JPH0892014A - Miticidal composition - Google Patents

Abstract

PURPOSE: To provide a miticidal composition which comprises a specific compound and a known compound which cannot manifest sufficient effect in its single use and can reveal synergistically increased miticidal effect in their combination. CONSTITUTION: This miticidal composition comprises 2-tert-butyl-5-(4-tert- butylbenzylthio)-4-chloropyridazin-3(2H)-one (compound A) and at least one selected from among known insecticides and/or miticides as active ingredients. The known insecticides and/or miticides are, for example, ethion (generic name), MEP (generic name), PAP (generic name) or chlorpyrifos (generic name) or the like.

Description

Detailed Description of the Invention

[0001]

FIELD OF THE INVENTION The present invention relates to a specific pyridazinone derivative, 2-tert-butyl-5- (4-tert-butylbenzylthio) -4-chloropyridazine-.
3 (2H) -one (hereinafter referred to as compound A) and an active ingredient compound of a known insecticide and / or acaricide (hereinafter referred to as a known compound) are mixed, and the acaricidal composition is characterized. It is about things.

[0002]

2. Description of the Related Art Pest control agents such as insecticides and acaricides for the purpose of controlling various pests such as agricultural and horticultural pests, forest pests, livestock pests and sanitary pests have been widely developed, and various pesticides have been developed. The drug is put to practical use. However, many pests rapidly develop resistance to various drugs, significantly reducing the effects of various drugs.
On the other hand, in recent years, it has become extremely difficult to develop a new drug having an effective action against pests resistant to various drugs.

[0003]

As a result, there is a strong demand for a new control method for controlling these difficult-to-control pests by using existing known agents.

[0004]

In view of such circumstances, the present inventor has conducted various studies on control methods by mixing existing agents that produce a more excellent synergistic effect, and as a result, has found that certain pyridazinone-based acaricides and insecticides The present invention has been completed by finding out that the combined use of the above and a certain insecticidal and / or acaricidal agent produces a high synergistic effect, and in particular, shows a high control effect against resistant spider mites. That is, the present invention provides an acaricidal composition comprising one pyridazinone derivative and a known insecticide and / or acaricide as active ingredients.

Of the active ingredients according to the present invention, one of the active ingredients, compound A, is called pyridaben (generic name) and is a compound disclosed in JP-A-48-10225. Originally, it shows high acaricidal and insecticidal effects against various plant parasitic mites and pests.
On the other hand, a known compound which is the other active ingredient compound of the acaricidal composition of the present invention is widely known as an active ingredient of insecticides and / or acaricides, and specifically its compound name and general name Is as follows. However, it is not limited to these.

(1) O, O, O ', O'-tetraethyl-
S, S'-methylenebisphosphorodithioate (generic name: ethion), (2) O, O-dimethyl-O- (3-methyl-4-nitrophenyl) thiophosphate (generic name: MEP), (3 ) Ethyl dimethyldithiophosphorylphenylacetate (generic name: PAP), (4) O, O-diethyl-O-3,5,6-trichloro-2-pyridylphosphorothioate (generic name: chlorpyrifos), (5) O, O -Dimethyl-O-p-cyanophenyl = thiophosphate (generic name: CYAP),

(6) Dimethyl-S-ethylthioethyldithiophosphate (generic name: thiomethone), (7) 3,7,9,13
-Tetramethyl-5,11-dioxa-2,8,14-trithia-
4,7,9,12-Tetraazapentadeca-3,12-diene-6,10
-Dione (generic name: thiodicarb), (8) (RS) -α
-Cyano-3-phenoxybenzyl = N- (2-chloro-α, α, α-trifluoro-p-tolyl) -D-valinate (generic name: fluvalinate), (9) dimethyl-2,
2,2, -Trichloro-1-hydroxyethylphosphonate (generic name: DEP), (10) 2-dimethylamino-5,6-
Dimethylpyrimidin-4-yldimethylcarba

