IE930160A1 - Fungicidal compositions - Google Patents
Fungicidal compositionsInfo
- Publication number
- IE930160A1 IE930160A1 IE016093A IE930160A IE930160A1 IE 930160 A1 IE930160 A1 IE 930160A1 IE 016093 A IE016093 A IE 016093A IE 930160 A IE930160 A IE 930160A IE 930160 A1 IE930160 A1 IE 930160A1
- Authority
- IE
- Ireland
- Prior art keywords
- component
- composition according
- flutriafol
- fungicidal composition
- group
- Prior art date
Links
- 230000000855 fungicidal effect Effects 0.000 title claims abstract description 24
- 239000000203 mixture Substances 0.000 title claims description 44
- JWUCHKBSVLQQCO-UHFFFAOYSA-N 1-(2-fluorophenyl)-1-(4-fluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanol Chemical compound C=1C=C(F)C=CC=1C(C=1C(=CC=CC=1)F)(O)CN1C=NC=N1 JWUCHKBSVLQQCO-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000005787 Flutriafol Substances 0.000 claims abstract description 14
- UFNOUKDBUJZYDE-UHFFFAOYSA-N 2-(4-chlorophenyl)-3-cyclopropyl-1-(1H-1,2,4-triazol-1-yl)butan-2-ol Chemical compound C1=NC=NN1CC(O)(C=1C=CC(Cl)=CC=1)C(C)C1CC1 UFNOUKDBUJZYDE-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000005757 Cyproconazole Substances 0.000 claims abstract description 12
- 241000233866 Fungi Species 0.000 claims abstract description 8
- 150000003852 triazoles Chemical class 0.000 claims abstract description 7
- 239000005822 Propiconazole Substances 0.000 claims abstract description 6
- FQKUGOMFVDPBIZ-UHFFFAOYSA-N flusilazole Chemical compound C=1C=C(F)C=CC=1[Si](C=1C=CC(F)=CC=1)(C)CN1C=NC=N1 FQKUGOMFVDPBIZ-UHFFFAOYSA-N 0.000 claims abstract description 6
- STJLVHWMYQXCPB-UHFFFAOYSA-N propiconazole Chemical compound O1C(CCC)COC1(C=1C(=CC(Cl)=CC=1)Cl)CN1N=CN=C1 STJLVHWMYQXCPB-UHFFFAOYSA-N 0.000 claims abstract description 6
- ZMYFCFLJBGAQRS-IRXDYDNUSA-N (2R,3S)-epoxiconazole Chemical compound C1=CC(F)=CC=C1[C@@]1(CN2N=CN=C2)[C@H](C=2C(=CC=CC=2)Cl)O1 ZMYFCFLJBGAQRS-IRXDYDNUSA-N 0.000 claims abstract description 5
- PXMNMQRDXWABCY-UHFFFAOYSA-N 1-(4-chlorophenyl)-4,4-dimethyl-3-(1H-1,2,4-triazol-1-ylmethyl)pentan-3-ol Chemical compound C1=NC=NN1CC(O)(C(C)(C)C)CCC1=CC=C(Cl)C=C1 PXMNMQRDXWABCY-UHFFFAOYSA-N 0.000 claims abstract description 5
- LQDARGUHUSPFNL-UHFFFAOYSA-N 1-[2-(2,4-dichlorophenyl)-3-(1,1,2,2-tetrafluoroethoxy)propyl]1,2,4-triazole Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(COC(F)(F)C(F)F)CN1C=NC=N1 LQDARGUHUSPFNL-UHFFFAOYSA-N 0.000 claims abstract description 5
- RQDJADAKIFFEKQ-UHFFFAOYSA-N 4-(4-chlorophenyl)-2-phenyl-2-(1,2,4-triazol-1-ylmethyl)butanenitrile Chemical compound C1=CC(Cl)=CC=C1CCC(C=1C=CC=CC=1)(C#N)CN1N=CN=C1 RQDJADAKIFFEKQ-UHFFFAOYSA-N 0.000 claims abstract description 5
- 239000005760 Difenoconazole Substances 0.000 claims abstract description 5
- 239000005767 Epoxiconazole Substances 0.000 claims abstract description 5
- 239000005775 Fenbuconazole Substances 0.000 claims abstract description 5
- 229930182558 Sterol Natural products 0.000 claims abstract description 5
- 239000005839 Tebuconazole Substances 0.000 claims abstract description 5
- 239000005840 Tetraconazole Substances 0.000 claims abstract description 5
- 230000015572 biosynthetic process Effects 0.000 claims abstract description 5
- BQYJATMQXGBDHF-UHFFFAOYSA-N difenoconazole Chemical compound O1C(C)COC1(C=1C(=CC(OC=2C=CC(Cl)=CC=2)=CC=1)Cl)CN1N=CN=C1 BQYJATMQXGBDHF-UHFFFAOYSA-N 0.000 claims abstract description 5
- 239000003112 inhibitor Substances 0.000 claims abstract description 5
- 150000003432 sterols Chemical class 0.000 claims abstract description 5
- 235000003702 sterols Nutrition 0.000 claims abstract description 5
- 230000002195 synergetic effect Effects 0.000 claims abstract description 5
- 239000005846 Triadimenol Substances 0.000 claims abstract description 4
- 230000003032 phytopathogenic effect Effects 0.000 claims abstract description 4
- BAZVSMNPJJMILC-UHFFFAOYSA-N triadimenol Chemical compound C1=NC=NN1C(C(O)C(C)(C)C)OC1=CC=C(Cl)C=C1 BAZVSMNPJJMILC-UHFFFAOYSA-N 0.000 claims abstract description 4
- STMIIPIFODONDC-UHFFFAOYSA-N 2-(2,4-dichlorophenyl)-1-(1H-1,2,4-triazol-1-yl)hexan-2-ol Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(O)(CCCC)CN1C=NC=N1 STMIIPIFODONDC-UHFFFAOYSA-N 0.000 claims abstract description 3
