Synergistic fungicidal mixtures for fungal control in cereals.
Abstract
A fungicidal composition containing a fungicidally effective amount of a compound of Formula (I-V) and at least one fungicide selected from the group consisting of epoxiconazole, prothioconazole, azoxystrobin, pyraclostrobin, penthiopyrad, isopyrazam, bixafen, boscalid, prochloraz, and chlorothalonil provides synergistic control of selected fungi.

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12 claims: 2 independent, 10 dependent
- 1REIVINDICACIONES IMPI;INSTITUTO MEXICANO 1 DI LA PROPIEDAD INDUSTRIA! azoxistrobina y piraclostrobina. V
- 2La mezcla de la reivindicación 1, en la cual el compuesto es de fórmula I. 15
- 3La mezcla de la reivindicación 1, en la cual la relación de peso de un compuesto de Fórmula I, IV o V a azoxistrobin está entre 1:10 y 10:1.
- 4La mezcla de la reivindicación 1, en la cual la relación de peso de un compuesto de Fórmula I, IV o V a piraclostrobina 20 está entre 1:10 y 10:1.
- 5La mezcla de la reivindicación 1, en donde la eficacia de control de enfermedad observada, es por lo menos 50% mayor que la eficacia de control de enfermedad esperada en base a la eficacia observada de los componentes activos individuales a la 25 misma concentración como la usada en la mezcla. Una composición fungicida fungicidamente efectiva de la
- 6cantidad reivindicación 1 y un adyuvante o portador aceptable de manea agrícola. 5
- 7El uso de la mezcla de la reivindicación 1, para controlar hongos que infectan cultivos de plantas.
- 8El uso de acuerdo con la reivindicación 7, en donde los hongos son de la clase Ascomycetes y Basidiomycetes.
- 9El uso de acuerdo con la reivindicación 7, en donde ίο los hongos son seleccionados del grupo que consiste de roya marrón de trigo (Puccinia recóndita; PUCCRT); roya rayada de trigo {Puccinia striiformis; PUCCST); mancha de hoja de trigo (Mycosphaerella graminicola; anamorfa:Septoria tritici;SEPTTR);mancha de gluma de trigo (Leptosphaeria nodorum;LEPTNO;15 anamorfa;Stagonospora nodorum);mancha punteada de cebada (Cochliobolus sativum;COCHSA;anamorfa: Helminthosporium sativum);punto de hoja de remolacha azucarera (Cercospora beticola;CERCBE);punto de hoja de cacahuete (Mycosphaerella arachidis;MYCOAR;anamorfa: Cercospora arachidicola);20 antracnosis de pepino (Glomerella lagenarium;anamorfa: Colletotrichum lagenarium;COLLLA) y enfermedad de la sigatoka negra de plátano (Mycosphaerella fijiensis;MYCOFI).
- 10El uso de acuerdo con la reivindicación 7, en donde la composición es aplicada a una tasa de aplicación de entre 65 gramos 25 por hectárea (g/ha) a 2,300 g/ha, en base a la cantidad total de IMPI ingredientes activos en la composición.
- 11El uso de acuerdo con la reivindicación 7, en donde la azoxistrobina es aplicada a una tasa de entre 50 g/ha y 250 g/ha y el compuesto de Fórmula I, IV o V es aplicado a una tasa de entre 35 5 g/ha y 300 g/ha.
- 12El uso de acuerdo con la reivindicación 7, en donde la piraclostrobina es aplicada a una tasa de entre 50 g/ha y 250 g/ha y el compuesto de Fórmula I, IV o V es aplicado a una tasa de entre 35 g/ha y 300 g/ha.
Independent claims12
367 paragraphs in 39 sections, as filed
(54) Title: SYNERGISTIC FUNGICIDE MIXTURES FOR CONTROL OF FUNGI IN CEREALS.
(54) Title: SYNERGISTIC FUNGICIDAL MIXTURES FOR FUNGAL CONTROL IN CEREALS.
(57) Summary
The present invention relates to a fungicidal composition containing a fungicidally effective amount of a compound of formula (IV) and at least one fungicide selected from the group consisting of epoxiconazole, protioconazole, azoxystrobin, pyraclostrobin, pentiopyrad, isopyrazam, bixafen, boscalide , prochloraz, and chlorothalonil, which provides synergistic control of selected fungi.
(57) Abstract
A fungicidal composition containing a fungicidally effective amount of a compound of Formula (lV) and at least one fungicide selected from the group consisting of epoxiconazole, prothioconazole, azoxystrobin, pyraclostrobin, penthiopyrad, isopyrazam, bixafen, boscalid, prochloraz, and chlorothalonil provides synergistic control of selected fungi.
PATENT TITLE No. 355100
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<td>Headlines):</td><td>DOW AGROSCIENCES LLC</td>
<td>Home:</td><td>9330 Zionsville Road, Indianapolis, Indiana, 46268-1054, USA</td>
D nomination:
SYNERGISTIC FUNGICIDE MIXTURES FOR CONTROL OF FUNGI IN CEREALS.
Classification:
CIP:
A01N43 / 64; A01N43 / 54i A01N43 / 56;
C07D405 / 12; C07D405714
A01N43 / 64; A01N43 / 54; A0<sup>4</sup>! «46/50; A01N43 / 653;
G07D405 / 12; C07D4Q5 / 14. ..
JOHN Wr OWEN; CHENGLIN * YftO
A01N43 / 653;
A01N45 / 02;
CPC:
A01N45 / 02;
Inventor (s):
i
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ilhien '
Industrial property.
Number:
MX / a / 2014/009430> n International: from 2010
Number:
61/249,479
Validity:
Vüf Date
Date of Exp «pl * c | ón
The patent for referendums át ^ a with fundamed ^ e ^ l ^ u ^ i ^ jlos'l<sup>0</sup>, 2 (> fr
In accordance with article ^ pw Law V · * as of the date of this request inl
Whoever signs this title banewrMui. (Official Gazette of the Federation (ÓO.F) 06/27/199 01/25/2006, 06/05 / 2009,06 / 01 / 2010,1lffl6 «01O, B / C '._..,
Regulation of the Mexican Institute of Lodge Property (DO? Ί4 / 12/4999. Articles 1<sup>or</sup>, 3<sup>or</sup>, 4<sup>or</sup>, 5th section V subsection a), · *! · FraNOMB fi »'Wi., Y aÜÍ. <W £ stet 27/12/1999, amended on 10/10/2002, 07/29/2004, 04/08 / 2004 ^ Deputy Generals. Coordinator, Divis Directors (onales, .MitulaMq Departmental and other subordinates of the Mexican Institute of JR 08/04/2004 and 09/13/2007). '<sup>!</sup>, - i X <. '\.
- <sub>z</sub> * «October 2030 brfl déJoi ΐΛ, <sub>Λ</sub> r ', <sup>!</sup>rqccid | j / V ', 6 ° fracc' a Property fndustnal.la pfesínte pater8 »4fe« »# ná vi ^ gnefa of twenty-one years non-extendable, counted at intanaclaaatyes (as8HU6Ú | l FÓgflieJa rate to keep valid« fosderechos.
inmente in the provisions of articles 6 fractions III and 7 bis 2 of the Industrial Property Law l99Vje »rmfc fc / Í8A994, Κ / ΙΟ ^ Λ 26/12/1997, J7 / O5 / 1999, 01/26/2004, 06/16/2005, '06 / 2010/27 / of / 2012 and ^^ te012Íart! Cuiaf 1 °, 3fcrááóñ V-iMso a), 4 ° and 12 ° fractions I and III of the .. ..... * * “- i / 12/190»; refonjade'JSl 01fl) WSW> 07/45/2004, 07/28/2004 and 09/07/2007); Mexican Industrial Property Law (DOF
Agreement that delegates powers to the Directors, Divisional Deputy Directors, Coordinators, F. 12/15/1999, amended on 02/04/2000, 07/29/2004,
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This letter is signed with an advanced electronic signature (FIEL), based on articles 7 BIS 2 of the Industrial Property Law; 3 of its Regulations, and 1 fraction III, 2 fraction V, 26 BIS and 26 TER of the Agreement establishing the guidelines for the use of the Electronic Payment and Services Portal (PASE) of the Mexican Institute of Industrial Property, in the procedures indicated.
