JP5132446B2 - Plant disease control composition and plant disease control method using the same - Google Patents

Description

  The present invention is selected from the group consisting of at least one quinoline compound represented by the general formula (I) or a salt thereof (group a) and groups 1 (b-1) to 28 (b-28) (group b) The present invention relates to a plant disease control composition characterized by containing at least one fungicidal compound as an active ingredient, and a method for controlling a plant disease using the composition.

  Conventionally, many chemical agents have been used for plant disease control. However, due to frequent use and overdosing of chemical agents with similar skeletons having similar skeletons for controlling diseases of the same species, the problem of resistance of phytopathogenic fungi to chemical agents has become prominent.

  On the other hand, consumer needs for crops with reduced pesticides and social needs for reducing the environmental impact of chemical pesticides are increasing.

  In addition, in the farmer's field where the medicine is used, when two or more kinds of medicines are mixed and processed by the tank mix method, the effects of each other's medicine may be reduced if the medicines are not compatible. There are many dangers of causing phytotoxicity to plants.

  Under such circumstances, a plant disease control composition that is highly effective against resistant bacteria against existing drugs, has a lower amount of active ingredients, and is highly effective is desired. Furthermore, in order to prevent the resistance of phytopathogenic fungi, a compatible plant disease control composition and a method for controlling plant diseases comprising components (compounds) having different basic skeletons and different activities are desired.

  The quinoline compound represented by the general formula (I) is used as a fungicide, such as seed disinfection, foliar spray treatment, etc., and rice blast (Piculararia oryzae) and tomato, cucumber and kidney bean gray mold (Botrytis cinerea) It is known that the control effect is shown in (patent documents 1-4).

However, the control effect by mixing the quinoline compound represented by the general formula (I) with other fungicides is not yet known.
International Publication (WO) Pamphlet No. 2005/070917 JP 2007-1944 A International Publication (WO) 07/011022 Pamphlet JP 2007-217353 A

  As a result of examining the combination of the quinoline compound represented by the general formula (I) and other fungicide components, the present inventors combined the quinoline compound represented by the general formula (I) and a specific fungicidal compound. As a result, an excellent control effect (synergistic effect) that cannot be predicted from a single component against various plant pathogens is obtained, and a stable preventive effect is also demonstrated against existing resistant bacteria. The inventors found that no occurrence was observed and reached the present invention.

  The present invention has a plurality of disease spectrums against various plant pathogens, exhibits a high plant disease control effect against resistant bacteria against existing drugs, and even if the amount of active ingredient administered to the pathogen habitat is low It is an object of the present invention to provide a novel plant disease control composition that exhibits high activity and that does not cause phytotoxicity in plants, and a plant disease control method using the composition.

[式中、Ｒ_１及びＲ_２は、同一若しくは異なっていてもよく、
ハロゲン原子、Ｃ_１〜Ｃ_６アルコキシ基、Ｃ_１〜Ｃ_６アルキルチオ基及びフェノキシ基からなる群から選ばれる同一若しくは異なった１〜３個の置換基で置換されてよいＣ_１〜Ｃ_６アルキル基；
ハロゲン原子、同一若しくは異なった１〜３個のハロゲン原子で置換されてよいＣ_１〜Ｃ_６アルキル基、Ｃ_１〜Ｃ_６アルコキシ基、同一若しくは異なった１〜２個のＣ_１〜Ｃ_６アルキル基又はアシル基で置換されてよいアミノ基、ニトロ基、シアノ基、水酸基、メルカプト基及びＣ_１〜Ｃ_６アルキルチオ基からなる群から選ばれる同一若しくは異なった１〜６個の置換基で置換されてよいアリール基；
ハロゲン原子、同一若しくは異なった１〜３個のハロゲン原子で置換されてよいＣ_１〜Ｃ_６アルキル基及びＣ_１〜Ｃ_６アルコキシ基からなる群から選ばれる同一若しくは異なった１〜６個の置換基で置換されてよいヘテロアリール基；又は
ハロゲン原子、同一若しくは異なった１〜３個のハロゲン原子で置換されてよいＣ_１〜Ｃ_６アルキル基、Ｃ_１〜Ｃ_６アルコキシ基、同一若しくは異なった１〜２個のＣ_１〜Ｃ_６アルキル基又はアシル基で置換されてよいアミノ基、ニトロ基、シアノ基、水酸基、メルカプト基及びＣ_１〜Ｃ_６アルキルチオ基からなる群から選ばれる同一若しくは異なった１〜６個の置換基で置換されてよいアラルキル基を表すか、あるいは、
Ｒ_１及びＲ_２は、それらが結合している炭素原子と一緒になって、ハロゲン原子、Ｃ_１〜Ｃ_６アルキル基、Ｃ_１〜Ｃ_６アルコキシ基及びフェノキシ基からなる群から選ばれる同一若しくは異なった１〜３個の置換基で置換されてよいＣ_３〜Ｃ_１０シクロアルキル環を形成し、
Ｒ_３及びＲ_４は、同一若しくは異なっていてもよく、
水素原子；
ハロゲン原子、Ｃ_１〜Ｃ_６アルコキシ基、Ｃ_１〜Ｃ_６アルキルチオ基及びフェノキシ基からなる群から選ばれる同一若しくは異なった１〜３個の置換基で置換されてよいＣ_１〜Ｃ_６アルキル基；
ハロゲン原子；
Ｃ_１〜Ｃ_６アルコキシ基；又は
水酸基を表すか、あるいは、
Ｒ_３及びＲ_４は、それらが一緒になって、Ｃ_１〜Ｃ_６アルキリデン基又はオキソ基を形成するか；又は
それらが結合している炭素原子と一緒になって、ハロゲン原子、Ｃ_１〜Ｃ_６アルキル基、Ｃ_１〜Ｃ_６アルコキシ基及びフェノキシ基からなる群から選ばれる同一若しくは異なった１〜３個の置換基で置換されてよいＣ_３〜Ｃ_１０シクロアルキル環を形成し；
Ｘは、ｎが２〜４の場合、同一若しくは異なっていてもよく、
ハロゲン原子；
ハロゲン原子、Ｃ_１〜Ｃ_６アルコキシ基、水酸基、Ｃ_２〜Ｃ_７アルコキシカルボニル基及びフェノキシ基からなる群から選ばれる同一若しくは異なった１〜３個の置換基で置換されてよいＣ_１〜Ｃ_６アルキル基；
ハロゲン原子、Ｃ_１〜Ｃ_６アルコキシ基、Ｃ_２〜Ｃ_７アルコキシカルボニル基及びフェノキシ基からなる群から選ばれる同一若しくは異なった１〜３個の置換基で置換されてよいＣ_２〜Ｃ_６アルケニル基；
ハロゲン原子、Ｃ_１〜Ｃ_６アルコキシ基及びフェノキシ基からなる群から選ばれる同一若しくは異なった１〜３個の置換基で置換されてよいＣ_２〜Ｃ_６アルキニル基；
ハロゲン原子、同一若しくは異なった１〜３個のハロゲン原子で置換されてよいＣ_１〜Ｃ_６アルキル基、Ｃ_１〜Ｃ_６アルコキシ基、同一若しくは異なった１〜２個のＣ_１〜Ｃ_６アルキル基又はアシル基で置換されてよいアミノ基、ニトロ基、シアノ基、水酸基、メルカプト基及びＣ_１〜Ｃ_６アルキルチオ基からなる群から選ばれる同一若しくは異なった１〜６個の置換基で置換されてよいアリール基；
ハロゲン原子、同一若しくは異なった１〜３個のハロゲン原子で置換されてよいＣ_１〜Ｃ_６アルキル基及びＣ_１〜Ｃ_６アルコキシ基からなる群から選ばれる同一若しくは異なった１〜６個の置換基で置換されてよいヘテロアリール基；
Ｃ_１〜Ｃ_６アルコキシ基；
同一若しくは異なった１〜２個のＣ_１〜Ｃ_６アルキル基又はアシル基で置換されてよいアミノ基；
アシル基；
シアノ基；又は、
Ｃ_１〜Ｃ_６アルキル基、Ｃ_２〜Ｃ_６アルケニル基、Ｃ_２〜Ｃ_６ルキニル基、アラルキル基、アリール基及びヘテロアリール基からなる群から選ばれる置換基で水酸基の水素原子が置換されてよいＮ−ヒドロキシＣ_１〜Ｃ_６アルカンイミドイル基を表し、
Ｙは、ｍが２〜６の場合は、同一若しくは異なっていてもよく、
ハロゲン原子；Ｃ_１〜Ｃ_６アルキル基；Ｃ_１〜Ｃ_６アルコキシ基；又は水酸基を表し、
ｎは、０〜４の整数を表し、
ｍは、０〜６の整数を表す］
で表される少なくとも１種のキノリン化合物又はその塩（グループａ）及び The present invention
(A) General formula (I):

[Wherein R ₁ and R ₂ may be the same or different,
C ₁ -C ₆ alkyl group which may be substituted with 1 to 3 identical or different substituents selected from the group consisting of a halogen atom, a C ₁ -C ₆ alkoxy group, a C ₁ -C ₆ alkylthio group and a phenoxy group ;
Halogen atoms, the same or different 1-3 is substituted with a halogen atom or _C 1 -C ₆ alkyl _group, C 1 -C ₆ alkoxy group, the same or different one to two _C 1 -C ₆ alkyl group or an acyl amino group which may be substituted with a group, a nitro group, a cyano group, a hydroxyl group, the same or different 1-6 substituents selected from the group consisting of mercapto and C ₁ -C ₆ alkylthio group An aryl group which may be;
₁ to ₆ identical or different substitutions selected from the group consisting of a halogen atom, a C _{1 to} C ₆ alkyl group and a C _{1 to} C ₆ alkoxy group which may be substituted with the same or different 1 to 3 halogen atoms A heteroaryl group which may be substituted with a group; or a C ₁ -C ₆ alkyl group, a C ₁ -C ₆ alkoxy group which may be substituted with 1 to 3 halogen atoms, the same or different, the same or different The same or different selected from the group consisting of an amino group, a nitro group, a cyano group, a hydroxyl group, a mercapto group, and a C _{1 to} C ₆ alkylthio group, which may be substituted with _{1 to} 2 C _{1 to} C ₆ alkyl groups or an acyl group Represents an aralkyl group which may be substituted with 1 to 6 substituents, or
R ₁ and R ₂ together with the carbon atom to which they are attached are the same or selected from the group consisting of a halogen atom, a C ₁ -C ₆ alkyl group, a C ₁ -C ₆ alkoxy group, and a phenoxy group different 1-3 which may _C 3 _{-C 10} form a cycloalkyl ring substituted with a substituent,
R ₃ and R ₄ may be the same or different,
Hydrogen atom;
C ₁ -C ₆ alkyl group which may be substituted with 1 to 3 identical or different substituents selected from the group consisting of a halogen atom, a C ₁ -C ₆ alkoxy group, a C ₁ -C ₆ alkylthio group and a phenoxy group ;
A halogen atom;
C ₁ -C ₆ alkoxy group; or a hydroxyl group, or,
R ₃ and R ₄ together form a C ₁ -C ₆ alkylidene group or oxo group; or together with the carbon atom to which they are attached, a halogen atom, C _1- C ₆ alkyl _group, C 1 -C ₆ alkoxy group and form the same or different and may be substituted with 1-3 substituents _C 3 _{-C 10} cycloalkyl ring selected from the group consisting of a phenoxy group;
X may be the same or different when n is 2 to 4,
A halogen atom;
Halogen _atom, C 1 -C ₆ alkoxy group, hydroxyl _group, C 2 -C ₇ alkoxycarbonyl group and the same or different 1-3 and which may be _C 1 -C substituted with a substituent selected from the group consisting of a phenoxy group ₆ alkyl groups;
Halogen _atom, C 1 -C ₆ alkoxy _group, C 2 -C ₇ alkoxycarbonyl group and the same or different 1-3 is substituted with a substituent which may _C 2 -C ₆ alkenyl selected from the group consisting of a phenoxy group Group;
Halogen atom, C ₁ -C ₆ same or different 1-3 is substituted with a substituent which may C ₂ to -C ₆ alkynyl group selected from an alkoxy group and a group consisting of a phenoxy group;
Halogen atoms, the same or different 1-3 is substituted with a halogen atom or _C 1 -C ₆ alkyl _group, C 1 -C ₆ alkoxy group, the same or different one to two _C 1 -C ₆ alkyl group or an acyl amino group which may be substituted with a group, a nitro group, a cyano group, a hydroxyl group, the same or different 1-6 substituents selected from the group consisting of mercapto and C ₁ -C ₆ alkylthio group An aryl group which may be;
₁ to ₆ identical or different substitutions selected from the group consisting of a halogen atom, a C _{1 to} C ₆ alkyl group and a C _{1 to} C ₆ alkoxy group which may be substituted with the same or different 1 to 3 halogen atoms A heteroaryl group optionally substituted with a group;
C ₁ -C ₆ alkoxy group;
Same or different one to two C ₁ -C ₆ alkyl group or an amino group which may be substituted with an acyl group;
An acyl group;
A cyano group; or
A hydrogen atom of a hydroxyl group is substituted with a substituent selected from the group consisting of a C ₁ -C ₆ alkyl group, a C ₂ -C ₆ alkenyl group, a C ₂ -C ₆ alkynyl group, an aralkyl group, an aryl group and a heteroaryl group. represents an N- hydroxy _C 1 -C ₆ alkane imidoyl group,
Y may be the same or different when m is 2 to 6,
Halogen _atom; C 1 -C ₆ alkyl _group; represents or a hydroxyl group,; C 1 -C ₆ alkoxy group
n represents an integer of 0 to 4,
m represents an integer of 0 to 6]
And at least one quinoline compound or a salt thereof (group a)

(B) The following groups (1) to (28) (group b):
Group (1)
(B-1-1) Azoxystrobin
(B-1-2) Cresoxime methyl (Kresoxim-methyl)
(B-1-3) Pyraclostrobin
(B-1-4) Picoxystrobin
(B-1-5) Fluoxastrobin
(B-1-6) Dimoxystrobin
(B-1-7) Oryastrobine
(B-1-8) Metominostrobin and (b-1-9) Trifloxystrobin
A strobilurin-based compound selected from

Group (2)
(B-2-1) Simeconazole
(B-2-2) Tebuconazole
(B-2-3) Fenbuconazole
(B-2-4) Hexaconazole
(B-2-5) Imibenconazole
(B-2-6) Triadimefon
(B-2-7) Tetraconazole
(B-2-8) Prothioconazole
(B-2-9) Triticonazole
(B-2-10) Epoxyconazole
(B-2-11) Ipconazole
(B-2-12) Methconazole
(B-2-13) Propiconazole
(B-2-14) Cyproconazole
(B-2-15) Difenoconazole
(B-2-16) Diniconazole
(B-2-17) Fluquinconazole
(B-2-18) Flucilazole
(B-2-19) Penconazole
(B-2-20) Bromuconazole
(B-2-21) Triadimenol
(B-2-22) Flutriafol
(B-2-23) Microbutanil
(B-2-24) Etaconazole and (b-2-25) Vitertanol
A triazole compound selected from:

Group (3)
(B-3-1) Oxpoconazole fumarate (Oxpoconazole fumarate)
(B-3-2) Trifumizole (Triflumizole)
(B-3-3) Imazaril
(B-3-4) Imazaril-S
(B-3-5) Prochloraz
(B-3-6) Pefurazoate and (b-3-7) Triazoxide
A midazole compound selected from:

Group (4)
(B-4-1) Penthiopyrad
(B-4-2) Flutolanil
(B-4-3) Furametopyr (Furametpyr)
(B-4-4) Boscalid
(B-4-5) Fenhexamide
(B-4-6) Cyflufenamide (Cyflufenamid)
(B-4-7) Teclophthalam
(B-4-8) Mandipropamide
(B-4-9) Bixafen
(B-4-10) Carboxin
(B-4-11) Oxycarboxin
(B-4-12) Mepronil (Mepronil)
(B-4-13) Silthiofam (Silthiofam)
(B-4-14) Thifluzamide (Thifluzamide)
(B-4-15) Flumetober
(B-4-16) Ethaboxam
(B-4-17) Zoxamide
(B-4-18) Thiadinyl
(B-4-19) Isotianil
(B-4-20) Diclocymet
(B-4-21) Phenoxanil
(B-4-22) Fluopicolide
(B-4-23) Fluopyram
(B-4-24) Carpropamide
(B-4-25) Tolfenpyrad
(B-4-26) N- [2- (1,3-dimethylbutyl) phenyl] -5-fluoro-13-dimethyl-1H-pyrazole-4-carboxamide (b-4-27) N- {2- [1,1′-bi (cyclopropyl) -2-yl] phenyl} -3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide (b-4-28) 3-difluoromethyl-N- ( 9-isopropyl-1,2,3,4-tetrahydro-1,4-methananaphthalen-5-yl) -1-methyl-1H-pyrazole-4-carboxamide (b-4-29) 3-difluoromethyl-N -[4 '-(3,3-Dimethylbutyn-1-yl) biphenyl-2-yl] -1-methyl-1H-pyrazole-4-carboxamide (b-4-30) 3-difluoromethyl-N- [ 4 '-( -Methoxy-3-methylbutyn-1-yl) biphenyl-2-yl] -1-methyl-1H-pyrazole-4-carboxamide and (b-4-31) 3-difluoromethyl-1-methyl-N- [1 , 2,3,4-tetrahydro-9- (1-methylethyl) -1,4-methananaphthalen-5-yl] -1H-pyrazole-4-carboxamide,

Group (5)
(B-5-1) Metalaxyl
(B-5-2) Metalaxyl-M (Metalaxyl-M)
(B-5-3) Benalaxyl
(B-5-4) Benalaxyl-M (Benaraxyl-M: Kiraraxyl) and (b-5-5) Furalaxyl-M (Furalaxyl-M)
An acylalanine compound selected from:

Group (6)
(B-6-1) Benchavaricarb-isopropyl and (b-6-2) Iprovalicalb
A valine amide compound selected from:

Group (7)
(B-7-1) Cyazofamid (Cyazofamid)
(B-7-2) Amisulbrom (Amisulbrom) and (b-7-3) Fursulfamide (Flusulfamide)
A sulfonamide compound selected from:

Group (8)
(B-8-1) Tolylfluanid (Tolylfluanid) and (b-8-2) Dichlorofluanide (Dichlofluanid)
A sulfenamide compound selected from:

Group (9)
(B-9-1) Propamocarb
(B-9-2) Propamocarb hydrochloride (Propamocarb hydrochloride)
(B-9-3) Dietofencarb and (b-9-4) Pyribencarb
A carbamate compound selected from:

Group (10)
(B-10-1) Manzeb
(B-10-2) Maneb
(B-10-3) Propineb
(B-10-4) Zineb
(B-10-5) Metram
(B-10-6) Ziram
(B-10-7) Thiuram and (b-10-8) Polycarbamate
A dithiocarbamate compound selected from:

Group (11)
(B-11-1) Iprodione
(B-11-2) Procymidone
(B-11-3) Captan
(B-11-4) Vinclozoline
(B-11-5) Clozolinate and (b-11-6) Holpet
A dicarboximide compound selected from:

Group (12)
(B-12-1) Iminoctadine-arbesylate (Iminoctadine-trialbesilate)
(B-12-2) Iminoctadine acetate (Iminoctadine-triacetate)
(B-12-3) Guazatine and (b-12-4) Dodine
A guanidine compound selected from:

Group (13)
(B-13-1) Mepanipyrim
(B-13-2) Fenarimol
(B-13-3) Ferimzone
(B-13-4) Cyprodinil
(B-13-5) Pyrimethanil
(B-13-6) Nuarimol
(B-13-7) Dimethirimol
(B-13-8) Bupirimate and (b-13-9) Diflumetrim
A pyrimidine-based compound selected from:

Group (14)
(B-14-1) Dimethomorph
(B-14-2) Fenpropimorph (Fenpropimorph)
(B-14-3) Tridemorph
(B-14-4) Dodemorph and (b-14-5) Flumorph
A morpholine compound selected from:

Group (15)
(B-15-1) Thiophanate
(B-15-2) Thiophanate-methyl
(B-15-3) Benomyl
(B-15-4) Carbendazim
(B-15-5) Thiabendazole and (b-15-6) Fuberidazole
A benzimidazole compound selected from:

Group (16)
(B-16-1) Fludioxonil
(B-16-2) Fluoroimide and (b-16-3) Fenpiclonil
A pyrrole compound selected from:

Group (17)
(B-17-1) Fosetyl-alminium
(B-17-2) Edifenphos (EDDP)
(B-17-3) Tolculofos-methyl
(B-17-4) Iprobenfos (Iprobenfos: IBP and (b-17-5) pyrazophos (Pyrazophos)
An organophosphorus compound selected from

Group (18)
(B-18-1) Cupric hydroxide
(B-18-2) Copper (Copper)
(B-18-3) Basic copper chloride (Copper oxychloride)
(B-18-4) Basic sulfate (tribasic)
(B-18-5) Oxine-copper
(B-18-6) Copper sulfate pentahydrate
(B-18-7) Anhydrous copper sulfate (Copper sulfate)
(B-18-8) Copper nonylphenol sulfonate (Copper nonylphenylsulfate) and (b-18-9) Dodecylbenzenesulfonate bisethylenediamine copper complex salt (Copper dodecylbenzene) bis (ethylenediamine) complex: DBEDC
A copper-based compound selected from

Group (19)
(B-19-1) Kasugamycin hydrofluoride
(B-19-2) Validamycin
(B-19-3) Polyoxins A to N (Polyoxins A to N)
(B-19-4) Blastcidin-S benzaminolaminatebenzoate salt
(B-19-5) Streptomycin
(B-19-6) Natamycin
(B-19-7) Mildiomycin and (b-19-8) Oxytetracycline
Antibiotics, selected from

Group (20)
(B-20-1) Chlorothalonil (TPN)
(B-20-2) Phthalide and (b-20-3) Quintozene
Organochlorine compounds selected from

Group (21)
(B-21-1) 5-Chloro-7- (4-methylpiperidin-1-yl) -6- (2,4,6-trifluorophenyl) [1,2,4] triazolo [1,5- a] Pyrimidine (b-21-2) 5-chloro-N-[(1S) -2,2,2-trifluoro-1-methylethyl] -6- (2,4,6-trifluorophenyl) [ 1,2,4] triazolo [1,5-a] pyrimidine (b-21-3) 5-chloro-N-[(1R) -1,2-dimethylpropyl] -6- (2,4,6- Trifluorophenyl) [1,2,4] triazolo [1,5-a] pyrimidine (b-21-4) 5- (methoxymethyl) -6-octyl [1,2,4] triazolo [1,5- a] Pyrimidine-7-amine and (b-21-5) 5-ethyl-6-octyl [1,2,4] to Asolo [1,5-a] triazolopyrimidine compound selected from pyrimidin-7-amine,

Group (22)
Selected from (b-22-1) Metrafenone and (b-22-2) 3- (2,3,4-trimethoxy-6-methylbenzoyl) -5-chloro-2-methoxy-4-methylpyridine Benzoyl compound,

Group (23)
(B-23-1) isopropyl ((1S) -2-methyl-1-{[(4-methylbenzoyl) amino] methyl} propyl) carbamate (b-23-2) isopropyl ((1S) -2,2 -Dimethyl-1-{[(4-methylbenzoyl) amino] methyl} propyl) carbamate (b-23-3) isopropyl ((1S) -1-{[(1-benzofuran-2-ylcarbonyl) amino] methyl } -2-methylpropyl) carbamate (b-23-4) 2,2,2-trifluoroethyl ((1S) -2-methyl-1-{[(4-methylbenzoyl) amino] methyl} propyl) carbamate (B-23-5) 2,2,2-trifluoroethyl ((1S) -2,2-dimethyl-1-{[(4-methylbenzoyl) amino] methyl} propyl) carba Mate (b-23-6) 2,2,2-trifluoroethyl ((1S) -1-{[(1-benzofuran-2-ylcarbonyl) amino] methyl} -2-methylpropyl) carbamate (b- 23-7) 2,2,2-trifluoroethyl {(1S) -1-methyl-2-[(4-methylbenzoyl) amino] ethyl} carbamate (b-23-8) benzyl ((1S) -2 -Methyl-1-{[(4-methylbenzoyl) amino] methyl} propyl) carbamate and (b-23-9) isopropyl ((1R) -2,2,2-trifluoro-1-{[(4- An ethylenediamine compound selected from methylbenzoyl) amino] methyl} ethyl) carbamate,

Group (24)
(B-24-1) 3- [5- (4-chlorophenyl) -2,3-dimethylisoxazolidin-3-yl] pyridine,
(B-24-2) 3- [2,3-Dimethyl-5- (4-methylphenyl) isoxazolidin-3-yl] pyridine and (b-24-3) 3- [2-isopropyl-3-methyl- Isoxazolidine compounds selected from 5- (4-chlorophenyl) isoxazolidin-3-yl] pyridine;

Group (25)
(B-25-1) Quinoxyfen
(B-25-2) [6- (2,2-dimethylethyl) -8-fluoro-2,3-dimethylquinolin-4-yl] acetate and (b-25-3) [6- (2,2 -Dimethylethyl) -8-fluoro-2,3-dimethylquinolin-4-yl] quinoline-based compound selected from methoxyacetate;

Group (26)
(B-26-1) (2Z)-{[2-fluoro-5- (trifluoromethyl) phenyl] thio} [3- (2-methoxyphenyl) -1,3-thiazolidine-2-ylidene] acetonitrile and From (b-26-2) (2Z)-{[2-fluoro-5- (trifluoromethyl) phenyl] thio} [3- (2-methylphenyl) -1,3-thiazolidine-2-ylidene] acetonitrile. Selected thiazolidine compounds,

Group (27)
(B-27-1) 1-[(2-propenylthio) carbonyl] -2- (1-methylethyl) -4- (2-methylphenyl) -5-amino-1H-pyrazol-3-one (b -27-2) 1-[(Ethylthio) carbonyl] -2- (1-methylethyl) -4- (2-methylphenyl) -5-amino-1H-pyrazol-3-one and (b-27-3) ) A pyrazolinone compound selected from 1-[(ethylthio) carbonyl] -2- (1-methylethyl) -4- (2,6-dichlorophenyl) -5-amino-1H-pyrazol-3-one, and

Group (28)
(B-28-1) Hydroxyisoxazole (Hymexazol)
(B-28-2) Fluazinam
(B-28-3) Dichromezine
(B-28-4) Tricyclazole
(B-28-5) Simoxanil
(B-28-6) Famoxadone
(B-28-7) Fenamidone
(B-28-8) Chlorpicrin
(B-28-9) Thiadiazine (Milneb)
(B-28-10) Proquinazide
(B-28-11) Spiroxamine
(B-28-12) Fenpropidin
(B-28-13) Dithianon
(B-28-14) Pencyclone
(B-28-15) Isoprothiolane
(B-28-16) Probenazole
(B-28-17) Resveratrol (Resveratrol)
(B-28-18) Triforine
(B-28-19) Acibenzolar-S-methyl
(B-28-20) Pyroquilon
(B-28-21) Dinocap (Dinocap)
(B-28-22) Nickel bis (dimethyldithiocarbamate) (Nickel bis (dimethyldithiocarbamate))
(B-28-23) Etridiazole (Echromizol: Etridazole)
(B-28-24) Oxadixyl
(B-28-25) Ambam
(B-28-26) Pyrifenox
(B-28-27) Oxolinic acid
(B-28-28) Phosphophosphoric acid
(B-28-29) Dazomet
(B-28-30) Methyl-isothiocyanate
(B-28-31) Metasulfocarb
(B-28-32) 1,3-dichloropropene (b-28-33) carbam (Metam)
(B-28-34) Methyl iodide (Iodomethane)
(B-28-35) Sulfur
(B-28-36) Lime sulfur mixture (Calcium polysulfide)
(B-28-37) Fentin
(B-28-38) Sodium hypochlorite (Sodium chlorite)
(B-28-39) Chinomethionate
(B-28-40) Chloroneb
(B-28-41) Anilazine
(B-28-42) Nitrothal-isopropyl
(B-28-43) Fenitropan
(B-28-44) Dichloran and (b-28-45) Benchazole (2- (thiocyanatomethythio), benzothiazole: TCMTB)
Other fungicides selected from,
A plant disease control composition comprising at least one fungicidal compound selected from the group consisting of as an active ingredient.
In the compound (I), when m is 0, Ym represents a hydrogen atom, and when n is 0, Xn represents a hydrogen atom.

  The plant disease control composition of the present invention is against various phytopathogenic fungi including drug-resistant bacteria (for example, rice blast (Pyricularia oryzae), tomato, cucumber and green beans (Botrytis cinerea)). It has multiple disease spectrums and exhibits an excellent control effect (synergistic control effect) that cannot be predicted from a single component. Moreover, it shows a high plant disease control effect against resistant bacteria against existing drugs, and further, no plant damage is observed.

Unless otherwise stated, each term used in compound (I) in the claims and the specification of the present application is defined as commonly used in the field of chemistry, as well as WO2005 / 0700917 and JP2007-1944. No. 1, WO2007 / 011022 and JP2007-217353.
In the compounds of the present invention (I), C ₁ ~C ₆ alkyl moiety of the "C ₁ -C ₆ alkyl group" or "C ₁ -C ₆ alkane imidoyl group is, for example, a methyl group, an ethyl group, a propyl group, Isopropyl group, butyl group, isobutyl group, s-butyl group, t-butyl group, pentyl group, isopentyl group, 2-methylbutyl group, neopentyl group, 1-ethylpropyl group, hexyl group, 4-methylpentyl group, 3 -Methylpentyl group, 2-methylpentyl group, 1-methylpentyl group, 3,3-dimethylbutyl group, 2,2-dimethylbutyl group, 1,1-dimethylbutyl group, 1,2-dimethylbutyl group, 1 , 3-dimethylbutyl group, 2,3-dimethylbutyl group, 2-ethylbutyl group and the like, and may be a linear or branched alkyl group having 1 to 6 carbon atoms, Or a five linear or branched alkyl group (C ₁ -C ₅ alkyl group), more preferably 1 to 4 carbon atoms of straight-chain or branched-chain alkyl group (C ₁ -C ₄ Alkyl group), and even more preferably a linear or branched alkyl group having 1 to 3 carbon atoms (C ₁ -C ₃ alkyl group), and particularly preferably a methyl group, an ethyl group or A propyl group, and most preferably a methyl group or an ethyl group.

In the compound (I) of the present invention, the “C ₂ -C ₆ alkenyl group” may be either linear or branched and may contain any number of one or more double bonds. For example, vinyl group, prop-1-en-1-yl group, allyl group, isopropenyl group, but-1-en-1-yl group, but-2-en-1-yl group, buta-3 -En-1-yl group, 2-methylprop-2-en-1-yl group, 1-methylprop-2-en-1-yl group, penta-1-en-1-yl group, penta-2-ene -1-yl group, penta-3-en-1-yl group, penta-4-en-1-yl group, 3-methylbut-2-en-1-yl group, 3-methylbut-3-ene-1 -Yl group, hexa-1-en-1-yl group, hexa-2-en-1-yl group, hexa-3-ene 1-yl group, hexa-4-en-1-yl group, hexa-5-en-1-yl group or 4-methylpent-3-en-1-yl group, preferably vinyl group, An allyl group, an isopropenyl group or a but-1-en-1-yl group, more preferably an allyl group or an isopropenyl group.

In the compound (I) of the present invention, the “C ₂ -C ₆ alkynyl group” may be linear or branched, and may contain any number of triple bonds of one or more, For example, ethynyl group, prop-1-in-1-yl group, prop-2-yn-1-yl group, but-1-in-1-yl group, but-3-in-1-yl group, -Methylprop-2-yn-1-yl group, penta-1-in-1-yl group, penta-4-in-1-yl group, hexa-1-in-1-yl group or hexa-5-in It may be a -1-yl group, and is preferably an ethynyl group or a prop-1-in-1-yl group.

In the compound (I) in the present invention, the “aryl group” is, for example, a C ₆ -C ₁₆ (C ₆ -C ₆ ) such as phenyl group, 1-naphthyl group, 2-naphthyl group, anthracenyl group, phenanthrenyl group, acenaphthylenyl group and the like. 16) aromatic hydrocarbon groups, preferably a phenyl group, 1-naphthyl group or 2-naphthyl group, more preferably a phenyl group.

  In the compound (I) of the present invention, the “heteroaryl group” may be monocyclic or polycyclic, and may contain one or two or more of the same or different ring-constituting heteroatoms. The type of the hetero atom is not particularly limited, and may be, for example, a nitrogen atom, an oxygen atom, or a sulfur atom. Heteroaryl group is, for example, furyl group, thienyl group, pyrrolyl group, oxazolyl group, isoxazolyl group, dihydroisoxazolyl group, thiazolyl group, isothiazolyl group, imidazolyl group, pyrazolyl group, oxadiazolyl group, thiadiazolyl group, triazolyl group, It may be a 5- to 7-membered monocyclic heteroaryl group such as a tetrazolyl group, a pyridyl group, an azepinyl group, or an oxazepinyl group, and the polycyclic heteroaryl group constituting the heteroaryl group includes a benzofuranyl group, an isobenzofuran group, Nyl group, benzothienyl group, indolyl group, isoindolyl group, indazolyl group, benzoxazolyl group, benzoisoxazolyl group, benzothiazolyl group, benzoisothiazolyl group, benzoxiadiazolyl group, benzothiadiazolyl group, Benzotri Zolyl group, quinolyl group, isoquinolyl group, cinnolinyl group, quinazolinyl group, quinoxalinyl group, phthalazinyl group, naphthyridinyl group, purinyl group, pteridinyl group, carbazolyl group, carbolinyl group, acridinyl group, 2-acridinyl group, 3-acridinyl group, 4 -An acridinyl group, a 9-acridinyl group, a phenoxazinyl group, a phenothiazinyl group, a phenazinyl group, and the like may be an 8- to 14-membered polycyclic heteroaryl group, preferably a furyl group, a thienyl group, an oxazolyl group, a pyridyl group , A benzofuranyl group or an isobenzofuranyl group, more preferably a furyl group, a thienyl group, an oxazolyl group or a pyridyl group, and particularly preferably a furyl group or a thienyl group.

In the compound (I) of the present invention, the “aralkyl group” is one or more hydrogen atoms (preferably 1 to 3 hydrogen atoms, more preferably 1 of the “C ₁ -C ₆ alkyl group”). ˜2 hydrogen atoms) is a group substituted with the above “aryl group”, for example, benzyl group, 1-naphthylmethyl group, 2-naphthylmethyl group, anthracenylmethyl group, phenanthrenylmethyl group, Acenaphthylenylmethyl group, diphenylmethyl group, 1-phenethyl group, 2-phenethyl group, 1- (1-naphthyl) ethyl group, 1- (2-naphthyl) ethyl group, 2- (1-naphthyl) ethyl group 2- (2-naphthyl) ethyl group, 3-phenylpropyl group, 3- (1-naphthyl) propyl group, 3- (2-naphthyl) propyl group, 4-phenylbutyl group, 4- (1-naphthyl) Butyl group, -(2-naphthyl) butyl group, 5-phenylpentyl group, 5- (1-naphthyl) pentyl group, 5- (2-naphthyl) pentyl group, 6-phenylhexyl group, 6- (1-naphthyl) hexyl group Or 6- (2-naphthyl) hexyl, preferably a benzyl group, a diphenylmethyl group, a 1-phenethyl group or a 2-phenethyl group, and more preferably a benzyl group.

In the compound (I) in the present invention, the “C ₃ -C ₁₀ cycloalkyl ring” is, for example, an ethylene group, trimethylene group, tetramethylene group, pentamethylene group, hexamethylene group, heptamethylene group on one carbon atom. A cyclic hydrocarbon group formed by bonding an alkylene group having 2 to 9 carbon atoms such as an octamethylene group, preferably formed by bonding a trimethylene group, a tetramethylene group or a pentamethylene group. It is a cyclic hydrocarbon group (cyclobutyl ring, cyclopentyl ring or cyclohexyl ring), and more preferably a cyclic hydrocarbon group (cyclohexyl ring) formed by bonding a pentamethylene group.

