AR043518A1 - Derivados de ftalimida, preparacion de los mismos insecticidas que los comprenden, su fabricacion y metodos para combatir insectos daninos - Google Patents

Derivados de ftalimida, preparacion de los mismos insecticidas que los comprenden, su fabricacion y metodos para combatir insectos daninos

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Publication number
AR043518A1
AR043518A1 ARP040100748A ARP040100748A AR043518A1 AR 043518 A1 AR043518 A1 AR 043518A1 AR P040100748 A ARP040100748 A AR P040100748A AR P040100748 A ARP040100748 A AR P040100748A AR 043518 A1 AR043518 A1 AR 043518A1
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Argentina
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alkyl
formula
thio
compounds
haloalkyl
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ARP040100748A
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English (en)
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Bayer Cropscience Ag
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Publication of AR043518A1 publication Critical patent/AR043518A1/es

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    • 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
    • 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
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/44—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
    • 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
    • C07D231/14—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 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
    • C07D231/18—One oxygen or sulfur atom
    • C07D231/20—One oxygen atom attached in position 3 or 5
    • C07D231/22—One oxygen atom attached in position 3 or 5 with aryl radicals attached to ring nitrogen 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
    • C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D233/28—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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
    • C07D233/30—Oxygen or sulfur atoms
    • C07D233/32—One oxygen atom
    • 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
    • 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
    • C07D233/66—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 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
    • C07D233/70—One oxygen atom
    • 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
    • C07D233/66—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 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
    • C07D233/72—Two oxygen atoms, e.g. hydantoin
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/20—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D239/22—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms directly attached to ring carbon 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
    • C07D249/12—Oxygen or sulfur atoms
    • 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

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  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Environmental Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Plant Pathology (AREA)
  • Pest Control & Pesticides (AREA)
  • Health & Medical Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pyridine Compounds (AREA)
  • Indole Compounds (AREA)
  • Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

