ACTIVE COMPOUND COMBINATIONS COMPRISING A (THIO)CARBOXAMIDE DERIVATIVE AND A FUNGIDICAL COMPOUND

Abstract

The present invention relates to active compound combinations, in particular within a fungicide composition, which comprises (A) a N-cyclopropyl-N-[substituted-benzyl]-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide or thiocarboxamide derivative and a further fungicidally active compound (B). Moreover, the invention relates to a method for curatively or preventively or eradicatively controlling the phytopathogenic fungi of plants or crops, to the use of a combination according to the invention for the treatment of seed, to a method for protecting a seed and not at least to the treated seed.

Claims

1-13. (canceled)

14: A fungicidal composition comprising (A) at least one derivative of formula (I) ##STR00002## wherein T represents an oxygen atom and X is 5-chloro-2-isopropyl, or an agrochemically acceptable salt thereof, and (B1) at least one further active fungicidal compound selected from the group consisting of: cyproconazole, epoxiconazole, fenhexamid, metconazole, propiconazole, prothioconazole, spiroxamine, tebuconazole, difenoconazole, bixafen, fluopyram, isopyrazam species selected from the group consisting of a mixture of syn-epimeric racemate 1RS, 4SR, 9RS and anti-epimeric racemate 1RS, 4SR, 9SR, syn epimeric racemate 1RS, 4SR, 9RS, synepimeric enantiomer 1R,4S,9R, syn-epimeric enantiomer 1S,4R,9S, anti-epimeric racemate 1RS, 4SR, 9SR, anti-epimeric enantiomer 1R,4S,9S, and anti-epimeric enantiomer 1S,4R,9R; penflufen, penthiopyrad, sedaxane, fluxapyroxad, benzovindiflupyr, azoxystrobin, fluoxastrobin, pyraclostrobin, trifloxystrobin, chlorothalonil, folpet, mancozeb, propineb, pyrimethanil, propamocarb, metalaxyl, fludioxonil, fosetyl, (3S,6S,7R,8R)-8-benzyl-3-[({3-[(isobutyryloxy)methoxy]-4-methoxypyridin-2-yl}carbonyl)amino]-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl-2-methylpropanoate, and 2,6-dimethyl-1H,5H-[1,4]dithiino[2,3-c:5,6-c′]dipyrrole-1,3,5,7(2H,6H)-tetrone, or an agrochemically acceptable salt thereof.

15: A composition for controlling phytopathogenic harmful fungi, comprising a composition according to claim 14, in addition to extenders and/or surfactants.

16: The composition according to claim 14, comprising at least one further active ingredient selected from the group consisting of insecticides, attractants, sterilants, bactericides, acaricides, nematicides, fungicides, growth regulators, herbicides, fertilizers, safeners and semiochemicals.

17: A method for controlling phytopathogenic harmful fungi, comprising applying a composition according to claim 14 to the phytopathogenic harmful fungi and/or their habitat.

18: A process for producing compositions for controlling phytopathogenic harmful fungi, comprising mixing a composition according to claim 14 with extenders and/or surfactants.

19: A method for the treatment of transgenic plants, comprising applying a composition according to claim 14 to said transgenic plants.

20: A method for the treatment of seed or of seed of transgenic plants, comprising applying a composition according to claim 14 to said seed or to said transgenic plants.

Description

EXAMPLE 1: PHYTOPHTHORA TEST (TOMATOES)/PREVENTIVE

[0297] Solvent: 24.5 parts by weight of acetone [0298] 24.5 parts by weight of N,N-dimethylacetamide

[0299] Emulsifier: 1 part by weight of alkylaryl polyglycol ether

[0300] To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amounts of solvent and emulsifier, and the concentrate is diluted with water to the desired concentration.

[0301] To test for preventive activity, young plants are sprayed with the preparation of active compound at the stated rate of application. After the spray coating has dried on, the plants are inoculated with an aqueous spore suspension of Phytophthora infestans. The plants are then placed in an incubation cabinet at approximately 20° C. and a relative atmospheric humidity of 100%.

[0302] The test is evaluated 3 days after the inoculation. 0% means an efficacy which corresponds to that of the untreated control, while an efficacy of 100% means that no disease is observed.

[0303] The table below clearly shows that the observed activity of the active compound combination according to the invention is greater than the calculated activity, i.e. a synergistic effect is present.

TABLE-US-00001 TABLE 1a Phytophthora test (tomatoes)/protective Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A1 N-cyclopropyl-3-(difluoromethyl)-5-fluoro- 100 0 N-(2-isopropylbenzyl)-1-methyl-1H- pyrazole-4-carboxamide A15 N-[5-chloro-2-(trifluoromethyl)benzyl]-N- 100 25 cyclopropyl-3-(difluoromethyl)-5-fluoro-1- methyl-1H-pyrazole-4-carboxamide A17 N-[2-chloro-6-(trifluoromethyl)benzyl]-N- 100 30 cyclopropyl-3-(difluoromethyl)-5-fluoro-1- methyl-1H-pyrazole-4-carboxamide A18 N-[3-chloro-2-fluoro-6-(trifluoromethyl)- 100 32 benzyl]-N-cyclopropyl-3-(difluoromethyl)-5- fluoro-1-methyl-1Hpyrazole-4-carboxamide B3.1 ametoctradin 5 48 B4.6 fluopicolide 1 13 B9.4 iprovalicarb 5 48 B12.9 metalaxyl 5 18 A1 + B3.1 20:1 100 + 5 79 48 A17 + B3.1 20:1 100 + 5 81 64 A15 + B3.1 20:1 100 + 5 81 61 A18 + B3.1 20:1 100 + 5 83 65 A17 + B4.6 100:1 100 + 1 58 39 A15 + B4.6 100:1 100 + 1 55 35 A1 + B9.4 20:1 100 + 5 63 48 A17 + B12.9 20:1 100 + 5 54 43 A15 + B12.9 20:1 100 + 5 64 39 *found = activity found **calc. = activity calculated using Colby's formula

TABLE-US-00002 TABLE 1b Phytophthora test (tomatoes)/protective Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A1 N-cyclopropyl-3-(difluoromethyl)-5-fluoro- 0.25 0 N-(2-isopropylbenzyl)-1-methyl-1H- pyrazole-4-carboxamide A15 N-[5-chloro-2-(trifluoromethyl)benzyl]-N- 0.5 0 cyclopropyl-3-(difluoromethyl)-5-fluoro-1- 0.25 0 methyl-1H-pyrazole-4-carboxamide A17 N-[2-chloro-6-(trifluoromethyl)benzyl]-N- 0.5 0 cyclopropyl-3-(difluoromethyl)-5-fluoro-1- 0.25 0 methyl-1H-pyrazole-4-carboxamide A18 N-[3-chloro-2-fluoro-6-(trifluoromethyl)- 0.25 0 benzyl]-N-cyclopropyl-3-(difluoromethyl)-5- fluoro-1-methyl-1Hpyrazole-4-carboxamide B3.3 azoxystrobin 1 50 B3.12 fluoxastrobin 2 49 B3.17 pyraclostrobin 1 53 A15 + B3.3 1:4 0.25 + 1 71 50 A18 + B3.3 1:4 0.25 + 1 76 50 A17 + B3.12 1:4  0.5 + 2 60 49 A15 + B3.12 1:4  0.5 + 2 78 49 A1 + B3.17 1:4 0.25 + 1 67 53 A17 + B3.17 1:4 0.25 + 1 77 53 A15 + B3.17 1:4 0.25 + 1 84 53 A18 + B3.17 1:4 0.25 + 1 72 53 *found = activity found **calc. = activity calculated using Colby's formula

TABLE-US-00003 TABLE 1c Phytophthora test (tomatoes)/protective Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A5 N-(5-chloro-2-isopropylbenzyl)-N- 0.5 0 cyclopropyl-3-(difluoromethyl)-5-fluoro-1- methyl-1H-pyrazole-4-carboxamide B5.4 chlorothalonil 50 75 B5.23 mancozeb 50 45 B5.29 propineb 50 50 A5 + B5.4 1:100 0.5 + 50 88 75 A5 + B5.23 1:100 0.5 + 50 85 45 A5 + B5.29 1:100 0.5 + 50 98 50 *found = activity found **calc. = activity calculated using Colby's formula

EXAMPLE 2: VENTURIA TEST (APPLES)/PREVENTIVE

[0304] Solvent: 24.5 parts by weight of acetone [0305] 24.5 parts by weight of N,N-dimethylacetamide

[0306] Emulsifier: 1 part by weight of alkylaryl polyglycol ether

[0307] To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amounts of solvent and emulsifier, and the concentrate is diluted with water to the desired concentration.