- 239000005741 Bromuconazole Substances 0.000 claims abstract description 3
- HJJVPARKXDDIQD-UHFFFAOYSA-N bromuconazole Chemical compound ClC1=CC(Cl)=CC=C1C1(CN2N=CN=C2)OCC(Br)C1 HJJVPARKXDDIQD-UHFFFAOYSA-N 0.000 claims abstract description 3
- FBOUIAKEJMZPQG-BLXFFLACSA-N diniconazole-M Chemical compound C1=NC=NN1/C([C@H](O)C(C)(C)C)=C/C1=CC=C(Cl)C=C1Cl FBOUIAKEJMZPQG-BLXFFLACSA-N 0.000 claims abstract description 3
- 150000001875 compounds Chemical class 0.000 claims description 22
- 238000000034 method Methods 0.000 claims description 5
- 244000038559 crop plants Species 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 abstract description 3
- 235000013339 cereals Nutrition 0.000 abstract description 2
- 230000004071 biological effect Effects 0.000 abstract 1
- 230000002349 favourable effect Effects 0.000 abstract 1
- 238000009472 formulation Methods 0.000 description 10
- 241000209140 Triticum Species 0.000 description 9
- 239000007921 spray Substances 0.000 description 9
- 235000021307 Triticum Nutrition 0.000 description 8
- 241000196324 Embryophyta Species 0.000 description 6
- 241000209219 Hordeum Species 0.000 description 6
- 235000007340 Hordeum vulgare Nutrition 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- 239000002904 solvent Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 229920001817 Agar Polymers 0.000 description 4
- 229940126062 Compound A Drugs 0.000 description 4
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 4
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 4
- 239000008272 agar Substances 0.000 description 4
- 239000003085 diluting agent Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000003995 emulsifying agent Substances 0.000 description 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- 229910019142 PO4 Inorganic materials 0.000 description 3
- 241000736122 Parastagonospora nodorum Species 0.000 description 3
- 244000053095 fungal pathogen Species 0.000 description 3
- 239000000417 fungicide Substances 0.000 description 3
- 239000001965 potato dextrose agar Substances 0.000 description 3
- 238000005507 spraying Methods 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- 241001480061 Blumeria graminis Species 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- 241001123569 Puccinia recondita Species 0.000 description 2
- 241001123583 Puccinia striiformis Species 0.000 description 2
- 241000520648 Pyrenophora teres Species 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 241001360088 Zymoseptoria tritici Species 0.000 description 2
- 201000010099 disease Diseases 0.000 description 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000004495 emulsifiable concentrate Substances 0.000 description 2
- 150000002191 fatty alcohols Chemical class 0.000 description 2
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 2
- 238000000338 in vitro Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000002609 medium Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- FMSKPKSLSVKPIP-UHFFFAOYSA-N 1,2-benzothiazol-3-one;sodium Chemical compound [Na].C1=CC=C2C(=O)NSC2=C1 FMSKPKSLSVKPIP-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 241000190150 Bipolaris sorokiniana Species 0.000 description 1
- 241000895523 Blumeria graminis f. sp. hordei Species 0.000 description 1
- 241000895502 Blumeria graminis f. sp. tritici Species 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 241000190117 Pyrenophora tritici-repentis Species 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 235000014787 Vitis vinifera Nutrition 0.000 description 1
- 240000006365 Vitis vinifera Species 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000001346 alkyl aryl ethers Chemical class 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 230000002528 anti-freeze Effects 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- HHSPVTKDOHQBKF-UHFFFAOYSA-J calcium;magnesium;dicarbonate Chemical compound [Mg+2].[Ca+2].[O-]C([O-])=O.[O-]C([O-])=O HHSPVTKDOHQBKF-UHFFFAOYSA-J 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000007799 cork Substances 0.000 description 1
- YDEXUEFDPVHGHE-GGMCWBHBSA-L disodium;(2r)-3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Na+].[Na+].COC1=CC=CC(C[C@H](CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O YDEXUEFDPVHGHE-GGMCWBHBSA-L 0.000 description 1
