DD295521A5 - SCHAEDLINGSBEKAEMPFUNGSMITTEL I - Google Patents

Abstract

The invention relates to pesticides that at the same time break existing resistance in pathogen populations and their application in agriculture and forestry, horticulture, in the protection of stored products, in the household and in the hygiene sector. According to the invention Schaedlingbekaempfungsmittel are used, which as active ingredients N-Arylaminosaeure-2-ethylhexylester of the formula I and

Description

in which

R is hydrogen, C 1 -C 4 unsubstituted or branched alkyl or phenyl,

(A) Carbamates and / or

(B) carboxylic acid esters, including natural and synthetic pyrethroids, and / or _t

(C) phosphoric and phosphonic acid esters and / or

(D) Aminoulfenyl derivatives of benzofuran carbamates.

2. Pesticides according to claim 1, characterized in that they contain as active ingredients a N-aryl amino acid 2-ethylhexylester and carbofuran or furathiocarb or permethrin orTrichlorphon.

3. Pesticides according to Claims 1 and 2, characterized in that they contain as active constituents an N-arylamino acid 2-ethylhexyl ester of the formula I and carbamates and / or carboxylic esters, including the natural and synthetic pyrethroids, and / or phosphoric and phosphonic acid esters and / or or aminosulfenyl derivatives of benzofurancarbamates in a ratio of 10: 1 to 1: 5 parts by weight in addition to the usual pesticide auxiliaries, diluents, modifiers or conditioners.

4. pesticides according to claim 1 to 3, characterized in that they are used for controlling animal pests in field crops of agricultural crops, for the protection of crop products, in animal husbandry facilities and in sanitary facilities.

Field of application of the invention

The present invention relates to pesticides containing N-arylamino acid 2-erthylhexylester as active ingredients and other known pesticidal, in particular insecticidal agents and their use in agriculture and forestry, horticulture, in the protection of stored products, in the household and in the hygiene sector.

Characteristic of the known technical solutions

It is already known that the following active substances or combinations of active substances have pesticidal, in particular insecticidal, properties:

(A) Carbamates, e.g. 1-Naphthyl-N-methyl-carbamate, 2,3-dihydro-2,2-dimethyl-7-benzofuranyl-N-methyl-carbamate, 2,2-dimethyl-1,3-benzodioxol (4) yl-N- Methyl carbamate, 2- [1,3-dioxolan (2) yl-phenyl] -N-methyl-carbamate, 5,6-dimethyl-2-dimethylamino ^ -pyrimidinyl-N, N-dimethyl-carbamate, -methylthio-propionaldehyde O-tmethylcarbamoyl-oxime-methyl-2-methylthio-propionaldehyde-O- (methylcarbamoyl) -oxime; and S-methyl-1- (dimethyl-carbamoyl) -N - [(methylcarbamoyl-oxy-thioformimidate.

(B) carboxylic acid esters, e.g. A-isopropyl-4-chlorophenyl-acetic acid-a-cyano-3-phenoxybenzyl ester, 2,2-dimethyl-3- (2,2-dichlorovinyl) -cyclopropanecarboxylic acid-a'-cyano-3-phenoxybenzyl ester, 2 , 2-dimethyl-3- (2,2-dichlorovinyl) -; -cyclopropanecarboxylic acid 3-phenoxybenzyl ester, 2,2-dimethyl-3- (2,2-dibromovinyl) -cyclopropane-a'-cyano-3-phenoxybenzyl ester.

(C) phosphoric and phosphonic acid esters, such as. B. O.O-dimethyl-d-hydroxy ^^^ - trichlorethyD-phosphonic acid ester, 0.0-. Dimethyl-O- (2,2-dichloro-vinyl) -phosphoric acid ester, O-O-O-O-O-dibromo ^^ - dichloroethyl phosphate, 0,0-dimethyl-O- [2-chloro-1- (2,4-dichlorophenyl ) -vinyl | -phosphoric acid ester, 2-chloro-3- (0,0-dimethylphosphoryloxy) -N, N-diethyl-crotonamide, S-fO.O-dimethylphosphoryloxyJ-N, N-dimethyl-cis-crotonamide, OS-dimethylthiolophosphoric acid ester amide.

