JPH06239707A - Germicidal composition comprising azole compound and antimicrobial agent - Google Patents

Abstract

PURPOSE:To obtain an agricultural and horticultural germicidal composition, having a wide effect spectrum, capable of manifesting stabilized controlling effects on disease injuries in a small dose even against resistant germs and applicable to stems or leaves, seeds, soil or water surface. CONSTITUTION:This germicidal composition comprises (A) an oxetane-based azole compound of the formula [R<1> to R<4> are H or alkyl; R<3> is further phenyl or R1 and R4 together with two C carbon atoms to which they are bound may form a 5-6C saturated ring, or R<3> and R<4> together with one C atom to which they are bound may form a 3-6C saturated ring; R<5> to R<7> are H, (halogeno)alkyl, halogen or (halogeno)alkoxy; R<8> is H or alkyl] and (B) an antimicrobial agent, e.g. 1,5-pentandial, 2,5-dimethoxytetrahydrofuran, glyoxal, benzalkonium chloride, 1,2-benzizothiazolin-3-one, cupric hydroxide, 4-chloro-2-xylenol, 4-chloro-2-cresol or a p-hydroxybenzoic acid ester as active ingredients.

Description

Detailed Description of the Invention

[0001]

[Object of the Invention]

[0002]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an agricultural and horticultural germicidal composition containing an oxetane azole compound and a certain antimicrobial agent as active ingredients.

[0003]

The compound represented by the general formula (I) is a known agricultural and horticultural fungicide described in JP-A-3-232883.

[0004]

In recent years, the development of new disease control agents has been vigorous, and as a foliar spray agent and a seed treatment agent having a broad spectrum of activity, benzimidazole compounds are followed by ergosterol biosynthesis inhibition. Agent (E
Although a BI agent) has been developed, the compound represented by the general formula (I) also belongs to the EBI agent.

However, against the widely used benzimidazole type drugs, resistant bacteria have appeared in a part of the pathogenic bacteria, and the fixed price of the controlling effect has been reported, and it has been developed as an effective drug against the resistant bacteria. The EBI agents have a high effect on many filamentous fungi, but have no effect on certain filamentous fungi or bacterial diseases, and thus have a drawback that the efficacy spectrum is narrow as a seed treatment agent, for example. Was there.

In view of such a situation, the present inventors have applied it to foliage, seeds, soil or water surface which has a broad spectrum of efficacy and a stable disease control effect with a low dose against the above-mentioned resistant bacteria. As a result of repeated studies for the purpose of providing a fungicide for agricultural and horticultural use, by using one kind selected from the compounds represented by the general formula (I) and a certain kind of antimicrobial agent, The present invention has been completed by finding out that a higher effect, that is, an excellent synergistic effect, is exhibited at a lower concentration than the case of using A.

[0007]

[Constitution of the invention]

[0008]

The present invention has the general formula (I)

[0009]

[Chemical 3]

[Wherein R ¹ represents a hydrogen atom or a lower alkyl group, R ² represents a hydrogen atom or a lower alkyl group, R ³ represents a hydrogen atom, a lower alkyl group or a phenyl group, R 3 ⁴ represents a hydrogen atom or a lower alkyl group.

At this time, R ¹ and R ⁴ may together form a saturated ring having 5 to 6 carbon atoms with the two carbon atoms to which they are bonded. Alternatively, R ³ and R ⁴ may be taken together to form a saturated ring having 3 to 6 carbon atoms together with one carbon atom to which they are bound.

