MXPA99008520A - Method of repression of insec - Google Patents

Abstract

A method for protecting a corn plant from destructive insects, which comprises applying to the seeds from which this plant grows or to the soil from which the seeds grow, a composition comprising a 1-aryl-pyrazole insecticide and an insect repellent agent. A composition comprising the 1-aryl-pyrazole insecticide and the repel agent

Description

METHOD OF REPRESSION OF INSECTS FIELD OF THE INVENTION The present invention relates to a new method of controlling destructive insects, to a new composition and to a product comprising the composition.

BACKGROUND OF THE INVENTION It is known that 5-amino-3-cyano-1- (2,6-dichloro-4-trifluoromethyl-phenyl) -4-trifluorornethyl-sulfinyl-pyrazo1 (fipronil) can be applied to corn seeds at the time of planting for the purpose of protecting said maize seeds and plants sprouting from these seeds with respect, inter alia, to worms (roundworms) of roots for example Diabrotica undeclmpunctata howardi, and corn borers, for example Ostrinia nubilalis . In some cases, however, fipronil provides an activity that does not become optimal against pests that inhabit the soil, particularly against rootworms, generally from the time of planting to the V6 growth stage of the corn plant. .

Ref .: 31381 It is also known to apply insecticide-effective amounts of pyrethroid insecticides at the time of planting to suppress certain pests, among others, those of rootworms, for example Diabrotica? Ndecimpuctata howardi.

DESCRIPTION OF THE INVENTION An object of the present invention is to create an improved method for the control of insects, particularly insects that are destructive to corn. Another object of the present invention is to create a long-lasting repression of insects that are destructive to corn. Another object of the present invention is to create an improved method of using a 1-aryl-pyrazole insecticide. Another object of the present invention is to create an improved method for using a pyrethroid insecticide. These and other objects are fulfilled in whole or in part by means of the present invention. The present invention creates a method of protecting a corn plant with respect to destructive insects, which method comprises applying, to the seeds from which this plant grows or to the soil from which the seeds grow, a 1-aryl-pyrazole insecticide and an insect repellent agent, of which 1-arylpyrazole is a compound of formula (I) wherein: Ri is CN or methyl; R2 is S (0) nR3; R3 is alkyl or haloalkyl; R4 is selected from the group consisting of a hydrogen atom, a halogen atom, and a radical which may be -NR5R6, -C (0) 0R7, -S (0) mR7, alkyl, haloalkyl, OR8, or - N = C (R9) (Rio): R5 and Re are independently selected from a hydrogen atom, alkyl, haloalkyl, -C (O) alkyl, -S (0) rCF3 and -C (0) OR7; or R5 and Rs together form a divalent radical which may be interrupted by one or more heteroatoms, preferably selected from oxygen, nitrogen and sulfur; R 4 is preferably an α-group, which is unsubstituted or which bears one or two substituents selected from the group consisting of alkyl, haloalkyl, acyl and alkoxycarbonyl; R7 is selected from alkyl and haloalkyl; Rs between alkyl, haloalkyl and the hydrogen atom; R9 is selected from the hydrogen atom and alkyl; Rio selects between phenyl and heteroaryl, each of which is unsubstituted or substituted with one or more hydroxy, halogen, O-alkyl, -S-alkyl, cyano, or alkyl groups, or combinations thereof; X is selected from the nitrogen atom and radical C-Ri2; R11 and R12 are independently selected from halogen atom and hydrogen atom; R13 is selected from a halogen atom, haloalkyl, haloalkoxy, S (O) qCF3 and -SF5, preferably from a halogen atom, haloalkyl, haloalkoxy, -SF5; m, n, q and r are independently selected from 0, 1 and 2; with the proviso that when Ri is methyl, R3 must be haloalkyl, R4 must be NH2, Rn must be Cl, R13 must be CF3 and X must be N. The 1-aryl-pyrazole and the repellent agent of insects are generally applied in a composition that comprises them. The alkyl and alkoxy groups of the formula (I) are preferably lower alkyl and alkoxy groups, ie, radicals having from one to four carbon atoms. The haloalkyl and haloalkoxy groups similarly have preferably one to four carbon atoms. The haloalkyl and haloalkoxy groups can be carriers of one or more halogen atoms; Preferred groups of this type include -CF3 and -OCF3. It is to be understood that "the ring formed by the divalent alkylene radical, represented by R5 and Rβ and inclusive the nitrogen atom to which R5 and Re are attached is generally a ring of 5, 6 or 7. When Rio is heteroaryl, it is preferably pyridyl, most preferably 2-pyridyl It is to be understood that the 1-arylpyrazoles of formula (I) include their enantiomers and / or diastereomers The preparation of compounds of formula (I) can be carried out according to any process International Patent Publications No. WO 87/03781, WO 93/06089 and WO 94/21606, as well as in European Patent Publications Nos. 0295117, 0403300, 0385809 and 0679650, German Patent Publication 19511269 and Patents of the United States of America 5,232,940 and 5,236,938 Preferably, the compound of formula (I) has one or more of the following characteristics: Rx is CN; R4 is -NR5R6; R5 and Re are independently selected nte between the hydrogen atom, alkyl, haloalkyl, -C (O) alkyl, C (0) OR7; X is C-R? 2; or R13 is selected from a halogen atom, haloalkyl, haloaicoxy and SF5. Most preferably, the compound of formula (I) is 5-amino-3-cyano-1- (2,6-dichloro-4-trifluoromethyl-phenyl) -4-trifluoromethyl-sulfinyl-pyrazole (i.e. fipronil) or 5-amino-3-cyano-1- (2,6-dichloro-4-trifluoromethyl-phenyl) -4-ethyl-sulfinyl-pyrazole, hereinafter referred to as Compound B. In a preferred embodiment, the repellent agent is applied in a substantially non-lethal amount. By the term "substantially non-lethal" is meant an amount which, when supplied to the soil alone, destroys less than 10% of the pests thus repressed by the method of the invention. Preferably, the repellent agent kills less than 5% of the pests.