[0308] To test for preventive activity, young plants are sprayed with the preparation of active compound at the stated rate of application. After the spray coating has dried on, the plants are inoculated with an aqueous conidia suspension of the causal agent of apple scab (Venturia inaequalis) and then remain for 1 day in an incubation cabinet at approximately 20° C. and a relative atmospheric humidity of 100%.

[0309] The plants are then placed in a greenhouse at approximately 21° C. and a relative atmospheric humidity of approximately 90%.

[0310] The test is evaluated 10 days after the inoculation. 0% means an efficacy which corresponds to that of the untreated control, while an efficacy of 100% means that no disease is observed.

[0311] The table below clearly shows that the observed activity of the active compound combination according to the invention is greater than the calculated activity, i.e. a synergistic effect is present.

TABLE-US-00004 TABLE 2a Venturia test (apples)/preventive Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A1 N-cyclopropyl-3-(difluoromethyl)-5-fluoro- 0.5 57 N-(2-isopropylbenzyl)-1-methyl-1H- 0.125 0 pyrazole-4-carboxamide A15 N-[5-chloro-2-(trifluoromethyl)benzyl]-N- 0.5 0 cyclopropyl-3-(difluoromethyl)-5-fluoro-1- 0.125 0 methyl-1H-pyrazole-4-carboxamide A 17 N-[2-chloro-6-(trifluoromethyl)benzyl]-N- 0.125 0 cyclopropyl-3-(difluoromethyl)-5-fluoro-1- methyl-1H-pyrazole-4-carboxamide A18 N-[3-chloro-2-fluoro-6-(trifluoromethyl)- 0.125 0 benzyl]-N-cyclopropyl-3-(difluoromethyl)-5- fluoro-1-methyl-1Hpyrazole-4-carboxamide B5.4 chlorothalonil 12.5 35 B5.16 folpet 12.5 47 B 15.24 fosetyl-Al 50 0 B10.10 propamocarb-HCl 50 0 A1 + B5.4 1:100 0.125 + 12.5 53 35 A17 + B5.4 1:100 0.125 + 12.5 58 35 A15 + B5.4 1:100 0.125 + 12.5 85 35 A18 + B5.4 1:100 0.125 + 12.5 59 35 A17 + B5.16 1:100 0.125 + 12.5 76 47 A15 + B5.16 1:100 0.125 + 12.5 85 47 A18 + B5.16 1:100 0.125 + 12.5 82 47 A1 + B15.24 1:100  0.5 + 50 96 57 A15 + B15.24 1:100  0.5 + 50 87 0 A1 + B10.10 1:100  0.5 + 50 97 57 *found = activity found **calc. = activity calculated using Colby's formula

TABLE-US-00005 TABLE 2b Venturia test (apples)/preventive Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A1 N-cyclopropyl-3-(difluoromethyl)-5-fluoro- 0.25 31 N-(2-isopropylbenzyl)-1-methyl-1H- 0.125 15 pyrazole-4-carboxamide A15 N-[5-chloro-2-(trifluoromethyl)benzyl]-N- 0.25 0 cyclopropyl-3-(difluoromethyl)-5-fluoro-1- methyl-1H-pyrazole-4-carboxamide A17 N-[2-chloro-6-(trifluoromethyl)benzyl]-N- 0.25 8 cyclopropyl-3-(difluoromethyl)-5-fluoro-1- methyl-1H-pyrazole-4-carboxamide A18 N-[3-chloro-2-fluoro-6-(trifluoromethyl)- 0.25 0 benzyl]-N-cyclopropyl-3-(difluoromethyl)-5- 0.125 0 fluoro-1-methyl-1Hpyrazole-4-carboxamide B3.12 fluoxastrobin 0.5 61 B3.17 pyraclostrobin 1 79 A1 + B3.12 1:4  0.125 + 0.5 96 67 A18 + B3.12 1:4  0.125 + 0.5 77 61 A1 + B3.17 1:4 0.25 + 1 99 86 A17 + B3.17 1:4 0.25 + 1 88 81 A15 + B3.17 1:4 0.25 + 1 89 79 A18 + B3.17 1:4 0.25 + 1 95 79 *found = activity found **calc. = activity calculated using Colby's formula

TABLE-US-00006 TABLE 2c Venturia test (apples)/preventive Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A1 N-cyclopropyl-3-(difluoromethyl)-5-fluoro- 0.25 0 N-(2-isopropylbenzyl)-1-methyl-1H- pyrazole-4-carboxamide B1.30 metconazole 1 38 A1 + B1.30 1:4 0.25 + 1 49 38 *found = activity found **calc. = activity calculated using Colby's formula

TABLE-US-00007 TABLE 2d Venturia test (apples)/preventive Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A5 N-(5-chloro-2-isopropylbenzyl)-N- 0.5 0 cyclopropyl-3-(difluoromethyl)-5-fluoro-1- 0.25 0 methyl-1H-pyrazole-4-carboxamide 0.125 0 B1.41 prothioconazole 0.125 78 B2.8 fluxapyroxad 0.25 19 B2.11 isopyrazam (syn + anti) 0.25 88 B2.21 penthiopyrad 0.5 0 B2.22 sedaxane 0.5 53 A5 + B1.41 1:1 0.125 + 0.125 94 78 A5 + B2.8 1:1 0.25 + 0.25 91 19 A5 + B2.11 1:1 0.25 + 0.25 99 88 A5 + B2.21 1:1 0.5 + 0.5 78 0 A5 + B2.22 1:1 0.5 + 0.5 73 53 *found = activity found **calc. = activity calculated using Colby's formula

TABLE-US-00008 TABLE 2e Venturia test (apples)/preventive Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A5 N-(5-chloro-2-isopropylbenzyl)-N- 2 57 cyclopropyl-3-(difluoromethyl)-5-fluoro-1- 0.5 15 methyl-1H-pyrazole-4-carboxamide B2.29 benzovindiflupyr 0.1 76 B5.16 folpet 10 45 A5 + B2.29 1:0.2 0.5 + 0.1 95 80 A5 + B5.16 1:5  2 + 10 99 76 *found = activity found **calc. = activity calculated using Colby's formula

TABLE-US-00009 TABLE 2f Venturia test (apples)/preventive Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A1 N-cyclopropyl-3-(difluoromethyl)-5-fluoro- 0.5 29 N-(2-isopropylbenzyl)-1-methyl-1H- pyrazole-4-carboxamide B15.78 N′-(4-{[3-(4-chlorobenzyl)-1,2,4-thiadiazol- 5 16 5-yl]oxy}-2,5-dimethylphenyl)-N-ethyl-N- methylimidoformamide A1 + B15.78 1:10 0.5 + 5 80 40 *found = activity found **calc. = activity calculated using Colby's formula

EXAMPLE 3: ALTERNARIA TEST (TOMATOES)/PREVENTIVE

[0312] Solvent: 24.5 parts by weight of acetone [0313] 24.5 parts by weight of N,N-dimethylacetamide

[0314] Emulsifier: 1 part by weight of alkylaryl polyglycol ether

[0315] To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amounts of solvent and emulsifier, and the concentrate is diluted with water to the desired concentration.

[0316] To test for preventive activity, young plants are sprayed with the preparation of active compound at the stated rate of application. After the spray coating has dried on, the plants are inoculated with an aqueous spore suspension of Alternaria solani. The plants are then placed in an incubation cabinet at approximately 20° C. and a relative atmospheric humidity of 100%.