(O) Aminosulfenyl derivatives of benzofuran carbamates, such as 2-B (2,3-dihydro-2,2-dimethylbenzofuran-7-yloxy-N-methylcarbamoylMN'-di-n-butylamino) sulfide, ( 2,3-dihydro-2,2-dimethyl-benzofuran-7-yloxy-N-methyl-carbamoyl) * (n-butoxy-N'-methyl-carbamoyl) -sulfide, (2,3-dihydro -2,2-dimethyl-benzofuran-7-yloxy-N-methyl-carbamoyl) -N- (N-methylethyl-N-ethoxycarbonylethylaminol sulfide.

Furthermore, synergistic mixtures of carbamates, eg. Carbaryl with methylenedioxynaphthyl derivatives (Sacher, SA et al., J. econ., Entom., 64, 1011-4 [1971]) or with 1,3-benzodioxole derivatives (Desmarcheliev, J. and Krieger, J., J. Econ. Entom., 66, 61-638 (1973)) or of phosphoric and phosphonic acid esters, z, B, dichlorophos and trichlorphone with piperonyl butoxide (PV Popov et al., Chim. Shel'sk Khoz 13, 33-35 [1975]) or of natural or synthetic pyrethroids with piperonyl ethers, such as. B. a- [2 (2-butoxy-ethoxy) -ethoxy] 4,5-methylenedioxy-2-propyltoluene (U.Claussen in: Chemie der Pflanzenschutz- und Schädlingsbekungsmittel, Vol. 1, S.98, ed. R. Wegler, Springer-Verlag Berlin-Heidelberg-New York, [1970]) known.

However, the effectiveness of these synergistic drug combinations is overall unsatisfactory, in particular with them there are no possibilities for breaking existing resistance in pathogen populations. From the literature it is known that it is widely used in agriculture and forestry as well as in the hygiene sector to the emergence of strong resistance and cross-resistance of pests to organophosphorus insecticides and acaricides (Künast et al .: Anz. Schädlings Berlin-Hamburg 52,163 [1963]}, carbamate insecticides (GP Georghiou: Residue Reviews 76, 131 [1980]) and natural and synthetic pyrethroids (PA Chapman et al .: Brit. Crop. Prot. Conf. Pest., Dis., Brighton, Nov. 16-19, 1981 In addition, from a toxicological point of view it seems questionable to hedge the fight against agricultural pests and hygiene pests by increasing the active ingredient expenditure.

It is not known from the literature that combinations of N-arylamino acid 2-ethylhexyl esters and carbamates and / or carboxylic acid esters, including the natural and synthetic pyrethroids and / or phosphoric and phosphonic acid esters and / or aminosulfenyl derivatives of benzofuran carbamates one more as an additive insecticide effect in pest populations. Furthermore, it has not been previously known that N-arylamino acid 2-ethylhexylester can break a resistance or cross resistance caused by insecticides in pest populations.

Object of the invention

The object of the invention is the development of new pesticides with improved efficacy, which at the same time can break an insecticide-induced resistance or cross-resistance in pest populations.

Explanation of the essence of the invention

The invention has for its object to develop new pesticides, which increase their economic effectiveness while reducing their warm-blooded toxicity by reducing the drug cost of known pesticides and at the same time able to break existing resistance in pest populations. According to the invention, this object is achieved in that pesticides containing as active ingredients N-aryl amino acid 2-ethylhexyl ester of the formula I.

rs,

R I

-NH-CH-CO-O-CiH ₂ -CH-C ^ H ₉ (n) _(I)

C ₂ H ₅

in which

R is hydrogen, C _{1 is} unsubstituted or branched alkyl or phenyl,

(A) Carbamates and / or

(B) carboxylic acid esters, including natural and synthetic pyrethroids, and / or

(C) phosphoric and phosphonic acid esters and / or

(D) contain aminosulfenyl derivatives of benzofuran carbamates, which can develop a more than additive insecticidal effect on animal pests and at the same time break existing resistance in pathogen populations.