THE DIVISIONAL DIRECTOR OF PATENTS
NAHANNY CANAL REYES
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Arenal No. 550 Floor 1, Pueblo Santa María Tepepan, Xochimilco. 16020, Mexico City.
(55: 53340700 www.gob.mx/impi
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ΜΧ / 2018/28558
Λα
355'00
SYNERGISTIC FUNGICIDE MIXTURES FOR CONTROL OF FUNGI IN CEREALS
Cross Reference to Related Application
This application claims the benefit of Provisional North American Patent Application Series No. 61/249479, filed on October 7, 2009, which is expressly incorporated by reference herein.
Field of the Invention
This invention relates to a synergistic fungicidal composition containing (a) a compound of formula I, II, III, IV or V and (b) at least one fungicide selected from the group consisting of epoxiconazole, protioconazole, azoxystrobin, pyraclostrobin, pentiopirad, isopirazam, bixaphene, boscalide, prochloraz, and chlorothalonil.
Background of the Invention
Fungicides are compounds, of natural or synthetic origin, that act to protect plants against damage caused by fungi. Current farming methods are largely based on the use of fungicides. In fact, some crops cannot usefully develop without the use of fungicides. Using fungicides allows a grower to increase the production and quality of the crop, and therefore, increase the value of the crop. In most situations, the increase in the value of the crop is worth at least three times the cost
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MEXICAN INSTITUTE tM £ LA FROFI IDA INDUSTRIAL
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of the use of the fungicide.
However, no fungicide is useful in all situations, and the repeated use of a single fungicide frequently leads to the development of resistance to it and to the 5 related fungicides. Therefore, research is aimed at producing fungicides and fungicide combinations that are safer, have better performance, require lower dosages, are easier to use, and are less expensive.
Synergy occurs when the activity of two or more compounds exceeds the activities of the compounds when used alone.
Brief Description of the Invention
It is an object of this invention to provide synergistic compositions comprising fungicidal compounds. It is another object of this invention to provide the processes using these synergistic compositions. The synergistic compositions are capable of prevention or recovery, or both, of the diseases caused by the 20 fungi of the Ascomycetes and Basidiomycetes classes. Furthermore, synergistic compositions have enhanced efficacy against Ascomycetes and Basidiomycetes pathogens, including leaf spot and brown wheat mold. In accordance with this invention, synergistic compositions are provided along with the 25 methods for their use.
IMPI
MEXICAN INSTITUTE OF INDUSTRY NOPltTY!
<img file="MX355100B_D0008.tif" />
Detailed description of the invention
The present invention relates to a synergistic fungicidal mixture comprising a fungicidally effective amount of (a) a compound of formula I, II, III, IV or V, and (b) at least one fungicide selected from the group consisting of epoxiconazole , protioconazole, azoxystrobin, pyraclostrobin, pentiopyrad, isopirazam, bixafen, boscalide, prochloraz, and chlorothalonil.
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m
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IV
IMPI
MEXICAN INSTITUTE M LA PAONtDAli INDUSTRIAL
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Azoxystrobin is the common name for (aE) -2 - [[6- (2 cyanophenoxy) -4-pyrimydinyl] oxy] -a- (methoxymethylene) benzenacetate.
Its fungicidal activity is described in The Pesticide Manual, fourteenth edition, 2006. Azoxystrobin controls a variety of pathogens at application rates between 100 and 375 grams / hectare (g / ha).
Bisphene is the common name for Λ / - (3 ', 4'-dichloro-5 fl uoro [1,1' -biphenyl] -2-¡l) -3- (d¡fluoromet¡l) -1 - metí 1-1 H-pyrazole-4carboxamide. Biscaphene controls a variety of pathogens such as Septoria tritici and mold.
Boscalide is the common name for 2-chloro- / V- (4 'chlorobiphenyl-2-l) nicotinamide. Its fungicidal activity is described in The Pesticide Manual, fifteenth edition, 2009. Boscalide provides control of powdery mildews, Alternaria,
Botritís, Sclerotinia, Mycoshpaerella and Monilinia in fruit, grass, cereals, rape, peanuts and potatoes.
Chlorothalonil is the common name for
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tetrac I oroiso ft a I onitri I o. Its activity fnngir.ida.gA Hpcrrihp<sub>Pt1</sub> Th & Pesticide Manual, Fifteenth Edition, 2009. Chlorothalonil controls a wide variety of pathogens at application rates between 1000 to 2500 g / ha.
Epoxiconazole is the common name for re / -1 - [[(2 / ?, 3S) -3 (2-chlorophenyl) -2- (4-fluorophenyl) ox¡ran¡l] metíl] -1 H- 1,2,4-triazole. Its fungicidal activity is described in The Pesticide Manual, fourteenth edition, 2006. Epoxiconazole provides broad-spectrum fungal control, with preventive and curative action, of diseases caused by Ascomycetes, Basidiomycetes and Deuteromycetes in cereals and sugar beets.
Isopyrazam is the common name for 3- (difluoromethyl) -1 methyl - / \ / - [1,2,3,4-tetrahydro-9- (1-methylethyl) -1,4-methanonaphthalen-5-yl] 1 H-pyrazole-4-carboxamide. Its fungicidal activity is described in The Pesticide Manual, fifteenth edition, 2009. Isopirazam provides control of Septoria and rust in wheat, as well as Ramularia in barley.
Penthiopyrad is the common name for A / - [2- (1,3dimethylbutyl) -3-tylenyl] -1-methyl-3- (trifluoromethyl) -1H-pyrazole-4carboxamide. Its fungicidal activity is described in The Pesticide Manual, fourteenth edition, 2006. Pentiopyrad provides control of rust and Rhizoctonia diseases, as well as gray mold, powdery mildew, and apple mange.
Prochloraz is the common name for N-propiI-N- [2,4,66
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tricIorofeηίIoxy) etiI] imidazoI-1 -carboxamide. Its fungicidal activity is described in The Pesticide Manual, fifteenth edition, 2009. Prochloraz provides control against a wide variety of pathogens at application rates of between 400 to 600 g ai / ha.
Protioconazole is the common name for 2- (2- (1-chlorocyclopropyl) -3- (2-chlorophenyl) -2-hydroxypropyl] -1,2-dihydro-3 / 71,2,4-triazole -3-thione Its fungicidal activity is described in The Pesticide Manual, fourteenth edition, 2006. Protioconazole is used for the control of diseases such as ocelo, Fusarium spike blight, leaf spot, rust and powdery mildew by foliar application in wheat, barley and other crops.
Pyrazlostrobin is the common name for [2 - ((((1- (4-chlorophenyl) -1 / 7-pyrazol-3-yl] oxy]] methyl] phenyl] methoxycarbamate. Its fungicidal activity is described in The Pesticide Manual, fourteenth edition , 2006. Pyraclostrobin controls important plant pathogens, such as Septoria tritici, Puccinia spp., Drechslera tritici-repentis and Pyrenofora teres in cereals.
