JP2000103710A - Germicidal composition and its use - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a germicidal composition capable of manifesting an unexpected controlling effect on plant disease of a lowland crop and a field crop such as rice blast disease in comparison with the singly used case, and further to provide a method for its use. SOLUTION: This composition contains a 1,2,3-thiadiazole derivative of the general formula R1 is H, a 1-6C alkyl or a 3-6C cycloalkyl; R2 is CO-Y-R3 [R3 is H, a (halo) 1-20C alkyl, a (halo) 2-20C alkenyl, a (substituted)carbamoyl 1-6C alkyl or a (substituted)phenyl, a (substituted)phenyl-1-6C-alkyl, a (substituted) 5- or 6-membered heterocycle having one or more O, S and N, a (substituted) 5- or 6-membered heterocyclic carbonylamino (1-6C alkyl) or the like; Y is O, S, NR4] or the like}, and one or more kinds selected from compounds which have germicidal activities against plant diseases as active ingredients.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

The present invention relates to a 1,2,3-thiadiazole derivative represented by the general formula (I) useful as a plant disease controlling agent and a compound having a bactericidal activity against plant diseases. The present invention relates to a disinfectant composition in which one or more disinfectants are mixed and a method for using the same.

[0002]

2. Description of the Related Art The 1,2,3-thiadiazole derivative represented by the general formula (I) partially contains a novel 1,2,3-thiadiazole derivative, but most of them are disclosed in JP-A-8-325.
It is a known compound described in No. 110 publication and the like, which is described as being useful as a plant disease controlling agent, and the other component, a compound having a bactericidal activity against plant diseases, is a known compound described in the literature. It is a fungicide.

[0003]

SUMMARY OF THE INVENTION
When a combination with various known fungicides was attempted for the purpose of further reducing the dose of the 2,3-thiadiazole derivative, they were found to have unexpected effects as compared with the case where each was used alone, The present invention has been completed. In addition, the use of the 1,2,3-thiadiazole derivative alone or in combination of two or more, or the combined use of the 1,2,3-thiadiazole derivative and another fungicide is applied to a cultivation carrier for seed treatment or sowing. By doing, it has been found that an unexpected excellent effect can be obtained from the spraying treatment on the foliage,
The present invention has been completed.

[0004]

The present invention provides a compound of the general formula (I)

Embedded image[Wherein, R¹Is a hydrogen atom, (C_1-6) Alkyl group or (C_3-7)
R represents a cycloalkyl group;^TwoIs CO-Y-R^Three (Where R^ThreeIs a hydrogen atom, (C_1-20) Alkyl group, halo (C
_1-20) Alkyl group, (C _2-20) Alkenyl group, halo
(C_2-20) Alkenyl group, (C_2-20) Alkynyl group, halo (C
_2-20) Alkynyl group, (C_3-12) Cycloalkyl group, (C
_1-6) Alkoxy (C_1-6) Alkyl group, (C_1-6) Alkoxy (C
_1-6) Alkoxy (C_1-6) Alkyl group, carboxy (C _1-6A)
Alkyl group, (C_1-20) Alkoxycarbonyl (C_1-6) Archi
Group,

A carbamoyl (C _1-6 ) alkyl group, which may be the same or different, is a (C _1-6 ) alkyl group, a phenyl group or
The same or different halogen atoms or (C _1-6 )
A carbamoyl (C _1-6 ) alkyl group, a cyano (C _1-6 ) alkyl group, and a (C _1-6 ) alkylcarbonyl having 1 to 2 substituents selected from a phenyl group substituted with an alkyl group Oxy (C _1-6 ) alkyl group, (C _1-6 ) alkylcarbonylamino (C _1-6 ) alkyl group, phenyl group, which may be the same or different, halogen atom, hydroxyl group, cyano group, nitro group, ( (C _1-6 ) alkyl group, halo (C _1-6 ) alkyl group, (C _1-6 )
An alkoxy group, a halo (C _1-6 ) alkoxy group, a carboxyl group, a (C _1-12 ) alkoxycarbonyl group, a carbamoyl group or may be the same or different, a halogen atom, (C
_1-12 ) a carbamoyl group having 1 to 2 substituents selected from an alkyl group, a phenyl group, and a phenyl group substituted by 1 to 5 identical or different (C _1-6 ) alkyl groups A phenyl group having 1 to 5 substituents selected from:

A phenyl (C _1-6 ) alkyl group, which may be the same or different, a halogen atom, a hydroxyl group, a cyano group, a nitro group, a (C _1-6 ) alkyl group, a halo (C _1-6 ) alkyl group, (C _1-6 )
An alkoxy group, a halo (C _1-6 ) alkoxy group, a carboxyl group, a (C _1-12 ) alkoxycarbonyl group, a carbamoyl group or may be the same or different, a halogen atom, (C _1-
12 ) selected from an alkyl group, a phenyl group or a carbamoyl group having 1 to 2 substituents selected from a phenyl group substituted by 1 to 5 identical or different (C _1-6 ) alkyl groups; A phenyl (C _1-6 ) alkyl group having 1 to 5 substituents on a ring, phenylcarbonyloxy
(C _1-6) alkyl group, which may be identical or different, a halogen atom, a hydroxyl group, a cyano group, a nitro group, (C _1-6) alkyl groups, halo (C _{1- 6)} alkyl, (C _{1- 6} ) alkoxy group, halo
(C _1-6 ) alkoxy group, carboxyl group, (C _1-12 ) alkoxycarbonyl group, carbamoyl group or same or different, halogen atom, (C _1-12 ) alkyl group, phenyl group or 1-5 May be the same or different (C _1-6 )
A phenylcarbonyloxy (C _1-6 ) alkyl group having 1 to 5 substituents on a ring selected from a carbamoyl group having 1 to 2 substituents selected from a phenyl group substituted by an alkyl group ,