The synergistic effect of the compounds of the general formula I is preferably found in the

(A) Carbamates of the general formula II

in which R ^{3 is} methyl and R ^{4 is} hydrogen or methyl and R ^{5 is} optionally substituted phenyl, 1-naphthyl, 2,2-dimethyl-2,3-dihydro-7-ben2ofuranyl, 2,2-dimethyl-2, 3-benzodioxol-4-yl, 3- (1,3-dioxolan-2-yl) -phenyl or 5,6-dimethyl-2-dimethylamino-4-pyrimidinyl or for a group of formula Ua:

-N = CR ⁷ (ua)

R ⁶

stands in which

R ^{6 is} hydrogen, methyl, methylthio or methylthiomethyl and R 'tert-butyl, dimethylcarbamoyl, methylthio, 2-methylthio-2-propyl, 1-methylthio-1-ethyl or 1-methylsulfonyl-i-ethyl

means. (B) carboxylic acid esters of general formula III

OR ⁸ -COR ⁹ (III)

in which R "is optionally substituted aralkyl, alkyl, cycloalkyl or arylaminoalkyl and R ⁹ is a group of the formula IIIa:

-CH

stands in which

R ^{10 is} hydrogen, cyano or ethynyl and X is alkyl, alkenyl, aralkyl or aryloxy and η is 1 to 5, or R ^{9 is} 5-benzyl-3-furylmethyl or 3,4,5,6-tetrahydrophthalimidomethyl. (C) phosphoric and Phosponsäureester of the general formula IV

P - R ^ ^(IV)

in which R 1 is C 1 -4 alkyl, and R ^{12 is} C 1 -C 4 alkoxy or thioalkoxy, and R ^{13 is} C 1 -C 4 hydroxytrihaloalkyl, C 1 -tr tetrahaloalkoxy, C 1 -C 4 dihaloalkenyloxy, C 1 -C 6 haloalkyldihaloalkenyloxy, Cs-e-carboalkoxyalkenyloxy, an optionally substituted one Ardihaloalkenyloxy, Cg ^ -Dialkylcarbamylalkenyloxy, C ₅ ^ -Oialkylcarbamylhaloalkenyloxy, C3 ^ -Alkylthioalkylmercapto, C ₃ _ _e -Alkylsulfoalkylmercapto, Cs-e-Cyanoalkylcarbamylalkylmercapto.Aralkylmercapto.Ca ^ -Alkylcarbamylalkylmercapto, Ce-e-Dicarbalkoxyalkylmercapto or amino.

(D) Aminosulfenyl derivatives of benzofuran carbamates.

Particularly preferred are the following compounds:

Carbamate Compound 1 i-Naphthyl-N-methyl-carbamate-carbaryl) Compound 2 2-isopropoxyphenyl-N-methyl-carbamate (propoxur) Compound 3 SS-dimethyl -dimethyl-amino-phenyl-N-methyl-carbamate-aminocarb) Compound 4 S, -dimethyl-e -chlorophenyl-N-methyl-carbamatecarbanolate) Compound 5 5-isopropyl-3-methylphenyl-N-methyl-carbamate (promecarb) Compound 6 S-ethylthiomethyl-phenyl-N-methyl-carbamaKEthiofencarb)

Compound 7 SB-dimethyl-methylthio-phenyl-N-methyl-carbamaumercaptodimethur) Compound 8 4-dialkylamino-3,5-dimethylphenyl-N-methyl-carbamate (allylxicarb) Compound 9 2,3-dihydro-2,2-dimethyl- 7-benzofuranyl-N-methyl-carbamate (carbofuran) Compound 10 2,2-dimethyl-1,3-benzo-dioxol-4-yl-N-methyl-carbamate (Bendiocarb) Compound 11 2 (1,3-dioxolan-2) yl) phenyl-N-methyl-carbamal (oxy-oxo-carb) Compound 12 S-dimethyl-dimethyl-pyridinyl-N, N-dimethyl-carbamati-pyrimicarb) Compound 13 SS-dimethyl-methyl-thio-butanone-O-lmethylcarbamoyl-oxime- (MThihanoxan) Compound 14 S- Methyl-i-ldimethylcarbamoyl-N-Kmethylcarbamoylloxy-thioformimidatooxamyl) Compound 15 2-Methylthio-propionaldehyde-O- (methylcarbamoyl) oxime (methomyl) Compound 16 2-Methyl-2-methylthio-propionaldehyde-O- (methylcarbamoyl) oxime ( Aldicarb) Compound 17 2-Methylthio-butanone 0- (methylcarbamoyl) oxime (3) (butocarboxine) Compound 18 2-Methylsulfonyl-butanone 0- (methylcarbamoyl) -oxirno- (3) (butoxycarboxin)