Abstract

Nuevos derivados de ftalamida insecticidas de fórmula (1). Procedimientos para la preparación de tales compuestos, composiciones insecticidas y su uso para el control de plagas. Reivindicación 1: Derivados de ftalamida representados por la fórmula (1) en donde X representa H, halógeno, alquilo C1-6, haloalquilo C1-6, nitro, ciano, alquil(C1-6)sulfoniloxi, haloalquil(C1-6)sulfoniloxi, fenilsulfoniloxi, alquil(C1-6)tio-alquilo C1-6, alquil(C1-6)sulfinil-alquilo C1-6, alquil (C1-6)sulfonil-alquilo C1-6, alquil(C1-6)sulfonilamino, bis(alquil(C1-6)sulfonil)amino o alquil(C1-6)carboniloxi; n representa 1, 2, 3, o 4; Y representa H, halógeno, alquilo C1-6, haloalquilo C1-6, alcoxi C1-6, haloalcoxi C1-6, alquil(C1-6)tio, haloalquil(C1-6)tio o ciano; m representa 1, 2, 3,o 4; R1 representa alquilo C1-8, alquilo C1-8 que está mono- o poli-sustituido con sustituyentes seleccionados del grupo que consiste en ciano, nitro, alquil(C1-6)aminosulfonilo, N,N-di(alquil (C1-6)aminosulfonilo, alquil(C1-6)sulfonilamino, N-alquil(C1-6)sulfonil-N-alquil(C1-6)amino, alquil(C1-6)carbonilamino, haloalquilo (C1-6), N-alquil(C1-6)carbonil-N-alquil(C1-6)amino, alquil(C1-6)tiocarbonilamino, N-alquil(C1-6)tiocarbonil-N-alquil(C1-6)amino, alcoxi(C1-6)imino-alquilo (C1-6), alquil(C1-6)aminocarbonilo, N,N-di(alquil C1-6)aminocarbonilo, alquil(C1-6)aminotiocarbonilo, N,N-di(alquil C1-6)aminotiocarbonilo, alcoxi(C1-6)carbonilamino, alcoxi(C1-6)carbonil-alquil(C1-6)amino, alquil(C1-6)amino-carboniloxi, N,N-di(alquil C1-6)aminocarboniloxi, alcoxi(C1-6)tiocarbonilamino, alcoxi(C1-6)tiocarbonil-alquil(C1-6)amino, alquil(C1-6)aminotiocarboniloxi, N,N-di(alquil C1-6)aminotiocarboniloxi, alquil(C1-6)tiocarbonilamino, alquil(C1-6)tiocarbonil-alquil(C1-6)amino, alquil(C1-6)aminocarboniltio, N,N-di(alquil C1-6)aminocarboniltio, alquil(C1-6)tio-tiocarbonilamino, alquil(C1-6)tio-tiocarbonil-alquil(C1-6)amino, alquil(C1-6)aminotiocarboniltio, N,N-di(alquil C1-6)aminotiocarboniltio, cicloalquilo C3-6, alcoxi(C1-6)-alquilo C1-6, alquil(C1-6)tio-alquilo C1-6, alquil(C1-6)sulfinil-alquilo C1-6 y alquil(C1-6)sulfonil-alquilo C1-6, o representa cicloalquilo C3-8 que puede estar sustituido con sustituyentes seleccionados del grupo que consiste en alquilo C1-4, alquil(C1-4)tio o alquil(C1-2)tio-alquilo C1-2; R2 representa H o alquilo C1-6; R3 representa H o alquilo C1-6; A1 representa alquileno C1-8, haloalquileno C1-8, alquenileno C2-8, haloalquenileno C2-8, alquinileno C2-8, haloalquinileno C2-8, alquilen(C1-8)amino, alquilen(C1-8)-alquil(C1-6)amino, alquilen(C1-8)oxi o alquilen(C1-8)tio, de cadena lineal o de cadena ramificada; r representa 0 o 1; A2 representa alquileno C1-8, haloalquileno C1-8, alquenileno C2-8, haloalquenileno C2-8, alquinileno C2-8 o haloalquinileno C2-8, de cadena lineal o de cadena ramificada; s representa 0 o 1; Q representa un grupo heterocíclico de 5 o 6 miembros que contiene de 1 a 4 heteroátomos seleccionados entre 0 a 4 átomos de N, 0 a 1átomo de O y 0 a 1 átomo de S, pero sin contener al mismo tiempo un átomo de O y un átomo de S, y dicho grupo heterocíclico puede tener uno a tres >C=O, uno a tres >C=S, uno >S=O o uno >S(=O)2 como constituyentes del anillo, y dicho grupo heterocíclico puede estar opcionalmente sustituido con al menos uno o más sustituyentes seleccionados del grupo de sustituyentes W1 a continuación mencionado, en donde dichos sustituyentes pueden ser idénticos o diferentes, W1 representa halógeno, alquilo C1-6, alcoxi