WO2005034629A1 - Fungizide mischungen zur bekämpfung von reispathogenen - Google Patents

Fungizide mischungen zur bekämpfung von reispathogenen Download PDF

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Publication number
WO2005034629A1
WO2005034629A1 PCT/EP2004/011025 EP2004011025W WO2005034629A1 WO 2005034629 A1 WO2005034629 A1 WO 2005034629A1 EP 2004011025 W EP2004011025 W EP 2004011025W WO 2005034629 A1 WO2005034629 A1 WO 2005034629A1
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WO
WIPO (PCT)
Prior art keywords
compound
mixtures
compounds
formula
active ingredients
Prior art date
Application number
PCT/EP2004/011025
Other languages
German (de)
English (en)
French (fr)
Inventor
Jordi Tormo I Blasco
Thomas Grote
Maria Scherer
Reinhard Stierl
Siegfried Strathmann
Ulrich Schöfl
Original Assignee
Basf Aktiengesellschaft
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
Priority to UAA200605001A priority Critical patent/UA79217C2/uk
Application filed by Basf Aktiengesellschaft filed Critical Basf Aktiengesellschaft
Priority to JP2006530078A priority patent/JP2007508258A/ja
Priority to BRPI0415077-5A priority patent/BRPI0415077A/pt
Priority to EP04790094A priority patent/EP1672980A1/de
Priority to US10/573,988 priority patent/US20070004759A1/en
Priority to EA200600658A priority patent/EA009086B1/ru
Priority to CA002540292A priority patent/CA2540292A1/en
Priority to MXPA06003408A priority patent/MXPA06003408A/es
Publication of WO2005034629A1 publication Critical patent/WO2005034629A1/de
Priority to IL174439A priority patent/IL174439A0/en
Priority to NO20061386A priority patent/NO20061386L/no

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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
    • A01N43/90Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system