Carboxylic acid ester compound 19 a-isopropylm-chlorophenylacetic acid a'-cyano-S-phenoxybenzyl ester fungenerate) Compound 20 2,2-Dimethyl-3- (2,2-dichlorovinyl) -cyclopropane-carboxylic acid a-cyano-3-phenoxybenzate tester ( Cypermethrin) Compound 21 a-isopropyl-2-chloro-4-trifluoromethyl-anilinoacetic acid a'-cvano-3-phenoxybenzyl ester (fluvalinate) Compound 22 2,2-Oimethyt-3- (2,2-dichlorovinyl) -cyclopropane-carboxylic acid 3-phenoxybenzyl ester (permethrin) Compound 23 2,2-Dimethyl-3- (2,2-dibromovinyl) -cyclopropane-carboxylic acid 3-phenoxybenzyl ester (etamethrin) Compound 24 2,2,3,3-tetramethyl-cyclopropanecarboxylic acid-3 -phenoxybenzylester (fenothrin)

Connection 25

2,2,3,3-Tetramethyl-cyclopropanecarboxylic acid o'-cyano-3-phenoxybenzene tester (fenpropate ruin) Compound 26 2,2-Dimethyl-3-vinyl-cyclopropanecarboxylic acid 3-phenoxybenzyl ester (phenothrin) Compound 27 2,2 dimethyl-3- (2,2-dibromovinyl) -cyclopropane carboxylic acid-5-benzyl-3-furyl-methylester (Bromethrin) compound 28 2 _r 2-dimethyl-3-cyclopentylidenemethyl-cyclopropane carboxylic acid-5-benzyl-3-furyl-methylester (Bioethanomethrin)

Connection 29

2,2-Dimethyl-3- (2,2-dimethylvinyl) -cyclopropanecarboxylic acid 5-benzyl-3-furyl-methyl ester (resmethrin) Compound 30 2,2-Dimethyl-3- (2,2-ciimetbylvinyl) -cyclopropanecarboxylic acid 3,4,5,6-tetrahydrophthalimidomethyl ester (tetramethrin) Compound 31 2,2-Dimethyl-3- (2'-oxo-3'-thiacyclopentyridenemethyl) -cyclopropanecarboxylic acid 5-benzyl-3-furyl-methyl ester (kadethrin) Compound 32 2,2-Dimethyl-3- (1,2,2,2-tetrabromoethyl) -cyclopropanecarboxylic acid a'-cyano-3-phenoxybenzylester (tralomethrin) Compound 33 2,2-dimethyl-3- (1,2-dibromo- 2,2-dichloroethyl) -cyclopropanecarboxylic acid α'-cyano-3-phenoxybenzyl ester (tralocythrin) Compound 34 2,2-Dimethyl-3-l-2-chloro-2-tri-methyl-vinyl-cyclopropanecarboxylic acid a'-cyano-3 phenoxybenzyl ester (cyhalothrin) Compound 35 2,2-Dimethyl-3- (2,2-dichlorovinyl) -cyclopropanecarboxylic acid a'-cyano-4-fluoro-3-phenoxybenzyl ester (Cyfluthrin) Further, particularly preferred are the naturally occurring pyrethroids.

Phosphoric and phosphoric acid esters Compound 36 OO-dimethyl-d-hydroxy ^^^ trichloroethyl-diphosphonic acid trichlorophone) Compound 37 0.0-O-methyl-O- (2,2-dichlorovinyl) -phosphoric acid ester (dichlorophos) Compound 38 0.0-dimethyl -0- (1,2-dibromo-2,2-dichloroethyl) phosphoric acid esters (naled)

Compound 39: 0.0-Diethyl-O- (2,2-dichloro-1- (β-chloroethoxy) -vinyl) -phosphoric acid ester (Fostenone) Compound 40: -O-diethyl-O- (2-chloro-1-one 2,4-dichlorophenyl) -vinyl) -phosphoric acid ester (chlorfenvinphos) Compound 41 0.0-dimethyl-O- (1-carbomethoxy-1-propen-2-yl) -phosphoric acid ester (mevinphos) Compound 42 2-chloro-3- (0,0-dimethylphosphoryloxy) -N, N-diethylcrotonamide (phospharnidone) Compound 43 S-tO.O-dimethyl-phosphoryloxyl-N-monomethyl-cis-crotonamide-mononocrotophos) Compound 44 S-fO.O-dimethylphosphoryloxyl-NN- dimetriyl-cis-crotonamidi-dicrotophos) Compound 45 0.0-dimethyl-S- (2-ethylmercapto-ethyl) -thiophosphoric acid ester (demeton-methyl) Compound 46 0.0-dimethyl-S- (2-ethylsulfinylethyl) thiophosphoric acid ester (Oxydemeton- methyl) Compound 47 0.0-Diethyl-O- (2-ethylmercaptoethyl) -thionophosphoric acid ester (demeton) Compound 48 0.0-dimethyl-S- (2-1-N-methylcarbamylethylmercapto / -ethyl) -phosphoric acid ester (vamidothione) Compound 49 OO-dimethyl-S-i-N-methylcarbamyl-methyl-mhiolph osophosphate ester methoate) Compound 50 0.0-Diethyl-S- (N- / 1-methyl-1-cyano-ethyl) -carbamylmethyl) -thiolphosphoric acid ester (cyanoethane) Compound 51 O -dimethyl-Sd -dicarbethoxy-ethyl-1-thiophosphoric acid ester malaoxone ) Compound 52 0, S-dimethyl-thiolphosphoric acid ester amide (methamidophos)