  In the compound (I) of the present invention, the “halogen atom” is a fluorine atom, a chlorine atom, a bromine atom or an iodine atom, preferably a fluorine atom, a chlorine atom or a bromine atom, more preferably a fluorine atom. An atom or a chlorine atom, and most preferably a fluorine atom.

In the compound (I) in the present invention, the “C ₁ -C ₆ alkoxy group” is, for example, a methoxy group, an ethoxy group, a propoxy group, an isopropoxy group, a butoxy group, an isobutoxy group, an s-butoxy group, or a t-butoxy group. , Pentyloxy group, isopentyloxy group, 2-methylbutoxy group, neopentyloxy group, 1-ethylpropoxy group, hexyloxy group, (4-methylpentyl) oxy group, (3-methylpentyl) oxy group, 2-methylpentyl) oxy group, (1-methylpentyl) oxy group, 3,3-dimethylbutoxy group, 2,2-dimethylbutoxy group, 1,1-dimethylbutoxy group, 1,2-dimethylbutoxy group, 1 Straight chain having 1 to 6 carbon atoms such as 1,3-dimethylbutoxy group, 2,3-dimethylbutoxy group, 2-ethylbutoxy group or A Edakusari alkoxy group, preferably a straight or branched alkoxy group having 1 to 4 carbon atoms (C ₁ -C ₄ alkoxy group), more preferably, a methoxy group, an ethoxy group or iso A propoxy group, even more preferably a methoxy group or an ethoxy group, and most preferably a methoxy group.
In the compound (I) of the present invention, the “C ₁ -C ₆ alkylthio group” is, for example, a methylthio group, an ethylthio group, a propylthio group, an isopropylthio group, a butylthio group, an isopentylthio group, a neopentylthio group, 3, A straight-chain or branched alkylthio group having 1 to 6 carbon atoms such as 3-dimethylbutylthio group and 2-ethylbutylthio group, and preferably a straight-chain or branched chain having 1 to 4 carbon atoms A chain alkylthio group, and more preferably a methylthio group.

In the compound (I) of the present invention, the “acyl group” includes, for example, a formyl group, a carbonyl group (C ₂ -C ₇ alkylcarbonyl group) to which the above “C ₁ -C ₆ alkyl group” is bonded, and the above “C ₂ -C ₆ alkenyl group "is bonded to carbonyl group (C ₃ -C ₇ alkenylcarbonyl group), the" aryl group "is bonded to carbonyl group (" arylcarbonyl group "), the" C ₁ -C ₆ alkoxy group " May be a carbonyl group (C ₂ -C ₇ alkoxycarbonyl group) to which is bonded, or a carbonyl group (C ₂ -C ₇ alkylthiocarbonyl group) to which the “C ₁ -C ₆ alkylthio group” is bonded, preferably formyl group, C ₂ -C ₅ alkylcarbonyl group, C ₃ -C ₅ alkenyl group, a benzoyl group, naphthoyl group, C ₂ -C ₅ alkoxycarbonyl group or C ₂ -C ₅ A Ruki thiocarbonyl group, more preferably a formyl group, C ₂ -C ₅ alkylcarbonyl group, a benzoyl group or a C ₂ -C ₅ alkoxycarbonyl group, particularly preferably an acetyl group, a methoxycarbonyl group, An ethoxycarbonyl group or a benzoyl group, and most preferably an acetyl group.

In the compound (I) of the present invention, the “C ₂ -C ₇ alkoxycarbonyl group” is, for example, an alkoxycarbonyl group having 2 to 7 carbon atoms such as a methoxycarbonyl group, an ethoxycarbonyl group, or a propoxycarbonyl group, The alkoxy moiety may be linear or branched, and is preferably an alkoxycarbonyl group having 2 to 4 carbon atoms, and more preferably a methoxycarbonyl group.

In the compound (I) of the present invention, the “C ₁ -C ₆ alkyl group which may be substituted with the same or different 1 to 3 halogen atoms” is the above “C ₁ -C ₆ alkyl group”. For example, trifluoromethyl group, trichloromethyl group, difluoromethyl group, dichloromethyl group, dibromomethyl group, fluoromethyl group, chloromethyl group, bromomethyl group, iodomethyl group, 2,2,2-trichloroethyl group, 2, 2,2-trifluoroethyl group, 2-bromoethyl group, 2-chloroethyl group, 2-fluoroethyl group, 3-chloropropyl group, 3,3,3-trifluoropropyl group, 4-fluorobutyl group, 3- Such as fluoro-2-methylpropyl group, 3,3,3-trifluoro-2-methylpropyl group, 6,6,6-trichlorohexyl group The “C ₁ -C ₆ alkyl group” substituted by 1 to 3 different “halogen atoms”, preferably 1 to 3 different “halogen atoms”. The “C ₁ -C ₄ alkyl group” which may be substituted, and more preferably, the above “C ₁ -C ₃ ” which may be substituted with ₁ to ₃ “fluorine atoms or chlorine atoms” which are the same or different. An alkyl group ", still more preferably a methyl group, an ethyl group, a propyl group, a chloromethyl group or a trifluoromethyl group, and particularly preferably a methyl group, an ethyl group or a trifluoromethyl group.

In the compound (I) in the present invention, “a C ₁ -C ₆ alkyl group, a C ₂ -C ₆ alkenyl group, a C ₂ -C ₆ alkynyl group, an aralkyl group, an aryl group, and a heteroaryl group are selected. Examples of the “N-hydroxy C ₁ -C ₆ alkaneimidoyl group in which the hydrogen atom of the hydroxyl group may be substituted with a substituent” include a hydroxyiminomethyl group, an N-hydroxyethaneimidoyl group, an N-hydroxypropanimidyl group, In addition to an N-hydroxyalkaneimidoyl group having 1 to 6 carbon atoms such as an N-hydroxybutaneimidoyl group, the hydroxyl group is the above-mentioned “C ₁ -C ₆ alkyl group”, the above “C ₂ -C _6”. alkenyl group ", the" C ₂ -C ₆ alkynyl group ", the" aralkyl group "is a group substituted by the" aryl group "or the" heteroaryl group ", examples For example, methoxyiminomethyl group, N-methoxyethaneimidoyl group, N-ethoxyethaneimidoyl group, N-butoxyethaneimidoyl group, N-allyloxyethaneimidoyl group, N-propargyloxyethaneimidoyl group, N -Benzyloxyethaneimidoyl group, N-phenoxyethaneimidoyl group, N-pyridyloxyethaneimidoyl group, N-methoxypropanimidyl group, N-methoxybutaneimidoyl group or N-methoxyhexanimidyl group The N-hydroxyalkaneimidoyl group having 1 to 4 carbon atoms in which the hydrogen atom of the hydroxyl group may be substituted with a substituent selected from the group consisting of a C _{1 to} C ₆ alkyl group and a phenyl group. And more preferably a hydroxyiminomethyl group, an N-hydroxyethaneimidoyl group, Shiiminomechiru group, a N- methoxy ethane imide-yl group or N- ethoxy ethanimidoylamino group, particularly preferably a methoxyiminomethyl group or N- methoxy ethanimidoylamino group.

In the compound (I) of the present invention, ¹ to 3 identical or different groups selected from the group consisting of “halogen atom, C ₁ -C ₆ alkoxy group, C ₁ -C ₆ alkylthio group and phenoxy group” such as R ¹ “C ₁ -C ₆ alkyl group which may be substituted with a substituent” is the above-mentioned “C ₁ -C ₆ alkyl group which may be substituted with 1 to 3 identical or different halogen atoms”, for example, methoxymethyl group, ethoxymethyl group, ethoxyethyl group, propoxy same or different 1 to 3 of the aforementioned "C ₁ -C ₆ alkyl group" substituted by the "C ₁ -C ₆ alkoxy group" such as a methyl group the substituted by the same or different one to three, such as methylthiomethyl group, ethylthiomethyl group, ethylthioethyl group "C ₁ -C ₆ alkylthio group", "C ₁ -C ₆ Alkyl group "or phenoxymethyl group, is said substituted phenoxy group such as phenoxyethyl group" C ₁ -C ₆ alkyl group "obtained, further, 2-methoxy-1-chloroethyl group, 3-phenoxy-2- bromo-2-methoxy propyl group, such as 3-phenoxy-2-bromo-2-methyl-thio-propyl group, consisting of the halogen atoms, the C ₁ -C ₆ alkoxy group, the C ₁ -C ₆ alkylthio group and phenoxy group Including the above-mentioned “C ₁ -C ₆ alkyl group” substituted by 2 to 3 kinds of substituents selected from the group, preferably a methyl group, an ethyl group, a propyl group, a methoxymethyl group, an ethoxymethyl group, a phenoxy group A methyl group or a methylthiomethyl group, more preferably a methyl group or an ethyl group.

In the compound (I) of the present invention, the same or different 1-3 selected from the group consisting of “halogen atom, C ₁ -C ₆ alkoxy group, hydroxyl group, C ₂ -C ₇ alkoxycarbonyl group and phenoxy group such as X” “C ₁ -C ₆ alkyl group which may be substituted with one substituent” is the above-mentioned “C ₁ -C ₆ alkyl group which may be substituted with 1 to 3 same or different halogen atoms”. for example, methoxymethyl group, ethoxymethyl group, ethoxyethyl group, propoxy same or different 1 to 3 of the said substituted by "C ₁ -C ₆ alkoxy group", "C ₁ -C ₆ alkyl, such as methyl group ", hydroxymethyl group, 2-hydroxyethyl group, 3-hydroxypropyl 1-3 wherein substituted by hydroxyl group of" C ₁ -C ₆ alkyl group such as a group ", methoxide Carbonyl methyl group, ethoxycarbonylmethyl group, said substituted by 2 identical or different 1-3 above, such as (methoxycarbonyl) ethyl group "C ₂ -C ₇ alkoxycarbonyl group", "C ₁ -C ₆ An “alkyl group” or the “C ₁ -C ₆ alkyl group” substituted by a phenoxy group such as a phenoxymethyl group or a phenoxyethyl group, and further a 2-methoxy-1-chloroethyl group, 2-hydroxy-1- chloroethyl group, such as 3-phenoxy-2-bromo-2-methoxycarbonyl-propyl group, the halogen atom, the C ₁ -C ₆ alkoxy group, a hydroxyl group, the group consisting of the C ₂ -C ₇ alkoxycarbonyl group and phenoxy group Including the above-mentioned “C ₁ -C ₆ alkyl group” substituted with 2 to 3 kinds of substituents selected from A til group, an ethyl group, a propyl group, a methoxymethyl group, an ethoxymethyl group, a phenoxymethyl group, a methylthiomethyl group, a methoxycarbonylmethyl group or an ethoxycarbonylmethyl group, more preferably a methyl group or an ethyl group.

In the compound (I) of the present invention, ₁ to 3 identical or different groups selected from the group consisting of “halogen atom, C ₁ -C ₆ alkoxy group, C ₂ -C ₇ alkoxycarbonyl group and phenoxy group” such as X and which may be C ₂ -C ₆ alkenyl group "substituted with a substituent, in addition to the a" C ₂ -C ₆ alkenyl group ", for example, the same, such as 3-chloroallyl group, 4-bromo-2-butenyl group Or the same or different 1 to 3 such as the “C ₂ -C ₆ alkenyl group”, 3-methoxy-2-propenyl group, 4-ethoxy-3-butenyl group substituted with 1 to 3 different halogen atoms. three said substituted the by "C ₁ -C ₆ alkoxy group", "C ₂ -C ₆ alkenyl group", methoxycarbonyl vinyl group, 3- (ethoxycarbonyl) -2-propenyl group, 4 (Methoxycarbonyl) -2 same or different one to three of the above butenyl group wherein substituted by "C ₂ -C ₇ alkoxycarbonyl group", "C ₂ -C ₆ alkenyl group" or 3-phenoxy - It may be the “C ₂ -C ₆ alkenyl group” substituted by a phenoxy group such as 2-butenyl group, and further 4-methoxy-3-chloro-2-butenyl group, 4-methoxycarbonyl-3-chloro- 2-butenyl group, such as 4-phenoxy-3-chloro-2-butenyl group, a halogen atom, a C ₁ -C ₆ alkoxy group, selected from the group consisting of the C ₂ -C ₇ alkoxycarbonyl group and phenoxy group And the above-mentioned “C ₂ -C ₆ alkenyl group” substituted by 2 to 3 substituents, preferably vinyl group, allyl group, isopropenyl group, but-1-ene. N-1-yl group, 3-chloroallyl group, 4-bromo-2-butenyl group, methoxycarbonylvinyl group or 4-methoxycarbonylbutenyl group, more preferably allyl group or isopropenyl group. .

In the compound (I) of the present invention, C ₂ which may be substituted with the same or different 1 to 3 substituents selected from the group consisting of “halogen atom, C _{1 to} C ₆ alkoxy group and phenoxy group such as X”. -C ₆ alkynyl group ", in addition to the a" C ₂ -C ₆ alkynyl group ", for example, 3-chloro-2-propynyl group, 4-bromo-2 same or different 1 to such butynyl 1 to 3 of the same or different “C ₂ -C ₆ alkynyl group”, 3-methoxy-2-propynyl group, 4-ethoxy-3-butynyl group and the like substituted with 3 halogen atoms. C ₁ -C ₆ the substituted phenoxy groups, such as the substituted "C ₂ -C ₆ alkynyl group" or 3-phenoxy-2-butynyl group by an alkoxy group "in the" C ₂ -C ₆ alkynyl group " Ah The resulting further 4-methoxy-4-chloro-2-butynyl group, such as 4-phenoxy-4-chloro-2-butynyl group, the aforementioned halogen atom, the group consisting of the C ₁ -C ₆ alkoxy group and phenoxy group The above-mentioned “C ₂ -C ₆ alkynyl group” substituted by 2 to 3 types of substituents selected from: ethynyl group, prop-1-in-1-yl group, 3-chloro-2 -Propynyl, 3-methoxy-2-propynyl, 4-methoxy-4-chloro-2-butynyl or 4-phenoxy-4-chloro-2-butynyl, preferably ethynyl or prop It is a -1-in-1-yl group.

In the compound (I) of the present invention, “the same or different 1-2 amino groups which may be substituted with ₁ to 2 C ₁ -C ₆ alkyl groups or acyl groups” such as X are the same as the amino group. Or an amino group substituted by 1 to 2 different “C ₁ -C ₆ alkyl groups” or the same or 2 different “acyl groups”, preferably the same or different 1 a to 2 amino groups which the "C ₁ -C ₄ alkyl group" or the same or different 1 to 2 of the "acyl group" is substituted, more preferably a dimethylamino group, a diethylamino group or an acetyl It is an amino group.

In the compound (I) of the present invention, “C ₁ -C ₆ alkylidene group” such as R ³ and R ⁴ formed together is, for example, methylidene group (methylene group), ethylidene group, propylidene group, isopropylidene group, and the like. A straight-chain or branched alkylidene group having 1 to 6 carbon atoms such as a redene group, preferably a straight-chain or branched alkylidene group having 1 to 4 carbon atoms, particularly preferably It is a methylidene group (methylene group).

In the compound (I) of the present invention, “halogen atom such as R ¹ , C ₁ -C ₆ alkyl group which may be substituted with the same or different 1 to 3 halogen atoms, C ₁ -C ₆ alkoxy group, the same Or, it is selected from the group consisting of an amino group, a nitro group, a cyano group, a hydroxyl group, a mercapto group, and a C _{1 to} C ₆ alkylthio group which may be substituted with different 1 to 2 C _{1 to} C ₆ alkyl groups or acyl groups. The “aryl group which may be substituted with the same or different 1 to 6 substituents” refers to the above “aryl group” and the above “aryl” substituted with the same or different 1 to 6 halogen atoms. base ", the same or different 1-6 of the" same or different 1-3 may be substituted with a halogen atom C ₁ -C ₆ the "aryl group substituted with an alkyl group"", the same The substituted by Different 1-6 of the municipal district "C ₁ -C ₆ alkoxy group", "aryl group", the same or different 1-6 of the "same or different 1-2 C _{1 to} C ₆ alkyl group, said “aryl group” substituted by “amino group optionally substituted by acyl group”, said “aryl group” substituted by 1 to 6 nitro groups, 1 to 6 cyano groups The “aryl group” substituted with a group, the “aryl group” substituted with 1 to 6 hydroxyl groups, the “aryl group” substituted with 1 to 6 mercapto groups, or the same or different 1 to The “aryl group” may be substituted with _{six of the} “C ₁ -C ₆ alkylthio groups”, and may be further substituted with the halogen atom, or the same or different 1 to 3 halogen atoms. C ₁ ~C ₆ alkyl Group ", the" C ₁ -C ₆ alkoxy group ", the" same or different one to two C ₁ -C ₆ alkyl group or an acyl amino group which may be substituted with group ", a nitro group, a cyano group, Including the “aryl group” substituted with 2 to 6 kinds of substituents selected from the group consisting of a hydroxyl group, a mercapto group and the “C ₁ -C ₆ alkylthio group”, preferably a phenyl group, 1-naphthyl Group, 2-naphthyl group, 4-fluorophenyl group, 4-chlorophenyl group, 3-methoxyphenyl group, 3-cyanophenyl group, 2-methylthiophenyl group or 2-trifluoromethylphenyl group, more preferably , Phenyl group, 4-fluorophenyl group or 4-chlorophenyl group.

