HUE033238T2 - Növényi betegségek elleni védekezést szolgáló készítmény és a növényi betegségek elleni védekezési módszer a készítmény alkalmazásával - Google Patents

Növényi betegségek elleni védekezést szolgáló készítmény és a növényi betegségek elleni védekezési módszer a készítmény alkalmazásával Download PDF

Info

Publication number
HUE033238T2
HUE033238T2 HUE09852531A HUE09852531A HUE033238T2 HU E033238 T2 HUE033238 T2 HU E033238T2 HU E09852531 A HUE09852531 A HU E09852531A HU E09852531 A HUE09852531 A HU E09852531A HU E033238 T2 HUE033238 T2 HU E033238T2
Authority
HU
Hungary
Prior art keywords
group
parts
plant
composition
compound selected
Prior art date
Application number
HUE09852531A
Other languages
English (en)
Inventor
Yasushi Tamagawa
Hiroshi Ishimoto
Mayumi Takagi
Toshiaki Ohara
Harukazu Tanaka
Original Assignee
Mitsui Chemicals Agro Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Mitsui Chemicals Agro Inc filed Critical Mitsui Chemicals Agro Inc
Publication of HUE033238T2 publication Critical patent/HUE033238T2/hu

Links

Classifications

    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N55/00Biocides, pest repellants or attractants, or plant growth regulators, containing organic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen and sulfur
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
    • A01N43/42Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings condensed with carbocyclic rings
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/18Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
    • A01N37/22Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof the nitrogen atom being directly attached to an aromatic ring system, e.g. anilides
    • A01N37/24Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof the nitrogen atom being directly attached to an aromatic ring system, e.g. anilides containing at least one oxygen or sulfur atom being directly attached to the same aromatic ring system
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/18Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
    • A01N37/32Cyclic imides of polybasic carboxylic acids or thio analogues thereof
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/36Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/561,2-Diazoles; Hydrogenated 1,2-diazoles
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/02Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having no bond to a nitrogen atom
    • A01N47/04Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having no bond to a nitrogen atom containing >N—S—C≡(Hal)3 groups
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/10Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/12Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, neither directly attached to a ring nor the nitrogen atom being a member of a heterocyclic ring
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/10Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/12Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, neither directly attached to a ring nor the nitrogen atom being a member of a heterocyclic ring
    • A01N47/14Di-thio analogues thereof
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/10Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/20N-Aryl derivatives thereof
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/28Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
    • A01N47/34Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the groups, e.g. biuret; Thio analogues thereof; Urea-aldehyde condensation products
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/28Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
    • A01N47/38Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< where at least one nitrogen atom is part of a heterocyclic ring; Thio analogues thereof
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/40Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having a double or triple bond to nitrogen, e.g. cyanates, cyanamides
    • A01N47/42Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having a double or triple bond to nitrogen, e.g. cyanates, cyanamides containing —N=CX2 groups, e.g. isothiourea
    • A01N47/44Guanidine; Derivatives thereof

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Zoology (AREA)
  • Wood Science & Technology (AREA)
  • Environmental Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Dentistry (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Agronomy & Crop Science (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Chemical & Material Sciences (AREA)
  • Biotechnology (AREA)
  • Microbiology (AREA)
  • Virology (AREA)
  • Inorganic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)