C1-6, alquil(C1-6)tio, alquil(C1-6)sulfinilo, alquil(C1-6)sulfonilo, haloalquilo C1-6, haloalcoxi C1-6, haloalquil(C1-6)tio, haloalquil(C1-6)sulfinilo, haloalquil(C1-6)sulfonilo, cicloalquilo C3-6, alquil(C1-6)tio-alquilo C1-6, alquil(C1-6)sulfinil-alquilo C1-6, alquil(C1-6)sulfonil-alquilo C1-6; E representa fenilo, bifenilo, naftilo, piridilo, piridazinilo, pirimidinilo, pirazinilo, tienilo, furilo o pirrolilo, en donde dicho grupo está opcionalmente mono- o poli-sustituido con sustituyentes seleccionados del grupo W2, en donde dichos sustituyentes pueden ser idénticos o diferentes; W2 representa halógeno, nitro, alquilo C1-6, alcoxi C1-6, alquil(C1-6)tio, alquil(C1-6)sulfinilo, alquil(C1-6)sulfonilo, haloalquilo C1-6, haloalcoxi C1-6, haloalquil(C1-6)tio, haloalquil(C1-6)sulfinilo, haloalquil(C1-6)sulfonilo, cicloalquilo C3-6, alquil(C1-6)tio-alquilo C1-6, alquil(C1-6)sulfinil-alquilo C1-6 o alquil(C1-6)sulfonil-alquilo C1-6, o representa alquileno C3-5, haloalquileno C3-5, oxi-alquileno C2-4, oxi-haloalquileno C2-4, alquilen(C2-4)oxi, haloalquilen(C2-4)oxi, alquilen(C1-3)dioxi o haloalquilen(C1-3)dioxi, en el caso de que W2 sean dos sustituyentes adyacentes. Reivindicación 3: Procedimientos para la preparación de los compuestos de fórmula (1) según la reivindicación 1, caracterizado porque (a) en el caso en donde R2 en la fórmula (1) representa H se hacen reaccionar compuestos de fórmula (2) en donde R1, X y n se definen como en la reivindicación 1, con los compuestos de fórmula (3) en donde R3, Y, m, A1, r, Q, A2, s y E se definen como en la reivindicación 1, en presencia de disolventes inertes, o (b) en el caso en donde R3 en la fórmula (1) representa un átomo de H se hacen reaccionar compuestos de fórmula (4) en donde X, n, Y, m, A1, r, Q, A2, s y E se definen como en la reivindicación 1, con compuestos de fórmula (5) en donde R1 y R2 se definen como en la reivindicación 1, en presencia de disolventes inertes y, si resulta adecuado, en presencia de una base, o (c) se hacen reaccionar compuestos de fórmula (6) en donde X, n, R1 y R2 se definen como en la reivindicación 1, con compuestos de fórmula (3) en donde R3, Y, m, A1, r, Q, A2, s y E se definen como en la reivindicación 1, en presencia de disolventes inertes, o (d) en el caso en donde R3 en la fórmula (1) representa un átomo de H, se hacen reaccionar compuestos de fórmula (7) en donde X, n, Y, m, A1, r, Q, A2, s y E se definen como en la reivindicación 1, con compuestos de fórmula (5) en donde R1 y R2 se definen como en la reivindicación 1, en presencia de disolventes inertes, o (e) se hacen reaccionar compuestos de fórmula (8) en donde X, n, R3, Y, m, A1, r, Q, A2, s y E se definen como en la reivindicación 1, con compuestos de fórmula (5) en donde R1 y R2 se definen como en la reivindicación 1, en presencia de disolventes inertes, o (f) en el caso en donde R1 en la fórmula (1) representa alquil(C1-6)sulfinil-alquilo C1-6 o alquil(C1-6)sulfonil-alquilo C1-6, se hacen reaccionar compuestos de fórmula (1f) en donde R1f representa alquil(C1-6)tio-alquilo C1-6 y X, n, R2, R3, Y, m, A1, r, Q, A2, s y E se definen como en la reivindicación 1, con un agentes oxidante en presencia de disolventes inertes.
ARP040100748A 2003-03-14 2004-03-09 Derivados de ftalimida, preparacion de los mismos insecticidas que los comprenden, su fabricacion y metodos para combatir insectos daninos AR043518A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP2003070274A JP2004277333A (ja) 2003-03-14 2003-03-14 殺虫性フタラミド誘導体

