EA047141B1 - COMBINATION OF ACTIVE COMPOUNDS FOR COMBATING HARMFUL MICROORGANISMS IN THE FIELD OF PLANT PROTECTION AND MATERIAL PROTECTION AND THE COMPOSITION CONTAINING IT - Google Patents

Description

The present invention relates to combinations of active compounds containing as compound (A) methyl 2-[2-chloro-4-(4-chlorophenoxy)phenyl]-2-hydroxy-3-(1,2,4-triazol-1-yl )propanoate, 2-[2chloro-4-(4-chlorophenoxy)phenyl]-2-hydroxy-3-(1,2,4-triazol-1-yl)propanoic acid and mixtures thereof, as compound (B) spiroxamine and as a compound (C), at least one additional fungicidal active compound (C). In addition, the invention relates to fungicidal compositions containing the specified combination of compounds, as well as the use of combinations of compounds and fungicidal compositions as biologically active substances, in particular for the control of phytopathogenic fungi in the field of plant protection and protection of industrial materials and as plant growth regulators.

Throughout this application, the terms composition and formulation are used interchangeably and refer to mixtures of a combination of compounds of the invention and at least one agriculturally useful excipient.

Methyl 2-[2-chloro-4-(4-chlorophenoxy)phenyl]-2-hydroxy-3-(1,2,4-triazol-1-yl)propanoate and 2-[2-chloro-4(4- chlorophenoxy)phenyl]-2-hydroxy-3-(1,2,4-triazol-1-yl)propanoic acid, their preparation and the fungicidal effect of these compounds are known from WO 2019/093522 A1. WO 2019/093522 A1 also discloses compositions containing at least one of these compounds, and, in addition, also compositions of active compounds containing at least one of these compounds and at least one additional active substance, in particular an additional fungicide .

Methyl 2-[2-chloro-4-(4-chlorophenoxy)phenyl]-2-hydroxy-3-(1,2,4-triazol-1-yl)propanoate, 2-[2-chloro4-(4-chlorophenoxy) )phenyl]-2-hydroxy-3-(1,2,4-triazol-1-yl)propanoic acid and known combinations of compounds containing any of these compounds provide excellent plant protection against diseases caused by fungi. However, there is still a need to improve these products to meet the ever-increasing environmental and economic demands placed on modern plant protection products and compositions. This includes, for example, improving the potency spectrum, safety profile, selectivity, application speed, residue formation and favorable formulation properties, as well as developing new formulations to address potential problems such as stability.

The present invention provides compositions of active compounds and compositions containing these combinations that, at least in some aspects, achieve the stated purpose.

Accordingly, the present invention provides active compound compositions containing (A) methyl 2-[2-chloro-4-(4-chlorophenoxy)phenyl]-2-hydroxy-3-(1,2,4-triazol-1-yl)propanoate , 2-[2chloro-4-(4-chlorophenoxy)phenyl]-2-hydroxy-3-(1,2,4-triazol-1-yl)propanoic acid and mixtures thereof, (B) spiroxamine, and (C) at least one additional active compound selected from the following groups:

(1) ergosterol synthesis inhibitors, and (2) respiratory chain inhibitors in complex I or II, wherein at least one additional active compound (C) is different from compound (A) and compound (B).

The active compound combinations according to the invention contain as compound (A) methyl 2-[2-chloro-4-(4-chlorophenoxy)phenyl]-2-hydroxy-3-(1,2,4-triazol-1-yl)propanoate , 2-[2-chloro-4-(4chlorophenoxy)phenyl]-2-hydroxy-3-(1,2,4-triazol-1-yl)propanoic acid and mixtures thereof, wherein the compounds may be present as a salt or N-oxide. Salts or N-oxides of these compounds also have fungicidal properties.

Methyl 2-[2-chloro-4-(4-chlorophenoxy)phenyl]-2-hydroxy-3-(1,2,4-triazol-1-yl)propanoate is represented by formula (I-1)

and is further referred to as connection (I-1) or simply (I-1).

2-[2-Chloro-4-(4-chlorophenoxy)phenyl]-2-hydroxy-3-(1,2,4-triazol-1-yl)propanoic acid is represented by formula (I-2)

- 1 047141

and is further referred to as connection (I-2) or simply (I-2).

Compound (I-1), compound (I-2) and mixtures thereof are hereinafter collectively referred to as compound (I) or simply (I).

As can be seen from formulas (I-1) and (I-2), compounds (I-1) and (I-2) contain a stereogenic center at the carbon atom bearing a hydroxyl group. Consequently, compounds may be present in the form of optical isomers, racemic or scalemic mixtures thereof (the term scalemic means a mixture of enantiomers in varying proportions), in all proportions. Compounds (I-1) and (I-2) can be used in combinations of active compounds according to the present invention in any of the above forms, i.e. (I-1) may be present as methyl (2R)-2-[2-chloro-4-(4-chlorophenoxy)phenyl]-2hydroxy-3-(1,2,4-triazol-1-yl)propanoate, methyl (2S)-2-[2-chloro-4-(4-chlorophenoxy)phenyl]-2-hydroxy-3(1,2,4-triazol-1-yl)propanoate, methyl (2R)-2- racemate [2-chloro-4-(4-chlorophenoxy)phenyl]-2-hydroxy-3(1,2,4-triazol-1-yl)propanoate and methyl (2S)-2-[2-chloro-4-( 4-chlorophenoxy)phenyl]-2-hydroxy-3-(1,2,4triazol-1-yl)propanoate, and any scalemic mixture of methyl (2R)-2-[2-chloro-4-(4-chlorophenoxy)phenyl ]2-hydroxy-3-(1,2,4-triazol-1-yl)propanoate and methyl (2S)-2-[2-chloro-4-(4-chlorophenoxy)phenyl]-2hydroxy-3-(1 ,2,4-triazol-1-yl)propanoate, and (I-2) may be present as (2R)-2-[2-chloro-4-(4chlorophenoxy)phenyl]-2-hydroxy-3-(1 ,2,4-triazol-1-yl)propanoic acid, (2S)-2-[2-chloro-4-(4chlorophenoxy)phenyl]-2-hydroxy-3-(1,2,4-triazol-1- yl)propanoic acid, racemate of (2R)-2-[2-chloro-4(4-chlorophenoxy)phenyl]-2-hydroxy-3-(1,2,4-triazol-1-yl)propanoic acid and ( 2S)-2-[2-chloro-4-(4chlorophenoxy)phenyl]-2-hydroxy-3-(1,2,4-triazol-1-yl)propanoic acid, and any scalemic mixture (2R)-2- [2-chloro-4-(4-chlorophenoxy)phenyl]-2-hydroxy-3-(1,2,4-triazol-1-yl)propanoic acid and (2S)2-[2-chloro-4-( 4-chlorophenoxy)phenyl]-2-hydroxy-3-(1,2,4-triazol-1-yl)propanoic acid.

Preferably, the combinations of active compounds according to the invention contain compound (I-1) as compound (A).

The active compound combinations according to the invention contain spiroxamine as compound (B).

Spiroxamine is the common name for K-[(8-tert-butyl-1,4-dioxaspiro[4.5]decane-3yl)methyl]-N-ethyl-propan-1-amine, also referred to as 8-(1,1- dimethylethyl)-K-ethyl-N-propyl-1,4dioxaspiro[4.5]decane-2-methanamine, with Reg. CAS No: 118134-30-8. In the following, spiroxamine is also referred to as compound (II) or simply (II).

The combinations of active compounds according to the invention further contain at least one compound (C) selected from groups (1)-(2) set out above.

Compound (C) is preferably selected from the following:

(1) ergosterol biosynthesis inhibitors selected from the group consisting of (1.001) cyproconazole, (1.002) difenoconazole, (1.003) epoxiconazole, (1.004) fenhexamide, (1.005) fenpropidine, (1.006) fenpropimorph, (1.007) fenpyrazamine, (1.008) ) fluquinconazole, (1.009) flutriafol, (1.010) imazalil, (1.011) imazalil sulfate, (1.012) ipconazole, (1.013) metconazole, (1.014) myclobutanil, (1.015) paclobutrazol, (1.016) prochloraz, (1.017) propiconazole, ( 1.018) prothioconazole, (1.019) pyrizoxazole, (1.021) tebuconazole, (1.022) tetraconazole, (1.023) triadimenol, (1.024) tridemorph, (1.025) triticonazole, (1.026) (1R,2S,5S)-5-(4chlorobenzyl) -2-(chloromethyl)-2-methyl-1-(1H-1,2,4-triazol-1 -ylmethyl)cyclopentanol, (1.027) (1 S,2R,5R)-5 -(4chlorobenzyl)-2- (chloromethyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentanol, (1.028) (2R)-2-( 1 chlorocyclopropyl)-4- [(1 R)-2 ,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol, (1.029) (2R)-2-( 1 chlorocyclopropyl)-4-[( 1 S) -2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1 -yl)butan-2-ol, (1.030) (2R)-2[4-(4-chlorophenoxy)-2- (trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)propan-2-ol, (1.031) (2S)-2-( 1 chlorocyclopropyl)-4-[( 1 R) -2,2-dichlorocyclopropyl]-1 -(1H-1,2,4-triazol-1 -yl)butan-2-ol, (1.032) (2S)-2(1-chlorocyclopropyl)-4-[(^ )-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol, (1.033) (2S)2-[4-(4-chlorophenoxy)-2 -(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)propan-2-ol, (1.034) (R)-[3 -(4chloro-2-fluorophenyl)-5- (2,4-difluorophenyl)-1,2-oxazol-4-yl](pyridin-3-yl)methanol, (1.035)^)-[3-(4-chloro2-fluorophenyl)-5-(2,4 -difluorophenyl)-1,2-oxazol-4-yl](pyridin-3-yl)methanol, (1.036) [3 -(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)-1 ,2-oxazol-4-yl](pyridin-3-yl)methanol, (1.037) 1-({ (2R,4S)-2-[2-chloro4-(4-chlorophenoxy)phenyl]-4-methyl- 1,3-dioxolan-2-yl}methyl)-III-1,2,4-triazole, (1.038) 1-({(2S,4S)-2-[2chloro-4-(4-chlorophenoxy)phenyl] -4-methyl-1,3-dioxolan-2-yl}methyl)- 1H-1,2,4-triazole, (1.039) 1-{[3 -(2chlorophenyl)-2-(2,4-difluorophenyl) oxiran-2-yl]methyl}-III-1,2,4-triazol-5-yl thiocyanate, (1.040) 1{[rel(2R,3R)-3-(2-chlorophenyl)-2-(2, 4-difluorophenyl)oxiran-2-yl]methyl}-1H-1,2,4-triazol-5-yl thiocyanate, (1.041) 1-{[rel(2R,3S)-3-(2-chlorophenyl)- 2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-1 H-1,2,4-triazol-5-yl thiocyanate, (1.042) 2-[(2R,4R,5R)-1- (2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4- 2 047141 dihydro-3H-1,2,4-triazol-3-thione, (1.043) 2-[(2R,4R,5S)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4- triazol-3-thione, (1.044) 2-[(2R,4S,5R)-1-(2,4-dichlorophenyl)-5hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro -3H-1,2,4-triazole-3-thione, (1.045) 2-[(2R,4S,5S)-1-(2,4dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptane-4 -yl]-2,4-dihydro-3H-1,2,4-triazol-3-thione, (1.046) 2[(^,4B,5B)-1-(2,4-dichloro(|)enyl) -5-hydroxy-2,6,6-trimethylheptan-4-yl|-2,4-dihydro-3H-1,2,4-triazol-3thione, (1.047) 2-[(^,4B^)-1 -(2,4-dichloro(()enyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl|-2,4-dihydro-.3H1,2,4-triazol-3-thione, ( 1.048) 2-[(^^,5B)-1-(2,4-dichloro(()enyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl|-2,4dihydro-3H-1 ,2,4-triazol-3-thione, (1.049) 2-[^^^)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6trimethylheptan-4-yl]-2,4 -dihydro-3H-1,2,4-triazol-3-thione, (1.050) 2-[1-(2,4-dichlorophenyl)-5-hydroxy2,6,6-trimethylheptan-4-yl]-2, 4-dihydro-3H-1,2,4-triazole-3-thione, (1.051) 2-[2-chloro-4-(2,4dichlorophenoxy)phenyl]-1-(1H-1,2,4-triazole -1-yl)propan-2-ol, (1.052) 2-[2-chloro-4-(4chlorophenoxy)phenyl]-1-(1H-1,2,4-triazol-1-yl)butan-2- ol, (1.053) 2-[4-(4-chlorophenoxy)-2(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol, (1.054) 2 -[4-(4-chlorophenoxy)-2(trifluoromethyl)phenyl]-1-(1H-1,2,4-1riazol-1-yl)pentan-2-ol, (1.055) mefentrifluconazole, (1.056) 2- {[3-(2chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-2,4-dihydro-3H-1,2,4-triazol-3-thione, (1.057) 2 {[rel(2R,3R)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-2,4-dihydro-3H-1,2,4-Ίriazole -3thione, (1.058) 2-{[rel(2R,3S)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-2,4-digi,dro -3H-1,2,4triazol-3-thione, (1.059) 5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl )cyclopentanol, (1.060) 5-(allylsulfanyl)-1-{[3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-1H-1,2,4triazole, (1.061) 5-(allylsulfanyl)-1-{[rel(2R,3R)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2yl]methyl}-1H-1,2, 4-triazole, (1.062) 5-(allylsulfanyl)-1-{[rel(2R,3S)-3-(2-chlorophenyl)-2-(2,4difluorophenyl)oxiran-2-yl]methyl}-1H- 1,2,4-triazole, (1.063) N-(2,5-dimethyl-4-{[3-(1,1,2,2tetrafluoroethoxy)phenyl]sulfanyl}phenyl)-N-ethyl-N-methylimidoformamide, (1.064) N(2,5-dimethyl-4-{[3(2,2,2-trifluoroethoxy)phenyl]sulfanyl}phenyl)-N-ethyl-N-methylimidoformamide, (1.065) I-(2.5-dimethyl- 4{[3-(2,2,3,3-tetrafluoropropoxy)phenyl]sulfanyl}phenyl)-N-ethyl-N-methylimidoformamide, (1.066) N'-(2,5dimethyl-4-{[3-(pentafluoroethoxy )phenyl]sulfanyl}phenyl)-N-ethyl-N-methylimidoformamide, (1.067) N'-(2,5dimethyl-4-{3-[(1,1,2,2-tetrafluoroethyl)sulfanyl]phenoxy}phenyl) -Nethyl-N-methylimidoformamide, (1.068) ^-(2,5-dimethyl-4-{3-[(2,2,2-trifluoroethyl)sulfanyl]phenoxy}phenyl)-Nethyl-Nmethylimidoformamide, (1.069 ) Na-(2,5-dimethyl-4-{3-[(2,2,3,3-tetrafluoropropyl)sulfanyl]phenoxy}phenyl)-^ethyl-N methylimidoformamide, (1.070) Na(2,5-dimethyl -4-{3-[(pentafluoroethyl)sulfanyl]phenoxy}phenyl)-Nethyl-Nmethylimidoformamide, (1.071) N-(2,5-dimethyl-4-phenoxyphenyl)-Nethyl-Nmethylimidoformamide, (1.072) N '(4-{[3-(difluoromethoxy)phenyl]sulfanyl}-2,5-dimethylphenyl)-Nethyl-Nmethylimidoformamide, (1.073) N'-(4{3-[(difluoromethyl)sulfanyl]phenoxy}-2 ,5-dimethylphenyl)-Nethyl-Nmethylimidoformamide, (1.074) N-[5bromo-6-(2,3-dihydro-1H-inden-2-yloxy)-2-methylpyridin-3-yl]-N-ethyl -N-methylimidoformamide, (1.075) N{4-[(4,5-dichloro-1,3-thiazol-2-yl)oxy]-2,5-dimethylphenyl}-N-ethyl-N-methylimidoformamide, (1.076 ) N-{5-bromo-6-[(^)-1-(3,5-difluorophenyl)ethoxy]-2-methylpyridin-3-yl}-N-ethyl-N-methylimidoformamide, (1.077) ^-{ 5-bromo-6-[(^)-1-(3,5-difluorophenyl)ethoxy]-2-methylpyridin-3-yl}-N-ethyl-Nmethylimidoformamide, (1.078) N-{5-bromo-6- [(cis-4-isopropylcyclohexyl)oxy|-2-methylpyridin-3yl}-N-ethyl-N-methylimidoformamide, (1.079) N-{5-bromo-6-[(trans-4-isopropylcyclohexyl)oxy|-2methylpyridine -3-yl}-N-ethyl-N-methylimidoformamide, (1.080) N'-{5-bromo-6-[1-(3,5-difluorophenyl)ethoxy|-2methylpyridin-3-yl}-H-ethyl -H-methylimidoformamide, and (1,081) ipfentrifluconazole, and (2) respiratory chain inhibitors in complex I or II, selected from the group consisting of (2,001) benzovindiflupyr, (2,002) bixafen, (2,003) boscalid, (2,004) carboxin, (2.005) fluopyram, (2.006) flutolanil, (2.007) fluxapyroxad, (2.008) furamethpyr, (2.009) isofetamide, (2.010) isopyrazam (anti-epimeric enantiomer 1R,4S,9S), (2.011) isopyrazam (anti-epimeric enantiomer 1 S, 4R,9R), (2.012) isopyrase (anti-epimeric racemate 1RS,4SR,9SR), (2.013) isopyrase (mixture of syn-epimeric racemate 1RS,4SR,9RS and anti-epimeric racemate 1RS,4SR,9SR), (2.014 ) isopyrase (syn-epimeric enantiomer 1R,4S,9R), (2.015) isopyrase (syn-epimeric enantiomer 1S,4R,9S), (2.016) isopyrazam (syn-epimeric racemate 1RS,4SR,9RS), (2.017) penflufen, ( 2.018) penthiopyrad, (2.019) pidiflumetofen, (2.020) Pyraziflumide, (2.021) sedaxane, (2.022) 1,3-dimethyl-H-(1,1,3-trimethyl-2,3-dihydro-1H-inden-4yl )-1H-pyrazole-4-carboxamide, (2.023) 1,3-dimethyl-N-[(3R)-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]1H- pyrazole-4-carboxamide, (2.024) 1,3-dimethyl-N-[(3S)-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1Hpyrazole-4-carboxamide , (2.025) 1-methyl-3-(trifluoromethyl)-N-[2'-(trifluoromethyl)biphenyl-2-yl]-1Hpyrazol-4-carboxamide, (2.026) 2-fluoro-6-(trifluoromethyl)-H -(1,1,3-trimethyl-2,3-dihydro-1H-inden-4yl)benzamide, (2.027) inpirfluxam, (2.028) 3-(difluoromethyl)-1-methyl-H-(1,1,3 -trimethyl-2,3-dihydro-1Ninden-4-yl)-1H-pyrazol-4-carboxamide, (2.029) 3 -(difluoromethyl)-1 -methyl-H-[(3 S)-1,1,3 -trimethyl-2,3 dihydro-III-indene-ylESH-pyrazole-carboxamide, (2.030) 3-(difluoromethyl)-H-(7-fluoro-1,1,3-trimethyl2,3-dihydro-1H-indene- 4-yl)-1-methyl-1H-pyrazole-4-carboxamide, (2.031) 3-(difluoromethyl)-N-[(3R)-7fluoro-1,1,3-trimethyl-2,3-dihydro-1H -inden-4-yl]-1-methyl-1H-pyrazole-4-carboxamide, (2.032) 3-(difluoromethyl)-H-[(3 S)-7 -fluoro-1,1,3-trimethyl-2 ,3-dihydro-1H-inden-4-yl]-1-methyl-1H-pyrazole-4carboxamide, (2.033) 5,8-difluoro-H-[2-(2-fluoro-4-{[4-( trifluoromethyl)pyridin-2-yl]oxy}phenyl)ethyl]quinazolin-4-amine, (2.034) N-(2-cyclopentyl-5-fluorobenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1 - 3 047141 methyl-1H-pyrazole-4-carboxamide, (2.035) No.(2-tert-butyl-5-methylbenzyl)-No.cyclopropyl-3(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4 -carboxamide, (2.036) N-(2-tert-butylbenzyl)-Ncyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.037) N-(5-χλορ- 2ethylbenzyl)-Ncyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.038) N-(5chloro-2-isopropylbenzyl)-Ncyclopropyl-3 -(difluoromethyl)- 5-fluoro-1-methyl-III-pyrazole-4-carboxamide (common name: isoflucipram), (2.039) ^|(1E^)-9-(dichloromethylene)-1.2.3.4-tetrahydro1,4-methanonaphthalene-5- yl]-3-(difluoromethyl)-1-methyl-III-pyrazole-4-carboxamide, (2.040) N-[(1S,4R)-9(dichloromethylene)-1,2,3,4-tetrahydro-1, 4-methanonaphthalen-5-yl]-3 -(difluoromethyl)-1-methyl-1H-pyrazol-4carboxamide, (2.041) No.[1-(2,4-dichlorophenyl)-1-methoxypropan-2-yl]-3 -(difluoromethyl)-1-methyl-1Hpyrazole-4-carboxamide, (2.042) N[2-chloro-6-(trifluoromethyl)benzyl]-Ncyclopropyl-3-(difluoromethyl)-5fluoro-1-methyl-1H-pyrazole -4-carboxamide, (2.043) No[3-chloro-2-fluoro-6-(trifluoromethyl)benzyl]-No cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide , (2.044) N[5-chloro-2(trifluoromethyl)benzyl]-Ncyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.045) Ncyclopropyl-3- (difluoromethyl)-5-fluoro-1-methyl-N[5-methyl-2-(trifluoromethyl)benzyl]-1Hpyrazole-4-carboxamide, (2.046) Ncyclopropyl-3-(difluoromethyl)-5-fluoro-N( 2-fluoro-6-isopropylbenzyl)1-methyl-1H-pyrazole-4-carboxamide, (2.047) Ncyclopropyl-3-(difluoromethyl)-5-fluoro-Nam(2-isopropyl-5methylbenzyl)-1-methyl-1H -pyrazole-4-carboxamide, (2.048)Ncyclopropyl-3-(difluoromethyl)-5-fluoro-N(2isopropylbenzyl)-1-methyl-1H-pyrazole-4-carbothioamide, (2.049)Ncyclopropyl-3-(difluoromethyl )-5fluoro-N(2-isopropylbenzyl)-1-methyl-1H-pyrazole-4-carboxamide, (2.050) Ncyclopropyl-3(difluoromethyl)-5-fluoro-N(5-fluoro-2-isopropylbenzyl)-1 -methyl-1H-pyrazole-4-carboxamide, (2.051) N-cyclopropyl-3-(difluoromethyl)-N-(2-ethyl-4,5-dimethylbenzyl)-5-fluoro-1-methyl-1H-pyrazol-4-carboxamide, (2.052) Ncyclopropyl-3-(difluoromethyl)^-(2-ethyl-5-fluorobenzyl)-5-fluoro-1-methyl1H-pyrazole-4-carboxamide, (2.053) Ncyclopropyl-3-(difluoromethyl)-N (2-ethyl-5-methylbenzyl)-5-fluoro-1methyl-1H-pyrazole-4-carboxamide, (2.054) Ncyclopropyl-^(2-cyclopropyl-5-fluorobenzyl)-3(difluoromethyl)-5-fluoro- 1-methyl-1H-pyrazole-4-carboxamide, (2.055)Ncyclopropyl-N(2-cyclopropyl-5methylbenzyl)-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, and (2.056) Ncyclopropyl-N (2-cyclopropylbenzyl)-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.057) pyrapropoin, (2.058) N[gas-(^^ )-2-(2,4-dichlorophenyl)cyclobutyl]-2-(trifluoromethyl)nicotinamide, (2.059) N[(^^)-2-(2,4-dichlorophenyl)cyclobutyl]-2-(trifluoromethyl)nicotinamide and (2.060) cyclobutrifluram.