- 239000004491 dispersible concentrate Substances 0.000 description 1
- 230000002538 fungal effect Effects 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 238000001727 in vivo Methods 0.000 description 1
- 238000011534 incubation Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000011081 inoculation Methods 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 229920005610 lignin Polymers 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 1
- 239000003415 peat Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920001521 polyalkylene glycol ether Polymers 0.000 description 1
- -1 polysiloxane Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 235000013772 propylene glycol Nutrition 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 239000004550 soluble concentrate Substances 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000004562 water dispersible granule Substances 0.000 description 1
- 239000004563 wettable powder Substances 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/647—Triazoles; Hydrogenated triazoles
- A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
Landscapes
- 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)
Abstract
Combinations of cyproconazole with flutriafol and combinations of either of these active ingredients with a sterol biosynthesis inhibitor belonging to the triazole family exhibit synergistic fungicidal activity against phytopathogenic fungi. Favorable biological properties are suggesting an application of these combinations for example in cereals. The sterol biosynthesis inhibitors include flutriafol, flusilazole, hexaconazole, triadimenol, propiconazole, epoxiconazole, fenbuconazole, tetraconazole, bromuconazole, diniconazole, difenoconazole and tebuconazole.
Description
specifically to fungicidal compositions containing a first fungicidally active compound and a second fungicidally active compound, and a method of combatting phytopathogenic fungi.
All of the fungicidally active compounds contemplated by this application are known as sterol biosynthesis inhibitors belonging to the triazole family. They have, in the past, been used separately to combat various types of pathogenic fungi. It has now been found that certain combinations of such triazoles result in fungicidal compositions that demonstrate unexpected synergistic fungicidal activity.
The fungicidal composition of this invention, accordingly, is characterized in that it comprises a first fungicidally active compound selected from the group consisting of (a) cyproconazole and flutriafol, hereinafter component (a); and a second fungicidally active compound selected from the group consisting of (b) sterol biosynthesis inhibitors belonging to the triazole family, hereinafter component (b); wherein components (a) and (b) are different from each other and are present in the composition in amounts producing a synergistic fungicidal effect.
The triazole family of fungicides includes flutriafol, flusilazole, hexaconazole, triadimenol, propiconazole, epoxiconazole, fenbuconazole, tetraconazole, bromuconazole, diniconazole, difenoconazole and tebuconazole, each of which are known and commercially available. - 2 - Case 130-4064 A preferred combination according to the invention is that of cyproconazole with a triazole selected from the aforementioned group b). Particularly preferred combinations are those of cyproconazole with any one selected from the group comprising flutriafol, flusilazole, propiconazole, difenoconazole and fenbuconazole. Another group of preferred combinations comprises flutriafol as component (a) and any one of the components (b) selected from the group comprising tetraconazole, tebuconazole and epoxiconazole. However, the most preferred combination is that of cyproconazole and flutriafol.
Fungicidal compositions according to the invention are effective in combatting a variety of fungi including Erysiphe graminis f. sp. hordei in barley, Erysiphe graminis f. sp. tritici in wheat, Cochliobolus sativus in barley, Septoria nodorum and Septoria tritici in wheat and barley, Puccinia striiformis and Puccinia recondita in wheat, Drechslera teres in barley, and Drechstera tritici-repentis in wheat.