Aminosulfenyl Derivatives of Benzofuran Carbamate Compound 53 (2,3-Dihydro-2,2-dimethyl-benzofuran-7-yloxy-N-methyl-carbarbamoyl) -N '- (di-n-butylamino) -sulfide (Carbosulfan) Compound 54 (2,3-Dihydro-2,2-dimethylbenzofuran-7-yloxy-N-methylcarbamoyl) - (n-butoxy-N'-methylcarbamoyl) sulfide (furathicarb) Compound 55 (2,3-dihydro-2 _/ 2-dimethylbenzofuran-7-yloxy-N-methylcarbamoyl) -N- (N-methylethyl-N-ethoxycarbonyl-ethylamino) -sulfide (aminofuracarb) The N-arylamino acid 2-ethylhexyl esters of general formula 12 have a surprising synergistic effect the insecticidal activity of the carbamate islet acicides of the formula II, the carboxylic acid esters of the formula III, the phosphoric and Pbosphonsäureesterder formula IV and the aminosulfenyl derivatives of benzofuran carbamates against animal pests.

Surprisingly, the novel pesticides according to the invention are also able to produce existing resistance in pathogen populations, in particular in dipterans, eg. Musca domestica.

This is significant in that a major shortcoming in the permanent or periodic use of insecticides in pest populations is the rapid population genetic accumulation of resistant mutants within the gene pool of the treated population. This unwanted and unwanted selection of a resistance strain inevitably leads to the necessity of using higher amounts of insecticide to decimate the population, which appears toxicologically problematic, in particular due to the relatively high toxicity of some insecticides.

The novel pesticides according to the invention are therefore of considerable use in the fields of agriculture and forestry, including the protection of stored products, in the household and in the hygiene sector, since they provide opportunities to reduce the drug costs and thus opportunities to develop new applications in the control of normal sensitive strains diverse Pathogen species and possibilities for refraction of existing resistance in pest populations.

Thus, the novel pesticides according to the invention represent a valuable addition to the art. The novel pesticides according to the invention may contain the usual pest control auxiliaries, diluents, modifiers or conditioners, for the preparation of preparations in the form of solutions, emulsions, dispersions, powders, dusts, Granules, etc. include. The amount of active ingredient in the preparations according to the invention varies depending on the method of application of the preparation and is usually between about 0.5 to 95% by mass of the total preparation. Usually the amount of active ingredient is below 30%. The term "active ingredient" as used herein means at least one N-arylamino acid 2-ethylhexyl ester of the general formula I and combinations thereof and at least one compound from the group of the carbamates of the general formula II and / or the carboxylic esters including the natural and synthetic pyrethroids, the general formula III and / or the phosphoric and phosphonic acid esters of the general formula IV and / or the aminosulfenyl derivatives of benzofuran carbamates and combinations thereof.

The ratio of synergist to insecticide does not seem to be crucial. Usually the two main components

d. H. Synergist and insecticide present in the preparation in a ratio of about 1: 5 to 10: 1 parts by weight of N-arylamino acid 2-ethylhexyl ester to insecticide, wherein "insecticide" refers to a compound from the group of carbamates and / or carboxylic acid esters and / or phosphoric and phosphonic acid esters and / or aminosulfenyl derivatives of beruuforuanocarbamates and combinations thereof.

The novel pesticides can be used according to the invention, for example as a wettable powder, as a microcapsule, as dust,

be formulated as granules, as a solution, as an emulsifiable concentrate, as an emulsion, as a suspension concentrate or as an aerosol. They can have defined "release" properties and can also be used as bait.

