WO1999016314A1 - Fungicide mixtures based on fluquinconazole - Google Patents

Fungicide mixtures based on fluquinconazole Download PDF

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Publication number
WO1999016314A1
WO1999016314A1 PCT/GB1998/002902 GB9802902W WO9916314A1 WO 1999016314 A1 WO1999016314 A1 WO 1999016314A1 GB 9802902 W GB9802902 W GB 9802902W WO 9916314 A1 WO9916314 A1 WO 9916314A1
Authority
WO
WIPO (PCT)
Prior art keywords
fluquinconazole
azoxystrobin
mixtures based
fungicide mixtures
plants
Prior art date
Application number
PCT/GB1998/002902
Other languages
French (fr)
Inventor
Richard Andrew Bardsley
Original Assignee
Aventis Cropscience Uk Limited
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Aventis Cropscience Uk Limited filed Critical Aventis Cropscience Uk Limited
Priority to BRPI9812409-9A priority Critical patent/BR9812409B1/en
Priority to DE69814434T priority patent/DE69814434T2/en
Priority to AT98945390T priority patent/ATE239374T1/en
Priority to EP98945390A priority patent/EP1021088B1/en
Priority to AU92722/98A priority patent/AU742685B2/en
Publication of WO1999016314A1 publication Critical patent/WO1999016314A1/en

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Classifications

    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/647Triazoles; Hydrogenated triazoles
    • A01N43/6531,2,4-Triazoles; Hydrogenated 1,2,4-triazoles

Definitions

  • This invention relates to compositions with useful fungicidal properties.
  • Azoxystrobin is a known fungicide and is the common name for methyl (E)-2- ⁇ 2-[6-(2-cyanophenoxy)pyrimidin-4-yloxy]phenyl ⁇ -3-methoxyacrylate.
  • the ratios of the fluquinconazole to azoxystrobin vary over a wide range but are usually in the range 1 5: 1 to 1 : 10, preferably 5: 1 to 1 : 5, by weight.
  • pesticides may be employed in conjunction with the active ingredients described above providing they do not adversely affect the interaction between the fungicidal components.
  • additional fungicides such as other triazoles, e.g. propiconazole, epoxiconazole, and flutriafol, imidazoles, such as prochloraz and miscellaneous compounds such as mancozeb, chlorothalonil or pyrimethanil, which extend the range of activity in order to control a wider spectrum of fungi.
  • compositions of the invention are active against a wide range of fungi, and especially against mildew diseases of plants, particularly cereal powdery mildew (Erysiphe graminis), cucumber powdery mildew (Erysiphe cichoracearum), vine downy mildew (Uncinula necato ⁇ , and apple powdery mildew ⁇ Podosphaera leuchot ⁇ cha).
  • cereal powdery mildew Erysiphe graminis
  • cucumber powdery mildew Erysiphe cichoracearum
  • vine downy mildew Uncinula necato ⁇
  • some compounds may be active against other pathogens of Deuteromycete, Ascomycete, Phycomycete and Basidiomycete origin, e.g.
  • rice blast (Pyricularia oryzae), cereal eyespot (Pseudocercosporella herpotrichoides), rice sheath blight (Pellicularia sasakii), grey mould (Botrytis cinerea), wheat brown rust ⁇ Puccinia recondita), late tomato or potato blight (Phytophthora infestans), apple scab (Vent ⁇ ria inaequalis) and glume blotch (Leptosphaeria nodorum), Plasmopara spp, e.g. Plasmopara viticola, Phytophthora spp. , e.g. Phytophthora infestans, and Pythium spp..
  • Plasmopara spp e.g. Plasmopara viticola, Phytophthora spp. , e.g. Phytophthora infestans, and Pythium spp..
  • compositions of the invention may be employed in many forms and are often most conveniently prepared immediately prior to use by mixing the ingredients in their commercially available form, if necessary in a quantity of water.
  • compositions containing fluquinconazole and azoxystrobin may be formulated into a concentrate or in a ready for use form.
  • Suitable concentrates are generally those known the art for the formulation of agrochemicals, for example, a solution, a dispersion, an aqueous emulsion, a dispersible powder, an emulsifiable concentrate or granules.
  • R1 is Cg_20-alky
  • R2 is benzyl, C6-20" alk y'> optionally interrupted by NH or O, di-Ce_20" a ' k y' am ' no or the group
  • R 3 is C 6 _20-aikyl.
  • a particularly useful additive is di(2-ethylhexyl) octylphosphonate.
  • the concentration of the active ingredients (when used as the sole active components) in a composition for direct application to the crop by conventional methods is preferably within the range of 0.01 to 10 per cent by weight of the composition, especially 0.005 to 5 per cent by weight, but more concentrated compositions containing up to 40 per cent may be desirable.
  • composition of the invention can be applied directly to plants by, for example, spraying either at the time which the fungus has begun to appear on the plant or before the appearance of fungus, as a protective measure.
  • a suitable rate of application of the fluquinconazole is from 25 to 500 grams per hectare.
  • the invention thus includes a method for controlling a phytopathogenic fungus which comprises applying to seeds, plants and other vegetative material or their habitat a) fluquinconazole and b) azoxystrobin, components (a) and (b) being applied either together or in sequence.
  • Example 1 was repeated with spraying one day after inoculation.