[0317] The test is evaluated 3 days after the inoculation. 0% means an efficacy which corresponds to that of the untreated control while an efficacy of 100% means that no disease is observed.

[0318] The table below clearly shows that the observed activity of the active compound combination according to the invention is greater than the calculated activity, i.e. a synergistic effect is present.

TABLE-US-00010 TABLE 3a Alternaria test (tomatoes)/preventive Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A1 N-cyclopropyl-3-(difluoromethyl)-5-fluoro- 0.5 38 N-(2-isopropylbenzyl)-1-methyl-1H- pyrazole-4-carboxamide A18 N-[3-chloro-2-fluoro-6-(trifluoromethyl)- 0.5 30 benzyl]-N-cyclopropyl-3-(difluoromethyl)-5- fluoro-1-methyl-1Hpyrazole-4-carboxamide B5.4 chlorothalonil 50 35 B5.23 mancozeb 50 56 B5.29 propineb 50 33 B15.24 fosetyl-Al 50 40 B10.10 propamocarb-HCl 50 0 A18 + B5.4 1:100 0.5 + 50 65 55 A1 + B5.23 1:100 0.5 + 50 95 73 A18 + B5.23 1:100 0.5 + 50 83 69 A1 + B5.29 1:100 0.5 + 50 67 58 A18 + B5.29 1:100 0.5 + 50 65 53 A18 + B15.24 1:100 0.5 + 50 68 58 A1 + B10.10 1:100 0.5 + 50 58 38 A18 + B10.10 1:100 0.5 + 50 50 30 *found = activity found **calc. = activity calculated using Colby's formula

TABLE-US-00011 TABLE 3b Alternaria test (tomatoes)/preventive Application rate of active compound Efficacy in % Active compounds in ppm found* calc.** A1 N-cyclopropyl-3-(difluoromethyl)-5-fluoro- 0.5 59 N-(2-isopropylbenzyl)-1-methyl-1H- 0.25 53 pyrazole-4-carboxamide A15 N-[5-chloro-2-(trifluoromethyl)benzyl]-N- 0.5 63 cyclopropyl-3-(difluoromethyl)-5-fluoro-1- 0.25 59 methyl-1H-pyrazole-4-carboxamide A17 N-[2-chloro-6-(trifluoromethyl)benzyl]-N- 0.5 71 cyclopropyl-3-(difluoromethyl)-5-fluoro-1- methyl-1H-pyrazole-4-carboxamide A18 N-[3-chloro-2-fluoro-6-(trifluoromethyl)- 0.5 43 benzyl]-N-cyclopropyl-3-(difluoromethyl)-5- 0.25 30 fluoro-1-methyl-1Hpyrazole-4-carboxamide B1.16 fenhexamid 50 22 B6.2 isotianil 50 27 B7.7 pyrimethanil 25 26 A1 + B1.16 1:100 0.5 + 50 89 68 A17 + B1.16 1:100 0.5 + 50 93 77 A15 + B1.16 1:100 0.5 + 50 92 71 A18 + B1.16 1:100 0.5 + 50 83 56 A1 + B6.2 1:100 0.5 + 50 81 70 A17 + B6.2 1:100 0.5 + 50 92 79 A18 + B6.2 1:100 0.5 + 50 76 58 A1 + B7.7 1:100 0.25 + 25  85 65 A15 + B7.7 1:100 0.25 + 25  94 70 A18 + B7.7 1:100 0.25 + 25  82 48 *found = activity found **calc. = activity calculated using Colby's formula

TABLE-US-00012 TABLE 3c Alternaria test (tomatoes)/preventive Application rate of active compound Efficacy in % Active compounds in ppm found* calc.** A1 N-cyclopropyl-3-(difluoromethyl)-5-fluoro- 0.5 16 N-(2-isopropylbenzyl)-1-methyl-1H- pyrazole-4-carboxamide A17 N-[2-chloro-6-(trifluoromethyl)benzyl]-N- 0.5 32 cyclopropyl-3-(difluoromethyl)-5-fluoro-1- methyl-1H-pyrazole-4-carboxamide B1.40 propiconazole 2 0 B1.41 prothioconazole 2 0 A17 + B1.40 1:4 0.5 + 2 48 32 A1 + B1.41 1:4 0.5 + 2 48 16 *found = activity found **calc. = activity calculated using Colby's formula

TABLE-US-00013 TABLE 3d Alternaria test (tomatoes)/preventive Application rate of active compound Efficacy in % Active compounds in ppm found* calc.** A5 N-(5-chloro-2-isopropylbenzyl)-N- 0.5 0 cyclopropyl-3-(difluoromethyl)-5-fluoro-1- methyl-1H-pyrazole-4-carboxamide B5.23 mancozeb 50 0 B5.29 propineb 50 0 B15.60 2,6-dimethyl-1H,5H-[1,4]dithiino[2,3-c:5,6- 50 0 c′]dipyrrole-1,3,5,7(2H,6H)-tetrone A5 + B5.23 1:100 0.5 + 50 60 0 A5 + B5.29 1:100 0.5 + 50 75 0 A5 + B15.60 1:100 0.5 + 50 65 0 *found = activity found **calc. = activity calculated using Colby's formula

TABLE-US-00014 TABLE 3e Alternaria test (tomatoes)/preventive Application rate of active compound Efficacy in % Active compounds in ppm found* calc.** A5 N-(5-chloro-2-isopropylbenzyl)-N- 0.5 6 cyclopropyl-3-(difluoromethyl)-5-fluoro-1- methyl-1H-pyrazole-4-carboxamide B2.29 benzovindiflupyr 0.5 21 B5.16 folpet 12.5 39 A5 + B2.29 1:1 0.5 + 0.5  59 26 A5 + B5.16 1:25 0.5 + 12.5 97 43 *found = activity found **calc. = activity calculated using Colby's formula

EXAMPLE 4: SPHAEROTHECA TEST (CUCUMBERS)/PREVENTIVE

[0319] Solvent: 24.5 parts by weight of acetone [0320] 24.5 parts by weight of N,N-dimethylacetamide

[0321] Emulsifier: 1 part by weight of alkylaryl polyglycol ether

[0322] To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amounts of solvent and emulsifier, and the concentrate is diluted with water to the desired concentration.

[0323] To test for protect activity, young plants are sprayed with the preparation of active compound at the stated rate of application. After the spray coating has dried on, the plants are inoculated with an aqueous spore suspension of Sphaerotheca fuliginea. The plants are then placed in a greenhouse at approximately 23° C. and a relative atmospheric humidity of approximately 70%.

[0324] The test is evaluated 7 days after the inoculation. 0% means an efficacy which corresponds to that of the untreated control, while an efficacy of 100% means that no disease is observed.

[0325] The table below clearly shows that the observed activity of the active compound combination according to the invention is greater than the calculated activity, i.e. a synergistic effect is present.

TABLE-US-00015 TABLE 4a Sphaerotheca test (cucumbers)/preventive Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A1 N-cyclopropyl-3-(difluoromethyl)-5-fluoro- 0.5 69 N-(2-isopropylbenzyl)-1-methyl-1H- 0.25 19 pyrazole-4-carboxamide A17 N-[2-chloro-6-(trifluoromethyl)benzyl]-N- 0.5 74 cyclopropyl-3-(difluoromethyl)-5-fluoro-1- methyl-1H-pyrazole-4-carboxamide B5.16 folpet 25 0 B5.23 mancozeb 25 0 B5.29 propineb 50 0 B15.24 fosetyl-Al 50 0 B10.10 propamocarb-HCl 50 0 A1 + B5.16 1:100 0.25 + 25  62 19 A1 + B5.23 1:100 0.25 + 25  62 19 A1 + B5.29 1:100 0.5 + 50 81 69 A17 + B5.29 1:100 0.5 + 50 86 74 A1 + B15.24 1:100 0.5 + 50 79 69 A17 + B15.24 1:100 0.5 + 50 93 74 A17 + B10.10 1:100 0.5 + 50 88 74 *found = activity found **calc. = activity calculated using Colby's formula

