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AR058408A1 - Compuestos de piperazina con accion herbicida - Google Patents

Compuestos de piperazina con accion herbicida

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AR058408A1
AR058408A1 ARP060105862A ARP060105862A AR058408A1 AR 058408 A1 AR058408 A1 AR 058408A1 AR P060105862 A ARP060105862 A AR P060105862A AR P060105862 A ARP060105862 A AR P060105862A AR 058408 A1 AR058408 A1 AR 058408A1
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Argentina
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alkyl
alkoxy
phenyl
amino
alkenyl
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ARP060105862A
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Basf Ag
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    • C07D405/00Heterocyclic 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
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    • C07D405/06Heterocyclic 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 carbon chain containing only aliphatic carbon atoms
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
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    • A01N37/46N-acyl derivatives
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
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    • C07F9/02Phosphorus compounds
    • C07F9/547Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
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    • C07F9/6509Six-membered rings
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  • Dentistry (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Zoology (AREA)
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  • Molecular Biology (AREA)
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  • Biophysics (AREA)
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  • Proteomics, Peptides & Aminoacids (AREA)
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Abstract

Reivindicacion 1: Uso de los compuestos de piperazina de formula (1), o de las sales aceptables para uso agrícola de dichos compuestos de piperazina de formula (1) como herbicidas, donde en formula (1) las variables tienen los siguientes significados, R1 y R2 independientemente entre sí significan ciano, alquilo C1-8, cicloalquilo C3-6, alquenilo C3-6, cicloalquenilo C3-6, alquinilo C3-6, cicloalquinilo C3-5, fenilo, fenil-alquilo (C1-6), heterociclilo, heterociclil-alquilo C1-6; fenil-[alcoxicarbonil C1-6]- alquilo C1-6 o fenilheterociclil-alquilo C1-6; o COR21, donde R21 significa hidrogeno, alquilo C1-6, cicloalquilo C3-6, alquenilo C2-6, cicloalquenilo C3-6, alquinilo C2-6, cicloalquinilo C3-6, hidroxi, alcoxi C1-6, alqueniloxi C3-6, alquiniloxi C3-6, amino, alquilamino C1-6, [di-alquilo C1-6]amino, alquenilamino C3-6, alquinilamino C3-6, alquilsulfonilamino C1-6, N-(alquenilo C2-6)-N-(alquil-C1-6)-amino, N-(alquinilo C2-6)-N-(alquil-C1-6)-amino, N-(alcoxi C1- 6)-N-(alquil-C1-6)-amino, N-(alquenilo C2-6)-N-(alcoxi-C1-6)-amino, N-(alquinilo C2-6)-N-(alcoxi-C1-6)-amino, fenilo, fenilamino, fenoxi, naftilo o heterociclilo; o NR22R23, donde R22 y R23 independientemente entre sí significan hidrogeno, alquilo C1-6, cicloalquilo C3-6, alquenilo C3-6, cicloalquenilo C3-6, alquinilo C3-6, cicloalquinilo C3-6 o alquilcarbonilo C1-6; o OR24, donde R24 significa alquilo C1-6, cicloalquilo C3-6, alquenilo C3-6, cicloalquenilo C3-6, alquinilo C3-6, cicloalquinilo C3-6, fenilo o fenil-alquilo C1-6; o SO2R25, donde R25 significa alquilo C1-6 o fenilo; donde las partes alifáticas, cíclicas o aromáticas mencionadas de los sustituyentes de R1 y R2 pueden estar halogenadas en forma parcial o total y/o pueden portar uno a tres de los siguientes grupos: ciano, hidroxi, alquilo C1-4, haloalquilo C1-4, cicloalquilo C3-6, alcoxi C1-4, alquiltio C1-4, [di-alquil C1-4]-amino, alquilcarbonilo C1-4, hidroxicarbonilo, alcoxicarbonilo C1-4, aminocarbonilo, alquilaminocarbonilo C1-4, [di-alquil C1-4]aminocarbonilo o alquilcarboniloxi C1-4; y