In the compound (I) of the present invention, “consisting of“ halogen atom, C ₁ -C ₆ alkyl group which may be substituted with 1 to 3 halogen atoms which are the same or different ”and C ₁ -C ₆ alkoxy group such as R ¹ “Heteroaryl group which may be substituted with the same or different 1 to 6 substituents selected from the group” is the above “heteroaryl group”, for example, the same or different 1 to 6 halogen atoms The above-mentioned “heteroaryl group” substituted with 1 to 6 identical or different “C ₁ -C ₆ alkyl group optionally substituted with 1 to 3 halogen atoms identical or different” The “heteroaryl group” or the “heteroaryl group” substituted by the same or different ₁ to ₆ “C ₁ -C ₆ alkoxy groups” may be used. Including the “heteroaryl group” substituted with 2 to 6 types of substituents selected from the group consisting of a gen atom, the “C ₁ -C ₆ alkyl group” and the “C ₁ -C ₆ alkoxy group”, Preferably, furyl group, thienyl group, oxazolyl group, pyridyl group, benzofuranyl group, isobenzofuranyl group, 5-bromofuryl group, 6-chloropyridyl group, 4-trifluoromethylpyridyl group, 3-fluorothienyl group or A 3-methoxythienyl group, more preferably a furyl group or a thienyl group.

In the compound (I) of the present invention, “halogen atom such as R ¹ , C ₁ -C ₆ alkyl group which may be substituted with the same or different 1 to 3 halogen atoms, C ₁ -C ₆ alkoxy group, the same Or it is selected from the group consisting of an amino group, a nitro group, a cyano group, a hydroxyl group, a mercapto group, and a C _{1 to} C ₆ alkylthio group, which may be substituted with different 1 to 2 C _{1 to} C ₆ alkyl groups or acyl groups. The “aralkyl group which may be substituted with the same or different 1 to 6 substituents” is the above “aralkyl group”, and the “aralkyl group” substituted with 1 to 6 halogen atoms which are the same or different. "the substituted by the same or different 1-6 of the" same or different 1 to 3 may C ₁ -C ₆ alkyl group substituted by a halogen atom "," aralkyl group ", the same young Ku is the "aralkyl group" which is substituted by a different 1-6 of the "C ₁ -C ₆ alkoxy group", the same or different 1-6 of the "same or different 1-2 C _The above-mentioned “aralkyl group” substituted by a _{1 to} C ₆ alkyl group or an amino group which may be substituted with an acyl group ”, the above“ aralkyl group ”substituted with 1 to 6 nitro groups, or 1 to 6 cyano groups The “aralkyl group” substituted with a group, the “aralkyl group” substituted with 1 to 6 hydroxyl groups, the “aralkyl group” substituted with 1 to 6 mercapto groups, or the same or different 1 to The “aralkyl group” may be substituted with _{six of the} “C ₁ -C ₆ alkylthio groups”, and may be further substituted with the halogen atom, or the same or different 1 to 3 halogen atoms. C ₁ C ₆ alkyl group ", the" C ₁ -C ₆ alkoxy group ", the" same or different one to two C ₁ -C ₆ alkyl group or a amino group which may be substituted with an acyl group ", a nitro group, Including the aralkyl group substituted with two or more substituents selected from the group consisting of a cyano group, a hydroxyl group, a mercapto group, and the “C ₁ -C ₆ alkylthio group”, and the aralkyl group has a substituent , The substituent may be substituted on either or both of the aryl ring and the alkyl group constituting the aralkyl group, and preferably a benzyl group, a diphenylmethyl group, 1-phenethyl, 2-phenethyl group, It is a 4-chlorobenzyl group, a 3-cyanobenzyl group or a 4-methylthio-2-phenethyl group, and more preferably a benzyl group.

In the compound (I) of the present invention, R ¹ and R ^2, etc., “halogen atom, C ₁ -C ₆ alkyl group, C ₁ -C ₆ alkoxy formed together with the carbon atom to which they are bonded, same or different 1-3 may be substituted with a substituent C ₃ -C ₁₀ cycloalkyl ring selected from the group consisting of group and phenoxy group "is the above" C ₃ -C ₁₀ cycloalkyl ring " In addition, for example, the “C ₃ -C ₁₀ cycloalkyl ring” substituted with 1 to 3 halogen atoms which are the same or different, or 1 to 3 “C ₁ -C ₆ alkyl groups” which are the same or different. The “C ₃ -C ₁₀ cycloalkyl ring” substituted with ₁ to 3 above-mentioned “C ₁ -C ₆ alkoxy groups” or the same “C ₃ -C ₁₀ cycloalkyl ring”. Or the same or different To three phenoxy is said substituted with a group "C ₃ -C ₁₀ cycloalkyl ring" obtained, further, the halogen atom, the aforementioned "C ₁ -C ₆ alkyl group", the "C ₁ -C ₆ alkoxy The above-mentioned “C ₃ -C ₁₀ cycloalkyl ring” substituted with 2 to 3 substituents selected from the group consisting of “group” and phenoxy group, and preferably include a cyclobutyl ring, cyclopentyl ring, cyclohexyl ring, -Chlorocyclopentyl ring, 4-methylcyclohexyl ring, 3-methoxycyclohexyl ring or 3-phenoxycyclohexyl ring, more preferably cyclohexyl ring.

  In the compound (I) of the present invention, X can be substituted at 1 to 4 substitutable positions on the isoquinoline ring, and when 2 to 4 X are present (n is 2 or more). Case) they may be the same or different.

  In the compound (I) of the present invention, 1 to 6 Y can be substituted at any substitutable position on the quinoline ring, and when 2 to 6 Y are present (when m is 2 or more) ) May be the same or different.

  Compound (I) in the present invention includes, for example, mineral salts such as hydrochloride, sulfate, nitrate, etc .: phosphates; methanesulfonate, ethanesulfonate, benzenesulfonate, p-toluenesulfonate, etc. Or salts such as organic carboxylates such as acetate, benzoic acid, oxalate, fumarate, salicylate (preferably hydrochloride, sulfate, nitrate, methanesulfonate, oxalate) Salt, fumarate or salicylic acid).

  Compound (I) and salts thereof of the present invention can be solvated, and these solvates are also encompassed in the present invention. Such solvates are preferably hydrates.

  The compound (I) in the present invention includes a compound having an asymmetric carbon, and in this case, the present invention includes a mixture of one kind of optically active substance and several kinds of optically active substances in an arbitrary ratio. To do.

In the compound (I) in the present invention,
R ¹ and R ² are
(1a) Preferably, it is a C ₁ -C ₆ alkyl group which may be substituted with the same or different 1 to 3 halogen atoms, or a phenyl group which may be substituted with the same or different 1 to 5 halogen atoms. Yes,
(1b) More preferably, it is a methyl group, an ethyl group, a propyl group, a trifluoromethyl group, a trifluoroethyl group, a phenyl group, a fluorophenyl group or a chlorophenyl group,
R ³ and R ⁴ are
(2a) preferably a hydrogen atom, a halogen atom or a C ₁ -C ₄ alkyl group,
(2b) is more preferably a hydrogen atom, a fluorine atom, a chlorine atom, a methyl group or an ethyl group,
(2c) Even more preferably, a hydrogen atom, a fluorine atom or a methyl group,
Xn is
(3a) Preferably, X is a halogen atom; a C ₁ -C ₆ alkyl group; a C ₂ -C ₆ alkynyl group; a halogen atom, C ₁ which may be substituted with 1 to 3 different or identical halogen atoms. -C ₆ alkyl group and C ₁ -C ₆ same or different 1-6 may be substituted with an optionally substituted aryl group selected from the group consisting of an alkoxy group; a halogen atom, the same or different 1-3 same or different 1-6 is substituted with a substituent which may heteroaryl group selected from the group consisting of which may be substituted C ₁ -C ₆ alkyl and C ₁ -C ₆ alkoxy group a halogen atom; a cyano group Or an N-hydroxy-C ₁ -C ₆ alkaneimidoyl group in which the hydrogen atom of the hydroxyl group may be substituted with a substituent selected from the group consisting of a C ₁ -C ₆ alkyl group and a phenyl group, and n is 0 An integer of ~ 2,
(3b) More preferably, X is a halogen atom; a C ₁ -C ₄ alkyl group; a C ₂ -C ₃ alkynyl group; a fluorine atom, a chlorine atom, or C ₁ which may be substituted with 1 to 3 fluorine atoms. -C ₂ alkyl and C ₁ -C ₂ same or different one to two substituted with substituents may phenyl group selected from the group consisting of an alkoxy group; a fluorine atom, a chlorine atom, 1-3 fluorines may be substituted with same or different 1 to 3 substituents selected from the group consisting of substituted C ₁ may -C ₂ alkyl and C ₁ -C ₂ alkoxy group atom, a furyl group, a thienyl group, Oxazolyl group or pyridyl group; cyano group; or N-hydroxy-C ₁ -C ₂ alkaneimide in which the hydrogen atom of the hydroxyl group may be substituted with a substituent selected from the group consisting of C ₁ -C ₂ alkyl group and phenyl group Ill group N is an integer from 0 to 2,
(3c) Even more preferably, X is a fluorine atom, chlorine atom, bromine atom, methyl group, ethynyl group, furyl group, thienyl group, cyano group, methoxyethaneimidoyl group, ethoxyethaneimidoyl group, or phenoxyethane. An imidoyl group, n is 0 or 1,
Ym is
(4a) preferably, Y is a fluorine atom, a chlorine atom, a bromine atom or a C ₁ -C ₃ alkyl group, m is 0-2,
(4b) More preferably, Y is a fluorine atom, a chlorine atom or a methyl group, m is 0 or 1,
(4c) Even more preferably, Y is a fluorine atom or a methyl group, and m is 0 or 1.

Further, R ¹ and R ² are selected from (1a) to (1b), R ³ and R ⁴ are selected from (2a) to (2c), and Xn is selected from (3a) to (3c). , Ym is selected from (4a) to (4c), and compounds obtained by combining these are also suitable. For example,
(A1) R ¹ and R ² may be substituted with a C ₁ -C ₆ alkyl group which may be substituted with the same or different 1 to 3 halogen atoms, or with the same or different 1 to 5 halogen atoms. A phenyl group,
R ³ and R ⁴ are a hydrogen atom, a halogen atom or a C ₁ -C ₄ alkyl group,
X is a halogen atom; a C ₁ -C ₆ alkyl group; a C ₂ -C ₆ alkynyl group; a halogen atom, a C ₁ -C ₆ alkyl group that may be substituted with 1 to 3 different or the same or different halogen atoms, and An aryl group which may be substituted with the same or different 1 to 6 substituents selected from the group consisting of C _{1 to} C ₆ alkoxy groups; a halogen atom, substituted with the same or different 1 to 3 halogen atoms; A heteroaryl group which may be substituted with the same or different 1 to 6 substituents selected from the group consisting of a good C ₁ -C ₆ alkyl group and a C ₁ -C ₆ alkoxy group; a cyano group; or C _1- A N-hydroxy-C ₁ -C ₆ alkaneimidoyl group in which a hydrogen atom of a hydroxyl group may be substituted with a substituent selected from the group consisting of a C ₆ alkyl group and a phenyl group, and n is an integer of 0 to 2 Yes ,
Y is a fluorine atom, a chlorine atom, a bromine atom or a C ₁ -C ₃ alkyl group, m is 0-2 compounds,
(A2) R ¹ and R ² are methyl group, ethyl group, propyl group, trifluoromethyl group, trifluoroethyl group, phenyl group, fluorophenyl group or chlorophenyl group phenyl group,
R ³ and R ⁴ are a hydrogen atom, a fluorine atom, a chlorine atom, a methyl group or an ethyl group,
X is a halogen atom; C ₁ -C ₄ alkyl radical; C ₂ -C ₃ alkynyl group; a fluorine atom, a chlorine atom, may C ₁ substituted with 1 to 3 fluorine atoms -C ₂ alkyl and C ₁ A phenyl group which may be substituted with one or two identical or different substituents selected from the group consisting of ˜C ₂ alkoxy groups; a fluorine atom, a chlorine atom, C ₁ which may be substituted with 1 to 3 fluorine atoms -C ₂ may be substituted with same or different 1 to 3 substituents selected from alkyl groups and C ₁ -C ₂ group consisting of alkoxy groups, a furyl group, a thienyl group, an oxazolyl group or pyridyl group; a cyano group Or an N-hydroxy-C ₁ -C ₂ alkaneimidoyl group in which a hydrogen atom of a hydroxyl group may be substituted with a substituent selected from the group consisting of a C ₁ -C ₂ alkyl group and a phenyl group, and n is An integer from 0 to 2 And
A compound in which Y is a fluorine atom, a chlorine atom or a methyl group, and m is 0 or 1, or (A3) R ¹ and R ² are a methyl group, an ethyl group, a propyl group, a trifluoromethyl group, A fluoroethyl group, a phenyl group, a fluorophenyl group or a chlorophenyl group;
R ³ and R ⁴ are a hydrogen atom, a fluorine atom or a methyl group,
X is a fluorine atom, a chlorine atom, a bromine atom, a methyl group, an ethynyl group, a furyl group, a thienyl group, a cyano group, a methoxyethaneimidoyl group, an ethoxyethaneimidoyl group, or a phenoxyethaneimidoyl group, and n is 0 or 1,
Examples include compounds in which Y is a fluorine atom or a methyl group, and m is 0 or 1.

Furthermore, suitable compounds (I) are
(A-1) 3- (5-fluoro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl) quinoline,
(A-2) 3- (5-chloro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl) quinoline,
(A-3) 3- (5-bromo-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl) quinoline,
(A-4) 3- (5-ethynyl-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl) quinoline,
(A-5) 3- (5,6-difluoro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl) quinoline,
(A-6) 3- (3-ethyl-5-fluoro-3-propyl-3,4-dihydroisoquinolin-1-yl) quinoline,
(A-7) 3- (5-Fluoro-3-methyl-3-propyl-3,4-dihydroisoquinolin-1-yl) quinoline,
(A-8) 3- (3-Methyl-3-trifluoromethyl-3,4-dihydroisoquinolin-1-yl) quinoline (a-9) 3- [3-Methyl-3- (2,2,2 -Trifluoroethyl) -3,4-dihydroisoquinolin-1-yl] quinoline,
(A-10) 3- [3-Methyl-3-phenyl-3,4-dihydroisoquinolin-1-yl] quinoline,
(A-11) 3- [3-Methyl-3- (4-fluorophenyl) -3,4-dihydroisoquinolin-1-yl] quinoline,
(A-12) 3- [3-Methyl-3- (4-chlorophenyl) -3,4-dihydroisoquinolin-1-yl] quinoline,
(A-13) 3- (3,3,4,4-tetramethyl-3,4-dihydroisoquinolin-1-yl) quinoline,
(A-14) 3- (5-Fluoro-3,3,4,4-tetramethyl-3,4-dihydroisoquinolin-1-yl) quinoline,
(A-15) 3- (5-Fluoro-3,3,4,4-tetramethyl-3,4-dihydroisoquinolin-1-yl) -6-fluoroquinoline,
(A-16) 3- (5-Fluoro-3,3,4,4-tetramethyl-3,4-dihydroisoquinolin-1-yl) -8-fluoroquinoline,
(A-17) 3- (5-Fluoro-3,3,4,4-tetramethyl-3,4-dihydroisoquinolin-1-yl) -8-methylquinoline,
(A-18) 3- (4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl) quinoline,
(A-19) 3- (4,5-difluoro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl) quinoline or (a-20) 3- (4,4,5-trifluoro- 3,3-dimethyl-3,4-dihydroisoquinolin-1-yl) quinoline.

  The compound (I: a compound of group a) in the present invention is a known compound, and is produced, for example, according to the methods described in International Publication (WO) No. 05/070917 or the methods thereof.

In the present invention, the compound of group b is
(B-1) Preferably,
Group (1)
(B-1-1) azoxystrobin (b-1-2) cresoxime methyl (b-1-3) pyraclostrobin (b-1-4) picoxystrobin (b-1-5) fluoxast A strobilurin-based compound selected from robin (b-1-6) dimoxystrobin (b-1-7) orissastrobin (b-1-8) metminostrobin and (b-1-9) trifloxystrobin,

Group (2)
(B-2-1) cimeconazole (b-2-2) tebuconazole (b-2-3) fenbuconazole (b-2-4) hexaconazole (b-2-5) imibenconazole (b-2) -6) Triazimephone (b-2-7) Tetraconazole (b-2-8) Prothioconazole (b-2-9) Triticonazole (b-2-10) Epoxyconazole (b-2-11) ) Ipconazole (b-2-12) metconazole (b-2-13) propiconazole (b-2-14) cyproconazole (b-2-15) difenoconazole (b-2-16) diniconazole (b-2) -17) fluquinconazole (b-2-18) flusilazole (b-2-19) penconazole (b-2-20) bromuconazole (b-2-21) triazimenol (b-2-22) Full Tria folder (b-2-23) myclobutanil (b-2-24) Etakonazoru and (b-2-25) triazole compounds selected from bitertanol,

Group (3)
(B-3-1) oxpoconazole fumarate (b-3-2) trifumizole (b-3-3) imazalyl (b-3-4) imazalyl-S
(B-3-5) midazole-based compound selected from prochloraz (b-3-6) pefurazoate and (b-3-7) triazoxide,

Group (4)
(B-4-1) Penthiopyrado (b-4-2) Flutolanil (b-4-3) Frametopyr (b-4-4) Boscalid (b-4-5) Fenhexamide (b-4-6) Cyflufenamide (B-4-7) Teclophthalam (b-4-8) Mandipropamide (b-4-9) Bixaphene (b-4-10) Carboxin (b-4-11) Oxycarboxyne (b-4-12) Mepronil (b-4-13) sylthiofam (b-4-14) tifluzamide (b-4-15) flumethover (b-4-16) ethaboxam (b-4-17) zoxamide (b-4-18) thiazinyl ( b-4-19) Isotianil (b-4-20) diclocimet (b-4-21) phenoxanyl (b-4-22) fluorpicolide (b-4-23) fluopyram (b-4-24) Propamide (b-4-25) torfenpyrad (b-4-26) N- [2- (1,3-dimethylbutyl) phenyl] -5-fluoro-13-dimethyl-1H-pyrazole-4-carboxamide (b- 4-27) N- {2- [1,1′-bi (cyclopropyl) -2-yl] phenyl} -3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide (b-4-28 ) 3-Difluoromethyl-N- (9-isopropyl-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-yl) -1-methyl-1H-pyrazole-4-carboxamide (b-4) -29) 3-Difluoromethyl-N- [4 '-(3,3-dimethylbutyn-1-yl) biphenyl-2-yl] -1-methyl-1H-pyrazole-4-carboxamide (b-4) -30) 3-Difluoromethyl-N- [4 '-(3-methoxy-3-methylbutyn-1-yl) biphenyl-2-yl] -1-methyl-1H-pyrazole-4-carboxamide and (b-4) -31) 3-Difluoromethyl-1-methyl-N- [1,2,3,4-tetrahydro-9- (1-methylethyl) -1,4-methanonaphthalen-5-yl] -1H-pyrazole- A carboxamide compound selected from 4-carboxamide,

