KR20190084673A - Composition for controlling nematodes comprising N,N-dimethyl decanamide as effective component and uses thereof - Google Patents

Abstract

The present invention relates to a composition for controlling nematodes, comprising N,N-dimethyl decanamide as an active ingredient, and to a use thereof. The N,N-dimethyl decanamide of the present invention has excellent insecticidal activity against Bursaphelenchus xylophilus or root-knot nematodes to help to remove harmful insects and pests in everyday life as well as to protect cultivated land, timberland, and stored matters.

Description

N, N-dimethyl decaneamide as an active ingredient and a use thereof. (Composition for controlling nematode comprising N, N-dimethyl decanamide as effective component and uses thereof)

The present invention relates to a composition for controlling nematodes containing N, N-dimethyldecanamide as an active ingredient and a use thereof.

Nematodes exist in all the soil and can be seen with the naked eye, but most of the plant parasitic nematodes can be observed under a microscope. The nematode is thin like a thread and has no nodes. It moves like a snake in places where there is no water. Plant parasitic nematodes are parasitic on all parts of plants such as flower buds, leaves, stems, and roots. Especially, nematodes occurring in root parts have been reported to have a close influence on the growth of crops.

Meloidogyne sp. Was first discovered in cucumber root crops cultivated in England in the 1850s, and more than 90 species have been reported worldwide. The root-knot nematode, which inhabits the soil, is parasitic in the root of the plant, absorbing nutrients and forming gall, inhibiting the absorption of water and nutrients of the plant and causing nutritional deficiency symptoms. In addition, root-knot nematodes are causing great damage to a wide range of economic crops such as cucumbers, watermelons, melons, tomatoes, melons, and medicinal plants such as Angelica gigas, Doduck, According to the statistics of the Ministry of Agriculture, Forestry, Livestock and Livestock in 2011, cultivated area of vegetables (60,507 ha) grown in Korea is 54,012 ha, of which 43,664 hectares are cultivated have. Recently, as the cultivation area of plant grows, the occurrence of root - knot nematodes adapting to the subtropical region has been increasing as a result of continuous cultivation in the winter.

Bursaphelenchus xylophilus ( Bursaphelenchus xylophilus ) occurred first in Japan in 1905, and most of the pine forests in Japan were destroyed. In Korea, the first damage occurred in Busan in 1988. In April 2017, The pine tree was damaged by the damage of pine tree.

The pine reeves are taxonomically classified as metazoa, Eumetazoa, Bilateria, Pseudocoelomata, Nematoda, Nemata, and have a thread shape . The length is not less than 1 mm, but the breeding power is excellent, so that the pair will increase to 200,000 in 20 days. Pine re-infestation can not penetrate into trees or move between trees by themselves, but it must be done through mediators. Monochamus alternatus or M. saltuarius , which is an insect species , mainly produces diseased pine or pine trees and lay eggs. When the insects lay eggs on the trees infested with the re-infested insects, When the pine trees are gathered around the egg, the re-growth on the body of the insect is also moved when the insect emerges from mid May to late July. The foliage that escapes from the woody part mainly feeds on newly grown branches (1 ~ 2 year old branches) of healthy trees, and the pine tree can be infected by the wounds created at this time. In case of diseased pine trees, It will dry out in a year.

Methods for controlling these botanical diseases include: 1) prophylactic injection of nematicide into a healthy tree, 2) aerial spraying of synthetic pesticides or antagonistic microorganisms for controlling the pest, 3) Such as disruption of the infected tree, combustion and fumigation. However, the infusion method and the infective tree control method are costly and can not be an effective method due to the difficulty in controlling the pine forests in high mountainous areas. In the case of synthetic insecticides, although aerial spraying is the most effective method in May to July when the insects are mainly active, there is a problem that they can not be sprayed on the city and the surrounding area due to the side effects of synthetic insecticides. Although there are methods to control environmentally friendly mediators by the application of antagonistic microorganisms, it is not effective yet because it is less effective than synthetic pesticides. Although the effect of organic synthetic pesticides is excellent, there are problems such as reduction of benefit benefit due to continuous use and abuse, development of resistance and toxicity to make up.

At present, wood preservatives such as Morantel tartrate, abamectin, Emamectin benzoate and Milbemectin are used for the prevention of pine wilt disease. However, It is necessary to develop cheap drugs for the purpose of large area control because there is a limit to use them in a large area.

Korean Patent No. 1795781 discloses a mixed strain having a nematode effect against a root-knot nematode and its use, Korean Laid-open Patent Application No. 2017-0092142 discloses a method for producing 2- (1-alkyloxy) -1- ethanol as an active ingredient ", but the composition for controlling nematodes containing N, N-dimethyldecanamide of the present invention as an active ingredient and the use thereof are not disclosed.