The new pesticides of the invention may also contain other ingredients, e.g. B. one or

several compounds having pesticidal, in particular fungicidal or growth-regulatory properties, or

Attractants, z. As pheromones or nutritional ingredients for use as bait or for formulations for Insect traps. The invention also includes a method for controlling pests, which is characterized in that the Pesticides according to the invention against pests in field crops of agricultural crops,

for the protection of harvested products and in livestock systems and in sanitary facilities are applied.

As preferred compounds of general formula I may be mentioned:

-NH-CH-CO-O-CH ₂ -CH-C ₄ H ₉ (η), ι,

C ₂ H ₅

Ser. R Kp / Fpm 140 56 -H KPO, 16 138-140 57 -CH ₃ Kpo, ₃ 130 58 -C ₂ H ₉ Kpo, ₅ 145 59 -C ₃ H, (n) Kp ₀ ,, 143 60 -C ₃ H ₇ (I) Kpo.i 66-57 / Bzn.IHexan (1: D] 61 -C ₆ H ₆ Mp.

The proof of the insecticidal synergistic effect of the pesticides according to the invention was carried out on Laboratory strains of housefly Musca domestica. The following example illustrates the invention in more detail, but is not intended to limit its scope in any way. embodiment

Synergistic effects of combinations of compounds of the general formulas II, III, IV and aminosulfenyl derivatives of benzofuran carbamates with compounds of the general formula I on the housefly (Musca domestica L.) on the basis of the decision concentration

Female houseflies from a laboratory culture strain (trichlorophone: LD ₆₀ 200μ?) Become topical with 1 μΙ of each Test solution treated. The application procedure follows that of the "FAO-working party of Experts on Resistance of Tests to Pesticides, 1969 "proposed method for monitoring the resistance in animal pests (FAO Plant Protection Bull. 17, 76 (1969)). In the test, the average percent mortality of the insecticides alone and that of a mixture with the respective Synergists measured in the ratio 1: 1. A synergistic effect occurs when the effect (mortality) of the drug-synergist mixture significantly from

the effect of the insecticidal active ingredient alone differs. As a significance test, the j ^ -test shown by E. Weber (Grundriss derbiologische Statistik, Stuttgart, 1972) with the four-field plate (see also LCavalli-Sforza: Biometrie, Jena, 1972). The measured mortality values were calculated according to the correction equation of Abbott (1925) (cf.

FAO 1969 and WHO report in: WId. Hlth. Org. Techn. Rep. Ser. 1970,443) corrected:

i, 1., ···, ",. % Test Mort. -% control mort. _ ""

Corr. Mortality%) = - 100

100% - control mortality%

For the insecticides selected in the exemplary embodiment, the following concentration ratios were determined for the experimental animal strain used

Table 1 LD6o values, dosages used and measured mortalities Insecticide LDJO Dosage alone average

and in the mixture mortality (%)

3 18.9

0.5 57.8

0.06 59.9

50 13.3

In the mixture, these agents were used in the same dosage.

carbofuran 28.65 furathiocarb 0.41 permethrin 0.06 trichlorphon > 200

Table 2 shows the respective increase in activity (W) as a quotient of the effect of the insecticide alone and the effect of the mixture. The respective statistical quality of the calculated significances is symbolized for an error probability of P-, = 1% with / ++ / or P-, = 5% with / + /.

Table 2

Measured increase in activity of insecticides after addition of compounds of the formula I.

insecticide links effect X ² test the formula I increase Pi = 1% / ++ / (W) Pi = 5% / + / carbofuran 56 2.3 + + carbofuran 57 2.3 + -) - carbofuran 58 1.2 + carbofuran 59 1.2 carbofuran 61 1.2 + furathiocarb 57 1.3 + furathiocarb 58 1.7 + + furathiocarb 59 1.6 + furathiocarb 61 1.7 + + permethrin 57 1.6 + + trichlorphon 56 2.2 + + trichlorphon 57 2.4 + + trichlorphon 58 3.0 + + trichlorphon 59 2.4 + trichlorphon 60 2.2 + trichlorphon 61 2.0 +

Claims (1)

1. pesticides, characterized in that they are N-aryl amino acid 2-ethylhexylester of the general formula I as active ingredients R
ι -NH-CH-CO-O-CH ₂ -CH-C ₄ H ₉ (n) C ₂ H ₅