Definitions

  • the present invention relates to fungicidal mixtures for controlling rice pathogens, containing as active components
  • the invention relates to a method for controlling rice pathogens with mixtures of the compound I with the compound II and the use of the compound I with the compound II for the preparation of such mixtures and agents which contain these mixtures.
  • the compound II, N- (2,3-dichloro-4-hydroxyphenyl) -1-methylcyclohexanecarboxamide, its preparation and its action against harmful fungi is also known from the literature (Proc. Br. Crop Prot. Conf. - Pests Dis., 1998, Vol. 2, p. 327; common name: Fenhexamid).
  • Fenhexamide is mainly known in the market for combating boytritis in vines and special crops.
  • Mixtures of triazolopyrimidine derivatives with fenhexamide are generally known from EP-A 988 790.
  • Compound I is included in the general disclosure of this document, but is not explicitly mentioned. The combination of compound I with fenhexamide is therefore new.
  • the synergistic mixtures known from EP-A 988 790 are fungicidally active against various diseases of cereals, fruits and vegetables, such as. B. powdery mildew on wheat and barley or gray mold on apples.
  • a rice fungicide Due to the special cultivation conditions of rice plants, there are significantly different requirements for a rice fungicide than for fungicides that are used in cereal or fruit growing. There are differences in the application method: in addition to the foliar application used in many places, in modern rice cultivation the fungicide is applied directly to the soil or shortly after sowing. The fungicide is absorbed into the plant via the roots and transported in the plant sap in the plant to the parts of the plant to be protected. In cereal or fruit growing, on the other hand, the fungicide is usually applied to the leaves or the fruits, so the systemics of the active ingredients play a significantly smaller role in these crops.
  • Rhizoctonia solani is the causative agents of the most important diseases of rice plants. Rhizoctonia solani is the only agronomically important pathogen within the Agarcomycetidae subclass. This fungus does not attack the plant via spores like most other fungi, but through a mycelial infection.
  • the present invention was based on mixtures which, with a reduced total amount of active ingredients applied, have an improved action against the harmful fungi.
  • Fungicides selected from the following group are particularly suitable as further active ingredients in the above sense:
  • Acylalanines such as benalaxyl, metalaxyl, ofurace, oxadixyl,
  • Amine derivatives such as aldimorph, dodemorph, fenpropidine, guazatine, iminoctadine, tridemorph,
  • Antibiotics such as cycloheximide, griseofulvin, kasugamycin, natatnycin, polyoxin or streptomycin,
  • Azoles such as bitertanol, bromoconazole, cyproconazole, difenoconazole, dinitroconazole, enilconazole, fenbuconazole, fluquiconazole, flusilazole, flutriafol, hexaconazole, imazalil, ipazazol, myclobutanil, priazolone, propazole, propicon , Triflumizole, tritico-nazole,
  • Dicarboximides such as myclozolin, procymidone,
  • Dithiocarbamates such as Ferbam, Nabam, Metam, Propineb, Polycarbamat, Ziram, Zineb,
  • Heterocyclic compounds such as anilazine, boscalid, carbendazim, carboxin, oxycarboxin, cyazofamid, Dazomet, famoxadone, fenamidone, fuberidazole, flutolanil, furametpyr, isoprothiolan, mepronil, nuarimol, probenazole, pyroofilamol, thiazilazilililililililililililililililililililililililililililililililililililililililililililililililililililililililililililililililililililililililililililililililililililililililililililililililililililililililililililililililililililililililililililililililililililililililililililil
  • fungicides such as acibenzolar-S-methyl, carpropamide, chlorothalonil, cyflufamid, cymoxanil, diclomezin, diclocymet, diethofencarb, edifenphos, ethaboxam, fentin acetate, fenoxanil, ferimzone, fluazinam, fosetc, metachuronzolene, hexachonbenol Propamocarb, phthalide, toloclofos-methyl, quintozene, zoxamide,
  • Strobilurins such as fluoxastrobin, metominostrobin, orysastrobin or pyraclostrobin,
  • Sulfenic acid derivatives such as Captafol, • Cinnamic acid amides and analogues such as Flumetover.
  • a further fungicide III or two fungicides III and IV are added to the compounds I and II.
  • Mixtures of the compounds I and II with a component III are preferred. Mixtures of compounds I and II are particularly preferred.
  • the mixtures of the compounds I and II or the simultaneous joint or separate use of the compounds I and the compound II are notable for excellent activity against rice pathogens from the class of Ascomycetes, Deuteromycetes and Basidiomycetes. They can be used for seed treatment, as well as leaf and soil fungicides.
  • Compounds I and II are preferably applied by spraying the leaves. The compounds can also be applied by applying granules or by dusting the floors.
  • combination of compounds I and II according to the invention is also suitable for controlling other pathogens, such as, for. B. Septo a and Pucc / n / a species in cereals and Alternaria and ßoyf ⁇ / s species in vegetables, fruits and wine.
  • the compound I and the compound II can be applied simultaneously together or separately or in succession, the sequence in the case of separate application generally not having any effect on the success of the control measures.
  • the compound I and the compound II are usually used in a weight ratio of 100: 1 to 1: 100, preferably 20: 1 to 1:50, in particular 10: 1 to 1:10.
  • components III and, if appropriate, IV are mixed in a ratio of 20: 1 to 1:20 to compound I.
  • the application rates of the mixtures according to the invention are 5 g / ha to 2000 g / ha, preferably 50 to 1500 g / ha, in particular 50 to 750 g / ha.
  • the application rates for the compound I are generally from 1 to 1000 g / ha, preferably from 10 to 750 g / ha, in particular from 20 to 500 g / ha.
  • the application rates for compound II are generally from 1 to 1000 g / ha, preferably from 10 to 750 g / ha, in particular from 20 to 500 g / ha.
  • application rates of mixture of 1 to 1000 g / 100 kg of seed preferably 1 to 750 g / 100 kg, in particular 5 to 500 g / 100 kg, are generally used.
  • the separate or joint application of the compounds I and II or the mixtures of the compounds I and II is carried out by spraying or pollinating the seeds, seedlings, plants or soils before or after sowing the plants or before or after emergence of the plants.
  • the mixtures according to the invention, or the compounds I and II, can be converted into the customary formulations, e.g. Solutions, emulsions, suspensions, dusts, powders, pastes and granules.
  • the form of application depends on the respective purpose; in any case, it should ensure a fine and uniform distribution of the compound according to the invention.
  • the formulations are prepared in a known manner, for example by stretching the active ingredient with solvents and / or carriers, if desired using emulsifiers and dispersants.