A phenylcarbonyl (C _1-6 ) aminoalkyl group, which may be the same or different, a halogen atom, a hydroxyl group,
Cyano group, nitro group, (C _1-6 ) alkyl group, halo (C _1-6 ) alkyl group, (C _1-6 ) alkoxy group, halo (C _1-6 ) alkoxy group, carboxyl group, (C _{1 -12} ) an alkoxycarbonyl group, a carbamoyl group or may be the same or different,
Halogen atom, (C _1-12 ) alkyl group, phenyl group or 1
1 to 5 substituents selected from a carbamoyl group having 1 to 2 substituents selected from a phenyl group substituted by up to 5 same or different (C _1-6 ) alkyl groups A 5- to 6-membered heterocyclic ring having at least one hetero atom which may be the same or different and selected from a phenylcarbonyl (C _1-6 ) aminoalkyl group, an oxygen atom, a sulfur atom or a nitrogen atom having Or may be different, a halogen atom, a hydroxyl group, a cyano group, a nitro group, a (C _1-6 ) alkyl group, a halo (C _1-6 ) alkyl group, a (C _1-6 ) alkoxy group, a halo
(C _1-6 ) alkoxy group, carboxyl group, (C _1-12 ) alkoxycarbonyl group, carbamoyl group or same or different, halogen atom, (C _1-12 ) alkyl group, phenyl group or 1-5 May be the same or different (C _1-6 )
A 5- to 6-membered heterocyclic ring substituted with 1 to 5 substituents selected from a carbamoyl group having 1 to 2 substituents selected from a phenyl group substituted by an alkyl group,

[0008] Select from oxygen, sulfur or nitrogen atoms
With one or more heteroatoms which may be the same or different
5 to 6 membered heterocycle (C_1-6) Alkyl group, same or different
Halogen, hydroxyl, cyano, nitro
Group, (C_1-6) Alkyl group, halo (C_{1- 6}) Alkyl group, (C_1-6)
Alkoxy group, halo (C_1-6) Alkoxy group, carboxyl
Group, (C_1-12) Alkoxycarbonyl group, carbamoyl group
Or the same or different, a halogen atom, (C
_1-12) Alkyl, phenyl or 1-5 identical or
May be different (C_1-6) Fe substituted by an alkyl group
Carba having one or two substituents selected from nyl group
Substituted with 1 to 5 substituents selected from moyl group
5- to 6-membered heterocycle (C_1-6) Alkyl group, oxygen atom, sulfur atom
Or 1 which may be the same or different selected from nitrogen atoms
5- or 6-membered heterocyclic carbonyl group having the above hetero atom
Kiss (C_1-6) Alkyl group, which may be the same or different, and
Gen atom, hydroxyl group, cyano group, nitro group, (C_1-6) Archi
Group, halo (C_1-6) Alkyl group, (C _1-6) Alkoxy group, ha
B (C_1-6) Alkoxy group, carboxyl group, (C_1-12) Al
A oxycarbonyl group, a carbamoyl group or the same or
May be different, a halogen atom, (C_1-12) Alkyl group,
A phenyl group or 1 to 5 identical or different (C
_1-6) Selected from phenyl groups substituted by alkyl groups
Selected from carbamoyl groups having one or two substituents
5 to 6-membered heterocyclic ring substituted with 1 to 5 substituents
Rubonyloxy (C_1-6) Alkyl group,

A 5- or 6-membered heterocyclic carbonylamino (C _1-6 ) alkyl group having one or more hetero atoms which may be the same or different and selected from an oxygen atom, a sulfur atom or a nitrogen atom; Well, halogen atom, hydroxyl group,
Cyano group, nitro group, (C _1-6 ) alkyl group, halo (C _1-6 ) alkyl group, (C _1-6 ) alkoxy group, halo (C _1-6 ) alkoxy group, carboxyl group, (C _{1 -12} ) alkoxycarbonyl group, carbamoyl group or may be the same or different,
Halogen atom, (C _1-12 ) alkyl group, phenyl group or 1
1 to 5 substituents selected from a carbamoyl group having 1 to 2 substituents selected from a phenyl group substituted by up to 5 same or different (C _1-6 ) alkyl groups 5 to 6-membered heterocyclic carbonylamino (C
_1-6 ) an alkyl group or

-N = C (R ⁵ ) R ⁶ (wherein R ⁵ and R ⁶ may be the same or different and each represents a hydrogen atom, a (C _1-6 ) alkyl group, a halo (C _1-6 ) alkyl Group, (C
_3-6 ) cycloalkyl group, phenyl group or the same or different, a halogen atom, a (C _1-6 ) alkyl group or (C
_1-6 ) a phenyl group having a substituent selected from an alkoxy group, wherein R ⁵ and R ⁶ together represent O, S or N
R ⁴ (wherein R ⁴ represents a hydrogen atom or a (C _1-6 ) alkyl group) may also represent a (C _2-6 ) alkylene group which may be interrupted. ), Y represents O, S or NR ⁴ (wherein R ⁴ is the same as described above). ) Or

[0011]

Embedded image (Wherein X may be the same or different, and a halogen atom,
Hydroxyl group, cyano group, nitro group, (C _1-6 ) alkyl group, halo
(C _1-6 ) alkyl group, (C _1-6 ) alkoxy group, halo (C _1-6 ) alkoxy group, (C _1-6 ) alkylcarbonyl group, carboxyl group, (C _1-12 ) alkoxycarbonyl group A carbamoyl group or the same or different, a halogen atom, (C
_1-12 ) a carbamoyl group having 1 to 2 substituents selected from an alkyl group, a phenyl group, and a phenyl group substituted by 1 to 5 identical or different (C _1-6 ) alkyl groups And n represents an integer of 0 to 4. Selected from the group consisting of 1,2,3-thiadiazole derivatives and compounds having bactericidal activity against plant diseases
The present invention relates to a bactericidal composition containing at least one species as an active ingredient and a method for using the same.

Representative compounds of the 1,2,3-thiadiazole derivative represented by the general formula (I), which is one of the active ingredient compounds of the present invention, are shown in Tables 1 and 3. It is not limited to these. General formula (I-1)

Embedded image

[0013]

[0014]

[0015]

[0016]

[0017]

In Table 1, "Ph" represents a phenyl group,
“C−” represents an alicyclic hydrocarbon group, and Q ¹ and Q ² represent the following groups.

Embedded image Table 2 shows the NMR values of the compounds having the physical properties of the paste in Table 1.

[0019]

Formula (I-2)

Embedded image

In the following, 1,2,3- represented by the general formula (I)
Representative examples of compounds having fungicidal activity against plant diseases (hereinafter, referred to as Compound Group I) used as a mixture with a thiadiazole derivative are given, but the present invention is not limited thereto. Examples of the compound exhibiting a bactericidal activity include melanin synthesis inhibitors (for example, the following compounds (2) and (8)
, (7), (10)), strobilurin fungicides (for example, the following compounds (3), (6)), ergosterol biosynthesis inhibitors (for example, the following compounds (4), (22), (23), (23) 24), (25), (2
6), (36)), acid amide fungicides (for example, the following compound (1
3), (14), (15), (16), (17)), a succinic acid synthase inhibitor fungicide, an acylalanine fungicide (for example, the following compound (27)), a dicarboximide fungicide ( For example, the following compounds (39), (40)), benzimidazole fungicides (for example, the following compounds (41), (42), (43)), dithiocarbamate fungicides (for example, the following compounds (30), (31) , (3
2), (33)), metal-containing fungicides (for example, the following compounds
(5), (28), (29)), antibiotics (for example, the following compounds
(9), (18) and (38)).