Compound (C) is more preferably selected from:

(1.001) cyproconazole, (1.002) difenoconazole, (1.003) epoxiconazole, (1.004) fenhexamide, (1.010) imazalil, (1.012) ipconazole, (1.013) metconazole, (1.017) propiconazole, (1.018) , (1.021) tebuconazole, (1.026) (t^^)-5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(1H-1,2,4-triazol1 -ylmethyl)cyclopentanol, (1.027) (1 S ,2R,5R)-5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(1H-1,2,4triazol-1-ylmethyl)cyclopentanol, (1.059) 5-(4-chlorobenzyl )-2-(chloromethyl)-2-methyl-1-(1H-1,2,4triazol-1-ylmethyl)cyclopentanol, (2.001) benzovindiflupyr, (2.002) bixafen, (2.003) boscalid, (2.005) fluopyram, ( 2.007) fluxapyroxade, (2.009) Isofetamide, (2.010) isopyrazam (anti-epimeric enantiomer 1R,4S,9S), (2.011) isopyrazam (anti-epimeric enantiomer 1S,4R,9R), (2.012) isopyrazam (anti-epimeric racemate 1RS, 4SR,9SR), (2.013) isopyrazam (mixture of syn-epimeric racemate 1RS,4SR,9RS and anti-epimeric racemate 1RS,4SR,9SR), (2.014) isopyrazam (syn-epimeric enantiomer 1R,4S,9R), (2.015 ) isopyrazam (syn-epimeric enantiomer 1S,4R,9S), (2.016) isopyrazam (syn-epimeric racemate 1RS,4SR,9RS), (2.017) penflufen, (2.018) penthiopyrad, (2.019) pidiflumetofen, (2.021) sedaxane, (2.027) inpirfluxam, (2.030) 3-(difluoromethyl)-N(7-fluoro-1,1,3-trimethyl2,3-dihydro-1H-inden-4-yl)-1-methyl-1H-pyrazol-4 -carboxamide, and (2.038) Na(5-chloro-2isopropylbenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide.

Compound (C) is more preferably selected from:

(1.002) difenoconazole, (1.010) imazalil, (1.012) ipconazole, (1.018) prothioconazole, (1.021) tebuconazole, (1.026) (III^^)-5-(4-chlorobenzyl)-2-(chloromethyl)-2- methyl 1-(1H-1,2,4triazol-1-ylmethyl)cyclopentanol, (1.027) (1S,2R,5R)-5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1( 1H-1,2,4-triazol-1-ylmethyl)cyclopentanol, (1.059) 5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1(1H-1,2,4-triazol-1 -ylmethyl)cyclopentanol, (2.001) benzovindiflupyr, (2.002) bixafen, (2.005) fluopyram, (2.007) fluxapyroxade, (2.017) penflufen, (2.018) penthiopyrad, (2.019) pidiflumetofen, (2.021) sedaxane, (2.027) ) inpirfluxam, (2.030) 3-(difluoromethyl)-N(7-fluoro-1,1,3trimethyl-2,3-dihydro-1H-inden-4-yl)-1-methyl-1H-pyrazole-4-carboxamide, and ( 2.038) N(5-chloro-2isopropylbenzyl)-Ncyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide.

Compound (C) is more preferably selected from:

(1.012) ipconazole, (1.018) prothioconazole, (1.021) tebuconazole, (2.002) bixafen, (2.005) fluopyram, (2.017) penflufen, (2.027) common name: inpirfluxam) and (2.038) No. (5-chloro-2isopropylbenzyl) -N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide (common name: isoflucipram).

Compound (C) is more preferably selected from: (1.018) prothioconazole, (1.021) tebuconazole, (2.002) bixafen, (2.005) fluopyram, (2.027) inpirfluxam, and (2.038) isoflucipram.

- 4 047141

Compound (C) is most preferably selected from:

(1.018) prothioconazole and (2.038) isoflucipram.

Combinations of compounds according to the invention may contain 1, 2 or even more compounds (C). Preferably, the combinations of compounds according to the invention contain 1 or 2 compounds (C), more preferably only 1 compound (C).

Preferred combinations of compounds are selected from the group (T1) consisting of the following mixtures:

(I) + (II) + (1.001), (I) + (II) + (1.002), (I) + (II) + (1.003), (I) + (II) + (1.004), (I ) + (II) + (1.005), (I) + (II) + (1.006), (I) + (II) + (1.007), (I) + (P) + (1.008), (I) + (II) + (1.009), (I) + (II) + (1.010), (I) + (II) + (1.011), (I) + (II) + (1.012), (I) + (II ) + (1.013), (I) + (II) + (1.014), (I) + (II) + (1.015), (I) + (II) + (1.016), (I) + (P) + (1.017), (I) + (II) + (1.018), (I) + (II) + (1.019), (I) + (II) + (1.021), (I) + (II) + (1.022 ), (I) + (II) + (1.023), (I) + (II) + (1.024), (I) + (II) + (1.025), (I) + (II) + (1.026), (I) + (II) + (1.027), (I) + (II) + (1.028), (I) + (II) + (1.029), (I) + (II) + (1.030), (I ) + (II) + (1.031), (I) + (II) + (1.032), (I) + (II) + (1.033), (I) + (II) + (1.034), (I) + (II) + (1.035), (I) + (II) + (1.036), (I) + (II) + (1.037), (I) + (II) + (1.038), (I) + (II ) + (1.039), (I) + (II) + (1.040), (I) + (II) + (1.041), (I) + (II) + (1.042), (I) + (II) + (1.043), (I) + (II) + (1.044), (I) + (II) + (1.045), (I) + (II) + (1.046), (I) + (II) + (1.047 ), (I) + (II) + (1.048), (I) + (II) + (1.049), (I) + (II) + (1.050), (I) + (II) + (1.051), (I) + (II) + (1.052), (I) + (II) + (1.053), (I) + (II) + (1.054), (I) + (II) + (1.055), (I ) + (II) + (1.056), (I) + (II) + (1.057), (I) + (II) + (1.058), (I) + (II) + (1.059), (I) + (II) + (1.060), (I) + (II) + (1.061), (I) + (II) + (1.062), (I) + (II) + (1.063), (I) + (II ) + (1.064), (I) + (II) + (1.065), (I) + (II) + (1.066), (I) + (II) + (1.067), (I) + (II) + (1.068), (I) + (II) + (1.069), (I) + (II) + (1.070), (I) + (II) + (1.071), (I) + (II) + (1.072 ), (I) + (II) + (1.073), (I) + (II) + (1.074), (I) + (II) + (1.075), (I) + (II) + (1.076), (I) + (II) + (1.077), (I) + (II) + (1.078), (I) + (II) + (1.079), (I) + (II) + (1.080), (I ) + (II) + (1.081), (I) + (II) + (2.001), (I) + (II) + (2.002), (I) + (II) + (2.003), (I) + (II) + (2.004), (I) + (II) + (2.005), (I) + (II) + (2.006), (I) + (II) + (2.007), (I) + (II ) + (2.008), (I) + (II) + (2.009), (I) + (II) + (2.010), (I) + (II) + (2.011), (I) + (II) + (2.012), (I) + (II) + (2.013), (I) + (II) + (2.014), (I) + (II) + (2.015), (I) + (II) + (2.016 ), (I) + (II) + (2.017), (I) + (II) + (2.018), (I) + (II) + (2.019), (I) + (II) + (2.020), (I) + (II) + (2.021), (I) + (II) + (2.022), (I) + (II) + (2.023), (I) + (II) + (2.024), (I ) + (II) + (2.025), (I) + (II) + (2.026), (I) + (II) + (2.027), (I) + (II) + (2.028), (I) + (II) + (2.029), (I) + (II) + (2.030), (I) + (II) + (2.031), (I) + (II) + (2.032), (I) + (II ) + (2.033), (I) + (II) + (2.034), (I) + (II) + (2.035), (I) + (II) + (2.036), (I) + (II) + (2.037), (I) + (II) + (2.038), (I) + (II) + (2.039), (I) + (II) + (2.040), (I) + (II) + (2.041 ), (I) + (II) + (2.042), (I) + (II) + (2.043), (I) + (II) + (2.044), (I) + (II) + (2.045), (I) + (II) + (2.046), (I) + (II) + (2.047), (I) + (II) + (2.048), (I) + (II) + (2.049), (I ) + (II) + (2.050), (I) + (II) + (2.051), (I) + (II) + (2.052), (I) + (II) + (2.053), (I) + (II) + (2.054), (I) + (II) + (2.055), (I) + (II) + (2.056), (I) + (II) + (2.057), (I) + (II ) + (2.058), (I) + (II) + (2.059), (I) + (II) + (2.060).

As noted above, (I) refers to compound (I-1), compound (I-2) or a mixture thereof. Preferably, in group (T1), (I) is compound (I-1).

In combinations according to the invention containing a mixture of (I-1) and (I-2), compounds (I-1) and (I-2) may be present in a wide range of effective weight ratios (I-1):(I-2) , for example, in the range of 100,000:1 - 1:100, preferably in a mass ratio of 100:1 - 1:100, more preferably in a mass ratio of 50:1 - 1:50, most preferably in a mass ratio of 20:1 - 1:20 . Additional ratios (I-1):(I-2) that can be used according to the present invention with increasing preference in the order given are: 95:1 - 1:95, 90:1 - 1:90, 85:1 - 1 :85, 80:1 - 1:80, 75:1 - 1:75, 70:1 - 1:70, 65:1 - 1:65, 60:1 - 1:60, 55:1 - 1:55 , 45:1 - 1:45, 40:1 - 1:40, 35:1 1:35, 30:1 - 1:30, 25:1 - 1:25, 15:1 - 1:15, 10: 1 - 1:10, 5:1 - 1:5, 4:1 - 1:4, 3:1 - 1:3, 2:1 - 1:2.

Additional ratios (I-1):(I-2) that can be used according to the present invention are: 95:1 - 1:1, 90:1 - 1:1, 85:1 - 1:1, 80:1 -1:1, 75:1 - 1:1, 70:1 - 1:1, 65:1 - 1:1, 60:1 - 1:1, 55:1 - 1:1, 45:1 - 1 :1, 40:1 - 1:1, 35:1 - 1:1, 30:1 - 1:1, 25:1 - 1:1, 15:1 - 1:1, 10:1 - 1:1 , 5:1 - 1:1, 4:1 - 1:1, 3:1 1:1, 2:1 - 1:1.

Additional ratios (I-1):(I-2) that can be used according to the present invention are: 1:1 - 1:95, 1:1 - 1:90, 1:1 - 1:85, 1:1 -1:80, 1:1 - 1:75, 1:1 - 1:70, 1:1 - 1:65, 1:1 - 1:60, 1:1 - 1:55, 1:1 - 1 :45, 1:1 - 1:40, 1:1 -1:35, 1:1 - 1:30, 1:1 - 1:25, 1:1 - 1:15, 1:1 - 1:10 , 1:1 - 1:5, 1:1 - 1:4, 1:1 1:3, 1:1 - 1:2.

More preferred combinations of compounds are selected from the group (T1-A) consisting of the following mixtures:

(I) + (II) + (1.002), (I) + (II) + (1.010), (I) + (II) + (1.012), (I) + (II) + (1.018), (I ) + (II) + (1.021), (I) + (II) + (1.026), (I) + (II) + (1.027), (I) + (II) + (1.059), (I) + (II) + (2.001), (I) + (II) + (2.002), (I) + (II) + (2.005), (I) + (II) + (2.007), (I) + (II ) + (2.017), (I) + (II) + (2.018), (I) + (II) + (2.019), (I) + (II) + (2.021), (I) + (II) + (2.027), (I) + (II) + (2.030), (I) + (II) + (2.038).

Even more preferred combinations of compounds are selected from the group (T1-B) consisting of the following mixtures:

(I) + (II) + (1.012), (I) + (II) + (1.018), (I) + (II) + (1.021), (I) + (II) + (2.002), (I ) + (II) + (2.005), (I) + (II) + (2.017), (I) + (II) + (2.027), (I) + (II) + (2.038).

Even more preferred combinations of compounds are selected from the group (T1-C) consisting of the following mixtures:

- 5 047141 (I) + (II) + (1.018), (I) + (II) + (1.021), (I) + (II) + (2.002), (I) + (II) + (2.005) , (I) + (II) + (2.027), (I) + (II) + (2.038).

Even more preferred combinations of compounds are selected from the group (T1-D) consisting of the following mixtures:

(I-1) + (II) + (1.018), (I-1) + (II) + (1.021), (I-1) + (II) + (2.002), (I-1) + (II ) + (2.005), (I-1) + (II) + (2.027), (I-1) + (II) + (2.038).

