MXPA97001610A - Pirazoles afici - Google Patents

Abstract

Procedures for the protection of citrus crops against the attacks of aphids of the Toxoptera type, characterized in that the citrus fruits are treated with an effective amount of a compound of the group of the 1-phenyl-pyrazole

Description

The present invention concerns a method of treating plants against attacks by certain aphids. A first object of the invention is to fight against attacks by aphids in a curative or preventive manner. Another object of the present invention is to protect plants against diseases due to attacks by aphids, especially aphids of the Taxcptera genus. Another object of the present invention is to protect plants, or trees, that are sour. Another object of the present invention is to provide new fans. Another object of the present invention is to protect citrus fruits against attacks by aphids, especially by Taxoptera aphids. It has now been found that these objects could be achieved by the process of the invention. This process is therefore a method of protecting citrus against attacks by aphids of the genus Toxaptera, which consists in treating the citrus fruits with REF: 24229 an effective amount of an insecticidal active material of the type of 1-phenyl-pyrazoles. The process according to the invention is remarkable because of the high efficacy of the products of formula (I) against Toxoptera spp. , whose effectiveness is far superior to that of its activity against other aphids. The 1-phenyl-pyrazoles, which can be used in the invention, are advantageously products of formula (I): (I) in which: Ri, is CN or methyl; R1 is S (0) nR3; Ra is alkyl or haloalkyl; R represents a hydrogen or halogen atom; or a radical NR5R6, S (0) mR7, C (0) R7 or C (0) 0-R7, alkyl, haloalkyl or ORβ or a radical -N = C (R9) (R10); Rs and Rβ independently represent the hydrogen atom or an alkyl, haloalkyl, C (0) alkyl radical, S (0) rCF3; or Rs and Rs can together form a divalent alkylene radical which can be interrupted by one or two divalent heteroatoms, such as oxygen or sulfur; R represents an alkyl or haloalkyl radical; Rg represents an alkyl radical, haloalkyl or a hydrogen atom; Rg represents an alkyl radical or a hydrogen atom; RÍO represents a phenyl or heteroaryl group optionally substituted with one or more halogen atoms or groups such as OH, -O-alkyl, -S-alkyl, cyano or alkyl; RJJL and Ru represent, independently of one another, a hydrogen or halogen atom; JJ represents a halogen atom or a haloalkyl, haloalkoxy, S (0) qCF3 or SF5 group; m, n, q, r represent, independently of one another, an integer equal to 0, 1 or 2; X represents a trivalent nitrogen atom or a C-R12 radical, the other three valences of the carbon atom forming part of the aromatic ring; with the proviso that, when it is methyl, then Rg is haloalkyl, Rj is NH2, RJJ. is Cl, ^ is CF3, and X is N. A preferred class of compounds of formula (I) is composed of compounds such that R, ^ is CN, and / or Rg is haloalkyl, and / or R4 is NH2, and / or R11 and Ru are, independently of one another, a halogen atom, and / or R ^ is haloalkyl. A compound of formula (I) very particularly preferred in the invention is the 1- [2,6-Cl2-4-CF3-phenyl] -3-CN-4- [S0-CF3] -5-NH2-pyrazole, hereinafter referred to as Compound A. The preparation of compounds of formula (I) may be carried out according to any one of the methods described in PCT patent applications WO 87/3781, 93/6089, 94/21606 or European EP 295,117, or any other relevant procedure that is the competence of a specialist in chemical synthesis. Formulations usable in the invention are described, in particular, in PCT patent applications WO 87/3781, 93/6089, 94/21606 and European patent application EP 295,117. The formulations described in the prior art can be adapted to further adapt them to their particular use according to local conditions, especially by additions of appropriate adjuvants. Advantageously, the 1-aryl-pyrazoles used in the invention can be formulated as fluid or liquid compositions, as wettable powders or as microemulsions. Such formulations generally comprise one or more carriers or diluents inert, solid or liquid, and agronomically acceptable in the case of their application to zones of useful crops. Suitable formulations for the application of the process according to the invention contain from 0.0001 to 95% by weight of an active material of formula (I). With regard to concentrated formulations for commercial use (for storage, sale or transport), they advantageously contain 0.1 to 15% by weight of an active material. The compositions, as used by an applicator operator, are generally much more dilute compositions. Apart from this active material, the compositions according to the invention contain various solid or liquid supports, surfactants and other adjuvants of the most diverse but agronomically acceptable nature. Formulations of wettable powders or concentrated granulates can be prepared by triturating a 1-arylpyrazole of formula (I), with about 1% to 20% by weight of an anionic solid surfactant. A suitable anionic surfactant compound is the dioctyl ester of the sodium salt of sulfosuccinic acid. Approximately 85% to 95% by weight of an inert diluent such as montmorillonite, attapulgite, lime, talc, kaolin, diatomaceous earth, pumice stone, silicates or other similar products, as well as the like, can be included in such formulations. other coadjuvants that have been indicated previously. In addition to the granulates and wettable powders described above, fluid formulations, and especially formulations readily dispersible in water, can be used to facilitate dispersion at the application site, especially in agriculture. The pyrazoles used in the present invention have poor solubility, but can be used in small doses. Therefore, they can be used in solutions or emulsions or, preferably, in the form of aqueous suspensions or not, comprising the appropriate adjuvants and / or co-solvents. Acetone and methyl ethyl ketone can be used as co-solvents. Any liquid medium can be used, provided that it is not toxic neither for plants nor for the environment. When the active material is poorly soluble, co-solvents and / or wetting or dispersing agents can be used. Other additives, such as talc, can also be used. The active materials of formula (I) can be absorbed on supports, for example vermiculite, clay, talc, kaolin or others, especially to produce granulates. The 1-aryl-pyrazoles of the invention are advantageously employed by treating leaves (foliar) or soil, preferably in a foliar manner. On a practical level, the doses applied on the surface to be treated are generally between 5 and 800 g / ha, preferably between 25 and 400 g / ha, and even more preferably between 50 and 100 g / ha. Higher doses are preferred for large trees. Lower doses are acceptable for small trees. The application of the products according to the invention is carried out in a preventive or curative manner. In order to achieve an economy, it is generally preferred to use the products according to the invention in a curative manner, more particularly when the appearance of the first aphids of the Toxcptera genus occurs. The crops to which the invention is applicable include especially orange, lemon, mandarin, elementine and grapefruit crops.

