CO5221027A1 - NEW HERBICIDE METHOD - Google Patents

NEW HERBICIDE METHOD

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Publication number
CO5221027A1
CO5221027A1 CO99054193A CO99054193A CO5221027A1 CO 5221027 A1 CO5221027 A1 CO 5221027A1 CO 99054193 A CO99054193 A CO 99054193A CO 99054193 A CO99054193 A CO 99054193A CO 5221027 A1 CO5221027 A1 CO 5221027A1
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CO
Colombia
Prior art keywords
alkyl
optionally substituted
groups
ring
haloalkyl
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CO99054193A
Other languages
Spanish (es)
Inventor
Anthony Hugh Catchpole
Smith Philip Henry G
Original Assignee
Rhone Poulenc Agrochimie
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Publication date
Application filed by Rhone Poulenc Agrochimie filed Critical Rhone Poulenc Agrochimie
Publication of CO5221027A1 publication Critical patent/CO5221027A1/en

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    • 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
    • A01N43/72Biocides, 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
    • A01N43/86Biocides, 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 1,3

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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)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

Un método para reducir la fitotoxicidad para plantas cultivadas de arroz causada por un derivado de amida cíclica herbicida de la fórmula (I):<EMI FILE="99054193_1" ID="1" IMF=JPEG >en la que:R4 y R5 representan independientemente alquilo; y(i) -X- Y- representa - C (Rla) = C(R2) - 0 -;W representa NHR3 o R3a ;Rla representa fenilo o tienilo opcionalmente sustituido con uno o cinco grupos que pueden ser iguales o diferentes, seleccionados entre halógeno, hidroxi, alquilo, haloalquilo, alcoxi, haloalcoxi, -S(O)nR6, -CO2R6, -COR6, ciano, nitro, -O(CH2)q-CO2R6 y fenoxi;R2 representa hidrógeno, alquilo, haloalquilo, alcoxialquilo, haloalcoxialquilo, alquenilo, haloalquenilo, alquinilo, haloalquinilo, alcoxialquenilo, -CHO, COR6, -CO2R6, -CH2NO2, o alquilo que está sustituido con un grupo seleccionado entre -S(O)nR6, OH, -OCOR6 y -NR7R8; oun grupo seleccionado entre ciano, -CHO, -COR6, -CO2H, -CO2R6, -COSR6, -CONR7R8, -CH=NOH, -CH=NOR6, -CH=NOCOR6, -CH=NNR7R8, CH2CN, -CH2NO2 y oxiranilo;R3 representa fenilo opcionalmente sustituido con uno o cinco grupos que pueden ser iguales o diferentes, seleccionados entre halógeno, hidroxi, alquilo, haloalquilo, alcoxi, haloalcoxi, -S(O)nR6, -CO2R6, -COR6, ciano, nitro, NR7R8, fenoxi, alcoxicarbonilalcoxi y -SF5;R3a representa -(CH2)r-(fenilo o naftilo) que está opcionalmente sustituido con uno a cinco grupos que pueden ser iguales o diferentes, seleccionados entre halógeno, hidroxi, alquilo, haloalquilo, alcoxi, haloalcoxi, -S(O)nR6, -CO2R6, -COR6, ciano, nitro, -O(CH2)qCO2R6, fenoxi y -SF5; osustituido con un grupo seleccionado entre -OCOR6, NR9R10, NHR6a, -CH2NR9R10, -CONR9R10, -CONHR6a, - 2 --OSO2R6, -OSO2R6a, -OCOR6a, -OCH2COR6a, -OCH2R6a, -S(O)mR6a, R6a, -P(=O)(OR6)(OR6b), -P(=O)(OR6)R6b, -CH2P(=O)(OR6)(OR6b), -CH2P(=O)(OR6)R6b, -CO2R6a, CH2S(O)nR6, -CH2S(O)mR6a, -CH2OR6, -CH2OR6a, -CH2OCOR6a, -CH2OSO2R6a y alquenilo (los anillos de fenilo y naftilo pueden estar sustituidos adicionalmente con uno o más grupos de halógenos o R6);o representa un anillo de fenilo opcionalmente sustituido con uno a cinco grupos que pueden ser iguales o diferentes, seleccionados entre halógenos, alquilo, haloalquilo, alcoxi, haloalcoxi, -S(O)nR6, CN y NO2, y que está condensado con un segundo anillo de cicloalquilo o cicloalquenilo de cinco o seis miembros, o con un anillo