Description

(12) EUROPEAN PATENT SPECIFICATION (45) Date of publication and mention (51) Int Cl.: of the grant of the patent: A01N 43142 <200601> A01N 37124 <200601> 25.01.2017 Bulletin 2017/04 A01N 37I32<200601> A01N 37134<200e01> A01N 37146 <200601> A01N 37150 <2006 01> (21) Application number: 09852531.4 A01N 37I52<2°°°°V A01N 43112<^> A01N 43116 (200β·01> A01N 43136 <200601> n , ..... ,, -nno A01N 43140<200601> A01N 43150 <200e01> (22) Date of filing. 22.12.2009 A01N 43154 <200β 01> A01N 43156 <200β 01> A01N 43158 (2006 01> A01N 431653 <2006·01) A01N 43176 <2006·01> A01N 43178 <2006·01) A01N 43184 <2006·01> A01N 43190 <2006·01) A01P 3100(2006 01> (86) International application number: PCT/JP2009/071287 (87) International publication number: WO 2011/077514 (30.06.2011 Gazette 2011/26)
(54) PLANT DISEASE CONTROL COMPOSITION AND METHOD FOR CONTROLLING PLANT DISEASES BY APPLYING THE COMPOSITION
pflanzenkrankheitbekAmpfungszusammensetzung und verfahren zur bekAmpfung von PFLANZENKRANKHEITEN durch ANWENDUNG der ZUSAMMENSETZUNG
COMPOSITION PERMETTANT DE LUTTER CONTRE DES MALADIES VEGETALES ET PROCEDE DE LUTTE CONTRE DES MALADIES VEGETALES PAR APPLICATION DE LA COMPOSITION (84) Designated Contracting States: · OHARA, Toshiaki AT BE BG CH CY CZ DE DK EE ES FI FR GB GR Shiga 520-2362 (JP) HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL · TANAKA, Harukazu PT RO SE SI SK SM TR Shiga 520-2362 (JP) (43) Date of publication of application: (74) Representative: Raynor, Stuart Andrew et al 31.10.2012 Bulletin 2012/44 J A Kemp 14 South Square (60) Divisional application: Gray’s Inn 16195611.5 London WC1R 5JJ (GB) (73) Proprietor: Mitsui Chemicals Agro, Inc. (56) References cited:
Tokyo 103-0027 (JP) EP-A1-1 736 471 EP-A1- 2 103 214 WO-A1-2005/070917 WO-A1-2008/066148 (72) Inventors: • TAMAGAWA, Yasushi Remarks:
Shiga 520-2362 (JP) Thefilecontainstechnicalinformationsubmittedafter • ISHIMOTO, Hiroshi the application was filed and not included in this
Chiba 297-0017 (JP) specification • TAKAGI, Mayumi Tokyo 105-7117 (JP)
Description
TECHNICAL FIELD
[0001] The present invention relates to a plant disease control composition which comprises (Group a) at least one quinoline compound represented by the formula (I) or a salt thereof and (Group b) at least one fungicidal compound selected from the group consisting of Groups 1 to 4, 9, 10, 12, 13, 15 and 16 as effective ingredients and a method for controlling plant diseases by applying the composition.
BACKGROUND ART
[0002] A number of chemical agents have heretofore been used for controlling plant diseases. However, the problem that plant pathogens have acquired resistance to the chemical agents becomes remarkable due to frequent use or excessive application, etc., of the chemical agents having similar structures and same functions for controlling the same kinds of diseases.
[0003] On the other hand, consumers’ needs for agricultural chemical-reduced crops and social needs to reduce environmental loads due to agricultural chemicals have now increased.
[0004] Also, in a farmer’s field where the chemicals have been actually used, when two or more kinds of chemicals are used in admixture for the treatment by the tank mix method, there are many risks to lower the effect of the other chemical to be mixed with each other or possibilities to cause chemical damages against plant materials depending on a combination of chemicals where they are not well-suited to each other.
[0005] Under such a situation, it has been desired to develop a plant disease control composition having high effects against fungi or bacteria which are resistant to existing chemicals, and having high effects with a low amount of an effective ingredient. Moreover, for the purpose of preventing plant pathogens from obtaining resistance, it has also been desired to develop a plant disease control composition comprising components (compounds) having different basic structures and different functions with well-suited to each other, and a method for controlling plant diseases.
[0006] It has been known that a quinoline compound represented by the formula (I) shows, as a fungicide, controlling effects to rice blast (Pyricularia oryzae) and gray mold (Botrytis cinerea) of tomato, cucumber and kidney bean, etc., by an application method such as seed disinfection, foliar spray treatment, etc. (Patent Literatures 1 to 4).
[0007] Patent Literature 5 describes a soil treating agent or a seed treatment agent which comprises one or more 3-(dihydroisoquinolin-1-yl)quinoline compounds or salts thereof as active agents.
[0008] However, it has never been known yet about a controlling effect of the quinoline compound represented by the formula (I) and the other fungicide(s) in admixture.
[Patent Literature 1] WO 2005/070917A [Patent Literature 2] JP 2007-1944A [Patent Literature 3] WO 2007/011022A [Patent Literature 4] JP 2007-217353A [Patent Literature 5] EP 2 103 214 A1
DISCLOSURE OF THE INVENTION
PROBLEMS TO BE SOLVED BY THE INVENTION
[0009] The present inventors have investigated a combination of the quinoline compound represented by the formula (I) and the other fungicidal component(s), and as a result, they have found that by combining a particular quinoline compound(s) represented by the formula (I) and a specific fungicidal compound(s), excellent controlling effects (synergistic effects) against various plant pathogens can be obtained, which could never be expected from the single component alone, stable prophylaxis effect can be obtained against the existing fungi and bacteria resistant to chemicals, and no chemical damage to plants occurred to accomplish the present invention.
[0010] An object of the present invention is to provide a novel plant disease control composition having a broad spectrum against various kinds of plant pathogens, having high plant disease controlling effects against existing fungi and bacteria resistant to chemicals, showing high activity even when amounts of effective ingredients to be applied to environment where fungi or bacteria are living are low, and showing no chemical damage against plants, and a method for controlling plant disease by appling the composition.
MEANS TO SOLVE THE PROBLEMS
[0011] The present invention comprises a plant disease control composition containing (Group a) (a) at least one kind of a quinoline compound selected from the group consisting of: (Group a) (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, and (a-20) 3-(4,4,5-trifluoro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)quinoline, or a salt thereof, and (Group b) (b) one or more fungicide(s) selected from the group consisting of the following mentioned Groups: (1) to (4), (9), (10), (12), (13), (15) and (16):
Group (1) a Strobilurin series compound selected from (b-1-1) Azoxystrobin (b-1-2) Kresoxim-methyl (b-1-3) Pyraclostrobin (b-1-4) Picoxystrobin (b-1-5) Fluoxastrobin (b-1-6) Dimoxystrobin (b-1-7) Orysastrobin (b-1-8) Metominostrobin and (b-1-9) Trifloxystrobin,
Group (2) a triazole series compound selected from (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-2-10) Epoxiconazole (b-2-11) Ipconazole (b-2-12) Metconazole (b-2-13) Propiconazole (b-2-14) Cyproconazole (b-2-15) Difenoconazole (b-2-17) Fluquinconazole (b-2-18) Flusilazole (b-2-19) Penconazole (b-2-21) Triadimenol (b-2-22) Flutriafol and (b-2-23) Myclobutanil,
Group (3) an imidazole series compound selected from (b-3-1) Oxpoconazole fumarate (b-3-2) Triflumizole (b-3-3) Imazalil and (b-3-5) Prochloraz,
Group (4) a carboxamide series compound selected from (b-4-1) Penthiopyrad (b-4-2) Flutolanil (b-4-3) Furametpyr (b-4-4) Boscalid (b-4-5) Fenhexamid (b-4-6) Cyflufenamid (b-4-8) Mandipropamid (b-4-9) Bixafen (b-4-10) Carboxin (b-4-14) Thifluzamide (b-4-16) Ethaboxam (b-4-17) Zoxamide (b-4-18) Tiadinil (b-4-19) Isotianil (b-4-22) Fluopicolide (b-4-23) Fluopyram (b-4-26) N-[2-(1,3-dimethylbutyl)phenyl]-5-fluoro-1,3-dimethyl-1 H-pyrazol-4-carboxamide (b-4-27) N-{2-[1,1’-bi(cyclopropyl)-2-yl]phenyl}-3-(difluoromethyl)-1-methyl-1 H-pyrazol-4-carboxam- ide and (b-4-28) 3-(Difluoromethyl)-N-(9-isopropyl-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-yl)-1-methyl-1 H-pyrazol-4-carboxamide,
Group (9) a carbamate series compound selected from (b-9-2) Propamocarb hydrochloride (b-9-3) Diethofencarb and (b-9-4) Pyribencarb,
Group (10) a dithiocarbamate series compound selected from (b-10-1) Manzeb (Mancozeb) (b-10-2) Maneb (b-10-3) Propineb (b-10-5) Metiram and (b-10-7) Thiuram,
Group (12) a guanidine series compound selected from (b-12-1) Iminoctadine trialbesilate,
Group (13) a pyrimidine series compound selected from (b-13-1) Mepanipyrim (b-13-2) Fenarimol (b-13-3) Ferimzone (b-13-4) Cyprodinil and (b-13-5) Pyrimethanil,
Group (15) a benzimidazole series compound selected from (b-15-2) Thiophanatemethyl (b-15-3) Benomyl (b-15-4) Carbendazim and (b-15-5) Thiabendazole,
Group (16) a pyrrole series compound selected from (b-16-1) Fludioxonil as effective ingredients.
[0012] Also provided is a controlling method for controlling plant diseases by applying the plant disease control composition according to the invention.
[0013] Further provided is a method for controlling plant diseases, which comprises simultaneously applying a plant disease control composition containing the quinoline compound as defined herein as an active ingredient and a plant disease control composition containing the fungicidal compound of Group b as defined herein as an active ingredient, or after applying either one of the plant disease control composition containing the compound of Group a as defined herein as an active ingredient or the plant disease control composition containing the fungicidal compound of Group b as defined herein as an active ingredient, and then 1 minute to 2 weeks after the first application applying the other above-mentioned composition.
EFFECTS OF THE INVENTION
[0014] The plant disease control composition of the present invention shows a broad spectrum against various plant pathogens (for example, rice blast (Pyricularia oryzae), gray mold (Botrytis cinerea) of tomato, cucumber and kidney bean, etc.) including fungi and bacteria resistant to chemicals, and shows excellent controlling effects (synergistic controlling effects) which could never be expected from a single component alone. Also, it shows high plant disease controlling effects against existing fungi and bacteria resistantto chemicals, and no chemical damage against plants can be admitted.
BEST MODE TO CARRY OUT THE INVENTION
[0015] Compound (I) of the present invention is at least one kind of quinoline compound selected from the group consisting of: (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, and (a-20) 3-(4,4,5-trifluoro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)quinoline, [0016] Compound (I) in the present invention may be made, for example, a mineral acid salt such as a hydrochloride, sulfate, nitrate, etc.: a phosphate; a sulfonate such as a methanesulfonate, ethanesulfonate, benzenesulfonate, p-toluenesulfonate, etc.; or an organic carboxylate such as an acetate, benzoate, oxalate, fumarate, salicylate, etc. (preferably a hydrochloride, sulfate, nitrate, methanesulfonate, oxalate, fumarate or salicylate).
[0017] Compound (I) and a salt thereof of the present invention may be made a solvate, and these solvates are also contained in the present invention. Such a solvate is preferably a hydrate.
[0018] In Compound (I) of the present invention, there is compound having an asymmetric carbon, and in such a case, the present invention includes a kind of an optical isomer and a mixture of several kinds of optical isomers with an optional ratio.
[0019] The compounds (I: compound of Group a) in the present invention are known compounds, and can be prepared by the methods, for example, described in WO 2005/070917 pamphlet or in accordance with these methods.
[0020] The compound in Group b of the present invention is selected from (B-1) preferably selected from Group (1) a Strobilurin series compound selected from (b-1-1) Azoxystrobin (b-1-2) Kresoxim-methyl (b-1-3) Pyraclostrobin (b-1-4) Picoxystrobin (b-1-5) Fluoxastrobin (b-1-6) Dimoxystrobin (b-1-7) Orysastrobin (b-1-8) Metominostrobin and (b-1-9) Trifloxystrobin,
Group (2) a triazole series compound selected from (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-2-10) Epoxiconazole (b-2-11) Ipconazole (b-2-12) Metconazole (b-2-13) Propiconazole (b-2-14) Cyproconazole (b-2-15) Difenoconazole (b-2-17) Fluquinconazole (b-2-18) Flusilazole (b-2-19) Penconazole (b-2-21) Triadimenol (b-2-22) Flutriafol and (b-2-23) Myclobutanil,
Group (3) an imidazole series compound selected from (b-3-1) Oxpoconazole fumarate (b-3-2) Triflumizole (b-3-3) Imazalil and (b-3-5) Prochloraz;
Group (4) a carboxamide series compound selected from (b-4-1) Penthiopyrad (b-4-2) Flutolanil (b-4-3) Furametpyr (b-4-4) Boscalid (b-4-5) Fenhexamid (b-4-6) Cyflufenamid (b-4-8) Mandipropamid (b-4-9) Bixafen (b-4-10) Carboxin (b-4-14) Thifluzamide (b-4-16) Ethaboxam (b-4-17) Zoxamide (b-4-18) Tiadinil (b-4-19) Isotianil (b-4-22) Fluopicolide (b-4-23) Fluopyram (b-4-26) N-[2-(1,3-dimethylbutyl)phenyl]-5-fluoro-1,3-dimethyl-1 FI-pyrazol-4-carboxamide (b-4-27) N-{2-[1,1’-bi(cyclopropyl)-2-yl]phenyl-3-(difluoromethyl)-1 -methyl-1 FI-pyrazol-4-carboxamide and (b-4-28) 3-(difluoromethyl)-N-(9-isopropyl-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-yl)-1-methyl-1FI-pyrazol-4-carboxamide,
Group (9) a carbamate series compound selected from (b-9-2) Propamocarb hydrochloride (b-9-3) Diethofencarb and (b-9-4) Pyribencarb,
Group (10) a dithiocarbamate series compound selected from (b-10-1) Manzeb (Mancozeb) (b-10-2) Maneb (b-10-3) Propineb (b-10-5) Metiram and (b-10-7) Thiuram;
Group (12) a guanidine series compound selected from (b-12-1) Iminoctadine trialbesilate,
Group (13) a pyrimidine series compound selected from (b-13-1) Mepanipyrim (b-13-2) Fenarimol (b-13-3) Ferimzone (b-13-4) Cyprodinil and (b-13-5) Pyrimethanil,
Group (15) a benzimidazole series compound selected from (b-15-2) Thiophanate-methyl (b-15-3) Benomyl (b-15-4) Carbendazim and (b-15-5) Thiabendazole,
Group (16) a pyrrole series compound selected from (b-16-1) Fludioxonil; (B-2) further preferably selected from Group (1) a Strobilurin series compound selected from (b-1-1) Azoxystrobin (b-1-2) Kresoxim-methyl (b-1-3) Pyraclostrobin (b-1-4) Picoxystrobin (b-1-5) Fluoxastrobin (b-1-6) Dimoxystrobin (b-1-7) Orysastrobin (b-1-8) Metominostrobin and (b-1-9) Trifloxystrobin,
Group (2) a triazole series compound selected from (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-2-10) Epoxiconazole (b-2-11) Ipconazole (b-2-12) Metconazole (b-2-13) Propiconazole (b-2-14) Cyproconazole (b-2-15) Difenoconazole (b-2-17) Fluquinconazole and (b-2-18) Flusilazole,
Group (3) an imidazole series compound selected from (b-3-1) Oxpoconazole fumarate (b-3-2) Triflumizole (b-3-3) Imazalil and (b-3-5) Prochloraz,
Group (4) a carboxamide series compound selected from (b-4-1) Penthiopyrad (b-4-2) Flutolanil (b-4-3) Furametpyr (b-4-4) Boscalid (b-4-5) Fenhexamid (b-4-6) Cyflufenamid (b-4-8) Mandipropamid (b-4-9) Bixafen (b-4-10) Carboxin (b-4-14) Thifluzamide (b-4-16) Ethaboxam (b-4-17) Zoxamide (b-4-18) Tiadinil (b-4-19) Isotianil (b-4-22) Fluopicolide (b-4-23) Fluopyram (b-4-26) N-[2-(1,3-dimethylbutyl)phenyl]-5-fluoro-1,3-dimethyl-1 H-pyrazol-4-carboxamide (b-4-27) N-{2-[1,1’-bi(cyclopropyl)-2-yl]phenyl}-3-(difluoromethyl)-1-methyl-1 H-pyrazol-4-carboxamideand (b-4-28) 3-(Difluoromethyl)-N-(9-isopropyl-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-yl)-1-methyl-1H- pyrazol-4-carboxamide,
Group (9) a carbamate series compound selected from (b-9-2) Propamocarb hydrochloride (b-9-3) Diethofencarb and (b-9-4) Pyribencarb,
Group (10) a dithiocarbamate series compound selected from (b-10-1) Manzeb (Mancozeb) (b-10-2) Maneb (b-10-3) Propineb (b-10-5) Metiram and (b-10-6) Ziram and (b-10-7) Thiuram,
Group (12) a guanidine series compound selected from (b-12-1) Iminoctadine trialbesilate,
Group (13) a pyrimidine series compound selected from (b-13-1) Mepanipyrim (b-13-2) Fenarimol (b-13-3) Ferimzone (b-13-4) Cyprodinil and (b-13-5) Pyrimethanil,
Group (15) a benzimidazole series compound selected from (b-15-2) Thiophanate-methyl (b-15-3) Benomyl (b-15-4) Carbendazim and (b-15-5) Thiabendazole,
Group (16) a pyrrole series compound selected from (b-16-1) Fludioxonil; (B-3) further more preferably selected from Group (1) a Strobilurin series compound selected from (b-1-1) Azoxystrobin and (b-1-2) Kresoxim-methyl,
Group (2) a triazole series compound selected from (b-2-1) Simeconazole (b-2-2) Tebuconazole (b-2-3) Fenbuconazole (b-2-4) Hexaconazole (b-2-5) Imibenconazole and (b-2-6) Triadimefon,