TABLE-US-00016 TABLE 4b Sphaerotheca test (cucumbers)/preventive Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A1 N-cyclopropyl-3-(difluoromethyl)-5-fluoro- 0.25 48 N-(2-isopropylbenzyl)-1-methyl-1H- pyrazole-4-carboxamide A17 N-[2-chloro-6-(trifluoromethyl)benzyl]-N- 0.25 71 cyclopropyl-3-(difluoromethyl)-5-fluoro-1- methyl-1H-pyrazole-4-carboxamide B1.46 spiroxamine 25 0 A1 + B1.46 1:100 0.25 + 25 62 48 A17 + B1.46 1:100 0.25 + 25 88 71 *found = activity found **calc. = activity calculated using Colby's formula

TABLE-US-00017 TABLE 4c Sphaerotheca test (cucumbers)/preventive Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A1 N-cyclopropyl-3-(difluoromethyl)-5-fluoro- 0.25 21 N-(2-isopropylbenzyl)-1-methyl-1H- 0.125 0 pyrazole-4-carboxamide A15 N-[5-chloro-2-(trifluoromethyl)benzyl]-N- 0.25 29 cyclopropyl-3-(difluoromethyl)-5-fluoro-1- 0.125 50 methyl-1H-pyrazole-4-carboxamide A18 N-[3-chloro-2-fluoro-6-(trifluoromethyl)- 0.25 13 benzyl]-N-cyclopropyl-3-(difluoromethyl)-5- fluoro-1-methyl-1Hpyrazole-4-carboxamide B1.5 cyproconazole 0.5 30 B3.22 trifloxystrobin 1 21 A1 + B1.15 1:4  0.125 + 0.5 50 30 A15 + B1.15 1:4  0.125 + 0.5 50 30 A1 + B3.22 1:4 0.25 + 1 54 38 A15 + B3.22 1:4 0.25 + 1 73 44 A18 + B3.22 1:4 0.25 + 1 67 31 *found = activity found **calc. = activity calculated using Colby's formula

TABLE-US-00018 TABLE 4d Sphaerotheca test (cucumbers)/preventive Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A5 N-(5-chloro-2-isopropylbenzyl)-N- 0.5 0 cyclopropyl-3-(difluoromethyl)-5-fluoro-1- 0.125 0 methyl-1H-pyrazole-4-carboxamide B1.30 metconazole 5 77 B1.40 propiconazole 1.25 57 B1.47 tebuconazole 1.25 0 B2.1 bixafen 0.5 67 B2.8 fluxapyroxad 0.5 0 B2.20 penflufen 0.5 0 B2.21 penthiopyrad 0.5 0 B3.3 azoxystrobin 2 50 B3.17 pyraclostrobin 2 0 B5.29 propineb 50 70 B10.10 propamocarb-HCl 50 70 B15.24 fosetyl-Al 12.5 0 A5 + B1.30 1:10 0.5 + 5   100 77 A5 + B1.40 1:10 0.125 + 12.5  77 57 A5 + B1.47 1:10 0.125 + 1.25  90 0 A5 + B2.1 1:1 0.5 + 0.5 77 67 A5 + B2.8 1:1 0.5 + 0.5 77 0 A5 + B2.20 1:1 0.5 + 0.5 50 0 A5 + B2.21 1:1 0.5 + 0.5 50 0 A5 + B3.3 1:4 0.5 + 2   90 50 A5 + B3.17 1:4 0.5 + 2   100 0 A5 + B5.29 1:100 0.5 + 5   100 70 A5 + B10.10 1:100 0.5 + 50  90 70 A5 + B15.24 1:100 0.125 + 12.5  70 0 *found = activity found **calc. = activity calculated using Colby's formula

EXAMPLE 5: BOTRYTIS TEST (BEANS)/PREVENTIVE

[0326] Solvent: 24.5 parts by weight of acetone [0327] 24.5 parts by weight of N,N-dimethylacetamide

[0328] Emulsifier: 1 part by weight of alkylaryl polyglycol ether

[0329] To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amounts of solvent and emulsifier, and the concentrate is diluted with water to the desired concentration.

[0330] To test for preventive activity, young plants are sprayed with the preparation of active compound. After the spray coating has dried on, 2 small pieces of agar covered with growth of Botrytis cinerea are placed on each leaf. The inoculated plants are placed in a darkened chamber at 20° C. and a relative atmospheric humidity of 100%.

[0331] 2 days after the inoculation, the size of the lesions on the leaves is evaluated. 0% means an efficacy which corresponds to that of the untreated control, while an efficacy of 100% means that no disease is observed.

[0332] The table below clearly shows that the observed activity of the active compound combination according to the invention is greater than the calculated activity, i.e. a synergistic effect is present.

TABLE-US-00019 TABLE 5a Botrytis test (beans)/preventive Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A15 N-[5-chloro-2-(trifluoromethyl)benzyl]-N- 2.5 8 cyclopropyl-3-(difluoromethyl)-5-fluoro-1- methyl-1H-pyrazole-4-carboxamide B1.16 fenhexamid 2.5 51 B13.3 fludioxonil 2.5 53 A15 + B1.16 1:1 2.5 + 2.5 83 55 A15 + B13.3 1:1 2.5 + 2.5 80 57 *found = activity found **calc. = activity calculated using Colby's formula

TABLE-US-00020 TABLE 5b Botrytis test (beans)/preventive Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A5 N-(5-chloro-2-isopropylbenzyl)-N- 2 72 cyclopropyl-3-(difluoromethyl)-5-fluoro-1- 0.5 16 methyl-1H-pyrazole-4-carboxamide B1.16 fenhexamid 2 0 B7.7 pyrimethanil 10 24 B 13.3 fludioxonil 0.5 0 A5 + B1.16 1:1 2 + 2 86 72 A5 + B7.7 1:20 0.5 + 10  60 36 A5 + B13.3 1:1 0.5 + 0.5 52 16 *found = activity found **calc. = activity calculated using Colby's formula

EXAMPLE 6: BLUMERIA TEST (BARLEY)/PREVENTIVE

[0333] Solvent: 49 parts by weight of N,N-dimethylacetamide

[0334] Emulsifier: 1 part by weight of alkylaryl polyglycol ether

[0335] To produce a suitable preparation of active compound, 1 part by weight of active compound or active compound combination is mixed with the stated amounts of solvent and emulsifier, and the concentrate is diluted with water to the desired concentration.

[0336] To test for preventive activity, young plants are sprayed with the preparation of active compound or active compound combination at the stated rate of application.

[0337] After the spray coating has been dried, the plants are dusted with spores of Blumeria graminis f. sp. hordei.

[0338] The plants are placed in the greenhouse at a temperature of approximately 18° C. and a relative atmospheric humidity of approximately 80% to promote the development of mildew pustules.

[0339] The test is evaluated 7 days after the inoculation. 0% means an efficacy which corresponds to that of the untreated control, while an efficacy of 100% means that no disease is observed.