The weight ratio of the first fungicidally active compound to the second fungicidally active compound in fungicidal compositions according to the invention will depend on various factors such as the particular active ingredient, the mode of application, the pathogenic fungi to be combatted, the crop, the application time, etc. In general, good results are obtained with compositions containing a weight ratio of component (a) to component (b) ranging from 1:1 to 1:4. More preferably, the weight ratio of component (a) to component (b) will range from 1:1 to 1:2.
Suitable fungicidally effective aggregate amounts of the first and second fungicidally active compounds lie in the range of from 50 to 100 g/ha of crop locus. In general, satisfactory results will be obtained when employing from 20 to 100 g/ha of the first fungicidally active compound, more particularly 60 to 80 g/ha, and from 40 to 150 g/ha of the second fungicidally active compound. - 3 - Case 130-4064 Though formulating the components of the combination into a single combined form and to utilize spray liquors prepared therefrom on cultivated areas is the preferred embodiment of present invention, it is also possible to apply the components separately or in form of a tank-mixture spray being prepared from separate concentrated forms of these components shortly before spraying.
The application rate may also be expressed in terms of concentrations. Spray liquors suitable for use in, for example, grapevines or cereals comprise from 50 to 250 g per hectoliter. The spray treatment involves usually foliar application until run-off. This corresponds in general with a spray volume of from 600 to 1000 liters per hectare of crop locus, depending upon type of crop, field conditions, etc.
Compositions according to the invention may be formulated in any conventional form, for example in the form of a twin pack, or of an emulsifiable concentrate, a soluble concentrate, a wettable powder or water dispersible granule. Such compostions can be formulated using adjuvents and formulation techniques that are known in the art for individually formulating the fungicidally active compounds, for example by mixing the first fungicidally active compound with the second fungicidally active compound together with diluents and optionally other formulating ingredients such as surfactants.
The term diluent as used herein means any liquid or solid agriculturally acceptable material - including carriers which may be added to the fungicidally active compounds to bring them in a suitable application or commercial form. Diluents include talc, kaolin, diatomaceous earth, mineral oil and water.
Formulations to be applied in spraying forms such as water dispersible concentrates or wettable powders may contain surfactants such as wetting and dispersing agents, e.g. the condensation product of formaldehyde with naphthalene sulponate, an alkylarylsulphonate, a lignin sulphonate, a fatty sulphate, an ethoxylated alkylphenol and an ethoxylated fatty alcohol. - 4 Case 130-4064 In general, the formulation include from 0.01 to 902 by weight of fungicidally active compounds, from 0 to 202 agriculturally acceptable surfactant and 10 to 99.992 solid or liquid diluent. The formulations may additionally contain additives such as pigments, thickeners and the like.
The formulations listed below are representative of suitable formulations for use in the invention, and are admixed and agitated in accordance with conventional methods to obtain fungicidal compositions.
Formulation 1 200 g/1 cyproconazole 200 g/1 flutriafol g/1 nonionic polymeric emulsifier blend (polyalkylene glycol ether/polyoxyethylene alkylaryl ether blend) g/1 antifreeze (1,2-propanediol) g/1 thickening agent (xanthane gum) g/1 bactericide (1,2-benzisothiazolin-3-one sodium salt) g/1 antifoam agent (polysiloxane) balance water Formulation 2 g/1 cyproconazole g/1 flusilazole g/1 emulsifier (nonylphenol-polyoxyethylene-phosphates) g/1 solvent (N-methyl-2-pyrrolidone) balance solvent (polyethyleneglycole) - 5 Case 130-4064 Formulation 3 (emulsifiable concentrate) g/1 cyproconazole 100 g/1 triadimenol g/1 emulsifier (nonylphenyl-polyoxyethylene-phosphates) g/1 emulsifier (alkyl-polyoxyethylene-phosphates) g/1 solvent (hexanol) 101 g/1 solvent (N-methyl-2-pyrrolidone) balance solvent (mixture of C9 to Cu fatty alcohols) Formulation 4 (wettable granules) 7, cyproconazole % propiconazole 7. dispersing agent (sodium lignin sulfonate) % carrier (calcium magnesium carbonate) The combinations of active ingredients as indicated above are effective in combatting various type of fungi including the following fungi and the symptoms to which they lead.