In the composition of this invention, the weight ratio of the compounds of formula IV to the epoxiconazole at which the fungicidal effect is synergistic, is within the range of between about 1:10 and about 10: 1. The weight ratio of the compounds of formula lV to the protioconazole at which the fungicidal effect is synergistic, falls within the range of approximately 1:10 and approximately 10: 1, The weight ratio of the compounds of formula lV to azoxystrobin at which tMSTTTVTOMkXICANC. 1 IX THE INFTJSTIUAl RUPID
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the fungicidal effect is synergistic, it is within the range of approximately Τ.10 and approximately 10: 1. The weight ratio of the compounds of formula IV to pyrazlostrobin at which the fungicidal effect is synergistic, is within the range of between about 1:10 and about 10: 1. The weight ratio of the compounds of formula IV to penthiopyrad at which the fungicidal effect is synergistic, is within the range of between about 1:10 and about 10: 1. The weight ratio of the compound of formula I to isopyrazam at which the fungicidal effect is synergistic, falls within the range of between about 1:10 and about 10: 1. The weight ratio of the compound of formula I to bixaphene at which the fungicidal effect is synergistic, is within the range of between approximately 1:10 and approximately 10: 1. The weight ratio of the compounds of formula IV to boscalide at which the fungicidal effect is synergistic, falls within the range of between approximately 1:10 and approximately 10: 1. The weight ratio of the compounds of formula IV to prochloraz at which the fungicidal effect is synergistic, is within the range of between approximately 1:10 and approximately 10: 1. The weight ratio of the compounds of formula IV to chlorothalonil at which the fungicidal effect is synergistic, is within the range of between approximately 1:50 and 1: 1.
IMPI
ΙΝΤΓΓΠΤΟ MÍXICaN Di LA FROritlzAl INDUSTRIAL
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The rate at which the synergistic composition is applied will depend on the particular type of fungus to be controlled, degree of control required, and period and method of use. Generally, the composition of the invention can be applied at an application rate of between about 65 grams per hectare (g / ha) and about 2300 g / ha based on the total amount of active ingredients in the composition. Epoxiconazole is applied at a rate between about 30 g / ha and about 125 g / ha and the compound of formula IV is applied at a rate between about 35 g / ha and about 300 g / ha. The protioconazole is applied at a rate between about 50 g / ha and about 200 g / ha and the compound of formula IV is applied at a rate between about 35 g / ha and about 300 g / ha. Azoxystrobin is applied at a rate between about 50 g / ha and about 250 g / ha and the compound of formula IV is applied at a rate between about 35 g / ha and about 300 g / ha. Pyrazlostrobin is applied at a rate between about 50 g / ha and about 250 g / ha and the compound of formula IV is applied at a rate between about 35 g / ha and about 300 g / ha. The pentiopyrad is applied at a rate between about 50 g / ha and about 300 g / ha and the compound of formula IV is applied at a rate between about 35 g / ha and
IMPI ίΝτπτυτο maxican
O £ LA AXaWEOAD industrial
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approximately 300 g / ha. Isopyrazam is applied at a rate between about 30 g / ha and about 125 g / ha and the compound of the formula is applied at a rate between about 35 g / ha and about 300 g / ha. Biscaphene is applied at a rate between about 30 g / ha and about 125 g / ha and the compound of formula I is applied at a rate between about 35 g / ha and about 300 g / ha. Boscalide is applied at a rate between about 50 g / ha and about 350 g / ha and the compound of formula IV is applied at a rate between about 35 g / ha and about 300 g / ha. Prochloraz is applied at a rate between about 50 g / ha and about 450 g / ha and the compound of formula IV is applied at a rate between about 35 g / ha and about 300 g / ha. Chlorothalonil is applied at a rate between about 100 g / ha and about 2000 g / ha and the compound of formula IV is applied at a rate between about 35 g / ha and about 300 g / ha.
The components of the synergistic mixture of the present invention can be applied separately or as part of a multi-part fungicide system.
The synergistic mixture of the present invention can be applied in combination with one or more other fungicides to control a wider variety of undesirable diseases. When used in combination with other fungicides, the currently claimed compounds can be formulated with other fungicides, tank mixed with other fungicides, or sequentially applied with other fungicides. Such other fungicides may include 2- (thiocyanatomethylthio) -benzothiazole, 2-phenylphenol, 8-hydroxyquinoline sulfate, amethoctradine, amisulbrom, antimycin, Ampelomyces quisqualis, azaconazole, azoxistrobin, Bacillus subtilis, Bacillus subtilis, Bacillus subtilis isopropyl, benzylaminobenzene sulphonate salt (BABS), bicarbonates, biphenyl, bismertiazole, bitertanol, bixafen, blasticidin-S, borax, Bordeaux mixture, boscalide, bromuconazole, bupirimate, sodium polysulfide, captafol, captan, carbendazim, carboxin, carpropamide, carvone, clazafenone, chloroneb, chlorothalonil, clozolinate, Coniothirium minitans.
copper hydroxide, copper octanoate, copper oxychloride, copper sulfate, copper sulfate (tribasic), cuprous oxide, ciazofamide, cyflofenamide, cymoxanil, cyproconazole, cyprodinyl, dazomet, debacarb, ethylenebis- (dithiocarbamate) diammonium, diclofluanide, dichlorophen, diclocimet, diclomezine, dicloran, dietofencarb, diphenoconazole, diphenzoquat ion, diflumetorim, dimetomorf, dimoxystrobin, diniconazole, diniconazole-M, dinobuton, dinocap, diphenylamine, dithianon, doith dodemorf acetate, dodine, dodine free base, edifenfos, enestrobin, enestroburin, epoxiconazole, etaboxam, ethoxyquin, etridiazole, famoxadone, fenamidone, fenarimol, fenbuconazole, fenfuram,
IMPI
INSTmnX »MWCANO OF INDUSTRIAL PROPERTY
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fenhexamide, phenoxanil, fenpiclonil, fenpropidine, fenpropimorf, fenpyrazamine, phenthine, phenthine acetate, phenthine hydroxide, ferbam, ferimzone, fluazinam, fludioxonyl, flumorf, fluopicolide, fluopyramine, fluoroimide, fluoxastrobin, fluoxim, fluoxastrobin, fluoxim, fluoxastrobin, fluoxim, fluoxim, fluoxim, fluoxim, fluoxastrobin flutriafol, fluxapiroxad, folpet, formaldehyde, fosethyl, fosetil-aluminum, fuberidazol, furalaxilo, furametpir, guazatina, guazatina acetates, GY-81, hexachlorobenzene, hexaconazol, himexazol, imazalil, imazalil sulfate, imibenconazole, iminoctadine, iminoctadine triacetate, iminoctadine tris (al besi lato), iodocarb, ipconazol, ipfenpirazolone, iprobenfos, iprodione, iprovalicarb, isoprothiolan, isopyrazine, isopyrazine , kresoxim-methyl, laminarina, mancobre, mancozeb, mandipropamida, maneb, mefenoxam, mepanipirim, mepronil, meptil-dinocap, mercuric chloride, mercuric oxide, mercurous chloride, metalaxyl, metalaxil-M, metam, metam-ammonium, metam-potassium, metam-sodium, metconazole, metasulfocarb, methyl iodide, methyl isothiocyanate, metiram, metominostrobin, metrafenone, mildiomycin, miclobutanil, nabam, nitrotal-isopropyl, nuarimol, ofurace, oleic acid (fatty acids), orystrobin, oxadixyl, oxine-copper, oxpoconazole fumarate, oxycarboxine, pefurazoate, penconazole, pencicuron, penflufene, pentachlorophenol, pentachlorophenyl laurate, phenylmercurium acetate, phosphonic acid, phthalide, picoxystrobin, polyoxin B, polyoxins,
IMPI