  • solvents / auxiliaries water, aromatic solvents (for example Solvesso products, xylene), paraffins (for example petroleum fractions), alcohols (for example methanol, butanol, pentanol, benzyl alcohol), ketones (for example cyclohexanone, gamma-butryolactone) , Pyrrolidones (NMP, NOP), aceta- te (glycol diacetate), glycols, dimethyl fatty acid amides, fatty acids and fatty acid esters.
  • aromatic solvents for example Solvesso products, xylene
  • paraffins for example petroleum fractions
  • alcohols for example methanol, butanol, pentanol, benzyl alcohol
  • ketones for example cyclohexanone, gam
  • solvent mixtures can also be used, carriers such as natural stone powder (eg kaolins, clays, talc, chalk) and synthetic stone powder (eg highly disperse silica, silicates); Emulsifiers such as nonionic and anionic emulsifiers (eg polyoxyethylene fatty alcohol ethers, alkyl sulfonates and aryl sulfonates) and dispersants such as lignin sulfite waste liquors and methyl cellulose.
  • carriers such as natural stone powder (eg kaolins, clays, talc, chalk) and synthetic stone powder (eg highly disperse silica, silicates); Emulsifiers such as nonionic and anionic emulsifiers (eg polyoxyethylene fatty alcohol ethers, alkyl sulfonates and aryl sulfonates) and dispersants such as lignin sulfite waste liquors and methyl cellulose.
  • Emulsifiers such
  • mineral oil fractions from medium to high boiling points such as kerosene or diesel oil, furthermore coal tar oils as well as oils of vegetable or animal origin, aliphatic, cyclic and aromatic hydrocarbons, e.g. Toluene, xylene, paraffin, tetrahydronaphthalene, alkylated naphthalenes or their derivatives, methanol, ethanol, propanol, butanol, cyclohexanol, cyclohexanone, isophorone, strongly polar solvents, e.g. Dimethyl sulfoxide, N-methylpyrrolidone or water into consideration.
  • mineral oil fractions from medium to high boiling points such as kerosene or diesel oil
  • coal tar oils as well as oils of vegetable or animal origin
  • aliphatic, cyclic and aromatic hydrocarbons e.g. Toluene, xylene, paraffin, tetrahydronaphthalene, alkylated
  • Powders, materials for broadcasting and dusts can be prepared by mixing or grinding the active substances together with a solid carrier.
  • Granules for example coated granules, impregnated granules and homogeneous granules, can be prepared by binding the active ingredients to solid carriers.
  • Solid carriers are, for example, mineral earths, such as silica gels, silicates, talc, kaolin, Attaclay, limestone, lime, chalk, bolus, loess, clay, dolomite, diatomaceous earth, calcium and magnesium sulfate, magnesium oxide, ground plastics, fertilizers, such as ammonium sulfate, ammonium phosphate , Ammonium nitrate, ureas and vegetable products such as corn flour, tree bark, wood and nutshell flour, cellulose powder and other solid carriers.
  • the formulations generally contain between 0.01 and 95% by weight, preferably between 0.1 and 90% by weight, of the active ingredients.
  • the active ingredients are used in a purity of 90% to 100%, preferably 95% to 100% (according to the NMR spectrum).
  • formulations are: 1. Products for dilution in water
  • Water-dispersible and water-soluble granules 50 parts by weight of the active ingredients are finely ground with the addition of dispersing and wetting agents and are prepared as water-dispersible or water-soluble granules by means of technical devices (for example extrusion, spray tower, fluidized bed). Dilution in water results in a stable dispersion or solution of the active ingredient.
  • WP, SP Water-dispersible and water-soluble powders 75 parts by weight of the active ingredients are ground in a rotor-strator mill with the addition of dispersing and wetting agents and silica gel. Dilution in water results in a stable dispersion or solution of the active ingredient.
  • Dusts (DP) 5 parts by weight of the active ingredients are finely ground and intimately mixed with 95% finely divided kaolin. This gives a dust.
  • the active ingredients as such in the form of their formulations or the use forms prepared therefrom, e.g. in the form of directly sprayable solutions, powders, suspensions or dispersions, emulsions, oil dispersions, pastes, dusts, sprinkling agents, granules by spraying, atomizing, dusting, scattering or pouring.
  • the application forms depend entirely on the purposes; in any case, they should ensure the finest possible distribution of the active compounds according to the invention.
  • Aqueous application forms can be prepared from emulsion concentrates, pastes or wettable powders (wettable powders, oil dispersions) by adding water.
  • emulsions, pastes or oil dispersions the substances as such or dissolved in an oil or solvent can be homogenized in water by means of wetting agents, adhesives, dispersants or emulsifiers.
  • the active ingredient concentrations in the ready-to-use preparations can be varied over a wide range. In general, they are between 0.0001 and 10%, preferably between 0.01 and 1%.
  • the active ingredients can also be used with great success in the ultra-low-volume process (ULV), it being possible to apply formulations with more than 95% by weight of active ingredient or even the active ingredient without additives.
  • UUV ultra-low-volume process
  • Oils of various types, wetting agents, adjuvants, herbicides, fungicides, other pesticides, bactericides can be added to the active compounds, if appropriate also only immediately before use (tank mix). These agents are usually added to the agents according to the invention in a weight ratio of 1:10 to 10: 1.
  • the compounds I and II, or the mixtures or the corresponding formulations are used in that the harmful fungi, the plants, seeds, soils, areas, materials or spaces to be kept free from them are mixed with a fungicidally effective amount of the mixture or the compounds I and II when applied separately.
  • the application can take place before or after the infestation by the harmful fungi.
  • the fungicidal activity of the compound and the mixtures can be demonstrated by the following tests:
  • the active ingredients were prepared separately or together as a stock solution with 0.25% by weight of active ingredient in acetone or DMSO. 1% by weight of emulsifier Uniperol® EL (wetting agent with emulsifying and dispersing action based on ethoxylated alkylphenols) was added to this solution and diluted with water to the desired concentration.
  • emulsifier Uniperol® EL wetting agent with emulsifying and dispersing action based on ethoxylated alkylphenols
  • Leaves of potted rice seedlings of the "Tai-Nong 67" variety were sprayed to runoff point with an aqueous suspension in the active compound concentration given below. The following day, the plants were inoculated with an aqueous spore suspension of Cochliobolus miyabeanus. The test plants were then placed in climatic chambers at 22-24 ° C and 95-99% relative humidity for six days. The extent of the development of the infestation on the leaves was then determined visually. The evaluation is carried out by determining the infected plants in percent. These percentages were converted into efficiencies.
  • corresponds to the fungal attack of the treated plants in%
  • ß corresponds to the fungal infection of the untreated (control) plants in%
  • the infection of the treated plants corresponds to that of the untreated control plants; with an efficiency of 100, the treated plants show no infection.