heterocíclico saturado de cinco o seis miembros (por ejemplo para dar un anillo de 1,3- benzodioxol o 1,4-benzodioxano) que contiene de uno a tres heteroátomos que pueden ser iguales o diferentes, seleccionados entre nitrógeno, oxigeno y azufre, estando dichos anillos opcionalmente sustituidos con uno o más grupos R12 u opcionalmente uno de los átomos de carbono en el anillo de cicloalquilo, cicloalquenilo o heterocíclico saturado de cinco o seis miembros pueden formar un grupo carbonilo (se entiende que para sistemas anulares condensados es el anillo de fenilo el que está enlazado al grupo carbonilo que forma parte de -C(=O)3a); orepresenta un anillo de fenantreno o antraceno opcionalmente sustituido con uno o más grupos seleccionados entre halógenos, alquilo, haloalquilo, alcoxi, haloalcoxi, -S(O)nR6, CN y NO2; orepresenta -(CH2)s -(anillo heteroaromático de cinco a siete miembros) en que el anillo heteroaromático tiene de uno a cuatro heteroátomos de anillo que pueden ser iguales o diferentes, seleccionados entre nitrógeno, oxígeno y azufre, estando dicho anillo opcionalmente condensado con un anillo de fenilo o con un segundo anillo heteroaromático de cinco a siete miembros que tiene de uno a cuatro heteroátomos que pueden ser iguales o diferentes, seleccionados entre nitrógeno, oxígeno y azufre, para formar un sistema anular bicíclico, estando el anillo monocíclico o cualquiera de los anillos en el sistema bicíclico opcionalmente sustituido con uno de los cuatro grupos que pueden ser iguales o diferentes, seleccionados entre halógeno, hidroxi alquilo, ciano, haloalquilo, alcoxi, haloalcoxi, -S(O)nR6, -CO2R6, -COR6, nitro, -O(CH2)qCO2R6 y fenoxi); orepresenta un grupo alquilo, alquenilo o alquinilo opcionalmente halogenado que contiene hasta diez átomos de carbono; orepresenta un grupo alquilo, alquenilo o alquinilo opcionalmente halogenado que contiene hasta diez átomos de carbono, que está sustituido con cicloalquilo que contiene de tres a seis átomos de carbono (el anillo de cicloalquilo puede estar opcionalmente sustituido con uno o más grupos de halógenos o alquilo ); orepresenta cicloalquilo que contiene de tres a seis átomos de carbono o cicloalquenilo que contiene cinco o seis átomos de carbono, cuyos sistemas anulares están opcionalmente sustituidos con un grupo de R6 o uno o más átomos de halógeno que pueden ser iguales o diferentes; o representa cicloalquilo que contiene de tres a ocho átomos de carbono de cicloalquenilo que contiene cuatro a ocho átomos de carbono, en que los sistemas anulares están sustituidos con un grupo E que se selecciona entre CO2H, CO2R6, alquenilo, haloalquenilo, R6a, NR9R10, alcoxi, haloalcoxi, S(O)nR6, COR6, COR6a, CH2COR6a, COCH2R6a, CO2CH2R6a, S(O)mR6a, CN, S(O)tCH2R6a, S(O)uR14, CH2OR6, CHO, COR11, NO2, CONHR6a, CONR6R6a, CH2OH, -CH(OR13(OR13a) (opcionalmente del grupo -CH(OR13(OR13a) representa acetal cíclico de cinco o seis miembros opcionalmente sustituidos por uno o más grupos R6), o uno de los átomos de carbono del cicloalquilo forma parte de un grupo carbonilo (opcionalmente los anillos de cicloalquilo o cicloalquenilo antes definidos pueden contener además de E uno o más grupos de halógeno o R6); y preferiblemente el sustituyente E está unido al átomo de carbono por el que el grupo cicloalquilo o cicloalquenilo está unido al grupo carbonilo que forma, parte del grupo -C(=O)R3a; orepresenta cicloalquilo que contiene de cinco a siete átomos de carbono o cicloalquenilo que contiene cinco o seis átomos de carbono, cuyos anillos están opcionalmente sustituidos con uno o más grupos R12 y en que los sistemas anulares están condensados con un anillo de fenilo (por ejemplo para formar