R ⁵ , R ⁶ and R ⁷ are the same or different and each represents a hydrogen atom, a lower alkyl group, a halogen atom, a halogeno lower alkyl group, a lower alkoxy group or a halogeno lower alkoxy group, and R ⁸ is a hydrogen atom. Alternatively, it represents a lower alkyl group. ] One or more compounds represented by the formula [1] and one or more compounds selected from the group (II) of the following antimicrobial agents (generally referred to as compound (II))
A bactericidal composition for agricultural and horticultural use, comprising:

Group (II) 1,5-pentanedial 2,5-dimethoxytetrahydrofuran glyoxal benzalkonium chloride 1,2-benzisothiazolin-3-one cupric hydroxide 4-chloro-2-xylenol 4-chloro 2-cresol paraoxybenzoic acid ester In the above, the “lower alkyl group” is, for example, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, s-butyl, t-butyl, n-pentyl, isopentyl, 2-methylbutyl, neopentyl, 1-ethylpropyl, n-hexyl, 4-methylpentyl, 3-methylpentyl, 2-methylpentyl, 1-methylpentyl, 3,3-dimethylbutyl, 2,2-dimethylbutyl, 1 , 1-dimethylbutyl,
A linear or branched alkyl group having 1 to 6 carbon atoms such as 1,2-dimethylbutyl, 1,3-dimethylbutyl, 2,3-dimethylbutyl, and 2-ethylbutyl is shown, preferably having 1 to 6 carbon atoms. 1 to 4 alkyl groups.

Examples of the saturated ring having 3 to 6 carbon atoms formed by R ¹ and R ⁴ together include cyclopropane, cyclobutane, cyclopentane and cyclohexane.

In the above, "halogen atom" means fluorine, chlorine, bromine or iodine, and preferably fluorine and chlorine.

In the above, "halogeno lower alkyl group" means, for example, trifluoromethyl, trichloromethyl, difluoromethyl, dichloromethyl, dibromomethyl, fluoromethyl, 2,2,2-trichloroethyl, 2,2,
Examples thereof include groups such as 2-trifluoroethyl, 2-bromoethyl, 2-chloroethyl, 2-fluoroethyl and 2,2-dibromoethyl, and preferably trifluoromethyl,
Difluoromethyl. 2-bromoethyl, 2-chloroethyl and 2-fluoroethyl.

In the above, the "lower alkoxy group" refers to a group in which the above "lower alkyl group" is bonded to an oxygen atom, and examples thereof include methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, isobutoxy and s. -Butoxy, t-butoxy, n-pentoxy, isopentoxy, 2-methylbutoxy, neopentoxy, n-hexyloxy, 4-
Methylpentoxy, 3-methylpentoxy, 2-methylpentoxy, 3,3-dimethylbutoxy, 2,2-dimethylbutoxy, 1,1-dimethylbutoxy, 1,2-dimethylbutoxy, 1,
A linear or branched alkoxy group having 1 to 6 carbon atoms such as 3-dimethylbutoxy and 2,3-dimethylbutoxy,
It is preferably an alkoxy group having 1 to 4 carbon atoms.

In the above, the "halogeno lower alkoxy group" means a group in which the above "halogeno lower alkyl group" is bonded to an oxygen atom, for example, trifluoromethoxy,
Trichloromethoxy, difluoromethoxy, dichloromethoxy, dibromomethoxy, fluoromethoxy, 2,2,2-
Trichloroethoxy, 2,2,2-trifluoroethoxy, 2-
Mention may be made of groups such as bromoethoxy, 2-chloroethoxy, 2-fluoroethoxy, 2,2-dibromoethoxy, preferably trifluoromethoxy.

The antibacterial agents used include those used as highly safe industrial antibacterial and fungicide products, and those used as agricultural bactericides, such as alcohols, Any conventional antimicrobial agent such as aldehydes, phenols, quaternary ammonium salts, thiazoles, isothiazolones, epoxides, guanidines, organic and inorganic copper agents can be used.

Preferably, 1,5-pentanedial (hereinafter referred to as compound IIa), 2,5-dimethoxytetrahydrofuran (hereinafter referred to as compound IIb), glyoxal (hereinafter referred to as compound IIc), benzalkonium chloride (hereinafter referred to as compound IId). , 1,2-benzisothiazolin-3-one (hereinafter referred to as compound IIe), cupric hydroxide (hereinafter referred to as compound IIf), 4-chloro-2-
Xylenol (hereinafter referred to as compound IIg), 4-chloro-2-cresol (hereinafter referred to as compound IIh), paraoxybenzoic acid ester (hereinafter referred to as compound IIi), and more preferably compounds IIa, IIe and IIf. In the present invention, one kind or a combination of two or more kinds among these can be used.