The present invention has been made in view of the above needs, and the present inventors have completed the present invention by confirming that N, N-dimethyldecanamide has excellent carnivorous activity and nematode proliferation inhibitory effect on pine tree reeduces and root-knot nematodes .

In order to solve the above-mentioned problems, the present invention provides a composition for controlling nematodes containing N, N-dimethyl decanamide or an agriculturally acceptable salt thereof as an active ingredient.

The present invention also provides a method for controlling nematodes comprising the step of treating an effective amount of the composition to a plant part, soil or seed planted with plants.

The present invention also provides a composition for preventing or treating infection with pine tree reeduces or root-knot nematodes, which comprises the above-mentioned N, N-dimethyl decane amide or an agriculturally acceptable salt thereof as an active ingredient.

Since the N, N-dimethyl decanamide of the present invention is excellent in insecticidal activity against pine tree reeduces or root-knot nematodes, it is possible to produce a plant pathogenic nematode It is expected that it can be usefully used as a material for a control composition for a liquid crystal display device.

Fig. 1 is a photograph showing the growth pattern of the group (A) treated with N, N-dimethyldecanamide of the present invention and the group (B) treated with pine tree worms.

In order to achieve the object of the present invention, the present invention provides a nematode controlling composition comprising N, N-dimethyl decanamide or an agriculturally acceptable salt thereof as an active ingredient, to provide.

In the present invention, the compound of Formula 1 may be isolated from natural materials by known methods or may be synthesized by a known chemical synthesis method. The compounds represented by the above formula (1) may be commercially available.

Since the compounds of formula (I) of the present invention are confirmed to have carnivorous activity through the examples, the pesticidal composition of the present invention containing the compound of formula (1) or an agriculturally acceptable salt thereof as an active ingredient, The nematode shows efficacy against the nematode effect is to demonstrate the insecticide.

Examples of insect pests for which the nematocidal composition of the present invention exerts an effect include meloidogyne incognita , Meloidogyne javanica , Meloidogyne hapla , and Meloidogyne arenaria . root-knot nematodes (Meloidogyne sp.) in nematodes, Bursaphelenchus xylophilus (Bursaphelenchus xylophilus), potato rot nematode (Ditylelenchus destructor ), garlic stem nematode ( Ditylelenchus dipsaci ), such as Ditylelenchus nematode, Strawberry root rot nematode ( Pratylenchus penetrans , Chrysanthemum root Pratylenchus fallax), coffee root rot nematode (Pratylenchus cffeae), tea tree root rot nematode (Pratylenchus loosi), apple root rot nematode (Pratylenchus vulnus) such as root rot nematode (Pratylenchus) in nematodes, potato cyst nematode (Globodera rostochiensis in ), potato white cyst nematode (Globodera pallida), such as the potato cyst nematode (Globodera) in nematode, soybean cyst nematode (Heterodera glycines), sugar beet cyst nematode soybean cyst nematode (Heterodera) in nematodes, rice Isaac nematodes such as (Heterodera shachtoii) (Aphelenchoides besseyi), chrysanthemum leaf nematodes (Aphelenchoides ritzemabosi), raspberry leaf nematodes (Aphelenchoides fragarieae) such as leaf nematodes (Aphelenchoides) in nematodes, oats round tail nematodes (Aphelenchus avenae) rounded tail nematodes (Aphelenchus) in nematodes, banana etc. root rot nematode (Radopholus similis), such as root rot nematode (Radopholus) in nematode, citrus nematode trees (Tylenchulus semipenetrans) such as citrus nematode (Tylenchulus) in nematodes, potato nematode (Rotylenc of hulus reniformis) can be sweet potato or the like in Nematode nematode (Rotylenchulus), such as, preferably, may be a root-knot nematodes, Bursaphelenchus xylophilus, or, not limited to this.

When the compound of the formula 1 according to the present invention is used as an effective component of the nematocidal composition, it is advantageously used as an active ingredient of the nematocidal composition by adding the compound itself or an inorganic acid such as hydrochloric acid or sulfuric acid, or an organic acid such as p- toluenesulfonic acid Can also be used in the form of an acceptable salt. However, the compound of the present invention is usually mixed with a solid carrier, a liquid carrier, a gas carrier, or a handwritten product, or absorbed into a basic substance such as a porous ceramic plate or a nonwoven fabric and then added with a surfactant and, The active ingredient may be formulated into aqueous or non-aqueous vehicles, for example, an oil spray, an emulsifiable concentrate, a wettable powder, a milk animal, a granule, a dust, an aerosol, a fumigant, a vaporizable formulation, a smoking formulation, can do.