Abstract

There is disclosed a fungicidal composition comprising fluquinconazole and azoxystrobin.

Description

Title: Fungicide mixtures based on fluquinconazole
Field of the invention
This invention relates to compositions with useful fungicidal properties.
The present invention provides a fungicidal composition comprising - a) fluquinconazole and b) azoxystrobin.
Fluquinconazole is a known fungicide and is the common name for
3-(2,4-dichlorophenyl)-6-fluoro-2-((1H)-1 ,2,4-triazol-1-yl)-4(3/-/)-quinazolinone). Azoxystrobin is a known fungicide and is the common name for methyl (E)-2-{2-[6-(2-cyanophenoxy)pyrimidin-4-yloxy]phenyl}-3-methoxyacrylate.
We have found that the mixtures of the invention have advantageous properties over the individual components and that synergism is often demonstrated, and the yield of the treated crop may be increased.
The ratios of the fluquinconazole to azoxystrobin vary over a wide range but are usually in the range 1 5: 1 to 1 : 10, preferably 5: 1 to 1 : 5, by weight.
In addition, other pesticides may be employed in conjunction with the active ingredients described above providing they do not adversely affect the interaction between the fungicidal components. For example it is sometimes useful to include additional fungicides, such as other triazoles, e.g. propiconazole, epoxiconazole, and flutriafol, imidazoles, such as prochloraz and miscellaneous compounds such as mancozeb, chlorothalonil or pyrimethanil, which extend the range of activity in order to control a wider spectrum of fungi.
The compositions of the invention are active against a wide range of fungi, and especially against mildew diseases of plants, particularly cereal powdery mildew (Erysiphe graminis), cucumber powdery mildew (Erysiphe cichoracearum), vine downy mildew (Uncinula necatoή, and apple powdery mildew {Podosphaera leuchotπcha). However some compounds may be active against other pathogens of Deuteromycete, Ascomycete, Phycomycete and Basidiomycete origin, e.g. rice blast (Pyricularia oryzae), cereal eyespot (Pseudocercosporella herpotrichoides), rice sheath blight (Pellicularia sasakii), grey mould (Botrytis cinerea), wheat brown rust {Puccinia recondita), late tomato or potato blight (Phytophthora infestans), apple scab (Ventυria inaequalis) and glume blotch (Leptosphaeria nodorum), Plasmopara spp, e.g. Plasmopara viticola, Phytophthora spp. , e.g. Phytophthora infestans, and Pythium spp..
The compositions of the invention may be employed in many forms and are often most conveniently prepared immediately prior to use by mixing the ingredients in their commercially available form, if necessary in a quantity of water.
In addition to tank mixing immediately prior to use, compositions containing fluquinconazole and azoxystrobin may be formulated into a concentrate or in a ready for use form.
Suitable concentrates are generally those known the art for the formulation of agrochemicals, for example, a solution, a dispersion, an aqueous emulsion, a dispersible powder, an emulsifiable concentrate or granules.
In addition it may be desirable to include a phosphonate or phosphinate of formula
0
0 (I)
where
R1 is Cg_20-alky|. Cβ-20"a'koxy or optionally substituted phenyl
R2 is benzyl, C6-20"alky'> optionally interrupted by NH or O, di-Ce_20"a'ky'am'no or the group
0
CH2CH2 0
and
R3 is C6_20-aikyl. A particularly useful additive is di(2-ethylhexyl) octylphosphonate.