indanilo) opcionalmente sustituido con uno a cuatro grupos que pueden ser iguales o diferentes, seleccionados entre halógeno, alquilo, haloalquilo, alcoxi, haloalcoxi, -S(O)nR6, ciano o nitro (se entiende que para sistemas anulares condensados es el anillo de cicloalquilo o cicloalquenilo el que está enlazado al grupo carbonilo que forma parte del grupo -C(=O) R3a); o - 3 -Representa alquilo o haloalquilo, cualquiera de los cuales está sustituido con uno o dos grupos R15, opcionalmente junto con un grupo R16; o representa alquenilo o haloalquenilo cualquiera de los cuales está sustituido con uno o dos grupos R15, opcionalmente junto con un grupo seleccionado entre R6a, RI7 y R18; orepresenta alquinilo sustituido con un grupo R15 (preferiblemente un grupo R15 en las anteriores definiciones está situado en el átomo de carbono de R3a que está en alfa o beta con respecto al grupo carbonilo que forma parte de -C(=O)R3a);R6 y R6b representan alquilo o haloalquilo;R6a representa fenilo opcionalmente sustituido con uno o más grupos que pueden ser iguales o diferentes, seleccionados entre halógeno, alquilo, haloalquilo, alcoxi, haloalcoxi, -S(O)n R6, ciano y nitro;R7, R8, R9 y R10 representan independientemente hidrógeno, alquilo o haloalquilo;R11 representa cicloalquilo que contiene de tres a siete átomos de carbono o cicloalquenilo que contiene cinco o seis átomos de carbono, en que los sistemas anulares están opcionalmente sustituidos con uno o más grupos R12;R12 representa halógeno, alquilo o haloalquilo;R13 y R13a representan alquilo, o el grupo -C(OR13)(OR13a) - representa un cetal cíclico de cinco o seis miembros, a saber un anillo de 1,3-dioxolano o 1,3-dioxano de fórmula -C(OR13b) (OR13c) - en la que R13b y R13c conjuntamente representan una cadena alquileno C2 o C3 que opcionalmente está sustituida con alquilo;R14 representa cicloalquilo que contiene de tres a siete átomos de carbono opcionalmente sustituido con uno o más grupos R12;R15 representa -OH, -OR6, -S(O)nR6, -S(O)mR6a, -CO2R6,-CO2CH2R6a, CN, NO2, CHO, COR6, COR6a, COCH2R6a, -CO2H, -CONR9R10, -S(O)tCH2R6a, -S(O)pR18 o un grupo de acetal cíclico de cinco o seis miembros opcionalmente sustituido con uno o más grupos R6; R16 representa R6a, alquinilo, o un anillo de cicloalquilo de tres a seis miembros opcionalmente sustituido con uno o más grupos R6 o de halógeno;R17 representa un anillo de tienilo o furilo opcionalmente sustituido con uno o más grupos R12;R18 representa cicloalquilo que contiene de tres a siete átomos de carbono opcionalmente sustituido con uno o más grupos R12;m, n, p, t, y u representan cero, uno o dos;q representa uno o dos;r y s representan cero o uno; oii) -X- Y- representa -C(R1)=C(R2a)-;R1 representa fenilo opcionalmente sustituido con halógeno, alquilo, haloalquilo, alcoxi o haloalcoxi;R2a representa alquilo; yW representa -NHR3c, en que R3c representa fenilo, naftilo o un anillo heterocíclico de cinco o seis miembros que contiene de uno a tres heteroátomos seleccionados entre oxígeno, nitrógeno y azufre, cuyos sistemas anulares están opcionalmente sustituidos con halógeno, alquilo, haloalquilo, alcoxi, haloalcoxi, -S(O)nR6, -CO2R6, nitro, ciano o -CO2H-; oW representa R3b, en que R3b representa alquilo, haloalquilo; fenilo opcionalmente sustituido con halógeno, alquilo, haloalquilo o alcoxi; bencilo, alquenilo, haloalquenilo, alquinilo; cicloalquilo C3-7 opcionalmente sustituido con halógeno o alquilo; o alquilo sustituido con cicloalquilo C3-7; oR2a representa hidroxi, alcoxi, haloalcoxi, -S(O)nR6, amino, alquilamino o dialquilamino; yW representa R3d en que R3d representa alquilo, alquenilo, alquinilo, o bencilo o fenilo opcionalmente sustituido