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  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Pretreatment Of Seeds And Plants (AREA)
PCT/EP2004/011025 2003-10-09 2004-10-02 Fungizide mischungen zur bekämpfung von reispathogenen WO2005034629A1 (de)

Priority Applications (10)

Application Number Priority Date Filing Date Title
UAA200605001A UA79217C2 (en) 2003-10-09 2004-02-10 Fungicidal mixture containing triazolopyrimidine derivative, agent based thereon and method for combating rice pathogens
JP2006530078A JP2007508258A (ja) 2003-10-09 2004-10-02 イネ病原体を防除するための殺菌混合物
BRPI0415077-5A BRPI0415077A (pt) 2003-10-09 2004-10-02 misturas fungicidas para combater patógenos de arroz, agente fungicida, processo para combater fungos nocivos, semente, e, uso de compostos
EP04790094A EP1672980A1 (de) 2003-10-09 2004-10-02 Fungizide mischungen zur bek mpfung von reispathogenen
US10/573,988 US20070004759A1 (en) 2004-10-02 2004-10-02 Fungicidal mixtures for controlling rice pathogens
EA200600658A EA009086B1 (ru) 2003-10-09 2004-10-02 Фунгицидные смеси для борьбы с фитопатогенными грибами, в частности с патогенами риса
CA002540292A CA2540292A1 (en) 2003-10-09 2004-10-02 Fungicidal mixtures for combating rice pathogens
MXPA06003408A MXPA06003408A (es) 2003-10-09 2004-10-02 Mezclas fungicidas para combatir patogenos del arroz.
IL174439A IL174439A0 (en) 2003-10-09 2006-03-21 Fungicidal mixtures for combating rice pathogens
NO20061386A NO20061386L (no) 2003-10-09 2006-03-27 Fungicidale blandinger for bekjempelse av rispatogener