Group (3) an imidazole series compound selected from (b-3-1) Oxpoconazole fumarate and (b-3-2) Triflumizole,
Group (4) a carboxamide series compound selected from (b-4-1) Penthiopyrad (b-4-2) Flutolanil (b-4-3) Furametpyr (b-4-4) Boscalid (b-4-5) Fenhexamid and (b-4-6) Cyflufenamid,
Group (9) a carbamate series compound selected from (b-9-1) Propamocarb hydrochloride and (b-9-2) Diethofencarb,
Group (10) a dithiocarbamate series compound selected from (b-10-1) Manzeb (Mancozeb) and (b-10-2) Maneb,
Group (12) a guanidine series compound which is (b-12-1) Iminoctadine trialbesilate,
Group (13) a pyrimidine series compound selected from (b-13-1) Mepanipyrim (b-13-2) Fenarimol and (b-13-3) Ferimzone,
Group (15) a benzimidazole series compound which is (b-15-2) Thiophanate-methyl Group (16) a pyrrole series compound which is (b-16-1) Fludioxonil.
[0021] The compounds of Group b in the present invention are known compounds, and they can be prepared by, for example, the methods described in The Pesticide Manual (14th Edition) [British Crop Protection Council Pubn., 2006], WO 1997/15552A, WO 2003/070705A, AGROWNo. 243 (1995), WO 1999/024413A, WO 2004/016088A, WO 2003/010149A, WO 2003/74491A, WO 2004/35589A, WO 2004/58723A, WO 1999/21851A, WO 2001/10825A, WO 1998/46607A, JP 2000-119275A, WO 2002/38565A, WO 2006/87325A, WO 2005/87773A, WO 2002/02527A, WO 2003/008372A, WO 2005/042474A, WO 2007/111024A, JP 2006-282508A, JP 2000-281678A, WO 2001/92231A, JP 2000-319270A and JP 2000-226374A or in accordance with these methods.
[0022] The plant disease control compositions of the present invention give synergistic controlling effects as compared to the case where each effective ingredient is used alone.
[0023] The plant disease control composition of the present invention may be used as such, but it is generally used by mixing with a carrier, and depending on necessity, by adding an auxiliary for preparation such as a surfactant, wetting agent, fixing agent, thickener, antiseptics, colorant, stabilizer, etc., to prepare a wettable powder, flowable, water dispersible granule, dust formulation, emulsifiable concentrate, etc., according to the conventionally known method and used suitably. A content of the quinoline compound (I: compound of Group a) as an effective ingredient in these preparations is generally in the range of 0.005 to 99%, preferably in the range of 0.01 to 90%, more preferably in the range of 0.1 to 85% in a weight ratio. Also, a content of the fungicidal compound of Group b as an effective ingredient in these preparations is generally in the range of 0.005 to 99%, preferably in the range of 0.1 to 90% in a weight ratio, and a sum of the quinoline compound (I: compound of Group a) and the fungicidal compound of Group b is generally in the range of 0.005 to 99%, preferably in the range of 0.01 to 90%, more preferably in the range of 0.1 to 85% in a weight ratio. A mixing ratio of the quinoline compound (I: compound of Group a) and the fungicidal compound of Group b is generally 0.01 to 1000 of the fungicidal compound of Group b based on the quinoline compound as 1, preferably 0.1 to 100 of the fungicidal compound of Group b based on the quinoline compound as 1 in a weight ratio.
[0024] In the plant disease control composition of the present invention, a total content of the effective ingredients including the quinoline compound (I: compound of Group a) and the fungicidal compound of Group b may vary depending on the form of the preparation, and generally 0.01 to 30% by weight in the dust formulation, 0.1 to 80% by weight in the wettable powder, 0.5 to 20% by weight in the granule, 2 to 50% by weight in the emulsifiable concentrate, 1 to 50% by weight in the flowable preparation, and 1 to 80% by weight in the dry flowable preparation. It is preferably 0.05 to 10% by weight in the dust formulation, 5 to 60% by weight in the wettable powder, 5 to 20% by weight in the emulsifiable concentrate, 5 to 50% by weight in the flowable preparation, and 5 to 50% by weight in the dry flowable preparation. A content of the auxiliary is 0 to 80% by weight, and a content of the carrier is an amount in which total contents of the compounds of the effective ingredients and the auxiliary are deducted from 100% by weight.
[0025] The carrier to be used in the above-mentioned composition means a synthetic or natural inorganic or organic substance to be formulated for the purposes of helping the effective ingredients to be reached to the portion to be treated, and making storage, transport and handling of the compounds of effective ingredients easy. Either of the solid or liquid carriers may be used so long as it is generally used for agricultural and horticultural chemicals. The solid carrier may be mentioned, for example, inorganic substance substances such as bentonite, montmorillonite, kaolinite, diatomaceous earth, white clay, talc, clay, vermiculite, gypsum, calcium carbonate, amorphous silica, ammonium sulfate, etc.; vegetable organic substances such as soybean powder, wood powder, sawdust, wheat powder, lactose, sucrose, glucose, etc.; or urea, etc. The liquid carrier may be mentioned, for example, aromatic hydrocarbons and naphthenes such as toluene, xylene, cumene, etc.; paraffin series hydrocarbons such as n-paraffin, iso-paraffin, liquid paraffin, kelosine, mineral oil, polybutene, etc.; ketones such as acetone, methylethyl ketone, etc.; ethers such as dioxane, diethylene glycol dimethyl ether, etc.; alcohols such as ethanol, propanol, ethylene glycol, etc.; carbonates such as ethylene carbonate, propylene carbonate, butylene carbonate, etc.; aprotic solvents such as dimethylformamide, dimethylsulfoxide, etc.; or water, etc.
[0026] Further, to strengthen the effect of the compounds in the composition of the present invention, an auxiliary may be used each singly or in combination depending on the purposes and considering the preparation form of the preparation, treatment methods, etc. As the auxiliary, a surfactant which is generally used for the purpose of emulsifying, dispersing, spreading or/and wetting the agricultural preparation may be mentioned, for example, a nonionic surfactant such as a sorbitane fatty acid ester, polyoxyethylene sorbitane 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, formalin condensate of polyoxyethylene alkyl phenyl ether, polyoxyethylene polyoxypropylene block polymer, alkyl polyoxyethylene polyoxypropylene block polymer ether, alkyl phenyl polyoxyethylene polyoxypropylene block polymer ether, polyoxyethylene alkyl amine, polyoxyethylene fatty acidamide, polyoxyethylene bisphenyl ether, polyoxyalkylene benzyl phenyl ether, polyoxyalkylene styrylphenyl ether, polyoxyalkylene adduct of a higher alcohol, and polyoxyethylene ether and ester type silicone and fluorine series surfactant, etc.; an anionic surfactant such as an alkyl sulfate, polyoxyethylene alkyl ether sulfate, polyoxyethylene alkyl phenyl ether sulfate, polyoxyethylene benzyl phenyl ether sulfate, polyoxyethylene styrylphenyl ether sulfate, polyoxyethylene polyoxypropylene block polymersulfate, paraffin sulfonate, alkanesulfonate, AOS, dialkyl sul-fosuccinate, alkyl benzene sulfonate, naphthalene sulfonate, dialkyl naphthalene sulfonate, formalin condensate of naphthalene sulfonate, alkyl diphenyl ether disulfonate, lignin sulfonate, polyoxyethylene alkyl phenyl 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 dialkylphenyl ether phosphate, polyoxyethylene benzylated phenyl ether phosphate, polyoxyethylene benzylated phenyl phenyl ether phosphate, polyoxyethylene styrylated phenyl ether phosphate, polyoxyethylene styrylated phenyl phenyl ether phosphate, polyoxyethylene polyoxypropylene block polymerphosphate, phosphatidylcholine, phosphatidylethanol imine, alkyl phosphate, sodium tripolyphosphate, etc.; a cationic surfactant such as a polyanion type polymer surfactant derived from acrylic acid, acrylonitrile and acrylamido methylpropane sulfonic acid, alkyl trimethyl ammonium chloride, methyl polyoxyethylene alkyl ammonium chloride, alkyl N-methyl pyridinium bromide, monomethylated ammonium chloride, dialkyl methylated ammonium chloride, alkyl penta methylpropylene amine dichloride, alkyl dimethyl benzalkonium chloride, benzethonium chloride, etc.; or an amphoteric surfactant such as a dialkyl diaminoethyl betaine, alkyl dimethyl benzyl betaine, etc. A binder to be used as the auxiliary may be mentioned, for example, sodium arginate, polyvinyl alcohol, Gum Arabic, CMC sodium or bentonite, etc., a disintegrator may be mentioned, for example, CMC sodium or croscar-mellose sodium sodium, and a stabilizer may be mentioned, for example, a hindered phenol series antioxidant, or a benzotriazole series or hindered amine series UV absorber, etc. A pH adjuster may be mentioned, for example, phosphoric acid, acetic acid or sodium hydroxide, and an antifungal and antiseptic may be mentioned, for example, a fungicide for industrial purpose, an antifungal and antiseptic such as 1,2-benzisothiazolin-3-one, etc. A thickening agent may be mentioned, for example, xanthan gum, guar gum, CMC sodium, Gum Arabic, polyvinyl alcohol or montmorillonite, etc. A defoaming agent may be mentioned, for example, a silicone series compound, and an antifreezing agent may be mentioned, for example, propylene glycol or ethylene glycol, etc.
[0027] An application method of the composition of the present invention may be mentioned, for example, a foliar spray treatment to individual plants, nursery-box treatment, spray treatment onto the soil surface, soil incorporation after spray treatment onto the soil surface, injection treatment into the soil, soil incorporation after injection treatment into the soil, soil drench, soil incorporation after soil drench, spray treatment to plant seeds, smear treatment to plant seeds, dip treatment to plant seeds or powder dressing treatment to plant seeds, etc., and any application methods generally utilized for a person skilled in the art can give sufficient effects.
[0028] Also, a method for controlling plant disease in the present invention includes methods in which a plant disease control composition containing Compound (I) of Group a and the fungicidal compound of Group b as effective ingredients is applied, a plant disease control composition containing Compound (I) of Group a as an effective ingredient and a plant disease control composition containing a fungicidal compound of Group b as an effective ingredient are simultaneously applied, and, either one of the plant disease control composition containing Compound (I) of Group a as an effective ingredient ora plant disease control composition containing a fungicidal compound of Group b as an effective ingredient is firstly applied, and then, the other above-mentioned composition is applied. An hour(s) (term) after applying either one of the plant disease control composition containing Compound (I) of Group a as an effective ingredient or the plant disease control composition containing a fungicidal compound of Group b as an effective ingredient is firstly applied till the other above-mentioned composition is applied is, for example, 1 minute to 2 weeks after applying either one of which is applied, preferably 5 minutes to 1 week after applying either one of which is applied, more preferably 10 minutes to 3 days after applying either one of which is applied.
[0029] Further, the plant disease control composition of the present invention can be prepared as a composition containing the quinoline compound (I) and the fungicidal compound of Group b with high concentrations. The high concentration composition can be used as a spreding liquid by diluting with water. The plant disease control composition of the present invention can be also prepared by mixing a composition containing the quinoline compound (I) with a high concentration, and a composition containing the fungicidal compound of Group b with a high concentration at the time of use to prepare a mixture. This high concentration composition can be used as a spreding liquid by diluting with water (tank mix method).
[0030] In the plant disease control composition containing the quinoline compound (I) of Group a and the fungicidal compound of Group b as effective ingredients, its applied amount and a concentration to be applied may vary depending on the crops to be applied, diseases to be controlled, degree of occurrence of diseases, preparation form of the compound, application method and various environmental conditions, etc., and when it is sprayed, it is generally 50 to 10,000 g per hectare, preferably 100 to 5,000 g per hectare as an amount of effective ingredients. When the wettable powder, flowable agent or emulsifiable concentrate is used by diluting with water and spreading, its diluting ratio is generally 5 to 50,000-fold, preferably 10 to 20,000-fold, more preferably 15 to 10,000-fold. In case of the seed disinfection, an amount of the fungicide mixture to be used is generally 0.001 to50g, preferably 0.01 to 10 g per kg of the seeds. When the composition of the present invention is applied to individual plants by a foliar spray treatment, spray treatment to the soil surface, injection treatment into the soil, or soil drench, the treatment may be carried out after diluting the chemical to be used by a suitable carrier with a suitable concentration. When the composition of the present invention is contacted to plant seeds, the plant seeds may be dipped into the chemical as such. Also, after diluting the chemical to be used in a suitable carrierwith a suitable concentration, the plant seeds may be carried out a dip, powder dressing, spray, or smear treatment. An amount of the preparation to be used for powder dressing, spray or smear treatment is generally 0.05 to 50% based on the weight of the dry plant seeds, preferably 0.1 to 30%. Suitable carriers may include, for example, liquid carriers including water and organic solvents such as ethanol, etc.; inorganic substances such as bentonite, montmorillonite, kaolinite, diatomaceous earth, white clay, talc, clay, vermiculite, gypsum, calcium carbonate, amorphous silica, ammonium sulfate, etc., vegetable organic substances such as soybean powder, wood powder, sawdust, wheat powder, lactose, sucrose, glucose, etc.: or solid carriers such as urea, etc.
[0031] The individual plants in present specification are those which live with photosynthesis without any movement, more specifically, there may be mentioned, for example, rice, wheat, barley, corn, grape, apple, pear, peach, yellow peach, persimmon, citrus, soybean, kidney bean, strawberry, potato, cabbage, lettuce, tomato, cucumber, eggplant, water melon, sugar beet, spinach, field pea, pumpkin, sugarcane, tobacco, green pepper, sweet potato, taro, konnyaku, sugar beet, cotton, sunflower, tulip, chrysanthemum or turf, etc.
[0032] The plant seeds in the present specification are those which store nutrients for embryo plant to germination and to be agriculturally used for breeding, more specifically, there may be mentioned, for example, seeds of corn, soybean, cotton, rice, sugar beet, wheat, barley, sunflower, tomato, cucumber, eggplant, spinach, field pea, pumpkin, sugarcane, tobacco, green pepper and canola, etc.; seed tuber of taro, potato, sweet potato, konnyaku, etc.; bulb of edible Lily bulbs, tulip, etc., or seed bulb of scallion, etc.; or plants artificially generated by operating the gene, etc. Said plants may be mentioned, for example, transformed seeds such as soybean, corn, cotton, etc., to which herbicidal resistance is provided; rice, tobacco, etc., adapted to cold ground; corn, cotton, potato, etc., to which insecticidal substance-producing ability is provided, etc., which are not inherently present in natural world.
[0033] The composition of the present invention can be used by mixing with the other agricultural chemicals, soil conditioners or fertilizing substances such as insecticides, acaricides, nematocides, herbicides and plant growth controllers, etc., as a matter of course, and also possible to use as a mixed preparation with these materials. Insecticides may be mentioned, for example, phosphorus series insecticides such as phenitrothione, diazinon, pyridaphenthion, chlorpyrifos, malathion, phenthoate, dimethoate, methyl thiometon, prothiofos, DDVP, acephate, salithion, EPN, etc.; carbamate series insecticides such as NAC, MTMC, BPMC, pirimicarb, carbosulfan, methomyl, etc.; pyrethroid series insecticides such as ethofenprox, silafluofen, permethrin, fenvalerate, etc.; neonicotinoid series insecticides such as dinotefuran, clothianidin, nitenpyram, thiamethoxam, imidacloprid, thiacloprid, acetamiprid, etc.; and fipronil and ethip-role, etc.