con halógeno, alquilo, haloalquilo o -S(O)nR6; oiii) -X- Y - representa -N(R1)-CH(R2a) - o-N(R1) -CH(R2a)-CH2-; yR2a representa alquilo;W representa -NHR3c o R3b; o(iv) -X-Y- representa -N(R1)-N(Me)-CH2- o -N(R1)-O-; yW representa NA method to reduce phytotoxicity for rice cultivated plants caused by a herbicidal cyclic amide derivative of the formula (I): <EMI FILE = "99054193_1" ID = "1" MFI = JPEG> in which: R4 and R5 represent independently alkyl; and (i) -X- Y- represents - C (Rla) = C (R2) - 0 -; W represents NHR3 or R3a; Rla represents phenyl or thienyl optionally substituted with one or five groups that may be the same or different, selected between halogen, hydroxy, alkyl, haloalkyl, alkoxy, haloalkoxy, -S (O) nR6, -CO2R6, -COR6, cyano, nitro, -O (CH2) q-CO2R6 and phenoxy; R2 represents hydrogen, alkyl, haloalkyl, alkoxyalkyl , haloalkoxyalkyl, alkenyl, haloalkenyl, alkynyl, haloalkynyl, alkoxyalkenyl, -CHO, COR6, -CO2R6, -CH2NO2, or alkyl which is substituted with a group selected from -S (O) nR6, OH, -OCOR6 and -NR7R8; or group selected from cyano, -CHO, -COR6, -CO2H, -CO2R6, -COSR6, -CONR7R8, -CH = NOH, -CH = NOR6, -CH = NOCOR6, -CH = NNR7R8, CH2CN, -CH2NO2 and oxiranil ; R3 represents phenyl optionally substituted with one or five groups that may be the same or different, selected from halogen, hydroxy, alkyl, haloalkyl, alkoxy, haloalkoxy, -S (O) nR6, -CO2R6, -COR6, cyano, nitro, NR7R8 , phenoxy, alkoxycarbonylalkoxy and -SF5; R3a represents - (CH2) r- (phenyl or naphthyl) which is optionally substituted with one to five groups that may be the same or different, selected from halogen, hydroxy, alkyl, haloalkyl, alkoxy, haloalkoxy , -S (O) nR6, -CO2R6, -COR6, cyano, nitro, -O (CH2) qCO2R6, phenoxy and -SF5; replaced with a group selected from -OCOR6, NR9R10, NHR6a, -CH2NR9R10, -CONR9R10, -CONHR6a, - 2 --OSO2R6, -OSO2R6a, -OCOR6a, -OCH2COR6a, -OCH2R6a, -S (R) mR6a, P (= O) (OR6) (OR6b), -P (= O) (OR6) R6b, -CH2P (= O) (OR6) (OR6b), -CH2P (= O) (OR6) R6b, -CO2R6a, CH2S (O) nR6, -CH2S (O) mR6a, -CH2OR6, -CH2OR6a, -CH2OCOR6a, -CH2OSO2R6a and alkenyl (phenyl and naphthyl rings may be further substituted with one or more halogen groups or R6); or represents a phenyl ring optionally substituted with one to five groups that may be the same or different, selected from halogens, alkyl, haloalkyl, alkoxy, haloalkoxy, -S (O) nR6, CN and NO2, and which is condensed with a second ring of five or six membered cycloalkyl or cycloalkenyl, or with a saturated five or six membered heterocyclic ring (for example to give a 1,3-benzodioxol or 1,4-benzodioxane ring) containing one to three heteroatoms which can be same or different, selected swimming between nitrogen, oxygen and sulfur, said rings being optionally substituted with one or more R12 groups or optionally one of the carbon atoms in the five or six membered saturated cycloalkyl, cycloalkenyl or heterocyclic ring may form a carbonyl group (it is understood that for condensed ring systems it is the phenyl ring which is linked to the carbonyl group that is part of -C (= O) 3a); or represents a phenanthrene or anthracene ring optionally substituted with one or more groups selected from halogens, alkyl, haloalkyl, alkoxy, haloalkoxy, -S (O) nR6, CN and NO2; orepresenta - (CH2) s - (five to seven member heteroaromatic ring) in which the heteroaromatic ring has one to four ring heteroatoms that can be the same or different, selected from nitrogen, oxygen and sulfur, said ring being optionally condensed with a phenyl ring or with a second five to seven member heteroaromatic ring having one to four heteroatoms that can be the same or different, selected from nitrogen, oxygen and