The repellent agent may be a known insect repellent agent. Preferably, the insect repellent agent is a pyrethroid insecticide. Preferably, the repellent agent is a pyrethroid insecticide selected from the group consisting of tefluthrin, per etrin, fenvalerate, esfenvalerate, cypermethrin, cyhalothrin, lambda-cyhalothrin, bifenthrin and deltamethrin. Generally pests repressed by the method include Agrotis spp. for example Agrotis black; rootworms, including Diabrotica spp. , for example Diabrotica undecimpunctata howardi or Diabrotica virgifera; or the seed of corn seeds, for example Hylemya platura, Chortophila platura, Chortophila cilicrura, Hylemya cilicrura, Phorbia platura, Chortophila funesta, Chortophila fusciceps, Crinura cilicrura, Crinura platura, Crinura fusciceps, Crinura funesta, Delia cilicrura, Delia funesta, Delia fusciceps, Hylemya funesta, Hylemya fusciceps, Phorbia cilicrura, Phorbia funesta, Phorbia fusciceps, Hylemya cana, Delia cana, Hylemya cana or Delia platura. Generally, the weight-for-weight ratio of the 1-aryl-pyrazole insecticide to the repellent agent is from 2: 1 to 200: 1, preferably from 5: 1 to 75: 1, most preferably from 8: 1 to 50: 1. The composition is generally applied as a liquid composition to the soil or as a seed treatment to the seeds from which the corn plant grows. In a highly preferred embodiment, the liquid composition can be directed into the mixing zone with the soil below the level of the top of a groove in which the corn seeds can be planted. In this way, the composition can be incorporated into the soil, below ground level, on the seeds and above the seeds when the furrow is closed. The application projection can be a liquid stream or a conical projection. Generally, the volume of liquid to be used per unit area of land is from 0.9 to 470 1 / ha, preferably from 1.9 to 90 1 / ha, more preferably from 4.7 to 47 1 / ha, and most preferably from 9.4 a 28 1 / ha. When the repellent agent is a pyrethroid insecticide, it is preferably used at a rate of about 1% to 90% of the designated regime of insecticidal use, preferably 5% to 50%. The following Table provides a general guide to the preferred regimens to be used in the method of the present invention.