[0034] The composition and the controlling method of the present invention are effective to, for example, the following mentioned plant diseases. In the following, specific diseases and its fungi or bacteria to be controlled by the present invention may be exemplified: blast (Pyricularia oryzae), sheath blight {Thanatephoruscucumeris), brown spot {Cochliobolus miyabeanus), "Baka-nae" disease (Gibberella fujikuroi), seedling blight (Pythium spp., Fusarium spp., Trichoderma spp., Rhizopus spp., Rhizoctonia solanietc.), rice ustilaginoidea virens (Claviceps virens) and smut (Tilletia barelayana) of rice; powdery mildew (Erysiphe graminis f.sp.hordei; f.sp.tritici), rust (Puccinia striiformis; Puccinia graminis, Puccinia recondita, Puccinia hordei), mottle leaf (Pyrenophora graminea), net blotch (Pyrenophora teres), fusarium blight (Fusarium graminearum, Fusarium culmorum, Fusarium avenaceum, Microdochium nivale), snow mould (Typhula incarnata, Typhula ishikariensis, Micronectriella nivalis), loose kernel smut (Ustilago nuda, Ustilago tritici, Ustilago nigra, Usti-lago avenae), stinking smut (Tilletia caries, Tilletia pancicii), eye spot (Pseudocercosporella herpotrichoides), foot rot (Rhizoctonia cerealis), scald (Rhynchosporium secalis), leaf blight (Septoria tritici), glume blotch (Leptosphaeria nodorum), seedling blight (Fusarium spp., Pythium spp., Rhizoctonia spp., Septoria nodorum, Pyrenophora spp.), damping off (Gaeumannomyces graminis), anthracnose (Colletotrichum gramaminicola), ergot {Clavicepspurpurea) and spot blotch {Cochliobolus sativus) of family of wheat; fusarium blight {Fusarium graminearumetc.), seedling blight {Fusarium avenaceum, Penicillium spp, Pythium spp., Rhizoctonia spp), rust {Puccinia sorghi), brown spot {Cochliobolus heterostrophus), smut {Ustilago maydis), anthracnose {Colletotrichum gramaminicola) and Northern leaf spot {Cochliobolus carbonum) of corn; downy mildew {Plasmopora viticola), rust {Phakopsora ampelopsidis), powdery mildew {Uncinula necator), anthracnose {Elsinoe ampelina), ripe rot {Glomerella cingulata), black rot {Guignardia bidwellii), dead arm {Phomopsis viticola), fry speck {Zygophiala jamaicensis), gray mold (Botrytis cinerea), bud blight {Diaporthe medusaea), violet root rot {Helicobasidium mompa) and white root rot {Rosellinia necatrix) of grape vine; powdery mildew {Podosphaera leucotricha), scab {Venturis inaequalis), alternaria blotch {Alternaria alternata {Apple pathotype)), rust {Gymnospo-rangium yamadae), blossom blight {Monillia mali), valsa canker (Va/sa ceratosperma), ring rot {Botryosphaeria berengeriana), anthracnose {Colletotrichum acutatum), fry speck {Zygophiala jamaicensis), sooty blotch {Gloeodes pomigena), fruit spot {Mycosphaerella pomi), violet root rot {Helicobasidium mompa), white root rot {Rosellinia necatrix), diaporthe canker {Phomopsis mali, Diaporthe tanakae) and blotch {Diplocarpon mali) of apple; phoma rot {Alternaria alternata {Japanese pear pathotype)), scab {Venturia nashicola), rust {Gymnosporangium haraeanum), Physalospora canker {Physalospora piricola) and canker {Diaporthe medusaea, Diaporthe eres) of pear; phytoph-thora rot {Phytophthora cactorum) of European pear; scab {Cladosporium carpophilum), phomopsis rot {Phomopsis sp.), phytophthora fruit rot {Phytophthora sp.) and anthracnose {Gloeosporium laeticolor) of peach; anthracnose (Glomerella cingulata), young-fruit rot (Monilinia kusanoi) and brown rot (Monilinia fructicola) of cherry; anthracnose (Gloeosporium kaki), angular leaf spot (Cercospora kaki; Mycosphaerella nawae), powdery mildew (Phyllactinia kakikora) of persimmon; melanose (Diaporthe citri), common green mold (Penicillium digitatum), blue mold (Peni-cillium italicum) and scab (Elsinoe fawcettii) of citrus; gray mold (Botrytis cinerea) of tomato, cucumber, pulse, strawberry, potato, cabbage, eggplant, lettuce, etc.; stem rot (Sclerotinia sclerotiorum) of tomato, cucumber, bean, strawberry, potato, rape, cabbage, eggplant, lettuce, etc.; seedling blight (Rhizoctonia spp., Pythium spp., Fusarium spp., Phythophthora spp., Sclerotinia sclerotiorumetc.) of various kinds of vegetables such as tomato, cucumber, bean, Japanese radish, water melon, eggplant, rape, green pepper, spinach, sugar beet, etc.; downy mildew (Pseudoperonospora cubensis), powdery mildew (Sphaer-otheca fuliginea), anthracnose (Colletotrichum lagenarium), gummy stem blight (Didymella bryoniae), fusarium wilt (Fusarium oxysporum) and plytophthora rot (Phytophthora parasitica, Phytophthora melonis, Phytophthora nico-tianae, Phytophthora drechsleri, Phytophthora capsicietc.) of oriental melon; early blight (Alternaria solani), leaf mold (Cladosporium fulvam), late blight (Phytophthora infestans), fusarium wilt (Fusarium oxysporum), root rot (Pythium myriotylum, Pythium dissotocum) and anthracnose (Colletotrichum phomoides) of tomato; powdery mildew (Sphaerotheca fuligineaetc.), leaf mold (Mycovellosiella nattrassii), late blight (Phytophthora infestans) and brown rot (Phytophthora capsici) of eggplant; alternaria leaf spot (Alternaria brassicae) of rapeseed; alternaria leaf spot (Alternaria brassicaeetc.), white spot (Cercosporella brassicae), blackleg (Leptospheria maculans), clubroot (Plas-modiophora brassicae) and downy mildew (Peronospora brassicae) of Brassica vegetables; foot rot (Rhizoctonia solani), yellows (Fusarium oxysporum) of cabbage; bottom rot (Rhizoctonia solani) and yellows (Verticillium dahlie) of Chinese cabbage; rust (Puccinia allii), altenaria leaf spot (Alternaria porri), southern blight (Sclerotium roifsii. Sclerotium roifsii) and white tip disease (Phytophthora porri) of weish onion; purple stain (Cercospora kikuchii), sphaceloma scab (Elsinoe glycinnes), black spot (Diaporthe phaseololum), rhizoctonia root rot (Rhizoctonia solani), stem rot (Phytophthora megasperma), downy mildew (Peronospora manshurica), rust (Phakopsora pachyrhizi) and anthracnose (Colletotrichum truncatum) of soybean; anthracnose (Colletotrichum lindemuthianum) of kidney bean; leaf spot (Mycosphaerella personatum) and brown leaf spot (Cercospora arachidicola) of peanuts; powdery mildew (Erysiphe pisi) and downy mildew (Peronospora pisi) of pea; downy mildew (Peronospora viciae) and phytophthora rot (Phytophthora nicotianae) of broad bean; early blight (Alternaria solani), black scurf (Rhizoctonia solani), late blight (Phytophthora infestans), silver scurf (Spondylocladium atrovirens), dry spot (Fusarium oxysporum, Fusarium solani) and powdery scab (Spongospora subterranea) of potato; cercospora leaf spot (Cercospora beticola), downy mildew (Peronospora schachtii), aphanomyces root rot (Aphanomyces cochioides) and leaf spot (Phoma batae) of sugar beet; leaf blight (Alternaria dauci) of carrots; powdery mildew (Sphaerotheca humuli), phytophthora rot (Phytophthora nicotianae), anthracnose (Gromerella cingulata) and soft-rotted fruits (Pythium ultimum Trowvar. ultimum) of strawberry; net blister blight (Exobasidium reticulatum), white scab (Elsinoe leucospila), anthracnose (Colletotrichum theae-sinensis) and gray blight (Pestalotiopsis longiseta) of green tea; brown spot (Alternaria altemata (Tobacco patho-type)), powdery mildew (Erysiphe cichoracearum), anthracnose (Colletotrichum tabacum) and black shank (Phytophthora parasitica) of tobacco; damping off (Fusarium oxysporum) of cotton; sclerotinia rot (Sclerotinia sclerotiorum) of sunflower; black spot (Diplocarpon rosae), powdery mildew (Sphaerotheca pannosa), phytophthora rot (Phytophthora megasperma) and downy mildew (Peronospora sparsa) of rose; leaf blight (Septoria chrysanthemi-indici), rust (Puccinia horiana) and phytophthora rot (Phytophthora cactorum) of chrysanthemum; or brown patch (Rhizoctonia solani), dollar spot (Sclerotinia homoeocarpa), Curvularia leaf blight (Curvularia genicu-lata), rust (Puccinia zoysiae), Helminthosporium leaf blight (Cochliobolus sp.), scald (Rhynchosporium secalis), damping off (Gaeumannomyces graminis), anthracnose (Colletotrichum graminicola), typhula brown snow blight (Typhula incarnata), typhula black snow blight (Typhula ishikariensis), sclerotinia snow blight (Sclerotinia borealis), fairy rings (Marasmius oreadesetc.), pythium blight (Pythium aphanidermatumetc.) and blast (Pyricuiaria oryzae) of turfgrass.
EXAMPLES
[0035] In the following, the present invention is more specifically explained by referring to Preparation examples and
Test examples. Incidentally, all the numerical value of the formulation amounts of the respective components described in the following Preparation examples mean part(s) by weight.
[0036] Compounds A (a-14), B (a-18) and C (a-20) in compound (I: Group a) to be used in the following Preparation examples and Test examples are compounds of compounds Nos. 1-866,1-929 and 1-930 in WO 2005/070917, respectively, and described in Examples 114, 177 and 178. Their chemical structures are shown in Table 1.
[Table 1]
Preparation example 1 Wettable powder (a1-1 [0037] Either one of the compounds (10 parts) among Compounds A, B and C as Component I (Group a), either one of the following mentioned compounds (added amount) as Component II (Group b), Neogen Powder (0.5 part), Carplex (0.5 part), GOHSENOL (0.2 part), Radiolite (0.8 part) and H fine powder (used as the remainder so that the total became 100 parts) were crushed and mixed to obtain Wettable powder (a1-1).
[0038] Compound (added amount) as Component II (Group b) was Maneb (88 parts), Oxpoconazole fumarate (5 parts), Boscalid (25 parts), Diethofencarb (6 parts), Fludioxonil (10 parts), Thiophanate-methyl (35 parts), Fenhexamid (25 parts), Iminoctadine trialbesilate (20 parts), Penthiopyrad (5 parts), Simeconazole (5 parts), Azoxystrobin (4 parts), Ferimzone (5 parts), Flutolanil (12 parts), Furametpyr (5 parts), Hexaconazole (1 parts), Fenbuconazole (2.2 parts), Tebuconazole (10 parts), Kresoxim-methyl (10 parts), Triadimefon (5 parts), Mepanipyrim (10 parts), Imibenconazole (7.5 parts), Cyflufenamid (0.8 parts), Fenarimol (2 parts), Triflumizole (3 parts), Propamocarb hydrochloride (80 parts), Ethaboxam (5 parts) or Mancozeb (3.7 parts).
Preparation example 2 Wettable powder (a2-1) [0039] Either one of the compounds (5 parts) among Compounds A, B and C as Component I (Group a), either one of the compounds mentioned in Preparation example 1 as Component II (Group b), Neogen Powder (0.5 part), Carplex (0.5 part), GOHSENOL (0.2 part), Radiolite (0.8 part) and H fine powder (used as the remainder so that the total became 100 parts) were crushed and mixed to obtain Wettable powder (a2-1).
Preparation example 3 Dust formulation (b1-1) [0040] Either one of the compounds (2 parts) among Compounds A, B and C as Component I (Group a), either one of the following mentioned compounds (added amount) as Component II (Group b) and clay (used as the remainder so that the total became 100 parts) were uniformly crushed and mixed to obtain Dust formulation (b1-1 1).
[0041] Compounds (added amount) as Component II (Group b) were Boscalid (25 parts), Thiophanatemethyl (35 parts), Iminoctadine trialbesilate (15 parts), Simeconazole (10 parts) or Flutolanil (5 parts).
Preparation example 4 Dust formulation (b2-1) [0042] Either one of the compounds (10 parts) among Compounds A, B and C as Component I (Group a), either one of the compounds mentioned in Preparation example 3 as Component II (Group b), flocculant (Driless A: 0.3 part), clay (50 parts) and calcium carbonate (used as the remainder so that the total became 100 parts) were mixed, and pulverized by a pin mill to obtain Dust formulation (b2-1).
Preparation example 5 Flowable (c1) [0043] Either one of the compounds (5 parts) among Compounds A, B and C as Component I (Group a), either one of the following mentioned compounds (added amount) as Component II, propylene glycol (7 parts), sodium lignosulfate (4 parts), sodium dioctylsulfosuccinate (2 parts) and water (used as the remainder so that the total became 100 parts) were wet pulverized by a sand grinder to obtain Flowable (c1).
[0044] Compounds (added amount) as Component II (Group b) were Azoxystrobin (10 parts), Ferimzone (10 parts), Flutolanil (3.5 parts), Hexaconazole (10 parts), Fenbuconazole (11 parts), Tebuconazole (10 parts) or Iminoctadine trialbesilate (5 parts).
Preparation example 6 Emulsifiable concentrate (d1-1) [0045] Either one of the compounds (10 parts) among Compounds A, B and C as Component I (Group a), either one of the following mentioned compounds (added amount) as Component II (Group b), cyclo hexane (10 parts), Tween 20 (surfactant: 20 parts) and xylene (used as the remainder so that the total became 100 parts) were uniformly dissolved and mixed to obtain Emulsifiable concentrate (d1-1 [0046] Compounds (added amount) as Component II (Group b) were Boscalid (20 parts), Flutolanil (3.5 parts), Fen-buconazole (11 parts), Tebuconazole (10 parts), Triflumizole (15 parts), Ipconazole (10 parts), Tetraconazole (10 parts), Triadimefon (25 parts) or Difenoconazole (25 parts).
Preparation example 7 Granules (e1-1) [0047] Either one of the compounds (5 parts) among Compounds A, B and C as Component I (Group a), either one of the following mentioned compounds (added amount) as Component II (Group b), wetting agent (Neopelex No. 6F Powder: 0.5 part), binder (AMICOL No. 1: 3 parts), talc (15 parts) and clay (used as the remainder so that the total became 100 parts) were mixed, hydrolyzed and then, molded by a pellet mill. The obtained molded product was dried and seived to obtain Granules (e1-1).
[0048] Compounds (added amount) as Component II (Group b) were Boscalid (25 parts), Fludioxonil (10 parts), Fenhexamid (25 parts), Iminoctadine trialbesilate (15 parts), Penthiopyrad (10 parts), Simeconazole (10 parts), Azoxys-trobin (10 parts), Flutolanil (3.5 parts), Furametpyr (10 parts), Tebuconazole (10 parts), Mancozeb (7 parts), Diclocymet (3 parts), Metominostrobin (10 parts) or Carpropamid (15 parts).
Comparative preparation example 1 Wettable powder (a1-2) [0049] Either one of the compounds (10 parts) among Compounds A, B and C as Component I (Group a), Neogen Powder(0.2 part), Carplex(0.2 part), GOHSENOL (0.1 part), Radiolite (1 part) and H fine powder(used as the remainder so that the total became 100 parts) were pulverized and mixed to obtain Wettable powder (a1-2).
Comparative preparation example 2 Wettable powder (a2-2) [0050] Either one of the compounds (5 parts) among Compounds A, B and C as Component I (Group a), Neogen Powder (0.2 part), Carplex (0.2 part), GOHSENOL (0.1 part), Radiolite (1 part) and H fine powder (used as the remainder so that the total became 100 parts) were pulverized and mixed to obtain Wettable powder (a2-2).
Comparative preparation example 3 Dust formulation (b1-2) [0051] Either one of the compounds (2 parts) among Compounds A, B and C as Component I (Group a) and clay (98 parts) were uniformuly pulverized and mixed to obtain Powder (b1-2).
Comparative preparation example 4 Dust formulation (b2-2) [0052] Either one of the compounds (10 parts) among Compounds A, B and C as Component I (Group a), flocculant (Driless A: 0.3 part), clay (50 parts), calcium carbonate (used as the remainder so that the total became 100 parts) were mixed and pulverized by a pin mill to obtain Powder (b2-2).
Comparative preparation example 5 Flowable (c1-1) [0053] Either one of the compounds (5 parts) among Compounds A, B and C as Component I (Group a), propylene glycol (7 parts), sodium lignosulfate (4 parts), sodium dioctylsulfosuccinate (2 parts) and water (82 parts) were wet pulverized by a sand grinder to obtain Flowable (c1-1).
Comparative preparation example 6 Emulsifiable concentrate (d1 -2) [0054] Either one of the compounds (10 parts) among Compounds A, B and C as Component I (Group a), cyclo hexane (10 parts), xylene (50 parts) and Tween 20 (surfactant: used as the remainder so that the total became 100 parts) were uniformly dissolved and mixed to obtain Emulsifiable concentrate (d1-2).
Comparative preparation example 7 Granules (e1-2) [0055] Either one of the compounds (5 parts) among Compounds A, B and C as Component I (Group a), wetting agent (Neopelex No. 6F Powder: 0.5 part), binder (AMICOL No. 1: 3 parts), talc (15 parts) and clay (used as the remainder so that the total became 100 parts) were uniformly mixed, hydrolyzed, and then, molded by a pellet mill. The obtained molded product was dried and seived to obtain Granules (e1-2).
