AR075664A1 - HERBICIDE BLENDS - Google Patents

HERBICIDE BLENDS

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Publication number
AR075664A1
AR075664A1 ARP090104746A AR075664A1 AR 075664 A1 AR075664 A1 AR 075664A1 AR P090104746 A ARP090104746 A AR P090104746A AR 075664 A1 AR075664 A1 AR 075664A1
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Argentina
Prior art keywords
alkyl
alkoxy
alkynyl
alkenyl
haloalkyl
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Spanish (es)
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Basf Se
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Publication of AR075664A1 publication Critical patent/AR075664A1/en

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Classifications

    • 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
    • A01N43/48Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/601,4-Diazines; Hydrogenated 1,4-diazines

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  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

Reivindicacion 1: Mezclas herbicidas, caracterizadas porque contienen: a) por lo menos un principio activo A del grupo de los derivados de taxtomina de la formula 1 donde A es fenilo o heteroarilo de cinco o seis miembros, que contiene 1, 2, 3 o 4 heteroátomoS seleccionados de O, N y S, donde Ra se encuentra en posicion orto con respecto a A; y Ra es CN, NO2, alquilo C1-4, Z-cicloalquilo C3-6, haloalquilo C1-4, alcoxi C1-4, tioalquilo C1-4, haloalcoxi C1-4, halogenotioalquilo C1-4, O-Z-cicloalquilo C3-6, S(O)nRy, tioalquenilo C3-6, alquenilo C2-6, Z-cicloalquenilo C3-6, alqueniloxi C3-6, alquinilo C2-6, alquiniloxi C3-6, tioalquinilo C3-6, NRARB, tri-C1-4-alquilsililo, Z-C(=O)Ra1, Z-C(=S)Ra1, Z-C(=N-ORA)-Ra1, Z-C[=N(O)-RA]-Ra1, Z-P(=O)(Ra1)2, fenilo, naftilo, heterociclo saturado, no saturado o aromático, monocíclico de 3 a 7 miembros o bicíclico de 9 o 10 miembros, que contiene 1, 2, 3 o 4 heteroátomos seleccionados de O, N y S, que puede estar parcial o completamente sustituido por grupos Raa y/o Ra1 y/o anelado a otro anillo carbocíclico o heterocíclico saturado, no saturado o aromático, y siempre que Ra esté ligado con un átomo de carbono significa, adicionalmente, halogeno; Ry es alquilo C1-6, alquenilo C3-4, alquinilo C3-4, NRARB, y haloalquilo C1-4 y n es 0, 1 o 2; RA, RB significan, independientemente entre sí, hidrogeno, alquilo C1-6, alquenilo C3-6 y alquinilo C3-6, cicloalquilo C3-6, alquilcarbonilo C1-6, cicloalquilcarbonilo C3-6, alquenilcarbonilo C3-6, cicloalquenilcarbonilo C3-6 y alquinilcarbonilo C3-6, pudiendo RA, RB formar también conjuntamente con el átomo de nitrogeno al que están ligados, un anillo saturado, parcial completamente insaturado de cinco o seis miembros, que puede contener además de átomos de carbono todavía 1, 2 o 3 heteroátomos seleccionados de O, N y S, cuyo anillo puede estar sustituido por uno a tres grupos Raa, Z es un enlace covalente, alquileno C1-4, alquenilo C2-6 o alquinilo C2-6; Ra1 es hidrogeno, OH, alquilo C1-8, haloalquilo C1-4, cicloalquilo C3-6, alquenilo C2-8, cicloalquenilo C5-6, alquinillo C2-8, alcoxi C1-6, haloalcoxi C1-4, alqueniloxi C3-8, alquiniloxi C3-8, NRARB, alcoxiamino C1-6, alquilsulfonilamino C1-6, alquilaminosulfonilamino C1-6, [di-alquilamino C1-6]sulfonilamino, alquenilamino C3-6, alquinilamino C3-6, N-(alquenil C2-6)-N-(alquil C1-6)-amino, N-(alquinil C2-6)-N-(alquil C1-6)-amino, N-(alcoxi C1-6)-N-(alquil C1-6)-amino, N-(alquenil C2-6)-N-(alcoxi C1-6)-amino, N-(alquinil C2-6)-N-(alcoxi C1-6)-amino, alquilsulfonilo C1-6, tri-alquilsililo C1-4, fenilo, fenoxi, fenilamino y un heterociclo monocíclico de cinco o seis miembros o bicíclico de nueve o diez miembros, que contiene 1, 2, 3 o 4 heteroátomos seleccionados de O, N y S, estando los grupos cíclicos no sustituidos o sustituidos por 1, 2, 3 o 4 grupos Raa; Raa es halogeno, OH, CN, NO2, alquilo