The abbreviation "i. A." means active ingredient.

The rate of use of 1-arylpyrazole is generally from 11 g per hectare to 1,000 g / ha, preferably from 20 to 200 g / ha. In a highly preferred embodiment of the invention, the composition is applied when the soil temperature is from 4 ° C to 25 ° C, preferably from 10 ° C to 20 ° C. In this way there is a better insecticidal effect against the previous insect species than with the insecticide 1-aryl-pyrazole alone. The present invention also creates an agriculturally acceptable composition for protecting maize plants from destructive insects, comprising a 1-aryl-pyrazole insecticide as defined above, and a repellent agent, preferably a substantially non-lethal amount of a repellent. of insects, as described above.

The composition may be, for example, a liquid composition or a granular composition, preferably a liquid composition in use. Liquid compositions include those which are known to the skilled addressee and are generally preferred as concentrates and foes, suspension concentrates or aqueous emulsions. The present invention also creates a product comprising a 1-aryl-pyrazole insecticide as defined above and a repellent agent for simultaneous, separate or sequential use in the control of destructive insects of corn in or on the soil since corn grows . Preferably, the product can be a previously mixed product, comprising both 1-arylpyrazole and the repellent agent. The following non-limiting example illustrates the invention: EXAMPLE 1: Corn seeds are planted in a field in which the average temperature of the soil is approximately 50 ° C. When the corn seeds are planted, fipronil (in the form of the commercial product Regent® 80WG) and lambda-cyhalothrin (as the commercial product Warrior®) are applied simultaneously to the seeds, in the form of a liquid composition in regimes of 0.15 g / ha and 0.011 kg / ha, respectively. A part of the field is treated with Regent 80WG at a rate of 0.15 kg / ha alone. After 4 weeks, several plants are removed to determine the damage to the roots and stems. Treatment with fipronil and lambda-cyhalothrin provides a lower numerical Iowa Root score than treatment with Regent alone. There is less damage from black agrotis in the treatment with fipronil + lambda-cyhalothrin than in the treatment with fipronil alone. Although the invention has been described in terms of various preferred embodiments, the skilled artisan will appreciate that various modifications, substitutions, omissions and changes can be made without departing from his spirit. Correspondingly, it is intended that the scope of the present invention be limited only by the scope of the following claims, including their equivalents.

Claims (13)

1. A method to protect a corn plant from destructive insects, which method comprises applying, to the seeds from which this plant grows or to the soil from which the seeds grow, a 1-aryl-pyrazole insecticide and an insect repellent agent, of which 1-arylpyrazole is a compound of formula (I): characterized in that: Ri is CN or methyl; R2 is S (0) nR3; R3 is alkyl or haloalkyl; R4 is selected from the group consisting of a hydrogen atom, a halogen atom, and a radical which may be -NR5R6, -C (O) 0R7, -S (0) mR7, alkyl, haloalkyl, OR8, or - N = C (Rg) (R10): R5 and Re are independently selected from a hydrogen atom, alkyl, haloalkyl, -C (0) alkyl, -S (0) rCF3 and -C (O) 0R7; or R5 and R6 together form a divalent radical which may be interrupted by one or more heteroatoms, preferably selected from oxygen, nitrogen and sulfur; R 4 is preferably an amino group, which is unsubstituted or which bears one or two substituents selected from the group consisting of alkyl, haloalkyl, acyl and alkoxycarbonyl; R7 is selected from alkyl and haloalkyl; R8 between alkyl, haloalkyl and the hydrogen atom; R9 is selected from the hydrogen atom and alkyl; Rio is selected from phenyl and heteroaryl, each of which is unsubstituted or substituted with one or more hydroxy, halogen, 0-alkyl, -S-alauyl, cyano, or alkyl, or combinations thereof; X is selected from the nitrogen atom and the radical C-R12 R11 and R12 are independently selected from a halogen atom and the hydrogen atom; R13 is selected from a halogen atom, haloalkyl, haloalkoxy, S (0) qCF3 and -SF5, preferably from a halogen atom, haloalkyl, haloalkoxy, -SF5; m, n, q and r are independently selected from 0, 1 and 2; with the proviso that when Ri is methyl, R3 must be haloalkyl, R4 must be NH2, Rn must be Cl, R13 must be CF3 and X must be N.