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Polyoxorim, Potassium Bicarbonate, Potassium Hydroxyquinoline Sulfate, Probenazole, Prochloraz, Procymidone, Propamocarb, Propamocarb Hydrochloride, Propiconazole, Propineb, Proquinazide, Pyrazlosin, Pyrazostrobin, Pyroxystrobin, Pyrazopin , quinoclamine, quinoxifene, quintzene, Reynoutria sachalinensis extract, sedaxane, siltiofam, simeconazole, sodium 2-phenylphenoxide, sodium bicarbonate, pentachlorophenoxide sodium, spiroxamine, sulfur, SYPZ048, tar oils, tebuconazole, tebufloquina, tecnazene, tetraconazole, thiabendazole, thifluzamide, thiophanate-methyl, thiram, tiadinil, tolclofos-methyl, tolylfluanid, triadimefon, triadimenol, triazoxide, tricyclazole, tridemorph, trifloxystrobin, triflumizole, triforine, triticonazole, validamicin, valifenalate, valifenal, vinclozolin, zineb, ziram, zoxamide, Candida oleophyll, Fusarium oxisporum, Gliocladium spp., Flebiopsis gigantea, Streptomyces griseoviridis, Trichoderma spp., (RS) - / V- (3,5-dichlorophenyl) -2 (methoxymethyl) -succinimide, 1,2-dichloropropane, 1,3-dichloro-1,1,3,3-tetrafluoroacetone hydrate , 1-cio ro-2,4-d ¡nitro na ft aleño, 1 cío ro-2-nitro pro cloth, 2- (2-heptadecyl-2-¡midazolin-1-¡l) ethanol, 2,3d ih id ro-5-fe ni I -1,4-dit ii n a. 1,1,4,4-Tetraoxide, 2-Methoxyethylmercury Acetate, 2-Methoxyethylmercury Chloride, 2-Methoxyethylmercury Silicate, 3- (4-Chlorophenyl) -5-methylrodanine, 4- (2-Nitroprop-1 -enyl) phenyl thiocyanate , ampropylphos, anilazine, azithiram, barium polysulfide, Bayer 32394, benodanil, benquinox, bentaluron, binapacryl,
IMPI
MEXICAN INSTITUTE • Ϊ LA HIOHtDAt 'INDUSTRIAL
<img file="MX355100B_D0021.tif" />
benzamacril; benzamacril-isobutyl, benzamorf, bis (methylmercury) sulfate, bis (tributi 11 in) ox id o, butiobate, cadmium calcium copper zinc chromate sulfate, carbamorf,
ECSC, Clobentiazone, Chloraniformetan, Chlorphenazole, Chlorquinox, Climbazole, Copper Bis (3-pheniIsaIiciIato), Zinc Copper Chromate, Cufraneb, Cuprazine Hydrazinium, Ciprofuram, Declantin, Decanthin, Declantin , dinocton, dinosulfon, dinoterbon, dipyritiona, ditalimfos, dodicina, drazoxolon, EBP, ESBP, etaconazol, etem, etirim, fenaminosulf, fenapanil, fenitropano, fluotrimazol, furcarbanil, furconazol, furconazol-cis, Furmecyclox, Furophanate, Gliodine, Griseofulvin, Halacrinate, Hercules 3944, Hexylthiophos, ICIA0858, Isopamfos, Isovaledione, Mebenyl, Mecarbinzid, Metazoxolonyl-methyl-mercuric acid, metsulfouroxyl, methylsulfuryl succinimide, Λ / -3-nitrophenyliteconimide, natamycin, A / -ethylmercury-4-toluenesulfonanilide, nickel bis (dimethyldithiocarbamate), OCH, phenylmercury dimethyldithiocarbamate, phenylmercury nitrate, phosdiphene, protiocarb; protiocarb hydrochloride, pyrocarbolide, pyridinitrile, pyroxychlor, pyroxyfur, quinacetol; sulfate quinacetol, quínazamida, quinconazole, rabenzazol, salicylanilide, SSF-109, sultropen, tecoram, tiadifluor, thicyofen, thiochlorfenphim, thiophanate, thioquinox, tioximida, triamiphos, triarimol, triazbutil, triclamida, urbacid, zarilamida, and any combination thereof .
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The compositions of the present invention are preferably applied in the form of a formulation comprising a composition of (a) a compound of formula I and (b) at least one fungicide selected from the group consisting
<img file="MX355100B_D0022.tif" />
of epoxiconazole, protioconazole, azoxystrobin, pyrazlostrobin, pentiopyrad, isopyrazam, bixafen, boscalide, prochlorazil, and chlorothalonil, along with a theologically acceptable carrier.
The concentrated formulations can be dispersed in water, or another liquid, for the application, or the formulations can be powder-like or granular, which can then be applied without further treatment. The formulations are prepared according to procedures that are conventional in agricultural chemical art, but are new and important due to the presence of a synergistic composition therein.
The most frequently applied formulations are aqueous suspensions or emulsions. Such water-soluble, water-immersible, or emulsifying formulations are solid, generally generally suspensions known as wettable powders, known as concentrates or liquids, emulsifiers, aqueous, or suspension concentrates. The present invention contemplates all of which the synergistic compositions are supplied and used as a fungicide.
As will be easily appreciated, vehicles can be formulated so you can use any
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<img file="MX355100B_D0023.tif" />
material to which these synergistic compositions can be added, causing them to provide the desired utility without significant interference with the activity of these synergistic compositions as antifungal agents.
The wettable powders, which can be compacted to form the water dispersible granules, comprise an intimate mixture of the synergistic composition, a carrier and agriculturally acceptable surfactants. The concentration of the synergistic composition in the wettable powder is generally from about 10% to about 90% by weight, preferably from about 25% to about 75% by weight, based on the total weight of the formulation. In the preparation of wettable powder formulations, the synergistic composition can be constituted with any of the finely divided solids, such as profilite, talc, chalk, gypsum, Fuller's earth, bentonite, attapulgite, starch, casein, gluten, clays. montmorillonite, diatomaceous earth, purified silicates or the like. In such operations, the finely divided carrier is ground or mixed with the synergistic composition in a volatile organic solvent. Effective surfactants, comprising about 0.5% to about 10% by weight of wettable powder, include sulfonated lignins, naphthalenesulfonates, alkylbenzenesulfonates, alkyl sulfates, and nonionic surfactants, such as ethylene oxide adducts of the alkylphenols.
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The emulsifying concentrates of the synergistic composition comprise a convenient concentration, such as from about 10% to about 50% by weight, in a convenient liquid, based on the total weight of the emulsifying concentrate formulation. The components of the synergistic compositions, together or separately, are dissolved in a carrier, which is a water-miscible solvent or a mixture of non-water-miscible organic solvents and emulsifiers. Concentrates can be diluted with water and oil to form aerosol mixtures in the form of oil / water emulsions. Useful organic solvents include aromatic naphthalene and olefinic moieties, especially high boiling petroleum such as heavy aromatic naphtha. Other organic solvents can also be used, such as, for example, terpenic solvents, including rosin derivatives, aliphatic ketones, such as cyclohexanone, and complex alcohols, such as 2-ethoxyethanol.
Emulsifiers that can be advantageously used herein can be readily determined by those skilled in the art and include various nonionic, anionic, cationic and amphoteric emulsifiers, or a mixture of two or more emulsifiers. Examples of nonionic emulsifiers useful in the preparation of emulsifying concentrates include polyalkylene glycol ethers and the condensation products of alkyl- and arylphenols, aliphatic alcohols, aliphatic amines or fatty acids with ethylene oxide, propylene oxides such as ethoxylated alkylphenols and esters
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carboxylics solubilized with polyol or polyoxyalkylene. Cationic emulsifiers include quaternary ammonium compounds and fatty amine salts. Anionic emulsifiers include oil-soluble salts (eg, calcium) of alkylal sulfonic acids, oil-soluble salts or ethers of sulfated polyglycol and appropriate salts of phosphate polyglycol ether.
Representative organic liquids that can be used in the preparation of the emulsifying concentrates of the present invention are aromatic liquids such as xylene, propylbenzene fractions, or mixed naphthalene fractions, mineral oils, substituted aromatic organic liquids such as dioctyl phthalate, kerosene, dialkylamides of various fatty acids, particularly fatty glycol dimethylamides and glycol derivatives such as n-butyl ether, diethylene glycol ethyl ether or methyl ether, and triethylene glycol methyl ether. Mixtures of two or more organic liquids are also frequently conveniently used in the preparation of the emulsifying concentrate. Preferred organic liquids are xylene, and propylbenzene fractions, where xylene is most preferred. Surfactant dispersing agents are generally used in liquid formulations and in the amount of 0.1 to 20 weight percent of the combined weight of the dispersing agent with the synergistic compositions. The formulations may also contain other compatible additives, for example,
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plant growth regulators and other biologically active compounds used in agriculture.