Specific examples of the compound having a bactericidal activity against plant diseases which are used in the present invention and used in combination are, for example, (1) diisopropyl-1,3-dithiolan-2-ylidene malonate. (Generic name: isoprothiolane). (2) .5-methyl-1,2,4-triazolo [3,4-
b] Benzothiazole (generic name: tricyclazole). (3). Methyl (E) -2- {2- [6- (2-cyanophenoxy) pyrimidin-4-yloxy] phenyl} -3
-Methoxy acrylate (generic name: azoxystrobin). (4). 1- [2- (2,4-Dichlorophenyl) -4-propyl-1,3-dioxolan-2-ylmethyl] -1
H-1,2,4-triazole (generic name: propiconazole).

(5) Copper 8-hydroxyquinoline (general name:
Organic copper). (6). 2-methoxyimino-N-methyl-2- (2-phenoxy) phenylacetamide (code name: SSF-1)
26). (7). N- [1- (4-chlorophenyl) ethyl] -2,
2-Dichloro-1-ethyl-3-methylcyclopropanecarboxamide (generic name: carpropamide). (8) 4,5,6,7-tetrachlorophthalide (generic name:
Phthalide). (9) Kasugamycin (generic name: kasugamycin). (10). 1,2,5,6-tetrahydropyrrolo (3,2,
1-i, j) Quinolin-4-one (generic name: pyroquilon). (11). 3-allyloxy-1,2-benzothiazole-
1,1-dioxide (generic name: probenazole). (12). S-methylbenzo-1,2,3-thiadiazole-7-carbothiolate (code name: CGA-2457)
04).

(13). Α, α, α-Trifluoro-3'-
Isopropoxy-o-toluanilide (generic name: flutolanil). (14). 3'-isopropoxy-2-methylbenzanilide (generic name: mepronil). (15). 5-chloro-1,3-dimethyl-N- (1,1-
Dimethyl-2-oxa-4-indanyl) pyrazole-
4-carboxamide (generic name: flametopyr). (16). 1- (4-chlorobenzyl) -1-cyclopentyl-3-phenylurea (generic name: pencyclone). (17). N- (2,6-dibromo-4-trifluoromethoxyphenyl) -2-methyl-4-trifluoromethylthiazole-5-carboxamide (generic name: thifluzamide). (18). Validamycin (generic name: validamycin).

(19) 6- (3,5-dichloro-4-methylphenyl) -3 (2H) -pyridazinone (generic name: diclomedine). (20). (Z) -2′-methylacetophenone = 4,6-
Dimethylpyrimidin-2-ylhydrazone (generic name: ferimzone). (21). 1,1′-Iminiodi (octamethylene) diguanidium triacetate (generic name: guazatine). (22). 2-p-chlorophenyl-2- (1H-1,2,2,
4-triazol-1-ylmethyl) hexanenitrile (generic name microbutanyl). (23). (RS) -2- (2,4-dichlorophenyl)-
1- (1H-1,2,4-triazol-1-yl) hexane-2-ol (generic name: hexaconazole). (24). 1- (4-chlorophenoxy) -3,3-dimethyl-1- (1,2,4-triazol-1-yl) -2
-Butanone (generic name: triadimefon).

(25). N-propyl-N- [2- (2,
4,6-trichlorophenoxy) ethyl] imidazole-1-carboxamide (generic name: prochloraz). (26). Cis-4- [3- (4-tert-butylphenyl) -2-methylpropyl] -2,6-dimethylmorpholine (generic name: fenpropimorph). (27). Methyl = N- (2-methoxyacetyl) -N-
(2,6-xylyl) -DL-alaninate (generic name:
Metalaxyl). (28). Basic copper chloride. (29). Basic copper sulfate. (30). Zinc ion coordinated manganese ethylenebisdithiocarbamate (generic name: mancozeb). (31). Zinc propylene bisdithiocarbamate (generic name: propineb). (32). Zinc dimethyl dithiocarbamate (generic name: ziram). (33). Bis (dimethylthiocarbamoyl) disulfide (generic name: thiram). (34). 1- (2-cyano-2-methoxyiminoacetyl) -3-ethylurea (generic name: simoxanil).

(35). Tetrachloroisophthalonitrile (general name: chlorothalonil). (36). Cis-trans-3-chloro-4- [4-methyl-2- (1H-1,2,4-triazol-1-ylmethyl) -1,3-dioxolan-2-yl] phenyl = 4 -Chlorophenyl ether (generic name: difenoconazole). (37). N-trichloromethylthiotetrahydrophthalimide (generic name: captan). (38). Polyoxin (generic name: polyoxin). (39). 3- (3,5-Dichlorophenyl) -N-isopropyl-2,4-dioxoimidazolidin-1-carboxamide (generic name: iprodione).

(40). N- (3,5-dichlorophenyl)
-1,2-dimethylcyclopropane-1,2-dicarboximide (generic name: procymidone). (41). Methyl 1- (butylcarbamoyl) -2-benzimidazole carbamate (generic name: benomyl). (42). 1,2-Bis (3-methoxycarbonyl-2-thioureido) benzene (generic name: meofanate-methyl). (43). 2- (methoxycarbonylamino) benzimidazole (generic name: carbendazine). (44). Aluminum tris (ethyl phosphonate)
(Generic name: Josetil). (45). 3-hydroxy-5-methylisoxazole (generic name: himexazole). (46). 5-ethyl-5,8-dihydro-8-oxo [1,3] dioxolo [4,5-g] quinoline-7-carboxylic acid (generic name: oxolinic acid).