C1-4, haloalquilo C1-4, alcoxi C1-4, haloalcoxi C1-4, S(O)nRy, Z-C(=O)-Ra1, Z-C(=S)-Ra1, Z-C(=N-ORA)-Ra1, Z-C[=N(O)-RA]-Ra1, oxo (=O) y tri-alquilsililo C1-4; Rb significan, independientemente entre si hidrogeno, CN, NO2, halogeno, alquilo C1-4, haloalquilo C1-4, alquenilo C2-4, alquinilo C3-6, alcoxi C1-4, haloalcoxi C1-4, bencilo y S(O)nRy; Ra y/o Rb también pueden formar conjuntamente con el grupo Ra o bien Rb ligado al átomo de carbono anular vecino o al átomo de nitrogeno anular vecino mismo, un anillo saturado, parcial o completamente insaturado, de cinco o seis miembros, que puede contener además de átomos de carbono, 1, 2 o 3 heteroátomos seleccionados de O, N y S, cuyo anillo puede estar sustituido por 1 a 3 grupos Raa y/o anelado a otro anillo carbocíclico o heterocíclico saturado, no saturado o aromático; m es 0,1, 2 o 3; R1 es hidrogeno, OH, CN, alquilo C1-12, alquenilo C3-12, alquinilo C3-12, alcoxi C1-4, cicloalquilo C3-6, cicloalquenilo C5-6, NRARB, S(O)nRy, S(O)nNRARB, C(=O)R11, CONRARB, fenilo o un heterociclo saturado, parcialmente insaturado o aromático, monocíclico de 5 o 6 miembros o bicíclico de 9 o 10 miembros, que contiene 1, 2, 3 o 4 heteroátomos seleccionados de O, N y S, estando los grupos cíclicos ligados por medio de Z1 y no sustituidos o sustituidos por 1, 2, 3 o 4 grupos Raa, así como los siguientes grupos parcial o completamente sustituidos por Raa; alquilo C1-4, alquenilo C3-4 y alquinilo C3-4; R11 es hidrogeno, alquilo C1-4, haloalquilo C1-4, alcoxi C1-4 y haloalcoxi C1-4; Z1 carbonilo o un grupo Z; pudiendo las cadenas de carbono en los grupos R1, R2, R3, Ra y sus sub-sustituyentes y/o los grupos cíclicos estar parcial o completamente sustituidos por Raa y/o Ra1; R2 es alquilo C1-4, alquenilo C3-4 y alquinilo C3-4; R3 es halogeno, CN, NO2, OH, NH2, alquilo C1-4, Z-cicloalquilo C3-8, Z-cicloalquenilo C5-8, Z-cicloalquinilo C7-8, alquenilo C3-6, alquinilo C3-6, Z-[tri-alquilsililo C1-6], C(=O)R11, Z-fenilo, heterociclo ligado por medio de Z, monocíclico de 5 o 6 miembros o bicíclico de 9 o 10 miembros, que contiene 1, 2, 3 o 4 heteroátomos seleccionados de O, N y S; R4 es hidrogeno, halogeno, alquilo C1-4 y haloalquilo C1-4, o R4 y R5 representan juntos un enlace covalente; R5, R6, R7, R8 significan, independientemente entre sí, hidrogeno, halogeno, OH, CN, NO2, alquilo C1-4, haloalquilo C1-4, alquenilo C2-6, alquinilo C2-6, alcoxi C1-4, haloalcoxi C1-4, cicloalquilo C3-6, cicloalquenilo C3-6 y cicloalquinilo C3-6; R9, R10 significan, independientemente entre sí, hidrogeno, halogeno, OH, haloalquilo, NRARB, NRAC(O)R91, CN, NO2, alquilo C1-4, haloalquilo C1-4, alquenilo C2-4, alquinilo C3-6, alcoxi C1-4, haloalcoxi C1-4, O-C(O)R91, fenoxi y benciloxi, pudiendo las cadenas de carbono en los grupos R9 y R10 y/o los grupos cíclicos llevar 1, 2, 3 o 4 sustituyentes Raa; R91 es alquilo C1-4 o NRARB; así como sus sales utiles en la agricultura; y b) por lo menos un principio activo B del grupo de los inhibidores de las protoporfirinogeno-IX-oxidasa seleccionados de las formulas II o III, donde R21 es H o halogeno; R22 es halogeno o CN; y R23 es H, alquilo C1-6, haloalquilo C1-6, cicloalquilo C3-6, alquenilo C3-6, haloalquenilo C3-6, alquinilo C3-6, haloalquinilo C3-6, alcoxi C1-6 o cicloalquil C3-6-alquilo C1-6; T es O o N; R es un grupo RI, RII o RIII, que está ligado por medio de , donde R24 es CHF2, CF3 o SO2CH3; R25 es halogeno o CH3 y R26 es H, NH2, CH3 o CH2C:::CH; y R27 es H o CH3; T1 es O o S; o de la formula IV donde R41 es alquilo C1-6, haloalquilo C1-6, alcoxi C1-6-alquilo C1-6, cicloalquilo C1-7, alquenilo C3-6, haloalquenilo C3-6, alquinilo C3-6, haloalquinilo C3-6 cicloalquil C3-6-alquilo C1-4; R42 es halogeno, alquilo C1-3, haloalquilo C1-3, alcoxi C1-3,alcoxi C1-4-alquilo C1-4; y R43 es halogeno, CN, NO2, alquilo C1-4, haloalquilo C1-4, alcoxi C1-4, alquilsulfonilo