Aqueous suspensions comprise suspensions of one or more water-insoluble compounds, dispersed in an aqueous vehicle at a concentration in the range of from about 5% to about 70% by weight, based on the total weight of the aqueous suspension formulation. Suspensions are prepared by finely grinding the components of the synergistic combination together or separately, and by vigorously mixing the ground material in a vehicle comprising water and the chosen surfactants of the same types discussed above. Other ingredients, such as inorganic salts and synthetic or natural gums, can also be added to increase the density and viscosity of the aqueous vehicle. It is often more effective to grind and mix at the same time in preparing the aqueous mixture and homogenizing it in an instrument such as a sand mill, ball mill, or piston type homogenizer.
The synergistic composition can also be applied as a granular formulation, which is particularly useful for soil applications. Granular formulations generally contain from about 0.5% to about 10% by weight of the compounds, based on the total weight of the granular formulation, dispersed in a carrier consisting entirely or largely of part-divided attapulgite.
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large, bentonite, diatomaceous earth, clay, or a similar inexpensive substance. Such formulations are generally prepared by dissolving the synergistic composition in a convenient solvent and applying it to a granular carrier that has been preformed to the appropriate particle size, in the range of about 0.5 to about 3 mm. Such formulations can also be prepared by making a dough or paste of the carrier and the synergistic composition, and crushing and drying it to obtain the desired granular particle.
Powders containing the synergistic composition are prepared simply by intimately mixing the synergistic composition in powdered form with a convenient powdered agricultural carrier, such as, for example, kaolin clay, ground volcanic rock, and the like. The powders may conveniently contain from about 1% to about 10% by weight of the synergistic composition / carrier combination.
The formulations may contain agriculturally acceptable adjuvant surfactants to improve deposition, wetting, and penetration of the synergistic composition onto the crop and target organisms. These adjuvant surfactants can optionally be used as formulation components or as a tank mix. The amount of adjuvant surfactant will vary from 0.01 percent to 1.0 percent 25 volume / volume (v / v) based on a
<img file="MX355100B_D0028.tif" />
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INDUSTRIAL volume of water spray, preferably 0.05 to one hundred. Suitable adjuvant surfactants include ethoxylated nonylphenols, ethoxylated natural or synthetic alcohols, salts of sulfosuccinic acids or esters, ethoxylated organosilicones, ethoxylated fatty amines, and mixtures of surfactants with mineral or vegetable oils.
The formulations can optionally include combinations that can comprise at least 1% by weight of one or more of the synergistic compositions with another pesticidal compound. Such additional pesticidal compounds may be fungicides, insecticides, nematicides, miticides, arthropodicides, bactericides, or combinations thereof, which are compatible with the synergistic compositions of the present invention in the medium selected for the application, and not antagonistic to the activity of the current compounds. Accordingly, in such embodiments, the other pesticidal compound is used as a complementary toxicant for the same or for a different pesticidal use. The pesticidal compound and synergistic composition can generally be mixed together in a weight ratio of 1: 100 to 100: 1.
The present invention includes within its scope, methods for the control or prevention of fungal attack. These methods include applying to the site of the fungus, or to a place where infestation is to be prevented (for example, application to wheat or barley), an amount fungally
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<img file="MX355100B_D0029.tif" />
effective synergistic composition. The synergistic composition is suitable for the treatment of various plants at fungicidal levels, while exhibiting low phytotoxicity. The synergistic composition is useful in a protective or eradicating manner. Synergistic composition is applied by any of a variety of known techniques, either as a synergistic composition or as a formulation comprising the synergistic composition. For example, synergistic compositions can be applied to the roots, seeds, or foliage of plants for the control of various fungi, without damaging the commercial value of the plants. The synergistic composition is applied in the form of any of the generally used formulation types, for example, as solutions, powders, wettable powders, fluid concentrates, or emulsifying concentrates. These materials are conveniently applied in various known ways.
The synergistic composition has been found to have a significant fungicidal effect, particularly for agricultural use. The synergistic composition is particularly effective for use with agricultural crops and horticultural plants, or with wood, paint, leather, or carpet coating.
In particular, the synergistic composition is effective in controlling a variety of undesirable fungi that infect useful crops. The synergistic composition can be used against a variety of Ascomycete and Basidiomycete fungi, which include
<img file="MX355100B_D0030.tif" />
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for example the following representative fungal species: brown rust of wheat (Puccinia recondita ', Bayer code PUCCRT); wheat rust (Puccinia striiformis', Bayer PUCCST code); wheat leaf spot (Mycosfaerella graminicola-anamorph: Septoria tritici; Bayer SEPTTR code); wheat glume stain (Leptosfaeria nodorum, Bayer code LEPTNO; anamorph; Stagonospora nodorum /, dotted barley spot (Cocliobolus sativum ', Bayer code COCHSA; anamorph: Helmintosporium sativum); sugar beet leaf stitch (Cercospora beticola; Bayer code CERCBE); peanut leaf spot (Mycosfaerella arachidis; Bayer code MYCOAR; anamorph: Cercospora arachidicola); cucumber anthracnose (Glomerella lagenarium; anamorph: Colletotrichum lagenarium; Bayer COLLLA code) and banana black sigatoka disease (Mycosfaerella fijiensis; BAYER MYCOFI code). It will be understood by those skilled in the art that the efficacy of the synergistic compositions for one or more of the above fungi establishes the general utility of the synergistic compositions as fungicides.
Synergistic compositions have a wide range of efficacy as fungicides. The exact amount of the synergistic composition to be applied is dependent not only on the relative amounts of the components, but also on the particular action desired, the species of fungus to be controlled, and the stage of growth thereof, as well as the part of the plant or other product that will contact the ΐΝΓΠτυτϊ> mexicaN '
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<img file="MX355100B_D0031.tif" />
synergistic composition. Thus, formulations containing the synergistic composition may not be equally effective at similar concentrations or against the same species of fungus.
Synergistic compositions are effective when used with plants in inhibiting disease and in a phytologically acceptable amount. The term "disease inhibition and phytologically acceptable amount" refers to an amount of the synergistic composition that eliminates or inhibits the plant disease for which control is desired, but is not significantly toxic to the plant. The exact concentration of synergistic composition. required varies with the fungal disease to be controlled, type of formulation used, method of application, particular species of the plant, climatic conditions, and the like.
The present compositions can be applied to the fungi or their location by the use of conventional ground sprayers, granule applicators, and by other conventional means known to those skilled in the art.
The following examples are provided to further illustrate the invention. They should not be construed as limiting the invention.
Examples
Evaluation of the curative and protective activity of fungicidal mixtures against wheat leaf spot (Mycosfaerella graminicola; anamorph: Septoria tritici; Bayer code: SEPTTR)
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<img file="MX355100B_D0032.tif" />
Wheat plants (Yuma variety) were developed from seed in a greenhouse in plastic containers with an area of 27.5 square centimeters (cm<sup>2</sup>) that contained 50% of mining soil / 50% of Metro mix without soil, with 8-12 seedlings per container. The plants were used for testing when the first leaf fully sprouted, which commonly took 7 to 8 days after planting. Test plants were inoculated with an aqueous Septoria tritici spore suspension 3 days before (three-day curative test) or 1 day after fungal treatments (one-day protective test). After inoculation the plants were kept at 100% relative humidity (one day in a dark spray chamber followed by two days in a lighted vaporization chamber) to allow spores to germinate and infect the leaf. The plants were then transferred to a greenhouse for the disease to develop.
Evaluation of the curative activity of fungicidal mixtures against wheat brown rust (Puccinia recondita: Bayer code: PUCCRT)
Yuma wheat seedlings were grown as described above, and inoculated with an aqueous suspension of Puccinia spore recondite 3 days before or one day after fungal treatment. After inoculation, plants were kept at 100% relative humidity for 24 hours in a dark spray room to allow spores to germinate
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and infect the plants. The plants were then transferred to a greenhouse for the disease to develop.