The most preferred combinations of compounds are selected from the group (T1-E), consisting of the following mixtures:

(I-1) + (II) + (1.018), (I-1) + (II) + (2.038).

In the combinations according to the invention, compounds (A) and (B) can be present in a wide range of effective mass ratios A:B, for example, in the range 1000:1 - 1:1000, 750:1 - 1:750, 500:1 - 1: 500, 400:1 - 1:400, 300:1 - 1:300, 250:1 - 1:250, 200:1 - 1:200, 150:1 - 1:150, 100:1 - 1:100, preferably in a mass ratio of 50:1 - 1:50, most preferably in a mass ratio of 20:1 to 1:20. Additional A:B ratios that can be used according to the present invention with increasing preference in this order are: 95:1 - 1:95, 90:1 - 1:90, 85:1 - 1:85, 80:1 - 1 :80, 75:1 - 1:75, 70:1 - 1:70, 65:1 - 1:65, 60:1 - 1:60, 55:1 - 1:55, 45:1 - 1:45 , 40:1 - 1:40, 35:1 1:35, 30:1 - 1:30, 25:1 - 1:25, 15:1 - 1:15, 10:1 - 1:10, 5: 1 - 1:5, 4:1 - 1:4, 3:1 - 1:3, 2:1 - 1:2.

Additional A:B ratios that can be used according to the present invention are: 1000:1 - 1:1, 750:1 - 1:1, 500:1 - 1:1, 250:1 - 1:1, 95:1 - 1:1, 90:1 - 1:1, 85:1 - 1:1, 80:1 1:1, 75:1 - 1:1, 70:1 - 1:1, 65:1 - 1: 1, 60:1 - 1:1, 55:1 - 1:1, 45:1 - 1:1, 40:1 - 1:1, 35:1 - 1:1, 30:1 - 1:1, 25:1 1:1, 15:1 - 1:1, 10:1 - 1:1, 5:1 - 1:1, 4:1 - 1:1, 3:1 - 1:1, 2:1 - 1:1.

Additional A:B ratios that can be used according to the present invention are: 1:1 - 1:1000, 1:1 - 1:750, 1:1 - 1:500, 1:1 - 1:250, 1:1 - 1:95, 1:1 - 1:90, 1:1 - 1:85, 1:1 1:80, 1:1 - 1:75, 1:1 - 1:70, 1:1 - 1: 65, 1:1 -1:60, 1:1 - 1:55, 1:1 - 1:45, 1:1 - 1:40, 1:1 - 1:35, 1:1 - 1:30, 1:1 1:25, 1:1 - 1:15, 1:1 -1:10, 1:1 - 1:5, 1:1 - 1:4, 1:1 - 1:3, 1:1 - 1:2.

In the combinations according to the invention, compounds (A) and (C) can be present in a wide range of effective mass ratios A:C, for example, in the range 1000:1 - 1:1000, 750:1 - 1:750, 500:1 - 1: 500, 400:1 - 1:400, 300:1 - 1:300, 250:1 - 1:250, 200:1 - 1:200, 150:1 - 1:150, 100:1 - 1:100, preferably in a mass ratio of 50:1 - 1:50, most preferably in a mass ratio of 20:1 to 1:20. Additional A:C ratios that can be used according to the present invention with increasing preference in the order given are: 95:1 - 1:95, 90:1 - 1:90, 85:1 - 1:85, 80:1 - 1 :80, 75:1 - 1:75, 70:1 - 1:70, 65:1 - 1:65, 60:1 - 1:60, 55:1 - 1:55, 45:1 - 1:45 , 40:1 - 1:40, 35:1 1:35, 30:1 - 1:30, 25:1 - 1:25, 15:1 - 1:15, 10:1 - 1:10, 5: 1 - 1:5, 4:1 - 1:4, 3:1 - 1:3, 2:1 - 1:2.

Additional A:C ratios that can be used according to the present invention are: 1000:1 - 1:1, 750:1 - 1:1, 500:1 - 1:1, 250:1 - 1:1, 95:1 - 1:1, 90:1 - 1:1, 85:1 - 1:1, 80:1 1:1, 75:1 - 1:1, 70:1 - 1:1, 65:1 - 1: 1, 60:1 - 1:1, 55:1 - 1:1, 45:1 - 1:1, 40:1 - 1:1, 35:1 - 1:1, 30:1 - 1:1, 25:1 1:1, 15:1 - 1:1, 10:1 - 1:1,5:1- 1:1,4:1 - 1:1, 3:1 - 1:1, 2:1 - 1:1.

Additional A:C ratios that can be used according to the present invention are: 1:1 - 1:1000, 1:1 - 1:750, 1:1 - 1:500, 1:1 - 1:250, 1:1 - 1:95, 1:1 - 1:90, 1:1 - 1:85, 1:1 1:80, 1:1 - 1:75, 1:1 - 1:70, 1:1 - 1: 65, 1:1 - 1:60, 1:1 - 1:55, 1:1 - 1:45, 1:1 - 1:40, 1:1 - 1:35, 1:1 - 1:30, 1:1 1:25, 1:1 - 1:15, 1:1 - 1:10, 1:1 - 1:5, 1:1 - 1:4, 1:1 - 1:3, 1:1 - 1:2.

In the combinations according to the invention, compounds (B) and (C) can also be present in a wide range of effective weight ratios B:C. The appropriate mass ratio is automatically determined from the selected mass ratios A:B and A:C.

If more than one, for example 2 or 3, compounds (C) are present, the weight ratio refers to the total amount of compound (C), i.e. to the sum of the amount of each compound (C) present in the combination. This applies mutatis mutandis if 2 connections (A), i.e. mixture of (I-1) and (I-2), i.e. in this case, the mass ratio refers to the total amount of compound (A), i.e. to the sum of the amount of each compound (A) present in the combination.

Isomers.

As indicated above, compounds (I-1) and (I-2) may be present as different stereoisomers. Depending on the properties of the substituents, compounds (B) and (C), as well as compounds (B) and (C), may be present in the combinations of compounds according to the invention in the form of different stereoisomers. Such stereoisomers can be, for example, enantiomers, diastereomers, atropoisomers or geometric isomers. Accordingly, the invention applies both to pure isomers and to any mixtures of these isomers. In cases where a compound may be present in two or more tautomeric forms in equilibrium, if one tautomeric form of a compound is mentioned throughout the text, then such reference includes all tautomeric forms. Where a compound may be present in isomeric and/or tautomeric forms, such compound when referred to herein also includes, as appropriate, the corresponding isomeric and/or tautomeric forms or mixtures thereof, even if not specifically mentioned.

- 6 047141

Salts/N-Oxides.

Depending on the properties of the substituents, the compounds present in the combinations of compounds according to the invention may be present in the form of a free compound and/or a solvate thereof, and/or an agrochemically active salt, and/or an N-oxide.

Agrochemically active salts include acid addition salts of inorganic and organic acids, as well as salts of common bases. Examples of inorganic acids are hydrohalic acids such as hydrogen fluoride, hydrogen chloride, hydrogen bromide and hydrogen iodide, sulfuric acid, orthophosphoric acid and nitric acid, and salts of acids such as sodium bisulfate and potassium bisulfate. Suitable organic acids include, for example, formic acid, carboxylic acid and alkanoic acids such as acetic acid, trifluoroacetic acid, trichloroacetic acid and propionic acid, as well as glycolic acid, thiocyanic acid, lactic acid, succinic acid, citric acid, benzoic acid, cinnamic acid, oxalic acid, saturated or mono- or diunsaturated fatty acids with 6 to 20 carbon atoms, alkyl sulfuric acid monoesters, alkyl sulfonic acids (sulfonic acids with straight or branched alkyl radicals with 1 to 20 carbon atoms), arylsulfonic acids or aryl disulfonic acids ( aromatic radicals such as phenyl and naphthyl, which carry one or two sulfonic acid groups), alkylphosphonic acids (phosphonic acids with straight or branched alkyl radicals with 1 to 20 carbon atoms), arylphosphonic acids or aryldiphosphonic acids (aromatic radicals such as phenyl and naphthyl, which carry one or two phosphonic acid radicals), where the alkyl and aryl radicals may carry additional substituents, for example, p-toluenesulfonic acid, salicylic acid, p-aminosalicylic acid, 2-phenoxybenzoic acid, 2-acetoxybenzoic acid.

Solvates of the compounds present in the combinations of compounds of the invention, or salts thereof, are stoichiometric compositions of the compounds with solvents.

The N-oxides of the compounds present in the combinations of compounds of the invention, or their intermediates, can be prepared by simple methods using conventional processes, for example by N-oxidation with hydrogen peroxide (H ₂ O ₂ ), peracids, for example persulfuric acid or percarboxylic acids. acids such as meta-chloroperoxybenzoic acid or peroxomonosulfuric acid (Caro acid).

For example, the corresponding N-oxides can be prepared starting from the corresponding compounds using conventional oxidation methods, for example by treating the compounds with an organic peracid such as metachloroperbenzoic acid (eg WO A 2003/64572 or J. Med. Chem . 38 (11), 1892-1903, 1995); or with inorganic oxidizing agents such as hydrogen peroxide (eg J. Heterocyc. Chem. 18 (7), 1305-1308, 1981) or oxon (eg J. Am. Chem. Soc. 123 (25), 5962-5973 , 2001). Oxidation can result in pure moho-N-oxides or a mixture of different N-oxides, which can be separated by traditional methods such as chromatography.

Crystalline form.

The compounds present in the inventive compound combinations of the present invention may exist in various crystalline and/or amorphous forms. Crystal forms include unsolvated crystal forms, solvates and hydrates.

Preparative forms.

The present invention also relates to compositions for controlling unwanted microorganisms comprising a combination of compounds of the present invention. Using the compositions, the microorganisms themselves and/or their habitat can be treated.

The composition contains one combination of compounds according to the invention and at least one agronomically acceptable auxiliary substance, for example carrier(s) and/or surfactant(s).

The carrier is a solid or liquid, natural or synthetic, organic or inorganic substance, which is usually inert. Typically, the carrier increases the effectiveness of applying the active compounds, for example, to plants, plant parts or seeds. Examples of suitable solid carriers include, but are not limited to, ammonium salts, natural rock powder, for example, kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite and diatomaceous earth, and synthetic rock powder, for example, silica, alumina and silicates. Examples of commonly used solid carriers for the production of granules include, but are not limited to: crushed and graded natural rocks such as calcite, marble, pumice, sepiolite and dolomite, as well as synthetic granulates from inorganic and organic flours and granulates from organic material such as paper, sawdust, coconut shells, corn cobs and tobacco stalks. Examples of suitable liquid carriers include, but are not limited to, water, organic solvents, and combinations thereof. Examples of suitable solvents include polar and non-polar organic chemical liquids, for example from the aromatic and non-aromatic hydrocarbon classes (such as cyclohexane, paraffins, alkylbenzenes,

- 7 047141 xylene, toluene, alkylnaphthalenes, chlorinated aromatic compounds or chlorinated aliphatic hydrocarbons such as chlorobenzenes, chloroethylenes or methylene chloride), alcohols and polyols (which, if necessary, can also be substituted to form simple and/or esters), ketones (such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone), esters (including fats and oils) and (poly)esters, unsubstituted and substituted amines, amides (such as dimethylformamide), lactams (such as N-alkylpyrrolidones) and lactones, sulfones and sulfoxides (such as dimethyl sulfoxide). The carrier can also be a liquefied gas diluent, i.e. a liquid that exists in a gaseous state at ordinary temperature and pressure, such as aerosol propellants such as halocarbons, butane, propane, nitrogen and carbon dioxide. The amount of carrier is generally in the range of 1-99.99%, preferably 5-99.9%, more preferably 10-99.5%, most preferably 20-99% by weight of the composition.

The surfactant may be an ionic (cationic or anionic) or nonionic surfactant, such as ionic or nonionic emulsifier(s), foaming agent(s), dispersant(s), wetting agent(s), and any mixtures thereof. Examples of such suitable surfactants include, but are not limited to, polyacrylic acid salts, lignosulfonic acid salts, phenolsulfonic or naphthalene sulfonic acid salts, polycondensates of ethylene and/or propylene oxide with fatty alcohols or fatty acids or fatty amines (polyoxyethylene esters and fatty acids, polyoxyethylene fatty alcohol ethers, e.g. alkylaryl polyglycol ethers), substituted phenols (preferably alkylphenols or arylphenols), salts of sulfosuccinic acid esters, taurine derivatives (preferably alkyl taurates), phosphoric acid esters of polyethoxylated alcohols or phenols, fatty acid esters polyols, derivatives containing sulfates, sulfonates and phosphates (eg alkylsulfonates, alkylsulfates, arylsulfonates) and protein hydrolysates, lignosulfite liquor and methylcellulose. A surfactant is typically used when the compound of the combination of compounds of the invention and/or the carrier is insoluble in water but is applied using water. If present, the amount of surfactants is typically 5-40% by weight of the total weight of the composition.

Other examples of suitable excipients include water repellents, driers, binders (adhesives, tackifiers, fixatives such as carboxymethylcellulose, natural and synthetic polymers in the form of powders, granules or latex dispersions such as gum arabic, polyvinyl alcohol and polyvinyl acetate, natural phospholipids, such as cephalins and lecithins, and synthetic phospholipids, polyvinylpyrrolidone and tylose), thickeners, stabilizers (for example, cold stabilizers, preservatives, antioxidants, light stabilizers or other agents that improve chemical and/or physical stability), dyes or pigments (such as inorganic pigments, for example, iron oxide, titanium oxide and Prussian blue; organic dyes, for example, alizarin, azo and phthalocyanine metal dyes), defoamers (for example, silicone defoamers and magnesium stearate), preservatives (for example, dichlorophen and benzyl alcohol hemiformal) , secondary thickeners (cellulose derivatives, acrylic acid derivatives, xanthan, modified clays and micronized silica), adhesives, gibberellins and processing aids, mineral and vegetable oils, fragrances, waxes, nutrients (including trace elements such as iron salts , manganese, boron, copper, cobalt, molybdenum and zinc), protective colloids, thixotropic substances, penetrants, sequestrants and complexing agents.

The choice of excipients depends on the intended use of the combination of compounds according to the invention and/or on the physical properties. In addition, excipients can be selected to impart certain properties (technical, physical and/or biological properties) to the formulations/compositions or forms of use obtained from such compounds. By selecting appropriate excipients, compositions can be prepared depending on specific needs.

The composition may be in any conventional form, such as a solution (for example, an aqueous solution), an emulsion, a wettable powder, an aqueous or oil-based suspension, a powder, a dust preparation, a paste, a soluble powder, a soluble granule, a broadcast granule, a suspoemulsion concentrate , natural or synthetic products impregnated with a combination of compounds according to the invention, fertilizers, as well as microencapsulation in a polymeric substance. The combination of compounds of the invention may be present in the form of a suspension, emulsion or solution.

The formulations can be prepared by known methods, for example by mixing the active ingredients with at least one excipient.

The composition may be provided to the end user in the form of a ready-to-use preparation, i.e. the compositions can be applied directly to plants or seeds using a suitable device such as a sprayer or atomizer. Alternatively, the compositions may be provided to the end user in the form of concentrates which must be diluted, preferably with water, before use.

- 8 047141

Formulations usually contain 0.01-99 wt.%, 0.05-98 wt.%, preferably

0.1-95% by weight, more preferably 0.5-90%, most preferably 1-80% by weight of the combination of compounds of the present invention. If the composition contains two or more active ingredients, the ranges indicated refer to the total amount of the combination of compounds of the present invention.

The formulations described above can be used to combat unwanted microorganisms by applying them to the microorganisms and/or their area of distribution.

In one particular embodiment of the invention, the combination of compounds is provided in a sprayable form allowing it to be sprayed. In this embodiment, the combination of compounds according to the invention is provided in the form of a composition/formulation comprising the active ingredients and at least one suitable liquid carrier.

Suitable liquid carriers are preferably selected from water, organic solvents, and combinations thereof. More preferably, the liquid carrier is water or a mixture of water and an organic solvent.

Preferred suitable organic solvents are those already described above.

The amount of liquid carrier is generally in the range of 1-99.99%, preferably 599.9%, more preferably 10-99.5%, most preferably 20-99% by weight of the composition.

Preferably, the sprayable composition further contains at least one surfactant. Suitable surfactants are described above. This may also include at least one additional auxiliary element, as noted above.

Preferably, the sprayable composition is in the form of an emulsifiable concentrate or suspension concentrate, more preferably an emulsifiable concentrate containing active ingredients in a total amount of 20-400 g/l, preferably 40-200 g/l, or a suspension concentrate containing active ingredients in a total amount of 50 -500 g/l, preferably 100-400 g/l.

The preparation of these concentrates is well known to those skilled in the art. For example, emulsifiable concentrates (EC) can be prepared by dissolving the desired amount of active ingredients, for example, 20-400 g per liter of concentrate and 50-100 g per liter of concentrate, of at least one surfactant in a water-insoluble organic solvent, e.g. in an aromatic hydrocarbon or water-soluble organic solvent, for example, N-methyl-2-pyrrolidone (NMP), dimethyl sulfoxide (DMSO), γ-butyrolactone. Suspension concentrates (SC) can be prepared by mixing the desired amount of active ingredients, for example 50-500 g per liter of concentrate, 20-100 g per liter of concentrate of at least one surfactant and 1-20 g per liter of concentrate of at least one binder and/or secondary thickener and suspending this mixture in water.

Preferably, before applying these concentrates to the plant or part thereof, the concentrate is diluted with water. More preferably, the emulsifiable concentrate or suspension concentrate is mixed with water in such an amount to obtain a total concentration of active ingredients in the resulting mixture of 0.1-5, preferably 0.2-2, more preferably 0.25-1 g/l.

Additional active ingredients.

Combinations of compounds of the present invention can be used alone or as compositions/formulations and can be mixed with additional known active ingredients, for example, bactericides, acaricides, nematicides or insecticides to thereby broaden, for example, the spectrum of activity or prevent the development of resistance.

Suitable substances for use in the mixture include, for example, insecticides, acaricides, nematicides, as well as bactericides (also see Pesticide Handbook, 14th Edition).