Group (5)
(B-5-1) Metalaxyl (b-5-2) Metalaxyl-M
(B-5-3) Benalaxyl (b-5-4) benalaxyl-M and (b-5-5) fullaxyl-M
An acylalanine compound selected from:

Group (6)
(B-6-1) Valinamide-based compound selected from Bench Avaricarb isopropyl and (b-6-2) Iprovaricarb;

Group (7)
A sulfonamide compound selected from (b-7-1) cyazofamide (b-7-2) amisulbrom and (b-7-3) fursulfamide;

Group (8)
A sulfenamide-based compound selected from (b-8-1) tolyl fluoride and (b-8-2) dichlorofluoride,

Group (9)
(B-9-1) carpamate compound selected from propamocarb (b-9-2) propamocarb hydrochloride (b-9-3) dietofencarb and (b-9-4) pyribencarb;

Group (10)
(B-10-1) Manzeb (b-10-2) Manneb (b-10-3) Propineb (b-10-4) Dineb (b-10-5) Methylam (b-10-6) Diram (b -10-7) dithiocarbamate compounds selected from thiuram and (b-10-8) polycarbamates;

Group (11)
(B-11-1) iprodione (b-11-2) procymidone (b-11-3) captan (b-11-4) vinclozolin (b-11-5) crozolinate and (b-11-6) from holpet Selected dicarboximide compounds;

Group (12)
(B-12-1) iminotadine albesylate (b-12-2) iminotadine acetate (b-12-3) guazatine and (b-12-4) a guanidine compound selected from dodin;

Group (13)
(B-13-1) mepanipyrim (b-13-2) phenarimol (b-13-3) ferrimzone (b-13-4) cyprodinyl (b-13-5) pyrimethanil (b-13-6) nuarimol (b -13-7) Dimethymol (b-13-8) bupyrimeto and (b-13-9) diflumetrim
A pyrimidine-based compound selected from:

Group (14)
(B-14-1) dimethomorph (b-14-2) phenpropimorph (b-14-3) tridemorph (b-14-4) dodemorph and (b-14-5) morpholine compound selected from fullmorphs ;

Group (15)
(B-15-1) thiophanate (b-15-2) thiophanate methyl (b-15-3) benomyl (b-15-4) carbendazim (b-15-5) thiabendazole and (b-15-6) fuberidazole A benzimidazole compound selected from:

Group (16)
(B-16-1) a pyrrole compound selected from fludioxonyl (b-16-2) fluoroimide and (b-16-3) fenpiclonyl;

Group (17)
(B-17-1) phoscetyl (b-17-2) edifenephos (b-17-3) tolcrophosmethyl (b-17-4) iprobenphos and (b-17-5) an organophosphorus compound selected from pyrazophos ,

Group (18)
(B-18-1) cupric hydroxide (b-18-2) copper (b-18-3) basic copper chloride (b-18-4) basic copper sulfate (b-18-5) oxine Copper (b-18-6) Copper sulfate pentahydrate (b-18-7) Anhydrous copper sulfate (b-18-8) Copper nonylphenol sulfonate and (b-18-9) Dodecylbenzene sulfonate bisethylenediamine copper complex A copper-based compound selected from

Group (19)
(B-19-1) Kasugamycin (b-19-2) Validamycin (b-19-3) Polyoxins A to N
(B-19-4) Blasticidin S benzylaminobenzenesulfonate (b-19-5) streptomycin (b-19-6) natamycin (b-19-7) myrdiomycin and (b-19-8) ) An antibiotic selected from oxytetracycline,

Group (20):
(B-20-1) an organochlorine compound selected from chlorothalonil (b-20-2) fusalide and (b-20-3) kintozene,

Group (21)
(B-21-1) 5-Chloro-7- (4-methylpiperidin-1-yl) -6- (2,4,6-trifluorophenyl) [1,2,4] triazolo [1,5- a] Pyrimidine (b-21-2) 5-chloro-N-[(1S) -2,2,2-trifluoro-1-methylethyl] -6- (2,4,6-trifluorophenyl) [ 1,2,4] triazolo [1,5-a] pyrimidine (b-21-3) 5-chloro-N-[(1R) -1,2-dimethylpropyl] -6- (2,4,6- Trifluorophenyl) [1,2,4] triazolo [1,5-a] pyrimidine (b-21-4) 5- (methoxymethyl) -6-octyl [1,2,4] triazolo [1,5- a] Pyrimidine-7-amine and (b-21-5) 5-ethyl-6-octyl [1,2,4] to Asolo [1,5-a] triazolopyrimidine compound selected from pyrimidin-7-amine,

Group (22)
Benzoyl selected from (b-22-1) metolaphenone and (b-22-2) 3- (2,3,4-trimethoxy-6-methylbenzoyl) -5-chloro-2-methoxy-4-methylpyridine Compound,
Group (23)
(B-23-1) isopropyl ((1S) -2-methyl-1-{[(4-methylbenzoyl) amino] methyl} propyl) carbamate (b-23-2) isopropyl ((1S) -2,2 -Dimethyl-1-{[(4-methylbenzoyl) amino] methyl} propyl) carbamate (b-23-3) isopropyl ((1S) -1-{[(1-benzofuran-2-ylcarbonyl) amino] methyl } -2-methylpropyl) carbamate (b-23-4) 2,2,2-trifluoroethyl ((1S) -2-methyl-1-{[(4-methylbenzoyl) amino] methyl} propyl) carbamate (B-23-5) 2,2,2-trifluoroethyl ((1S) -2,2-dimethyl-1-{[(4-methylbenzoyl) amino] methyl} propyl) carba Mate (b-23-6) 2,2,2-trifluoroethyl ((1S) -1-{[(1-benzofuran-2-ylcarbonyl) amino] methyl} -2-methylpropyl) carbamate (b- 23-7) 2,2,2-trifluoroethyl {(1S) -1-methyl-2-[(4-methylbenzoyl) amino] ethyl} carbamate (b-23-8) benzyl ((1S) -2 -Methyl-1-{[(4-methylbenzoyl) amino] methyl} propyl) carbamate and (b-23-9) isopropyl ((1R) -2,2,2-trifluoro-1-{[(4- An ethylenediamine compound selected from methylbenzoyl) amino] methyl} ethyl) carbamate,

Group (24)
(B-24-1) 3- [5- (4-Chlorophenyl) -2,3-dimethylisoxazolidin-3-yl] pyridine and (b-24-2) 3- [2,3-dimethyl- Selected from 5- (4-methylphenyl) isoxazolidin-3-yl] pyridine and (b-24-3) 3- [2-isopropyl-3-methyl-5- (4-chlorophenyl) isoxazolidin-3-yl] pyridine Isoxazolidine-based compounds,

Group (25)
(B-25-1) quinoxyphene (b-25-2) [6- (2,2-dimethylethyl) -8-fluoro-2,3-dimethylquinolin-4-yl] acetate and (b-25-3) ) A quinoline compound selected from [6- (2,2-dimethylethyl) -8-fluoro-2,3-dimethylquinolin-4-yl] methoxyacetate;

Group (26)
(B-26-1) (2Z)-{[2-fluoro-5- (trifluoromethyl) phenyl] thio} [3- (2-methoxyphenyl) -1,3-thiazolidine-2-ylidene] acetonitrile and From (b-26-2) (2Z)-{[2-fluoro-5- (trifluoromethyl) phenyl] thio} [3- (2-methylphenyl) -1,3-thiazolidine-2-ylidene] acetonitrile. Selected thiazolidine compounds,

Group (27)
(B-27-1) 1-[(2-propenylthio) carbonyl] -2- (1-methylethyl) -4- (2-methylphenyl) -5-amino-1H-pyrazol-3-one (b -27-2) 1-[(Ethylthio) carbonyl] -2- (1-methylethyl) -4- (2-methylphenyl) -5-amino-1H-pyrazol-3-one and (b-27-3) ) A pyrazolinone compound selected from 1-[(ethylthio) carbonyl] -2- (1-methylethyl) -4- (2,6-dichlorophenyl) -5-amino-1H-pyrazol-3-one, and

Group (28)
(B-28-1) hydroxyisoxazole (b-28-2) fluazinam (b-28-3) dichromedin (b-28-4) tricyclazole (b-28-5) simoxanyl (b-28-6) Famoxadone (b-28-7) phenamidone (b-28-8) chlorpicrin (b-28-9) thiadiazine (b-28-10) proquinazide (b-28-11) spiroxamine (b-28-12) phen Propidine (b-28-13) Dithianon (b-28-14) Penccyclone (b-28-15) Isoprothiolane (b-28-16) Probenazole (b-28-17) Resveratrol (b-28-18) ) Trifolin (b-28-19) Acibenzoral-S-methyl (b-28-20) Pyroxylone (b-28-21) Dinocap (b-2) -22) nickel bis (dimethyl dithiocarbamate)
(B-28-23) etridiazole (b-28-24) oxadixyl (b-28-25) ambam (b-28-26) pyrifenox (b-28-27) oxolinic acid and (b-28-28 ) Selected from other fungicides selected from phosphorous acid,

(B-2) More preferably,
Group (1)
(B-1-1) azoxystrobin (b-1-2) cresoxime methyl (b-1-3) pyraclostrobin (b-1-4) picoxystrobin (b-1-5) fluoxast A strobilurin-based compound selected from robin (b-1-6) dimoxystrobin (b-1-7) orissastrobin (b-1-8) metminostrobin and (b-1-9) trifloxystrobin,

Group (2)
(B-2-1) cimeconazole (b-2-2) tebuconazole (b-2-3) fenbuconazole (b-2-4) hexaconazole (b-2-5) imibenconazole (b-2) -6) Triazimephone (b-2-7) Tetraconazole (b-2-8) Prothioconazole (b-2-9) Triticonazole (b-2-10) Epoxyconazole (b-2-11) ) Ipconazole (b-2-12) metconazole (b-2-13) propiconazole (b-2-14) cyproconazole (b-2-15) difenoconazole (b-2-16) diniconazole (b-2) -17) a triazole compound selected from fluquinconazole and (b-2-18) flusilazole,

Group (3)
(B-3-1) Oxpoconazole fumarate (b-3-2) Trifumizole (b-3-3) Imazaryl (b-3-4) Imazaryl-S and (b-3-5) from prochloraz Selected midazole compounds,

Group (4)
(B-4-1) Penthiopyrado (b-4-2) Flutolanil (b-4-3) Frametopyr (b-4-4) Boscalid (b-4-5) Fenhexamide (b-4-6) Cyflufenamide (B-4-7) Teclophthalam (b-4-8) Mandipropamide (b-4-9) Bixaphene (b-4-10) Carboxin (b-4-11) Oxycarboxyne (b-4-12) Mepronil (b-4-13) sylthiofam (b-4-14) tifluzamide (b-4-15) flumethover (b-4-16) ethaboxam (b-4-17) zoxamide (b-4-18) thiazinyl ( b-4-19) Isotianil (b-4-20) diclocimet (b-4-21) phenoxanyl (b-4-22) fluorpicolide (b-4-23) fluopyram (b-4-24) Propamide (b-4-25) torfenpyrad (b-4-26) N- [2- (1,3-dimethylbutyl) phenyl] -5-fluoro-13-dimethyl-1H-pyrazole-4-carboxamide (b- 4-27) N- {2- [1,1′-bi (cyclopropyl) -2-yl] phenyl} -3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide (b-4-28 ) 3-Difluoromethyl-N- (9-isopropyl-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-yl) -1-methyl-1H-pyrazole-4-carboxamide (b-4) -29) 3-difluoromethyl-N- [4 '-(3,3-dimethylbutyn-1-yl) biphenyl-2-yl] -1-methyl-1H-pyrazole-4-carboxamide and (b -4-30) selected from 3-difluoromethyl-N- [4 ′-(3-methoxy-3-methylbutyn-1-yl) biphenyl-2-yl] -1-methyl-1H-pyrazole-4-carboxamide Carboxamide compounds,

Group (5)
(B-5-1) Metalaxyl (b-5-2) Metalaxyl-M
(B-5-3) Benalaxyl and (b-5-4) Benalaxyl-M
An acylalanine compound selected from:

Group (6)
(B-6-1) Valinamide-based compound selected from Bench Avaricarb isopropyl and (b-6-2) Iprovaricarb;

Group (7)
A sulfonamide compound selected from (b-7-1) cyazofamide (b-7-2) amisulbrom and (b-7-3) fursulfamide;

Group (8)
A sulfenamide-based compound selected from (b-8-1) tolyl fluoride and (b-8-2) dichlorofluoride,

Group (9)
(B-9-1) carpamate compound selected from propamocarb (b-9-2) propamocarb hydrochloride (b-9-3) dietofencarb and (b-9-4) pyribencarb;

Group (10)
(B-10-1) Manzeb (b-10-2) Manneb (b-10-3) Propineb (b-10-4) Dineb (b-10-5) Methylam (b-10-6) Diram (b -10-7) dithiocarbamate compounds selected from thiuram and (b-10-8) polycarbamates;

Group (11)
(B-11-1) iprodione (b-11-2) procymidone (b-11-3) captan (b-11-4) vinclozolin (b-11-5) crozolinate and (b-11-6) from holpet Selected dicarboximide compounds;

Group (12)
(B-12-1) iminotadine albesylate (b-12-2) iminotadine acetate (b-12-3) guazatine and (b-12-4) a guanidine compound selected from dodin;

Group (13)
(B-13-1) mepanipyrim (b-13-2) phenarimol (b-13-3) ferrimzone (b-13-4) cyprodinil and (b-13-5) pyrimidine compounds selected from pyrimethanil;

Group (14)
(B-14-1) dimethomorph (b-14-2) phenpropimorph (b-14-3) tridemorph (b-14-4) dodemorph and (b-14-5) morpholine compound selected from fullmorphs ;

Group (15)
(B-15-1) thiophanate (b-15-2) thiophanate methyl (b-15-3) benomyl (b-15-4) carbendazim (b-15-5) thiabendazole and (b-15-6) fuberidazole A benzimidazole compound selected from:

Group (16)
(B-16-1) a pyrrole compound selected from fludioxonyl (b-16-2) fluoroimide and (b-16-3) fenpiclonyl;

Group (17)
(B-17-1) an organophosphorus compound selected from fosetyl (b-17-2) edifenephos and (b-17-3) tolcrofosmethyl;

Group (18)
(B-18-1) cupric hydroxide (b-18-2) copper (b-18-3) basic copper chloride (b-18-4) basic copper sulfate (b-18-5) oxine A copper-based compound selected from copper (b-18-6) copper sulfate pentahydrate and (b-18-7) anhydrous copper sulfate,

Group (19)
(B-19-1) Kasugamycin (b-19-2) Validamycin (b-19-3) Polyoxins B and D
(B-19-4) blasticidin S benzylaminobenzene sulfonate, and (b-19-5) an antibiotic selected from streptomycin,

Group (20):
(B-20-1) an organochlorine compound selected from chlorothalonil (b-20-2) fusalide and (b-20-3) kintozene,

Group (21)
(B-21-1) 5-Chloro-7- (4-methylpiperidin-1-yl) -6- (2,4,6-trifluorophenyl) [1,2,4] triazolo [1,5- a] Pyrimidine (b-21-2) 5-chloro-N-[(1S) -2,2,2-trifluoro-1-methylethyl] -6- (2,4,6-trifluorophenyl) [ 1,2,4] triazolo [1,5-a] pyrimidine (b-21-3) 5-chloro-N-[(1R) -1,2-dimethylpropyl] -6- (2,4,6- Trifluorophenyl) [1,2,4] triazolo [1,5-a] pyrimidine (b-21-4) 5- (methoxymethyl) -6-octyl [1,2,4] triazolo [1,5- a] Pyrimidine-7-amine and (b-21-5) 5-ethyl-6-octyl [1,2,4] to Asolo [1,5-a] triazolopyrimidine compound selected from pyrimidin-7-amine,

Group (22)
Benzoyl selected from (b-22-1) metolaphenone and (b-22-2) 3- (2,3,4-trimethoxy-6-methylbenzoyl) -5-chloro-2-methoxy-4-methylpyridine Compound,

Group (23)
(B-23-1) isopropyl ((1S) -2-methyl-1-{[(4-methylbenzoyl) amino] methyl} propyl) carbamate (b-23-2) isopropyl ((1S) -2,2 -Dimethyl-1-{[(4-methylbenzoyl) amino] methyl} propyl) carbamate (b-23-3) isopropyl ((1S) -1-{[(1-benzofuran-2-ylcarbonyl) amino] methyl } -2-methylpropyl) carbamate (b-23-4) 2,2,2-trifluoroethyl ((1S) -2-methyl-1-{[(4-methylbenzoyl) amino] methyl} propyl) carbamate (B-23-5) 2,2,2-trifluoroethyl ((1S) -2,2-dimethyl-1-{[(4-methylbenzoyl) amino] methyl} propyl) carba Mate (b-23-6) 2,2,2-trifluoroethyl ((1S) -1-{[(1-benzofuran-2-ylcarbonyl) amino] methyl} -2-methylpropyl) carbamate (b- 23-7) 2,2,2-trifluoroethyl {(1S) -1-methyl-2-[(4-methylbenzoyl) amino] ethyl} carbamate (b-23-8) benzyl ((1S) -2 -Methyl-1-{[(4-methylbenzoyl) amino] methyl} propyl) carbamate and (b-23-9) isopropyl ((1R) -2,2,2-trifluoro-1-{[(4- An ethylenediamine compound selected from methylbenzoyl) amino] methyl} ethyl) carbamate,