Each of the above formulations usually contains from 0.01 to 95% by weight of the present compound as an active ingredient. The types of solid carriers that can be used in the formulations include fine powders or granules of clay materials such as kaolin clay, diatomaceous earth, synthetic hydrated silicon oxide, bentonite, clay and clay; Various talc, ceramics and other inorganic materials such as sericite, quartz, sulfur, activated carbon, calcium carbonate and hydrated silica; And chemical fertilizers such as ammonium sulphate, ammonium phosphate, ammonium nitrate, ammonium chloride. Liquid carriers include water; Alcohols such as methanol and ethanol; Ketones such as acetone and methyl ethyl ketone; Aromatic hydrocarbons such as benzene, toluene, xylene, ethylbenzene and methylnaphthalene; Aliphatic hydrocarbons such as hexane, cyclohexane, kerosene and light oil; Esters such as ethyl acetate and butyl acetate; Nitriles such as acetonitrile and isobutyrnitrile; Ethers such as diisopropyl ether and dioxane; Acid amides such as N, N-dimethylformamide and N, N-dimethylacetamide; Halogenated hydrocarbons such as dichloromethane, trichloroethane and carbon tetrachloride; Dimethyl sulfoxide; And vegetable oils such as soybean oil and cottonseed oil. The gas carrier or propellant may include butane gas, liquefied petroleum gas, dimethyl ether, and carbon dioxide.

Handout materials for use in toxic handouts include grain powders, vegetable oils, sugars and crystalline cellulose; Antioxidants such as dibutylhydroxytoluene and nordihydroguaiaretic acid; Preservatives such as dehydroacetic acid; Non-food-preventing substances such as pepper powder; And an attractiveness flavor, such as a cheese flavor or an onion flavor.

Surfactants may include alkyl sulfates, alkyl sulfonates, alkyl aryl sulfonates, alkyl aryl ethers and polyoxyethylene derivatives thereof, polyethylene glycol ethers, polyhydric alcohol esters and sugar alcohol derivatives.

Adjuvants such as adhesives or dispersing agents include casein, gelatin; Polysaccharides such as starch, gum arabic, cellulose derivatives and alginic acid; Lignin derivatives, bentonites, sugars and synthetic water-soluble polymers such as polyvinyl alcohol, polyvinyl pyrrolidone and polyacrylic acid.

Stabilizers include a mixture of isopropyl acid phosphate, 2,6-di-tert-butyl-4-methylphenol, 2-tert-butyl-4-methoxyphenol and 3-tert- Vegetable oils, mineral oils, fatty acids and esters thereof.

When the compound of the present invention is used as a nematocidal composition, the application amount is usually 0.1 to 100 g per 10 acres. In the case of emulsifiable concentrates, wettable powders, animal and other analogous formulations used after dilution with water, the application concentration is usually in the range of 1 to 100,000 ppm. Application of granules, dust or other similar formulations is carried out as an undiluted formulation. When the compounds of the present invention are used as nematocidal compositions for the prevention of epidemics, they are diluted with water to a concentration of 0.1 to 500 ppm when they are emulsifiable concentrates, wettable powders, animal or other similar formulations, Sprays, aerosols, fumigants, toxic handouts, antidicking sheets or other similar formulations apply. The application amount and concentration may vary depending on the form of the formulation, application time, place and method, type of pest, degree of damage, and other factors.

The compounds of the present invention may also be used in combination with other insecticides, fungicides, fungicides, fungicides, fungicides, herbicides, plant growth regulators, synergists, fertilizers, soil conditioners and / or animal feeds, But may be used simultaneously or sequentially.

The present invention also provides a nematode control method comprising the step of treating an effective amount of the composition for controlling nematode to a plant part, soil or seed planted with plants.

Specifically, the nematode controlling method of the present invention includes application of the insect control composition of the present invention in consideration of various factors such as formulation, insect control object, place and method of a nematocide, But is not limited to, spraying or spraying the composition onto the plant part, soil, seed, nematode, or nematode planted with the plant.

The " effective amount " of the present invention can be evenly diluted with water to control the nematode, in an amount sufficient to produce beneficial or desired results, and then sprayed onto the plant and arable land using a suitable spraying device, such as a power sprayer have.

The present invention also relates to a method for preventing or preventing infection of pine tree root or root-knot nematode, comprising N, N-dimethyl decanamide or an agriculturally acceptable salt thereof as an active ingredient, Thereby providing a therapeutic composition.