Examples of the azole derivative represented by the general formula (I) used in the present invention are shown in Table 1, but the compound (I) of the present invention is not limited thereto.

[0022]

[Table 1]

[0023]

[Chemical 4]

──────────────────────────────────── Compound No. R ¹ R ² R ³ R ⁴ R ⁵ , R ⁶ , R ⁷ R ⁸ ───────────────────────────────────── Ia Me H Me H 4-Cl H Ib H H Me Me 4-Cl H Ic Me H Me H 2,4-Cl ₂ H Id CH ₂ Cl H Me H 4-Cl H Ie Et H Me H 4-F H ───── ─────────────────────────────── As plant diseases for which the composition of the present invention exerts excellent efficacy, for example, rice Leaf blight (Rhizoctonia solani), blast (Pyricularia oryzae), pseudo-blight (Rhizoctonia solani)
ani III-B, Rhizoctonia oryzae, Sclerotium oryzae-sat
ivae, Sclerotiumfumigatum), panicle blight (Cochliobolu
s miyabeanus, Helminthosporium, sigmoideum var., i
rregulare, Sphaerulina oryzina), bacillus disease (Gibberel)
la fujikuroi), fir blight (Pseudomonas glumae),
Pseudomonas plantarii, powdery mildew of wheat (Erysiphe graminis), rust (Puccinia recond)
ita, P. graminis, P. hordei, P. striiformis), eyeblight (P
seudocercosporella herpotrichoides), strain rot (Rhizo
ctonia cerealis), naked smut (Ustilago tritici, U.nud
a), net blotch (Pyrenophora teres), cucumber wilt disease
(Fusarium oxysporum), seedling wilt (Pythium debaryanu
m), brown patch disease (Rhizocton in solani) such as shiva,
Examples thereof include snow scab (Pythium spp. Fusarium nivale etc), but the sterilization spectrum of the composition of the present invention is not limited thereto.

The mixing ratio of the compound (I), which is the active ingredient of the composition of the present invention, and the compound (II) can be varied within a relatively wide range, but usually 1 part by weight of the azole derivative (I) is used. On the other hand, compound (II) is 0.01 to
It is 100 parts by weight, preferably 0.1 to 10 parts by weight.

The mixture of the present invention is usually used together with an auxiliary agent which is commonly used in the field of formulation. The active ingredients of the azole derivatives (I) and the compounds (II) are known in a known manner, for example emulsion stock solutions, sprayable pastes, sprayable or dilutable solutions, emulsions, wettable powders, aqueous solvents, powders and, for example, polymeric substances. Formulated in capsules according to. Also, for the purpose of labor saving and safety, etc., a suitable water repellent, foaming agent, in the form of an agrochemical formulation (granules, tablets, wettable powders, capsules, etc.) that is easily dispersed or dissolved in water or on the surface of water, It is also possible to coexist with a spreading agent, etc., and wrap it directly in water-soluble paper and throw it into water.

The above-mentioned preparation is applied as it is or diluted with water or the like, and applied to the plant or water surface, or applied to soil.

That is, the above-mentioned preparation is sprayed or dusted on a plant, sprayed on the water surface of a paddy field or the surface of soil, dusted or granulated, or, if necessary, further mixed with soil in various forms. Can be used.

When used as a seed treatment agent,
It can be used after seed dressing treatment, seed dipping treatment and the like. In addition, it can be expected to enhance the bactericidal effect by mixing with other bactericides.

Further, other fungicides, insecticides, acaricides,
It can also be used simultaneously with or without mixing with nematicides, herbicides, seed disinfectants, fertilizers or soil conditioners.

The composition of the present invention can be used as an active ingredient of a bactericide for paddy fields, uplands, orchards, meadows, lawns and the like.