2. The method according to claim 1, characterized in that the repellent agent is an insecticide applied in a substantially non-lethal amount.

3. The method according to claim 1 or claim 2, characterized in that the repellent agent is a pyrethroid insecticide.

4. The method according to claim 3, characterized in that the repellent agent is a pyrethroid insecticide, which is selected from the group consisting of tefluthrin, per etrin, fenvalerate, esfenvalerate, cypermethrin. cyhalothrin, lambda-cyhalothrin, bifenthrin and deltamethrin.

5. The method according to any one of the preceding claims, characterized in that the insect is Agrotis spp. , preferably black agrotis; a root worm, preferably Diabrotica spp., more preferably Diabrotica undecimpunctata howardi or Diabrotica virgifera; or the seed of corn seeds, preferably Hylemya platura, Chortophila platura, Chortophila cilicrura, Hylemya cilicrura, Phorbia platura, Chortophila funesta, Chortophila fusciceps, Crinura cilicrura, Crinura platura, Crinura fusciceps, Crinura funesta, Delia cilicrura, Delia funesta, Delia fusciceps , Hylemya fatal, Hylemya fusci ceps, Phorbia cilicrura, Phorbia funesta, Phorbia fusciceps, Hylemya cana, Delia cana, Hylemya cana or Delia platura.

6. The method according to any one of the preceding claims, characterized in that 1-aryl-pyrazole has one or more of the following characteristics: Ri is CN; R 4 is -NR 5 R 6; R5 and R6 are independently selected from the hydrogen atom, alkyl, haloalkyl, -C (0) alkyl, C (0) OR7; X is C-R12; or R13 is selected from a halogen atom, haloalkyl, haloalkoxy and SF5.

7. The method according to any one of the preceding claims, characterized in that the 1-aryl-pyrazole insecticide is 5-amino-3-cyano-1- (2,6-dichloro-4-trifluoromethyl-phenyl) -4-trifluoromethyl -sulfinyl-pyrazole.

8. The method according to any one of the preceding claims, characterized in that the weight-for-weight ratio of the insecticidal 1-aryl-pyrazole to the repellent agent is from 2: 1 to 200: 1, preferably from 5: 1 to 75: 1, most preferably from 8: 1 to 50: 1

9. The method according to any one of the preceding claims, characterized in that the composition is applied when the soil temperature is from 4 ° C to 25 ° C, preferably from 10 ° C to 20 ° C.

10. The method according to any one of the preceding claims, characterized in that the 1-aryl-pyrazole insecticide is applied at a rate of from 11 grams per hectare to approximately 1,000 grams per hectare.

11. An agriculturally acceptable composition for protecting corn plants from destructive insects, characterized in that it comprises an insecticidal 1-aryl-pyrazole as defined in any one of the preceding claims and an insect repellent agent as defined in a any of the preceding claims, in association with a vehicle acceptable in agriculture.

12. A product comprising an insecticidal 1-aryl-pyrazole as defined in any one of the preceding claims and an insect repellent agent as defined in any one of the preceding claims for simultaneous, separate or sequential use in repression. of destructive insects of corn in the soil or on the ground from which the corn grows.

13. The product of claim 12, characterized in that it is a container previously mixed with the 1-aryl-pyrazole insecticide and the repellent agent.