Fungicidal testing The efficiency of the mixture according to the invention in controlling various pathogenic fungi is demonstrated using the following procedure.
In vivo tests: Erysiphe graminis in wheat or barley Wheat or barley is cultivated for 8-10 days in a mixture of peat and sand in plastic pots of 6 cm diameter. The plants are spray treated with aqueous spray liquors containing a compound A, a compound B or mixtures thereof (hereinafter a.i.) in various concentrations. The - 6 - Case 130-4064 treatment comprises foliar spraying to near runoff. After drying (24h), the plants are inoculated in a settling tower with dry spores of Erysiphe graminis and are then incubated for 7 days in a growth chamber at 60-80% relative humidity, 16 hours daylight and 20°C. The efficacy of the a.i. is determined by comparing the degree of fungal attack on the treated plants with that on untreated, similarly inoculated and incubated check plants. Each a.i. is tested in 4 to 5 concentrations. This allows for the determination of the experimental EC 90 value (EC 90 exp.), i.e. the concentration of each a.i. providing 90% disease control.
Analogous tests are run with Septoria nodorum on wheat. In these tests, the inoculation of the plants is done by spray application of a spore suspension containing 1 x 105 spores/ml.
Activity of the a.i. against Puccinia striiformis or Puccinia recondita on wheat is tested analogously, but on detached leaves. Wheat plants are cultivated and spray treated in accordance with the above mentioned methods. After drying, the primary leaves of the plants are detached, inoculated in a spore-settling tower and incubated on water agar for 20 days at 10°C.
In vitro tests: Activity of the a.i. against Septoria tritici, Septoria nodorum, Drechslera teres and Drechslera tritici-repentis is tested in vitro. Potato dextrose agar medium (PDA) is prepared and cooled to 55°C. Quantities of fungicide solutions in water are added to give the following concentrations in the agar medium: 0.01, 0.1, 1, 10 and 100 ppm a.i. Agar plugs are cut from the edge of growing colonies of the fungi to be tested using a cork borer. These plugs are placed on the fungicide-amended agar media. The radial mycelial growth is measured after incubation for 7 days at 20°C in the dark and compared to the growth on PDA without fungicides. The EC 90 exp. value is calculated.
Case 130-4064 Calculation of synergistic effects: The experimental result (EC 90 exp.) for a given weight ratio of Compound A : Compound B is compared with the corresponding EC 90 theor. value, i.e. the concentration of that particular mixture allowing 90X disease control calculated according to Wadley: a + b EC (A+B) 90 theor. = _ _a + b_ EC(A)90 exp. EC(B)90 exp. wherein a and b are the ratios of Compund A and Compound B in the mixture and the indexes (A) (B) and (A+B) refer to the EC 90 values of Compound A, Compound B and the a:b mixture of Compound A and Compound B, respectively. In case of synergism EC(A+B)90 theor. is greater than EC(A+B)90 exp., or EC(A+B)90 theor.
Synergy-factor (SF) = _ > 1.
EC(A+C)90 exp.
According to these tests, the mixtures of the invention show an activity which is markedly superior to the sum of the activity of each of the active agents when taken individually.
Claims (12)
1. A fungicidal composition characterized in that it comprises a first fungicidally active compound selected from the group consisting of (a) cyproconazole and flutriafol, hereinafter component (a); and a second fungicidally active compound selected from the group consisting of (b) sterol biosynthesis inhibitors belonging to the triazole family, hereinafter component (b); wherein components (a) and (b) are different from each other and are present in the composition in amounts producing a synergistic fungicidal effect.
2. A fungicidal composition according to claim 1 wherein component (b) is selected from the group consisting of flutriafol, flusilazole, hexaconazole, triadimenol, propiconazole, epoxiconazole, fenbuconazole, tetraconazole, bromuconazole, diniconazole, difenoconazole and tebuconazole.
3. A fungicidal composition according to claims 1 or 2 wherein component (a) is cyproconazole.
4. A fungicidal composition according to claim 3 wherein component (b) is flutriafol.
5. A fungicidal composition according to claim 3 wherein component (b) is selected from the group comprising flutriafol, flusilazole, propiconazole, difenoconazole and fenbuconazole.