Mate (generic name: pirimicarb), (11) 2
-Isopropyl-4-methylpyrimidyl-6) -diethylthiophosphate (generic name: diazinon), (12) dimethyldicarbetoxyethyldithiophosphate (generic name: malathion), (13) O-2,4-dichlorophenyl =
O-ethyl = S-propyl phosphorodithioate (generic name: prothiophos), (14) dimethylethylsulfinylisopropylthiophosphate (generic name: ESP), (1
5) O, O-dimethyl-S- (N-methylcarbamoylmethyl) dithiophosphate (generic name: dimethoate),

(16) O-ethyl = O-4-methylthiophenyl = S-propyl = phosphorodithioate (generic name:
Sulprophos), (17) O-4-bromo-2-chlorophenyl = O-ethyl = S-propyl = phosphorothioate (generic name: profenophos) or (18) 3- (1-methyl-2-pyrrolidinyl) pyridine Sulfate (generic name: nicotine sulfate)

In recent years, mites that have acquired extremely high resistance to various acaricides have appeared and it is becoming difficult to control them. The compound A, which is one of the active ingredients of the acaricidal composition of the present invention, has a conventional action such as organochlorine insecticide / acaricide, organophosphorus insecticide / acaricide, carbamate insecticide /
It is an insecticidal and acaricidal active substance that is completely different from acaricides or pyrethroid insecticides and acaricides. Further, originally, it is possible to cause various mites to die with a very low dose when used alone, and also to have a residual effect, and as a result, a remarkable controlling effect is exhibited.

However, in recent years, mites showing resistance even to the compound A have been reported. Therefore, the effect of the combined use of Compound A and a known compound was examined using such mites showing resistance, and it was found that a synergistic effect larger than the sum of the active compounds alone was exhibited as shown in the test examples below. did. As a result, the control method of the present invention can always produce a high control effect without depending on the resistance level of the target pest.

The composition of the present invention can be applied as a control agent for a wide variety of agricultural and horticultural crops and tree mites. Specific examples of mites that can be controlled using the composition of the present invention include the following, but the mites are not limited thereto.

Examples of the spider mites include the spider mite Tetranychus urticae, the citrus spider mite Panonychus citri, the Kanzawa spider mite Tetranychus kanzawai, the spider mite Tetranychus cinnabarinus, the apple spider mite Panonychus ulmi

Examples of the dust mites include, for example, the dust mite Polyphagotarsonemus latus, cyclamen dust mite, Steneotarsonemus pallidus Tarsonemus waitei

Examples of the fungus mites include tulip rust mite Aceria tulipae citrus rust mite Aculops pelekassi chano rust mite Calacarus carinatus pear mite Epitrimerus pyri Eriophyes chibaensis.

The composition of the present invention can be applied as it is as a mixture of compound A and a known compound, but usually, various inert liquids, solids or gaseous carriers are allowed to retain the active compound of the present invention. If necessary, an auxiliary agent, for example, a surfactant, a dispersant, a fixing agent, a stabilizer, a propellant, etc. is added, and powders, granules, emulsions, wettable powders, sol agents, flowable agents, aerosol agents, Coating agent, fumigant, fumigant, ULV
It is convenient to use it in the form of a preparation such as an agent.

Examples of the liquid carrier include water, alcohols (methanol, ethanol, etc.), ketones (acetone, methyl ethyl ketone, etc.), aromatic hydrocarbons (benzene, toluene, xylene, ethylbenzene, etc.).
Methyl naphthalene etc.), aliphatic hydrocarbons (hexane, cyclohexane, kerosene, light oil etc.), esters (ethyl acetate, butyl acetate etc.), nitriles (acetonitrile, isobutyl nitrile etc.), ethers (diisopropyl ether, dioxane etc.) Acid amides (N, N-dimethylformamide, N, N-dimethylacetamide, etc.),
Examples thereof include halogenated hydrocarbons (dichloromethane, trichloroethane, carbon tetrachloride, etc.), dimethyl sulfoxide, soybean oil, cottonseed oil and the like.

Examples of solid carriers include clays (kaolin clay, diatomaceous earth, synthetic hydrous silicon oxide, bentonite, fubasami clay, acid clay, etc.), talc, ceramics, and other inorganic minerals (sericite, quartz, sulfur, activated carbon). , Calcium carbonate, hydrated silica, etc.), chemical fertilizers (ammonium sulfate, phosphorus ammonium, ammonium nitrate, urea, ammonium salt, etc.), etc.