Group (24)
(B-24-1) isoxazolidine-based compound which is 3- [5- (4-chlorophenyl) -2,3-dimethylisoxazolidin-3-yl] pyridine;

Group (25)
A quinoline system selected from (b-25-1) quinoxyphene and (b-25-2) [6- (2,2-dimethylethyl) -8-fluoro-2,3-dimethylquinolin-4-yl] acetate Compound;

Group (26)
(B-26-1) (2Z)-{[2-Fluoro-5- (trifluoromethyl) phenyl] thio} [3- (2-methoxyphenyl) -1,3-thiazolidine-2-ylidene] acetonitrile A thiazolidine compound,

Group (27)
(B-27-1) 1-[(2-propenylthio) carbonyl] -2- (1-methylethyl) -4- (2-methylphenyl) -5-amino-1H-pyrazol-3-one Pyrazolinone compounds, and

Group (28)
(B-28-1) hydroxyisoxazole (b-28-2) fluazinam (b-28-3) dichromedin (b-28-4) tricyclazole (b-28-5) simoxanyl (b-28-6) Famoxadone (b-28-7) phenamidone (b-28-8) chlorpicrin (b-28-9) thiadiazine (b-28-10) proquinazide (b-28-11) spiroxamine (b-28-12) phen Propidine (b-28-13) Dithianon (b-28-14) Penccyclone (b-28-15) Isoprothiolane (b-28-16) Probenazole (b-28-17) Resveratrol (b-28-18) ) Trifolin (b-28-19) Acibenzoral-S-methyl (b-28-20) Pyroxylone (b-28-21) Dinocap (b-2) -27) oxolinic acid and (b-28-28) is selected from other fungicides selected from phosphorous acid,

(B-3) Even more preferably,
Group (1)
A strobilurin-based compound selected from (b-1-1) azoxystrobin and (b-1-2) cresoxime methyl,

Group (2)
(B-2-1) cimeconazole (b-2-2) tebuconazole (b-2-3) fenbuconazole (b-2-4) hexaconazole (b-2-5) imibenconazole and (b- 2-6) a triazole compound selected from triadimephone,

Group (3)
(B-3-1) midazole compound selected from oxpoconazole fumarate and (b-3-2) trifumizole,

Group (4)
(B-4-1) Penthiopyrado (b-4-2) Flutolanil (b-4-3) Frametopyr (b-4-4) Boscalid (b-4-5) Fenhexamide (b-4-6) Cyflufenamide And (b-4-7) a carboxamide compound selected from teclophthalam,

Group (5)
(B-5-1) Metalaxyl (b-5-2) Metalaxyl-M
(B-5-3) Benalaxyl and (b-5-4) Benalaxyl-M
An acylalanine compound selected from:

Group (6)
(B-6-1) Valinamide compound which is Bench Avaricarb isopropyl,

Group (7)
(B-7-1) a sulfonamide compound which is a cyazofamid,

Group (9)
A carbamate compound selected from (b-9-1) propamocarb hydrochloride and (b-9-2) dietofencarb;

Group (10)
A dithiocarbamate compound selected from (b-10-1) manzeb and (b-10-2) mannebu,

Group (11)
(B-11-1) iprodione (b-11-2) procymidone and (b-11-3) a dicarboximide compound selected from captan,

Group (12)
(B-12-1) a guanidine-based compound which is iminotadine albecyl salt,

Group (13)
(B-13-1) pyrimidine compounds selected from mepanipyrim (b-13-2) phenarimol and (b-13-3) ferrimzone,

Group (14)
(B-14-1) a morpholine compound which is dimethomorph,

Group (15)
(B-15-1) a benzimidazole compound which is thiophanate methyl;

Group (16)
(B-16-1) a pyrrole compound which is fludioxonil,

Group (18)
(B-18-1) a copper-based compound which is cupric hydroxide,

Group (19)
(B-19-1) Kasugamycin (b-19-2) Validamycin, and (b-19-3) Polyoxins B and D
Antibiotics, selected from

Group (20)
An organochlorine compound selected from (b-20-1) chlorothalonil and (b-20-2) fusalide,

Group (23)
(B-23-1) isopropyl ((1S) -2-methyl-1-{[(4-methylbenzoyl) amino] methyl} propyl) carbamate (b-23-2) isopropyl ((1S) -2,2 -Dimethyl-1-{[(4-methylbenzoyl) amino] methyl} propyl) carbamate (b-23-3) isopropyl ((1S) -1-{[(1-benzofuran-2-ylcarbonyl) amino] methyl } -2-methylpropyl) carbamate (b-23-4) 2,2,2-trifluoroethyl ((1S) -2-methyl-1-{[(4-methylbenzoyl) amino] methyl} propyl) carbamate (B-23-5) 2,2,2-trifluoroethyl ((1S) -2,2-dimethyl-1-{[(4-methylbenzoyl) amino] methyl} propyl) carba Mate (b-23-6) 2,2,2-trifluoroethyl ((1S) -1-{[(1-benzofuran-2-ylcarbonyl) amino] methyl} -2-methylpropyl) carbamate (b- 23-7) 2,2,2-trifluoroethyl {(1S) -1-methyl-2-[(4-methylbenzoyl) amino] ethyl} carbamate (b-23-8) benzyl ((1S) -2 -Methyl-1-{[(4-methylbenzoyl) amino] methyl} propyl) carbamate and (b-23-9) isopropyl ((1R) -2,2,2-trifluoro-1-{[(4- An ethylenediamine compound selected from methylbenzoyl) amino] methyl} ethyl) carbamate, and

Group (28)
(B-28-2) Fluazinam (b-28-3) Dichromedin (b-28-4) Tricyclazole (b-28-5) Simoxanyl and (b-28-6) Other bactericides and killings selected from famoxadone Selected from the group consisting of fungicides.

  The compound of group b in the present invention is a known compound, for example, The Pesticide Manual (14th edition) [The Pesticide Manual, 14th Edn. British Crop Protection Council Pubn. , 2006], International Publication (WO) No. 97/155552, International Publication (WO) No. 03/070705, AGROW No. 243 (1995), International Publication (WO) No. 99/024413, International Publication (WO) No. 04/016088, International Publication (WO) No. 03/010149, International Publication (WO) No. 03/74491. Pamphlet, international publication (WO) 04/35589, international publication (WO) 04/58723, international publication (WO) 99/21851, international publication (WO) 01/10825 , International Publication (WO) No. 98/46607, JP-A No. 2000-119275, International Publication (WO) No. 02/38565, International Publication (WO) No. 06/87325, International Publication (WO) ) No. 05/87773 pamphlet, International Open (WO) 02/02527, International Publication (WO) 03/008372, International Publication (WO) 05/042474, International Publication (WO) 07/111024, JP 2006-282508, JP-A No. 2000-281678, WO 01/92231 pamphlet, JP-A No. 2000-319270 and JP-A No. 2000-226374 Or it manufactures according to those methods.

  The plant disease control composition of the present invention provides a synergistic control effect as compared with the case where each active ingredient is used alone.

  The plant disease control composition in the present invention may be used as it is, but is usually used by mixing with a carrier, and if necessary, a surfactant, a wetting agent, a sticking agent, a thickening agent, a preservative. Addition of formulation adjuvants such as colorants, stabilizers, etc., and formulate and use as a wettable powder, flowable powder, granular wettable powder, powder, emulsion, etc. in a timely manner by generally known methods . The content of the quinoline compound (I: group a compound) as an active ingredient in these preparations is usually in the range of 0.005 to 99% by weight, preferably 0.01 to 90%. More preferably, it is 0.1 to 85% of range. Further, the content of the bactericidal compound of group b as an active ingredient in these preparations is usually in the range of 0.005 to 99% by weight, preferably in the range of 0.1 to 90%. The total of the quinoline compound (I: group a compound) and the bactericidal compound of group b is usually in the range of 0.005 to 99% by weight, preferably 0.01 to 90%. It is a range, More preferably, it is a range of 0.1 to 85%.

  In the plant disease control composition of the present invention, the content of the active ingredient including the quinoline compound (I: a compound of group a) and the bactericidal compound of group b varies depending on the preparation form. 0.01 to 30 wt%, 0.1 to 80 wt% for wettable powders, 0.5 to 20 wt% for granules, 2 to 50 wt% for emulsions, flowable In the preparation, it is 1 to 50% by weight, and in the dry flowable preparation, it is 1 to 80% by weight. Preferably, it is 0.05 to 10% by weight for powders, 5 to 60% by weight for wettable powders, 5 to 20% by weight for emulsions, and 5 to 50% by weight for flowable formulations. Yes, for dry flowable formulations, it is 5-50% by weight. The content of the auxiliary agent is 0 to 80% by weight, and the content of the carrier is an amount obtained by subtracting the content of the active ingredient compound and the auxiliary agent from 100% by weight.

  The carrier used in the composition is a synthetic or natural inorganic or organic substance formulated to help the active ingredient reach the site to be treated and to facilitate storage, transport and handling of the active ingredient compound. It is possible to use either solid or liquid as long as it is usually used for agricultural and horticultural medicines, and is not limited to a specific one. Solid carriers include, for example, inorganic substances such as bentonite, montmorillonite, kaolinite, diatomaceous earth, white clay, talc, clay, vermiculite, gypsum, calcium carbonate, amorphous silica, ammonium sulfate; soy flour, wood flour, sawdust, wheat flour, lactose Plant organic substances such as sucrose and glucose; or urea and the like. Liquid carriers include, for example, aromatic hydrocarbons and naphthenes such as toluene, xylene and cumene; paraffinic hydrocarbons such as n-paraffin, iso-paraffin, liquid paraffin, kerosene, mineral oil and polybutene; acetone, methyl ethyl ketone and the like Ketones; ethers such as dioxane and diethylene glycol dimethyl ether; alcohols such as ethanol, propanol and ethylene glycol; carbonates such as ethylene carbonate, propylene carbonate and butylene carbonate; aprotic solvents such as dimethylformamide and dimethyl sulfoxide; It can be water or the like.

  Furthermore, in order to enhance the efficacy of the compound in the composition of the present invention, it is also possible to use adjuvants alone or in combination, depending on the purpose, taking into consideration the dosage form, processing method, etc. of the preparation. it can. As this auxiliary agent, surfactants usually used for the purpose of emulsifying, dispersing, spreading or / and wetting the agricultural chemical preparation are, for example, sorbitan fatty acid ester, polyoxyethylene sorbitan fatty acid ester, sucrose fatty acid ester. , Polyoxyethylene fatty acid ester, polyoxyethylene resin acid ester, polyoxyethylene fatty acid diester, polyoxyethylene castor oil, polyoxyethylene alkyl ether, polyoxyethylene alkyl phenyl ether, polyoxyethylene dialkyl phenyl ether, polyoxyethylene alkyl Formalin condensate of phenyl ether, polyoxyethylene polyoxypropylene block polymer, alkyl polyoxyethylene polyoxypropylene block polymer ether, alkylphenyl Reoxyethylene polyoxypropylene block polymer ether, polyoxyethylene alkylamine, polyoxyethylene fatty acid amide, polyoxyethylene bisphenyl ether, polyoxyalkylene benzyl phenyl ether, polyoxyalkylene styryl phenyl ether, polyoxyalkylene addition of higher alcohols And nonionic surfactants such as polyoxyethylene ether and ester-type silicon and fluorine-based surfactants; alkyl sulfates, polyoxyethylene alkyl ether sulfates, polyoxyethylene alkylphenyl ether sulfates, polyoxyethylene benzyl phenyl ethers Sulfate, polyoxyethylene styryl phenyl ether sulfate, polyoxyethylene Polyoxypropylene block polymer sulfate, paraffin sulfonate, alkane sulfonate, AOS, dialkyl sulfosuccinate, alkyl benzene sulfonate, naphthalene sulfonate, dialkyl naphthalene sulfonate, formalin condensate of naphthalene sulfonate, alkyl diphenyl ether disulfonate, lignin sulfonate, polyoxyethylene alkylphenyl Ether sulfonate, polyoxyethylene alkyl ether sulfosuccinic acid half ester, fatty acid salt, N-methyl-fatty acid sarcosinate, resin acid salt, polyoxyethylene alkyl ether phosphate, polyoxyethylene phenyl ether phosphate, polyoxyethylene dialkyl phenyl ether phosphate, polyoxy Ethylene benzylated phenyl ether phosphate, polyoxyethylene benzylated phenyl phenyl ether phosphate, polyoxyethylene styrylated phenyl ether phosphate, polyoxyethylene styrylated phenyl phenyl ether phosphate, polyoxyethylene polyoxypropylene block polymer phosphate, phosphatidylcholine, phosphatidylethanol Anionic surfactants such as imines, alkyl phosphates, sodium tripolyphosphates; polyanionic polymeric surfactants derived from acrylic acid and acrylonitrile, acrylamidomethylpropanesulfonic acid, alkyltrimethylammonium chloride, methylpolyoxyethylenealkylammonium chloride, Alkyl N-methylpyridini Cationic surfactants such as mubromide, monomethylated ammonium chloride, dialkylmethylated ammonium chloride, alkylpentamethylpropyleneamine dichloride, alkyldimethylbenzalkonium chloride, benzethonium chloride; or dialkyldiaminoethylbentine, alkyldimethylbenzylbentine, etc. It may be an amphoteric surfactant. The binder used as this adjuvant can be, for example, sodium alginate, polyvinyl alcohol, gum arabic, CMC sodium or bentonite, the disintegrant can be, for example, CMC sodium or croscarmellose sodium, and the stabilizer is For example, it may be a hindered phenol-based antioxidant or a benzotriazole-based or hindered amine-based ultraviolet absorber. The pH adjuster can be, for example, phosphoric acid, acetic acid, or sodium hydroxide, and the antibacterial and antifungal agent is, for example, an industrial bactericidal agent such as 1,2-benzisothiazolin-3-one, or an antifungal and antifungal agent Etc. The thickener can be, for example, xanthan gum, guar gum, CMC sodium, gum arabic, polyvinyl alcohol, montmorillonite or the like. The antifoaming agent can be, for example, a silicone compound, and the antifreezing agent can be, for example, propylene glycol or ethylene glycol. However, these adjuvants are not limited to the above.

Application methods of the composition of the present invention include, for example, foliage spraying treatment to plant individuals, seedling box treatment, spraying treatment to the soil surface, soil mixing after spraying treatment to the soil surface, pouring treatment into the soil, Soil mixing after infusion treatment, soil irrigation treatment, soil mixing after soil irrigation treatment, spraying treatment on plant seeds, smearing treatment on plant seeds, immersion treatment in plant seeds or dressing treatment on plant seeds In general, any application method utilized by those skilled in the art will exert sufficient efficacy.
In addition, the method for controlling plant diseases in the present invention includes applying a plant disease control composition containing the compound (I) of group a and the bactericidal compound of group b as active ingredients, or a compound of group a. A plant disease control composition containing (I) as an active ingredient and a plant disease control composition containing a bactericidal compound of group b as active ingredients, or a compound (I) of group a as an active ingredient A plant disease control composition or a plant disease control composition containing the bactericidal compound of group b as an active ingredient and then spraying the other composition. A plant disease control composition containing compound (I) of group a as an active ingredient or a bactericidal compound of group b as an active ingredient After applying any one of the plant disease control compositions, the time (period) until the other composition is sprayed is, for example, 1 minute to 2 weeks after applying any one, and is preferable. Is 5 minutes to 1 week after applying any one, and more preferably 10 minutes to 3 days after applying either one.
Furthermore, the plant disease control composition of the present invention can be prepared as a composition containing a high concentration of the quinoline compound (I) and the bactericidal compound of group b. This high concentration composition can be diluted with water and used as a spray liquid. Also, the plant disease control composition of the present invention is prepared by mixing a composition containing a high concentration of the quinoline compound (I) and a composition containing a high concentration of the bactericidal compound of group b at the time of use. You can also. This high-concentration composition can be diluted with water and used as a spray liquid (tank mix method).

  The application rate and concentration vary depending on the target crop, target disease, degree of disease occurrence, compound dosage form, application method and various environmental conditions, but when sprayed, the amount of active ingredient is usually 50 hectares per hectare. Is 10,000 to 10,000 g, preferably 100 to 5,000 g per hectare. When the wettable powder, flowable preparation or emulsion is diluted with water and sprayed, the dilution ratio is usually 5 to 50,000 times, preferably 10 to 20,000 times, and more preferably. Is 15 to 10,000 times. Moreover, in the case of seed disinfection, the usage-amount of a disinfectant mixture is 0.001-50g normally per kg of seeds, Preferably, it is 0.01-10g. When the composition of the present invention is applied to a plant individual for foliage spray treatment, soil surface spray treatment, soil injection treatment, soil irrigation treatment, the agent to be used is diluted in an appropriate carrier to an appropriate concentration. , Processing may be performed. When the composition of the present invention is brought into contact with a plant seed, the plant seed may be immersed in a drug as it is. Moreover, after diluting the chemical | medical agent to be used to a suitable density | concentration to a suitable support | carrier, you may use it by immersing, dressing, spraying, and smearing a plant seed. The amount of the preparation used in the case of powder coating, spraying and smearing treatment is usually about 0.05 to 50%, preferably 0.1 to 30% of the dry plant seed weight. The amount is not limited to these ranges, and may vary depending on the form of the preparation and the type of plant seed to be treated. Suitable carriers are, for example, liquid carriers of organic solvents such as water or ethanol; inorganic substances such as bentonite, montmorillonite, kaolinite, diatomaceous earth, white clay, talc, clay, vermiculite, gypsum, calcium carbonate, amorphous silica, ammonium sulfate, etc. Plant organic substances such as soybean flour, wood flour, sawdust, wheat flour, lactose, sucrose, and glucose: or solid carriers such as urea, but are not limited thereto.

  The plant individuals in this specification are those that live without photosynthesis and exercise. Specifically, for example, rice, wheat, barley, corn, grape, apple, pear, peach, sweet cherry, oyster, citrus , Soybean, green beans, strawberry, potato, cabbage, lettuce, tomato, cucumber, eggplant, watermelon, sugar beet, spinach, sweet pea, pumpkin, sugar cane, tobacco, pepper, sweet potato, taro, konjac, sugar beet, cotton, sunflower, tulip, chrysanthemum Or it may be turf or the like, but is not limited thereto.