(47). 4- (2,2-difluoro-1,3
-Benzodioxol-4-yl) pyrrole-3-carbonitrile (generic name: fludioxonil) (48). N- (4-methyl-prop-1-ynylpyrimidin-2-yl) aniline (generic name: mepanipyrim) (49). 4-cyclopropyl-6-methyl-N-phenylpyrimidin-2-amine (generic name: cyprodinil) (50). N- (4,6-dimethylpyrimidin-2-yl)
Aniline (generic name: pyrimethanil) (51). O-2,6-dichloro-p-tolyl O, O-dimethylphosphophorothioate (generic name: tolclofosmethyl) (52). N- (1-cyano-1,2-dimethylpropyl)
A compound having a known bactericidal activity such as -2- (2,4-dichlorophenoxy) propanamide or an optically active compound thereof or a mixture of isomers thereof in any ratio (compound described in JP-A-63-132867); And these can be used alone or in combination of two or more.

The composition for controlling plant diseases of the present invention comprising a combination of a 1,2,3-thiadiazole derivative represented by the general formula (I) or a salt thereof and one or more compounds selected from the compound group I. Has an excellent control effect on plant diseases exemplified below. It is also effective against resistant bacteria of existing agents. Broadly speaking, they include fungal diseases, bacterial diseases, and viral diseases, and include, for example, incomplete fungi (for example, Botrytis (Botryt)).
is) Diseases of the genus Helminthosporiu
m) Diseases of the genera, Fusarium disease, Septoria disease, Cercospora disease, Alternaria disease, etc., Basidiomycetes (eg Hemilelia disease, Rhizoctonia)
(Rhizoctonia) disease, Puccinia disease, etc., ascomycetes (for example, Venturia disease, Podosphaera disease, Erichife
(Erysiphe) disease, Monilinia disease, Unsinula disease, etc., and other fungi (eg, Ascochyta disease, Phoma)
Genetic disease, Pythium Genetic disease, Corticium (C
or Xanthomon), which is a disease caused by bacteria such as Pseudomonas, Xanthomon) or Xanthomon (Xanthomon).
as) Diseases of the genus, including diseases of the genus Erwinia, and diseases caused by tobacco mizaic virus and the like.

Examples of individual diseases include rice blast (Pyricularia oryzae) and rice sheath blight (Rhizoctonia sol)
ani), rice sesame leaf blight (Cochiobolus miyabeanus), rice seedling blight (Rhizopus chinensis, Pythium graminico
la, Fusarium graminicola, Fusarium roseum, Mucor s
p., Phoma sp., Tricoderma sp.), rice stupid disease (Gibbe
rella fujikuroi), powdery mildew such as barley and wheat
(Erysiphe graminis) or powdery mildew such as cucumber (Spha
erotheca fuliginea) and other powdery mildews of host plants,
Eye spot disease of barley and wheat (Pseudocercosporella h)
erpotrichoides) and smut of wheat (Urocystis triti
ci), snow rot of barley and wheat, etc.
e, Pythium iwayamai, Typhla ishikariensis, Sclerot
inia borealis), oat crown rust (Puccinia corona)
ta) and rust of other plants, gray rot of cucumber, strawberry, etc. (Botrytis cinerea), sclerotium of tomato, cabbage, etc. Plague of the
Downy mildew of cucumber (Pseudoperonospora cubensis), downy mildew of grapevine (Plasmopara viticola)

[0032] Apple scab (Venturia inaequalis), apple spot leaf rot (Alternaria mali), pear black spot (Alter
naria kikuchiana), citrus black spot (Diaporthe citr)
i), citrus scab (Elsinoe fawcetti), sugar beet brown spot (Cercospora beticola), peanut brown spot (Cer
cospora arachidicola), peanut black rot (Cercospor
apersonata), wheat leaf blight (Septoria tritici), wheat blight (Septoria nodorum), barley cloud disease (Rhync
hosporium secalis) and wheat lintel smut (Tilletia
caries), Shiva leaf rot (Rhizoctonia solani), Shiva dollar spot disease (Sclerotinia homoeocarpa), Psuedo
genus monas, such as cucumber spot bacterial disease (Pseudomonas syr
ingae pv. lachrymans), tomato bacterial wilt (Pseudomonas s)
olanacearum) and rice seed blight bacterial disease (Pseudomonas gluma)
e), genus Xanthomonas, such as cabbage black rot (Xanthomon
as campestris), rice leaf blight (Xanthomonas oryzae) and citrus canker (Xanthomonas citri), Erwinia
It has a remarkable control effect on genus, for example, bacterial diseases such as cabbage soft rot (Erwinia carotovora) and viral diseases such as tobacco mosaic virus.

The plant to which the fungicidal composition of the present invention can be used is not particularly limited, and examples thereof include the following plants. Cereals (eg, rice, barley, wheat, rye, oats, corn, high sorghum, etc.), beans (soybean,
Red beans, broad beans, peas, peanuts, etc.), fruit trees and fruits (apple, citrus, pear, grape, peach, plum, yellow peach, walnut, almond, banana, strawberry, etc.), vegetables (cabbage, tomato, spinach) , Broccoli, lettuce, onion, leek, green pepper, etc.), root vegetables (carrot, potato, sweet potato, radish, lotus root, turnip, etc.), processing crops (cotton, hemp, cucumber, mitsumata, rapeseed, beet, hops,
Sugarcane, sugar beet, olives, rubber, coffee, tobacco, tea, etc.), melons (pumpkin, cucumber, watermelon, melon, etc.), pastures (orchard grass, sorghum, timothy, clover, alfalfa, etc.), lawn (Koroshiba) , Bentgrass, etc.), crops for fragrances, etc. (lavender,
Rosemary, thyme, parsley, pepper, ginger, etc.),
It can be used for plants such as flowers (chrysanthemums, roses, orchids, etc.).

The fungicidal composition of the present invention is used as it is for controlling various diseases, or it is appropriately diluted or suspended with water or the like to form an effective amount for controlling plant diseases. It can be used by applying it to plants or places where generation is not preferred.For example, for the purpose of controlling disease of paddy rice, water surface application to rice, application of rice nursery box, application of seed dressing, seed disinfection method, etc. It can be used in the method of application, fruit trees, cereals, other diseases that occur in upland crops such as vegetables, in addition to spraying on the foliage, immersion of seeds in the drug,
It can also be used by treating seeds such as seed dressing, treating soil, etc. and absorbing from the roots. It may be treated with a hydroponic solution in hydroponics.