Mixtures with other known active ingredients, such as herbicides, or with fertilizers or growth regulators, antidotes and/or signaling chemicals are also possible.

Examples of biological control agents that can be used in combination with the combinations of compounds of the invention include the following:

(A) antibacterial agents selected from the following group;

(A1) bacteria, for example (A1.1) Bacillus subtilis, in particular strain QST713/AQ713 (supplied as SERENADE OPTI or SERENADE ASO by Bayer CropScience LP, USA, with accession number NRRL B21661 and described in US patent No. 6,060,051) ; (A1.2) Bacillus amyloliquefaciens, in particular strain D747 (supplied as Double Nickel™ by Certis, USA, with FERM accession number BP-8234 and disclosed in US Patent No. 7,094,592); (A1.3) Bacillus pumilus, in particular strain BU F-33 (with accession no. NRRL 50185); (A1.4) Bacillus subtilis var. amyloliquefaciens strain FZB24 (available as Taegro® from Novozymes, USA); (A1.5) strain Paenibacillus sp. with Accession No. NRRL B-50972 or Accession No. NRRL B-67129 and described in International Patent Publication No. WO 2016/154297; and (A2) fungi, for example, (A2.1) Aureobasidium pullulans, in particular blastospores strain DSM14940; (A2.2) Aureobasidium pullulans blastospore strain DSM 14941; (A2.3) Aureobasidium pullu- 9 047141 lans, in particular mixtures of blastospores of strains DSM 14940 and DSM 14941.

(B) Biological fungicides selected from the following group:

(B1) bacteria, for example (B1.1) Bacillus subtilis, in particular strain QST713/AQ713 (available as SERENADE OPTI or SERENADE ASO from Bayer CropScience LP, USA, with accession number NRRL B21661 and described in US patent No. 6,060,051) ; (B1.2) Bacillus pumilus, in particular strain QST2808 (supplied as SONATA® by Bayer CropScience LP, USA, with accession number NRRL B-30087 and described in US patent No. 6,245,551); (B1.3) Bacillus pumilus, in particular strain GB34 (available as Yield Shield® from Bayer AG, DE); (B1.4) Bacillus pumilus, in particular strain BU F-33 (with accession no. NRRL 50185); (B1.5) Bacillus amyloliquefaciens, in particular strain D747 (supplied as Double Nickel™ by Certis, USA, with FERM accession number BP-8234 and disclosed in US Patent No. 7,094,592); (B1.6) Bacillus subtilis Y1336 (supplied as BIOBAC® WP by Bion-Tech, Taiwan, registered as a biological fungicide in Taiwan under registration numbers 4764, 5454, 5096 and 5277); (B1.7) Bacillus amyloliquefaciens strain MBI 600 (available as SUBTILEX from BASF SE); (B1.8) Bacillus subtilis strain GB03 (available as Kodiak® from Bayer AG, DE); (B1.9) strain Bacillus subtilis var. amyloliquefaciens FZB24 (supplied by Novozymes Biologicals Inc., Salem, Virginia or Syngenta Crop Protection, LLC, Greensboro, North Carolina as TAEGRO® or TAEGRO® ECO fungicide (EPA Registration No. 70127-5); (B1.10) Bacillus mycoides, isolate J (supplied as BmJ TGAI or WG from Certis USA); (B1.11) Bacillus licheniformis, particularly strain SB3086 (supplied as EcoGuard TM Biofungicide and Green Releaf from Novozymes); (B1.12) strain Paenibacillus sp. accession NRRL B-50972 or accession NRRL B67129 and described in International Patent Publication No. WO 2016/154297.

In some embodiments, the biological control agent is a strain of Bacillus subtilis or Bacillus amyloliquefaciens that produces a fengycin or plipastatin type compound, an iturin type compound, and/or a surfactin type compound. For more information, see the following review article: Ongena, M., et al., Bacillus

Lipopeptides: Versatile Weapons for Plant Disease Biocontrol, Trends in Microbiology, Vol. 16, No. 3, March 2008, pp. 115-125. Bacillus strains capable of producing lipopeptides include Bacillus subtilis QST713 (supplied as SERENADE OPTI or SERENADE ASO from Bayer CropScience LP, USA, with accession number NRRL B21661 and described in US patent No. 6,060,051), Bacillus amyloliquefaciens strain D747 (supplied as Double Nickel™ company Certis, USA, with accession number FERM BP-8234 and disclosed in US patent No. 7,094,592); Bacillus subtilis MBI600 (supplied as SUBTILEX® from Becker Underwood, US EPA Reg. No. 71840-8); Bacillus subtilis Y1336 (supplied as BIOBAC® WP by Bion-Tech, Taiwan, registered as a biological fungicide in Taiwan under registration numbers 4764, 5454, 5096 and 5277); Bacillus amyloliquefaciens, in particular strain FZB42 (supplied as RHIZOVITAL® by ABiTEP, DE); and Bacillus subtilis var. amyloliquefaciens FZB24 (supplied by Novozymes Biologicals Inc., Salem, Virginia or Syngenta Crop Protection, LLC, Greensboro, North Carolina, as TAEGRO® or TAEGRO® ECO fungicide (EPA Registration No. 70127-5); and (B2) fungi, e.g. (B2.1) Coniothyrium minitans, in particular strain CON/M/91-8 (Accession No. DSM-9660; e.g. Contans® from Bayer); (B2.2) Metschnikowia fructicola, in particular strain NRRL Y-30752; (for example, Shemer®); (B2.3) Microsphaeropsis ochracea (for example, Microx® from Profyta); (B2.5) Trichoderma spp., including Trichoderma atroviride, strain SC1, described in International Application No. PCT/IT2008/000196) ; (B2.6) Trichoderma harzianum rifai strain KRL-AG2 (also known as strain T-22, /ATCC 208479, for example, PLANTSHIELD T-22G, Rootshield®, and TurfShield from BioWorks, USA); (B2.14) Gliocladium roseum, strain 321U from W.F. Stoneman Company LLC; (B2.35) Talaromyces flavus, strain V117b; (B2.36) Trichoderma asperellum, strain ICC 012 from Isagro; (B2.37) Trichoderma asperellum, strain SKT-1 (for example, ECO-HOPE® from Kumiai Chemical Industry); (B2.38) Trichoderma atroviride, strain CNCM I-1237 (eg Esquive® WP from Agrauxine, FR); (B2.39) Trichoderma atroviride, strain No. V08/002387; (B2.40) Trichoderma atroviride, strain NMI No. V08/002388; (B2.41) Trichoderma atroviride, strain NMI No. V08/002389; (B2.42) Trichoderma atroviride, strain NMI No. V08/002390; (B2.43) Trichoderma atroviride strain LC52 (eg Tenet from Agrimm Technologies Limited); (B2.44) Trichoderma atroviride, strain ATCC 20476 (IMI 206040); (B2.45) Trichoderma atroviride strain T11 (IMI352941/CECT20498); (B2.46) Trichoderma harmatum; (B2.47) Trichoderma harzianum; (B2.48) Trichoderma harzianum rifai T39 (for example, Trichodex® from Makhteshim, USA); (B2.49) Trichoderma harzianum, in particular strain KD (for example, Trichoplus from Biological Control Products, SA (acquired by Becker Underwood)); (B2.50) Trichoderma harzianum strain ITEM 908 (eg Trianum-P from Koppert); (B2.51) Trichoderma harzianum strain TH35 (eg Root-Pro from Mycontrol); (B2.52) Trichoderma virens (also known as Gliocladium virens), in particular strain GL-21 (eg SoilGard 12G from Certis, USA); (B2.53) Trichoderma viride, strain TV1 (eg Trianum-P from Koppert); (B2.54) Ampelomyces quisqualis, in particular strain AQ 10

- 10 047141 (for example, AQ 10® from IntrachemBio Italia); (B2.56) Aureobasidium pullulans, in particular blastospores of strain DSM14940; (B2.57) Aureobasidium pullulans, in particular blastospores of strain DSM 14941; (B2.58) Aureobasidium pullulans, in particular mixtures of blastospore strains DSM14940 and DSM 14941 (for example, Botector® from bio-ferm, CH); (B2.64) Cladosporium cladosporioides, strain H39 (Stichting Dienst Landbouwkundig Onderzoek); (B2.69) Gliocladium catenulatum (Synonym: Clonostachys roseaf. catenulate) strain J1446 (for example, Prestop® from AgBio Inc., and also, for example, Primastop® from Kemira Agro Oy); (B2.70) Lecanicillium lecanii (formerly known as Verticillium lecanii) conidia strain KV01 (eg Vertalec® from Koppert/Arysta); (B2.71) Penicillium vermiculatum; (B2.72) Pichia anomala strain WRL-076 (NRRL Y-30842); (B2.75) Trichoderma atroviride strain SKT-1 (FERM P16510); (B2.76) Trichoderma atroviride, strain SKT-2 (FERM P-16511); (B2.77) Trichoderma atroviride, strain SKT-3 (FERM P-17021); (B2.78) Trichoderma gamsii (formerly T. viride), strain ICC080 (IMI CC 392151 CABI, e.g. BioDerma by AGROBIOSOL DE MEXICO, S.A. DE C.V.); (B2.79) Trichoderma harzianum, strain DB 103 (eg T-Gro 7456 from Dagutat Biolab); (B2.80) Trichoderma polysporum, strain IMI 206039 (eg Binab TF WP from BINAB Bio-Innovation AB, Sweden); (B2.81) Trichoderma stromaticum (eg Tricovab from Ceplac, Brazil); (B2.83) Ulocladium oudemansii, in particular strain HRU3 (eg Botry-Zen® from Botry-Zen Ltd, NZ); (B2.84) Verticillium albo-atrum (formerly V. dahliae), strain WCS850 (CBS 276.92; e.g. Dutch Trig from Tree Care Innovations); (B2.86) Verticillium chlamydosporium; (B2.87) a mixture of Trichoderma asperellum strain ICC 012 and Trichoderma gamsii strain ICC 080 (a product known as, for example, BIO-TAM™ from Bayer CropScience LP, USA).

Additional examples of biological control agents that can be combined with the combination of compounds of the invention are:

bacteria selected from the group consisting of Bacillus cereus, in particular B. cereus strain CNCM I-1562 and Bacillus firmus strain I-1582 (CNCM accession number I-1582), Bacillus subtilis strain OST 30002 (NRRL accession number B- 50421), Bacillus thuringiensis, in particular, B. thuringiensis subspecies israelensis (serotype H-14), strain AM65-52 (accession number ATCC 1276), B. thuringiensis subsp. aizawai, in particular strain ABTS-1857 (SD-1372), B. thuringiensis subsp. kurstaki strain HD-1, B. thuringiensis subsp. tenebrionis strain NB 176 (SD-5428), Pasteuria penetrans, Pasteuria spp. (Rotylenchulus reniformis nematode)-PR3 (ATCC accession number SD-5834), Streptomyces microflavus strain AQ6121 (= QRD 31.013, NRRL B-50550), and Streptomyces galbus strain AQ 6047 (NRRL accession number 30232);

fungi and yeasts selected from the group consisting of Beauveria bassiana, in particular strain ATCC 74040, Lecanicillium spp., in particular strain HRO LEC 12, Metarhizium anisopliae, in particular strain F52 (DSM3884 bkb ATCC 90448), Paecilomyces fumosoroseus ( now: Isaria fumosorosea), in particular strain IFPC 200613, or strain Arorca 97 (Accession No. ATCC 20874), and Paecilomyces lilacinus, in particular P. lilacinus strain 251 (AGAL 89/030550);

viruses selected from the group consisting of Adoxophyes orana (net leaf roller) granulosa virus (GV), Cydia pomonella (codling moth) granulosa virus (GV), Helicoverpa armigera (cotton bollworm) nuclear polyhedrosis virus (NPV), Spodoptera exigua (small armyworm ) mNPV, Spodoptera frugiperda (grass cutworm) mNPV, and Spodoptera littoralis (African cotton leaf feeding caterpillar) NPV;

bacteria and fungi that can be added as an inoculum to plants, plant parts or plant organs and which, by virtue of their special properties, contribute to plant growth and health. Examples are: Agrobacterium spp., Azorhizobium caulinodans, Azospirilium spp., Azotobacter spp.,

Bradyrhizobium spp., Burkholderia spp., particularly Burkholderia cepacia (formerly known as Pseudomonas cepacia), Gigaspora spp., or Gigaspora monosporum, Glomus spp., Laccaria spp., Lactobacillus buchneri, Paraglomus spp., Pisolithus tinctorus, Pseudomonas spp. , Rhizobium spp., in particular Rhizobium trifolii, Rhizopogon spp., Scleroderma spp., Suillus spp. and Streptomyces spp., extracts and products from plants formed by microorganisms, including proteins and secondary metabolites, which can be used as biological control agents, such as Allium sativum, Artemisia absinthium, azadirachtin, Biokeeper WP, Cassia nigricans, Celastrus angulatus, Chenopodium anthelminticum , chitin, Armour-Zen, Dryopteris filix-mas, Equisetum arvense, Fortune Aza, Fungastop, Heads Up (Chenopodium quinoa saponin extract), Pyrethrum/Pyrethrins, Quassia amara, Quercus, Quillaja, Regalia, Requiem™ insecticide, rotenone, ryania/ riaiodia, Symphytum officinale, Tanacetum vulgare, thymol, Triact 70, TriCon, Tropaeulum majus, Urtica dioica, Veratrin, Viscum album, Brassicaceae extract, in particular oilseed rape powder or mustard powder.

Examples of insecticides, acaricides and nematicides that can be mixed with the composition of the compounds of the invention include the following.

(1) Acetylcholinesterase (AChE) inhibitors such as, for example, carbamates, e.g. alanicarb, aldicarb, bendiocarb, benfuracarb, butocarboxim, butoxycarboxim, carbaryl, carbofuran, carbosulfan, etiophencarb, phenobucarb, formatenate, furatiocarb, isoprocarb, methiocarb, silt,

- 11 047141 metolcarb, oxamyl, pirimicarb, propoxur, thiodicarb, thiophanox, triazamate, trimetacarb, CMS, xylylcarb; or organophosphates, for example, acephate, azametifos, azinphos-ethyl, azinphos-methyl, cadusafos, chlorethoxyphos, chlorfenvinphos, chlormephos, chlorpyrifos-methyl, coumaphos, cyanofenphos, demeton-Smethyl, diazinon, dichlorvos/DDVP, dicrotophos, dimethoate, dimethylvinphos, disulfoton , EPN, ethion, ethoprofos, famfour, fenamiphos, fenitrothion, fenthion, fosthiazate, heptenophos, imitsiaphos, isofenphos, isopropyl O-(methoxyaminothiophosphoryl) salicylate, isoxathion, malathion, mecarbam, methamidophos, methidathion, mevinphos, monocrotophos, naled, omethoate, emetone -Matil, Paratione-methyl, fentiatine, foratus, fosalon, phosmet, phosphamidon, foxesim, pyrimifos methyl, profhenophos, prophetos, pro-test, priphos, pyxlophos, pyridafention, hinalphos, sulfothepe, tubepimfos, theme, tetrabufos, tetrahlorovor Triazofos , triclorfon, vamidothion.

(2) GABA-gated chloride channel blockers, such as, for example, organochlorine cyclodiene compounds, such as chlordane and endosulfan, or phenylpyrazoles (fiproles), such as ethiprole and fipronil.

(3) Sodium channel modulators, such as pyrethroids, e.g. -cyfluthrin, cyhalothrin, lambdacyhalothrin, gamma-cyhalothrin, cypermethrin, alpha-cypermethrin, beta-cypermethrin, theta-cypermethrin, zeta-cypermethrin, cyphenothrin [(III)-trans isomer], deltamethrin, empenthrin [(EZ)-(1R )-isomer], esfenvalerate, etofenprox, fenpropathrin, fenvalerate, flucitrinate, flumethrin, tau-fluvalinate, galfenprox, imiprotrin, cadetrin, momfthorthrin, permethrin, phenothrin [(III)-trans-isomer], prallethrin, pyrethrins (pyrethrum), resmethrin , silafluofen, tefluthrin, tetramethrin, tetramethrin [(III)-isomer), tralomethrin and transfluthrin or DCT or methoxychlor.

(4) Competitive modulators of the nicotinic cholinergic receptor (nAChR), such as, for example, neonicotinoids, for example, acetamiprid, clothianidin, dinotefuran, imidacloprid, nitenpyram, thiacloprid and thiamethoxam or nicotine, or sulfoxaflor, or flupyradifurone.

(5) Allosteric modulators of the nicotinic cholinergic receptor (nAChR), such as, for example, spinosyns, for example spinetoram and spinosad.

(6) Allosteric modulators of glutamate-dependent chloride channels (GluCl), such as, for example, avermectins/milbemycins, for example abamectin, emamectin benzoate, lepimectin and milbemectin.

(7) Juvenile hormone mimetics, such as, for example, juvenile hormone analogues, for example hydroprene, kinoprene and methoprene or fenoxycarb, or pyriproxyfen.

(8) Various non-specific (multi-site) inhibitors, such as, for example, alkyl halides, for example, methyl bromide and other alkyl halides; or chloropicrin or sulfuryl fluoride or borax or potassium antimonyl tartrate or methyl isocyanate generators such as diazomer and metham.

(9) Chordotonal organ modulators, such as pymetrozine or flonicamid.

(10) Mite growth inhibitors, such as, for example, clofentesine, hexythiazox and difluvidazine or etoxazole.

(11) Microbial destroyers of the intestinal membrane of insects, such as, for example, Bacillus thuringiensis subspecies israelensis, Bacillus sphaericus, Bacillus thuringiensis subspecies aizawai, Bacillus thuringiensis subspecies kurstaki, Bacillus thuringiensis subspecies tenebrionis, and plant proteins Bacillus thuringiensis: CrylAb, Cry1Ac, Cry1Fa, 1A .105, Cry2Ab, Vip3A, mCry3A, Cry3Ab, Cry3Bb, Cry34Ab1/35Ab1.

(12) Mitochondrial ATP synthase inhibitors, such as ATP degraders, such as, for example, diafenthiuron or organotin compounds, for example, azocyclotine, cyhexatin and phenbutatin oxide or propargite, or tetradiphone.