  The plant seed in the present specification stores nutrients for germination of young plants and is used for agricultural reproduction. Specifically, for example, corn, soybean, cotton, rice, sugar beet, wheat, barley, Seeds such as sunflower, tomato, cucumber, eggplant, spinach, sweet pea, pumpkin, sugar cane, tobacco, pepper and rape; seed pods such as taro, potato, sweet potato and konjac; seed balls such as edible lily, bulbs such as tulip and raccoon Or can be a plant produced by artificially manipulating genes or the like, and the plant is, for example, soybean, corn, cotton or the like imparted with herbicide resistance that does not naturally exist in nature; Locally adapted rice, tobacco, etc .; transformation of maize, cotton, potato, etc., with the ability to produce insecticides It may be the received seeds or the like, but is not limited thereto.

  The composition of the present invention can be used in combination with other pesticides, acaricides, nematicides, herbicides, plant growth regulators, and other agricultural chemicals, soil conditioners or fertilizers. It is also possible to prepare a mixed preparation of Examples of insecticides include phosphorous insecticides such as fenitrothion, diazinon, pyridafenthione, chlorpyrifos, marathon, phentoate, dimethoate, methylthiomethone, prothiophos, DDVP, acephate, salicione, EPN; NAC, MTMC, BPMC, pyrimicarb, carbosulfan Carbamate insecticides such as methomyl; pyrethroid insecticides such as etofenprox, silafluophene, permethrin and fenvalerate; neonicotinoid insecticides such as dinotefuran, clothianidin, nitenpyram, thiamethoxam, imidacloprid, thiacloprid and acetamiprid; fipronil Although it may be Ethiprol etc., it is not limited to these.

  The composition and the control method of the present invention are effective against the following types of plant diseases, for example. Below, the concrete disease which this invention makes control target and its pathogenic microbe are illustrated.

  Rice blast (Pyricularia oryzae), blight (Thanatephorus cucumeris), sesame leaf blight (Cochliobolus miyabeanus), idiotic seedlings (Gibberella fujikurioi) Rhizopus spp., Rhizoctonia solani, etc., rice rot (Claviceps virens), smut (Tilletia barelayana); wheat mildew (Erysiphe graminis f. Inspoilt. striformis; Puccinia gra minis, Puccinia recondita, Puccinia hordei), Madarahabyo (Pyrenophora graminea), net blotch (Pyrenophora teres), Fusarium head blight (Fusarium graminearum, Fusarium culmorum, Fusarium avenaceum, Microdochium nivale), snow mold (Typhula incarnata, Typhula Ishikariensis, Micronetriella nivalis), Bare Scab (Ustilago nuda, Ustilago tritici, Ustilago nigra, Ustilago avenae), Namigusa scab (Tilleti Tiles) lettipancicii), eye-spot disease (Pseudocercosporella herpotrichoides), strain rot (Rhizoctonia cerialis), cloud disease (Rhynchoporum secalis), leaf blight (Septoritor disease) , Phythium spp., Rhizoctonia spp., Septoria nodorum, Pyrenophora spp., Blight (Gaeumanomyces graminis), Anthracnose (Colletotrichum gramamip) hliobolus sativus); corn Fusarium head blight (Fusarium graminearum, etc.), seedling blight (Fusarium avenaceum, Penicillium spp, Pythium spp. , Rhizoctonia spp), rust disease (Puccinia sorghi), sesame leaf blight (Cochliobolus heterotrophus), smut (Ustilago Maydis), anthracnose (Colletotrichum gramolib spot)

  Grape downy mildew (Plasmopora viticola), rust disease (Phakopsora ampelopsidis), powdery mildew (Uncinula necator), black rot (Elsinoe adipela), late rot (Glomerella uglywul) Warm disease (Phomopsis viticola), Soot spot disease (Zygophiala jamaicensis), Gray mold disease (Botrytis cinerea), Blast blight (Diapotheme medusaea), Purple leaf blight (Helicobasidium disease) Powdery mildew (Podosperaera leu) otricha), black spot disease (Venturia inaequalis), spotted leaf disease (Alternaria alternata (Apple pathotype)), red star disease (Gymnosporalium yamadae), Monilia disease (Monolia disease) , Anthracnose (Colletotrichum accutatum), soot spot (Zygophiala jamaicensis), soot spot (Gloeodes pomigena), black spot (Mycosphaerella pomigen), purple herb disease (Helicobacter rot) ecatrix, Pomopsis mali, Diaporthetanakae, Diplocarponmali (Nematopathia gland), Alternaria alternata (Red) , Ring-spot disease (Diaporthe medusaea, Diaporthe erees), pear plague (Phytophthora cactophorporposis) ), Plague (Phytophthora sp.), Anthracnose (Gloeosporium laeticcolor); sweet potato anthracnose (Glomerella kunuano), larvae (Monilinia kurokki); ), Deciduous leaf disease (Cercospora kaki; Mycosphaerella nawae), powdery mildew (Phyllactinia kakikora); citrus black spot disease (Diaportheum citrus), green mold disease (Penicillium, ginger disease) );

  Gray mold (Botrytis cinerea) such as tomato, cucumber, beans, strawberry, potato, cabbage, eggplant, lettuce; sclerotia such as tomato, cucumber, legume, strawberry, potato, rapeseed, cabbage, eggplant, lettuce, etc. (Sclerotinia sclerotiorum) ); Seedling blight of various vegetables such as tomato, cucumber, beans, radish, watermelon, eggplant, rapeseed, green pepper, spinach, sugar beet (Rhizoctonia spp., Phythium spp., Phythophthora spp., Physhrothora sppp., Sclero, etc.) ; Downy mildew (Pseudoperonospora cubensis), powdery mildew (Sphaerotheca fulrigine) ), Anthracnose (Colletotrichum lagenarium), stem blight (Mycosphaerella melonis), Fusarium disease (Fusarium oxysporum), plague (Phytophthora parasitica, Phytophthora melonis, Phytophthora nicotianae, Phytophthora drechsleri, Phytophthora capsici, etc.); tomato early blight ( Alternaria solani), leaf mold disease (Cladosporium fulvam), plague (Phytophthora infestans), wilt disease (Fusium oxysporum), root rot (Pythium myriotylum), Pyth Ium disstocum, Anthracnose (Colletotrichum phomoides); Powdery mildew of eggplant (Sphaerotheca fuliginea, etc.); Alternaria brassicae), black spot disease of cruciferous vegetables (Alternaria brassicae etc.), white spot disease (Cercosporella brassicae), root rot disease (Leptosperioa masopulans), root-knot disease (Plasmodioporus disease, Plasmoradior disease) rasicae); cabbage rot (Rhizoctonia solani), yellow rot (Fusarium oxysporum); Chinese cabbage rot (Rhizoctonia solani), yellow rot (Verticillium dahlii), black scab (Alternaria porri), white silkworm (Sclerotium rolfsii. Sclerotium rolfsiii, Phytophthora porrii; Soybean purpura (Cercospora kikutrophii), black spot (Elsinoe glycolnes), black spot (Diaporthe phlothonia) , Downy mildew (Peronospora manchurica), rust (Phakopsora pachyrhizi), anthracnose (Colletotrichum truncatum); anthracnose of green beans (Colletotrichum lindemuthium); sonatum, brown spot disease (Cercospora arachidicola); pea powdery mildew (Erysiphe pisi); downy mildew (Peronospora pisiae); broad bean downy mildew (Peronospora viciae); Alternaria solani), black rot (Rhizoctonia solani), plague (Phytophthora infestans), silver scab (Sponyloclaium atrosor, sorghum), dry rot (Fusarium oxysporum, sorghum) Plaque Cercospora beticola), downy mildew (Peronospora schachtii), black root disease (Aphanomyces cochioides), potato batter (Alternaria daucii), ulcer disease (Phytophthora nicotianae), anthrax (Gromerella singulata), fruit rot (Phythium ultramow Trovar.ultimum);

  Tea net blast (Exobasidium reticulatum), white scab (Elsinoe leucospila), anthracnose (Colletotrichum theesinensis), ring rot (Pallotiopsis longiseta); citricacearum), anthracnose (Colletotrichum tabacum), Phytophthora parasitica; cotton blight (Fusarium oxysporum);

  Sunflower sclerotia (Sclerotinia sclerotiorum); rose scab (Diplocarpon rosae); powdery mildew (Sphaerotheca pannosa); plague (Phytothora megasperma); indici), white rust (Puccinia horiana), plague (Phytophthora bacterium); or

  Shiva Brown Patch Disease (Rhizoctonia solani), Dollar Spot Disease (Sclerotinia homoeocarpa), Curvularia leaf blight (Curvularia geniculata), Rust (Puccinia zoysiae), Helmosis polyp Rhynchosporium secalis, withering disease (Gaemannnomyces graminis), anthrax (Colletotrichum graminicola), snow rot brown micronucleus (Typhula incarnata), snow rot black granule fungus (Typhalis nuclei) Sclerotinia borealis), fe Reeling (Marasmius oreades etc.), Pythium disease (Pythium aphanidermatum, etc.), but may be a blast (Pyricularia oryzae), but is not limited thereto.

  Hereinafter, the present invention will be described more specifically with reference to formulation examples and test examples. However, the present invention is not limited to formulation examples and test examples. In addition, all the compounding parts of each component described in the following formulation examples mean parts by weight.

  Compound A (a-14), B (a-18), and C (a-20) in compound (I: group a) used in the following formulation examples and test examples, respectively, in WO2005 / 0700917 Compounds Nos. 1-866, 1-929 and 1-930, which are described in Examples 114, 177 and 178, respectively. Table 1 shows their chemical structures.

で表される化合物であり、Ｒ^１６〜Ｒ^１９は、それぞれ、表２の通りである。 Moreover, in the bactericidal compound of group b used in the following formulation examples and test examples, the compounds 2001 to 2009 have the general formula (II)

R ^{16 to} R ¹⁹ are as shown in Table 2, respectively.

Formulation Example 1 Wetting agent (a1-1)
Any one compound (10 parts) of compounds A, B and C as component I (group a), any one of the compounds described below (addition amount) as component II (group b), neo Gen powder (0.5 parts), Carplex (0.5 parts), Gohsenol (0.2 parts), Radiolite (0.8 parts) and H fine powder (100 parts in total, used as the rest ) Was pulverized and mixed to obtain wettable powder (a1-1).
The compound (addition amount) as component II (group b) is mannebu (88 parts), oxpoconazole fumarate (5 parts), captan (66 parts), boscalid (25 parts), dietofencarb (6 parts) , Procymidone (25 parts), fludioxonil (10 parts), thiophanate methyl (35 parts), phenhexamide (25 parts), fluazinam (10 parts), iminotadine albesylate (20 parts), polyoxin complex (10 parts) Iprodione (25 parts), Penthiopyrad (5 parts), Cimeconazole (5 parts), Azoxystrobin (4 parts), Kasugamycin monohydrochloride (1 part), Validamycin (5 parts), Tricyclazole (5 parts), Ferimzone (5 parts), fusaride (5 parts), dichromedin (10 parts), flutolanil (12 parts), flamet (5 parts), hexaconazole (1 part), fenbuconazole (2.2 parts), tebuconazole (10 parts), cresoxime methyl (10 parts), triazimephone (5 parts), mepanipyrim (10 parts), imibenco Nazole (7.5 parts), cyflufenamide (0.8 parts), fenarimol (2 parts), triflumizole (3 parts), fosetyl (80 parts), simoxanyl (10 parts), cupric hydroxide (27. 6 parts), TPN (20 parts), propamocarb hydrochloride (80 parts), cyazofamide (4.7 parts), metalaxyl (5 parts), ethaboxam (5 parts), manzeb (3.7 parts), famoxadone (5 parts) ), Bench avaricarb isopropyl (5 parts), metalaxyl M (5 parts), dimethomorph (10 parts) or compounds 2001-2009 (5 parts).

Formulation Example 2 Wetting agent (a2-1)
Any one of the compounds A, B and C as the component I (group a) (5 parts), any one of the compounds described in Formulation Example 1 as the component II (group b), neogen powder (0.5 parts), Carplex (0.5 parts), Gohsenol (0.2 parts), Radiolite (0.8 parts) and H fine powder (used as the remainder to make a total of 100 parts) The wettable powder (a2-1) was obtained by pulverization and mixing.

Formulation Example 3 Powder (b1-1)
Any one of the compounds A, B and C as component I (group a) (2 parts), any one of the compounds described below (addition amount) and clay as component II (group b) The powder (b1-1) was obtained by uniformly crushing and mixing (used as the remainder so that the total amount was 100 parts).
The compound (addition amount) as component II (group b) is captan (40 parts), boscalid (25 parts), procymidone (25 parts), thiophanate methyl (35 parts), fluazinam (25 parts), iminoctazine albesylate (15 parts), polyoxin complex (25 parts), iprodione (25 parts), cimeconazole (10 parts), flutolanil (5 parts) or validamycin (0.3 parts).
Of powder was obtained.

Formulation Example 4 Powder (b2-1)
Any one compound (10 parts) of compounds A, B and C as component I (group a), any one compound described in Formulation Example 3 as a component II (group b), a flocculant ( (Doreless A: 0.3 part), clay (50 parts), calcium carbonate (used as the remainder so that it becomes 100 parts in total) were mixed and pulverized with a pin mill to obtain a powder (b2-1) .

Formulation Example 5 Flowable agent (c1)
Compound A (group a) as compound A, B and C, any one compound (5 parts), Component II (group b) as described below, any one compound (addition amount), propylene Glycol (7 parts), sodium lignin sulfonate (4 parts), dioctyl sulfosuccinate sodium salt (2 parts) and water (used as the remainder to make a total of 100 parts) were wet-ground with a sand grinder and flowable Agent (c1) was obtained.
The compound (addition amount) as component II (group b) is azoxystrobin (10 parts), tricyclazole (10 parts), ferimzone (10 parts), fusaride (10 parts), flutolanil (3.5 parts), Hexaconazole (10 parts), fenbuconazole (11 parts), tebuconazole (10 parts), procymidone (20 parts), cyazofamide (4 parts), TPN (20 parts), iminotadine arbesylate (5 parts) or Sulfur (30 parts).

Formulation Example 6 Emulsion (d1-1)
Compound I (Group a) as Compound A, B and C, any one compound (10 parts), Component II (Group b) as described below, any one compound (addition amount), cyclohexane (10 parts), Tween 20 (surfactant: 20 parts), and xylene (used as the remaining part to make a total of 100 parts) were uniformly dissolved and mixed to obtain an emulsion (d1-1).
The compound (addition amount) as component II (group b) is boscalid (20 parts), procymidone (20 parts), flutolanil (3.5 parts), fenbuconazole (11 parts), tebuconazole (10 parts), trif Lumizole (15 parts), TPN (20 parts), ipconazole (10 parts), polyoxin complex (5 parts), tetraconazole (10 parts), triphorin (15 parts), triazimephone (25 parts) or difenoconazole (25 Part).

Formulation Example 7 Granule (e1-1)
Component A (Group a), any one of Compounds A, B and C (5 parts), Component II (Group b), any one of the following compounds (addition amount), wet Agent (Neopelex No. 6F powder: 0.5 parts), binder (Amicol No. 1: 3 parts), talc (15 parts), clay (used as the remainder to make a total of 100 parts) Then, after adding water, it was molded with an extrusion granulator. The obtained molded product was dried and then sized to obtain granules (e1-1).
The compound (addition amount) as component II (group b) is boscalid (25 parts), procymidone (25 parts), fludioxonil (10 parts), fenhexamide (25 parts), iminoctazine albesylate (15 parts) , Penthiopyrad (10 parts), cimeconazole (10 parts), azoxystrobin (10 parts), validamycin (2.5 parts), tricyclazole (10 parts), flutolanil (3.5 parts), flametopyr (10 parts), Tebuconazole (10 parts), metalaxyl (5 parts), manzeb (7 parts), diclosimet (3 parts), metminostrobin (10 parts), carpropamide (15 parts), probenazole (10 parts) or isoprothiolane (5 parts) there were.

Comparative formulation example 1 wettable powder (a1-2)
As a component I (group a), any one of compounds A, B and C (10 parts), neogen powder (0.2 parts), carplex (0.2 parts), gohsenol (0.1 parts) Part), radiolite (1 part), and fine H powder (used as the remaining part to make a total of 100 parts) were pulverized and mixed to obtain wettable powder (a1-2).

Comparative Formulation Example 2 Wetting Agent (a2-2)
As a component I (group a), any one of compounds A, B and C (5 parts), neogen powder (0.2 parts), carplex (0.2 parts), gohsenol (0.1 parts) Part), radiolite (1 part), and fine H powder (used as the remaining part to make a total of 100 parts) were pulverized and mixed to obtain wettable powder (a2-2).

Comparative Formulation Example 3 Powder (b1-2)
As a component I (group a), any one of the compounds A, B and C (2 parts) and clay (98 parts) were uniformly pulverized and mixed to obtain a powder (b1-2).

Comparative Formulation Example 4 Powder (b2-2)
Component I (Group a) as compound A, B and C any one compound (10 parts), flocculant (Doreless A: 0.3 parts), clay (50 parts), calcium carbonate (100 parts in total) Used as the remainder) and pulverized with a pin mill to obtain a powder (b2-2).

Comparative Formulation Example 5 Flowable Agent (c1-1)
As a component I (group a), any one of the compounds A, B and C (5 parts), propylene glycol (7 parts), sodium lignin sulfonate (4 parts), dioctyl sulfosuccinate sodium salt (2 Part) and water (82 parts) were wet pulverized with a sand grinder to obtain a flowable agent (c1-1).

Comparative Formulation Example 6 Emulsion (d1-2)
As component I (group a), any one of compounds A, B and C (10 parts), cyclohexane (10 parts), xylene (50 parts) and Tween 20 (surfactant: total 100 parts) Used as the remainder) was uniformly dissolved and mixed to obtain an emulsion (d1-2).