The application rate of the composition of the present invention varies depending on the mixing ratio of active ingredients, weather conditions, formulation form, application time, method, place, target disease, target crop, etc., but is usually 0.01 g per are. 1000 g, preferably 0.1 g
It is 100 g, and when an emulsion, a wettable powder, a suspending agent, a liquid agent or the like is diluted with water and applied, the application concentration is 0.0001.
-1%, preferably 0.001-0.5%. Granules, powders, etc. are applied as they are without any dilution.

In seed treatment, the total amount of active ingredients is, for example, about 0.001 to about 50 g per 1 kg of seeds,
Preferably about 0.01 to about 10 g can be used.

In soil treatment, the total amount of active ingredients is usually about 0.01 g to 1000 g per 1 are,
Preferably, about 0.1 g to 100 g can generally be used.

For surface treatment of paddy fields, the total amount of active ingredients may be, for example, about 0.001 to about 40 kg, preferably about 0.01 to about 10 kg per hectare. When processing the nursery box, one box (80 cm x 60
cm × 8 cm) about 0.1 to about 1 as the total amount of active ingredients
00 g, preferably about 0.1 to about 50 g can be used.

When the composition of the present invention is used in the rice cultivation scene, it can be used from the time when the rice seedlings are grown in the nursery box to the harvest after rice planting, and the effect lasts for a long time. .

[0037]

EFFECTS OF THE INVENTION The composition of the present invention can be expected to have a high synergistic effect on various diseases and to expand the range of application, and can reduce the amount of active ingredient to be applied and save labor.

[0038]

EXAMPLES The present invention will be described in more detail with reference to the following examples and test examples, but the compounds, additives and their compounding ratios in the examples are not limited to these. In addition,% used in the examples is% by weight unless otherwise specified.

[0039]

EXAMPLE 1 0.5 parts of each of the compounds Ia to Ie, 1 to 2 parts of the compounds IIa to IIi, 1 part of synthetic hydrous silicon oxide, 2 parts of calcium ligninsulfonate, 30 parts of pentonite and the balance of kaolin clay were well added. The mixture was pulverized and mixed, water was added, and the mixture was well kneaded and then granulated and dried to obtain each granule.

[0040]

Example 2 1.2 parts each of compounds Ia to Ie, 5 parts each of compounds IIa to IIi, 1 part of synthetic hydrous silicon oxide, 2 parts of calcium lignin sulfonate, 80 parts of pentonite and 60.8 parts of kaolin clay. The ingredients are thoroughly pulverized and mixed, water is added and the ingredients are well kneaded, and then granulated and dried to obtain the active ingredient 6.
2% of each granule was obtained.

[0041]

Example 3 1.5 parts each of compounds Ia to Ie, 2 parts each of compounds IIa to IIi, 1 part synthetic silicon oxide hydroxide, 2 parts calcium lignin sulfonate, 80 parts pentonite and 68.5 parts kaolin clay. 3 was thoroughly pulverized and mixed, water was added and kneaded well, and then the mixture was granulated and dried to obtain the active ingredient 3.
5% of each granule was obtained.

[0042]

Example 4 2 parts each of compounds Ia to Ie, compound II
17 parts of a to IIi, 1 part of synthetic hydrous silicon oxide, 2 parts of calcium lignin sulfonate, 25 parts of pentonite and 53 parts of kaolin clay are well pulverized and mixed, and water is added and kneaded well, and then granulated and dried. To obtain granules containing 19% of the active ingredient.

[0043]

Example 5 0.1 parts of each of the compounds Ia to Ie, 0.5 to 1.0 part of the compounds IIa to IIi, 11.2 parts of talc and the rest of the kaolin clay were well pulverized and mixed to obtain each powder. Obtained.

[0044]

Example 6 0.5 parts of each of the compounds Ia to Ie, 1 part of each of the compounds IIa to IIi, 88 parts of kaolin clay and 10.5 parts of talc were well pulverized and mixed to obtain an active ingredient of 1.5%.
To obtain each powder.