(13) Uncoupling agents for oxidative phosphorylation by disrupting the proton gradient, such as, for example, chlorfenapyr, dinitroorthocresol and sulfuramide.

(14) Nicotinic acetylcholine receptor channel blockers such as, for example, bensultap, cartap hydrochloride, thiocylam and thiosultap sodium.

(15) Chitin biosynthesis inhibitors, type 0, such as, for example, bistrifluron, chlorfluazuron, diflubenzuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron, teflubenzuron and triflumuron.

(16) Type 1 chitin biosynthesis inhibitors, such as buprofezin.

(17) Molt disruptor (particularly for Diptera), such as cyromazine.

(18) Ecdysone receptor agonists, such as, for example, chromafenozide, halofenozide, methoxyfenozide and tebufenozide.

(19) Octopamine receptor agonists, such as amitraz.

(20) Mitochondrial complex III electron transport inhibitors, such as, for example, hydramethylnon or acequinocyl, or fluacripyrim.

(21) Mitochondrial complex I electron transfer inhibitors from the METI group of acaricides, for example, phenazachine, fenpyroximate, pyrimidifene, pyridabene, tebufenpyrad and tolfenpyrad or

- 12 047141 rotenone (Derris).

(22) Voltage-regulated sodium channel blockers, such as indoxacarb or metaflumizone.

(23) Acetyl-CoA carboxylase inhibitors, such as, for example, derivatives of tetronic and tetramic acids, for example spirodiclofen, spiromesifen and spirotetramate.

(24) Mitochondrial complex IV electron transfer inhibitors, such as, for example, phosphines, for example aluminum phosphide, calcium phosphide, phosphine and zinc phosphide or cyanides, for example calcium cyanide, potassium cyanide and sodium cyanide.

(25) Mitochondrial complex II electron transfer inhibitors, such as, for example, beta-ketonitrile derivatives, for example, cyenopyrafen and cyflumetofen and carboxanilides, such as, for example, piflubumide.

(28) Ryandine receptor modulators, such as, for example, diamides, for example, chlorantraniliprole, cyantraniliprole and flubendiamide, additional active compounds, such as, for example, afidopyropene, afoxolaner, azadirachtin, benclothiaz, benzoximate, biphenazate, broflanilide, bromopropylate, quinomethionate, chlorprallethrin , cryolite, cyclaniliprole, cycloxapride, cyhalodiamide, diclomesothiaz, dicofol, epsilon-metofluthrin, epsilon-momfluthrin, flometoquin, fluazaindolizine, fluensulfone, flufenerim, flufenoxystrobin, flufiprole, fluhexaphone, fluopyram, fluralaner, fluxamethamide, oside, guadipir, heptafluthrin, imidaclotis, iprodione , kappa-bifenthrin, kappatefluthrin, lotilaner, meperfluthrin, paihongding, pyridalil, pyrifluquinazone, pyriminostrobin, spirobudiclofen, tetramethylfluthrin, tetraniliprole, tetrachlorantraniliprole, tigolaner, thioxazafen, thiofluoximate, triflumesopyrim and iodomethane; in addition, preparations based on Bacillus firmus (I-1582, BioNeem, Votivo), as well as the following compounds: 1-{2-fluoro-4-methyl-5-[(2,2,2-trifluoroethyl)sulfinyl]phenyl} -3(trifluoromethyl)-III-1,2,4-triazol-5-amine (known from WO 2006/043635) (CAS 885026-50-6), {1'-[(2E)-3-(4chlorophenyl) prop-2-en-1-yl]-5-fluorospiro[indole-3,4'-piperidine]-1(2H)-yl}(2-chloropyridin-4-yl)methanone (known from WO 2003/106457) (CAS 637360-23-7), 2-chloro-No[2-{1-[(2E)-3-(4-chlorophenyl)prop-2-en-1yl]piperidin-4-yl}-4-( trifluoromethyl)phenyl]isonicotinamide (known from WO 2006/003494) (CAS 87299966-1), 3-(4-chloro-2,6-dimethylphenyl)-4-hydroxy-8-methoxy-1,8-diazaspiro[4.5] dec-3-en-2-one (known from WO 2010052161) (CAS 1225292-17-0), 3-(4-chloro-2,6-dimethylphenyl)-8-methoxy-2-oxo-1,8diazaspiro[ 4.5]dec-3-en-4-yl ethyl carbonate (known from EP 2647626) (CAS 1440516-42-6), 4-(but-2-yn1-yloxy)-6-(3,5-dimethylpiperidin-1 -yl)-5-fluoropyrimidine (known from WO 2004/099160) (CAS 792914-58-0), PF1364 (known from JP 2010/018586) (CAS 1204776-60-2), U(2E)-1-[ (6-chloropyridin-3yl)methyl]pyridin-2(III)-ylidene]-2,2,2-trifluoroacetamide (known from WO 2012/029672) (CAS 136340041-2), (3E)-3-[1- [(6-chloro-3-pyridyl)methyl]-2-pyridylidene]-1,1,1-trifluoropropan-2-one (known from WO 2013/144213) (CAS 1461743-15-6), No[ 3-(benzylcabamoyl)-4-chlorophenyl]-1-methyl-3-(pentafluoroethyl)4-(trifluoromethyl)-III-pyrazole-5-carboxamide (known from WO 2010/051926) (CAS 1226889-14-0), 5bromo-4-chloro-N-[4-chloro-2-methyl-6-(methylcabamoyl)phenyl]-2-(3-chloro-2-pyridyl)pyrazole-3-carboxamide (known from CN 103232431) (CAS 1449220 -44-3), 4-[5-(3,5-dichlorophenyl)-4,5-dihydro-5(trifluoromethyl)-3-isoxazolyl]-2-methyl-N-(cis-1-oxido-3- thietanyl)-benzamide, 4-[5-(3,5-dichlorophenyl)4,5-dihydro-5-(trifluoromethyl)-3-isoxazolyl]-2-methyl-N-(trans-1-oxido-3-thietanyl )-benzamide and 4-

[^)-5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isoxazolyl]-2-methyl-N-(cis-1-oxido-3thiethanyl)benzamide (known from WO 2013/050317 A1) (CAS 1332628-83-7), No. [3-chloro-1-(3-pyridinyl)1H-pyrazol-4-yl]-H-ethyl-3-[(3,3,3 -trifluoropropyl)sulfinyl]-propanamide, (+)-N-[3-chloro-1-(3-pyridinyl)1H-pyrazol-4-yl]-H-ethyl-3-[(3,3,3-trifluoropropyl )sulfinyl]-propanamide and (-)-N-[3-chloro-1-(3-pyridinyl)1H-pyrazol-4-yl]-H-ethyl-3-[(3,3,3-trifluoropropyl)sulfinyl ]-propanamide (known from WO 2013/162715 A2, WO 2013/162716 A2, US 2014/0213448 A1) (CAS 1477923-37-7), 5-[[(2E)-3-chloro-2-propene-1 -yl]amino]1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-[(trifluoromethyl)sulfinyl]-III-pyrazole-3-carbonitrile (known from CN 101337937 A) (CAS 1105672-77 -2), 3-bromo-N-[4-chloro-2-methyl-6-[(methylamino) thiochomethyl]phenyl]-1-(3-chloro-2-pyridinyl)-III-pyrazole-5-carboxamide, (Liudaibenjiaxuanan, known from CN 103109816 A) (CAS 1232543-85-9); No.[4-chloro-2-[[(1,1-dimethylethyl)amino]carbonyl]-6-methylphenyl]-1-(3chloro-2-pyridinyl)-3-(fluoromethoxy)-1H-Pyrazole-5-carboxamide (known from WO 2012/034403 A1) (CAS 1268277-22-0), No. [2-(5-amino-1,3,4-thiadiazol-2-yl)-4-chloro-6-methylphenyl]-3 -bromo-1-(3-chloro-2-pyridinyl)1H-pyrazole-5-carboxamide (known from WO 2011/085575 A1) (CAS 1233882-22-8), 4-[3-[2,6-dichloro -4-[(3,3dichloro-2-propen-1-yl)oxy]phenoxy]propoxy]-2-methoxy-6-(trifluoromethyl)-pyrimidine (known from CN 101337940 A) (CAS 1108184-52-6) ; (2E)- and 2(2)-2-[2-(4-cyanophenyl)-1-[3-(trifluoromethyl)phenyl]ethylidene|-H[4-(difluoromethoxy)phenyl]-hydrazinecarboxamide (known from CN 101715774 A) (CAS 1232543-85-9); 3-(2,2-dichloroethenyl)-2,2-dimethyl-4-(1H-benzimidazol-2-yl)phenylcyclopropane carboxylic acid ester (known from CN 103524422 A) (CAS 1542271-46-4); methyl ester (4aS)-7-chloro-2,5dihydro-2-[[(methoxycarbonyl)[4-[(trifluoromethyl)thio]phenyl]amino]carbonyl]-indeno[1,2e][1,3,4] Oxadiazine-4a(3H)-carboxylic acid (known from CN 102391261 A)(CAS 1370358-69-2); 6deoxy-3-O-ethyl-2,4-di-O-methyl-, 1-[H-[4-[1-[4-(1,1,2,2,2-pentafluoroethoxy)phenyl]-1H -1,2,4-triazol-3yl]phenyl]carbamate]-a-E-mannopyranose (known from US 2014/0275503 A1) (CAS 1181213-14-8); 8-(2-cyclopropylmethoxy-4-trifluoromethyl-phenoxy)-3-(6-trifluoromethyl-pyridazin-3-yl)-3-aza- 13 047141 bicyclo[3.2.1]octane (CAS 1253850-56-4), (8 -anti)-8-(2-cyclopropylmethoxy-4-trifluoromethyl-phenoxy)-3-(61fluoromethyl-pyridazin-3-yl)-3-aza-bicyclo[3.2.1]octane (CAS 933798-27-7), (8-syn)-8-(2cyclopropylmethoxy-4-trifluoromethyl-phenoxy)-3-(6-trifluoromethyl-pyridazin-3-yl)-3-azabicyclo[3.2.1]octane (known from WO 2007040280 A1, WO 2007040282 A1) (CAS 934001-66-8), N-[3-chloro-1(3-pyridinyl)-N-pyrazol-4-yl]-N-ethyl-3-[(3,3,3-trifluoropropyl) thio]-propanamide (known from WO 2015/058021 A1, WO 2015/058028 A1) (CAS 1477919-27-9) and K-[4-(amnotiochomethyl)-2-methyl-6[(methylamino)carbonyl]phenyl] -3-bromo-1-(3-chloro-2-pyridinyl)-III-pyrazole-5-carboxamide (known from CN 103265527 A) (CAS 1452877-50-7), 5-(1,3-diohap-2 -yl)-4-[[4-(trifluoromethyl)phenyl]methoxy]pyrimidine (known from WO 2013/115391 A1) (CAS 1449021-97-9), 3-(4-chloro-2,6-dimethylphenyl)- 4hydroxy-8-methoxy-1-methyl-1,8-diazaspiro[4.5]dec-3-en-2-one (known from WO 2010/066780 A1, WO 2011/151146 A1) (CAS 1229023-34-0) , 3-(4-chloro-2,6-dimethylphenyl)-8-methoxy-1-methyl-1,8diazaspiro[4.5]decane-2,4-dione (known from WO 2014/187846 A1) (CAS 1638765-58 -8), 3-(4-chloro-2,6dimethylphenyl)-8-methoxy-1-methyl-2-oxo-1,8-diazaspiro[4.5]dec-3-en-4-yl-carbon dioxide ester ( known from WO 2010/066780 A1, WO 2011151146 A1) (CAS 1229023-00-0), N-[1-[(6-chloro-3pyridinyl)methyl]-2(III)-pyridinylidene]-2,2,2 -trifluoroacetamide (known from DE 3639877 A1, WO 2012029672 A1) (CAS 1363400-41-2), [N(E)]-N-[1-[(6-chloro-3-pyridinyl)methyl]-2 (1H)-pyridinylidene]2,2,2-trifluoroacetamide, (known from WO 2016005276 A1) (CAS 1689566-03-7), [Ν(Ζ)]-Ν-[1-[(6-χλορ- 3pyridinyl)methyl]-2(III)-pyridinylidene]-2,2,2-trifluoroacetamide, (CAS 1702305-40-5), 3-endo-3-[2propoxy-4-(trifluoromethyl)phenoxy]-9 -[[5-(trifluoromethyl)-2-pyridinyl]oxy]-9-azabicyclo[3.3.1]nonane (known from WO 2011/105506 A1, WO 2016/133011 A1) (CAS 1332838-17-1).

Examples of protectants that can be mixed with the combination of compounds according to the invention are, for example, benoxacor, cloquintocet (-mexyl), ciometrinil, cyprosulfamide, dichlormide, fenchlorazole (-ethyl), fenclorim, flurazole, fluxofenim, furilazole, isoxadifen (-ethyl ), mefenpyr(-diethyl), naphthalene anhydride, oxabetrinyl, 2-methoxy-N({4-[(methylcabamoyl)amino]phenyl}sulfonyl)benzamide (CAS 129531-12-0), 4-(dichloroacetyl)-1oxa- 4-azaspiro[4.5]decane (CAS 71526-07-3), 2,2,5-trimethyl-3-(dichloroacetyl)-1,3-oxazolidine (CAS 52836-31-4).

Examples of herbicides that can be mixed with the combination of compounds of the invention are:

acetochlor, acifluorfen, acifluorfen sodium, aclonifen, alachlor, allidochlor, alloxidim, alloxydim sodium, ametrine, amicarbazone, amidochlor, amidosulfuron, 4-amino-3-chloro-6-(4-chloro-2-fluoro3-methylphenyl)- 5-fluoropyridine-2-carboxylic acid, aminocyclopyrachlor, aminocyclopyrachloropotassium, aminocyclopyrachlor-methyl, aminopyralide, amitrol, ammonium sulfamate, anilofos, asulam, atrazine, azaphenidine, azimsulfuron, beflubutamide, benazoline, benazoline-ethyl, , benfuresat, bensulfuron, bensulfuron- methyl, bensulide, bentazone, benzobicyclone, benzophenap, bicyclopyrone, bifenox, bilanaphos, bilanaphos sodium, bispiribac, bispiribac sodium, bromacil, bromobutide, bromphenoxime, bromoxynil, bromoxynyl butyrate, -potassium, -hepatanoate, and -octanoate, buzoxynone, butachlor, butafenacil, butamiphos, butenachlor, butralin, butroxidim, butylate, cafenstrol, carbetamide, carfentrazone, carfentrazone-ethyl, chloramben, chlorbromuron, chlorfenac, chlorfenac-sodium, chlorfenprop, chlorofurenol, chlorfurenol-methyl, chloridazon, chlorimuron, chlorimuron-ethyl, chlorphthalim, chlortoluron, chlorthal-dimethyl, chlorsulfuron, cynidone, cynidone-ethyl, cinmethylin, cinosulfuron, claciphos, clethodim, clodinafop, clodinafop-propargyl, clomazone, clomeprop, clopyralid, cloransulam, cloransulam-methyl, cumiluron, cyanamide, cyanazine, at, cyclopyrimorate, cyclosulfamuron, cycloxydim, cyhalofop, cyhalofop-butyl, cyprazine, 2,4-D, 2,4-O-butothyl, -butyl, -dimethylammonium, diolamine, -ethyl, -2-ethylhexyl, -isobutyl, -isooctyl, -isopropylammonium, -potassium, -triisopropanolammonium, and -trolamine, 2,4-DB, 2,4-OB-6util, -dimethylammonium, -isooctyl, -potassium, and -sodium, daimuron (Dimron), dalapon, dazomet, n -decanol, desmedipham, detosil-pyrazolate (DTP), dicamba, diclobenil, 2-(2,4-dichlorobenzyl)-4,4-dimethyl-1,2-oxazolidin-3-one, 2-(2,5-dichlorobenzyl )-4,4-dimethyl-1,2oxazolidin-3-one, dichlorprop, dichlorprop-R, diclofop, diclofop-methyl, diclofop-R-methyl, diclosulam, difenzoquat, diflufenican, diflufenzopyr, diflufenzopyr-sodium, dimefuron, dimepiperate, dimethachlor, dimethamethrin, dimethenamid, dimethenamid-R, dimethrasulfuron, dinitramine, dinozeb, difenamide, diquat, diquat dibromide, dithiopyr, diuron, DNOC, endothal, EPTC, esprocarb, ethalfluralin, etamethsulfuron, etamethsulfuron-methyl, etiosin, ethofumesate, ethoxyphene, ethoxyphene-ethyl, ethoxysulfuron, ethobenzanide, F-9600, F-5231, i.e. N{2-chloro-4-fluoro-5-[4-(3-fluoropropyl)-5-oxo-4,5-dihydroIII-tetrazol-1-yl]phenyl}ethanesulfonamide, F-7967, i.e. 3-[7-chloro-5-fluoro-2-(trifluoromethyl)-Nbenzimidαzol-4-yl]-1-methyl-6-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione, fenoxaprop, fenoxapropR, fenoxaprop-ethyl, fenoxaprop-R-ethyl, fenoxasulfone, fenquinotrione, phentrazamide, flamprop, flamprop-M-isopropyl, flamprop-M-methyl, flazasulfuron, florasulam, fluazifop, fluazifop-R, fluazifop-butyl, fluazifop-R-butyl, flucarbazone, flucarbazone sodium, flucetosulfuron, fluchloralin, flufenacet, flufenpyr, flufenpyr-ethyl, flumetsulam, flumiclorac, flumiclorac-pintil, flumioxazin, fluometuron, flurenol, flurenol-butyl, -dimethylammonium and -methyl, fluoroglycophene-ethyl, , flupropanate, flupirsulfuron, flupirsulfuron-methyl-sodium, fluridone, flurochloridone, fluroxypyr, fluroxypyr-meptyl, flurtamone, flutiacet, flutiacet-methyl, fomesafen, fosafen-sodium, foramsulfuron, fosamine, glufosinate-ammonium, glufosinate-Rsodium, glufosinate-R-ammonium, glufosinate-R-sodium, glyphosate, glyphosate-ammonium, isopropylammonium, -diammonium, -dimethyl-ammonium, -potassium, -sodium, and -trimesium, H-9201, i.e. O-(2,4dimethyl-6-nitrophenyl) O-ethyl isopropylphosphoramidothioate, halauxifen, halauxifen-methyl, halosaphen, halosulfuron, halosulfuron-methyl, haloxyfop, haloxyfop-R, haloxyfop-ethoxyethyl, haloxyfop-R-ethoxyethyl, haloxyfop-methyl, haloxyfop-R-methyl, hexazinone, HW-02, i.e. 1(dimethoxyphosphoryl) ethyl (2,4-dichlorophenoxy) acetate, imazamethabenz, imazamethabenz-methyl, imazamox, imazamox-ammonium, imazapic, imazapic-ammonium, imazapyr, imazapyr-isopropylammonium, imazaquin, imazaquin-ammonium, imazethapyr, imazethapyr-ammonium , imazosulfuron, indanofan, indaziflam, iodosulfuron, iodosulfuron-methyl-sodium, ioxynil, ioxynyl-octanoate, -potassium and -sodium, ipfencarbazone, isoproturon, isouron, isoxaben, isoxaflutole, carbutylate, KUH-043, i.e. 3-({[5-(difluoromethyl)-1methyl-3-(trifluoromethyl)-III-pyrazol-4-yl]methyl}sulfonyl)-5,5-dimethyl-4,5-dihydro-1,2-oxazole, ketospiradox, lactofen, lenacyl, linuron, MCPA, MCPA-butotyl, -dimethylammonium, -2-ethylhexyl, isopropylammonium, -potassium, and -sodium, MSRP, MSRP-methyl, -ethyl and -sodium, mecoprop, mecopropsodium, and -butotyl , mecoprop-R, mecoprop-R-butotyl, -dimethylammonium, -2-ethylhexyl, and -potassium, mefenacet, mefluidide, mesosulfuron, mesosulfuron-methyl, mesotrione, metabenzthiazuron, metam, metamifop, metamitron, metazachlor, metazosulfuron, metabenzthiazuron methiopyr, sulfuron , methiozoline, methyl isothiocyanate, methobromuron, metolachlor, S-metolachlor, metosulam, methoxuron, metribuzin, metsulfuron, metsulfuron-methyl, molinate, monolinuron, monosulfuron, monosulfuron-ether, MT5950, i.e. H-(3-chloro-4-isopropylphenyl)-2-methylpentane amide, NGGC-011, napropamide, NC-310, i.e. [5(benzyloxy)-1-methyl-N-pyrazol-4-yl](2,4-dichlorophenyl)methanone, neburon, nicosulfuron, nonanoic acid (pelargonic acid), norflurazon, butyric acid (fatty acids), orbenecarb, orthosulfamuron , oryzalin, oxadiargyl, oxadiazone, oxasulfuron, oxaziclomefone, oxyfluorfen, paraquat, paraquat dichloride, pebulate, pendimethalin, penoxulam, pentachlorophenol, pentoxazone, pentoxamide, petroleum oils, phenmedipham, picloram, picolinafen, pinoxaden, piperofos, pretilachlor, , primisulfuron-methyl , prodiamine, profoxydim, promethone, prometrin, propachlor, propanil, propaquizafop, propazine, profam, propisochlor, propoxycarbazone, propoxycarbazone sodium, propyrisulfuron, propyzamide, prosulfocarb, prosulfuron, pyraclonil, pyraflufen, pyraflufen-ethyl, pyrasulfotol, pyrazolinate (pyrazolate), pyrazosulfuron, pyrazosulfuron-ethyl, pyrazoxifene, pyribambenz, pyribambenz-isopropyl, pyribambenz-propyl, pyribenzoxime, pyributicarb, pyridafol, pyridate, pyrifthalide, pyriminobac, pyriminobac-methyl, pyrimisulfan, pyrithiobac, pyrithiobac-sodium, pyroxasulfone, piroxulam, quinclorac, hinmerac, quinoclamine, hisalofop, hisalofop-ethyl, hisalofop-R, hisalofop-R-ethyl, hisalofop-R-tefuryl, rimsulfuron, saflufenacil, sethoxydim, siduron, simazine, simetrine, SL-261, sulcotrione, sulfentrazone, sulfometuron, sulfometuron-methyl sulfosulf, damage, SYN-523, SYP-249, i.e. 1-Ethoxy-3-methyl-1-oxobut-3-en-2-yl 5-[2-chloro-4(trifluoromethyl)phenoxy]-2-nitrobenzoate, SYP-300, i.e. 1-[7-fluoro-3-oxo-4-(prop-2-in-1-yl)-3,4-dihydro2H-1,4-benzoxazin-6-yl]-3-propyl-2-thiochoimidazolidin- 4,5-dione, 2,3,6-TBA, TCA (trichloroacetic acid), TCA sodium, tebuthiuron, tefuryltrione, tembotrione, tepraloxydim, terbacil, terbucarb, terbumetone, terbutylazine, terbutryn, tenylchlor, thiazopyr, thiencarbazone, thiencarbazone- methyl, thifensulfuron, thifensulfuron-methyl, thiobencarb, thiaphenacyl, tolpiralate, topramesone, tralkoxydim, triafamone, tri-allate, triasulfuron, triaziflam, tribenuron, tribenuron-methyl, triclopyr, triethazine, trifloxysulfuron, trifloxysulfuron-sodium, trifludimoxazine, uralin, triflusulfuron, triflusulfuron-methyl, tritosulfuron, urea sulfate, vernolate, XDE-848, ZJ-0862, i.e. 3,4-dichloro-N-{2-[(4,6-dimethoxypyrimidin-2-yl)oxy]benzyl}aniline, and the following compounds:

Examples of plant growth regulators are:

acibenzolar, acibenzolar-methyl, 5-aminolevulinic acid, ancymidol, 6-benzylaminopurine, brassinolide, catechin, chlormequat chloride, cloprop, cyclanilide, 3-(cycloprop-1-enyl)propionic acid

- 15 047141 slots, daminozide, dazomet, n-decanol, dikegulac, dikegulac-sodium, endothal, endothal-dicotassium, disodium and -mono(KH-dimethylalkylammonium). ethephon, flumetralin, flurenol, flurenol-butyl, flurprimidol, forchlorfenuron, gibberellic acid, inabenfide, indole-3-acetic acid (IAA), 4-indole-3-ylbutyric acid, isoprotthiolane, probenazole, jasmonic acid, maleic acid hydrazide, mepiquat chloride, 1 -methylcyclopropene, methyl jasmonate, 2-(1-naphthyl)acetamide, 1-naphthyloxyacetic acid, 2-naphthyloxyacetic acid, nitrophenolate mixture, paclobutrazol, N-(2-phenylethyl)-beta-alanine, N-phenylphthalamic acid, prohexadione, prohexadione-calcium, prohydrojasmone, salicylic acid, strigolactone, tecnazen, thidiazuron, triacontanol, trinexapac, trinexapac-ethyl, cytodef, uniconazole, uniconazole-R.

Methods and areas of application.

The invention also relates to a method for combating unwanted microorganisms, in particular phytopathogenic fungi, characterized in that the combination of compounds according to the invention or a composition containing such a combination is applied to the microorganisms and/or their habitat.

The invention further relates to seeds that are treated with a combination of compounds of the present invention or a composition containing such a combination.

Finally, the present invention provides a method of protecting seed from unwanted microorganisms by treating the seed with a combination of compounds of the present invention or a composition containing such a combination.

The combinations of compounds of the present invention or compositions containing such a combination have a strong bactericidal effect and can be used to control unwanted microorganisms such as fungi and bacteria in the field of plant protection and material protection.

Combinations of compounds of the present invention or compositions containing such a combination have high fungicidal properties and can be used for crop protection, for example, to control plasmodiophoromycetes, oomycetes, chytridiomycetes, zygomycetes, ascomycetes, basidiomycetes and deuteromycetes.

Bactericides can be used in crop protection to control microorganisms of the families Pseudomonadaceae, Rhizobiaceae, Enterobacteriaceae, Corynebacteriaceae and Streptomycetaceae.

Combinations of compounds of the present invention, or compositions containing such combinations, can be used for treatment or prophylactic protection against plant pathogenic fungi. Thus, the invention also relates to methods of treatment and protection for combating phytopathogenic fungi by using combinations or compositions according to the invention with which the seeds, plant or plant parts, fruits or soil in which the plants grow are treated.

Plants.

According to this invention, all plants and their parts can be treated. As used herein, plants refer to all plants and plant populations, such as desirable and undesirable wild plants or crops (including free-growing crops). Agricultural crops, accordingly, may include plants that can be obtained by conventional plant breeding and optimization methods, or by biotechnology and genetic engineering methods, or by a combination of these methods, including transgenic plants and their varieties that may and may not be unprotected by rights plant breeders. Plant parts are the parts and organs of a plant that are located above and below the ground, such as shoots, leaves, flowers and roots, as well as leaves, needles, peduncles, stems, flowers, fruiting bodies, fruits, seeds, roots, tubers and rhizomes . Plant parts also include collected material and material for vegetative and generative propagation, such as cuttings, tubers, rhizomes, shoots and seeds.

Plants that can be treated in accordance with the present invention include the following: cotton, flax, grapes, fruits, vegetables such as Rosaceae sp. (e.g. pome fruits such as apples and pears, but also stone fruits such as apricots, cherries, almonds and peaches, and stoneless berries such as strawberries), Ribesioidae sp., Juglandaceae sp., Betulaceae sp. , Anacardiaceae sp., Fagaceae sp., Moraceae sp., Oleaceae sp., Actinidaceae sp., Lauraceae sp., Musaceae sp. (e.g. banana trees and plantations), Rubiaceae sp. (e.g. coffee), Theaceae sp., Sterculiceae sp., Rutaceae sp. (eg lemons, oranges and grapefruits); Solanaceae sp. (e.g. tomatoes), Liliaceae sp., Asteraceae sp. (e.g. lettuce), Umbelliferae sp., Cruciferae sp., Chenopodiaceae sp., Cucurbitaceae sp. (e.g. cucumber), Alliaceae sp. (e.g. leeks, onions), Papilionaceae sp. (for example, peas); major crops such as Gramineae sp. (eg maize, turf crops, cereals such as wheat, rye, rice, barley, oats, millet and triticale), Asteraceae sp. (eg sunflower), Brassicaceae sp. (e.g. white cabbage, red cabbage, broccoli, cauliflower, Brussels sprouts, Chinese cabbage, kohlrabi, radish and oilseed rape, mustard, horseradish and watercress), Fabacae sp. (e.g. beans, peanuts), Papilionaceae sp. (e.g. soybean), Solanaceae sp. (e.g. potatoes), Chenopodiaceae sp. (e.g. sugar beet, fodder beet, chard, beet); useful and ornamental plants for gardens and forest plantations; as well as genetically modified varieties of these plants.

- 16 047141

Pathogens.

Examples of fungal pathogens that may be treated according to the invention include, but are not limited to:

diseases caused by powdery mildew pathogens, such as Blumeria species, such as Blumeria graminis; Podosphaera species, for example Podosphaera leucotricha; Sphaerotheca species, for example Sphaerotheca fuliginea; Uncinula species, for example Uncinula necator;

diseases caused by rust pathogens, eg Gymnosporangium species, eg Gymnosporangium sabinae; Hemileia species, for example Hemileia vastatrix; Phakopsora species, for example Phakopsora pachyrhizi or Phakopsora meibomiae; Puccinia species, for example Puccinia recondita, Puccinia graminis or Puccinia striiformis; Uromyces species, for example Uromyces appendiculatus;

diseases caused by pathogens from the Oomycetes group, for example Albugo species, for example Albugo Candida; Bremia species, for example Bremia lactucae; Peronospora species, for example Peronospora pisi or P. brassicae; Phytophthora species, for example Phytophthora infestans; Plasmopara species, for example Plasmopara viticola; Pseudoperonospora species, for example Pseudoperonospora humuli or Pseudoperonospora cubensis; Pythium species, for example Pythium ultimum;

leaf spot and wilt diseases caused, for example, by Alternaria species, for example Alternaria solani; Cercospora species, for example Cercospora beticola; Cladiosporium species, for example Cladiosporium cucumerinum; Cochliobolus species, for example Cochliobolus sativus (conidial form: Drechslera, syn: Helminthosporium) or Cochliobolus miyabeanus; Colletotrichum species, for example Colletotrichum lindemuthanium; Cycloconium species, for example Cycloconium oleaginum; Diaporthe species, for example Diaporthe citri; Elsinoe species, for example Elsinoe fawcettii; Gloeosporium species, for example Gloeosporium laeticolor; Glomerella species, for example Glomerella cingulata; Guignardia species, for example Guignardia bidwelli; Leptosphaeria species, for example Leptosphaeria maculans; Magnaporthe species, for example Magnaporthe grisea; Microdochium species, for example Microdochium nivale; Mycosphaerella species, for example Mycosphaerella graminicola, Mycosphaerella arachidicola or Mycosphaerella fijiensis; Phaeosphaeria species, for example Phaeosphaeria nodorum; Pyrenophora species, for example Pyrenophora teres or Pyrenophora tritici repentis; Ramularia species, for example Ramularia collocygni or Ramularia areola; Rhynchosporium species, for example Rhynchosporium secalis; Septoria species, for example Septoria apii or Septoria lycopersici; Stagonospora species, for example Stagonospora nodorum; Typhula species, for example Typhula incarnata; Venturia species, for example Venturia inaequalis;

root and stem diseases caused, for example, by Corticium species, for example Corticium graminarum; Fusarium species, for example Fusarium oxysporum; Gaeumannomyces species, for example Gaeumannomyces graminis; Plasmodiophora species, for example Plasmodiophora brassicae; Rhizoctonia species, for example Rhizoctonia solani; Sarocladium species, for example Sarocladium oryzae; Sclerotium species, for example Sclerotium oryzae., Tapesia species, for example Tapesia acuformis; Thielaviopsis species, for example Thielaviopsis basicola;

diseases of the ear and panicle (including corn cobs) caused, for example, by Alternaria species, for example Alternaria spp.; Aspergillus species, for example Aspergillus flavus; Cladosporium species, for example Cladosporium cladosporioides; Claviceps species, for example Claviceps purpurea; Fusarium species, for example Fusarium culmorum; Gibberella species, for example Gibberella zeae; Monographella species, for example Monographella nivalis; Stagnospora species, for example Stagnospora nodorum;

diseases caused by smut fungi, for example Sphacelotheca species, for example Sphacelotheca reiliana; Tilletia species, for example Tilletia caries or Tilletia controversa; Urocystis species, for example Urocystis occulta; Ustilago species, for example Ustilago nuda;

fruit rot caused, for example, by Aspergillus species, for example Aspergillus flavus; Botrytis species, for example Botrytis cinerea; Penicillium species, for example Penicillium expansum or Penicillium purpurogenum; Rhizopus species, for example Rhizopus stolonifer; Sclerotinia species, for example Sclerotinia sclerotiorum; Verticilium species, for example Verticilium alboatrum;

rot and wilt diseases transmitted by seeds and through the soil, as well as diseases of seedlings caused, for example, by Alternaria species, for example Alternaria brassicicola; Aphanomyces species, for example Aphanomyces euteiches; Ascochyta species, for example Ascochyta lentis; Aspergillus species, for example Aspergillus flavus; Cladosporium species, for example Cladosporium herbarum; Cochliobolus species, for example Cochliobolus sativus (conidial form: Drechslera, Bipolaris Syn.: Helminthosporium); Colletotrichum species, for example Colletotrichum coccodes; Fusarium species, for example Fusarium culmorum; Gibberella species, for example Gibberella zeae; Macrophomina species, for example Macrophomina phaseolina; Microdochium species, for example Microdochium nivale; Monographella species, for example Monographella nivalis; Penicillium species, for example Penicillium expansum; Phoma species, for example Phoma lingam; Phomopsis species, for example Phomopsis sojae; Phytophthora species, for example Phytophthora cactorum; Pyrenophora species, for example Pyrenophora gramina; Pyricularia species, for example Pyricularia oryzae; Pythium species, for example Pythium ultimum; Rhizoctonia species, for example Rhizoctonia solani; Rhizopus species, for example Rhizopus oryzae; Sclerotium species, for example Sclerotium rolfsii; Septoria species, for example Septoria nodorum; Typhula spp.

- 17 047141 for example, Typhula incarnata; Verticillium species, for example Verticillium dahliae;

crayfish, galls and witch's broom caused, for example, by Nectria species, for example Nectria galligena;

wilting diseases caused, for example, by Monilinia species, for example Monilinia laxa;

deformations of leaves, flowers and fruits caused, for example, by Exobasidium species, for example Exobasidium vexans; Taphrina species, for example Taphrina deformans;

degenerative diseases of woody plants caused, for example, by Esca species, for example Phaeomoniella chlamydospora, Phaeoacremonium aleophilum or Fomitiporia mediterranea; Ganoderma species, for example Ganoderma boninense;

diseases of flowers and seeds caused, for example, by Botrytis species, for example Botrytis cinerea;

diseases of plant tubers caused, for example, by species of the genus Rhizoctonia, for example Rhizoctonia solani; species of the genus Helminthosporium, for example Helminthosporium solani;

diseases caused by bacterial pathogens, e.g. Xanthomonas species, e.g. Xanthomonas campestris pv. oryzae; Pseudomonas species, for example Pseudomonas syringae pv. lachrymans; Erwinia species, for example Erwinia amylovora.

Preferably, the compounds of the invention can be used to control the following soybean diseases:

fungal diseases of leaves, stems, pods and seeds, e.g. Alternaria sp. leaves (Choanephom infundibulifera trispora (Syn.)), leaf spot caused by dactuliophora (Dactuliophora glycines), downy mildew (Peronospora manshurica), leaf blight caused by drechslera (Drechslera glycini), selenophomous grass spot (Cercospora sojina), leaf spot caused by leptosphaerulina (Leptosphaerulina trifolii), leaf spot caused by phyllostica (Phyllosticta sojaecola), bean and stem rot of soybean (Phomopsis sojae), powdery mildew (Microsphaera diffusa), leaf spot caused by pyrenochaeta (Pyrenochaeta glycines), rhizoctonia airborne disease, foliage, and spider web disease (Rhizoctonia solani), rust (Phakopsora pachyrhizi, Phakopsora meibomiae), scab (Sphaceloma glycines), stemphylium blight (Stemphylium botryosum), target leaf spot (Corynespora cassiicola).