6. A fungicidal composition according to claims 1 or 2 wherein component (a) is flutriafol.
7. A fungicidal composition according to claim 6 wherein component (b) is selected from the group comprising tetraconazole, tebuconazole and epoxiconazole. - 9 - Case 130-4064
8. A fungicidal composition according to claim 1 comprising a combination of cyproconazole and flutriafol.
9. A fungicidal composition according to any one of claims 1 to 8 wherein the weight ratio of component (a) to component (b) ranges from 1:1 to 1:4.
10. A fungicidal composition according to claim 9 wherein the weight ratio of component (a) to component (b) ranges from 1:1 to 1:2.
11. A method of combating phytopathogenic fungi which comprises applying an fungicidally effective amount of a composition according to Claim 1 to crop plants or the locus thereof being infested with said phytopathogenic fungi.
12. A fungicidal composition according to any one of claims 1 to 10, substantially as described herein by way of Example.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB929204878A GB9204878D0 (en) | 1992-03-05 | 1992-03-05 | Fungicidal compositions |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE930160A1 true IE930160A1 (en) | 1993-09-08 |
| IE70451B1 IE70451B1 (en) | 1996-11-27 |
Family
ID=10711613
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE930160A IE70451B1 (en) | 1992-03-05 | 1993-03-04 | Fungicidal compositions |
Country Status (8)
| Country | Link |
|---|---|
| BE (1) | BE1005834A5 (en) |
| CH (1) | CH685662A5 (en) |
| ES (1) | ES2060542B1 (en) |
| FR (1) | FR2688118B1 (en) |
| GB (2) | GB9204878D0 (en) |
| IE (1) | IE70451B1 (en) |
| IT (1) | IT1261199B (en) |
| NL (1) | NL194658C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101999368A (en) * | 2010-12-07 | 2011-04-06 | 陕西韦尔奇作物保护有限公司 | Propiconazole-containing bactericidal composition |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4233337A1 (en) † | 1992-10-05 | 1994-04-07 | Bayer Ag | Microbicidal agents |
| TW286264B (en) | 1994-05-20 | 1996-09-21 | Ciba Geigy Ag | |
| GB2294640A (en) * | 1994-11-07 | 1996-05-08 | American Cyanamid Co | Synergistic fungicidal difenzoquat compositions |
| FR2751173B1 (en) * | 1996-07-16 | 1998-08-28 | Rhone Poulenc Agrochimie | FUNGICIDE COMPOSITION BASED ON 2 TRIAZOLE-LIKE COMPOUNDS |
| WO2007028753A2 (en) * | 2005-09-09 | 2007-03-15 | Basf Aktiengesellschaft | Triazole-based fungicidal mixtures |
| ATE362701T1 (en) | 2005-09-16 | 2007-06-15 | Syngenta Participations Ag | FUNGICIDAL COMPOSITIONS |
| WO2007068420A1 (en) * | 2005-12-16 | 2007-06-21 | Syngenta Participations Ag | Method for the control of phytopathogenic fungi on soybean |
| AR060860A1 (en) * | 2006-05-08 | 2008-07-16 | Syngenta Participations Ag | PESTICID COMBINATIONS |
| GB0625095D0 (en) * | 2006-12-15 | 2007-01-24 | Syngenta Ltd | Formulation |
| CN101983563A (en) * | 2010-11-28 | 2011-03-09 | 陕西美邦农药有限公司 | Bactericidal composite and applications thereof |
| CN106259366B (en) * | 2016-06-26 | 2019-06-21 | 江苏辉丰农化股份有限公司 | A kind of microbicide compositions |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0095242A3 (en) * | 1982-05-17 | 1985-12-27 | Imperial Chemical Industries Plc | Fungicidal compositions and methods of treating seeds and combating fungal pest therewith |
| DE3234625A1 (en) * | 1982-09-18 | 1984-03-22 | Bayer Ag, 5090 Leverkusen | FUNGICIDAL AGENT |