The concentration of the active ingredients (when used as the sole active components) in a composition for direct application to the crop by conventional methods is preferably within the range of 0.01 to 10 per cent by weight of the composition, especially 0.005 to 5 per cent by weight, but more concentrated compositions containing up to 40 per cent may be desirable.
The composition of the invention can be applied directly to plants by, for example, spraying either at the time which the fungus has begun to appear on the plant or before the appearance of fungus, as a protective measure. A suitable rate of application of the fluquinconazole is from 25 to 500 grams per hectare.
The invention thus includes a method for controlling a phytopathogenic fungus which comprises applying to seeds, plants and other vegetative material or their habitat a) fluquinconazole and b) azoxystrobin, components (a) and (b) being applied either together or in sequence.
The invention is illustrated in the following examples
Example 1
Wheat plants were inoculated with Erysiphe graminis (powdery mildew). Two days after inoculation, they were sprayed with fluquinconazole, obtained by diluting with water to the desired concentration, a suspension concentrate comprising 10% by weight active ingredient, or azoxystrobin obtained by diluting with water to the desired concentration, the commercial product sold under the trade name "Amistar", or mixtures of these.
One week after inoculation, the wheat was assessed for control of disease. The results are as follows.
To indicate the existence of synergism between the active components the results were treated in the manner described by Colby S.R., "Calculating Synergistic and Antagonistic Responses of Herbicide Combinations" in Weeds 1 967 J_5, 20-22). In this method the "expected" percent control of growth, E, of the combination compared with untreated control is given by the equation E = A + F . A£ 100 where A is the % control by azoxystrobin used alone at a given concentration and F is the % control by fluquinconazole, used alone at a given concentration. If the observed control of the mixture is greater than E the results indicate synergism. The results are as follows. In the table, component "az" is azoxystrobin and "fq" is fluquinconazole.
Table 1
Figure imgf000006_0001
Example 2
In a similar manner, Example 1 was repeated with spraying one day after inoculation.
The results are as follows
Table 2
Figure imgf000007_0001

Claims

Claims
1 ) A fungicidal composition comprising a) fluquinconazole and b) azoxystrobin.
2) A composition according to claim 1 wherein the weight ratio of fluquinconazole to azoxystrobin is in the range 5: 1 to 1 :5.
3) A method for controlling a phytopathogenic fungus which comprises applying to seeds, plants and other vegetative material or their habitat a) fluquinconazole and b) azoxystrobin.
PCT/GB1998/002902 1997-10-01 1998-09-30 Fungicide mixtures based on fluquinconazole WO1999016314A1 (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
BRPI9812409-9A BR9812409B1 (en) 1997-10-01 1998-09-30 fungicidal composition, and process for controlling a phytopathogenic fungus.
DE69814434T DE69814434T2 (en) 1997-10-01 1998-09-30 FUNGICIDAL COMPOSITIONS BASED ON FLUQUINCONAZOLE
AT98945390T ATE239374T1 (en) 1997-10-01 1998-09-30 FUNGICIDAL COMPOSITIONS BASED ON FLUQUINCONAZOLE
EP98945390A EP1021088B1 (en) 1997-10-01 1998-09-30 Fungicide mixtures based on fluquinconazole
AU92722/98A AU742685B2 (en) 1997-10-01 1998-09-30 Fungicide mixtures based on fluquinconazole