sulfur, to form a bicyclic ring system, the monocyclic ring being any of the rings in the bicyclic system optionally substituted with one of four groups that may be the same or different, selected from halogen, hydroxy alkyl, cyano, haloalkyl, alkoxy, haloalkoxy, -S (O) nR6, -CO2R6, -COR6, nitro, -O (CH2) qCO2R6 and phenoxy); or represents an optionally halogenated alkyl, alkenyl or alkynyl group containing up to ten carbon atoms; or represents an optionally halogenated alkyl, alkenyl or alkynyl group containing up to ten carbon atoms, which is substituted with cycloalkyl containing from three to six carbon atoms (the cycloalkyl ring may be optionally substituted with one or more halogen or alkyl groups ); or represents cycloalkyl containing from three to six carbon atoms or cycloalkenyl containing five or six carbon atoms, whose annular systems are optionally substituted with a group of R6 or one or more halogen atoms that may be the same or different; or represents cycloalkyl containing from three to eight carbon atoms of cycloalkenyl containing four to eight carbon atoms, in which the ring systems are substituted with a group E that is selected from CO2H, CO2R6, alkenyl, haloalkenyl, R6a, NR9R10, alkoxy, haloalkoxy, S (O) nR6, COR6, COR6a, CH2COR6a, COCH2R6a, CO2CH2R6a, S (O) mR6a, CN, S (O) tCH2R6a, S (O) uR14, CH2OR6, CHO, COR11, NO2, CONHR6a, CONR6R6a, CH2OH, -CH (OR13 (OR13a) (optionally of the group -CH (OR13 (OR13a) represents cyclic acetal of five or six members optionally substituted by one or more R6 groups), or one of the carbon atoms of the cycloalkyl form part of a carbonyl group (optionally the cycloalkyl or cycloalkenyl rings defined above may contain in addition to E one or more halogen groups or R6); and preferably the substituent E is attached to the carbon atom by which the cycloalkyl or cycloalkenyl group is attached to the carbonyl group that forms, part of the gru po -C (= O) R3a; or represents cycloalkyl containing from five to seven carbon atoms or cycloalkenyl containing five or six carbon atoms, whose rings are optionally substituted with one or more R12 groups and in which the annular systems are fused with a phenyl ring (for example for form indanyl) optionally substituted with one to four groups that may be the same or different, selected from halogen, alkyl, haloalkyl, alkoxy, haloalkoxy, -S (O) nR6, cyano or nitro (it is understood that for condensed ring systems it is the ring cycloalkyl or cycloalkenyl which is linked to the carbonyl group that is part of the group -C (= O) R3a); or - 3 - Represents alkyl or haloalkyl, any of which is substituted with one or two R15 groups, optionally together with an R16 group; or represents alkenyl or haloalkenyl any of which is substituted with one or two R15 groups, optionally together with a group selected from R6a, RI7 and R18; Or represents alkynyl substituted with an R15 group (preferably an R15 group in the above definitions is located on the carbon atom of R3a which is in alpha or beta with respect to the carbonyl group which is part of -C (= O) R3a); R6 and R6b represent alkyl or haloalkyl; R6a represents phenyl optionally substituted with one or more groups that may be the same or different, selected from halogen, alkyl, haloalkyl, alkoxy, haloalkoxy, -S (O) n R6, cyano and nitro; R7, R8, R9 and R10 independently represent hydrogen, alkyl or haloalkyl; R11 represents cycloalkyl containing three to seven carbon atoms or cycloalkenyl containing five or six carbon atoms, in which the annular systems are optionally substituted with one or more R12 groups ; R12 represents halogen, alkyl or haloalkyl; R13 and R13a represent alkyl, or the group -C (OR13) (OR13a) - represents a five or six membered cyclic ketal, namely a 1,3-dioxolan ring or 1,3-dioxane of the formula -C (OR13b) (OR13c) - in which R13b and R13c together represent a C2 or C3 alkylene chain which is optionally substituted with alkyl; R14 represents cycloalkyl containing from three to seven carbon atoms optionally substituted with one or more groups R12; R15 represents -OH, -OR6, -S (O) nR6, -S (O) mR6a, -CO2R6, -CO2CH2R6a, CN, NO2, CHO, COR6, COR6a, COCH2R6a, - CO2H, -CONR9R10, -S (O) tCH2R6a, -S (O) pR18 or a five or six-membered cyclic acetal group optionally substituted with one or more R6 groups; R16 represents R6a, alkynyl, or a three to six membered cycloalkyl ring optionally substituted with one or more R6 or halogen groups; R17 represents a thienyl or furyl ring optionally substituted with one or more R12 groups; R18 represents cycloalkyl containing from three to seven carbon atoms optionally substituted with one or more R12 groups; m, n, p, t, and u represent zero, one or two; q represents one or two; rys represent zero or one; oii) -X- Y- represents -C (R1) = C (R2a) -; R1 represents phenyl optionally substituted with halogen, alkyl, haloalkyl, alkoxy or haloalkoxy; R2a represents alkyl; and W represents -NHR3c, in which R3c represents phenyl, naphthyl or a five or six membered heterocyclic ring containing from one to three heteroatoms selected from oxygen, nitrogen and sulfur, whose ring systems are optionally substituted with halogen, alkyl, haloalkyl, alkoxy , haloalkoxy, -S (O) nR6, -CO2R6, nitro, cyano or -CO2H-; oW represents R3b, in which R3b represents alkyl, haloalkyl; phenyl optionally substituted with halogen, alkyl, haloalkyl or alkoxy; benzyl, alkenyl, haloalkenyl, alkynyl; C3-7 cycloalkyl optionally substituted with halogen or alkyl; or alkyl substituted with C3-7 cycloalkyl; oR2a represents hydroxy, alkoxy, haloalkoxy, -S (O) nR6, amino, alkylamino or dialkylamino; and W represents R3d in which R3d represents alkyl, alkenyl, alkynyl, or benzyl or phenyl optionally substituted with halogen, alkyl, haloalkyl or -S (O) nR6; oiii) -X- Y - represents -N (R1) -CH (R2a) - or-N (R1) -CH (R2a) -CH2-; and R2 represents alkyl; W represents -NHR3c or R3b; or (iv) -X-Y- represents -N (R1) -N (Me) -CH2- or -N (R1) -O-; and W represents N

CO99054193A 1998-08-27 1999-08-26 NEW HERBICIDE METHOD CO5221027A1 (en)

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EP1753735A1 (en) 2004-04-20 2007-02-21 Transtech Pharma, Inc. Substituted thiazole and pyrimidine derivatives as melanocortin receptor modulators
EP2320738A4 (en) 2008-08-29 2011-08-24 Transtech Pharma Inc Substituted aminothiazole derivatives, pharmaceutical compositions, and methods of use

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5312929A (en) * 1992-02-17 1994-05-17 Kumiai Chemical Industry Co., Ltd. 2-oxo-3-pyrroline derivatives, process for their production and herbicidal composition
IL112014A (en) * 1993-12-24 1999-10-28 Rhone Poulenc Agrochimie 1,3-Oxazin-4-one derivatives and herbicides containing the same
JP3954127B2 (en) * 1995-03-14 2007-08-08 クミアイ化学工業株式会社 Cyclic amide derivatives and herbicides
GB9512819D0 (en) * 1995-06-23 1995-08-23 Rhone Poulenc Agriculture Herbicides
DE19520816A1 (en) * 1995-05-30 1996-12-05 Hoechst Schering Agrevo Gmbh Herbicidal pyrrolinones
GB9608399D0 (en) * 1996-04-23 1996-06-26 Mitsubishi Chemical Company New Herbicides
DE19628527A1 (en) * 1996-07-03 1998-01-08 Hoechst Schering Agrevo Gmbh New 2,3-di:hydro-1,3-oxazine-4-one derivatives

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AU5860999A (en) 2000-03-21
MY122183A (en) 2006-03-31

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