Test example 1 Tomato gray mold preventive test (Diethofencarb-resistant strain) [0056] In a greenhouse, tomato (variety: Ohgata-Fukuju) planted in a plastic pot having a diameter of 5 cm was grown to the 2nd to 3rd-leaf stage. Wettable powder prepared according to Preparation example 1 and Preparation example 2 were diluted to a predetermined concentration with water, and sprayed with a spray gun with 10 ml per 2 pots. After drying the chemical liquid, a conidiospore suspension prepared from Botrytis cinerea (Diethofencarb-resistant strain) which had been previously cultured on a MY medium were inoculated by spraying. After inoculation, the pots were placed in a high-humidity chamber (20 to 22°C), and after 2 days, the pots were taken out and controlling effects were examined. In the examination, a ratio of lesion area occupied per whole leaflet of tomato was determined according to the indexes of the following mentioned degree of diseases. Also, from the average degree of diseases of each treated district, the control value was calculated from the following numerical formula. Incidentally, as a comparison, Wettable powder prepared according to Comparative preparation example 1 and Comparative preparation example 2 were similarly tested, and controlling effects were examined. The results of the spreading test and the theoretical value according to the Colby’s formula are shown in Table 3.
Index of degree of disease [0057]
Index Degree of disease 0 No lesion 1 Lesion area is less than 1/3 of whole leaflet 2 Lesion area is 1/3 or more and less than 2/3 of whole leaflet 3 Lesion area is 2/3 or more of whole leaflet [0058] Incidentally, average values of the each treated district and non-treated district were used as the degree of diseases.
[0059] The control value was calculated from the following formula.
Control value = (1-Ratio of diseased leaflets in the treated district /Ratio of diseased leaflets in the non-treated district) xlOO
[0060] Here, Colby’s formula is X = P+Q-PxQ/100, wherein X is a theoretical value of the control value, P is a control value where a certain chemical is spread alone, and Q is a control value where chemicals to be used in combination are spread in admixture.
[Table 3-1]
Effective ingredient in the preparation Treatment concentration (ppm) Control value Theoretical value A+Maneb 10 + 177.5 90 86 A + Oxpoconazole fumarate 10 + 10 100 83 A+Boscalid 10 + 50 100 86 A + Diethofencarb 10 + 12.5 90 83 A + Fludioxonil 10 + 20 100 94 A + Thiophanate-methyl 10 + 70 100 91 A+Fenhexamid 10 + 50 100 92 A + Iminoctadine trialbesilate 10 + 40 100 94 A + Penthiopyrad 10 + 10 100 89 (continued)
Effective ingredient in the preparation Treatment concentration (ppm) Control value Theoretical value A + Simeconazole 10+ 10 100 89 B + Maneb 10 + 177.5 100 86 B + Oxpoconazole fumarate 10+ 10 100 83 B + Boscalid 10 + 50 100 86 B + Diethofencarb 10 + 12.5 100 83 B + Fludioxonil 10 + 20 100 94 B + Thiophanate-methyl 10 + 70 100 91 B + Fenhexamid 10 + 50 100 92 B + Iminoctadine trialbesilate 10 + 40 100 94 B + Penthiopyrad 10 + 10 100 89 B + Simeconazole 10 + 10 100 89 [Table 3-2] C + Maneb 10+177.5 95 83 C + Oxpoconazole fumarate 10 + 10 95 80 C + Boscalid 10 + 50 100 83 C + Diethofencarb 10 + 12.5 93 80 C + Fludioxonil 10 + 20 100 93 C + Thiophanate-methyl 10 + 70 100 89 C + Fenhexamid 10 + 50 100 90 C + Iminoctadine trialbesilate 10 + 40 100 93 C + Penthiopyrad 10 + 10 100 87 C + Simeconazole 10 + 10 98 87
Maneb 177.5 17
Oxpoconazole fumarate 10 0
Boscalid 50 17
Diethofencarb 12.5 0
Fludioxonil 20 67
Thiophanate-methyl 70 43
Fenhexamid 50 50
Iminoctadine trialbesilate 40 67
Penthiopyrad 10 33
Simeconazole 10 33 A 10 83 B 10 83 C 10 80 [0061] From the results shown in the above-mentioned Table 3, it could be understood that synergistic effects could be obtained when Compound A, B or C and the compound of Group b are used in combination. Incidentally, even when Compound A, B or C and the compound of Group b are used in combination, no chemical damage symptom was admitted in the plant material, tomato (variety: Ohgata-Fukuju).
Test example 2 Rice blast preventive test [0062] In a greenhouse, rice (variety: Sachikaze) planted in a plastic pot having a diameter of 5 cm was grown to the 3rd to 4th-leaf stage. Spray was carried out in the same manner as in Test example 1, and after 3 days from the spray, a conidiospore suspension prepared from Pyricularia oryzae which had been previously cultured on an oatmeal medium were inoculated by spraying. After inoculation, the pots were placed in a high-humidity chamber (20 to 23°C), and taken out on the next day and transferred into a greenhouse. Controlling effects were examined after 7 days from the inoculation. In the examination, a ratio of lesion area occupied per one leaf of rice was determined according to the same index as in Test example 1, and the control value and the theoretical value according to Colby’s formula were similarly calculated. The results are shown in Table 4.
[Table 4-1]
Effective ingredient in the preparation Treatment concentration (ppm) Controlvalue Theoretical value A + Azoxystrobin 10 + 8 67 38 A + Ferimzone 10 + 10 60 38 A + Flutolanil 10 + 25 50 38 A + Furametpyr 10 + 10 60 36 B + Azoxystrobin 10 + 8 90 84 B + Ferimzone 10 + 10 97 84 B +Flutolanil 10 + 25 98 84 B + Furametpyr 10 + 10 97 84 [Table 4-2] C + Azoxystrobin 10 + 8 95 79 C + Ferimzone 10 + 10 97 79 C +Flutolanil 10 + 25 95 79 C + Furametpyr 10 + 10 97 79
Azoxystrobin 8 6.7
Ferimzone 10 6.7
Flutolanil 25 6.7
Furametpyr 10 3.3 A 10 33 B 10 83 C 10 78 [0063] From the results shown in the above-mentioned Table 4, it could be understood that synergistic effects could be obtained when Compound A, B or C and the compound of Group b are used in combination. Incidentally, even when Compound A, B or C and the compound of Group b are used in combination, no chemical damage symptom was admitted in the plant material, rice (variety: Sachikaze).
Test example 3 Rice blast curative test [0064] In a greenhouse, rice (variety: Sachikaze) planted in a plastic pot having a diameter of 5 cm was grown to the 3rd to 4th-leaf stage. A conidiospore suspension prepared from Pyricularia oryzae which had been previously cultured on an oatmeal medium were inoculated by spraying. After inoculation, the pots were placed in a high-humidity chamber (20 to 23°C) and taken out on the next day, and spray was carried out in the same manner as in Test example 1. After drying the chemical liquid, the pots were transferred into a greenhouse, and controlling effects were examined after 7 days from the spray. In the examination, a ratio of lesion area occupied per one leaf of rice was determined according to the same index as in Test example 1, and the control value and the theoretical value according to Colby’s formula were similarly calculated. The results are shown in Table 5.
[Table 5]
Effective ingredient in the preparation Treatment concentration (ppm) Controlvalue Theoretical value A + Azoxystrobin 10 + 8 96 79 A + Ferimzone 10 + 10 89 77 A + Flutolanil 10 + 25 89 77 (continued)
Effective ingredient in the preparation Treatment concentration (ppm) Controlvalue Theoretical value A + Furametpyr 10 + 10 89 77 B + Azoxystrobin 10 + 8 96 86 B + Ferimzone 10 + 10 94 85 B + Flutolanil 10 + 25 94 85 B + Furametpyr 10 + 10 100 87 C + Azoxystrobin 10 + 8 94 86 C + Ferimzone 10 + 10 96 85 C + Flutolanil 10 + 25 91 85 C + Furametpyr 10 + 10 94 87
Azoxystrobin 8 1.8
Ferimzone 10 0
Flutolanil 25 0
Furametpyr 10 11 A 10 79 B 10 86 C 10 86 [0065] From the results shown in the above-mentioned Table 5, it could be understood that synergistic effects could be obtained when Compound A, B or C and the compound of Group b are used in combination. Incidentally, even when Compound A, B or C and the compound of Group b are used in combination, no chemical damage symptom was admitted in the plant material, rice (variety: Sachikaze).
Test example 4 Cucumber powdery mildew preventive test [0066] In a greenhouse, cucumber (variety: Sagamihanpaku) planted in a plastic pot having a diameter of 5 cm was grown to the 3rd to 5th-leaf stage. Spray was carried out in the same manner as in Test example 1, and 3 days after the spray, a conidiospore suspension prepared from Sphaerotheca fuliginea were inoculated on the leaf surface. After inoculation, the pots were placed in a thermostatic greenhouse (20 to 25°C), and controlling effects were examined after 7 days from the inoculation. In the examination, a ratio of lesion area occupied per one 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 Colby’s formula were similarly calculated. The results are shown in Table 6.
[Table 6-1]
Effective ingredient in the preparation Treatment concentration (ppm) Controlvalue Theoretical value A + Hexaconazole 10 + 2 67 58 A + Fenbuconazole 10 + 4.4 75 63 A + Tebuconazole 10 + 20 75 67 A + Simeconazole 10+ 10 67 50 A + Kresoxim-methyl 10 + 20 67 58 A + Triadimefon 10+ 10 67 50 A + Mepanipyrim 10 + 20 60 50 A + Imibenconazole 10 + 15 73 67 A + Cyflufenamid 10 + 1.7 83 67 A + Fenarimol 10 + 4 93 83 A + Triflumizole 10 + 6 83 67 B + Hexaconazole 10 + 2 93 67 B + Fenbuconazole 10 + 4.4 83 71 B + Tebuconazole 10 + 20 100 73 B + Simeconazole 10 + 10 83 60 (continued)
Effective ingredient in the preparation Treatment concentration (ppm) Control value Theoretical value B + Kresoxim-methyl 10 + 20 92 67 B + Triadimefon 10+ 10 73 60 B + Mepanipyrim 10 + 20 67 60 B + Imibenconazole 10+ 15 83 73 B + Cyflufenamid 10+ 1.7 93 73 B + Fenarimol 10 + 4 92 87 B + Triflumizole 10 + 6 93 73 [Table 6-2] C + Hexaconazole 10 + 2 85 71 C + Fenbuconazole 10 + 4.4 88 74 C + Tebuconazole 10 + 20 100 77 C + Simeconazole 10+ 10 88 65 C + Kresoxim-methyl 10 + 20 90 71 C + Triadimefon 10+ 10 76 65 C + Mepanipyrim 10 + 20 72 65 C + Imibenconazole 10+ 15 90 77 C + Cyflufenamid 10 + 1.7 100 77 C + Fenarimol 10 + 4 98 88 C + Triflumizole 10 + 6 98 77
Hexaconazole 2 17
Fenbuconazole 4.4 27
Tebuconazole 20 33
Simeconazole 10 0
Kresoxim-methyl 20 17
Triadimefon 10 0
Mepanipyrim 20 0
Imibenconazole 15 33
Cyflufenamid 1.7 33
Fenarimol 4 67
Triflumizole 6 33 A 10 50 B 10 60 C 10 65 [0067] From the results shown in the above-mentioned Table 6, it could be understood that synergistic effects could be obtained when Compound A, B or C and the compound of Group b are used in combination. Incidentally, even when Compound A, B or C and the compound of Group b are used in combination, no chemical damage symptom was admitted in the plant material, cucumber (variety: Sagamihanpaku).
Test example 5 Cucumber powdery mildew curative test [0068] In a greenhouse, cucumber (variety: Sagamihanpaku) planted in a plastic pot having a diameter of 5 cm was grown to the 3rd to 5th-leaf stage. A conidiospore suspension prepared from Sphaerotheca fuliginea were inoculated on the leaf surface, and the pots were transferred into a thermostatic greenhouse (20 to 25°C). Two days after inoculation, spray was carried out in the same manner as in Test example 1. After drying the chemical liquid, the pots were transferred into a thermostatic greenhouse, and controlling effects were examined after 7 days from the inoculation. In the examination, a ratio of lesion area occupied per one 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 Colby’s formula were similarly calculated. The results are shown in Table 7.
[Table 7-1]
Effective ingredient in the preparation Treatment concentration (ppm) Control value Theoretical value A + Hexaconazole 10 + 2 100 92 A + Fenbuconazole 10 + 4.4 100 92 A + Tebuconazole 10 + 20 100 89 A + Simeconazole 10 + 10 89 78 A + Kresoxim-methyl 10 + 20 96 89 A + Triadimefon 10 + 10 96 89 A + Mepanipyrim 10 + 20 100 92 A + Imibenconazole 10 + 15 100 92 A + Cyflufenamid 10 + 1.7 100 89 A+Fenarimol 10 + 4 100 93 A + Triflumizole 10 + 6 100 89 B + Flexaconazole 10 + 2 100 93 B + Fenbuconazole 10 + 4.4 100 93 B + Tebuconazole 10 + 20 100 91 B + Simeconazole 10+ 10 100 82 B + Kresoxim-methyl 10 + 20 98 91 B + Triadimefon 10 + 10 100 91 B + Mepanipyrim 10 + 20 100 93 B + Imibenconazole 10 + 15 100 93 B + Cyflufenamid 10 + 1.7 100 91 B + Fenarimol 10 + 4 100 94 B + Triflumizole 10 + 6 100 91 [Table 7-2] C + Flexaconazole 10+2 100 93 C + Fenbuconazole 10+4.4 100 93 C + Tebuconazole 10+20 100 91 C + Simeconazole 10+10 100 82 C + Kresoxim-methyl 10+20 97 91 C + Triadimefon 10+10 100 91 C + Mepanipyrim 10+20 100 93 C + Imibenconazole 10+15 100 93 C + Cyflufenamid 10+1.7 100 91 C + Fenarimol 10+4 100 94 C + Triflumizole 10+6 97 91
Flexaconazole 2 75
Fenbuconazole 4.4 75
Tebuconazole 20 67
Simeconazole 10 33
Kresoxim-methyl 20 67
Triadimefon 10 67
Mepanipyrim 20 75
Imibenconazole 15 75
Cyflufenamid 1.7 67
Fenarimol 4 78 (continued)
Triflumizole 6 67 A 10 67 B 10 73 C 10 73 [0069] From the results shown in the above-mentioned Table 7, it could be understood that synergistic effects could be obtained when Compound A, B or C and the compound of Group b are used in combination. Incidentally, even when Compound A, B or C and the compound of Group b are used in combination, no chemical damage symptom was admitted in the plant material, cucumber (variety: Sagamihanpaku).
Test example 6 Tomato late blight preventive test [0070] In a greenhouse, tomato (variety: Ohgata-Fukuju) planted in a plastic pot having a diameter of 5 cm was grown to the 2nd to 3rd-leaf stage. Spray was carried out in the same manner as in Test example 1, and after drying the chemical liquid, the pots were transferred into a greenhouse. After 3 days from the spray, a sporangium suspension of Phytophthora infestanswere inoculated by spraying. After inoculation, the pots were placed in a high-humidity chamber (20 to 22°C), transferred into a greenhouse on the next day, and controlling effects were examined after 7 days from the inoculation. A ratio of lesion area occupied per one 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 Colby’s formula were similarly calculated. The results are shown in Table 8.
[Table 8-1]
Effective ingredient in the preparation Treatment concentration (ppm) Control value Theoretical value A + Propamocarb hydrochloride 10+160 17 0 A+Ethaboxam 10+10 93 83 A + Mancozeb 10+7.5 83 67 A + Azoxystrobin 10+8 83 67 B + Propamocarb hydrochloride 10+160 33 0 B + Ethaboxam 10+10 97 83 B + Mancozeb 10+7.5 83 67 B + Azoxystrobin 10+8 83 67 [Table 8-2] C + Propamocarb hydrochloride 10+160 17 0 C + Ethaboxam 10+10 92 83 C + Mancozeb 10+7.5 83 67 C + Azoxystrobin 10+8 83 67
Propamocarb hydrochloride 160 0
Ethaboxam 10 83
Mancozeb 7.5 67
Azoxystrobin 8 67 A 10 0 B 10 0 C 10 0 [0071] From the results shown in the above-mentioned Table 8, it could be understood that synergistic effects could be obtained when Compound A, B or C and the compound of Group b are used in combination. Incidentally, even when Compound A, B or C and the compound of Group bare used in combination, no chemical damage symptom was admitted in the plant material, tomato (variety: Ohgata-Fukuju).
Test example 7 Tomato late blight curative test [0072] In a greenhouse, tomato (variety: Ohgata-Fukuju) planted in a plastic pot having a diameter of 5 cm was grown to the 2nd to 3rd-leaf stage. A sporangium suspension of Phytophthora infestans were inoculated, the pots were placed in a high-humidity chamber (20 to 22°C), and taken out on the next day and spray was carried out in the same manner as in Test example 1. After drying the chemical liquid, the pots were transferred into a greenhouse, and controlling effects were examined after 7 days from the inoculation. A ratio of lesion area occupied per one 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 Colby’s formula were similarly calculated. The results are shown in Table 9.
[Table 9-1]
Effective ingredient in the preparation Treatment concentration (ppm) Controlvalue Theoretical value A + Propamocarb hydrochloride 10+160 33 0 A+Ethaboxam 10+10 76 67 A+Mancozeb 10+7.5 6.7 0 A + Azoxystrobin 10+8 6.7 0 B + Propamocarb hydrochloride 10+160 33 0 B + Ethaboxam 10+10 83 67 B + Mancozeb 10+7.5 17 0 B + Azoxystrobin 10+8 17 0 [Table 9-2] C + Propamocarb hydrochloride 10+160 33 0 C + Ethaboxam 10+10 83 67 C + Mancozeb 10+7.5 17 0 C + Azoxystrobin 10+8 17 0
Propamocarb hydrochloride 160 0
Ethaboxam 10 67
Mancozeb 7.5 0
Azoxystrobin 8 0 A 10 0 B 10 0 C 10 0 [0073] From the results shown in the above-mentioned Table 9, it could be understood that synergistic effects could be obtained when Compound A, B or C and the compound of Group b are used in combination. Incidentally, even when Compound A, B or C and the compound of Group b are used in combination, no chemical damage symptom was admitted in the plant material, tomato (variety: Ohgata-Fukuju).
Test example 8 Cucumber downy mildew preventive test [0074] In a greenhouse, cucumber (variety: Sagamihanpaku) planted in a plastic pot having a diameter of 5 cm was grown to the 3rd to 5th-leaf stage. Spray was carried out in the same manner as in Test example 1, and after drying the chemical liquid, the pots were transferred into a greenhouse. After 3 days from the spray, a sporangium suspension of Pseudoperonospora cubensis were inoculated. After inoculation, the pots were placed in a high-humidity chamber (20 to 25°C), transferred into a greenhouse on the next day, and controlling effects were examined after 7 days from the inoculation. A ratio of lesion area occupied per one 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 Colby’s formula were similarly calculated. The results are shown in Table 10.