donde R1 puede además ser hidrogeno; R3 es un resto R26, OR27, SR28, NR29R30 o N(OR31)R32, donde R26, R27, R28, R29 y R32 independientemente entre sí significan hidrogeno, alquilo C1-6, cicloalquilo C3-6, alquenilo C3-6, alquinilo C3-6, haloalquinilo C3-6, formilo, alquilcarbonilo C1-6, cicloalquilcarbonilo C3-6, alquenilcarbonilo C2-6, alquinilcarbonilo C2-6, alcoxi C1-6-alquilo C1-6, alcoxicarbonilo C1-6, alqueniloxicarbonilo C2-6, alquiniloxicarbonilo C3-6, alquilaminocarbonilo C1-6, alquenilaminocarbonilo C3-6, alquinilaminocarbonilo C3-6, alquilsulfonilaminocarbonilo C1-6, alquilaminocarbonilo C1-6, [dialquilamino C1- 6]carbonilo, N-(alquenilo C3-6)-N-(alquil-C1-6)-aminocarbonilo, N-(alquinilo C3-6)-N-(alquil-C1-6)-aminocarbonilo, N(alcoxi C1-6)-N-(alquil-C1-6)-amino-carbonilo, N-(alquenilo C3-6)-N-(alCoxi-C1-6)-aminocarbonilo, N-(alquinilo C3-6)-N-(alcoxi-C1-6)- aminocarbonilo, Di-(alquil-C1-6)-aminotiocarbonilo, alquilcarbonilo C1-6-alquilo C1-6, alcoxiimino C1-6alquilo C1-6, N-(alquilamino C1-6)-imino-alquilo C1-6, N-(Di-alquilamino C1-6)-imino-alquilo C1-6 o [trialquil C1-4]sililo, donde las partes isocíclicas o alifáticas mencionadas de los sustituyentes pueden estar halogenadas en forma parcial o total y/o pueden portar uno a tres de los siguientes grupos, ciano, hidroxi, alquilo C1-4, haloalquilo C1-4, cicloalquilo C3-6, alcoxi C1-4, alquiltio C1-4, [di-alquil-C1-4]-amino, alquilcarbonilo C1-4, hidroxicarbonilo, alcoxicarbonilo C1-4, aminocarbonilo, alquilaminocarbonilo C1-4, di-alquil-(C1-4)aminocarbonilo o alquilcarboniloxi C1-4; o fenilo, fenil-alquilo C1-6, fenilcarbonilo, fenilcarbonil-alquilo C1-6, fenoxicarbonilo, fenilaminocarbonilo, fenilsulfonilaminocarbonilo, N(alquilo C1-6)-N-(fenil)-aminocarbonilo, fenil-alquilcarbonilo C1-6, heterociclilo, heterociclil-alquilo C1-6, heterociclilcarbonilo, heterociclilcarbonil-alquilo C1-6, heterocicliloxicarbonilo, heterociclilaminocarbonilo, heterociclilsulfonilaminocarbonilo, N-(alquilo C1-6)-N-(heterociclil)-aminocarbonilo, o heterociclil-alquilcarbonilo C1-6, donde las partes fenilo o heterociclilo de los sustituyentes pueden estar halogenadas en forma parcial o total y/o pueden portar uno a tres de los siguientes grupos: nitro, ciano, alquilo C1-4, haloalquilo C1-4, alcoxi C1-4 o haloalcoxi C1-4 o S(O)nR33 donde n significa 1 o 2; y R33 significa alquilo C1-8, haloalquilo C1-6 o fenilo, y donde el sustituyente fenilo puede estar halogenado en forma parcial o total y/o puede portar uno a tres de los siguientes grupos: nitro, ciano, alquilo C1-4, haloalquilo C1-4, alcoxi C1- 4 o haloalcoxi C1-4; y R30 y R31 independientemente entre sí significan hidrogeno, alquilo C1-6, cicloalquilo C3-6, alquenilo C2-6 o alquinilo C2-6, donde partes alifáticas o isocíclicas de los sustituyentes pueden estar halogenadas en forma parcial o total y/o pueden portar uno a tres de los siguientes grupos: ciano, hidroxi, alquilo C1-4, haloalquilo C1-4, cicloalquilo C3-6,alcoxi C1-4, alquiltio C1-4, [di-alquil C1-4]-amino, alquilcarbonilo C1-4, hidroxicarbonilo, alcoxicarbonilo C1-4, aminocarbonilo, alquilaminocarbonilo C1-4, [di-alquil C1-4]aminocarbonilo o alquilcarboniloxi C1-4, fenilo, fenil-alquilo C1-6, heterociclilo o heterociclil-alquilo C1-6, donde las partes fenilo o heterociclilo de los sustituyentes pueden estar halogenadas en forma parcial o total y/o pueden portar uno a tres de los siguientes grupos: nitro, ciano, alquilo C1-4, haloalquilo C1-4, alcoxi C1-4 o haloalcoxi C1-4; R4, R5, R6 independientemente entre sí significan hidrogeno, alquilo C1-6 o alcoxi C1-6, donde las partes alifáticas mencionadas de los sustituyentes R4, R5 o R6 pueden estar halogenadas en forma parcial o total y/o pueden portar uno a tres de los siguientes grupos, ciano, hidroxi, alquilo C1-4, haloalquilo C1-4, cicloalquilo C3-6, alcoxi C1-4, alquiltio C1-4, [di-alquil C1-4]-amino, alquilcarbonilo C1-4, hidroxicarbonilo, alcoxicarbonilo C1-4, aminocarbonilo, alquilaminocarbonilo C1-4, [di-alquil