TABLE-US-00021 TABLE 6a Blumeria test (barley)/preventive Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A17 N-[2-chloro-6-(trifluoromethyl)benzyl]-N- 10 95 cyclopropyl-3-(difluoromethyl)-5-fluoro-1- methyl-1H-pyrazole-4-carboxamide B3.3 azoxystrobin 10 0 B2.21 penthiopyrad 20 20 A17 + B3.3 1:1 10 + 10 100 95 A17 + B2.21 1:2 10 + 20 100 96 *found = activity found **calc. = activity calculated using Colby's formula

TABLE-US-00022 TABLE 6b Blumeria test (barley)/preventive Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A15 N-[5-chloro-2-(trifluoromethyl)benzyl]-N- 40 70 cyclopropyl-3-(difluoromethyl)-5-fluoro-1- 10 13 methyl-1H-pyrazole-4-carboxamide B3.17 pyraclostrobin 40 20 B6.2 isotianil 100 38 A15 + B3.17 1:1 40 + 40  90 76 A15 + B6.2 1:10 10 + 100 75 46 *found = activity found **calc. = activity calculated using Colby's formula

TABLE-US-00023 TABLE 6c Blumeria test (barley)/preventive Application rate of active compound Efficacy in % Active compounds in ppm found* calc.** A15 N-[5-chloro-2-(trifluoromethyl)benzyl]-N- 40 75 cyclopropyl-3-(difluoromethyl)-5-fluoro-1- methyl-1H-pyrazole-4-carboxamide B5.23 mancozeb 400 0 B5.29 propineb 400 13 B10.10 propamocarb-HCl 400 13 A15 + B5.23 1:10 40 + 400 100 75 A15 + B5.29 1:10 40 + 400 100 78 A15 + B10.10 1:10 40 + 400 100 78 *found = activity found **calc. = activity calculated using Colby's formula

TABLE-US-00024 TABLE 6d Blumeria test (barley)/preventive Application rate of active compound Efficacy in % Active compounds in ppm found* calc.** A18 N-[3-chloro-2-fluoro-6-(trifluoromethyl)- 10 56 benzyl]-N-cyclopropyl-3-(difluoromethyl)-5- fluoro-1-methyl-1Hpyrazole-4-carboxamide B1.47 tebuconazole 10 33 B1.5 cyproconazole 20 78 B2.6 fluopyram 20 11 A18 + B1.47 1:1 10 + 10 89 71 A18 + B1.5 1:2 10 + 20 100 90 A18 + B2.6 1:2 10 + 20 100 61 *found = activity found **calc. = activity calculated using Colby's formula

TABLE-US-00025 TABLE 6e Blumeria test (barley)/preventive Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A18 N-[3-chloro-2-fluoro-6-(trifluoromethyl)- 10 29 benzyl]-N-cyclopropyl-3-(difluoromethyl)-5- fluoro-1-methyl-1Hpyrazole-4-carboxamide B9.4 iprovalicarb 100 0 B13.3 fludioxonil 100 0 A18 + B9.4 1:10 10 + 100 71 29 A18 + B13.3 1:10 10 + 100 71 29 *found = activity found **calc. = activity calculated using Colby's formula

TABLE-US-00026 TABLE 6f Blumeria test (barley)/preventive Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A5 N-(5-chloro-2-isopropylbenzyl)-N- 40 25 cyclopropyl-3-(difluoromethyl)-5-fluoro-1- methyl-1H-pyrazole-4-carboxamide A12 N-cyclopropyl-3-(difluoromethyl)-5-fluoro- 10 50 N-(2-isopropyl-5-methylbenzyl)-1-methyl- 1H-pyrazole-4-carboxamide B1.47 tebuconazole 10 50 B4.6 fluopicolide 400 13 B12.10 mefenoxam 400 25 B13.3 fludioxonil 400 13 A5 + B4.6 1:10 40 + 400 88 35 A5 + B12.10 1:10 40 + 400 100 44 A5 + B13.3 1:10 40 + 400 88 35 A12 + B1.47 1:1 10 + 10  88 75 *found = activity found **calc. = activity calculated using Colby's formula

EXAMPLE 7: FUSARIUM GRAMINEARUM-TEST (BARLEY)/PREVENTIVE

[0340] Solvent: 49 parts by weight of N,N-dimethylacetamide

[0341] Emulsifier: 1 part by weight of alkylaryl polyglycol ether

[0342] To produce a suitable preparation of active compound, 1 part by weight of active compound or active compound combination is mixed with the stated amounts of solvent and emulsifier, and the concentrate is diluted with water to the desired concentration.

[0343] To test for preventive activity, young plants are sprayed with the preparation of active compound or active compound combination at the stated rate of application.

[0344] After the spray coating has been dried, the plants are slightly injured by using a sandblast and afterwards they are sprayed with a conidia suspension of Fusarium graminearum.

[0345] The plants are placed in the greenhouse under a translucent incubation cabinet at a temperature of approximately 22° C. and a relative atmospheric humidity of approximately 100%.

[0346] The test is evaluated 5 days after the inoculation. 0% means an efficacy which corresponds to that of the untreated control, while an efficacy of 100% means that no disease is observed.

TABLE-US-00027 TABLE 7a Fusarium graminearum-test (barley)/preventive Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A17 N-[2-chloro-6-(trifluoromethyl)benzyl]-N- 10 50 cyclopropyl-3-(difluoromethyl)-5-fluoro-1- methyl-1H-pyrazole-4-carboxamide B3.22 trifloxystrobin 10 0 A17 + B3.22 1:1 10 + 10 75 50 *found = activity found **calc. = activity calculated using Colby's formula

TABLE-US-00028 TABLE 7b Fusarium graminearum-test (barley)/preventive Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A15 N-[5-chloro-2-(trifluoromethyl)benzyl]-N- 40 0 cyclopropyl-3-(difluoromethyl)-5-fluoro-1- 10 0 methyl-1H-pyrazole-4-carboxamide B2.11 isopyrazam (syn + anti) 40 0 B3.22 trifloxystrobin 10 25 A15 + B2.11 1:1 40 + 40 75 0 A15 + B3.22 1:1 10 + 10 75 25 *found = activity found **calc. = activity calculated using Colby's formula

EXAMPLE 8: FUSARIUM NIVALE (VAR. MAJUS)-TEST (WHEAT)/PREVENTIVE

[0347] Solvent: 49 parts by weight of N,N-dimethylacetamide

[0348] Emulsifier: 1 part by weight of alkylaryl polyglycol ether

[0349] To produce a suitable preparation of active compound, 1 part by weight of active compound or active compound combination is mixed with the stated amounts of solvent and emulsifier, and the concentrate is diluted with water to the desired concentration.

[0350] To test for preventive activity, young plants are sprayed with the preparation of active compound or active compound combination at the stated rate of application.

[0351] After the spray coating has been dried, the plants are slightly injured by using a sandblast and afterwards they are sprayed with a conidia suspension of Fusarium nivale (var. majus).

[0352] The plants are placed in the greenhouse under a translucent incubation cabinet at a temperature of approximately 10° C. and a relative atmospheric humidity of approximately 100%.

[0353] The test is evaluated 5 days after the inoculation. 0% means an efficacy which corresponds to that of the untreated control, while an efficacy of 100% means that no disease is observed.

TABLE-US-00029 TABLE 8a Fusarium nivale (var. majus)-test (wheat)/preventive Application rate of active compound Efficacy in % Active compounds in ppm found* calc.** A1 N-cyclopropyl-3-(difluoromethyl)-5-fluoro- 40 29 N-(2-isopropylbenzyl)-1-methyl-1H- 10 0 pyrazole-4-carboxamide B2.20 penflufen 20 14 B3.17 pyraclostrobin 40 93 A1 + B2.20 1:2 10 + 20 71 14 A1 + B3.17 1:1 40 + 40 100 95 *found = activity found **calc. = activity calculated using Colby's formula

TABLE-US-00030 TABLE 8b Fusarium nivale (var. majus)-test (wheat)/preventive Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A18 N-[3-chloro-2-fluoro-6-(trifluoromethyl)- 10 43 benzyl]-N-cyclopropyl-3-(difluoromethyl)-5- fluoro-1-methyl-1Hpyrazole-4-carboxamide B1.40 propiconazole 20 0 B2.1 bixafen 10 14 B2.20 penflufen 20 29 A18 + B1.40 1:2 10 + 20 71 43 A18 + B2.1 1:1 10 + 10 86 51 A18 + B2.20 1:2 10 + 20 86 60 *found = activity found **calc. = activity calculated using Colby's formula

TABLE-US-00031 TABLE 8c Fusarium nivale (var. majus)-test (wheat)/preventive Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A15 N-[5-chloro-2-(trifluoromethyl)benzyl]-N- 10 63 cyclopropyl-3-(difluoromethyl)-5-fluoro-1- methyl-1H-pyrazole-4-carboxamide B1.30 metconazole 20 13 B1.47 tebuconazole 10 25 B2.21 penthiopyrad 20 13 B3.12 fluoxastrobin 10 50 A15 + B1.30 1:2 10 + 20 75 68 A15 + B1.47 1:1 10 + 10 100 72 A15 + B2.21 1:2 10 + 20 88 68 A15 + B3.12 1:1 10 + 10 100 82 *found = activity found **calc. = activity calculated using Colby's formula