Examples of the method of seed treatment include a method in which a liquid or solid preparation is diluted or undiluted and a seed is immersed in a liquid state to penetrate a drug, or a solid or liquid preparation is mixed with seed. A method of coating the seed by adhering it to the surface of the seed by, for example, dressing, a method of mixing the resin with an adhesive carrier such as a resin and a polymer, and a method of spraying the seed near the seed simultaneously with planting. it can. The `` seed '' to be subjected to the seed treatment means a plant in the early stage of cultivation used for breeding of a plant, and other than the so-called seeds, bulbs, tubers, seed potatoes, baskets, bulbs, or stems for cutting cultivation. It contains plants for vegetative propagation. The `` soil '' or `` cultivation carrier '' of a plant when carrying out the method of use of the present invention refers to a support for cultivating a plant, particularly a support for growing roots, and the material is not particularly limited. However, any material can be used as a plant can grow, for example, so-called various soils, seedling mats, water and the like, specific materials, for example, sand, vermiculite, cotton, paper,
Diatomaceous earth, agar, gel-like substances, high-molecular substances, rock wool, glass wool, wood chips, bark, pumice stone and the like may be used.

As a method of spraying on foliage, a liquid preparation such as an emulsion or a flowable or a solid preparation such as a wettable powder or a wettable granule is appropriately diluted with water and sprayed on the foliage or a powder. A method of spraying and the like can be mentioned. Examples of the method of application to soil include, for example, a method in which a liquid formulation is diluted or diluted with water and applied to a plant base or a nursery bed for raising seedlings, or a method in which granules are sprayed to the base or a nursery bed. Before sowing or transplanting, dust, wettable powder, wettable granules, spraying granules, etc. and mixing with the whole soil, before sowing or before planting plant holes, crops, etc. Examples of the method include a method of spraying a wetting agent, a water dispersible granule, a granule, and the like. As the method of application to the nursery box for paddy rice, the dosage form may be different depending on the application time, for example, application at the time of sowing, application at the greening stage, application at the time of transplantation, etc. It may be applied in a mold. It can also be applied by mixing with cultivation soil, and can be mixed with cultivation soil and dust, wettable granules or granules, for example, mixing with floor soil, covering soil, mixing with the whole cultivation soil, and the like. Simply, the soil and the various preparations may be applied alternately in layers. The time of application at the time of sowing may be before, simultaneously with, or after sowing, or may be applied after covering the soil.

The method of application to paddy fields includes jumbo agents,
Solid preparations such as packs, granules and wettable powders, and liquid preparations such as flowables and emulsions are usually sprayed on flooded paddy fields. In addition, at the time of planting rice, an appropriate preparation can be sprayed or injected into soil as it is or mixed with fertilizer. In addition, by applying an agent such as an emulsion, a wettable powder, or a flowable to a source of water flowing into a paddy field such as a water mouth or an irrigation device, the water can be applied labor-saving with the supply of water to the paddy field. In field crops, such as wheat,
In the period from sowing to seedling raising, treatment can be applied to a cultivation carrier or the like close to a seed or a plant. In the case of a plant that is directly sown in a field, it is preferable to treat the seed of the plant being cultivated in addition to the treatment of the seed directly. Spraying treatment using granules or irrigation treatment of a drug diluted or not diluted with water in a liquid state can be performed. As the treatment of the cultivated plant to be transplanted at the time of sowing and raising the seedling, in addition to the direct treatment of the seed, the liquid irrigation treatment or the granule spraying treatment to the seedling bed for raising the seedling is preferable. In addition, it is also preferable to apply a granule to the planting hole at the time of planting or to mix it with a cultivation carrier near the transplanting site.

The compounding ratio of the active ingredient compound in the fungicide composition of the present invention is based on 1,2,3-thiadiazole derivative represented by the general formula (I) or a salt thereof per 1 part by weight of Compound Group I. One or more compounds selected from the above may be used by appropriately selecting from the range of usually 0.01 to 1000 parts by weight, preferably 0.1 to 100 parts by weight. The fungicidal composition of the present invention may be formulated and applied in a usual dosage form, for example, an emulsion, a wettable powder, a suspension, a liquid, a granule, a powder, etc. Compounding ratio of compound, weather conditions, formulation form, application time, application method,
It depends on the place of application, the disease to be controlled, the target crop, etc.
Usually 0.1 to 10 as active compound per are
The application may be appropriately selected from the range of 00 g, and preferably in the range of 1 to 50 g. In the treatment of seed, 0.01% or more as an active ingredient is compared with the seed weight.
It can be used in the range of 40%, preferably in the range of 0.1% to 10%. When the emulsions, wettable powders, suspensions, liquids and the like are diluted with water or the like and applied, the application concentration is 0.0001 to 0.1%, and the liquids when applied to granules, powders or seeds Etc. may be applied as it is without dilution.

Hereinafter, typical examples and test examples of the present invention will be described, but the present invention is not limited thereto. In Examples, “parts” means “parts by weight”. Example 1 Compounds described in Table 1 or 3 10 parts One kind of compound group I 10 parts Calcined diatomaceous earth 63 parts Polyoxyethylene nonylphenyl ether 5 parts Naphthalenesulfonic acid formalin condensate 4 parts Hydrous silicic acid 8 parts Into a wettable powder.

Example 2 Compounds described in Table 1 or 3 10 parts One kind of Compound Group I 35 parts Calcined diatomaceous earth 28 parts Polyoxyethylene nonylphenyl ether 5 parts Naphthalenesulfonic acid formalin condensate 4 parts Hydrous silica 8 parts The above is uniformly mixed and pulverized to obtain a wettable powder. Example 3 Compounds listed in Table 1 or 3 40 parts One kind of Compound Group I 10 parts Calcined diatomaceous earth 33 parts Polyoxyethylene nonylphenyl ether 5 parts Naphthalenesulfonic acid formalin condensate 4 parts Hydrous silicic acid 8 parts Into a wettable powder.

Example 4 Compounds listed in Table 1 or 2 5 parts 1 kind of Compound Group I 7 parts Synthetic hydrous silicon oxide 1 part Calcium lignin sulfonate 2 parts Bentonite 30 parts Kaolin clay 55 parts It is pulverized, kneaded by adding an appropriate amount of water, granulated and dried to obtain granules. Example 5 Compounds described in Table 1 or 3 20 parts One kind of Compound Group I 20 parts Sodium alkylnaphthalenesulfonate 3 parts Propylene glycol 5 parts Dimethylpolysiloxane 0.25 parts Parachlorometaxylenol 0.10 parts Xanthan gum 0.30 parts Water 51.35 parts The above is uniformly mixed and wet-pulverized to obtain a wettable powder or an aqueous suspension.