[0045]

Example 7 1 part each of compounds Ia to Ie, compound II
1.5 parts of each of a to IIi, 88 parts of kaolin clay and 9.5 parts of talc were well pulverized and mixed to obtain a dust preparation containing 2.5% of the active ingredient.

[0046]

Example 8 5 parts each of compounds Ia to Ie, compound II
20 parts of each of a to IIi, 3 parts of polyoxyethylene sorbitan monooleate, 3 parts of CMC, and 69 parts of water are mixed and wet-milled until the particle size becomes 5 microns or less to obtain each suspension agent of 25% of the active ingredient. Obtained.

[0047]

Example 9 10 parts each of compounds Ia to Ie, compound I
50 parts of each of Ia to IIi, 3 parts of calcium ligninsulfonate, 2 parts of sodium lauryl sulfate and 35 parts of synthetic silicon hydroxide were well pulverized and mixed to obtain wettable powders having 60% of active ingredients.

[0048]

Example 10 10 parts of each of the compounds Ia to Ie, 30 parts of each of the compounds IIa to IIi, 14 parts of polyoxyethylene styryl phenyl ether, 6 parts of calcium dodecylbenzene sulfonate, and 40 parts of xylene were mixed well to prepare an active ingredient. 40% of each emulsion was obtained.

[0049]

Example 11 5 parts each of compounds Ia to Ie, compound I
10 parts of each of Ia to IIi, 3 parts of talc (the pharmacopoeia), and 1 part of Carplex # 80 (amorphous silicon dioxide manufactured by Shionogi Seiyaku Co., Ltd.) were mixed and ground with a hammer mill. Foam Shirasu PB03 (manufactured by Silax Co., average particle size 75
66 parts of μm) was placed in a ribbon blender, and 13 parts of Super Oil C (manufactured by Nippon Oil Co., Ltd., crude liquid paraffin) was added and mixed to moisten the surface of Shirasu. To this, 28 parts of the above premix was added and mixed, and further 2 parts of Surfynol 104S (acetylene nonionic surfactant manufactured by Nisshin Chemical Co., Ltd.) was added and mixed to coat the surface of Shirasu. The coating obtained contains 15 parts as active ingredient. 50 g of the obtained coating material was used for Hycelon C-200 (manufactured by Nigo Film Co., Ltd., PVA film, thickness 40 μm).
It was divided into When this sachet was thrown into the center of a 2 × 2 m artificial paddy field, the bag floated on the water surface and, as the PVA film dissolved, the granules inside developed on the water surface and the active ingredient was dispersed in the water.

[0050]

Example 12 5 parts each of compounds Ia to Ie, compound I
10 to 20 parts each of Ia to IIi, Aerosil R972
2.5 parts of water-repellent silica manufactured by Nippon Aerosil Co., Ltd.
After mixing 5 parts of Toxanone 50P (polycarboxylic acid type polysoap, manufactured by Sanyo Chemical Industry Co., Ltd.), it was ground with a hammer mill. Foam Shirasu PB10 (average particle size 0.42m
m) 52.5 to 62.5 parts were placed in a plastic bag, 15 parts of Super Oil C was added to moisten the surface of the shirasu, and 31.5 parts of the ground product were added and mixed. The resulting coating contains 15 to 25 parts as active ingredient. The obtained coating was divided into 50 g portions in the same manner as in Example 1. When this sachet was thrown into the center of a 2 × 2 m artificial paddy field, the bag floated on the water surface and the PVA film was dissolved, so that the contents spread on the water surface and the active ingredient was dispersed in the water.

Next, it will be specifically shown in Test Examples that the composition of the present invention is useful as a bactericide.