Examples of the gaseous carrier, that is, the propellant include CFC gas, butane gas, LPG (liquefied petroleum gas), dimethyl ether, carbon dioxide gas and the like. As the surfactant, for example, alkyl sulfate ester salt,
Examples thereof include alkyl sulfonates, alkyl aryl sulfonates, alkyl aryl ethers and polyoxyethylene compounds thereof, polyethylene glycol ethers, polyhydric alcohol esters, sugar alcohol derivatives and the like.

Examples of auxiliary agents for preparations such as sticking agents and dispersants are casein, gelatin, polysaccharides (starch powder, gum arabic, cellulose derivatives, alginic acid, etc.), lignin derivatives, bentonites, sugars, synthetic water-soluble high-solubility agents. Molecules (polyvinyl alcohol, polyvinylpyrrolidone, polyacrylic acids, etc.), BHT (2,6-tert-butyl-4-methylphenol), BHA (2-tert-butyl-4-methoxyphenol and 3-tert-butyl-) (Mixture with 4-methoxyphenol), vegetable oil, mineral oil, surfactant, fatty acid or ester thereof, and the like. In these preparations, the mixing weight ratio of Compound A as an active ingredient and a known compound is usually 10:
It is contained at 1 to 1:10, and the total amount of active ingredients in the preparation is usually 0.1 to 95% by weight.

The effective application amount of the composition of the present invention varies depending on the formulation form, application time, application site, application method, type of pest, degree of damage, etc., but is usually the total amount of active ingredient per 10 ares. Amounts of about 1 to 1000 grams, preferably 5 to 500 grams are suitable. The composition of the present invention can be applied to pests or a place where the pests inhabit, for example, by direct spraying, spraying, spraying, dusting, dusting, fumigation or the like. Further, the composition of the present invention, it is possible to further blend other insecticides, fungicides, herbicides, plant growth regulators, synergists, fertilizers, soil improvers, animal feed, or the like, or blended. You can use them together without doing them.

[0022]

EXAMPLES Next, the composition of the present invention will be described in more detail with reference to formulation examples and test examples. However, the invention is not limited to only these examples. In the formulation examples, “part” means “part by weight”.

Formulation Example 1: Dust agent 3 parts of compound A, 2 parts of a known compound, 45 parts of talc and 50 parts of clay are uniformly mixed and pulverized to obtain a powder agent. In use, 1 to 5 kilograms of the above-mentioned powder per 10 are is directly sprayed on the plant by a dusting machine.

Formulation Example 2: Emulsion 5 parts of compound A, 5 parts of a known compound, 8 parts of polyoxyethylene alkylaryl ether, 2 parts of sodium alkylaryl sulfonate, and 80 parts of xylol are uniformly mixed to obtain an emulsion. When using the above emulsion, 500
〜5000 times diluted, 10-60 per 10 ares
Spray 0 liters.

Formulation Example 3: Wettable powder 5 parts of compound A, 10 parts of known compound, 8 parts of sodium alkylbenzene sulfonate, 3 parts of sodium lignin sulfonate, 79 parts of diatomaceous earth are uniformly mixed and pulverized with a jet air mixer to hydrate. Get the agent. In use, the wettable powder is diluted 500 to 5000 times and sprayed at 100 to 6000 liters per 10 are.

Formulation Example 4: Flowable Agent 5 parts of polyoxyethylene styryl phenyl ether sulfate salt, 20 parts of 1% xanthan gum, 8 parts of smectite mineral substance and 2 parts of water are uniformly dissolved to obtain 5 parts of compound A,
After adding 5 parts of a known compound and stirring well, wet pulverization is carried out with a sand mill to obtain a flowable agent. When using,
Dilute the flowable agent 500-5000 times and
Spray 100-6000 liters per are.

Formulation Example 5: Heating fumigant 50 mg of the compound A and 50 mg of the known compound are dissolved in an appropriate amount of acetone, and this is 4 cm × 4 cm, thickness 1.
A heating fumigant is obtained by impregnating a 2 cm ceramic plate. Next, the usefulness of the acaricidal composition of the present invention will be specifically shown in Test Examples.