Test Example 1 Effect of Preventing Spraying on Rice Blast A wettable powder prepared according to the example was diluted to a predetermined concentration with water in a 6-leaf stage rice (cultivar: Kinnan style) cultivated in a pot.
Foliage was sprayed. After spraying, the pot was cultivated in a greenhouse, and 7 days after the treatment, a spore suspension of Pyricularia oryzae was spray-inoculated. After the inoculation, the cells were placed under a humid condition at 20 ° C. for 7 days, the number of lesions was examined, and the control value was calculated according to the following formula.
The number of lesions in the untreated plot was 23.0 per leaf.

The theoretically expected control value was calculated from the following equation. [Equation 2] Theoretical control value (%) = X + (100−X) × Y / 10
0 X: Control value of drug A at 12.5 ppm (%) Y: Control value of drug B at 12.5 ppm (%) [The portion where drug A could not be controlled was the control value of (100−
X)%, of which Y%, that is, (100−
X) × Y / 100 is controlled by drug B. The results are shown in Table 4.

[0044]

Test Example 2 Spray Preventive Effect against Barley Powdery Mildew 2-leaf barley cultivated in pots (variety: Kanto No. 6)
Then, the wettable powder prepared according to the examples was diluted to a predetermined concentration with water and sprayed with foliage. After spraying, the pots were cultivated in a greenhouse, and 7 days after the treatment, spores of powdery mildew (Erysiphe graminis) were sprinkled and inoculated. Seven days after inoculation, the number of lesions was investigated,
The control value was calculated according to Test Example 1. The number of untreated plot lesions was 17.7 per leaf. The theoretical control value was calculated in the same manner as in Test Example 1. The results are shown in Table 5.

[0046]

Test Example 3 Spray Preventive Effect against Cucumber Downy Mildew Cucumbers at 2.5 leaf stage cultivated in pots (variety: four-leaf)
Then, the wettable powder prepared according to the examples was diluted to a predetermined concentration with water and sprayed with foliage. After spraying, the pots were cultivated in a greenhouse, and 6 days after the treatment, the downy mildew (Pseudoperonospora cubensi
s) The zoospores were inoculated. Seven days after the inoculation, the disease index was investigated based on the following criteria, and the control value was calculated according to the following formula. The disease index of the untreated plot was 7.8. The theoretical control value was calculated in the same manner as in Test Example 1.

Disease index 0: No disease occurrence 1: Lesion area ratio 1 to 10% 2: Lesion area ratio 11 to 20% 3: Lesion area ratio 21 to 30% 4: Lesion area ratio 31 to 40% 5 : Lesion area ratio 41 to 50% 6: Lesion area ratio 51 to 60% 7: Lesion area ratio 61 to 70% 8: Lesion area ratio 71 to 80% 9: Lesion area ratio 81 to 90% 10 : Lesion area ratio 91-100% The results are shown in Table 6.

[0049]

Test Example 4 Test for controlling cabbage black rot A wettable powder prepared according to the examples was diluted to a predetermined concentration with water, and was added to cabbage (variety: Kinkei No. 201) at an early stage of head formation at intervals of 10 days at intervals of 7 days. 280 L (liter) was sprayed four times. Two days after the second application, cabbage black rot fungus (Xan
thomonas campestris) bacterial suspension was sprayed and inoculated and examined two weeks after the final spraying, and the disease severity was calculated based on the following criteria. The disease degree in the untreated plot was 44.7. The theoretical control value was calculated in the same manner as in Test Example 1. [Equation 4] Degree of disease = {(number of diseased strains by index × index) × 100} (number of surveyed strains × 3)

[0051] The number shots disease-like finger status 0: No onset or very only a small lesion. 1: Lesion is spotted on several outer leaves. 2: A large number of lesions are observed on all outer leaves. 3: Many lesions were observed on all outer lobes, and some heads were affected. The control value was calculated from the degree of onset according to the following formula. The theoretical control value was calculated in the same manner as in Test Example 1. The results are shown in Table 7.

[0052]

Test Example 5 Test for Control of Bacterial Spot of Cucumber The wettable powder prepared according to the example was diluted to a predetermined concentration with water, and 280 L per 10 ares was added to cucumber (cultivar: top green) in the growing season at intervals of 7 days. Was sprayed three times. 1
Six hours after the second application, the bacterial pathogen of cucumber spot (Pseudomon
as syringae pv.lachrymans) A bacterial suspension was sprayed and inoculated, examined one week after the final application, and the disease severity was calculated based on the following criteria. The disease degree in the untreated plot was 63.9.
The theoretical control value was calculated in the same manner as in Test Example 1.

[Equation 6] Degree of disease = {(number of diseased leaves by degree × index) × 100} (number of researched strains × 4) Index number Disease status 0: No disease. 1: Diseased area rate is less than 5%. 2: Diseased area rate is 5% or more and less than 25%. 3: Diseased area rate is 25% or more and less than 50%. 4: Diseased area rate is 50% or more. The control value was calculated from the degree of onset according to Test Example 4. The theoretical control value was calculated in the same manner as in Test Example 1. The results are shown in Table 8.

[0055]

Test Example 6 Wheat Powdery Mildew Control Test 100 L of a wettable powder prepared according to the examples during the internode elongation period
/ 10 are are sprayed. Two months after the chemical treatment, the lesion area ratio of the flag leaf was investigated, and the control value was calculated by the following formula. The lesion area ratio in the untreated plot was 15%. The theoretical control value was calculated in the same manner as in Test Example 1. The results are shown in Table 9.

[0057]

Test Example 7 Tobacco Mosaic Virus Disease Control Test A wettable powder prepared according to the examples was diluted to a predetermined concentration with water, and sprayed on 5-leaf stage tobacco (variety: Samsung NN).
Seven days after the chemical treatment, the surface of the tobacco leaves sprinkled with carborundum (60 mesh) was washed with a phosphate buffer (pH 6.8).
After inoculating with a cotton swab containing a tobacco mosaic virus solution diluted to 10 μg / ml, the carborundum was rinsed with running water immediately after the inoculation, and the plants were placed in a greenhouse until local lesions were formed. . In the investigation, the lesion diameter was measured, and the control value was calculated according to the following formula. The lesion diameter in the untreated section was 2.2 mm. The theoretical control value was calculated in the same manner as in Test Example 1. The results are shown in Table 10.