C1-4, alcoxi C1-4-alquilo C1-4, cicloalquil C3-6-alquilo C1-2, o CO2R44; donde R44 es uno de los grupos mencionados para R41; x es 0,1, 2, o 3; y es 0,1, 2, 3 o 4 en cantidad sinergética. Reivindicacion 14: Agente herbicida caracterizado porque contiene una mezcla de acuerdo con una de las reivindicaciones anteriores y por lo menos una sustancia portadora solida o líquida y/o una o varias sustancias tensoactivas. Reivindicacion 15: Procedimiento para combatir el crecimiento de plantas indeseadas, caracterizado porque se hace actuar una cantidad efectiva herbicida de una mezcla de acuerdo con una de las reivindicaciones 1 a 13 sobre plantas, su hábitat o semillas.Claim 1: Herbicidal mixtures, characterized in that they contain: a) at least one active ingredient A of the group of taxtomine derivatives of formula 1 wherein A is five or six membered phenyl or heteroaryl, containing 1, 2, 3 or 4 heteroatoms selected from O, N and S, where Ra is in ortho position with respect to A; and Ra is CN, NO2, C1-4 alkyl, Z3-6 cycloalkyl, C1-4 haloalkyl, C1-4 alkoxy, C1-4 thioalkyl, C1-4 haloalkoxy, C1-4 halogenothioalkyl, OZ-C3-6 cycloalkyl , S (O) nRy, C3-6 thioalkenyl, C2-6 alkenyl, C3-6 cycloalkenyl, C3-6 alkenyloxy, C2-6 alkynyl, C3-6 alkynyloxy, C3-6 thioalkynyl, NRARB, tri-C1- 4-alkylsilyl, ZC (= O) Ra1, ZC (= S) Ra1, ZC (= N-ORA) -Ra1, ZC [= N (O) -RA] -Ra1, ZP (= O) (Ra1) 2 , phenyl, naphthyl, saturated, unsaturated or aromatic heterocycle, 3 to 7 membered monocyclic or 9 or 10 membered bicyclic, containing 1, 2, 3 or 4 heteroatoms selected from O, N and S, which may be partial or completely substituted by Raa and / or Ra1 groups and / or annexed to another saturated, unsaturated or aromatic carbocyclic or heterocyclic ring, and provided that Ra is bound with a carbon atom, it additionally means halogen; Ry is C1-6 alkyl, C3-4 alkenyl, C3-4 alkynyl, NRARB, and C1-4 haloalkyl and n is 0, 1 or 2; RA, RB mean, independently of each other, hydrogen, C1-6 alkyl, C3-6 alkenyl and C3-6 alkynyl, C3-6 cycloalkyl, C1-6 alkylcarbonyl, C3-6 cycloalkylcarbonyl, C3-6 alkenylcarbonyl, C3-6 cycloalkenylcarbonyl and C3-6 alkynylcarbonyl, where RA, RB can also form together with the nitrogen atom to which they are attached, a fully saturated, partially unsaturated partial ring of five or six members, which may contain in addition to carbon atoms still 1, 2 or 3 heteroatoms selected from O, N and S, whose ring may be substituted by one to three Raa groups, Z is a covalent bond, C1-4 alkylene, C2-6 alkenyl or C2-6 alkynyl; Ra1 is hydrogen, OH, C1-8 alkyl, C1-4 haloalkyl, C3-6 cycloalkyl, C2-8 alkenyl, C5-6 cycloalkenyl, C2-8 alkynyl, C1-6 alkoxy, C1-4 haloalkoxy, C3-8 alkenyloxy , C3-8 alkynyloxy, NRARB, C1-6 alkoxyamino, C1-6 alkylsulfonylamino, C1-6 alkylamino sulfonylamino, [di- C1-6 alkylamino] sulfonylamino, C3-6 alkylamino, C3-6 alkylamino, N- (C2-6 alkenyl) ) -N- (C1-6 alkyl) -amino, N- (C2-6 alkynyl) -N- (C1-6 alkyl) -amino, N- (C1-6 alkoxy) -N- (C1-6 alkyl) -amino, N- (C2-6 alkenyl) -N- (C1-6 alkoxy) -amino, N- (C2-6 alkynyl) -N- (C1-6 alkoxy) -amino, C1-6 alkylsulfonyl, tri- C 1-4 alkylsilyl, phenyl, phenoxy, phenylamino and a five or six membered monocyclic heterocycle or nine or ten membered bicyclic, containing 1, 2, 3 or 4 heteroatoms selected from O, N and S, the cyclic groups being not substituted or substituted by 1, 2, 3 or 4 Raa groups; Raa is halogen, OH, CN, NO2, C1-4 alkyl, C1-4 haloalkyl, C1-4 alkoxy, C1-4 haloalkoxy, S (O) nRy, ZC (= O) -Ra1, ZC (= S) - Ra1, ZC (= N-ORA) -Ra1, ZC [= N (O) -RA] -Ra1, oxo (= O) and C1-4 tri-alkylsilyl; Rb independently means hydrogen, CN, NO2, halogen, C1-4 alkyl, C1-4 haloalkyl, C2-4 alkenyl, C3-6 alkynyl, C1-4 alkoxy, C1-4 haloalkoxy, benzyl and S (O) nRy; Ra and / or Rb can also form together with the group Ra or Rb linked to the neighboring ring carbon atom or to the