The composition for preventing or treating infections of pine needles or root-knot nematodes according to the present invention is a composition for prevention or treatment of infections of nematodes such as cucumber, ), Cereals (such as wheat, barley, rye, oats, rice, sorghum and related crops), sugar beets (such as sugar beets and feed beets), vegetables (such as spinach, lettuce, asparagus, cabbage and brassica, Fruits, such as apples, pears, plums, peaches, almonds, cherries, strawberries, raspberries and blackberries, and legumes such as onions, tomatoes and potatoes; citrus fruits such as orange, lemon, grapefruit, (Eg, cotton, mustard seed, poppy, olive, sunflower seed, coconut, castor oil plant, cocoa seed, peanut), fiber plants , Flax, hemp, (Eg, jute, chestnut, duck, poplar, birch, fir, larch, pine) or plants (eg, corn, grass, Such as but not limited to plants, tobacco, nuts, coffee, sugarcane, tea trees, vines, hops, bananas and natural rubber trees, or to cultivated soils or seeds of these plants Damage can be suppressed or reduced. On the other hand, in the case where it is necessary to prevent or treat nematode infestation in plant parts, soil, seeds, or where soil purification by removal of nematode is necessary, microorganisms having nematicidal activity of the present invention and / It may be possible to suppress the damage caused by nematodes by administering both microorganisms and chemical insecticides simultaneously.

In the present specification, 'composition for controlling nematode' and 'nematocide' are used in the same meaning mixedly.

Hereinafter, the present invention will be described in detail with reference to examples. However, the following examples are illustrative of the present invention, and the present invention is not limited to the following examples.

EXAMPLES Example 1: Analysis of live nematode activity against pine reeves

The Bursaphelenchus xylophilus used in the present invention was isolated from the pine reovirus infection naturally occurring in the pine forests of the Jinju area. N, N-dimethyl decanamide (Kocel, Seoul) in order to analyze the nematode activity against the pine reeves of the present invention, N, N-dimethyl decane amide is first dissolved in a solution of triton X- (100 × 100 × 100 × 100,000) were prepared by mixing the cells with 0.01% 0.01%, and then treated with 300 μl of each well of a 96-well plate and 200 nematodes (200 rats / 0.02 ml) were inoculated Respectively. In the untreated group, only 0.01% of Triton X-100 was treated, and the above-mentioned nematicidal activity test was repeated three times and the lethal concentration 50 was calculated.

As a result, the half-life lethal concentrations of N, N-dimethyldecanamide in the pine reweed were 254.7 ppm and 2546 ppm at LC ₅₀ and LC ₉₀ , respectively (Table 1) In the group treated with 100-fold dilution of decaneamide, in the group treated with the 1,000-fold diluted solution for 32 minutes and for the group treated with 10,000-fold diluted solution, 100% of the insecticidal effect was observed after 40 minutes, In the treated group, no nematode activity was observed. Thus, it was found that the N, N-dimethyldecanamide of the present invention has excellent carnivorous activity against the pine tree worm even at a low concentration of 10,000 times diluted.

Effect of N, N-Dimethyldecanamide on Pesticide Activity on Pinus densiflora Material name LC ₅₀ , ppm LC ₉₀ , ppm N, N-dimethyldecanamide
(N, N-dimethyl decanamide) 257.4
(43.5 to 1289) 2546
(647.8 ~ 362482)

Effect of N, N-Dimethyldecanamide on Pesticide Activity on Pinus densiflora process
Dilution
Drainage Percentage of nematodes by time after treatment (%) 10 minutes 30 minutes 32 minutes 40 minutes N, N-dimethyl
Decanamide 100 96.3 ± 2.1 100 100 100 1,000 77.7 ± 5.5 96.7 ± 0.6 100 100 10,000 37.0 ± 5.6 81.0 ± 16.5 99.7 ± 0.6 100 100,000 0 0 0 0

Example 2 Effect of inhibiting proliferation of Pinus densiflora

In order to analyze the inhibitory effect of the N, N-dimethyl decaneamide of the present invention on the growth of pine tree reweed propagation, diluted solutions (× 2,000, × 4,000, × 6,000, × 10,000, × 20,000) 300 쨉 l of each well of the well plate was treated and 200 nematodes (200 rats / 0.02 ㎖) were inoculated. After each treatment time, the suspension of the nematode treated with the diluted solution according to the concentration of N, N-dimethyl decanamide was inoculated into the gray mold and cultured for 7 days, and the number of nematodes was measured.

As a result, it was observed that the growth of pine tree reeducation in the N, N-dimethyldecanamide treatment group (FIG. 1A) was significantly inhibited in the petridish compared to the group treated with N, N-dimethyldecanamide (FIG. 1B).