Treatments consisted of fungicidal compound I, II, III, IV, V, epoxiconazole, protioconazole, azoxystrobin, pyrazlostrobin, pentiopyrad, boscalide, prochlorazil, and chlorothalonil, used individually or as a bidirectional mixture with compounds IV. For compound I, isopirazam and bixafeno were also included in the studies. The technical grades of the materials were dissolved in acetone to make the stock solutions, which were then used to make dilutions in acetone for each individual fungal component or for the bidirectional mixture. Desired fungicide rates were obtained after mixing dilutions with 9 volumes of water containing 110 parts per million Tritons X-100. Twenty milliliters (ml) of fungicide solutions were applied to 12 plant containers using an automated spray booth, which used two JAUPM 621 8-1 / 4 spray injectors operating at 20 pounds per square inch (psi) (1.3 bar) adjusted to opposite angles to cover both sheet surfaces. All sprayed plants were allowed to air dry prior to further handling. Control plants were sprayed in the same way with the space in the solvent sample.
When the disease fully developed in control plants, infection levels were determined
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<img file="MX355100B_D0034.tif" />
Visually in the treated plants and recorded on a scale of 0 to 100 percent. The disease control percentage was then calculated using the disease ratio in the treated plants with reference to the control plants.
The Colby equation was used to determine the expected fungicidal effects of the mixtures. (See Colby, SR Calculation of the synergistic and antagonistic response of herbicide combinations. Weeds 1967, 15, 20-22.)
The following equation was used to calculate the predicted activity of the mixtures that contained two active ingredients, A and B: Predicted = A + B - (A x B / 100)
A = observed efficacy of active component A at the same concentration as used in the mixture;
B = observed efficacy of active component B at the same concentration as used in the mixture.
Representative synergistic interactions are presented in Tables 1-12 below.
% DC Obs = Percentage of disease control observed% DC Prev = Percentage of disease control expected
Synergy factor =% DC Obs /% DC Prev
<td>Table 1:</td><td>Synergistic interactions of compound I and others</td>
fungicides in three-day curative tests (3DC) with Septoria tritici (SEPTTR)
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<td rowspan="2"></td><td rowspan="2">index in PPm</td><td rowspan="2">% DC obs</td><td>% DC</td><td>Factor of</td>
<td>prev</td><td>synergy</td>
<td>Compound l + epoxiconazole</td><td> 0.4 + 0.1</td><td> 71</td><td> 43</td><td> 1.64</td>
<td>Compound l + epoxiconazole</td><td> 0.15 + 0.13</td><td> 97</td><td> 48</td><td> 2.02</td>
<td>Compound l + protioconazole</td><td> 0.4 + 25</td><td> 99</td><td> 72</td><td> 1.38</td>
<td>Compound l + protioconazole</td><td> 1.35 + 1.8</td><td> 99</td><td> 83</td><td> 1.19</td>
<td>Compound l + protioconazole</td><td> 0.45 + 0.6</td><td> 69</td><td> 7</td><td> 10.50</td>
<td>Compound l + azoxystrobin</td><td> 6.25 +0.4</td><td> 100</td><td> 89</td><td> 1.12</td>
<td>Compound l + azoxystrobin</td><td> 1.35 + 2.25</td><td> 99</td><td> 83</td><td> 1.19</td>
<td>Compound l + azoxystrobin</td><td> 0.45 + 0.75</td><td> 72</td><td> 15</td><td> 4.78</td>
<td>Compound l + pyrazlostrobin</td><td> 0.1 + 0.4</td><td> 92</td><td> 80</td><td> 1.15</td>
<td>Compound l + pentiopyrad</td><td> 6.25 + 0.1</td><td> 98</td><td> 90</td><td> 1.08</td>
<td>Compound l + pentiopyrad</td><td> 0.15 + 0.2</td><td> 31</td><td> 4</td><td> 7.08</td>
<td>Compound l + isopyrazam</td><td> 6.25 + 0.1</td><td> 99</td><td> 89</td><td> 1.11</td>
<td>Compound l + isopyrazam</td><td> 0.4 + 6.25</td><td> 68</td><td> 55</td><td> 1.23</td>
<td>Compound l + isopyrazam</td><td> 0.1 + 6.25</td><td> 86</td><td> 57</td><td> 1.50</td>
Table 2: Synergistic Interactions of Compound I and Other Fungicides in One-Day Protective Testing (1DP) with SEPTTR
<td></td><td>index in PPm</td><td>% DC obs</td><td>7th DC prev</td><td>Synergy factor</td>
<td>Compound l + epoxiconazole</td><td> 0.1 + 0.1</td><td> 92</td><td> 74</td><td> 1.24</td>
<td>Compound l + epoxiconazole</td><td> 0.1 + 0.025</td><td> 85</td><td> 55</td><td> 1.53</td>
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<td></td><td>index in</td><td>% DC</td><td>% DC</td><td>Factor of</td>
<td></td><td>ppm</td><td>obs</td><td>prev</td><td>synergy</td>
<td>Compound l + protioconazole</td><td> 0.1 + 1.56</td><td> 94</td><td> 70</td><td> 1.34</td>
<td>Compound l + protioconazole</td><td> 0.15 + 0.2</td><td> 46</td><td> 15</td><td> 3.01</td>
<td>Compound l + azoxystrobin</td><td> 0.1 + 1.56</td><td> 91</td><td> 66</td><td> 1.38</td>
<td>Compound l + azoxystrobin</td><td> 0.1 + 0.4</td><td> 72</td><td> 43</td><td> 1.66</td>
<td>Compound l + azoxystrobin</td><td> 0.1 + 0.1</td><td> 80</td><td> 61</td><td> 1.31</td>
<td>Compound l + pyrazlostrobin</td><td> 0.1 + 0.1</td><td> 99</td><td> 92</td><td> 1.08</td>
<td>Compound l + pyrazlostrobin</td><td> 0.05 + 0.08</td><td> 68</td><td> 30</td><td> 2.27</td>
<td>Compound l + pentiopyrad</td><td> 0.4 + 0.4</td><td> 96</td><td> 90</td><td> 1.07</td>
<td>Compound l + pentiopyrad</td><td> 0.1 + 0.4</td><td> 56</td><td> 47</td><td> 1.19</td>
<td>Compound l + isopyrazam</td><td> 0.15 + 0.13</td><td> 49</td><td> 9</td><td> 5.68</td>
<td>Compound l + bixaphene</td><td> 0.15 + 0.2</td><td> 30</td><td> 12</td><td> 2.50</td>
<td>Compound l + boscalide</td><td> 0.15 + 0.33</td><td> 25</td><td> 14</td><td> 1 .81</td>
<td>Compound l + prochloraz</td><td> 0.15 + 0.45</td><td> 35</td><td> 7</td><td> 5.00</td>
<td>Compound l + chlorothalonil</td><td> 0.15 + 0.6</td><td> 16</td><td> 9</td><td> 1.83</td>
Table 3: Synergistic interactions of Compound I and other fungicides in 3DC tests with Puccinia recondita (PUCCRT)
<td></td><td>index in ppm</td><td>% DC obs</td><td>% DC prev</td><td>Synergy factor</td>