Test Example 1: Acaricidal test against adult female mites of the mites, which have resistance to various acaricides Compound A (manufactured by Nissan Chemical Industries, Ltd .: Sanmite (trade name) 20% wettable powder) and four known compounds That is, Ethion (Tomono Pesticides Co., Ltd .: Tomotion (trade name) 50
% Emulsion), MEP (Nissan Chemical Co., Ltd .: Sumithion (trade name) 50% emulsion), PAP (Nissan Chemical Co., Ltd .: Elsan (trade name) 50% emulsion), Chloropyrifos (Nissan Chemical Co., Ltd. stock) Company's: Darsvan (trade name) 40% emulsion) was diluted with water and prepared individually or mixed so as to have a predetermined amount of active ingredient, to obtain a reagent.

Leaf of kidney bean was punched out using a cork borer to prepare a circular leaf disk having a diameter of 4 cm. This disc was placed on a compacted filter paper, and 10 female imagoes of the Nami-hatani Fukushima strain, which are resistant to various agents, were inoculated on the disc. After that, 2.5 ml of each agent was sprayed onto the spider mites using a rotary spraying tower (manufactured by Mizuho Rika Co., Ltd.) per leaf disk. The treated spider mites were kept in a thermostatic chamber at 25 degrees Celsius, and their life and death were evaluated 48 hours later. The filter paper was kept wet throughout the test period in order to prevent the leaf disk of kidney bean from drying. The test was performed in duplicate.

The results are shown in Table 1. The theoretical miticidal rate (%) and synergistic index (%) were calculated by the following formulas. Theoretical value Acaricidal rate (%) = a + [(100-a) × b / 1
00] Synergy effect index (%) = [actually measured miticide rate (%) / theoretical value miticide rate (%)] x 100

Here, a represents the acaricidal rate (%) shown by the compound A alone, and b represents the acaricidal rate (%) shown by the known compound as a mixing partner. Further, the synergistic effect index indicates that when the value is equal to 100, there is an additive mixed effect, and when the value is greater than 100, the synergistic synergistic effect is high.

[0032]

[Table 1] Table 1 Results of mixed test for adult female adult flesh mites ─────────────────────────────── Quantity Denial kill rate Theoretical value Denial kill rate Synergistic effect (ppm) (%) (%) Index ─────────────────────────────── ── Compound A 400 ＋500 100 48 208 ＋ Ethion 50% EC 133 ＋500 95 40 238 44.4 ＋ 500 95 32 297 14.8 ＋ 500 75 24 312 ───────────────────── ────────── Compound A 400 ＋500 90 51.3 175 ＋ MEP50% EC 133 ＋500 85 43.8 194 44.4 ＋500 70 36.3 193 14.8 ＋ 500 60 28.8 208 ─────────────── ──────────────── Compound A 400 ＋500 75 44.8 167 ＋ PAP50% EC 133 ＋500 55 36.3 151 44.4 ＋ 500 45 27.8 162 14.8 ＋ 500 25 19.3 130 ────────── ───────────── ──────── Compound A 400 ＋500 70 44.8 156 ＋ Chlorpholiphos 133 ＋500 50 36.3 138 40% EC 44.4 ＋ 500 45 27.8 162 14.8 ＋ 500 25 19.3 130 ────────────── ────────────────── Compound A 400 35 ── ── 133 25 ── ── 44.4 15 ── ── 14.8 5 ── ── ─────── ───────────────────────── Ethion 50% EC 500 20 ── ─────────────────── ──────────────── MEP50% EC 500 20 ── ── ───────────────────────── ────── PAP50% EC 500 15 ── ── ─────────────────────────────── Chlorliphos 40 % EC 500 15 ── ── ─────────────────────────────── Untreated ── 5 ── ── ───────────────────────────────