C1-4]aminocarbonilo o alquilcarboniloxi C1-4; R3 y R4 también pueden significar en conjunto un grupo ceto; R7, R8 independientemente entre sí significan hidrogeno, hidroxi, alquilo C1-6, que puede estar halogenado en forma parcial o total y/o pueden portar uno a tres de los siguientes grupos: ciano, hidroxi, alquilo C1-4, haloalquilo C1-4, cicloalquilo C3-6, alcoxi C1-4, alquiltio C1-4, [dialquil C1-4]-amino, alquilcarbonilo C1-4, hidroxicarbonilo, alcoxicarbonilo C1-4, aminocarbonilo, alquilaminocarbonilo C1-4, [dialquil C1-4]aminocarbonilo o alquilcarboniloxi C1-4; A1, A2 independientemente entre sí significan arilo o heteroarilo, con la excepcion de indolilo, donde Ra está unido en posicion orto respecto del sitio de union de A1 a un átomo C o un átomo N de A1 y donde Ra presenta uno de los significados indicados a continuacion: Ra es halogeno, ciano, nitro, alquilo C1-6, cicloalquilo C3-6, alquenilo C2-6, cicloalquenilo C3-6, alcandienilo C4-10, alquinilo C2-6, [tri-alquil C1-6-silil]-alquinilo C2-6, cicloalquinilo C3-6, alquiltio C1-6, alquilsulfinilo C1-6, arilo, fenil-alquilo C1-6, fenil-alquenilo-C2-6, fenilsulfonil-alquilo C1-6, heterociclilo, heterociclil-alquilo C1-6 o fenil-[alcoxicarbonil-C1-6]-alquilo C1-6, Z1P(O)(OR9)2, Z2B(OR10)2, donde R9 y R10 en su caso significan hidrogeno o alquilo C1-6 y R10 en Z2B(OR10)2 puede formar conjuntamente una cadena alquileno C2-4; o Z3COR11, donde R11 es hidrogeno, alquilo C1-6, cicloalquilo C3-6, alquenilo C2-6, cicloalquenilo C3-6, alquinilo C2-6, cicloalquinilo C3-6, hidroxi, alcoxi C1-6, alqueniloxi C3-6, alquiniloxi C3-6, amino, alquilamino C1-6, [di-alquilo C1-6]amino, alcoxiamino C1-6, [di-alcoxi C1-6]amino, alquilsulfonilamino C1-6, alquilamino C1-6sulfonilamino, [di-alquilamino (C1- 6)]sulfonilamino, alquenilamino C3-6, alquinilamino C3-6, N-(alquenilo C2-6)-N-(alquil-C1-6)-amino, N-(alquinilo C2-6)-N-(alquil-C1-6)-amino, N-(alcoxi C1-6)-N-(alquil C1-6)-amino, N-(alquenilo C2-6)-N-(alcoxi-C1-6)-amino, N-(alquinilo C2-6)-N- (alcoxi-C1-6)-amino, fenilo, fenoxi, fenilamino, naftilo o heterociclilo; o Z4NR12R13, donde R12 y R13 independientemente entre sí significan hidrogeno, alquilo C1-6, cicloalquilo C3-6, alquenilo C3-6, cicloalquenilo C3-6, alquinilo C3-6, cicloalquinilo C3-6, alquilcarbonilo C1-6, cicloalquilcarbonilo C3-6, [di-alquilamino C1-6]carbonilo, alcoxicarbonilo C1-6, alcoxicarbonil-C1-6-alquilo C1-6, alquilsulfonilo C1-6, alquilaminosulfonilo C1-6, [di-alquilamino C1-6]sulfonilo, fenilcarbonilo, fenilaminocarbonilo, fenilsulfonilo, fenilsulfonilaminocarbonilo o heterociclilcarbonilo; o Z5CH=N-O-R14, donde R14 significa hidrogeno o alquilo C1-6; o Z6OR15, donde R15 es hidrogeno, alquilo C1-6, cicloalquilo C3-6, alquenilo C3- 6, cicloalquenilo C3-6, alquinilo C3-6, cicloalquinilo C3-6, alquilcarbonilo C1-6, alcoxicarbonil C1-6-alquilo C1-6, [dialcoxicarbonil C1-6]-alquilo C1-6, fenilo o fenil-alquilo C1-6; o Z7SO2R16, donde R16 es alquilo C1-6 o fenilo; y donde Z1, Z2, Z3, Z4, Z5, Z6, Z7 independientemente entre sí significan una union, -CH2-, -CH2CH2-, -O-CH(R17)-, -S-CH(R18)-, -S(O)CH(R19)- o - SO2CH(R20)-, y donde R17, R18, R19 y R20 independientemente entre sí significan hidrogeno o alquilo C1-6 y donde las partes alifáticas, cíclicas o aromáticas mencionadas del sustituyente Ra pueden estar halogenadas en forma parcial o total y/o pueden portar uno a tres de los siguientes grupos: ciano, hidroxi, alquilo C1-4, haloalquilo C1-4, cicloalquilo C3-6, alcoxi C1-4, alquiltio C1-4, [di-alquil C1-4]-amino, alquilcarbonilo C1-4, hidroxicarbonilo, alcoxicarbonilo C1-4, aminocarbonilo, alquilaminocarbonilo C1-4, [dialquil C1-4]aminocarbonilo o alquilcarboniloxi C1-4; y Rb, Rc, Rd, Re y Rf en cada caso independientemente entre sí equivalen a hidrogeno o presentan un significado indicado para Ra y donde dos restos Ra, Rb o Rc unidos a átomos cíclicos adyacentes de A1 o dos restos Rd, Re o Rf unidos a átomos cíclicos adyacen
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