<td>Compound l + epoxiconazole</td><td> 0.4 + 0.1</td><td> 100</td><td> 87</td><td> 1.15</td>
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<td rowspan="2"></td><td rowspan="2">index in ppm</td><td>% DC</td><td>------- WDOS % DC</td><td>rurscr --- 5 ^ v Factcn—</td>
<td>obs</td><td>prev</td><td>'of synergy</td>
<td>Compound l + epoxiconazole</td><td> 0.1 + 0.1</td><td> 100</td><td> 82</td><td> 1 .22</td>
<td>Compound l + protioconazole</td><td> 0.4 + 1.56</td><td> 1 00</td><td> 91</td><td> 1.10</td>
<td>Compound l + protioconazole</td><td> 1.35+1.8</td><td> 94</td><td> 39</td><td> 2.43</td>
<td>Compound l + azoxystrobin</td><td> 0.4 + 0.4</td><td> 90</td><td> 84</td><td> 1 .07</td>
<td>Compound l + azoxystrobin</td><td> 0.15 + 0,25</td><td> 43</td><td> 14</td><td> 3.14</td>
<td>Compound l + pyrazlostrobin</td><td> 0.4 + 0.1</td><td> 74</td><td> 55</td><td> 1 .34</td>
<td>Compound l + pyrazlostrobin</td><td> 0.1 + 0.4</td><td> 74</td><td> 64</td><td> 1.15</td>
<td>Compound l + isopyrazam</td><td> 0.4 + 1.56</td><td> 100</td><td> 95</td><td> 1.05</td>
<td>Compound l + isopyrazam</td><td> 0.45 + 0.38</td><td> 33</td><td> 29</td><td> 1.13</td>
Table 4: Synergistic interactions of compound I and other fungicides in the 1DP tests with PUCCRT
<td></td><td>index in PPm</td><td>% DC obs</td><td>% DC prev</td><td>Synergy factor</td>
<td>Compound l + protioconazole</td><td> 0.15 + 0.2</td><td> 78</td><td> 69</td><td> 1.14</td>
<td>Compound l + prochloraz</td><td> 0.15 + 0.45</td><td> 93</td><td> 69</td><td> 1.35</td>
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Table 5:
Synergistic interactions of compound II and other fungicides in the 1DP tests with SEPTTR
<td></td><td>index in ppm</td><td>% DC obs</td><td>% DC prev</td><td>Synergy factor</td>
<td>Compound ll + epoxiconazole</td><td> 0.45 + 0.2</td><td> 54</td><td> 33</td><td> 1.67</td>
<td>Compound ll + pyrazlostrobin</td><td> 0.45 + 0.1</td><td> 80</td><td> 61</td><td> 1.32</td>
<td>Compound ll + boscalide</td><td> 0.45 + 5</td><td> 44</td><td> 21</td><td> 2.04</td>
<td>Compound ll + prochloraz</td><td> 0.45 + 5</td><td> 55</td><td> 36</td><td> 1.54</td>
Table 6: Synergistic interactions of compound II and other fungicides in 3DC tests with SEPTTR
<td></td><td>index in ppm</td><td>% DC obs</td><td>% DC prev</td><td>Synergy factor</td>
<td>Compound ll + protioconazole</td><td> 1.35 + 1.8</td><td> 95</td><td> 38</td><td> 2.49</td>
<td>Compound ll + protioconazole</td><td> 0.45 + 0.6</td><td> 38</td><td> 14</td><td> 2.65</td>
<td>Compound ll + azoxystrobin</td><td> 1.35 + 2.25</td><td> 98</td><td> 72</td><td> 1.36</td>
<td>Compound ll + azoxystrobin</td><td> 0.45 + 0.75</td><td> 71</td><td> 52</td><td> 1.36</td>
<td>Compound ll + pyrazlostrobin</td><td> 0.1 5 + 0.25</td><td> 95</td><td> 50</td><td> 1.89</td>
<td>Compound ll + pyrazlostrobin</td><td> 0.05 + 0.08</td><td> 29</td><td> 16</td><td> 1.78</td>
<td>Compound ll + boscalide</td><td> 1.35 + 3</td><td> 100</td><td> 57</td><td> 1 .75</td>
<td>Compound ll + boscalide</td><td> 0.45 + 1</td><td> 60</td><td> 22</td><td> 2.73</td>
<td>Compound ll + prochloraz</td><td> 1.35 + 4.05</td><td> 95</td><td> 53</td><td> 1.81</td>
<td>Compound ll + prochloraz</td><td> 1.5 + 3</td><td> 75</td><td> 63</td><td> 1 .20</td>
<td>Il + chlorothalonil compound</td><td> 1 .35 + 5.4</td><td> 92</td><td> 42</td><td> 2.17</td>
<img file="MX355100B_D0038.tif" />
<td rowspan="2"></td><td rowspan="2">index in ppm</td><td rowspan="2">% DC obs</td><td>% DC</td><td>Factor of</td>
<td>prev</td><td>synergy</td>
<td>Compound I + chlorothalonil</td><td> 0.45+1.8</td><td> 58</td><td> 18</td><td> 3.22</td>
Table 7: Synergistic interactions of compound III and other fungicides in the 1DP tests with SEPTTR
<td></td><td>index in ppm</td><td>% DC obs</td><td>% DC prev</td><td>Synergy factor</td>
<td>III + Epoxiconazole Compound</td><td> 0.3 + 0.2</td><td> 61</td><td> 36</td><td> 1.69</td>
<td>Compound 11 l + protioconazole</td><td> 1.35 + 1.8</td><td> 98</td><td> 90</td><td> 1.09</td>
<td>Compound 11l + azoxystrobin</td><td> 0.15 + 0.25</td><td> 38</td><td> 27</td><td> 1.42</td>
<td>Compound 11l + pyraclostrobin</td><td> 0.3 + 0.1</td><td> 76</td><td> 63</td><td> 1.21</td>
<td>Compound 11l + pentiopyrad</td><td> 0.3 + 3</td><td> 53</td><td> 42</td><td> 1.25</td>
<td>Compound 11l + pentiopyrad</td><td> 1.35 + 1.8</td><td> 95</td><td> 89</td><td> 1.07</td>
<td>Lll + boscalide compound</td><td> 1.35 + 3</td><td> 97</td><td> 91</td><td> 1.07</td>
<td>Lll + boscalide compound</td><td> 0.3 + 5</td><td> 56</td><td> 25</td><td> 2.22</td>
<td>Compound 11l + prochloraz</td><td> 1.35 + 4.05</td><td> 98</td><td> 91</td><td> 1 .07</td>
<td>Ill compound + prochloraz</td><td> 0.3 + 5</td><td> 62</td><td> 39</td><td> 1.60</td>
<td>Compound 111 + chlorothalonil</td><td> 1.35 + 5.4</td><td> 95</td><td> 86</td><td> 1.11</td>
<td>Compound 11l + chlorothalonil</td><td> 0.15 + 0.6</td><td> 40</td><td> 21</td><td> 1.93</td>
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<img file="MX355100B_D0039.tif" />
Table 8: Synergistic interactions of compound III and other fungicides in 3DC tests with SEPTTR
<td></td><td>index in ppm</td><td>% DC obs</td><td>% DC prev</td><td>Synergy factor</td>
<td>III + Epoxiconazole Compound</td><td> 0.5 + 0.03</td><td> 73</td><td> 60</td><td> 1.21</td>
<td>Compound 11l + protioconazole</td><td> 0.45 + 0.6</td><td> 88</td><td> 33</td><td> 2.69</td>
<td>Compound I ll + protioconazole</td><td> 0.15 + 0.2</td><td> 50</td><td> 42</td><td> 1.20</td>
<td>Compound 11 l + azoxystrobin</td><td> 0.45 + 0.75</td><td> 95</td><td> 63</td><td> 1.51</td>
<td>Compound 11l + azoxystrobin</td><td> 0.15 + 0.25</td><td> 63</td><td> 43</td><td> 1 .44</td>
<td>Compound 11l + pyraclostrobin</td><td> 0.5 + 0.15</td><td> 75</td><td> 56</td><td> 1.33</td>
<td>Compound 11l + pentiopyrad</td><td> 0.45 + 0.6</td><td> 97</td><td> 69</td><td> 1 .41</td>
<td>Lll + boscalide compound</td><td> 0.45+1</td><td> 83</td><td> 39</td><td> 2.13</td>