TABLE-US-00032 TABLE 8d Fusarium nivale (var. majus)-test (wheat)/preventive Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A17 N-[2-chloro-6-(trifluoromethyl)benzyl]-N- 10 43 cyclopropyl-3-(difluoromethyl)-5-fluoro-1 -methyl-1H-pyrazole-4-carboxamide B3.17 pyraclostrobin 10 71 A17 + B3.17 1:1 10 + 10 100 84 *found = activity found **calc. = activity calculated using Colby's formula

TABLE-US-00033 TABLE 8e Fusarium nivale (var. majus)-test (wheat)/preventive Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A5 N-(5-chloro-2-isopropylbenzyl)-N- 40 0 cyclopropyl-3-(difluoromethyl)-5-fluoro-1- 10 0 methyl-1H-pyrazole-4-carboxamide B1.12 epoxiconazole 40 0 B1.30 metconazole 80 0 B1.47 tebuconazole 40 0 B2.21 penthiopyrad 80 0 B2.22 sedaxane 80 0 B3.12 fluoxastrobin 10 43 B3.17 pyraclostrobin 10 57 B3.3 azoxystrobin 40 0 A5 + B1.12 1:1 40 + 40 71 0 A5 + B1.30 1:2 40 + 80 71 0 A5 + B1.47 1:1 40 + 40 71 0 A5 + B2.21 1:2 40 + 80 93 0 A5 + B2.22 1:2 40 + 80 57 0 A5 + B3.12 1:1 10 + 10 71 43 A5 + B3.17 1:1 10 + 10 71 57 A5 + B3.3 1:1 40 + 40 43 0 *found = activity found **calc. = activity calculated using Colby's formula

TABLE-US-00034 TABLE 8f Fusarium nivale (var. majus)-test (wheat)/preventive Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A5 N-(5-chloro-2-isopropylbenzyl)-N- 40 38 cyclopropyl-3-(difluoromethyl)-5-fluoro-1- methyl-1H-pyrazole-4-carboxamide B2.29 benzovindiflupyr 120 25 B5.16 folpet 200 50 A5 + B2.29 1:3 40 + 120 63 54 A5 + B5.16 1:5 40 + 200 88 69 *found = activity found **calc. = activity calculated using Colby's formula

EXAMPLE 9: LEPTOSPHAERIA NODORUM TEST (WHEAT)/PREVENTIVE

[0354] Solvent: 49 parts by weight of N,N-dimethylacetamide

[0355] Emulsifier: 1 part by weight of alkylaryl polyglycol ether

[0356] To produce a suitable preparation of active compound, 1 part by weight of active compound or active compound combination is mixed with the stated amounts of solvent and emulsifier, and the concentrate is diluted with water to the desired concentration.

[0357] To test for preventive activity, young plants are sprayed with the preparation of active compound or active compound combination at the stated rate of application.

[0358] After the spray coating has been dried, the plants are sprayed with a spore suspension of Leptosphaeria nodorum. The plants remain for 48 hours in an incubation cabinet at approximately 20° C. and a relative atmospheric humidity of approximately 100%.

[0359] The plants are placed in the greenhouse at a temperature of approximately 22° C. and a relative atmospheric humidity of approximately 80%.

[0360] The test is evaluated 8 days after the inoculation. 0% means an efficacy which corresponds to that of the untreated control, while an efficacy of 100% means that no disease is observed.

TABLE-US-00035 TABLE 9a Leptosphaeria nodorum test (wheat)/preventive Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A1 N-cyclopropyl-3-(difluoromethyl)-5-fluoro- 40 71 N-(2-isopropylbenzyl)-1-methyl-1H- 10 29 pyrazole-4-carboxamide B1.5 cyproconazole 80 29 B1.12 epoxiconazole 10 0 B1.46 spiroxamine 200 29 B2.1 bixafen 40 0 B2.22 sedaxane 80 0 B2.6 fluopyram 80 0 B3.12 fluoxastrobin 40 43 A1 + B1.5 1:2 40 + 80 93 79 A1 + B1.12 1:1 10 + 10 71 29 A1 + B1.46 1:5  40 + 200 86 79 A1 + B2.1 1:1 40 + 40 86 71 A1 + B2.22 1:2 40 + 80 93 71 A1 + B2.6 1:2 40 + 80 86 71 A1 + B3.12 1:1 40 + 40 93 83 *found = activity found **calc. = activity calculated using Colby's formula

TABLE-US-00036 TABLE 9b Leptosphaeria nodorum test (wheat)/preventive Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A1 N-cyclopropyl-3-(difluoromethyl)-5-fluoro- 10 0 N-(2-isopropylbenzyl)-1-methyl-1H- pyrazole-4-carboxamide B2.11 isopyrazam (syn + anti) 10 0 A1 + B2.11 1:1 10 + 10 71 0 *found = activity found **calc. = activity calculated using Colby's formula

TABLE-US-00037 TABLE 9c Leptosphaeria nodorum test (wheat)/preventive Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A1 N-cyclopropyl-3-(difluoromethyl)-5-fluoro- 10 50 N-(2-isopropylbenzyl)-1-methyl-1H- pyrazole-4-carboxamide B4.6 fluopicolide 100 17 B12.9 metalaxyl 100 33 A1 + B4.6 1:10 10 + 100 83 59 A1 + B12.9 1:10 10 + 100 83 67 *found = activity found **calc. = activity calculated using Colby's formula

TABLE-US-00038 TABLE 9d Leptosphaeria nodorum test (wheat)/preventive Application rate of active compound Efficacy in % Active compounds in ppm found* calc.** A17 N-[2-chloro-6-(trifluoromethyl)benzyl]-N- 40 67 cyclopropyl-3-(difluoromethyl)-5-fluoro-1- 10 33 methyl-1H-pyrazole-4-carboxamide B1.30 metconazole 80 44 B1.40 propiconazole 20 0 B1.46 spiroxamine 200 22 B1.47 tebuconazole 10 33 A17 + B1.30 1:2 40 + 80 89 82 A17 + B1.40 1:2 10 + 20 56 33 A17 + B1.46 1:5  40 + 200 89 74 A17 + B1.47 1:1 10 + 10 67 55 *found = activity found **calc. = activity calculated using Colby's formula

TABLE-US-00039 TABLE 9e Leptosphaeria nodorum test (wheat)/preventive Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.* A17 N-[2-chloro-6-(trifluoromethyl)benzyl]-N- 10 29 cyclopropyl-3-(difluoromethyl)-5-fluoro-1- methyl-lH-pyrazole-4-carboxamide B5.23 mancozeb 100 0 A17 + B5.23 1:10 10 + 100 71 29 *found = activity found **calc. = activity calculated using Colby's formula

TABLE-US-00040 TABLE 9f Leptosphaeria nodorum test (wheat)/preventive Application rate of active compound Efficacy in % Active compounds in ppm found* calc.** A18 N-[3-chloro-2-fluoro-6-(trifluoromethyl)- 40 71 benzyl]-N-cyclopropyl-3-(difluoromethyl)-5- 10 0 fluoro-1-methyl-1Hpyrazole-4-carboxamide B1.12 epoxiconazole 10 29 B3.17 pyraclostrobin 40 57 B3.22 trifloxystrobin 40 57 B12.10 mefenoxam 100 0 A18 + B1.12 1:1 10 + 10 71 29 A18 + B3.17 1:1 40 + 40 100 88 A18 + B3.22 1:1 40 + 40 93 88 A18 + B12.10 1:10  10 + 100 78 0 *found = activity found **calc. = activity calculated using Colby's formula

TABLE-US-00041 TABLE 9g Leptosphaeria nodorum test (wheat)/preventive Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A18 N-[3-chloro-2-fluoro-6-(trifluoromethyl)- 40 33 benzyl]-N-cyclopropyl-3-(difluoromethyl)-5- fluoro-1-methyl-1Hpyrazole-4-carboxamide B5.16 folpet 400 44 A18 + B5.16 1:10 40 + 400 89 62 *found = activity found **calc. = activity calculated using Colby's formula