The following Examples, given by way of nonlimiting, illustrate the invention and show how it can be put into practice.

Ejanplo 1 Orange trees are treated at the time of the appearance of an attack by aphids of the genus Taxqptera. The application is carried out in the form of an aqueous solution or dispersion containing 3 g per hectolitre of Compound (A), which corresponds to the application of 60 g / ha of this active material. After 3 days, a disappearance of 90% of the aphids is observed, by comparison with untreated trees.

Bj «n ** plo 2 Example 1 has been reproduced using an aqueous solution or dispersion containing 5 g per hectolitre of Compound (A), which corresponds to the application of 100 g / ha of this active material. After 3 days, a 95% efficacy against Taxcptera spp. by comparison with untreated trees.

Ejen-plo 3 Example 1 has been reproduced in the case where attack by the aphids is due to the species Toxoptera aurantii, and using an aqueous solution or dispersion containing 10 g per hectolitre of Compound (A), which corresponds to the application of 200 g / ha of this active material. After 14 days, an efficiency of 80% is observed compared to untreated trees.

Ejßpplo 4 Example 3 has been reproduced using an aqueous solution or dispersion containing 20 g per hectolitre of Compound (A), which corresponds to the application of 400 g / ha of this active material. After 14 days, an efficiency of 90% is observed compared to untreated trees.

Ejaflo 5 Example 1 has been reproduced in the case where attack by the aphids is due to the species Toxoptera citricidus. The same results are obtained.

Example 6 Example 2 has been reproduced in the case where attack by aphids is due to the species Toxoptera citricidus. The same results are obtained.

It is noted that in relation to this date, the best method known to the applicant to carry out the aforementioned invention, is that which is clear from the present description of the invention. Having described the invention as above, property is claimed as contained in the following:

Claims (10)

1. Procedure for the protection of crops with attacks by aphids of the genus Toxoptera, characterized in that the cultures are treated with an effective amount of a compound of formula (I) (I) in which: Rj, is CN or methyl; R, is S (0) nR3; R3 is alkyl or haloalkyl; R? represents a hydrogen or halogen atom; or a radical NR5Rβ, S (0) raR7, C (0) R7 or C (0) 0-R7, alkyl, haloalkyl or OR8 or a radical -N = C (9) (R10); R1 and Rg independently represent the hydrogen atom or an alkyl, haloalkyl, C (O) alkyl, S (0) rCF3 radical; or R5 and Rj can together form a divalent alkylene radical which can be interrupted by one or two divalent heteroatoms, such as oxygen or sulfur; R represents an alkyl or haloalkyl radical; Rβ represents an alkyl radical, haloalkyl or a hydrogen atom; Rg represents an alkyl radical or a hydrogen atom; RÍO represents a phenyl or heteroaryl group optionally substituted with one or more halogen atoms or groups such as OH, -O-alkyl, -S-alkyl, cyano or alkyl; Rn and Ru represent, independently of one another, a hydrogen or halogen atom; Ru represents a halogen atom or a haloalkyl, haloalkoxy, S (0) qCF3 or SFS group; m, n, q, r represent, independently of one another, an integer equal to 0, 1 or 2; X represents a trivalent nitrogen atom or a radical > C-R12, with the proviso that, when R ,. is methyl, then Rg is haloalkyl, R4 is NH2, RJJ, is Cl, Rj, 3 is CF3, and X is N.

2. Process according to claim 1, wherein the culture is a citrus culture.

3. Process according to the preceding claims, characterized in that in the compound of formula (I) R ,. is CN, and / or Rg is haloalkyl, and / or j is NH2, and / or Rn and R ^ are, independently of each other, a halogen atom, and / or Rj, 3 is haloalkyl.

4. Process according to the preceding claims, characterized in that the compound of formula (I) is 1- [2,6-Cl2-4-CF3-phenyl] -3-CN-4- [SO-CF3] -5-NH2-pyrazole.

5. Process according to the preceding claims, characterized in that the citrus fruits are oranges, lemons, tangerines, clementines or grapefruits.

6. Process according to the preceding claims, characterized in that the active material is applied foliar or soil, preferably foliar.

7. Process according to claim 1, characterized in that the plants are treated with an amount of compound of formula (I), which is comprised between 5 and 800 g / ha, preferably between 25 and 400 g / ha.

8. Process according to the preceding claims, characterized in that the compound of formula (I) is applied in doses between 50 and 100 g / ha.

9. Compositions for the application of a process according to the preceding claims, characterized in that they contain from 0.0001 to 95 by weight of active material of formula (I) as defined in claim 1.

10. Use of a compound of formula (I) according to claim 1, for the manufacture of compositions for the protection of crops against attacks of aphids of the genus Toxoptera. Procedure for the protection of citrus crops against the attacks of aphids of the Toxoptera type, characterized in that citrus fruits are treated with an effective amount of a compound of the group of 1-phenyl-pyrazoles.