[0059]

Test Example 8 Test of control effect of seed dressing treatment on rice stupid seedling disease Rice paddy (variety: Kinnan style) contaminated with rice stunt seedling (Giberella fujikuroi) and wettable powder prepared according to the examples The mixture was put in a bag, mixed well with a small amount of water, and subjected to powder coating. After processing, air-dry the fir overnight,
After immersion in water at 15 ° C for one week, germination was promoted at 30 ° C. This fir was sown in a nursery box, germinated at 30 ° C. for 3 days, and then cultivated in a greenhouse for about one month. The diseased seedling rate of this rice was investigated, and the control value was calculated according to the following formula.
The diseased seedling rate in the untreated plot was 78%. The theoretical control value was calculated in the same manner as in Test 1. The results are shown in Table 11.

[0061]

Test Example 9 Control effect test of cucumber downy mildew by soil admixture The wettable powder prepared according to the examples was mixed with the soil, and the pot was filled with the soil so that 5 g of the wettable powder was applied per pot. A cucumber (variety: four-leaf) seedling in the cotyledon development stage was transplanted here. After cultivating the pot in a greenhouse for 2 weeks, zoospores of downy mildew (Pseudoperonospora cubensis) were inoculated. Investigation was conducted 7 days after inoculation, and Test Example 3. The evaluation was carried out according to and the control value was determined. The disease index of the untreated plot was 6.5. In addition, the theoretical control value is shown in Test Example 1. It was calculated in the same manner as described above. The results are shown in Table 12.

[0063]

Test Example 10 Test of controlling effect on seed dressing treatment against wheat powdery mildew Wheat (variety: Chihoku) seeds and wettable powder prepared according to the examples are put in a plastic bag, a small amount of water is added, and the mixture is mixed well. Clothing treatment was performed. After the treatment, the seeds were air-dried overnight, sown in pots, and cultivated in a greenhouse. One month after sowing, spores of powdery mildew (Erysiphe graminis) were sprinkled and inoculated. Seven days after the inoculation, the number of lesions was investigated, and the control value was calculated according to Test Example 1. The number of lesions per leaf in the untreated plot was 25. In addition, the theoretical control value is shown in Test Example 1. It was calculated in the same manner as described above. The results are shown in Table 13. When only the compound represented by the general formula (I) is seed-dressed, a superior control effect is obtained as compared with the case of spraying the foliage of a growing plant (for example, Test Examples 2 and 6). It is shown. This is a good result as a whole when converted into the amount used per cultivation area. Furthermore, it was found that the activity using the mixed drug according to the present invention was further improved, and the effect was far superior to that of the application of the single agent.

[0065]

[0066]

Industrial Applicability The fungicidal composition of the present invention provides a fungicidal composition which can be used in a low dose of a 1,2,3-thiadiazole derivative represented by the general formula (I). These have excellent activity as fungicides. Further, the application of the active ingredient and a fungicide containing the same to seeds or plants at the time of raising seedlings in the present invention provides a more effective use of the drug. Further, the use of the composition and the method of use can stabilize the bactericidal effect and suppress the occurrence of drug-resistant bacteria.

 ────────────────────────────────────────────────── ─── Continuation of the front page (72) Inventor Yoshinobu Yamamoto 1-40-1-6-1 Mikadai, Kawachinagano-shi, Osaka

Claims (4)

