrógeno, alquilo C₁₋₆, alquenilo C₂₋₆, alquinilo C₂₋₆, cicloalquilo C₃₋₆, cicloalquil C₃₋₆-alquilo C₁₋₆ o fenilo; R¹³ significa alquilo C₁₋₆, alquenilo C₂₋₆, alquinilo C₂₋₆,cicloalquilo C₃₋₆, cicloalquilo C₃₋₆-alquilo C₁₋₆ o fenilo; n significa 0, 1 ó 2; s significa 0, 1, 2, 3, 4 ó 5.
ARP150102275A 2014-07-28 2015-07-17 Amidas del ácido arilcarboxílico bicíclicas y su uso como herbicidas AR101230A1 (es)

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BR112019012567A2 (pt) 2016-12-22 2019-11-26 Bayer Ag azolilpirrolonas e azolil-hidantoínas substituídas e sais das mesmas e uso das mesmas como substâncias ativas herbicidas
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