Test Example 2: Acaricidal test against larvae of Nymphalid mites showing resistance to various acaricides Compound A (manufactured by Nissan Chemical Industries, Ltd .: Sanmite (trade name) 20% wettable powder) and 7 known types Compound: Ethion (Tomono Pesticides Co., Ltd .: Tomotion (trade name) 50%
Emulsion), MEP (Nissan Chemical Co., Ltd .: Sumithion (trade name) 50% emulsion), PAP (Nissan Chemical Co., Ltd .: Elsan (trade name) 50% emulsion), Chloropyrifos (Nissan Chemical Co., Ltd.) Made: Darsvan 40% emulsion), CYAP (manufactured by Sankyo Co., Ltd .: Syanox (trade name) 40% wettable powder), thiomethone (manufactured by Sankyo Co., Ltd .:
Ekatin (trade name) 25% emulsion) and thiodicarb (Nissan Chemical Industry Co., Ltd .: Rabin (trade name) 32% flowable) are diluted with water and prepared individually or mixed to obtain a predetermined active ingredient amount. , A reagent was obtained.

Bean leaves were punched out using a cork borer to prepare a circular leaf disk having a diameter of 4 cm. This disc was placed on a compacted filter paper, and 20 to 30 larvae of the Fukushima strain of Nami Hadani, which is resistant to various chemicals, were inoculated on the disc. After that, each drug was used for 2.5m per leaf disc against this spider mite.
It was sprayed by using a rotary spraying tower (manufactured by Mizuho Rika Co., Ltd.). The treated spider mites were kept in a thermostatic chamber at 25 degrees Celsius, and their life and death were judged 6 days later. In addition, this filter paper prevents the leaf disk of green beans from drying,
It was kept moist throughout the test period. The test was performed in duplicate. The results are shown in Tables 2 and 3. Theoretical miticidal rate (%) and synergistic index (%) are shown in Test Example 1
It calculated similarly to.

[0035]

[Table 2] Table 2 Results of mixed test for larvae of Nite spider ──────────────────────────────── Dani slaughter rate Theoretical value Dani slaughter rate Synergistic effect (ppm) (%) (%) Index ────────────────────────────── ─ Compound A 50 ＋500 100 88.0 113 ＋ Ethion 50% EC 16.7 ＋500 100 52.2 192 5.6 ＋500 100 32.7 306 1.85 ＋500 98.0 21.1 462 0.62 ＋500 64.9 18.9 343 0.21 ＋500 23.1 ── ── ────────── ───────────────────── Compound A 50 ＋500 100 87.6 114 ＋ MEP50% EC 16.7 ＋500 100 50.5 198 5.6 ＋500 95.3 30.3 315 1.85 ＋ 500 56.6 18.2 311 0.62 ＋ 500 69.0 15.9 433 0.21 + 500 17.2 ──────────────────────────────────── Compound A 50 +500 100 87.4 114 + PAP50% EC 16.7 +500 100 49.6 202 5.6 ＋500 64.1 29.1 220 1.85 ＋ 500 39.1 16.9 231 0.62 ＋ 500 24.3 14.5 168 ───────────────────────────────── Compound A 50 +500 98.8 87.4 113 + Chlorliphos 16.7 +500 86.8 49.9 174 40% EC 5.6 +500 51.4 16.2 317 1.85 +500 28.6 14.9 192 ────────────────────── ───────── Compound A 50 86.4 ── ── 16.7 45.8 ── ── 5.6 23.7 ── ── 1.85 10.5 ── ── 0.62 8.0 ── ── ───────── ────────────────────── Ethion 50% EC 500 11.8 ───── ────────────────── ───────────── MEP50% EC 500 8.6 ── ── ──────────────────────────── ─── PAP50% EC 500 7.1 ── ── ─────────────────── ─────────── Chlorphophos 40% EC 500 7.5 ── ── ─────────────────────────── ──── No treatment ── 5.6 ── ── ────────────────────────────────

[0036]