neighboring ring nitrogen atom itself, a saturated ring, partially or completely unsaturated, of five or six members, which may contain in addition to carbon atoms, 1, 2 or 3 heteroatoms selected from O, N and S, whose ring may be substituted by 1 to 3 Raa groups and / or annexed to another saturated, unsaturated or aromatic carbocyclic or heterocyclic ring; m is 0.1, 2 or 3; R1 is hydrogen, OH, CN, C1-12 alkyl, C3-12 alkenyl, C3-12 alkynyl, C1-4 alkoxy, C3-6 cycloalkyl, C5-6 cycloalkenyl, NRARB, S (O) nRy, S (O) nNRARB, C (= O) R11, CONRARB, phenyl or a saturated, partially unsaturated or aromatic heterocycle, monocyclic of 5 or 6 members or bicyclic of 9 or 10 members, containing 1, 2, 3 or 4 heteroatoms selected from O, N and S, the cyclic groups being linked by means of Z1 and not substituted or substituted by 1, 2, 3 or 4 Raa groups, as well as the following groups partially or completely substituted by Raa; C1-4 alkyl, C3-4 alkenyl and C3-4 alkynyl; R11 is hydrogen, C1-4 alkyl, C1-4 haloalkyl, C1-4 alkoxy and C1-4 haloalkoxy; Z1 carbonyl or a group Z; the carbon chains in groups R1, R2, R3, Ra and their substituents and / or the cyclic groups may be partially or completely substituted by Raa and / or Ra1; R2 is C1-4 alkyl, C3-4 alkenyl and C3-4 alkynyl; R3 is halogen, CN, NO2, OH, NH2, C1-4 alkyl, Z3-8 cycloalkyl, Z5-8 cycloalkenyl, Z7-8 cycloalkynyl, C3-6 alkenyl, C3-6 alkynyl, Z- [C1-6 tri-alkylsilyl], C (= O) R11, Z-phenyl, Z-linked heterocycle, 5 or 6 membered monocyclic or 9 or 10 membered bicyclic, containing 1, 2, 3 or 4 heteroatoms selected from O, N and S; R4 is hydrogen, halogen, C1-4 alkyl and C1-4 haloalkyl, or R4 and R5 together represent a covalent bond; R5, R6, R7, R8 mean, independently of each other, hydrogen, halogen, OH, CN, NO2, C1-4 alkyl, C1-4 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, C1-4 alkoxy, C1 haloalkoxy -4, C3-6 cycloalkyl, C3-6 cycloalkenyl and C3-6 cycloalkynyl; R9, R10 mean, independently of each other, hydrogen, halogen, OH, haloalkyl, NRARB, NRAC (O) R91, CN, NO2, C1-4 alkyl, C1-4 haloalkyl, C2-4 alkenyl, C3-6 alkynyl, alkoxy C1-4, haloalkoxy C1-4, OC (O) R91, phenoxy and benzyloxy, the carbon chains in groups R9 and R10 and / or the cyclic groups having 1, 2, 3 or 4 Raa substituents; R91 is C1-4 alkyl or NRARB; as well as its useful salts in agriculture; and b) at least one active ingredient B from the group of protoporphyrinogen-IX-oxidase inhibitors selected from formulas II or III, where R21 is H or halogen; R22 is halogen or CN; and R23 is H, C 1-6 alkyl, C 1-6 haloalkyl, C 3-6 cycloalkyl, C 3-6 alkenyl, C 3-6 haloalkenyl, C 3-6 alkynyl, C 3-6 haloalkynyl, C 1-6 alkoxy or C 3-6 cycloalkyl C1-6 alkyl; T is O or N; R is an RI, RII or RIII group, which is linked by means of, where R24 is CHF2, CF3 or SO2CH3; R25 is halogen or CH3 and R26 is H, NH2, CH3 or CH2C ::: CH; and R27 is H or CH3; T1 is O or S; or of the formula IV wherein R41 is C1-6 alkyl, C1-6 haloalkyl, C1-6 alkoxy-C1-6 alkyl, C1-7 cycloalkyl, C3-6 alkenyl, C3-6 haloalkenyl, C3-6 alkynyl, C3 haloalkynyl -6 C3-6 cycloalkyl-C1-4 alkyl; R42 is halogen, C1-3 alkyl, C1-3 haloalkyl, C1-3 alkoxy, C1-4 alkoxy-C1-4 alkyl; and R43 is halogen, CN, NO2, C1-4 alkyl, C1-4 haloalkyl, C1-4 alkoxy, C1-4 alkylsulfonyl, C1-4 alkoxy-C1-4 alkyl, C3-6 cycloalkyl-C1-2 alkyl, or CO2R44; where R44 is one of the groups mentioned for R41; x is 0.1, 2, or 3; and is 0.1, 2, 3 or 4 in synergistic quantity. Claim 14: Herbicidal agent characterized in that it contains a mixture according to one of the preceding claims and at least one solid or liquid carrier substance and / or one or more surface active substances. Claim 15: Method for combating the growth of unwanted plants, characterized in that an effective herbicidal amount of a mixture according to one of claims 1 to 13 is actuated on plants, their habitat or seeds.