[Table 10-1]
Effective ingredient in the preparation Treatment concentration (ppm) Control value Theoretical value A + Propamocarb hydrochloride 10 + 160 80 36 A+Ethaboxam 10 + 10 80 36 A+Mancozeb 10 + 7.5 100 68 A + Azoxystrobin 10 + 8 80 68 B + Propamocarb hydrochloride 10 + 160 60 42 B + Ethaboxam 10 + 10 100 42 B + Mancozeb 10 + 7.5 100 71 B + Azoxystrobin 10 + 8 100 71 [Table 10-2] C + Propamocarb hydrochloride 10+160 71 46 C + Ethaboxam 10+10 100 46 C + Mancozeb 10+7.5 100 73 C + Azoxystrobin 10+8 100 73
Propamocarb hydrochloride 160 20
Ethaboxam 10 20
Mancozeb 7.5 60
Azoxystrobin 8 60 A 10 20 B 10 28 C 10 33 [0075] From the results of the above-mentioned Table 10, it could be understood that synergistic effects could be obtained when Compound A, B or C and the compound of Group b are used in combination. Incidentally, even when Compound A, B or C and the compound of Group b are used in combination, no chemical damage symptom was admitted in the plant material, cucumber (variety: Sagamihanpaku).
Test example 9 Cucumber downy mildew curative test [0076] In a greenhouse, cucumber (variety: Sagamihanpaku) planted in a plastic pot having a diameter of 5 cm was grown to the 3rd to 5th-leaf stage. A sporangium suspension of Pseudoperonospora cubensis were inoculated, the pots were placed in a high-humidity chamber (20 to 22°C) and taken out on the next day, and spray was carried out in the same manner as in Test example 1. After drying the chemical liquid, the pots were transferred into a greenhouse, and controlling effects were examined after 7 days from the inoculation. A ratio of lesion area occupied per one 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 Colby’s formula were similarly calculated. The results are shown in Table 11.
[Table 11-1]
Effective ingredient in the preparation Treatment concentration (ppm) Control value Theoretical value A + Propamocarb hydrochloride 10+160 92 17 A+Ethaboxam 10+10 83 72 A+Mancozeb 10+7.5 87 72 A + Azoxystrobin 10+8 100 93 B + Propamocarb hydrochloride 10+160 100 33 B + Ethaboxam 10+10 93 78 B + Mancozeb 10+7.5 87 78 B + Azoxystrobin 10+8 100 94 [Table 11-2] C + Propamocarb hydrochloride 10+160 100 33 C + Ethaboxam 10+10 93 78 C + Mancozeb 10+7.5 87 78 C + Azoxystrobin 10 + 8 100 94
Propamocarb hydrochloride 160 0
Ethaboxam 10 67
Mancozeb 7.5 67
Azoxystrobin 8 92 A 10 17 B 10 33 C 10 33 [0077] From the results shown in the above-mentioned Table 11, it could be understood that synergistic effects could be obtained when Compound A, B or C and the compound of Group b are used in combination. Incidentally, even when Compound A, B or C and the compound of Group b are used in combination, no symptom of chemical damage was admitted in the plant material, cucumber (variety: Sagamihanpaku).
UTILIZABILITY IN INDUSTRY
[0078] The plant disease control composition of the present invention showed a broad spectrum against various plant pathogens (for example, rice blast (Pyricularia oryzae), and gray mold (Botrytis cinerea) of tomato, cucumber and kidney bean, etc.) including fungi and bacteria resistant to chemicals, and shows excellent controlling effects (synergistic controlling effects) which could never be expected from a single component alone. Also, it shows high plant disease controlling effects against existing fungi and bacteria resistant to chemicals, and no chemical damage against plants can be admitted so that it can be used as an excellent plant disease controlling agent.
Claims 1. A plant disease control composition comprising (Group a) (a) at least one kind of a quinoline compound selected from the group consisting of (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, and (a-20) 3-(4,4,5-trifluoro-3,3-dim ethyl-3,4-dihydroisoquinolin-1-yl)quinoline, or a salt thereof, and (Group b) (b) one or more fungicide(s) selected from the group consisting of the following mentioned Groups:
Group (1) a Strobilurin series compound selected from (b-1-1) Azoxystrobin (b-1-2) Kresoxim-methyl (b-1-3) Pyraclostrobin (b-1-4) Picoxystrobin (b-1-5) Fluoxastrobin (b-1-6) Dimoxystrobin (b-1-7) Orysastrobin (b-1-8) Metominostrobin and (b-1-9) Trifloxystrobin
Group (2) a triazole series compound selected from (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-2-10) Epoxiconazole (b-2-11) Ipconazole (b-2-12) Metconazole (b-2-13) Propiconazole (b-2-14) Cyproconazole (b-2-15) Difenoconazole (b-2-17) Fluquinconazole (b-2-18) Flusilazole (b-2-19) Penconazole (b-2-21) Triadimenol (b-2-22) Flutriafol and (b-2-23) Myclobutanil
Group (3) an imidazole series compound selected from (b-3-1) Oxpoconazole fumarate (b-3-2) Triflumizole (b-3-3) Imazalil and (b-3-5) Prochloraz
Group (4) a carboxamide series compound selected from (b-4-1) Penthiopyrad (b-4-2) Flutolanil (b-4-3) Furametpyr (b-4-4) Boscalid (b-4-5) Fenhexamid (b-4-6) Cyflufenamid (b-4-8) Mandipropamid (b-4-9) Bixafen (b-4-10) Carboxin (b-4-14) Thifluzamide (b-4-16) Ethaboxam (b-4-17) Zoxamide (b-4-18) Tiadinil (b-4-19) Isotianil (b-4-22) Fluopicolide (b-4-23) Fluopyram (b-4-26) N-[2-(1,3-dimethylbutyl)phenyl]-5-fluoro-1,3-dimethyl-1 FI-pyrazol-4-carboxamide (b-4-27) N-{2-[1,1’-bi(cyclopropyl)-2-yl]phenyl}-3-(difluoromethyl)-1-methyl-1 FI-pyrazol-4-carbox-amide and (b-4-28) 3-(difluoromethyl)-N-(9-isopropyl-1,2,3,4-tetrahydro-1,4-methanonaphthalen5-yl)-1-me- thyl-1 H-pyrazol-4-carboxamide Group (9) a carbamate series compound selected from (b-9-2) Propamocarb hydrochloride (b-9-3) Diethofencarb and (b-9-4) Pyribencarb
Group (10) a dithiocarbamate series compound selected from (b-10-1) Manzeb (Mancozeb) (b-10-2) Maneb (b-10-3) Propineb (b-10-5) Metiram and (b-10-7) Thiuram
Group (12) a guanidine series compound selected from (b-12-1) Iminoctadine trialbesilate Group (13) a pyrimidine series compound selected from (b-13-1) Mepanipyrim (b-13-2) Fenarimol (b-13-3) Ferimzone (b-13-4) Cyprodinil and (b-13-5) Pyrimethanil
Group (15) a benzimidazole series compound selected from (b-15-2) Thiophanatemethyl (b-15-3) Benomyl (b-15-4) Carbendazim and (b-15-5) Thiabendazole
Group (16) a pyrrole series compound selected from (b-16-1) Fludioxonil as effective ingredients. 2. A controlling method for controlling plant diseases by applying the plant disease control composition according to Claim 1. 3. A method for controlling plant diseases, which comprises simultaneously applying a plant disease control composition containing the quinoline compound of Group a according to Claim 1 as an active ingredient and a plant disease control composition containing the fungicidal compound of Group b according to Claim 1 as an active ingredient, or after applying either one of the plant disease control composition containing the compound of Group a according to Claim 1 as an active ingredient or the plant disease control composition containing the fungicidal compound of Group b according to Claim 1 as an active ingredient, and, 1 minute to 2 weeks after the first application, applying the other above-mentioned composition.
Patentansprüche 1. Zusammensetzung zur Bekämpfung von Pflanzenkrankheiten, umfassend (Gruppe a) (a) mindestens eine Art einer Chinolinverbindung ausgewählt aus der Gruppe bestehend aus (a-14) 3-(5-fluor-3,3,4,4-tetramethyl-3,4-dihydroisochinolin-1-yl-chinolin, (a-18) 3-(4,4-difluor-3,3-dimethyl-3,4-dihydroisochinolin-1-yl)chinolin und (a-20) 3-(4,4,5-trifluor-3,3-dimethyl-3,4-dihydroisochinolin-1-yl)chinolin oder einem Salz davon, und (Gruppe b) (b) ein oder mehrere Fungizid(e) ausgewählt aus der Gruppe bestehend aus den nachfolgend aufgeführten
Gruppen:
Gruppe (1) eine Verbindung aus der Gruppe der Strobilurine ausgewählt aus (b-1-1) Azoxystrobin (b-1-2) Kresoxim-methyl (b-1-3) Pyraclostrobin (b-1-4) Picoxystrobin (b-1-5) Fluoxastrobin (b-1-6) Dimoxystrobin (b-1-7) Orysastrobin (b-1-8) Metominostrobin und (b-1-9) Trifloxystrobin
Gruppe (2) eine Verbindung aus der Gruppe der Triazole ausgewählt aus (b-2-1) Simeconazol (b-2-2) Tebuconazol (b-2-3) Fenbuconazol (b-2-4) Hexaconazol (b-2-5) Imibenconazol (b-2-6) Triadimefon (b-2-7) Tetraconazol (b-2-8) Prothioconazol (b-2-10) Epoxiconazol (b-2-11) Ipconazol (b-2-12) Metconazol (b-2-13) Propiconazol (b-2-14) Cyproconazol (b-2-15) Difenoconazol (b-2-17) Fluquinconazol (b-2-18) Flusilazol (b-2-19) Penconazol (b-2-21) Triadimenol (b-2-22) Flutriafol und (b-2-23) Myclobutanil
Gruppe (3) eine Verbindung aus der Gruppe der Imidazole ausgewählt aus (b-3-1) Oxpoconazolfumarat (b-3-2) Triflumizol (b-3-3) Imazalil und (b-3-5) Prochloraz
Gruppe (4) eine Verbindung aus der Gruppe der Carboxamide ausgewählt aus (b-4-1) Penthiopyrad (b-4-2) Flutolanil (b-4-3) Furametpyr (b-4-4) Boscalid (b-4-5) Fenhexamid (b-4-6) Cyflufenamid (b-4-8) Mandipropamid (b-4-9) Bixafen (b-4-10) Carboxin (b-4-14) Thifluzamid (b-4-16) Ethaboxam (b-4-17) Zoxamid (b-4-18) Tiadinil (b-4-19) Isotianil (b-4-22) Fluopicolid (b-4-23) Fluopyram (b-4-26) N-[2-(1,3-dimethylbutyl)phenyl]-5-fluor-1,3-dimethyl-1 H-pyrazol-4-carboxamid (b-4-27) N-{2-[1,1-bi(cyclopropyl)-2-yl]phenyl}-3-(difluormethyl)-1-methyl-1 H-pyrazol-4-carboxa-mid und (b-4-28) 3-(difluormethyl)-N-(9-isopropyl-1,2,3,4-tetrahydro-1,4-methanonaphthalen5-yl)-1-me-thyl-1 H-pyrazol-4-carboxamid
Gruppe (9) eine Verbindung aus der Gruppe der Carbamate ausgewählt aus (b-9-2) Propamocarbhydrochlorid (b-9-3) Diethofencarb und (b-9-4) Pyribencarb (Gruppe(10) eine Verbindung aus der Gruppe der Dithiocarbamate ausgewählt aus (b-10-1) Manzeb (Mancozeb) (b-10-2) Maneb (b-10-3) Propineb (b-10-5) Metiram und (b-10-7) Thiuram (Gruppe (12) eine Verbindung aus der Gruppe der Guanidine ausgewählt aus (b-12-1) Iminoctadinetrialbesilat Gruppe (13) eine Verbindung aus der Gruppe der Pyrimidine ausgewählt aus (b-13-1) Mepanipyrim (b-13-2) Fenarimol (b-13-3) Ferimzon (b-13-4) Cyprodinil und (b-13-5) Pyrimethanil (Gruppe (15) eine Verbindung aus der Gruppe der Benzimidazole ausgewählt aus (b-15-2) Thiophanatemethyl (b-15-3) Benomyl (b-15-4) Carbendazim und (b-15-5) Thiabendazol
Gruppe (16) eine Verbindung aus der Gruppe der Pyrrole ausgewählt aus (b-16-1) Fludioxonil als wirksame Inhaltsstoffe 2. Verfahren zur Bekämpfung von Pflanzenkrankheiten durch Aufträgen der Zusammensetzung zur Bekämpfung von Pflanzenkrankheiten nach Anspruch 1. 3. Verfahren zur Bekämpfung von Pflanzenkrankheiten, umfassend das gleichzeitige Aufträgen der Zusammensetzung zur Bekämpfung von Pflanzenkrankheiten, die die Chinolinverbindung der Gruppe a nach Anspruch 1 als einen Wirkstoff enthält, und einer Zusammensetzung zur Bekämpfung von Pflanzenkrankheiten, die die Fungizidverbindung der Gruppe b nach Anspruch 1 als einen Wirkstoff enthält, oder nach dem Aufträgen einer der Zusammensetzung zur Bekämpfung von Pflanzenkrankheiten, die die Verbindung der Gruppe a nach Anspruch 1 als einen Wirkstoff enthält, oder der Zusammensetzung zur Bekämpfung von Pflanzenkrankheiten, die die Fungizidverbindung der Gruppe b nach Anspruch 1 als einen Wirkstoff enthält, und 1 Minute bis 2 Wochen nach dem ersten Aufträgen, das Aufträgen der anderen oben genannten Verbindung.
Revendications 1. Composition permettant de lutter contre les maladies végétales comprenant : (Groupe a) (a) au moins un type de composé quinoléine choisi dans le groupe constitué par : (a-14) 3-(5-fluoro-3,3,4,4-tétraméthyl-3,4-dihydroisoquinoléin-1-yl)quinoléine, (a-18) 3-(4,4-difluoro-3,3-diméthyl-3,4-dihydroisoquinoléin-1-yl)quinoléine, et (a-20) 3-(4,4,5-trifluoro-3,3-diméthyl-3,4-dihydroisoquinoléin-1-yl)quinoléine, ou un sel de ceux-ci, et (Groupe b) (b) un ou plusieurs fongicides choisis dans le groupe constitué par les Groupes mentionnés ci-après :
Groupe (1) un composé de la série des strobilurines choisi parmi (b-1-1) Azoxystrobine (b-1-2) Krésoxim-méthyle (b-1-3) Pyraclostrobine (b-1-4) Picoxystrobine (b-1-5) Fluoxastrobine (b-1-6) Dimoxystrobine (b-1-7) Orysastrobine (b-1-8) Métominostrobine et (b-1-9) Trifloxystrobine
Groupe (2) un composé de la série des triazoles choisi parmi (b-2-1) Simeconazole (b-2-2) Tébuconazole (b-2-3) Fenbuconazole (b-2-4) Hexaconazole (b-2-5) Imibenconazole (b-2-6) Triadiméfon (b-2-7) Tétraconazole (b-2-8) Prothioconazole (b-2-10) Époxiconazole (b-2-11) Ipconazole (b-2-12) Metconazole (b-2-13) Propiconazole (b-2-14) Cyproconazole (b-2-15) Difénoconazole (b-2-17) Fluquinconazole (b-2-18) Flusilazole (b-2-19) Penconazole (b-2-21) Triadiménol (b-2-22) Flutriafol et (b-2-23) Myclobutanil
Groupe (3) un composé de la série des imidazoles choisi parmi (b-3-1) Fumarate d’oxpoconazole (b-3-2) Triflumizole (b-3-3) Imazalil et (b-3-5) Prochloraze
Groupe (4) un composé de la série des carboxamides choisi parmi (b-4-1) Penthiopyrad (b-4-2) Flutolanil (b-4-3) Furametpyr (b-4-4) Boscalid (b-4-5) Fenhexamid (b-4-6) Cyflufénamid (b-4-8) Mandipropamid (b-4-9) Bixafen (b-4-10) Carboxin (b-4-14) Thifluzamide (b-4-16) Éthaboxam (b-4-17) Zoxamide (b-4-18) Tiadinil (b-4-19) Isotianil (b-4-22) Fluopicolide (b-4-23) Fluopyram (b-4-26) N-[2-(1,3-diméthylbutyl)phényl]-5-fluoro-1,3-diméthyl-1 FI-pyrazol-4-carboxamide (b-4-27) N- {2-[1,1’-bi(cyclopropyl)-2-yl]phényl}-3-(difluorométhyl)-1-méthyl-1FI-pyrazol-4-car-boxamide, et (b-4-28) 3-(difluorométhyl)-N-(9-isopropyl-1,2,3,4-tétrahydro-1,4-méthanonaphtalèn-5-yl)-1-mé-thyl-1 FI-pyrazol-4-carboxamide
Groupe (9) un composé de la série des carbamates choisi parmi (b-9-2) chlorhydrate de propamocarb (b-9-3) diéthofencarb et (b-9-4) Pyribencarb
Groupe (10) un composé de la série des dithiocarbamates choisi parmi (b-10-1) Manzèbe (Mancozèbe) (b-10-2) Manèbe (b-10-3) Propinèbe (b-10-5) Métirame et (b-10-7) Thiurame
Groupe (12) un composé de la série des guanidines choisi parmi (b-12-1) Trialbésilate d’iminoctadine Groupe (13) un composé de la série des pyrimidines choisi parmi (b-13-1) Mépanipyrim (b-13-2) Fénarimol (b-13-3) Ferimzone (b-13-4) Cyprodinil et (b-13-5) Pyriméthanil
Groupe (15) un composé de la série des benzimidazoles choisi parmi (b-15-2) Thiophanate-méthyle (b-15-3) Bénomyle (b-15-4) Carbendazime et (b-15-5) Thiabendazole
Groupe (16) un composé de la série des pyrroles choisi parmi (b-16-1) Fludioxonil en tant qu’ingrédients actifs. 2. Procédé de lutte contre les maladies végétales par application de la composition permettant de lutter contre les maladies végétales selon la revendication 1. 3. Procédé de lutte contre les maladies végétales, comprenant simultanément l’application d’une composition permettant de lutter contre les maladies végétales contenant le composé quinoléine du Groupe a selon la revendication 1 comme ingrédient actif et d’une composition permettant de lutter contre les maladies végétales contenant le composé fongicide du Groupe b selon la revendication 1 en tant qu’ingrédient actif, ou bien, après l’application soit de la composition permettant de lutter contre les maladies végétales contenant le composé du Groupe a selon la revendication 1 en tant qu’ingrédient actif, soit de la composition permettant de lutter contre les maladies végétales contenant le composé fongicide du Groupe b selon la revendication 1 en tant qu’ingrédient actif, et une minute à deux semaines après la première application, l’application de l’autre desdites compositions mentionnées ci-avant.
REFERENCES CITED IN THE DESCRIPTION
This list of references cited by the applicant is for the reader’s convenience only. It does not form part of the European patent document. Even though great care has been taken in compiling the references, errors or omissions cannot be excluded and the EPO disclaims all liability in this regard.
Patent documents cited in the description • WO 2005070917 A [0008] [0019] [0036] · WO 199846607 A [0021] • JP 2007001944 A[0008] · JP 2000119275 A[0021] • WO 2007011022 A [0008] · WO 200238565 A [0021] • JP 2007217353 A [0008] · WO 200687325 A [0021] • EP 2103214 A1 [0008] · WO 200587773 A [0021] • WO 199715552 A [0021] · WO 200202527 A [0021] • WO 2003070705 A [0021] · WO 2003008372 A [0021] • WO 1999024413 A [0021 ] · WO 2005042474 A [0021 ] • WO 2004016088 A [0021] · WO 2007111024 A [0021] • WO 2003010149 A [0021] · JP 2006282508 A [0021] • WO 200374491 A [0021] · JP 2000281678 A [0021] • WO 200435589 A [0021] · WO 200192231 A [0021] • WO 200458723 A [0021] · JP 2000319270 A [0021] • WO 199921851 A [0021] · JP 2000226374 A [0021] • WO 200110825 A [0021]
Non-patent literature cited in the description • The Pesticide Manual. British Crop Protection Coun- · AGROW, 1995 [0021] cil Pubn. 2006 [0021]