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE10347660 2003-10-09
DE10347660.1 2003-10-09

Publications (1)

Publication Number Publication Date
WO2005034629A1 true WO2005034629A1 (de) 2005-04-21

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PCT/EP2004/011025 WO2005034629A1 (de) 2003-10-09 2004-10-02 Fungizide mischungen zur bekämpfung von reispathogenen

Country Status (16)

Country Link
EP (1) EP1672980A1 (ko)
JP (1) JP2007508258A (ko)
KR (1) KR100760746B1 (ko)
CN (1) CN1859849A (ko)
AR (1) AR046098A1 (ko)
BR (1) BRPI0415077A (ko)
CA (1) CA2540292A1 (ko)
CO (1) CO5670336A2 (ko)
EA (1) EA009086B1 (ko)
IL (1) IL174439A0 (ko)
MX (1) MXPA06003408A (ko)
NO (1) NO20061386L (ko)
TW (1) TW200522863A (ko)
UA (1) UA79217C2 (ko)
WO (1) WO2005034629A1 (ko)
ZA (1) ZA200603577B (ko)

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0626135A2 (de) * 1993-04-28 1994-11-30 Bayer Ag Fungizide Wirkstoffkombinationen
US5593996A (en) * 1991-12-30 1997-01-14 American Cyanamid Company Triazolopyrimidine derivatives
WO1998046607A1 (en) * 1997-04-14 1998-10-22 American Cyanamid Company Fungicidal trifluorophenyl-triazolopyrimidines
EP0988790A1 (en) * 1998-09-25 2000-03-29 American Cyanamid Company Fungicidal mixtures
EP1064846A1 (en) * 1998-11-02 2001-01-03 Dainippon Ink And Chemicals, Inc. Bacteriocide compositions for agricultural and horticultural use
US6268371B1 (en) * 1998-09-10 2001-07-31 American Cyanamid Co. Fungicidal mixtures

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5593996A (en) * 1991-12-30 1997-01-14 American Cyanamid Company Triazolopyrimidine derivatives
EP0626135A2 (de) * 1993-04-28 1994-11-30 Bayer Ag Fungizide Wirkstoffkombinationen
WO1998046607A1 (en) * 1997-04-14 1998-10-22 American Cyanamid Company Fungicidal trifluorophenyl-triazolopyrimidines
US6268371B1 (en) * 1998-09-10 2001-07-31 American Cyanamid Co. Fungicidal mixtures
EP0988790A1 (en) * 1998-09-25 2000-03-29 American Cyanamid Company Fungicidal mixtures
EP1064846A1 (en) * 1998-11-02 2001-01-03 Dainippon Ink And Chemicals, Inc. Bacteriocide compositions for agricultural and horticultural use

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
DEBIEU DANIELE ET AL: "The hydroxyanilide fenhexamid, a new sterol biosynthesis inhibitor fungicide efficient against the plant pathogenic fungus Botryotinia fuckeliana (Botrytis cinerea)", PEST MANAGEMENT SCIENCE, vol. 57, no. 11, November 2001 (2001-11-01), pages 1060 - 1067, XP002317294, ISSN: 1526-498X *

Also Published As

Publication number Publication date
KR20060088120A (ko) 2006-08-03
KR100760746B1 (ko) 2007-10-04
AR046098A1 (es) 2005-11-23
EA009086B1 (ru) 2007-10-26
MXPA06003408A (es) 2006-06-27
EP1672980A1 (de) 2006-06-28
EA200600658A1 (ru) 2006-08-25
BRPI0415077A (pt) 2006-12-12
JP2007508258A (ja) 2007-04-05
ZA200603577B (en) 2008-02-27
IL174439A0 (en) 2006-08-01
NO20061386L (no) 2006-07-03
CO5670336A2 (es) 2006-08-31
UA79217C2 (en) 2007-05-25
CA2540292A1 (en) 2005-04-21
CN1859849A (zh) 2006-11-08
TW200522863A (en) 2005-07-16

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