ARP090104746 2008-12-09 2009-12-07 HERBICIDE BLENDS AR075664A1 (en)

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Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8822381B2 (en) 2008-12-31 2014-09-02 Marrone Bio Innovations, Inc. Uses of thaxtomin and thaxtomin compositions as herbicides
US9968085B2 (en) 2008-12-31 2018-05-15 Marrone Bio Innovations, Inc. Uses of thaxtomin and thaxtomin compositions as herbicides
US9066516B2 (en) 2008-12-31 2015-06-30 Marrone Bio Innovations, Inc. Uses of thaxtomin and thaxtomin compositions as herbicides
TW201038557A (en) 2009-04-16 2010-11-01 Marrone Bio Innovations Inc Use of thaxtomin for selective control of rice and aquatic based weeds
WO2011018486A2 (en) 2009-08-14 2011-02-17 Basf Se Herbicidally active composition comprising benzoxazinones
MX2014005260A (en) * 2011-10-31 2015-01-12 Novozymes Bioag As Methods of controlling weeds with thaxtomin and thaxtomin compositions in combination with a beneficial herbicide.
AU2013203762B2 (en) * 2012-07-19 2015-04-09 Marrone Bio Innovations, Inc. Uses of thaxtomin and thaxtomin compositions as herbicides
US8993762B2 (en) 2013-03-15 2015-03-31 Marrone Bio Innovations, Inc. Total synthesis of thaxtomin A analogues and their intermediates

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AR058408A1 (en) * 2006-01-02 2008-01-30 Basf Ag PIPERAZINE COMPOUNDS WITH HERBICITY ACTION
CA2690072A1 (en) * 2007-06-12 2008-12-18 Eike Hupe Herbicidally active composition
US20110130286A1 (en) * 2008-07-29 2011-06-02 Basf Se Piperazine Compounds with Herbicidal Effect
TW201024278A (en) * 2008-12-31 2010-07-01 Marrone Bio Innovations Inc Uses of thaxtomin and thaxtomin compositions as herbicides

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