TABLE-US-00042 TABLE 9h Leptosphaeria nodorum test (wheat)/preventive Application rate of active compound Efficacy in % Active compounds in ppm found* calc.** A5 N-(5-chloro-2-isopropylbenzyl)-N- 40 60 cyclopropyl-3-(difluoromethyl)-5-fluoro-1- 10 20 methyl-1H-pyrazole-4-carboxamide B1.46 spiroxamine 200 40 B2.1 bixafen 40 0 B2.6 fluopyram 80 0 B2.8 fluxapyroxad 10 0 B2.20 penflufen 20 0 B3.12 fluoxastrobin 10 0 B3.22 trifloxystrobin 10 40 A5 + B1.46 1:5  40 + 200 90 76 A5 + B2.1 1:1 40 + 40 90 60 A5 + B2.6 1:2 40 + 80 90 60 A5 + B2.8 1:1 10 + 10 60 20 A5 + B2.20 1:2 10 + 20 60 20 A5 + B3.12 1:1 10 + 10 60 20 A5 + B3.22 1:1 10 + 10 80 52 *found = activity found **calc. = activity calculated using Colby's formula

TABLE-US-00043 TABLE 9i Leptosphaeria nodorum test (wheat)/preventive Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A5 N-(5-chloro-2-isopropylbenzyl)-N- 40 67 cyclopropyl-3-(difluoromethyl)-5-fluoro-1- methyl-1H-pyrazole-4-carboxamide B12.9 metalaxyl 400 0 A5 + B12.9 1:10 40 + 400 83 67 *found = activity found **calc. = activity calculated using Colby's formula

EXAMPLE 10: PUCCINIA TRITICINA-TEST (WHEAT)/PREVENTIVE

[0361] Solvent: 49 parts by weight of N,N-dimethylacetamide

[0362] Emulsifier: 1 part by weight of alkylaryl polyglycol ether

[0363] To produce a suitable preparation of active compound, 1 part by weight of active compound or active compound combination is mixed with the stated amounts of solvent and emulsifier, and the concentrate is diluted with water to the desired concentration.

[0364] To test for preventive activity, young plants are sprayed with the preparation of active compound or active compound combination at the stated rate of application.

[0365] After the spray coating has been dried, the plants are sprayed with a spore suspension of Puccinia triticina. The plants remain for 48 hours in an incubation cabinet at approximately 20° C. and a relative atmospheric humidity of approximately 100%.

[0366] The plants are placed in the greenhouse at a temperature of approximately 20° C. and a relative atmospheric humidity of approximately 80%.

[0367] The test is evaluated 8 days after the inoculation. 0% means an efficacy which corresponds to that of the untreated control, while an efficacy of 100% means that no disease is observed.

TABLE-US-00044 TABLE 10a Puccinia triticina-test (wheat)/preventive Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A1 N-cyclopropyl-3-(difluoromethyl)-5-fluoro- 40 22 N-(2-isopropylbenzyl)-1-methyl-1H- 62.5 57 pyrazole-4-carboxamide B1.47 tebuconazole 4 33 B2.21 penthiopyrad 80 78 B2.8 fluxapyroxad 40 67 B15.78 N′-(4-{[3-(4-chlorobenzyl)-1,2,4-thiadiazol- 62.5 57 5-yl]oxy}-2,5-dimethylphenyl)-N-ethyl-N- methylimidoformamide A1 + B1.47 1:1 40 + 40 100 48 A1 + B2.21 1:2 40 + 80 100 83 A1 + B2.8 1:1 40 + 40 100 74 A1 + B15.78 1:1 62.5 + 62.5 100 82 *found = activity found **calc. = activity calculated using Colby's formula

TABLE-US-00045 TABLE 10b Puccinia triticina-test (wheat)/preventive Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A1 N-cyclopropyl-3-(difluoromethyl)-5-fluoro- 40 56 N-(2-isopropylbenzyl)-1-methyl-1H- pyrazole-4-carboxamide B12.10 mefenoxam 400 0 B13.3 fludioxonil 400 0 A1 + B12.10 1:10 40 + 400 89 56 A1 + B13.3 1:10 40 + 400 78 56 *found = activity found **calc. = activity calculated using Colby's formula

TABLE-US-00046 TABLE 10c Puccinia triticina-test (wheat)/preventive Application rate of active compound Efficacy in % Active compounds in ppm found* calc.** A17 N-[2-chloro-6-(trifluoromethyl)benzyl]-N- 40 67 cyclopropyl-3-(difluoromethyl)-5-fluoro-1- methyl-1H-pyrazole-4-carboxamide B7.7 pyrimethanil 400 11 B 13.3 fludioxonil 400 0 A17 + B7.7 1:10 40 + 400 89 71 A17 + B13.3 1:10 40 + 400 89 67 *found = activity found **calc. = activity calculated using Colby's formula

TABLE-US-00047 TABLE 10d Puccinia triticina-test (wheat)/preventive Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A17 N-[2-chloro-6-(trifluoromethyl)benzyl]-N- 40 78 cyclopropyl-3-(difluoromethyl)-5-fluoro-1- methyl-1H-pyrazole-4-carboxamide B2.1 bixafen 40 22 B2.8 fluxapyroxad 40 67 A17 + B2.1 1:1 40 + 40 94 83 A17 + B2.8 1:1 40 + 40 100 93 *found = activity found **calc. = activity calculated using Colby's formula

TABLE-US-00048 TABLE 10e Puccinia triticina-test (wheat)/preventive Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A15 N-[5-chloro-2-(trifluoromethyl)benzyl]-N- 40 89 cyclopropyl-3-(difluoromethyl)-5-fluoro-1- 10 44 methyl-1H-pyrazole-4-carboxamide B1.40 propiconazole 80 0 B1.46 spiroxamine 200 0 B2.8 fluxapyroxad 10 0 A15 + B1.40 1:2 40 + 80 100 89 A15 + B1.46 1:5  40 + 200 100 89 A15 + B2.8 1:1 10 + 10 78 44 *found = activity found **calc. = activity calculated using Colby’s formula

TABLE-US-00049 TABLE 10f Puccinia triticina-test (wheat)/preventive Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A15 N-[5-chloro-2-(trifluoromethyl)benzyl]-N- 40 78 cyclopropyl-3-(difluoromethyl)-5-fluoro-1- methyl-1H-pyrazole-4-carboxamide B12.9 metalaxyl 400 11 B12.10 mefenoxam 400 11 A15 + B12.9 1:10 40 + 400 100 80 A15 + B12.10 1:10 40 + 400 100 80 *found = activity found **calc. = activity calculated using Colby’s formula

TABLE-US-00050 TABLE 10g Puccinia triticina-test (wheat)/preventive Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A18 N-[3-chloro-2-fluoro-6-(trifluoromethyl)-benzyl]-N- 10 33 cyclopropyl-3-(difluoromethyl)-5-fluoro-1- methyl-1Hpyrazole-4-carboxamide B1.30 metconazole 20 44 B1.41 prothioconazole 20 11 B2.11 isopyrazam (syn + anti) 10 33 A18 + B1.30 1:2 10 + 20 78 62 A18 + B1.41 1:2 10 + 20 89 40 A18 + B2.11 1:1 10 + 10 67 55 *found = activity found **calc. = activity calculated using Colby’s formula

TABLE-US-00051 TABLE 10h Puccinia triticina-test (wheat)/preventive Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A5 N-(5-chloro-2-isopropylbenzyl)-N- 40 94 cyclopropyl-3-(difluoromethyl)-5-fluoro-1- 10 44 methyl-1H-pyrazole-4-carboxamide A12 N-cyclopropyl-3-(difluoromethyl)-5-fluoro- 40 89 N-(2-isopropyl-5-methylbenzyl)-1-methyl- 1H-pyrazole-4-carboxamide B1.40 propiconazole 80 11 B1.41 prothioconazole 80 11 B1.5 cyproconazole 20 56 B2.1 bixafen 40 22 B2.11 isopyrazam (syn + anti) 10 33 A5 + B1.40 1:2 40 + 80 100 95 A5 + B1.41 1:2 40 + 80 100 95 A12 + B1.41 1:2 40 + 80 100 90 A5 + B1.5 1:2 10 + 20 100 75 A12 + B2.1 1:1 40 + 40 100 91 A5 + B2.11 1:1 10 + 10 94 62 *found = activity found **calc. = activity calculated using Colby’s formula

EXAMPLE 11: PYRENOPHORA TERES-TEST (BARLEY)/PREVENTIVE

[0368] Solvent: 49 parts by weight of N,N-dimethylacetamide

[0369] Emulsifier: 1 part by weight of alkylaryl polyglycol ether

[0370] To produce a suitable preparation of active compound, 1 part by weight of active compound or active compound combination is mixed with the stated amounts of solvent and emulsifier, and the concentrate is diluted with water to the desired concentration.