Claims (3)

  1. ΕΡ2517562 ΛΙΜ iltlSSiölK ELLEN? VÉDEKEZÉST SZOLGÁLÓ KÉSZÍTMÉNY ÉS A NÖVÉNYI BETEGSÉGEK ELLENI VÉDÉKEZESS MÓDSZER A KÉSZÍTMÉNY ALKALMAZÁSÁVAL S2Á8ADÁIM! ígés^ypontök
    1. Növényi bstapépk elleni védekezési szolgái készítmény,: .Üify á köveíkezékebtaítaimazza: (a csoport) (a) legalább agy Kinoim-vegyiM az alábbi csoportból választva: {a-14} 3-{5'fíuor'3,3,4,4-tetm^tli-^^^lhídroexoKInoiia -1'=l}kino!ir:, lí II|llll!^ ';S'|fttll|llll (a-18) 3'(4I4-díTíuof-3I3-djmeí:i^3,4^ÍTíM3t^íizokiní>iin-1-ii)}<fnoljn és {a-20} 3-(4,4.5- v ifiuor- 3,3'-dimeitl^3,4~biáííárö^l?;pKinoSír!'1 -ií)Kin<>|ín, yagy annsk sgy söía és (b csoport) (b) egy vagy több gombaölöszsf u Májakban felserölt Cs%sáökat:t^teil;'bséport^íVÍÉsz{va: (1; Csoport egy vegyülő! a ströbiiurin-sofosatbóí a Kővetkezők közöl választva: (bó-ITszokísimbio (bA^teQxiffismsI (b-1-3) pSrakSöStrsbias s?tkox;sírobin (b-1'δ) fíuoxasSrobin |b4>S}:biíböxS§tfobm (b-1'7) orfeastrobio ib-l-B} metominostrobin ős (b-l-8> triílcKStrobin (2.) Csoport egy végyülat a iirszöEssfösatöől a következik közüí Viasziva;: i (b4G:):SkimököbaiSk5S::; {th2'2)t$bmnm, (b-2-3) fenbakonazel <\>?A) hexakonazoi (b'2-5) írnibenkonazoi ;|b^8) tbafregion :|b#7}MaHöéá29t (b-2-8) protlokooazoi (b-2-1Ö) epoxikonazo! (b-2'11) ipkonazot (b-2-12) metkonazol (b-2-13) propikoríaarot (b-2- 14} clpr okonazoi (b-2-Ί 5) $fenóHó«öÍ (b-2-17} fluqy sokoaazéi {b'2'1B} fluszíiazo! (54-19} penkonszot (b-2-21) triadímsno; (b-2-22) füitríáfci és (b-2-23} raikiobaíanll (3.) Csoport egy vegyüM az !míclazoI-sorosatböl a kővetkezők közül választva: {b-3-1) oxpQkertazcl fa marat (b-3-2) ifillumizol (b-3-3) Imazalil és (b-3-S) prokioraz |4.}·:θδοροη egy vegyülő? a karfeoxaaöd'ssrezatboi a köveíkozők kezűi választva: (b-4-1) pentsopiraci i'b-4-2; Moisnii (b-4'3) furameipir (b-4-4} beszkaüd (b-4-5) fenhexarotd (0-4-8} ciftufenamid (b-4-8}msndipmpamíd (fc4-8; bixaferi (b-4-iö; karboxin (h-4-14) titluzamid {13446} etaboxam {b4'1?} xoxamid (04-18} iiadmií (fe-4-1S)'Í20tiani.! p442) fiuopikelíd (b-4-23; ttsjopiram (b-4-26} N42-(!;34iaxdilá>utC4bnii]4r^uee1:.34ims4Íi-1H-pírazc4>4->karboxamid (b-4-2?} N42-|1(l'4ji(cikiopFop1)v24l}fenii)-3^diteóf-meÍH^mööt4H-pífazot>4ikaií>oxafW'd és 14-448} 3--(dinuoBnetit}-H'{9--ízopröp;M.. 2; 3.4~-teirahidro?1 s4^tena!taíéaSdi} -1H-piraz^-karboxámid: (9.)-Csoport egy vegyűíet a karbamábsorozaiböka következők közöl választva: :(b-é-2}:pfopaniokarb-htdroktOfld (ö-S-Svdístetekarb és :(fe--8-4} piribeakarb (10.) Csoport egy vegyöieta diíiokarbafaábsörózátbói akovslkezök közöl választva; íp> ΙΟΊ) manzeb (mankozeb) (b-10-2) maneh í(teÍÖ-3) propineb (b-10'5) metiram ás (b-10-7) tiuram (12.) Csoport agy vegyíhet a guanídin-sorezotbö! a köyeikézök közül valaszíva; (b-12~ 1) íminokíaPin trialbeszíiét (Ki) Csoport égy vágyóiét a pirímidim sorozatból a kivetkezők közi Viaszivai: (b-1;'M)rr:epsnipirím (b'13'2) íenarimoi (b-13-3) ferirfizön (b-13-4) cipmdinii ás <5-13-5) plÉbetanl (15.) Csoport egy vsgyóibi a választva: (b'-1S*2) tiofanát-msi (0-10-3} henomii (b-15-4) karbendazim és (b-Ki-5) tíabendazoi (Kis Csoport egy' vegyüiet a pífroi'Sorozatbói a kővetkezők kosi választva: (fe-íS-1) {ludioxonü mint hatóanyagot.
  2. 2, Növényi betegségek sílenl védekozisí modszor éz I; igény pont szedni növényi bgíppépk. elleni védekézést szolgáló készítmény atkaímssásávai.
  3. 3. Nöyányj betegségek elleni ^Pgkgzési iböcíszer, áhot arnöászéf a kővetkezőkből Ük egyiőejlíeg iükümazzük m 1, igénypont Skenntí: ,s csoport kinöiio-v^gyiMét hatóanyagként tartalmazó; növényi betegségek siíenl; védekezési ezeígáíl készítményt és t: igénypont szerinti JK import gombaöíö végyietét hatóanyagként tMaftaa^, növényi bmepégek eiíení védekezést készítményt, vagy miután alkalmaztak m 1 . fénypont széfinti β* csoport vegyületlt haióanyagfcém tartalmazö, növényi oétépégék elleni védékeMst szdgátö kéaziimény vagy m t*. igénypont szerinti Jtf ösepofi gombsötö vsgyüieiét hatóanyagként tartalmazó, növényi betegségek elfeni védekezést szolgáló készítmény közöl az egyik készítményt; 1 perc és 2 hét közötti időszak öttelte után alkalmazzuk a fent smiiteít másik készítményt.
HUE09852531A 2009-12-22 2009-12-22 Növényi betegségek elleni védekezést szolgáló készítmény és a növényi betegségek elleni védekezési módszer a készítmény alkalmazásával HUE033238T2 (hu)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
PCT/JP2009/071287 WO2011077514A1 (ja) 2009-12-22 2009-12-22 植物病害防除組成物及びそれを施用する植物病害の防除方法
EP09852531.4A EP2517562B1 (en) 2009-12-22 2009-12-22 Plant disease control composition and method for controlling plant diseases by applying the composition