[0052]

[Test Example 1] Rice stripe disease control effect test 1 field 30 m ² , 3 in a field where rice (Kinnan-fu) was mechanically transplanted
Repeated test plots were set up, and cultivation was managed as usual.
The rice cultivar Fusuma-Homigara culture cultivated in rice was sprayed uniformly on the paddy fields. The following granules (see Table 2) prepared according to Example 1 were applied to the water surface at an appropriate time when the blight of rice increased on the rice plant. 50 days after the chemical treatment, the lesion height was investigated for 50 strains in one ward, and the control value was calculated from the following formula.

[0053]

[Equation 1] Control value (%) = (X−Y) ÷ X × 100 X: Average lesion height (cm) of untreated plot Y: Average lesion height (cm) of drug treated plot Show.

[0054]

[Table 2] No drug damage was observed in any of the plots.

[0055]

[Test Example 2] Rice crest disease control effect test 100 m ² , 2 in 1 ward in a field to which rice (Kinnanfu) was mechanically transplanted
Repeated test plots were set up, and cultivation was managed as usual.
The rice cultivar Fusuma-Homigara culture cultivated in rice was sprayed uniformly on the paddy fields. Example 12 at a suitable time when the blight was raised on the rice plant.
One of the following preparations (see Table 3) prepared according to the above was cast on the surface of the water.

50 days after drug treatment, per 100 shares in 1 ward,
The control was conducted in the same manner as in Test Example 1 to determine the control value.

The results are shown in Table 3.

[0058]

[Table 3] No drug damage was observed in any of the plots.

[0059]

[Test Example 3] Rice blast control effect test 30m per ward in a field where rice (Koshihikari) was mechanically transplanted
^A few test plots were set up, and cultivation was managed as usual. The blast-damaged leaves were evenly spread over the test plots to cause the disease. 7 days later The following granules prepared according to Example 1 (Table 4
(See reference) was uniformly treated on the water surface. 28 days after drug treatment 1
With respect to 50 strains of the ward, the degree of disease on the leaves was investigated according to the following criteria, and the control value (%) was determined by the following formula.

Leaf disease index 0 ... Soundness 1 ... Number of lesions per leaf 1 to 3 2 ... Number of lesions per leaf 4 to 10 3 ... Number of lesions per leaf 10 or more

[0061]

[Equation 2] Disease severity = {(1 × n ¹ ) + (2 × n ² ) + (3 × n ³ )} ÷ (3 × N) × 100 N: Number of investigated leaves n ^{1 to} n ³ : Diseases respectively Index 1-3 leaves

[0062]

[Equation 3] Control value (%) = (Non-treated disease incidence-drug incidence of drug treatment group) / Non-treated disease incidence × 100 The results are shown in Table 4.

[0063]

[Table 4] No drug damage was observed in any of the plots.

[0064]

[Test Example 4] Rice blast control effect test 100m in 1 ward in a field where rice (Koshihikari) was mechanically transplanted
^2, 2 to set the test plots of repetition, it was carried out practices as the cultivation management. The blast-damaged leaves were evenly spread over the test plots to cause the disease. 7 days later, the following preparation prepared according to Example 11 (Table 5)
(See) was thrown into the water surface of the 1 /.

28 days after the chemical treatment, 100 strains in 1 ward were investigated in the same manner as in Test Example 3 to determine the control value (%).

The results are shown in Table 5.

[0067]

[Table 5] No drug damage was observed in any of the plots.

[0068]

[Test Example 5] Rice blast control effect test 1 field 20 m in a field where rice (Koshihikari) was mechanically transplanted
^A few test plots were set up, and cultivation was managed as usual. The blast-damaged leaves were evenly spread over the test plots to cause the disease. After 7 days, the following powders prepared according to Example 5 (Table 6
See) was sprayed evenly on the paddy fields.

28 days after spraying, 50 plots in 1 ward Test Example 3
In the same manner as above, the control value (%) was determined.

The results are shown in Table 6.

[0071]

[Table 6] No drug damage was observed in any of the plots.