[Table 3] Table 3 Results of mixed test for larvae of Nite spider ──────────────────────────────── Dani slaughter rate Theoretical value Dani slaughter rate Synergistic effect (ppm) (%) (%) Index ────────────────────────────── ─ Compound A 50 ＋500 100 87.4 114 ＋ CYAP40% WP 16.7 ＋500 85.2 49.9 171 5.6 ＋500 47.7 16.2 294 1.85 ＋500 42.2 14.9 283 0.62 ＋500 15.6 14.9 105 ─────────────────── ──────────── Compound A 50 +500 100 89.4 112 + Thiometone 25% EC 16.7 +500 87.3 57.7 151 5.6 +500 74.5 40.5 184 1.85 +500 66.7 30.2 221 0.62 +500 35.4 28.2 125 ────── ───────────────────────── Compound A 50 ＋500 100 87.4 114 ＋ Thiocarb 16.7 ＋500 70.4 49.6 142 32% SC 5.6 ＋500 43.9 29.1 151 1.85 + 500 25.5 16.9 151 0.62 + 500 16.9 14.5 117 ─────────────────────────────── Compound A 50 86.4 ── ─ ─ 16.7 45.8 ── ── 5.6 23.7 ── ── 1.85 10.5 ── ── 0.62 8.0 ── ── ───────────────────────── ────── CYAP40% WP 500 7.5 ── ── ─────────────────────────────── Thiometone 25% EC 500 22.0 ──────────────────────────────────── Thiochemical 32% SC 500 7.1 ── ── ─── ──────────────────────────── Untreated ── 5.6 ── ── ────────────── ──────────────────

[0037]

As is clear from the above-mentioned test examples, the composition of the present invention has a high synergistic effect even when compound A and a known compound alone do not provide a sufficient effect. Be effective.

Continuation of front page (51) Int.Cl. ⁶ Identification number Office reference number FI technical display location A01N 57/14 E B 57/16 102 B // (A01N 43/18 37:44) (A01N 43/40 43 : 18) (A01N 47/18 43:18) (A01N 47/40 43:18) (A01N 57/12 43:18) (A01N 57/14 43:18) (A01N 57/16 43:18)

Claims (2)

[Claims] 1. 2-tert-butyl-5- (4-tert-butylbenzylthio) -4-chloropyridazin-3 (2H) -one and an active ingredient compound of a known insecticide and / or acaricide. At least 1 type of these are contained as an active ingredient, The acaricidal composition characterized by the above-mentioned. 2. A known insecticide and / or acaricide active ingredient compound is (1) O, O, O ′, O′-tetraethyl-S, S′-methylenebisphosphorodithioate (generic name). : Ethion), (2) O, O-dimethyl-O- (3-
Methyl-4-nitrophenyl) thiophosphate (generic name: MEP), (3) dimethyldithiophosphorylphenylethyl acetate (generic name: PAP), (4) O, O-diethyl-O-3,5,6-trichloro 2-pyridyl phosphorothioate (generic name: chlorpyrifos), (5) O, O-dimethyl-Op-cyanophenyl thiophosphate (generic name: CYAP), (6) dimethyl-S-ethylthioethyldithiophosphate ( (Generic name: thiomethone), (7) 3,
7,9,13-Tetramethyl-5,11-dioxa-2,8,14-trithia-4,7,9,12-tetraazapentadeca-3,12-diene-6,10-dione (generic name : Thiodicarb), (8) (R
S) -α-cyano-3-phenoxybenzyl = N- (2
-Chloro-α, α, α-trifluoro-p-tolyl)-
D-valinate (generic name: fluvalinate), (9) dimethyl-2,2,2, -trichloro-1-hydroxyethylphosphonate (generic name: DEP), (10) 2-dimethylamino-5,6-dimethyl Pyrimidin-4-yldimethylcarbamate (generic name: pyrimicarb), (11) 2-isopropyl-4-methylpyrimidyl-6) -diethylthiophosphate (generic name: diazinon), (12) dimethyldicarbetoxyethyldithiophosphate (general name) Name: malathion), (13) O-2,4-dichlorophenyl = O-ethyl =
S-propyl phosphorodithioate (generic name: prothiophos), (14) dimethylethylsulfinylisopropylthiophosphate (generic name: ESP), (15) O, O-dimethyl-S- (N-methylcarbamoylmethyl) dithiophosphate (Generic name: dimethoate), (16) O-ethyl = O-4-methylthiophenyl = S-propyl = phosphorodithioate (generic name: sulprophos), (17) O-
4-Bromo-2-chlorophenyl = O-ethyl = S-propyl = phosphorothioate (generic name: prophenophos) or (18) 3- (1-methyl-2-pyrrolidinyl)
The acaricidal composition according to claim 1, which is pyridine sulfate (generic name: nicotine sulfate).