Fungal diseases of the roots and base of the stem, e.g. black root rot (Calonectria crotalariae), charcoal rot (Macrophomina phaseolina), Fusarium or Fusarium wilt, root rot and pod and root collar rot (Fusarium oxysporum, Fusarium orthoceras, Fusarium semitectum, Fusarium equiseti) , root rot caused by Mycoleptodiscus terrestris species, neocosmospora (Neocosmospora vasinfecta), bean and stem rot (Diaporthe phaseolorum), stem canker (Diaporthe phaseolorum var. caulivora), late blight (Phytophthora megasperma), brown rot of soybean stems (Phial ophora gregata ), fungal rot (Pythium aphanidermatum, Pythium irregulare, Pythium debaryanum, Pythium myriotylum, Pythium ultimum), rhizoctonia, felt disease and damping off (Rhizoctonia solani), sclerotinia (Sclerotinia sclerotiorum), sclerotial southern rot (Sclerotinia rolfsii), root rot, subject to Thielaviopsis species (Thielaviopsis basicola).

Advantageously, the compounds of the invention can also be used to control leaf spot and wilt diseases, as well as root and stem diseases of fruits and vegetables.

Regulation of plant growth.

In some cases, combinations of compounds of the invention and compositions containing such a combination, at a certain concentration or dosage, can be used as growth regulators or plant performance enhancing agents.

The use of growth regulators can have different effects on plants. The effects of such substances depend largely on the timing of application in relation to the stage of plant development, as well as on the quantities of the active ingredient that are applied to the plants or applied to the plant's growing environment, and the type of treatment or application. In each case, growth regulators must have a specific target effect on crops.

Growth control effects include earlier germination, improved germination, more developed root system and/or improved root growth, improved shoot production, more productive shoots, earlier flowering, increased plant height and/or biomass, shorter stems, improved shoot growth, number of grains per ear, number of ears per ^m2 , number of stolons and/or number of flowers, improved yield index, larger leaf size, fewer dead basal leaves, improved leaf arrangement, earlier ripening/earlier fruiting, uniform ripening, increased period length grain filling, improved fruit ripening, increased fruit/vegetable size, germination stability and reduced lodging.

The term increased yield or improved yield refers to total biomass per hectare, yield per hectare, stone/fruit weight ratio, seed size and/or hectoliter weight, and improved product quality, including the following characteristics:

- 18 047141 improved processability in terms of size distribution (e.g. grain or fruit), uniform ripening, grain moisture content, improved grinding characteristics, improved vinification characteristics, improved brewing characteristics, increased juice yield, improved harvesting characteristics yield, digestibility, sedimentation number, falling number, pod stability, storage stability, improved fiber length/strength/uniformity, improved milk and/or meat quality in silage-fed animals, adaptation to cooking and frying;

also including improved marketability in terms of improved fruit/grain quality, size distribution (e.g. grains or fruit), longer shelf life/shelf life, hardness/softness, taste (smell, texture), grading (size, shape, quantity berries), number of berries/fruits per bunch, crispness, freshness, wax coating, frequency of physiological disorders, color;

also including increased content of target ingredients, e.g. protein content, fatty acid content, oil content, oil quality, amino acid composition, sugar content, acid content (pH), sugar/acid ratio (Brix), polyphenols, starch content, nutritional value, content gluten/gluten content, energy content, taste;

also including reduced levels of undesirable ingredients, for example, lower levels of mycotoxins, lower levels of aflatoxins, geosmin levels, aromatic and phenolic components, laccase, polyphenol oxidase and peroxidase, nitrate content.

Plant growth regulator compounds can be used, for example, to slow down the vegetative development of plants. Such suppression of development is of economic interest, for example, for turf crops, since in this way it is possible to reduce the frequency of grass cutting in ornamental gardens, parks and sports fields, on roadsides, at airports or in areas with fruit crops. Suppression is also important for herbaceous and woody plants grown on roadsides, near pipelines or overhead lines, or generally in areas where vigorous plant growth is not desired.

Also, the use of growth regulators to suppress the longitudinal growth of cereal crops is of great importance. This reduces or completely eliminates the risk of plants lodging before harvest. In addition, when using growth regulators, cereal stems can be strengthened, which also reduces the risk of lodging. By using growth regulators to strengthen and shorten the stems of cereals, it is possible to apply large volumes of fertilizers to increase yield without the risk of lodging.

For many crops, suppressing the vegetative development of plants makes it possible to plant plants at a higher density, so that a larger yield can be obtained on the same area. Another benefit of smaller plants produced this way is that it makes the plants easier to cultivate and harvest.

By reducing the vegetative development of plants, it is also possible to achieve an increase or improvement in yield, since in this case more efficient consumption of nutrients and assimilates is ensured for the formation of flowers and fruits, and not for the growth of vegetative parts of plants.

Alternatively, growth regulators can also be used to stimulate vegetative development. This is very useful when the vegetative parts of the plant are collected during harvesting. However, by stimulating vegetative development, generative development may also be stimulated because more assimilates are produced, resulting in more fruits or larger fruits.

In addition, positive effects on plant growth or yield may be achieved by improving nutrient use efficiency, particularly nitrogen (N) use efficiency, phosphorus (P) use efficiency, water use efficiency, improved transpiration, respiration rate and/or assimilation of CO2, improvement of nodule formation, improvement of Ca metabolism.

Likewise, growth regulators can be used to change plant composition, which in turn can lead to improved crop quality. Growth regulators may influence the formation of parthenocarpic fruits. In addition, the sex of the flower can be influenced. It is also possible to obtain sterile pollen, which is important for selection and production of hybrid seeds.

The use of growth regulators can control branch formation in plants. On the other hand, if apical dominance is violated, the development of lateral shoots can be stimulated, which may be desirable, in particular, when cultivating ornamental plants, also in combination with growth inhibition. On the other hand, it is also possible to suppress the growth of side shoots. This effect is of particular interest, for example, when growing tobacco or tomatoes.

Under the influence of growth regulators, the number of leaves on plants can be adjusted so that defoliation occurs at the required time. This defoliation plays an important role in the mechanical harvesting of cotton, but also in the harvesting of other crops, such as grapes. Defoliation of plants can also be carried out to reduce transpiration in plants before transplanting.

In addition, growth regulators can modulate plant senescence, which can lead to an increase in the duration of the period with green leaves, an increase in the grain filling phase, and improved harvest quality.

Growth regulators can also be used to regulate fetal dehiscence. On the other hand, in this way it is possible to prevent premature opening of the fetus. On the other hand, it is also possible to stimulate the opening of the fruit or even underdevelopment of the flower to achieve the required mass (thinning of the ovaries). In addition, growth regulators can be used to cause fruit to be separated from the plant during harvest with less physical force to allow mechanical harvesting or to facilitate manual harvesting.

Growth regulators can also be used to achieve earlier or later ripening of harvested material before or after harvest. This is especially important as it allows us to best adapt to market requirements. In addition, in some cases, growth regulators can improve fruit color. In addition, growth regulators can also be used to ensure that maturation occurs over a period of time. In this way, the necessary conditions are created to allow mechanical or manual harvesting in one stage, for example in the case of tobacco, tomatoes or coffee.

In addition, with the use of plant growth regulators it is possible to influence the dormancy period of seeds or buds of plants so that, for example, germination, shoot formation, flowering of plants such as pineapple or ornamental plants in nurseries occurs at periods when this is not usual. In areas where there is a high risk of frost, it is advisable to use growth regulators to delay bud break or seed germination to avoid damage due to late frosts.

Finally, growth regulators can make plants resistant to low temperatures, drought, or soil salinity. This ensures the possibility of cultivating plants in areas that are usually unsuitable for such purposes.

Adding resistance/vitality to plants and other effects.

Combinations of compounds of the present invention and compositions containing such combinations also exhibit strong plant strengthening effects. Accordingly, they can be used to mobilize the plant's defense system against attack by harmful microorganisms.

In the context of the present invention, substances that increase the vitality of plants (conferring resistance to plants) are substances capable of stimulating the plant's defense system in such a way that the treated plants subsequently, when inoculated with harmful microorganisms, develop a high degree of resistance to these microorganisms.

Also, in the context of the present invention, the physiological characteristics of the plant include the following:

abiotic stress tolerance, which includes resistance to high or low temperatures, drought tolerance and ability to recover from stressful drought conditions, water use efficiency (which is associated with reduced water use), flood tolerance, ozone stress and ultraviolet resistance, resilience to chemicals such as heavy metals, salts, pesticides.

Resistance to abiotic stress, which includes increased resistance to fungi and increased resistance to nematodes, viruses and bacteria. In the context of the present invention, resistance to abiotic stress preferably includes increased resistance to fungi and increased resistance to nematodes.

Increased plant vigor, including increased plant vigor/plant quality and increased seed germination vigor, reduced lodging tendency, improved appearance, increased ability to recover from stressful conditions, improved pigmentation (e.g. chlorophyll content, improved ability to maintain green coloration) and improved photosynthetic efficiency.

Mycotoxins.

In addition, combinations of compounds of the present invention and compositions containing such combinations can reduce mycotoxin levels in collected material and in foods and feeds derived therefrom. Specifically, mycotoxins include, but are not limited to: deoxynivalenol (DON), nivalenol, 15-Ac-DON, 3-Ac-DON, T2 and HT2 toxin, fumonisins, zearalenone, moniliformin, fusarin, diacetooxyscirpenol (DAS) , beauvericine, enniatine, fusaroproliferin, fusarenol, ochratoxin, patulin, ergot alkaloids and aflatoxins, which can be produced, for example, by the following fungi: Fusarium species such as F. acuminatum, F. asiaticum, F. avenaceum, F. crookwellense, F. culmorum, F. graminarum (Gibberella zeae), F. equiseti, F. fujikoroi, F. musarum, F. oxysporum, F. proliferation, F. poae, F. pseudograminarum, F. sambucinum, F. scirpi, F. semitectum, F. solani, F. sporotrichoides, F. langsethiae, F. subglutinans, F. tricinctum, F. verticillioides, as well as Aspergillus species such as A. flavus, A. parasiticus, A. nomius, A. ochraceus, A. clavatus , A. terreus, A. versi- 20 047141 color, Penicillium species such as P. verrucosum, P. viridicatum, P. citrinum, P. expansum, P. claviforme,

P. roqueforti, Claviceps species such as C. purpurea, C. fusiformis, C. paspali, C. africana, Stachybotrys species and others.

Material protection.

Combinations of compounds of the present invention and compositions containing such combinations can also be used for the protection of industrial materials, for the protection of industrial materials from the attack of phytopathogenic fungi and destruction by phytopathogenic fungi.

In addition, combinations of compounds of the present invention and compositions containing such combinations can be used as anti-fouling compositions, alone or in combination with other active ingredients.

In the context of the present invention, the term industrial materials refers to non-living materials that are intended for industrial use. For example, industrial materials that can be protected from alteration or degradation by microorganisms using the compositions of the invention include adhesives, adhesives, paper, wallpaper and boards/cardboard, textile materials, carpets, leather, wood, fibers and fabrics. , paint and plastic products, lubricants and cooling fluids, and other materials that can be affected or destroyed by microorganisms. Also included in the materials that can be protected according to the invention are parts of production plants and buildings, for example cooling water circuits, cooling and heating systems, as well as ventilation and air conditioning units, which can be destroyed due to the development of microorganisms. The industrial materials of the present invention preferably include adhesives, glues, paper and board, leather, wood, paint, cutting fluids and heat transfer fluids, more preferably wood.

Combinations of compounds of the present invention and compositions containing such combinations can prevent adverse effects such as rotting, deterioration, discoloration, discoloration or mold formation.

In the case of wood processing, the combination of compounds of the present invention and compositions containing such a combination can also be used against fungal diseases that may develop on the surface or within the wood products. The term timber refers to all types of wood and all types of processed wood intended for construction, such as solid wood, high-density wood, laminated wood and plywood. The method of treating wood products according to the invention mainly consists of contacting the composition according to the invention; this includes, for example, direct application, spraying, dip etching, injection or any other appropriate methods.

In addition, the combination of compounds of the present invention and compositions containing such a combination can be used for antifouling of objects that come into contact with saline or salt water, such as ship hulls, screens, nets, buildings, moorings and signal systems.

The combination of compounds of the present invention and compositions containing such a combination can also be used to protect stored products. The term storage goods means natural substances of plant or animal origin and products of natural origin obtained by processing them, for which long-term protection is necessary. Storage products of plant origin include, for example, plants or parts thereof, such as stems, leaves, tubers, seeds, fruits or grains, may be protected in a freshly harvested state or in a processed form, for example, by pre-drying, moistening, chopping, grinding , pressing or high temperature processing. Storage products also include timber, both raw timber such as construction timber, power poles and fencing, and timber in the form of finished products such as furniture. Storage products of animal origin are, for example, hides, leather, fur products and fur hair products. The compositions of the invention can prevent negative effects such as rotting, deterioration, discoloration, discoloration or mold formation.

Microorganisms that can degrade industrial materials or change their properties include, for example, bacteria, fungi, yeast, algae and sludge-dwelling organisms. The compounds of formula (I) preferably have an effect on fungi, in particular on mold, on fungi that cause discoloration or destruction of wood (Ascomycetes, Basidiomycetes, Deuteromycetes and Zygomycetes), and on mud-dwelling organisms and algae . Examples of such organisms include microorganisms of the following genera: Alternaria, such as Alternaria tenuis; Aspergillus, such as Aspergillus niger; Chaetomium, such as Chaetomium globosum; Coniophora, such as Coniophora puetana; Lentinus, such as Lentinus tigrinus; Penicillium, such as Penicillium glaucum; Polyporus, such as Polyporus versicolor; Aureobasidium, such as Aureobasidium pullulans; Sclerophoma such as Sclerophoma pityophila; Trichoderma, such as Trichoderma viride; Ophiostoma spp., Ceratocystis spp., Humicola spp., Petriella spp., Trichurus spp., Coriolus spp., Gloeophyllum spp.,

- 21 047141

Pleurotus spp., Poria spp., Serpula spp. and Tyromyces spp., Cladosporium spp., Paecilomyces spp. Mucor spp.

Escherichia such as Escherichia coli; Pseudomonas such as Pseudomonas aeruginosa; Staphylococcus such as Staphylococcus aureus, Candida spp. and Saccharomyces spp., such as Saccharomyces cerevisae.

Seed treatment.

The present invention also includes a method for treating seeds.

Another aspect of the present invention relates in particular to seeds (dormant, primed, germinated, or even sprouted roots and leaves) treated with a combination of compounds of the present invention or a composition containing such a combination. The seeds of the invention are used in methods for protecting seeds and plant seedlings from seeds from phytopathogenic harmful fungi. In accordance with these methods, seeds treated with a combination of compounds according to the invention or a composition containing it are used.

The combination of compounds of the present invention and compositions containing such a combination can also be used to treat seeds and seedlings. Most damage to crops by harmful organisms is caused by infection of seeds before sowing in the soil or after plant germination. This phase is especially critical, since during this period the roots and shoots of a growing plant are most susceptible to damage, and even slight damage can cause the death of the plant. Therefore, it is especially important to protect seeds and germinating plants with suitable compositions.

It is also desirable to optimize the amount of active ingredient used in such a way as to provide the most effective possible protection of seeds and germinating plants and seedlings from attack by phytopathogenic fungi, but without damaging the plant itself by the active ingredient used. In particular, treatment methods have achieved optimal protection of seeds and germinating plants with minimal consumption of protective compositions, in particular, it is necessary to take into account the natural phenotypes of transgenic plants.

Thus, the present invention also relates to a method of protecting seeds and germinating plants and seedlings from attack by animal pests and/or phytopathogenic harmful microorganisms by treating the seeds with a combination or composition according to the invention. The invention also relates to the use of combinations or compositions according to the invention for treating seeds to protect seeds, germinating plants or emerged seedlings from animal pests and/or phytopathogenic microorganisms. The invention further relates to seeds that have been treated with a combination or composition of the invention to protect against animal pests and/or plant pathogens.

One of the advantages of the present invention is that treating seeds with such compositions provides protection from animal pests and/or phytopathogenic harmful microorganisms not only to the seeds themselves, but also to the plants grown from them after emergence. In this case, direct treatment of the crop during and immediately after sowing can protect the plants. Seeds can also be processed before sowing. It is also preferred that the combination of active ingredients or composition according to the invention, in particular, can be used to treat transgenic seeds, in which case the plant grown from such seed is capable of expressing a protein that counteracts animal pests, herbicidal damage and abiotic stress. Treatment of such seeds with the active ingredients or compositions of the invention, for example an insecticidal protein, may provide resistance to certain pests.

The combination of compounds of the present invention and compositions containing such a combination can be used to protect the seeds of any variety of plant used in agriculture, greenhouse, forest or plant growing or horticulture. In particular, these may be cereal seeds (such as wheat, barley, rye, millet and oats), oilseed rape, corn, cotton, soybeans, rice, potatoes, sunflowers, beans, coffee, beets (such as sugar beets and fodder beets), peanuts, vegetables (such as tomato, cucumber, onion and lettuce), turf and ornamental crops. Of particular importance is the treatment of seeds of wheat, soybeans, oilseed rape, corn and rice.

As already noted, treatment of transgenic seeds with combinations of compounds or compositions according to the invention is of particular importance. This refers to plant seeds that contain at least one heterologous gene that allows the expression of a polypeptide or protein, for example, with specific insecticidal properties. In transgenic seeds, such heterologous genes can be derived, for example, from microorganisms such as Bacillus, Rhizobium, Pseudomonas, Serratia, Trichoderma, Clavibacter, Glomus or Gliocladium. Such heterologous genes are preferably derived from the genus Bacillus, in which case the gene product is effective against corn moth and/or western corn rootworm. Particularly preferred are heterologous genes derived from Bacillus thuringiensis.

In the context of the present invention, the composition or combination according to the invention is applied only to seeds or in a suitable formulation. It is preferable that the seeds are hard enough to prevent damage during processing. Typically, seed treatment is carried out at any time between harvest and sowing and some time after sowing. Typically, seeds are used that have been separated from the plant and from which the cob stems, husks, stalks, husks, hairs, or fruit pulp have been removed. For example, you can use seeds that have been collected, cleaned and dried so that the moisture content is less than 15 wt.%. Alternatively, it is also possible to use seed that, after drying, has, for example, been treated with water and then dried again, or seeds immediately after they have been primed, seeds that have been stored in a primed state, or previously germinated seeds, or seeds that have been sown on brooder trays, film or paper.