In addition, as shown in Tables 3 and 4 below, in the group treated with 2,000 times dilution of N, N-dimethyldecanamide, the inhibition rate of the growth of the pine reeves was 100% after one hour, and in the group treated with 20,000 times dilution The inhibition rate was 99.5% or more. As a result, it was found that N, N-dimethyldecanamide had excellent nematode proliferation inhibitory effect even at a low concentration.

N, N-Dimethyldecanamide < / RTI > process
Dilution factor
(X) The number of nematode proliferation (mean, marriage / plate) 1 hours 3 hours 6 hours 12 hours 24 hours N, N-dimethyl
Decanamide 2,000 0 0 0 0 0 4,000 0-500
(166.7) 0 to 2
(1.7) 0 1 to 9
(6.0) 0 to 2
(1.0) 6,000 0 to 892
(297.3) 0 to 4
(1.3) 0 to 2
(1.3) 2 to 3
(2.7) One
(1.0) 10,000 0 to 1
(0.3) 1-2
(1.7) 1-2
(1.3) 4 to 6
(5.0) 1 to 8
(3.7) 20,000 3 ~ 57
(24.7) 1 to 7
(3.7) One
(1.0) 3 ~ 78
(33.7) 5 ~ 155
(58.7) Nematode - 5,900 ~ 16,700
(11,333.3)

Example 3. Analysis of live nematode activity against root-knot nematodes

The root-knot nematode ( Meloidogyne sp.) Used in the present invention is a sweet potato root-knot nematode. To examine the nematode activity against the root-knot nematode of N, N-dimethyl decanamide according to the present invention, diluted solutions (× 100, × 1,000, × 10,000, × 100,000) was prepared and treated with 300 μl of each well of a 96-well plate, 200 nematodes (200 rats / 0.02 ml) were inoculated, treated with only Triton X-100 0.01% After 24 hours, the mortality rate of root - knot nematodes was examined.

As a result, as shown in the following Table 5, in the group treated with N, N-dimethyldecanamide and 100-fold and 1,000-fold dilutions of N, N-dimethyldecanamide, Showed 100% live nematicide activity. In the group treated with 10,000 times dilution, 93% of live nematode activity was observed. However, it was confirmed that the live nematode activity was low in 100,000 times diluted group. As a result, it was found that the N, N-dimethyldecanamide of the present invention has excellent carnivorous activity against root-knot nematodes at low concentrations.

Effect of N, N-Dimethyldecanamide on Root-knot Nematode compound (% ± standard deviation) N, N-dimethyl
Decanamide No treatment × 100 × 1,000 × 10,000 × 100,000 0.5 ± 0.7 100 100 93.5 ± 2.0 2.0 ± 1.5

Example 4. Effect of N, N-Dimethyldecanamide on Cucumber Growth

Cucumber (Kashiwio) was immersed in 100 ml of diluted solution for each concentration of N, N-dimethyl decaneamide for 24 hours. Two filter paper were placed on a petri dish and 2 ml of each dilution of N, N-dimethyldecanamide was added Respectively. The soaked cucumber was placed on each 10 petri dishes and stored for 6 days in a 25 ° C. thermostat, and the growth of the above-ground portion was measured.

As a result, the length of the top of the group treated with N, N-dimethyldecanamide was 19.7 mm, while the length of the top of the group treated with 8, 000 dilution of N, N-dimethyldecanamide was 33.0 mm, .

From the above results, it was considered that the N, N-dimethyldecanamide of the present invention could contribute to the growth promotion of crops by controlling plant pathogenic soil nematodes.

Effect of N, N-Dimethyldecanamide on Cucumber Growth process Dilution factor Length above ground length (mm) N, N-dimethyldecanamide
2,000 26.1 4,000 30.3 8,000 33.0 No treatment - 19.7

Claims (5)

A composition for controlling nematode comprising N, N-dimethyl decanamide or an agriculturally acceptable salt thereof as an active ingredient.
[Chemical Formula 1]

The nematode inhibiting composition according to claim 1, wherein the nematode is Bursaphelenchus xylophilus or Meloidogyne spp. The nematode controlling composition according to claim 1, further comprising an agriculturally acceptable carrier or excipient. A nematode controlling method comprising treating an effective amount of a nematocidal composition according to any one of claims 1 to 3 to a plant part, a soil or seeds planted with plants. 1. A composition for preventing or treating infection with a pine tree worm or root-knot nematode, comprising N, N-dimethyl decanamide or an agriculturally acceptable salt thereof as an active ingredient.
[Chemical Formula 1]

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