[0371] To test for preventive activity, young plants are sprayed with the preparation of active compound or active compound combination at the stated rate of application.

[0372] After the spray coating has been dried, the plants are sprayed with a spore suspension of Pyrenophora teres. The plants remain for 48 hours in an incubation cabinet at approximately 20° C. and a relative atmospheric humidity of approximately 100%.

[0373] The plants are placed in the greenhouse at a temperature of approximately 20° C. and a relative atmospheric humidity of approximately 80%.

[0374] The test is evaluated 8 days after the inoculation. 0% means an efficacy which corresponds to that of the untreated control, while an efficacy of 100% means that no disease is observed.

[0375] untreated control, while an efficacy of 100% means that no disease is observed.

TABLE-US-00052 TABLE 11a Pyrenophora teres-test (barley)/preventive Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A17 N-[2-chloro-6-(trifluoromethyl)benzyl]-N- 10 86 cyclopropyl-3-(difluoromethyl)-5-fluoro-1- methyl-1H-pyrazole-4-carboxamide B1.5 cyproconazole 20 0 B1.41 prothioconazole 20 14 B2.11 isopyrazam (syn + anti) 10 0 B2.20 penflufen 20 29 B2.22 sedaxane 20 0 B2.6 fluopyram 20 57 A17 + B1.5 1:2 10 + 20 93 86 A17 + B1.41 1:2 10 + 20 93 88 A17 + B2.11 1:1 10 + 10 93 86 A17 + B2.20 1:2 10 + 20 100 90 A17 + B2.22 1:2 10 + 20 100 86 A17 + B2.6 1:2 10 + 20 100 94 *found = activity found **calc. = activity calculated using Colby’s formula

TABLE-US-00053 TABLE 11b Pyrenophora teres-test (barley)/preventive Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A17 N-[2-chloro-6-(trifluoromethyl)benzyl]-N- 10 89 cyclopropyl-3-(difluoromethyl)-5-fluoro-1- methyl-1H-pyrazole-4-carboxamide B9.4 iprovalicarb 100 33 A17 + B9.4 1:10 10 + 100 100 93 *found = activity found **calc. = activity calculated using Colby’s formula

TABLE-US-00054 TABLE 11c Pyrenophora teres-test (barley)/preventive Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A15 N-[5-chloro-2-(trifluoromethyl)benzyl]-N- 10 67 cyclopropyl-3-(difluoromethyl)-5-fluoro-1- methyl-1H-pyrazole-4-carboxamide B1.41 prothioconazole 20 22 A15 + B1.41 1:2 10 + 20 89 74 *found = activity found **calc. = activity calculated using Colby's formula

EXAMPLE 12: SEPTORIA TRITICI-TEST (WHEAT)/PREVENTIVE

[0376] Solvent: 49 parts by weight of N,N-dimethylacetamide

[0377] Emulsifier: 1 part by weight of alkylaryl polyglycol ether

[0378] To produce a suitable preparation of active compound, 1 part by weight of active compound or active compound combination is mixed with the stated amounts of solvent and emulsifier, and the concentrate is diluted with water to the desired concentration.

[0379] To test for preventive activity, young plants are sprayed with the preparation of active compound or active compound combination at the stated rate of application.

[0380] After the spray coating has been dried, the plants are sprayed with a spore suspension of Septoria tritici. The plants remain for 48 hours in an incubation cabinet at approximately 20° C. and a relative atmospheric humidity of approximately 100% and afterwards for 60 hours at approximately 15° C. in a translucent incubation cabinet at a relative atmospheric humidity of approximately 100%.

[0381] The plants are placed in the greenhouse at a temperature of approximately 15° C. and a relative atmospheric humidity of approximately 80%.

[0382] The test is evaluated 21 days after the inoculation. 0% means an efficacy which corresponds to that of the untreated control, while an efficacy of 100% means that no disease is observed.

TABLE-US-00055 TABLE 12a Septoria tritici-test (wheat)/preventive Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A15 N-[5-chloro-2-(trifluoromethyl)benzyl]-N- 10 57 cyclopropyl-3-(difluoromethyl)-5-fluoro-1- methyl-1H-pyrazole-4-carboxamide B1.12 epoxiconazole 10 0 B1.5 cyproconazole 20 29 B2.1 bixafen 10 29 B2.20 penflufen 20 29 B2.22 sedaxane 20 14 B2.6 fluopyram 20 57 B3.3 azoxystrobin 10 29 A15 + B1.12 1:1 10 + 10 100 57 A15 + B1.5 1:2 10 + 20 86 69 A15 + B2.1 1:1 10 + 10 100 69 A15 + B2.20 1:2 10 + 20 100 69 A15 + B2.22 1:2 10 + 20 100 63 A15 + B2.6 1:2 10 + 20 100 82 A15 + B3.3 1:1 10 + 10 100 69

TABLE-US-00056 TABLE 12b Septoria tritici-test (wheat)/preventive Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A1 N-cyclopropyl-3-(difluoromethyl)-5-fluoro- 10 50 N-(2-isopropylbenzyl)-1-methyl-1H- pyrazole-4-carboxamide B3.22 trifloxystrobin 10 13 A1 + B3.22 1:1 10 + 10 88 57 *found = activity found **calc. = activity calculated using Colby's formula

TABLE-US-00057 TABLE 12c Septoria tritici-test (wheat)/preventive Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A18 N-[3-chloro-2-fluoro-6-(trifluoromethyl)- 10 89 benzyl]-N-cyclopropyl-3-(difluoromethyl)-5- fluoro-1-methyl-1Hpyrazole-4-carboxamide B2.8 fluxapyroxad 10 0 A18 + B2.8 1:1 10 + 10 100 89 *found = activity found **calc. = activity calculated using Colby's formula

TABLE-US-00058 TABLE 12d Septoria tritici-test (wheat)/preventive Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A18 N-[3-chloro-2-fluoro-6-(trifluoromethyl)- 10 80 benzyl]-N-cyclopropyl-3-(difluoromethyl)-5- fluoro-1-methyl-1Hpyrazole-4-carboxamide B12.9 metalaxyl 100 10 A18 + B12.9 1:10 10 + 100 100 82 *found = activity found **calc. = activity calculated using Colby's formula

TABLE-US-00059 TABLE 12e Septoria tritici-test (wheat)/preventive Application rate of active compound Efficacy in % Active compounds in ppm a.i. found* calc.** A5 N-(5-chloro-2-isopropylbenzyl)-N- 40 93 cyclopropyl-3-(difluoromethyl)-5-fluoro-1- methyl-1H-pyrazole-4-carboxamide A7 N-cyclopropyl-3-(difluoromethyl)-5-fluoro- 10 71 N-(5-fluoro-2-isopropylbenzyl)-1-methyl- 1H-pyrazole-4-carboxamide B1.41 prothioconazole 80 43 B1.47 tebuconazole 40 71 B2.1 bixafen 40 29 B3.12 fluoxastrobin 10 14 A7 + B1.41 1:2 40 + 80 100 96 A7 + B1.47 1:1 40 + 40 100 98 A7 + B2.1 1:1 40 + 40 100 95 A5 + B3.12 1:1 10 + 10 93 75