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GBGB9720832.6A GB9720832D0 (en) 1997-10-01 1997-10-01 Fungicide mixtures
GB9720832.6 1997-10-01

Publications (1)

Publication Number Publication Date
WO1999016314A1 true WO1999016314A1 (en) 1999-04-08

Family

ID=10819886

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/GB1998/002902 WO1999016314A1 (en) 1997-10-01 1998-09-30 Fungicide mixtures based on fluquinconazole

Country Status (7)

Country Link
EP (1) EP1021088B1 (en)
AT (1) ATE239374T1 (en)
AU (1) AU742685B2 (en)
BR (1) BR9812409B1 (en)
DE (1) DE69814434T2 (en)
GB (1) GB9720832D0 (en)
WO (1) WO1999016314A1 (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2336539A (en) * 1998-04-25 1999-10-27 Agrevo Uk Ltd Wood treatment using fluquinconazole
EP2377397A1 (en) 2010-04-14 2011-10-19 Bayer CropScience AG Use of fungicidal agents for controlling mycoses in palm trees
US9538755B2 (en) 2004-08-12 2017-01-10 Syngenta Crop Protection, Llc Fungicidal compositions

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1993022921A1 (en) * 1992-05-21 1993-11-25 Zeneca Limited Fungicidal composition
EP0645091A1 (en) * 1993-09-24 1995-03-29 BASF Aktiengesellschaft Fungicidal mixtures
WO1997000012A1 (en) * 1995-06-16 1997-01-03 Novartis Ag Crop protection compositions

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1993022921A1 (en) * 1992-05-21 1993-11-25 Zeneca Limited Fungicidal composition
EP0645091A1 (en) * 1993-09-24 1995-03-29 BASF Aktiengesellschaft Fungicidal mixtures
WO1997000012A1 (en) * 1995-06-16 1997-01-03 Novartis Ag Crop protection compositions

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
PAUL J. DE FRAINE & JOHN M. CLOUGH: "A new series of broad-spectrum beta-methoxyacrylate fungicides with an oxime ether side-chain.", PESTIC. SCI., vol. 44, no. 1, - 1995, pages 77 - 79, XP002020496 *

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2336539A (en) * 1998-04-25 1999-10-27 Agrevo Uk Ltd Wood treatment using fluquinconazole
GB2336539B (en) * 1998-04-25 2003-11-19 Agrevo Uk Ltd Wood treatment
US9538755B2 (en) 2004-08-12 2017-01-10 Syngenta Crop Protection, Llc Fungicidal compositions
US9949482B2 (en) 2004-08-12 2018-04-24 Syngenta Crop Protection, Llc Fungicidal compositions
US10405548B2 (en) 2004-08-12 2019-09-10 Syngenta Crop Protection Llc Fungicidal compositions
US11102977B2 (en) 2004-08-12 2021-08-31 Syngenta Crop Protection, Llc Fungicidal compositions
EP2377397A1 (en) 2010-04-14 2011-10-19 Bayer CropScience AG Use of fungicidal agents for controlling mycoses in palm trees
WO2011128262A2 (en) 2010-04-14 2011-10-20 Bayer Cropscience Ag Use of fungicidal agents for controlling mycoses on palms
US9049865B2 (en) 2010-04-14 2015-06-09 Bayer Intellectual Property Gmbh Use of fungicidal active substances for controlling mycoses on plants of the palm family

Also Published As

Publication number Publication date
DE69814434T2 (en) 2004-02-26
BR9812409A (en) 2000-08-29
DE69814434D1 (en) 2003-06-12
BR9812409B1 (en) 2009-08-11
GB9720832D0 (en) 1997-12-03
AU9272298A (en) 1999-04-23
AU742685B2 (en) 2002-01-10
ATE239374T1 (en) 2003-05-15
EP1021088B1 (en) 2003-05-07
EP1021088A1 (en) 2000-07-26

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