| PH24256A (en) * | 1985-12-20 | 1990-05-04 | Rhone Poulenc Agrochimie | Fungicide with triazole and oligoether group and association |
| DE3602317A1 (en) * | 1986-01-27 | 1987-07-30 | Celamerck Gmbh & Co Kg | Fungicidal compositions |
| DE3609645A1 (en) * | 1986-03-21 | 1987-09-24 | Hoechst Ag | FUNGICIDES BASED ON TRIAZOLE DERIVATIVES |
| GB8614376D0 (en) * | 1986-06-12 | 1986-07-16 | Rebbettes P | Animal tattooing instrument |
| IT1196465B (en) * | 1986-07-07 | 1988-11-16 | Montedison Spa | FUNGICIDE MIXTURES |
| GB8710105D0 (en) * | 1987-04-29 | 1987-06-03 | Ici Plc | Pesticidal formulations |
| BR8804513A (en) * | 1987-09-03 | 1989-04-04 | Hokko Chem Ind Co | SYNERGISTIC FUNGICIDE COMPOSITION OF HORTICULTURAL AND AGRICULTURAL UTILITIES AND PROCESS TO CONTROL FUNGIC DISEASES IN PLANTS |
| GB8823277D0 (en) * | 1988-10-04 | 1988-11-09 | Schering Agrochemicals Ltd | Fungicidal composition |
| DD296824A5 (en) * | 1989-06-01 | 1991-12-19 | Biologische Zentralanstalt Berlin,De | MEANS FOR CONTROLLING PHYTOPATHOGENOUS MUSHROOMS |
| HU206605B (en) * | 1989-07-31 | 1992-12-28 | Chinoin Gyogyszer Es Vegyeszet | Synergetic artropodicide compositions containing pyrethroides as active components |
| DE4013522A1 (en) * | 1990-04-27 | 1991-10-31 | Bayer Ag | USE OF ALKYLCARBONIC ACID DIMETHYLAMIDES AS CRYSTALLIZATION INHIBITORS |
| FR2663195A1 (en) * | 1990-06-13 | 1991-12-20 | Rhone Poulenc Agrochimie | FOLIAR FUNGICIDE TREATMENT PROCESS USING TRIAZOLE AND FUNGICIDE COMPOSITION FOR IMPLEMENTING THE METHOD. |
| DE59109117D1 (en) * | 1990-11-02 | 1999-04-29 | Novartis Ag | Fungicidal agents |
| FR2675663A1 (en) * | 1991-04-24 | 1992-10-30 | Sandoz Agro | IMPROVED PROCESS FOR COMBATING PLANT MEDIA. |
-
1992
- 1992-03-05 GB GB929204878A patent/GB9204878D0/en active Pending
-
1993
- 1993-02-25 FR FR9302303A patent/FR2688118B1/en not_active Expired - Lifetime
- 1993-02-25 BE BE9300177A patent/BE1005834A5/en not_active IP Right Cessation
- 1993-03-01 IT ITRM930121A patent/IT1261199B/en active IP Right Grant
- 1993-03-02 GB GB9304192A patent/GB2264641B/en not_active Expired - Lifetime
- 1993-03-02 CH CH623/93A patent/CH685662A5/en not_active IP Right Cessation
- 1993-03-04 IE IE930160A patent/IE70451B1/en not_active IP Right Cessation
- 1993-03-05 ES ES09300454A patent/ES2060542B1/en not_active Expired - Fee Related
- 1993-03-05 NL NL9300398A patent/NL194658C/en not_active IP Right Cessation
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101999368A (en) * | 2010-12-07 | 2011-04-06 | 陕西韦尔奇作物保护有限公司 | Propiconazole-containing bactericidal composition |
| CN101999368B (en) * | 2010-12-07 | 2013-11-06 | 陕西韦尔奇作物保护有限公司 | Propiconazole-containing bactericidal composition |
Also Published As
| Publication number | Publication date |
|---|---|
| ITRM930121A0 (en) | 1993-03-01 |
| NL9300398A (en) | 1993-10-01 |
| ES2060542A1 (en) | 1994-11-16 |
| GB9204878D0 (en) | 1992-04-22 |
| IT1261199B (en) | 1996-05-09 |
| FR2688118B1 (en) | 2000-06-30 |
| GB9304192D0 (en) | 1993-04-21 |
| NL194658B (en) | 2002-07-01 |
| CH685662A5 (en) | 1995-09-15 |
| BE1005834A5 (en) | 1994-02-15 |
| ITRM930121A1 (en) | 1994-09-01 |
| NL194658C (en) | 2002-11-04 |
| GB2264641A (en) | 1993-09-08 |
| GB2264641B (en) | 1995-09-13 |
| FR2688118A1 (en) | 1993-09-10 |
| IE70451B1 (en) | 1996-11-27 |
| ES2060542B1 (en) | 1996-02-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MK9A | Patent expired |