[0072]

[Test Example 6] Control effect of sugar beet seedling wilting control Aphanomyces cochlioides, which was obtained by culturing in advance on cholesterol-added corn meal agar medium
Cultured bacterial cells of Phoma betae, Fusarium sp.) Were crushed with a blender, mixed and inoculated into sterilized soil, and filled in a plastic pot of 30 × 40 cm and a depth of 20 cm.

The wettable powder of Example 9 was applied to the seeds of sugar beet (variety: Monomidori) together with 2% arabic gum solution. After seeding 100 seeds of this sugar beet per pot and cultivating in a 25 ° C. glass chamber for 6 weeks under 2 wards of 1 ward,
The rate of healthy seedlings was investigated.

The results are shown in Table 7.

[0075]

[Table 7] No drug damage was observed in any of the plots.

[0076]

TEST EXAMPLE 7 Rice Blight Bacterial Disease Control Test Rice paddy inoculated paddy rice (Pseudomonas glumae) inoculated paddy rice was soaked in a chemical solution diluted with the wettable powder prepared according to Example 9 for 24 hours. Then, the seedlings were sown in a plastic pot on which soil for cultivation was piled. Then, after keeping at 30 ° C. for 3 days in a nursery, it was cultivated in a greenhouse for 14 days, and the disease state was investigated. The morbidity was calculated by the following formula.

[0077]

## EQU00004 ## Disease degree = (rate of diseased seedlings in treated plot) / (rate of diseased seedling in non-treated plot) × 100 The results are shown in Table 8.

[0078]

[Table 8] No drug damage was observed in any of the plots.

Continuation of the front page (51) Int.Cl. ⁵ Identification code Office reference number FI technical display location (A01N 43/653 33:12) (A01N 43/653 43:80) (A01N 43/653 59:20) ( (A01N 43/653 31:08) (A01N 43/653 37:10) (72) Inventor Shigehiro Kato 1041 Yasu, Yasu-cho, Yasu-gun, Shiga Prefecture Sankyo Stock Association (72) In-house Hideo Takeshiba Yasu-cho, Yasu-gun, Shiga Yasu 1041 Sankyo Stock Company In-house

Claims (2)

[Claims] 1. A compound represented by the general formula (I): [In the formula, R ¹ represents a hydrogen atom or a lower alkyl group,
R ² represents a hydrogen atom or a lower alkyl group, and R ³ represents
R ⁴ represents a hydrogen atom, a lower alkyl group or a phenyl group,
Represents a hydrogen atom or a lower alkyl group. At this time, R
¹ and R ⁴ may together form a saturated ring having 5 to 6 carbon atoms with the two carbon atoms to which they are attached.
Alternatively, R ³ and R ⁴ may be taken together to form a saturated ring having 3 to 6 carbon atoms together with one carbon atom to which they are bound. R ⁵ , R ⁶ and R ⁷ are the same or different and represent a hydrogen atom, a lower alkyl group, a halogen atom, a halogeno lower alkyl group, a lower alkoxy group or a halogeno lower alkoxy group, and R ⁸ is a hydrogen atom or a lower alkyl group. Indicates a group. ] A bactericidal composition for agricultural and horticultural use comprising one or more compounds represented by the formula [1] and an antimicrobial agent as active ingredients. 2. A compound represented by the general formula (I): [In the formula, A represents a 1,2,4-triazol-1-yl group or imidazol-1-yl group, and n represents 1, 2 or 3 (when n is 2 or 3, X may be different), X is a hydrogen atom, a halogen atom, a phenyl group, the same or different lower alkyl group optionally substituted with 1 to 3 halogen, or the same or different 1 to 3 Represents a lower alkoxy group which may be substituted with halogen. ] One or more compounds represented by the following formula and 1 selected from the group (II) of the following antimicrobial agents:
A sterilizing composition for agricultural and horticultural use, which comprises at least one species as an active ingredient. Group (II) 1,5-pentanedial 2,5-dimethoxytetrahydrofuran glyoxal benzalkonium chloride 1,2-benzisothiazolin-3-one cupric hydroxide 4-chloro-2-xylenol 4-chloro-2- Cresol paraoxybenzoate