<td>Lll + boscalide compound</td><td> 0.15 + 0.33</td><td> 35</td><td> 29</td><td> 1 .23</td>
<td>Compound 11l + prochloraz</td><td> 0.45+1.35</td><td> 71</td><td> 42</td><td> 1.68</td>
<td>Lll + prochloraz compound</td><td> 0.15 + 0.45</td><td> 67</td><td> 22</td><td> 3.08</td>
<td>Compound 11l + chlorothalonil</td><td> 0.45 + 1 .8</td><td> 58</td><td> 36</td><td> 1.62</td>
Table 9: Synergistic interactions of compound IV and other fungicides in 1DP tests with SEPTTR
<td></td><td>index in ppm</td><td>% DC obs</td><td>% DC prev</td><td>Synergy factor</td>
<td>Compound IV + epoxiconazole</td><td> 2 + 0.2</td><td> 42</td><td> 37</td><td> 1.14</td>
<td>Compound IV + protioconazole</td><td> 4.2 + 5.6</td><td> 90</td><td> 78</td><td> 1.15</td>
<td>Compound IV + boscalide</td><td> 2 + 5</td><td> 31</td><td> 26</td><td> 1.19</td>
<img file="MX355100B_D0040.tif" />
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<td rowspan="2"></td><td rowspan="2">index in ppm</td><td rowspan="2">% DC obs</td><td>% DC</td><td>Factor of</td>
<td>prev</td><td>synergy</td>
<td>Compound IV + chlorothalonil</td><td> 4.2 + 16.8</td><td> 84</td><td> 67</td><td> 1.26</td>
<td>Compound IV + chlorothalonil</td><td> 1.35 + 5.4</td><td> 33</td><td> 23</td><td> 1 .44</td>
Table 10: Synergistic interactions of compound IV and other fungicides in 3DC tests with SEPTTR
<td></td><td>index in PPm</td><td>% DC obs</td><td>% DC prev</td><td>Synergy factor</td>
<td>Compound IV + protioconazole</td><td> 4.2 + 5.6</td><td> 97</td><td> 64</td><td> 1.52</td>
<td>Compound IV + azoxystrobin</td><td> 4.2 + 7</td><td> 96</td><td> 84</td><td> 1.14</td>
<td>Compound IV + azoxystrobin</td><td> 1.35 + 2.25</td><td> 70</td><td> 57</td><td> 1.23</td>
<td>Compound IV + pyraclostrobin</td><td> 6 + 0.15</td><td> 97</td><td> 62</td><td> 1.56</td>
<td>Compound IV + pyraclostrobin</td><td> 0.05 + 0.08</td><td> 30</td><td> 22</td><td> 1 .40</td>
<td>Compound IV + pentiopyrad</td><td> 4.2 + 5.6</td><td> 98</td><td> 81</td><td> 1.21</td>
<td>Compound IV + pentiopyrad</td><td> 1.35 + 1.8</td><td> 74</td><td> 15</td><td> 4.86</td>
<td>Compound IV + boscalide</td><td> 1 .35 + 3</td><td> 65</td><td> 52</td><td> 1.25</td>
<td>Compound IV + prochloraz</td><td> 6 + 3</td><td> 72</td><td> 63</td><td> 1.15</td>
<td>Compound IV + chlorothalonil</td><td> 4.2 + 16.8</td><td> 67</td><td> 10</td><td> 7.05</td>
Table 11:
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<img file="MX355100B_D0041.tif" />
Synergistic interactions of Compound V and other fungicides in 1DP tests with SEPTTR
<td></td><td>index in ppm</td><td>% DC obs</td><td>% DC prev</td><td>Synergy factor</td>
<td>Compound V + epoxiconazole</td><td> 2 + 0.2</td><td> 97</td><td> 87</td><td> 1.11</td>
<td>Compound V + epoxiconazole</td><td> 0.15 + 0.13</td><td> 28</td><td> 17</td><td> 1.61</td>
<td>Compound V + protioconazole</td><td> 0.45 + 0.6</td><td> 20</td><td> 14</td><td> 1.39</td>
<td>Compound V + azoxystrobin</td><td> 0.45 + 0.75</td><td> 38</td><td> 12</td><td> 3.09</td>
<td>Compound V + pyraclostrobin</td><td> 2 + 0.1</td><td> 99</td><td> 93</td><td> 1.07</td>
<td>Compound V + pyraclostrobin</td><td> 0.05 + 0.08</td><td> 50</td><td> 1 7</td><td> 3.00</td>
<td>V + pentiopyrad compound</td><td> 0.45 + 0.6</td><td> 23</td><td> 14</td><td> 1 .56</td>
<td>Compound V + boscalide</td><td> 2 + 5</td><td> 92</td><td> 85</td><td> 1.09</td>
<td>V + prochloraz compound</td><td> 1.35 + 4.05</td><td> 87</td><td> 38</td><td> 2.28</td>
<td>V + prochloraz compound</td><td> 0.45+1.35</td><td> 38</td><td> 5</td><td> 7.23</td>
<td>Compound V + chlorothalonil</td><td> 1.35 + 5.4</td><td> 57</td><td> 25</td><td> 2.26</td>
Table 12: Synergistic interactions of compound V and other fungicides in 3DC tests with SEPTTR
<td></td><td>index in PPm</td><td>% DC obs</td><td>% DC prev</td><td>Synergy factor</td>
<td>Compound V + epoxiconazole</td><td> 2 + 0.03</td><td> 61</td><td> 44</td><td> 1 .41</td>
<td>Compound V + protioconazole</td><td> 1.35 + 1.8</td><td> 78</td><td> 52</td><td> 1 .51</td>
<td>Compound V + pyraclostrobin</td><td> 2 + 0.15</td><td> 86</td><td> 38</td><td> 2.30</td>
<td>V + pentiopyrad compound</td><td> 2 + 1.</td><td> 50</td><td> 33</td><td> 1.50</td>
<img file="MX355100B_D0042.tif" />
<img file="MX355100B_D0043.tif" />
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<td rowspan="2"></td><td rowspan="2">index in ppm</td><td rowspan="2">% DC obs</td><td>% DC</td><td>Factor of</td>
<td>prev</td><td>synergy</td>
<td>V + pentiopyrad compound</td><td> 1.35+1.8</td><td> 67</td><td> 37</td><td> 1 .81</td>
<td>Compound V + boscalide</td><td> 2 + 2</td><td> 50</td><td> 41</td><td> 1 .22</td>
<td>V + prochloraz compound</td><td> 2 + 3</td><td> 56</td><td> 38</td><td> 1 .45</td>
<td>V + prochloraz compound</td><td> 0.1 5 + 0.45</td><td> 50</td><td> 40</td><td> 1 .26</td>
<td>Compound V + chlorothalonil</td><td> 4.2 + 16.8</td><td> 97</td><td> 71</td><td> 1 .38</td>
<td>Compound V + chlorothalonil</td><td> 1 .35 + 5.4</td><td> 54</td><td> 34</td><td> 1 .59</td>
For all tables,% DC =% disease control
one. A synergistic fungicidal mixture comprising a fungicidally effective amount of a compound of Formula I, IV and V and at least one fungicide selected from the group consisting of
Contents39
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Numbers
- Publication
- 355100
- Publication, DOCDB
- 355100
- Publication, EPODOC
- MX355100
- Application
- 2014009430
- Application, DOCDB
- 2014009430
- Application, EPODOC
- MX20140009430
Titles2
- Spanish
- MEZCLAS FUNGICIDAS SINERGISTICAS PARA CONTROL DE HONGOS EN CEREALES.
- English
- SYNERGISTIC FUNGICIDAL MIXTURES FOR FUNGAL CONTROL IN CEREALS.
Classification
- CPC, 12
- A01N43/40
- A01N43/653
- A01N43/64
- A01N37/34
- A01N43/54
- A01N43/56
- A01N47/06
- A01N47/24
- C07D405/12
- C07D405/14
- A01N43/50
- A01N47/40
- IPC, 7
- A01N43 64
- A01N43 54
- A01N43 56
- A01N43 653
- A01N45 02
- C07D405 12
- C07D405 14