Comparative Formulation Example 7 Granule (e1-2)
As component I (group a), any one of compounds A, B and C (5 parts), wetting agent (Neopelex No. 6F powder: 0.5 part), binder (Amicol No. 1: 3 parts), talc (15 parts), and clay (used as the remaining part to make a total of 100 parts) were mixed uniformly, added water, and then molded with an extrusion granulator. The obtained molded product was dried and then granulated to obtain granules (e1-2).

Test Example 1 Tomato Gray Mold Control Test (Dietofencarb-resistant bacteria)
In the greenhouse, tomatoes (variety: large Fuju) planted in a plastic pot having a diameter of 5 cm were grown until the second to third leaf stages. The wettable powder prepared according to Formulation Example 1 and Formulation Example 2 was diluted with water to a predetermined concentration, and 10 ml per 2 pots was sprayed with a spray gun. After the drug solution was dried, a conidial spore suspension prepared from a gray mold fungus (dietofencarb-resistant bacterium) previously cultured on MY medium was spray-inoculated. After inoculation, the pot was placed in a damp chamber in an artificial inoculation chamber (20-22 ° C.) and removed after 2 days to investigate the control effect. In the survey, the ratio of the lesion area to the total leaflets of tomato was determined according to the following index of disease severity. Moreover, the control value was computed with the following formula from the average disease incidence degree of each treatment area. For comparison, wettable powders prepared according to Comparative Formulation Example 1 and Comparative Formulation Example 2 were also tested in the same manner to investigate the control effect. Table 3 shows the dispersion test results and the theoretical values according to the Colby equation.

Index of disease severity
Indicator Disease severity
0 No lesions 1 The lesion area is less than 1/3 of all leaflets 2 The lesion area is 1/3 or more of all leaflets, less than 2/3 3 The lesion area is 2/3 or more of all leaflets

  In addition, the average value of each treatment group and the non-treatment group was defined as the severity of disease.

The control value was calculated from the following formula.
Control value = (1-diseased leaflet rate in treated area / diseased leaflet rate in untreated area) x 100

  In addition, Colby's formula is X = P + Q−P × Q / 100, where X is the theoretical value of the control value, P is the control value when a certain drug is sprayed alone, Q Is the control value when mixing and spraying the drugs to be used together.

  From the results of Table 3 above, it was found that when a compound A, B or C and a compound of group b were used in combination, a synergistic effect was obtained. No phytotoxic symptoms were observed in plants, tomatoes (variety: large-scale longevity).

Test Example 2 Rice Blast Prevention Test In a greenhouse, rice (cultivar: Kofu) planted in a plastic pot having a diameter of 5 cm was grown to the 3-4 leaf stage. In the same manner as in Test Example 1, spraying was performed, and after 3 days from spraying, a conidial spore suspension prepared from blast fungus previously cultured on oatmeal medium was spray-inoculated. After inoculation, the pot was placed in a wet room in an artificial inoculation room (20-23 ° C.), taken out the next day, and moved to a greenhouse. The control effect was investigated 7 days after the inoculation. In the investigation, the ratio of the lesion area per leaf of rice was determined according to the same index as in Test Example 1, and the control value and the theoretical value by the Colby equation were also calculated. The results are shown in Table 4.

  From the results of Table 4 above, it was found that when a compound A, B or C and a compound of group b were used in combination, a synergistic effect was obtained. No phytotoxic symptoms were observed in plants, rice (variety: Kofu).

Test Example 3 Rice Blast Treatment Test In a greenhouse, rice (cultivar: Kofu) planted in a plastic pot having a diameter of 5 cm was grown to the 3-4 leaf stage. A conidial spore suspension prepared from a blast fungus previously cultured on an oatmeal medium was spray-inoculated. After inoculation, the pot was placed in a wet chamber of an artificial inoculation chamber (20 to 23 ° C.), taken out the next day, and sprayed in the same manner as in Test Example 1. After the chemical solution was dried, it moved to the greenhouse and investigated its control effect 7 days after spraying. In the investigation, the ratio of the lesion area per leaf of rice was determined according to the same index as in Test Example 1, and the control value and the theoretical value by the Colby equation were also calculated in the same manner. The results are shown in Table 5.

  From the results of Table 5 above, it was found that when a compound A, B or C and a compound of b group were used in combination, a synergistic effect was obtained. No phytotoxic symptoms were observed in plants, rice (variety: Kofu).

Test Example 4 Cucumber Powdery Mildew Prevention Test In a greenhouse, cucumbers (variety: Sagamihanjiro) planted in a plastic pot having a diameter of 5 cm were grown to the 3-5 leaf stage. Spraying was performed in the same manner as in Test Example 1, and 3 days after spraying, cucumber powdery mildew was inoculated on the leaf surface. After inoculation, it moved to a constant temperature greenhouse (20-25 degreeC), and after 7 days after inoculation, the control effect was investigated. In the survey, the ratio of the lesion area per leaf of cucumber was determined according to the same index as in Test Example 1, and the control value and the theoretical value according to the Colby equation were also calculated in the same manner. The results are shown in Table 6.

  From the results of Table 6 above, it was found that when a compound A, B or C and a compound of b group were used in combination, a synergistic effect was obtained. No phytotoxic symptoms were observed in plants or cucumbers (variety: Sagamihanjiro).

Test Example 5 Cucumber Powdery Mildew Treatment Test In a greenhouse, cucumbers (variety: Sagamihanjiro) planted in a plastic pot having a diameter of 5 cm were grown to the 3-5 leaf stage. Cucumber powdery mildew fungus was inoculated on the leaf surface and moved to a constant temperature greenhouse. Two days after inoculation, spraying was carried out in the same manner as in Test Example 1. After the chemical solution was dried, it moved to a constant temperature greenhouse (20 to 25 ° C.), and after 7 days from the inoculation, the control effect was investigated. In the survey, the ratio of the lesion area per leaf of cucumber was determined according to the same index as in Test Example 1, and the control value and the theoretical value according to the Colby equation were also calculated in the same manner. The results are shown in Table 7.

  From the results of Table 7 above, it was found that when a compound A, B or C and a compound of group b were used in combination, a synergistic effect was obtained. No phytotoxic symptoms were observed in plants or cucumbers (variety: Sagamihanjiro).

Test Example 6 Tomato plague prevention test In a greenhouse, tomatoes (variety: large-scale longevity) planted in a plastic pot having a diameter of 5 cm were grown until the second to third leaf stages. Spraying was performed in the same manner as in Test Example 1, and the chemical solution was dried and then moved to the greenhouse. Three days after the spraying, a suspension of tomato blight fungus (zoospore + zoospore sac) was spray-inoculated. After inoculation, the pot was placed in a humid room in an artificial inoculation room (20-22 ° C.), moved to the greenhouse on the next day, and the control effect was investigated 7 days after the inoculation. The ratio of the lesion area per leaf of tomato was determined according to the same index as in Test Example 1, and the control value and the theoretical value according to the Colby equation were also calculated in the same manner. The results are shown in Table 8.

  From the results of Table 8 above, it was found that when a compound A, B or C and a compound of the b group were used in combination, a synergistic effect was obtained. No phytotoxic symptoms were observed in plants, tomatoes (variety: large-scale longevity).

Test Example 7 Tomato Epidemic Treatment Test Tomatoes (variety: large-scale longevity) planted in a plastic pot having a diameter of 5 cm were grown in the greenhouse until the second to third leaf stages. Tomato plague fungus (zoospore + zoosporangium) suspension was inoculated, a pot was placed in a wet chamber of an artificial inoculation chamber (20-22 ° C.), taken out the next day, and sprayed in the same manner as in Test Example 1. After the chemical solution was dried, it moved to the greenhouse and examined its control effect 7 days after inoculation. The ratio of the lesion area per leaf of tomato was determined according to the same index as in Test Example 1, and the control value and the theoretical value according to the Colby equation were also calculated in the same manner. The results are shown in Table 9.

  From the results of Table 9 above, it was found that when a compound A, B or C and a compound of the b group were used in combination, a synergistic effect was obtained. Even if the compound A, B or C and a compound of the b group were used together, No phytotoxic symptoms were observed in plants, tomatoes (variety: large-scale longevity).

Test Example 8 Cucumber downy mildew prevention test In a greenhouse, cucumber (variety: Sagamihanjiro) planted in a plastic pot having a diameter of 5 cm was grown to the 3-5 leaf stage. After spraying in the same manner as in Test Example 1, the chemical solution was dried and then moved to the greenhouse. Three days after spraying, cucumber downy mildew was inoculated. After inoculation, the pot was placed in a humid room in an artificial inoculation room (20 to 25 ° C.), moved to the greenhouse on the next day, and the control effect was investigated 7 days after the inoculation. The ratio of the lesion area per leaf of tomato was determined according to the same index as in Test Example 1, and the control value and the theoretical value according to the Colby equation were also calculated in the same manner. The results are shown in Table 10.

  From the results of Table 10 above, it was found that when a compound A, B or C and a compound of b group were used in combination, a synergistic effect was obtained. No phytotoxic symptoms were observed in plants or cucumbers (variety: Sagamihanjiro).

Test Example 9 Cucumber downy mildew treatment test In a greenhouse, cucumber (variety: Sagamihanjiro) planted in a plastic pot having a diameter of 5 cm was grown to the 3-5 leaf stage. A cucumber downy mildew was inoculated, a pot was placed in a wet chamber of an artificial inoculation chamber (20 to 22 ° C.), taken out the next day, and sprayed in the same manner as in Test Example 1. After the chemical solution was dried, it moved to the greenhouse and examined its control effect 7 days after inoculation. The proportion of the lesion area per cucumber leaf was determined according to the same index as in Test Example 1, and the control value and the theoretical value according to the Colby equation were also calculated in the same manner. The results are shown in Table 11.

  From the results of Table 11 above, it was found that when a compound A, B or C and a compound of b group were used in combination, a synergistic effect was obtained. No phytotoxic symptoms were observed in plants or cucumbers (variety: Sagamihanjiro).

  The plant disease control composition of the present invention is against various phytopathogenic fungi including drug-resistant bacteria (for example, rice blast (Pyricularia oryzae), tomato, cucumber and green beans (Botrytis cinerea)). It has multiple disease spectrums, exhibits an excellent control effect (synergistic control effect) that cannot be predicted from a single component, and also exhibits a high plant disease control effect against resistant bacteria against existing drugs, Furthermore, since no occurrence of phytotoxicity is recognized in plants, it is used as an excellent plant disease control agent.

Claims (5)

(A) General formula (I ′):

[Wherein R ₁ and R ₂ represent a methyl group,
R ₃ and R ₄ may be the same or different and each represents a methyl group or a fluorine atom;
X represents a fluorine atom,
n is 0 or 1]
And at least one quinoline compound or a salt thereof (group a), and (b) the following group (group b):
Group (1)
A strobilurin-based compound selected from (b-1-1) azoxystrobin and (b-1-2) cresoxime methyl,
Group (2)
(B-2-2) Tebuconazole (b-2-3) Fenbuconazole (b-2-4) Hexaconazole (b-2-5) Imibenconazole and (b-2-6) Triazimephone Triazole compounds,
Group (3)
(B-3-1) a midazole-based compound selected from oxpoconazole fumarate,
Group (4)
(B-4-1) Penthiopyrado (b-4-3) Frametopyr (b-4-4) Boscalid (b-4-5) Fenhexamide (b-4-6) Cyflufenamide and (b-4-16) Carboxamide compounds selected from ethaboxam,
Group (5)
(B-5-2) Metalaxyl-M
An acylalanine compound selected from:
Group (6)
(B-6-1) a valineamide-based compound selected from bench-avaricarb isopropyl;
Group (7)
(B-7-1) a sulfonamide compound selected from cyazofamid,
Group (9)
Carbamate compounds selected from (b-9-2) propamocarb hydrochloride and (b-9-3) dietofencarb;
Group (12)
(B-12-1) a guanidine-based compound selected from iminoctazine albesylate;
Group (13)
(B-13-1) pyrimidine compounds selected from mepanipyrim (b-13-2) phenarimol and (b-13-3) ferrimzone;
Group (15)
(B-15-2) a benzimidazole compound selected from thiophanate methyl,
Group (16)
(B-16-1) a pyrrole compound selected from fludioxonil;
Group (19)
(B-19-1) Kasugamycin (b-19-2) Validamycin and (b-19-3) Polyoxins A to N
Antibiotics, selected from
Group (23)
(B-23-1) isopropyl ((1S) -2-methyl-1-{[(4-methylbenzoyl) amino] methyl} propyl) carbamate (b-23-2) isopropyl ((1S) -2,2 -Dimethyl-1-{[(4-methylbenzoyl) amino] methyl} propyl) carbamate (b-23-3) isopropyl ((1S) -1-{[(1-benzofuran-2-ylcarbonyl) amino] methyl } -2-methylpropyl) carbamate (b-23-4) 2,2,2-trifluoroethyl ((1S) -2-methyl-1-{[(4-methylbenzoyl) amino] methyl} propyl) carbamate (B-23-5) 2,2,2-trifluoroethyl ((1S) -2,2-dimethyl-1-{[(4-methylbenzoyl) amino] methyl} propyl) carba Mate (b-23-6) 2,2,2-trifluoroethyl ((1S) -1-{[(1-benzofuran-2-ylcarbonyl) amino] methyl} -2-methylpropyl) carbamate (b- 23-7) 2,2,2-trifluoroethyl {(1S) -1-methyl-2-[(4-methylbenzoyl) amino] ethyl} carbamate (b-23-8) benzyl ((1S) -2 -Methyl-1-{[(4-methylbenzoyl) amino] methyl} propyl) carbamate and (b-23-9) isopropyl ((1R) -2,2,2-trifluoro-1-{[(4- Ethylenediamine compounds selected from methylbenzoyl) amino] methyl} ethyl) carbamate, and group (28)
(B-28-3) Dichromedin (b-28-4) Tricyclazole and (b-28-6) Other fungicides selected from famoxadone,
A plant disease control composition comprising at least one fungicidal compound selected from the group consisting of as an active ingredient. Group a quinoline compound (I ')
(A-14) 3- (5-fluoro-3,3,4,4-tetramethyl-3,4-dihydroisoquinolin-1-yl) quinoline,
(A-18) 3- (4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl) quinoline, or (a-20) 3- (4,4,5-trifluoro The fungicidal composition according to claim 1, which is -3,3-dimethyl-3,4-dihydroisoquinolin-1-yl) quinoline. Group b bactericidal compounds
Group (1)
A strobilurin-based compound selected from (b-1-1) azoxystrobin and (b-1-2) cresoxime methyl,
Group (2)
(B-2-2) Tebuconazole (b-2-3) Fenbuconazole (b-2-4) Hexaconazole (b-2-5) Imibenconazole and (b-2-6) Triazimephone Triazole compounds,
Group (3)
(B-3-1) a midazole-based compound selected from oxpoconazole fumarate,
Group (4)
(B-4-1) Penthiopyrado (b-4-3) Frametopyr (b-4-4) Boscalid (b-4-5) Fenhexamide (b-4-6) Cyflufenamide and (b-4-16) Carboxamide compounds selected from ethaboxam,
Group (5)
(B-5-2) Metalaxyl-M
An acylalanine compound selected from:
Group (6)
(B-6-1) Valinamide compound which is Bench Avaricarb isopropyl,
Group (7)
(B-7-1) a sulfonamide compound which is a cyazofamid,
Group (9)
A carbamate compound selected from (b-9-2) propamocarb hydrochloride and (b-9-3) dietofencarb;
Group (12)
(B-12-1) a guanidine-based compound which is iminotadine albecyl salt,
Group (13)
(B-13-1) pyrimidine compounds selected from mepanipyrim (b-13-2) phenarimol and (b-13-3) ferrimzone,
Group (15)
(B-15-2) a benzimidazole compound which is thiophanate methyl;
Group (16)
(B-16-1) a pyrrole compound which is fludioxonil,
Group (19)
(B-19-1) Kasugamycin (b-19-2) Validamycin and (b-19-3) Polyoxins A to N
Antibiotics, selected from
Group (23)
(B-23-1) isopropyl ((1S) -2-methyl-1-{[(4-methylbenzoyl) amino] methyl} propyl) carbamate (b-23-2) isopropyl ((1S) -2,2 -Dimethyl-1-{[(4-methylbenzoyl) amino] methyl} propyl) carbamate (b-23-3) isopropyl ((1S) -1-{[(1-benzofuran-2-ylcarbonyl) amino] methyl } -2-methylpropyl) carbamate (b-23-4) 2,2,2-trifluoroethyl ((1S) -2-methyl-1-{[(4-methylbenzoyl) amino] methyl} propyl) carbamate (B-23-5) 2,2,2-trifluoroethyl ((1S) -2,2-dimethyl-1-{[(4-methylbenzoyl) amino] methyl} propyl) carba Mate (b-23-6) 2,2,2-trifluoroethyl ((1S) -1-{[(1-benzofuran-2-ylcarbonyl) amino] methyl} -2-methylpropyl) carbamate (b- 23-7) 2,2,2-trifluoroethyl {(1S) -1-methyl-2-[(4-methylbenzoyl) amino] ethyl} carbamate (b-23-8) benzyl ((1S) -2 -Methyl-1-{[(4-methylbenzoyl) amino] methyl} propyl) carbamate and (b-23-9) isopropyl ((1R) -2,2,2-trifluoro-1-{[(4- Ethylenediamine compounds selected from methylbenzoyl) amino] methyl} ethyl) carbamate, and group (28)
The plant according to claim 1 or 2 , wherein the plant is selected from (b-28-3) dichromedin (b-28-4) tricyclazole and (b-28-6) other fungicides selected from famoxadone. Disease control composition. The control method which controls the plant disease by applying the plant disease control composition as described in any one of Claims 1-3 . A method for controlling plant diseases, comprising the composition for controlling plant diseases according to claim 1 or 2 , comprising the quinoline compound (I) of group a as an active ingredient, and the method according to claim 1 or 3 . A plant disease control composition containing the bactericidal compound of group b as an active ingredient, or a plant disease control composition containing the compound of group a as an active ingredient or claim according to claim 1 or 2 according to claim 1 or 3, after application of one of the plant disease controlling composition containing the fungicidal compounds of group b as an active ingredient, a method by applying an other of said composition.