During seed treatment, special attention should be paid to ensure that the amount of the combination or composition according to the invention applied to the seeds and/or the amount of additional additives is selected in such a way as not to harm the process of seed germination and the plant itself. This should be ensured, especially when using active ingredients that may have phytotoxic effects at certain dosages.

The combination of compounds of the present invention and compositions containing such a combination can be used directly, i.e. when they do not contain any other components, without dilution. In general, it is preferable to apply the compositions to the seeds in the desired formulation. Suitable compositions and methods for treating seeds are known to those skilled in the art. Combinations of compounds of the present invention can be prepared into conventional formulations suitable for application to seeds, such as solutions, emulsions, suspensions, powders, foams, liquid solutions or in combination with other seed coating compositions such as film-forming materials , coating materials, fine-grained iron or other metal powders, granules, materials for applying to inactivated seeds, as well as preparations for ULV.

These preparations are prepared in the usual manner by mixing the active ingredients or combinations thereof with customary additives, for example conventional excipients, as well as solvents or diluents, coloring agents, wetting agents, dispersants, emulsifiers, antifoaming agents, preservatives, thickener auxiliaries, binders, gibberellins, as well as water.

Suitable colorants that may be present in the seed application preparations useful in accordance with this invention are any of the colorants that may normally be used for such purposes. It is also possible to use other pigments that are moderately soluble in water or dyes that are soluble in water. Examples of dyes include dyes known under the names Rhodamine B, C.I. pigment red 112 and C.I. red solvent 1.

Suitable wetting agents that may be present in seed preparations useful in accordance with this invention are any wetting agents that can generally be used in the manufacture of preparations containing active agrochemical ingredients. Preferably, alkyl naphthalene sulfonates such as diisopropyl or diisobutyl naphthalene sulfonates are useful.

Suitable dispersants or emulsifiers that may be present in the seed application preparations useful in this invention include any of the non-ionic, anionic and cationic dispersants that may typically be used in the manufacture of preparations containing agrochemical active ingredients. Preferred is the use of nonionic or anionic dispersants or mixtures of nonionic or anionic dispersants. Useful nonionic dispersants include, but are not limited to, ethylene oxide/propylene oxide block copolymers, alkylphenol polyglycol ether and tristryrylylphenol polyglycol ether, as well as their phosphated and sulfated derivatives. Suitable anionic dispersants are, in particular, lignosulfates, polyacrylic acid salts and formaldehyde-arylsulfonate condensates.

Antifoaming agents that may be present in the seed preparations useful in this invention are any of the foam inhibitors that may be commonly used in the manufacture of preparations containing agrochemical active ingredients. Silicone antifoams and magnesium stearate are preferred.

Preservatives which may be present in the seed preparations useful in the present invention are any substances which may normally be used for such purposes in the manufacture of agrochemical compositions. Examples of such substances include dichlorophen and benzyl alcohol hemiformal.

Auxiliary thickeners that may be present in the seed application preparations useful in accordance with this invention are any substances that may be commonly used for such purposes in the manufacture of agrochemical compositions. Preferred examples include cellulose derivatives, acrylic acid derivatives, xanthan, modified clays and fumed silica.

Binding agents that may be present in the seed application preparations useful in this invention are any substances that would normally be used for such purposes in the manufacture of seed application products. Preferred examples of such substances include polyvinylpyrrolidone, polyvinyl acetate, polyvinyl alcohol and tylose.

The seed formulations that are useful in accordance with this invention can be used to treat a wide range of different types of seeds, either directly or after prior dilution with water. For example, concentrates and formulations obtained from them by dilution with water can be used for application to seeds of cereal crops such as wheat, barley, rye, oats and triticale, as well as to seeds of corn, soybeans, rice, oilseed rape, peas, beans, cotton, sunflower and beets, as well as various types of seeds of various vegetables. The formulations that are useful according to the present invention, or preparations obtained by diluting them, can also be used with the seeds of transgenic plants. In this case, additional synergistic effects may also occur when interacting with substances that are formed as a result of expression.

For treating seeds with seed dressing compositions that can be used in accordance with the present invention, or preparations obtained therefrom by adding water, all mixing devices typically used for application to seeds can be used. In particular, during the procedure for applying to seeds, these seeds are placed in a mixing device, a certain required amount of drugs is added to them, separately or after dilution with water, and the entire volume is mixed until all drugs are uniformly distributed on the seeds. If necessary, this is followed by a drying operation.

The dose of application of the drugs used according to this invention can vary within a relatively wide range. It depends on the specific content of active ingredients in the formulation, as well as on the seeds. The application rate of each individual active ingredient is usually from 0.001 to 15 g per kilogram of seeds, preferably from 0.01 to 5 g per kilogram of seeds.

GMO.

As mentioned above, according to this invention, all plants and their parts can be treated. In a preferred embodiment of the invention, plants are treated, as well as their parts, varieties and species occurring in the wild, or bred by conventional biological methods, for example, by crossing or protoplast synthesis. According to another preferred embodiment, transgenic plants obtained by genetic engineering methods, if necessary in combination with conventional methods (genetically modified organisms), and parts of such plants are processed. An explanation of the terms plant parts or plant parts or plant parts has been given above. More preferably, plant varieties that are commercially available or in use are processed in accordance with the present invention. The term plant varieties refers to plants that have new properties (characteristics) that were obtained by conventional breeding methods, mutagenesis or using recombinant DNA technology. These can be varieties, varieties, bio- or genotypes.

The treatment method of the invention can be used to treat genetically modified organisms (GMOs), for example plants or seeds. Genetically modified plants (or transgenic plants) are plants in which a heterologous gene is stably integrated into the genome. The expression heterologous gene essentially means a gene which is generated or assembled from outside the plant and which, when introduced into the nuclear, chloroplast or mitochondrial genome, produces a transformed plant with new or improved agronomic or other properties, through the expression of a target protein or polypeptide, or by negative regulation or silencing of other gene(s) that are present in the plant (using, for example, antisense technology, cosuppressor technology or RNA interference (RNAi) technology or microRNA (miRNA) technology). A heterologous gene that is located in the genome is also called a transgene. A transgene, which is determined by a specific location in the plant genome, is called a transformation or transgenic object.

Plants and plant varieties that can also be processed in accordance with the invention include all plants having genetic material that imparts particularly advantageous beneficial characteristics to those plants (obtained by breeding and/or plant biotechnology methods).

Plants and plant varieties that can also preferably be treated in accordance with the invention are those that are resistant to one or more biotic stress factors, i.e. these plants exhibit increased resistance to animal pests and microbial pests, for example, nematodes, insects, mites, phytopathogenic fungi, bacteria, viruses and/or viroids.

Plants and plant varieties that can also be treated in accordance with the invention are those that are resistant to one or more factors

- 24 047141 abiotic stress. Abiotic stress conditions include, for example, drought, high and low temperatures, osmotic stress, flooding, increased soil salinity, increased presence of minerals in the soil, the presence of extraordinary amounts of ozone, excess light, lack of nitrogen or phosphorus nutrients, and lack of shading.

Plants and plant varieties that can also be treated in accordance with the invention are those that are characterized by improved yield characteristics. Improved yield of these plants may result from, for example, improved plant physiology, growth and development, such as water use efficiency, water retention efficiency, improved nitrogen availability, enhanced carbon assimilation, improved photosynthesis, increased germination and accelerated maturation. Yield may also be influenced by improvements in plant organization (under stress and non-stress conditions), including, but not limited to, early flowering, control of flowering to produce hybrid seeds, germination, plant size, number and spacing of internodes, root growth systems, seed size, fruit size, pod size, number of pods or ears, number of seeds per pod or ear, seed weight, increased percentage of seeds completed, reduced seed drop, reduced pod cracking and lodging resistance. Other yield characteristics include seed composition, such as carbohydrate content and composition, such as cotton or starch, protein content, oil content and fat composition, nutritional value, reduced content of non-nutritive substances, improved processability and better storage stability.

Plants that can be treated in accordance with the invention are hybrid plants that already exhibit signs of heterosis or hybrid vigor, resulting in overall improved yield, vigor, vitality and resistance to biotic and abiotic stress factors.

Plants or plant varieties (obtained by plant biotechnology methods such as genetic engineering) that can be treated according to the present invention are herbicide-tolerant plants, i.e. plants that are resistant to one or more specific herbicides. Such plants, which can be obtained by genetic transformation or plant selection, contain a mutation that confers such herbicide resistance.

Plants or plant varieties (obtained by plant biotechnology methods such as genetic engineering) that can also be processed according to the present invention are transgenic insect resistant plants, i.e. plants that have been given resistance to attack by certain target insects. Such plants, which can be obtained by genetic transformation or plant breeding, contain a mutation that confers such resistance to insects.

Plants or plant varieties (obtained by plant biotechnology methods such as genetic engineering) that can also be processed according to the present invention are resistant to abiotic stress factors. Such plants, which can be obtained by genetic transformation or plant breeding, contain a mutation that confers such resistance to stress.

Plants or plant varieties (obtained by plant biotechnology methods such as genetic engineering) that may also be processed according to the present invention exhibit altered quantitative, qualitative and/or storage stability characteristics of the harvested crop product and/or altered characteristics of certain ingredients of the harvested product harvest.

Plants or plant varieties (which can be produced by plant biotechnology methods such as genetic engineering) that can also be processed according to the present invention are plants, such as cotton plants, with altered fiber characteristics. Such plants, which can be obtained by genetic transformation or plant selection, contain a mutation that imparts such altered properties to the fiber.

Plants or plant varieties (which can be produced by plant biotechnology methods such as genetic engineering) that can also be processed according to the present invention are plants, such as oilseed rape and related Brassica plants, with altered oil profile properties. Such plants, which can be obtained by genetic transformation or plant selection, contain a mutation that imparts such altered profile properties to the oil.

Plants or plant varieties (which can be produced by plant biotechnology methods such as genetic engineering) that can also be processed according to the present invention are plants, such as oilseed rape and related Brassica plants, with altered seed drop characteristics. Such plants, which may be obtained by genetic transformation or plant selection, contain a mutation conferring such altered seed shedding characteristics and include plants such as oilseed rape with delayed or reduced seed shedding.

Plants or plant varieties (which can be produced by plant biotechnology techniques such as genetic engineering) that can also be processed according to the present invention are plants, such as tobacco, with altered post-translational protein modification profiles.

Application.

When using the combinations of the invention and compositions containing such combinations as fungicides, the application dose can vary within a relatively wide range, depending on the application.

Application doses in case of treatment of plant parts, for example leaves: 0.1-10000 g/ha, preferably 10-1000 g/ha, more preferably 50-300 g/ha (in case of treatment by watering or irrigation, it is possible to further reduce dosage, in particular if inert substrates such as mineral wool or perlite are used);

in the case of seed treatment: 0.1-200 g per 100 kg of seeds, preferably 1-150 g per 100 kg of seeds, more preferably 2.5-25 g per 100 kg of seeds, even more preferably 2.5-12.5 g per 100 kg of seeds;

in the case of soil treatment: 0.1-10000 g/ha, preferably 1-5000 g/ha, the amounts given being relative to the total amount of active ingredient in the respective combination or composition.

The dosages indicated are given solely as an example and do not limit the purpose of the invention.

The present invention is illustrated by the following examples. However, the invention is not limited to these examples.

Examples

The improved fungicidal activity of the concentration of active compounds according to the invention follows from the examples below. While individual active compounds exhibit weak fungicidal activity, combinations exhibit activity that is superior to a simple combination of activities.

A synergistic effect of fungicides is always present when the fungicidal activity of the composition of active compounds exceeds the total activity of the active compounds when applied separately. The expected activity of a given combination of two active compounds can be calculated as follows (see Colby, S.R., Calculating Synergistic and Antagonistic Responses of Herbicide Combinations, Weeds 1967,15, 20-22):

If

X represents the efficiency when active compound A is applied at an application rate of m ppm (or g/ha),

Y represents the efficiency when active compound B is applied at an application rate of n ppm (or g/ha), and

E represents the effectiveness when active compounds A and B are applied at application rates of m and n ppm (or g/ha), respectively, then

For ternary mixtures, the following Colby equation is obtained:

If

X represents the efficiency when active compound A is applied at an application rate of m ppm (or g/ha),

Y represents the efficiency when active compound B is applied at an application rate of n ppm (or g/ha),

Z represents the efficiency when active compound C is applied at an application rate of about ppm (or g/ha), and

E represents the efficiency when the active compounds A, B and C are applied at application rates of m, n and o ppm (or g/ha), respectively, then „ _vv „ XY XZ YZ XYZ E - Λ +1 + Z ,-------1-100 100 100 100-100

The degree of effectiveness is expressed as a percentage. 0% indicates an efficiency equivalent to the control group of plants, and 100% efficiency means no disease is observed.

If the actual activity exceeds the calculated value, then the activity of the combination is superadditive, i.e. there is a synergistic effect. In this case, the actual observed efficiency should be higher than the value of the predicted efficiency (E), which is calculated in accordance with the above formula.

Another way to demonstrate a synergistic effect is the method described by Tammes (see Isoboles, a graphic representation of synergism in pesticides in Neth. J. Plant Path., 1964, 70, 73-80).

- 26 047141

Example A: In vitro tests using fungal microorganisms.

The wells of 96-well microtiter plates were filled with 30 μl of a formulation of the test compound or combination of compounds in methanol + alkylaryl polyglycol ether emulsifier. Then the solvent is evaporated in the hood. At the next stage, 200 μl of liquid nutrient medium is added to each well, into which the appropriate concentration of spores or mycelial suspension of the fungus under study is added.

Using a photometer, the optical density is measured in all wells at a wavelength of 620 nm.

Incubation of microtiter plates was carried out for a period of 3 to 7 days at 20°C and 85% relative humidity. After incubation, growth inhibition is determined photometrically. Efficacy is calculated in relation to a control group of untreated plants; 0% efficiency means fungal growth consistent with the control group of untreated plants, while 100% efficiency means no fungal growth was detected when measured.

The tables below clearly demonstrate that the observed potency of the active compound of the present invention exceeds the calculated potency, i.e. there is a synergistic effect.

Table A

In vitro tests using Alternaria alternata

(1-1) (ppm) (1.020) spiroxamine (ppm) (1.018) prothiocone ash (ppm) (2.038) isoflucypr am (ppm) ratio efficiency % Expected value calculated using the Colby method % 0.5 52 4 12 0.5 100 0.02 19 0.004 0 0.5 4 0.5 1:8:1 100 100 0.5 4 0.02 1:8:0.04 72 66 0.5 4 0.004 1:8:0.008 83 58 0.1 thirty 0.02 1 0.8 0 0.16 10 0.2 83 0.04 65 0.1 0.8 0.2 1:8:2 95 88 0.1 0.8 0.04 1:8:0.4 77 75 0.02 0.16 0.2 1:8:10 80 85 0.02 0.16 0.04 1:8:2 82 69

Table B

In vitro tests using Botrytis cinerea

(1-1) (ppm) (1.020) spiroxamine (ppm) (2.038) isoflucipram (ppm) ratio Efficiency % Expected value calculated using the Colby method % 0.5 0 0.1 0 0.02 3 4 0

- 27 047141

0.8 5 0.16 1 0.2 78 0.04 59 0.5 4 0.2 1:8:0.4 79 78 0.1 0.8 0.2 1:8:2 80 79 0.02 0.16 0.2 1:8:10 79 78 0.02 0.16 0.04 1:8:2 67 60

Table C

In vitro tests using Colletotrichum coccodes

(1-1) (ppm) (1.020) spiroxam n (ppm) (2.038) isoflucipram (ppm) ratio Efficiency % Expected value calculated using the Colby method % 0.1 0 0.8 1 1 8 0.2 0 0.04 27 0.008 0 0.1 0.8 1 1:8:10 38 9 0.1 0.8 0.2 1:8:2 14 1 0.1 0.8 0.04 1:8:0.4 26 27 0.1 0.8 0.008 1:8:0.08 23 1

Table D

In vitro tests using Fusarium culmorum

(1-1) (ppm) (1.020) spiroxamine (ppm) (2.038) isoflucipram (ppm) ratio Efficiency % Expected value calculated using the Colby method % 0.5 13 0.02 0 4 4 0.16 7 0.04 3 0.008 0 0.5 4 0.04 1:8:0.08 27 18 0.5 4 0.008 1:8:0.016 37 16 0.02 0.16 0.04 1:8:2 24 10 0.02 0.16 0.008 1:8:0.4 AND 7

Claims (6)

1. A combination of active compounds for combating harmful microorganisms in the field of plant protection and material protection, containing (A) as compound (A) methyl 2-[2-chloro-4-(4-chlorophenoxy)phenyl]-2-hydroxy- 3-(1,2,4triazol-1-yl)propanoate, (B) as the compound (B) spiroxamine, (C) as the compound (C) at least one active compound selected from prothioconazole and isoflucipram. 2. The combination of active compounds according to claim 1, characterized in that the combination of compounds is selected from the group consisting of the following mixtures: methyl 2-[2-chloro-4-(4-chlorophenoxy)phenyl]-2-hydroxy-3-(1,2,4-triazol-1-yl)propanoate + spiroxamine + prothioconazole and methyl 2-[2-chloro -4-(4-chlorophenoxy)phenyl]-2-hydroxy-3-(1,2,4-triazol-1-yl)propanoate + spiroxamine + isoflucipram. 3. A combination of active compounds according to one of claims 1, 2, characterized in that the mass ratio of compound(s) (A) and compound (B) is from 1000:1 to 1:1000. - 28 047141 4. A combination of active compounds according to one of claims 1 to 3, characterized in that the mass ratio of compound(s) (A) and compound(s) (C) is from 1000:1 to 1:1000. 5. A combination of active compounds according to one of claims 1 to 4, containing an additional active compound selected from insecticides and plant growth regulators. 6. Composition for combating harmful microorganisms in the field of plant protection and material protection, characterized by containing a combination of active compounds according to one of claims 1 to 5, in addition to at least one carrier and/or surfactant.