[Claims] [Claim 1] General formula (I):[Wherein, R¹Is a hydrogen atom, (C_1-6) Alkyl group or (C_3-7)
R represents a cycloalkyl group;^TwoIs CO-Y-R^Three (Where R^ThreeIs a hydrogen atom, (C_1-20) Alkyl group, halo (C
_1-20) Alkyl group, (C_2-20) Alkenyl group, halo
(C_2-20) Alkenyl group, (C_2-20) Alkynyl group, halo (C
_2-20) Alkynyl group, (C_3-12) Cycloalkyl group, (C
_1-6) Alkoxy (C_1-6) Alkyl group, (C_1-6) Alkoxy
(C_1-6) Alkoxy (C_1-6) Alkyl group, carboxy (C_1-6)
Alkyl group, (C_1-20) Alkoxycarbonyl (C_1-6) Al
Kill group, carbamoyl (C_1-6) Alkyl group, same or different
(C_1-6) Alkyl group, phenyl group or one or more
May be the same or different halogen atom or (C_1-6) Al
1 to 1 selected from a phenyl group substituted by a kill group
Carbamoyl having two substituents (C_1-6) Alkyl group,
Cyano (C_1-6) Alkyl group, (C_1-6) Alkylcarbonyl
Kiss (C_1-6) Alkyl group, (C_1-6) Alkylcarbonylamido
No (C_1-6) Alkyl group, phenyl group, same or different
Well, halogen atom, hydroxyl group, cyano group, nitro group, (C
_1-6) Alkyl group, halo (C_1-6) Alkyl group, (C_1-6Arco
Xy group, halo (C_1-6) Alkoxy group, carboxyl group, (C
_1-12) An alkoxycarbonyl group, a carbamoyl group or
May be one or different, a halogen atom, (C_1-12A)
Alkyl group, phenyl group or 1 to 5 identical or different
Is also good (C_1-6) Is a phenyl group substituted by an alkyl group
A carbamoyl group having one or two substituents selected from
A phenyl group having 1 to 5 substituents selected from:
Phenyl (C_1-6) An alkyl group, which may be the same or different,
Halogen atom, hydroxyl group, cyano group, nitro group, (C_1-6A)
Alkyl group, halo (C_1-6) Alkyl group, (C_1-6) Alkoxy
Group, halo (C_1-6) Alkoxy group, carboxyl group,
(C_1-12) Alkoxycarbonyl group, carbamoyl group or
May be the same or different, a halogen atom, (C_1-12)
Alkyl group, phenyl group or 1 to 5 identical or different
(C_1-6) Phenyl group substituted by alkyl group
Carbamoyl having 1 or 2 substituents selected from
Having 1 to 5 substituents selected from the group
Nil (C_1-6) Alkyl group, phenylcarbonyloxy (C
_1-6) Alkyl group, which may be the same or different,
, Hydroxyl group, cyano group, nitro group, (C_1-6) Alkyl group,
Halo (C_1-6) Alkyl group, (C_1-6) Alkoxy group, halo (C
_1-6) Alkoxy group, carboxyl group, (C_1-12) Alkoki
Cicarbonyl group, carbamoyl group or the same or different
May be a halogen atom, (C_1-12) Alkyl group,
Nyl group or 1 to 5 identical or different (C_1-6A)
1 selected from a phenyl group substituted by an alkyl group
Selected from carbamoyl groups having up to 2 substituents
Phenylcarbonyloxy having 1 to 5 substituents on the ring
Kiss (C_1-6) Alkyl group, phenylcarbonyl (C_1-6Ami
Alkyl groups, which may be the same or different,
, Hydroxyl group, cyano group, nitro group, (C_1-6) Alkyl group,
Halo (C_1-6) Alkyl group, (C_1-6) Alkoxy group, halo (C
_1-6) Alkoxy group, carboxyl group, (C_1-12) Alkoki
Cicarbonyl group, carbamoyl group or the same or different
May be a halogen atom, (C_1-12) Alkyl group,
Nyl group or 1 to 5 identical or different (C_1-6A)
1 selected from a phenyl group substituted by an alkyl group
Selected from carbamoyl groups having up to 2 substituents
Phenylcarbonyl having 1 to 5 substituents on the ring (C
_1-6) Aminoalkyl group, oxygen atom, sulfur atom or nitrogen atom
One or more heads, which may be the same or different, selected from children
5 to 6-membered heterocyclic ring having a hydrogen atom, which may be the same or different
Halo, hydroxyl, cyano, nitro, (C
_1-6) Alkyl group, halo (C_1-6) Alkyl group, (C_1-6Arco
Xy group, halo (C_1-6) Alkoxy group, carboxyl group, (C
_1-12) An alkoxycarbonyl group, a carbamoyl group or
May be one or different, a halogen atom, (C _1-12A)
Alkyl group, phenyl group or 1 to 5 identical or different
Is also good (C_1-6) Is a phenyl group substituted by an alkyl group
A carbamoyl group having one or two substituents selected from
5 to 6 members substituted with 1 to 5 substituents selected from
Selected from a heterocycle, an oxygen atom, a sulfur atom or a nitrogen atom
Having one or more heteroatoms which may be the same or different
5- to 6-membered heterocycle (C_1-6) Alkyl group, same or different
Well, halogen atom, hydroxyl group, cyano group, nitro group, (C
_1-6) Alkyl group, halo (C_{1- 6}) Alkyl group, (C_1-6Arco
Xy group, halo (C_1-6) Alkoxy group, carboxyl group, (C
_1-12) An alkoxycarbonyl group, a carbamoyl group or
May be one or different, a halogen atom, (C_1-12A)
Alkyl group, phenyl group or 1 to 5 identical or different
Is also good (C_1-6) Is a phenyl group substituted by an alkyl group
A carbamoyl group having one or two substituents selected from
5 to 6 members substituted with 1 to 5 substituents selected from
Heterocycle (C_1-6) Alkyl group, oxygen atom, sulfur atom or nitrogen
One or more of the same or different atoms selected from atoms
5- to 6-membered heterocyclic carbonyloxy having a telo atom (C
_1-6) Alkyl group, which may be the same or different,
, Hydroxyl group, cyano group, nitro group, (C_1-6) Alkyl group,
Halo (C_1-6) Alkyl group, (C _1-6) Alkoxy group, halo (C
_1-6) Alkoxy group, carboxyl group, (C_1-12) Alkoki
Cicarbonyl group, carbamoyl group or the same or different
May be a halogen atom, (C_1-12) Alkyl group,
Nyl group or 1 to 5 identical or different (C_1-6A)
1 selected from a phenyl group substituted by an alkyl group
Selected from carbamoyl groups having up to 2 substituents
5- to 6-membered heterocyclic carbonyl substituted with 1 to 5 substituents
Luoxy (C_1-6) Alkyl group, oxygen atom, sulfur atom or nitrogen
One or more which may be the same or different selected from elementary atoms
5- to 6-membered heterocyclic carbonylamino having a heteroatom (C
_1-6) Alkyl group, which may be the same or different,
, Hydroxyl group, cyano group, nitro group, (C_1-6) Alkyl group,
Halo (C_1-6) Alkyl group, (C _1-6) Alkoxy group, halo (C
_1-6) Alkoxy group, carboxyl group, (C_1-12) Alkoki
Cicarbonyl group, carbamoyl group or the same or different
May be a halogen atom, (C_1-12) Alkyl group,
Nyl group or 1 to 5 identical or different (C_1-6A)
1 selected from a phenyl group substituted by an alkyl group
Selected from carbamoyl groups having up to 2 substituents
5- to 6-membered heterocyclic carbonyl substituted with 1 to 5 substituents
Luamino (C_1-6) Alkyl group or -N = C (R^Five) R⁶ (Where R^FiveAnd R⁶May be the same or different, and hydrogen
Atom, (C_1-6) Alkyl group, halo (C_1-6) Alkyl group, (C
_3-6) Cycloalkyl group, phenyl group or the same or different
May be a halogen atom, (C_1-6) Alkyl group or (C
_1-6) Phenyl having a substituent selected from an alkoxy group
A group represented by R^FiveAnd R⁶Are together, O, S or N
R^Four(Where R^FourIs a hydrogen atom or (C_1-6) Represents an alkyl group
You. ) May be interrupted (C_2-6) Represents an alkylene group
You can also. ), Y is O, S or NR^Four(formula
Medium, R^FourIs the same as above. ). ) Or(Wherein X may be the same or different, and a halogen atom,
Hydroxyl group, cyano group, nitro group, (C_1-6) Alkyl group, halo
(C_1-6) Alkyl group, (C_1-6) Alkoxy group, halo (C_1-6A)
Alkoxy group, (C_1-6) Alkylcarbonyl group, carboxy
Group, (C_1-12) Alkoxycarbonyl group, carbamoyl
Group or the same or different, a halogen atom, (C
_1-12) Alkyl, phenyl or 1-5 identical or
May be different (C_1-6) Fe substituted by an alkyl group
Carba having one or two substituents selected from nyl group
Represents a moyl group, and n represents an integer of 0 to 4. ]
1,2,3-thiadiazole derivatives and plant diseases
Or 2 selected from compounds having bactericidal activity
Sterilization characterized by containing at least seeds as active ingredients
Composition. 2. A method of using a fungicidal composition, comprising treating an effective amount of the fungicidal composition according to claim 1 on a target plant in order to control undesirable plant diseases. 3. A fungicidal composition, characterized in that an effective amount of the fungicidal composition according to claim 1 is applied to a target plant seed or a cultivation carrier on which the target plant is sown to control undesirable plant diseases. How to use 4. The method according to claim 3, wherein the target plant is a cereal, a fruit tree, or a vegetable.