Publications (1)

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AR043518A1 true AR043518A1 (es) 2005-08-03

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Country Status (12)

Country Link
US (1) US20060223872A1 (es)
EP (1) EP1606271A1 (es)
JP (2) JP2004277333A (es)
KR (1) KR20060006008A (es)
CN (1) CN100522952C (es)
AR (1) AR043518A1 (es)
AU (1) AU2004220444B2 (es)
BR (1) BRPI0408354A (es)
CL (1) CL2004000513A1 (es)
MX (1) MXPA05009725A (es)
TW (1) TW200509795A (es)
WO (1) WO2004080984A1 (es)

Families Citing this family (10)

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Publication number Priority date Publication date Assignee Title
JP2004018506A (ja) * 2002-06-20 2004-01-22 Bayer Ag 殺虫性フタラミド誘導体
JP2006076990A (ja) * 2004-03-12 2006-03-23 Bayer Cropscience Ag 殺虫性ベンゼンジカルボキサミド類
DE102004055582A1 (de) * 2004-11-18 2006-05-24 Bayer Cropscience Ag N-Heterocyclyl-phthalsäurediamide
JP2006347936A (ja) * 2005-06-15 2006-12-28 Bayer Cropscience Ag 殺虫性ベンズアニリド類
JP2007186507A (ja) * 2005-12-15 2007-07-26 Nippon Nohyaku Co Ltd フタルアミド誘導体及び農園芸用殺虫剤並びにその使用方法
BRPI0619980A2 (pt) * 2005-12-15 2014-10-14 Nihon Nohyaku Co Ltd Derivados de ftalamida e de anilina, inseticida agrícola ou hortícula, e, método de uso do mesmo
DE102006032168A1 (de) * 2006-06-13 2007-12-20 Bayer Cropscience Ag Anthranilsäurediamid-Derivate mit heteroaromatischen Substituenten
JP2010030970A (ja) * 2008-07-31 2010-02-12 Bayer Cropscience Ag 殺虫性ベンゼンジカルボキサミド誘導体
EP3560913A1 (en) 2018-04-25 2019-10-30 Dynamit Nobel GmbH Explosivstoff- und Systemtechnik Process for the production of tetrazolinones
CN112390760B (zh) * 2020-10-15 2022-07-29 北京师范大学 靶向fak的化合物及其制备方法和应用

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DE3305569A1 (de) 1983-02-18 1984-08-23 Bayer Ag, 5090 Leverkusen Biscarboxamide zur bekaempfung von erkrankungen sowie verfahren zu ihrer herstellung
TW515786B (en) * 1997-11-25 2003-01-01 Nihon Nohyaku Co Ltd Phthalic acid diamide derivatives, agricultural and horticultural insecticides, and a method for application of the insecticides
CZ299375B6 (cs) 1998-11-30 2008-07-09 Nihon Nohyaku Co., Ltd. Ftalamidové deriváty nebo jejich soli, zemedelsko-zahradnický insekticid je obsahující a jeho použití
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JP4798410B2 (ja) 1999-06-25 2011-10-19 日本農薬株式会社 ベンズアミド誘導体及び農園芸用殺虫剤並びにその使用方法
TR200200773T2 (tr) 1999-09-24 2002-06-21 Nihon Nohyaku Co., Ltd Aromatik diamid türevleri, tuzları, kimyasal tarım / bahçecilik maddeleri
JP2003040864A (ja) 2001-05-21 2003-02-13 Nissan Chem Ind Ltd フタル酸ジアミド化合物及び有害生物防除剤
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WO2004018410A1 (ja) * 2002-08-26 2004-03-04 Nissan Chemical Industries, Ltd. 置換ベンズアニリド化合物及び有害生物防除剤

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Publication number Publication date
CN100522952C (zh) 2009-08-05
JP4617295B2 (ja) 2011-01-19
JP2006520337A (ja) 2006-09-07
BRPI0408354A (pt) 2006-03-21
EP1606271A1 (en) 2005-12-21
CN1759105A (zh) 2006-04-12
CL2004000513A1 (es) 2005-03-28
KR20060006008A (ko) 2006-01-18
JP2004277333A (ja) 2004-10-07
US20060223872A1 (en) 2006-10-05
TW200509795A (en) 2005-03-16
AU2004220444B2 (en) 2010-11-25
AU2004220444A1 (en) 2004-09-23
WO2004080984A1 (en) 2004-09-23
MXPA05009725A (es) 2005-10-18

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