Publications (1)

Publication Number Publication Date
HUE033238T2 true HUE033238T2 (hu) 2017-11-28

Family

ID=44195077

Family Applications (1)

Application Number Title Priority Date Filing Date
HUE09852531A HUE033238T2 (hu) 2009-12-22 2009-12-22 Növényi betegségek elleni védekezést szolgáló készítmény és a növényi betegségek elleni védekezési módszer a készítmény alkalmazásával

Country Status (14)

Country Link
US (5) US9288986B2 (hu)
EP (2) EP2517562B1 (hu)
KR (1) KR101719854B1 (hu)
CN (2) CN107873725A (hu)
AU (1) AU2009357098B2 (hu)
BR (1) BR112012015626B1 (hu)
CA (1) CA2785169C (hu)
ES (1) ES2617152T3 (hu)
HU (1) HUE033238T2 (hu)
MX (2) MX348445B (hu)
MY (1) MY159705A (hu)
PL (1) PL2517562T3 (hu)
RU (1) RU2512302C2 (hu)
WO (1) WO2011077514A1 (hu)

Families Citing this family (285)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2517562B1 (en) 2009-12-22 2017-01-25 Mitsui Chemicals Agro, Inc. Plant disease control composition and method for controlling plant diseases by applying the composition
US20130209617A1 (en) * 2011-08-10 2013-08-15 Pace International, Llc Compositions and methods for use in promoting produce health
WO2013047750A1 (ja) 2011-09-29 2013-04-04 三井化学アグロ株式会社 3,4-ジヒドロイソキノリン誘導体の製造方法およびそれらの製造中間体
PL2762473T3 (pl) 2011-09-29 2017-02-28 Mitsui Chemicals Agro, Inc. Sposób wytwarzania pochodnej 4,4-difluoro-3,4-dihydroizochinoliny
NZ705670A (en) * 2012-09-25 2018-07-27 Buckman Laboratories Int Inc Method and system for the enhancement of the biocidal efficacy of monoalkyldithiocarbamate salts
WO2014056780A1 (en) 2012-10-12 2014-04-17 Basf Se A method for combating phytopathogenic harmful microbes on cultivated plants or plant propagation material
CN104955813A (zh) 2012-11-27 2015-09-30 巴斯夫欧洲公司 取代的[1,2,4]***化合物
EP2928873A1 (en) 2012-11-27 2015-10-14 Basf Se Substituted 2-[phenoxy-phenyl]-1-[1,2,4]triazol-1-yl-ethanol compounds and their use as fungicides
WO2014082871A1 (en) 2012-11-27 2014-06-05 Basf Se Substituted 2-[phenoxy-phenyl]-1-[1,2,4]triazol-1-yl-ethanol compounds and their use as fungicides
WO2014082879A1 (en) 2012-11-27 2014-06-05 Basf Se Substituted [1,2,4]triazole compounds
WO2014086856A1 (en) 2012-12-04 2014-06-12 Basf Agro B.V., Arnhem (Nl) Compositions comprising a quillay extract and a biopesticide
WO2014086854A1 (en) 2012-12-04 2014-06-12 Basf Agro B.V., Arnhem (Nl) Compositions comprising a quillay extract and a plant growth regulator
WO2014086850A1 (en) 2012-12-04 2014-06-12 Basf Agro B.V., Arnhem (Nl) Compositions comprising a quillay extract and a fungicidal inhibitor of respiratory complex ii
EP2935237A1 (en) 2012-12-19 2015-10-28 Basf Se Substituted [1,2,4]triazole compounds and their use as fungicides
EP2746279A1 (en) 2012-12-19 2014-06-25 Basf Se Fungicidal imidazolyl and triazolyl compounds
US10071971B2 (en) 2012-12-19 2018-09-11 Basf Se Substituted [1,2,4]triazole compounds and their use as fungicides
EP2746277A1 (en) 2012-12-19 2014-06-25 Basf Se Fungicidal imidazolyl and triazolyl compounds
EP2746263A1 (en) 2012-12-19 2014-06-25 Basf Se Alpha-substituted triazoles and imidazoles
EP2746262A1 (en) 2012-12-19 2014-06-25 Basf Se Substituted [1,2,4]triazole and imidazole compounds for combating phytopathogenic fungi
EP2746264A1 (en) 2012-12-19 2014-06-25 Basf Se Substituted [1,2,4]triazole and imidazole compounds
WO2014095547A1 (en) 2012-12-19 2014-06-26 Basf Se New substituted triazoles and imidazoles and their use as fungicides
EP2746266A1 (en) 2012-12-19 2014-06-25 Basf Se New substituted triazoles and imidazoles and their use as fungicides
EP2746255A1 (en) 2012-12-19 2014-06-25 Basf Se Substituted [1,2,4]triazole and imidazole compounds
WO2014095534A1 (en) 2012-12-19 2014-06-26 Basf Se New substituted triazoles and imidazoles and their use as fungicides
EP2746278A1 (en) 2012-12-19 2014-06-25 Basf Se Substituted [1,2,4]triazole and imidazole compounds
WO2014095555A1 (en) 2012-12-19 2014-06-26 Basf Se New substituted triazoles and imidazoles and their use as fungicides
WO2014095381A1 (en) 2012-12-19 2014-06-26 Basf Se Fungicidal imidazolyl and triazolyl compounds
EP2746256A1 (en) 2012-12-19 2014-06-25 Basf Se Fungicidal imidazolyl and triazolyl compounds
EP2934147B1 (en) 2012-12-20 2019-11-27 BASF Agro B.V. Compositions comprising a triazole compound
EP2746257A1 (en) 2012-12-21 2014-06-25 Basf Se Substituted [1,2,4]triazole and imidazole compounds
EP2746259A1 (en) 2012-12-21 2014-06-25 Basf Se Substituted [1,2,4]triazole and imidazole compounds
EP2746258A1 (en) 2012-12-21 2014-06-25 Basf Se Substituted [1,2,4]triazole and imidazole compounds
EP2746260A1 (en) 2012-12-21 2014-06-25 Basf Se Substituted [1,2,4]triazole and imidazole compounds
WO2014124850A1 (en) 2013-02-14 2014-08-21 Basf Se Substituted [1,2,4]triazole and imidazole compounds
BR112015021575B1 (pt) * 2013-04-16 2021-09-08 Upl Limited Composição fungicida compreendendo ciazofamida e hexametilenotetramina, processo para o seu preparo e método de tratamento
EP2813499A1 (en) 2013-06-12 2014-12-17 Basf Se Substituted [1,2,4]triazole and imidazole compounds
EP2815647A1 (en) 2013-06-18 2014-12-24 Basf Se Novel strobilurin-type compounds for combating phytopathogenic fungi
EP2815649A1 (en) 2013-06-18 2014-12-24 Basf Se Fungicidal mixtures II comprising strobilurin-type fungicides
WO2014202421A1 (en) * 2013-06-18 2014-12-24 Basf Se Fungicidal mixtures i comprising strobilurin-type fungicides
WO2015011615A1 (en) 2013-07-22 2015-01-29 Basf Corporation Mixtures comprising a trichoderma strain and a pesticide
WO2015011166A1 (en) * 2013-07-24 2015-01-29 Bayer Cropscience Ag Binary fungicidal composition
EP2835052A1 (en) 2013-08-07 2015-02-11 Basf Se Fungicidal mixtures comprising pyrimidine fungicides
EP2839745A1 (en) 2013-08-21 2015-02-25 Basf Se Agrochemical formulations comprising a 2-ethyl-hexanol alkoxylate
US20160221964A1 (en) 2013-09-16 2016-08-04 Basf Se Fungicidal pyrimidine compounds
WO2015036059A1 (en) 2013-09-16 2015-03-19 Basf Se Fungicidal pyrimidine compounds
LT3057424T (lt) * 2013-10-16 2018-09-10 Bayer Cropscience Aktiengesellschaft Aktyvaus junginio deriniai, apimantys (tio)karboksamido darinį ir fungicidinį junginį
EP3057420B1 (en) 2013-10-18 2018-12-12 BASF Agrochemical Products B.V. Use of pesticidal active carboxamide derivative in soil and seed application and treatment methods
EP3068890B1 (en) * 2013-11-11 2019-01-09 Basf Se Antifungal penicillium strains, fungicidal extrolites thereof, and their use
CN105873909A (zh) 2013-12-12 2016-08-17 巴斯夫欧洲公司 取代的[1,2,4]***和咪唑化合物
WO2015091645A1 (en) 2013-12-18 2015-06-25 Basf Se Azole compounds carrying an imine-derived substituent
WO2015104422A1 (en) 2014-01-13 2015-07-16 Basf Se Dihydrothiophene compounds for controlling invertebrate pests
WO2015117563A1 (en) * 2014-02-07 2015-08-13 Syngenta Participations Ag Microbiocidal heterobicyclic derivatives
PL3107391T3 (pl) * 2014-02-19 2018-08-31 Bayer Cropscience Aktiengesellschaft Grzybobójcze kompozycje alkoksyamidów kwasów pirazolokarboksylowych
ES2657999T3 (es) * 2014-03-04 2018-03-07 Syngenta Participations Ag Derivados heterobicíclicos microbicidas
BR112016021563B1 (pt) * 2014-03-20 2021-12-21 Mitsui Chemicals Agro, Inc Composição para o controle de doença de pantas e método para controlar doença de plantas por aplicação da mesma
BR112016020117B1 (pt) 2014-03-26 2020-03-17 Basf Se “compostos, composição e método para o combate dos fungos fitopatogênicos
EP2924027A1 (en) 2014-03-28 2015-09-30 Basf Se Substituted [1,2,4]triazole and imidazole fungicidal compounds
EP2949649A1 (en) 2014-05-30 2015-12-02 Basf Se Fungicide substituted [1,2,4]triazole and imidazole compounds
EP2949216A1 (en) 2014-05-30 2015-12-02 Basf Se Fungicidal substituted alkynyl [1,2,4]triazole and imidazole compounds
EP2952512A1 (en) 2014-06-06 2015-12-09 Basf Se Substituted [1,2,4]triazole compounds
EP2952506A1 (en) 2014-06-06 2015-12-09 Basf Se Substituted [1,2,4]triazole and imidazole compounds
BR112016027983B1 (pt) 2014-06-06 2021-11-03 Basf Se Uso dos compostos, composição agroquímica e método para o combate dos fungos fitopatogênicos
EP2952507A1 (en) 2014-06-06 2015-12-09 Basf Se Substituted [1,2,4]triazole compounds
AR100743A1 (es) 2014-06-06 2016-10-26 Basf Se Compuestos de [1,2,4]triazol sustituido
EP2979549A1 (en) 2014-07-31 2016-02-03 Basf Se Method for improving the health of a plant
WO2016055431A1 (en) 2014-10-06 2016-04-14 Basf Se Substituted pyrimidinium compounds for combating animal pests
BR112017008200A2 (pt) 2014-10-24 2017-12-26 Basf Se partículas, método para depositar um metal a partir de um eletrólito, e, usos de um polímero e das partículas.
WO2016071499A1 (en) 2014-11-06 2016-05-12 Basf Se 3-pyridyl heterobicyclic compound for controlling invertebrate pests
EP3028573A1 (en) 2014-12-05 2016-06-08 Basf Se Use of a triazole fungicide on transgenic plants
CN107207443A (zh) 2015-02-06 2017-09-26 巴斯夫欧洲公司 作为硝化抑制剂的吡唑化合物
MX2017010401A (es) 2015-02-11 2017-12-07 Basf Se Mezcla plaguicida que comprende un compuesto pirazol, un insecticida y un fungicida.
WO2016128240A1 (en) 2015-02-11 2016-08-18 Basf Se Pesticidal mixture comprising a pyrazole compound and two fungicides
CN111303116B (zh) * 2015-03-27 2023-10-10 先正达参股股份有限公司 杀微生物的杂二环衍生物
CA2980505A1 (en) 2015-04-07 2016-10-13 Basf Agrochemical Products B.V. Use of an insecticidal carboxamide compound against pests on cultivated plants
CA2983964A1 (en) 2015-05-12 2016-11-17 Basf Se Thioether compounds as nitrification inhibitors
WO2016198611A1 (en) 2015-06-11 2016-12-15 Basf Se N-(thio)acylimino heterocyclic compounds
WO2016198613A1 (en) 2015-06-11 2016-12-15 Basf Se N-(thio)acylimino compounds
WO2017016883A1 (en) 2015-07-24 2017-02-02 Basf Se Process for preparation of cyclopentene compounds
PE20181145A1 (es) 2015-07-24 2018-07-17 Basf Se Compuestos de piridina
AU2016316784B2 (en) 2015-09-03 2020-10-22 BASF Agro B.V. Microparticle compositions comprising saflufenacil
PE20181006A1 (es) 2015-10-02 2018-06-26 Basf Se Compuestos de imino con un sustituyente de 2-cloropirimidin-5-ilo como agentes de control de plagas
EP3359530A1 (en) * 2015-10-05 2018-08-15 Basf Se Pyridine derivatives for combating phytopathogenic fungi
US20190135798A1 (en) 2015-11-02 2019-05-09 Basf Se Substituted Oxadiazoles for Combating Phytopathogenic Fungi
EP3165094A1 (en) 2015-11-03 2017-05-10 Basf Se Substituted oxadiazoles for combating phytopathogenic fungi
US20180317490A1 (en) 2015-11-04 2018-11-08 Basf Se Substituted oxadiazoles for combating phytopathogenic fungi
EP3165093A1 (en) 2015-11-05 2017-05-10 Basf Se Substituted oxadiazoles for combating phytopathogenic fungi
EP3167716A1 (en) 2015-11-10 2017-05-17 Basf Se Substituted oxadiazoles for combating phytopathogenic fungi
WO2017081312A1 (en) 2015-11-13 2017-05-18 Basf Se Substituted oxadiazoles for combating phytopathogenic fungi
WO2017081310A1 (en) 2015-11-13 2017-05-18 Basf Se Substituted oxadiazoles for combating phytopathogenic fungi
JP2019502661A (ja) 2015-11-19 2019-01-31 ビーエーエスエフ ソシエタス・ヨーロピアBasf Se 植物病原菌を駆除するための置換オキサジアゾール
JP2018537457A (ja) 2015-11-19 2018-12-20 ビーエーエスエフ ソシエタス・ヨーロピアBasf Se 植物病原菌を駆除するための置換オキサジアゾール
PL3383183T3 (pl) 2015-11-30 2020-11-16 Basf Se Kompozycje zawierające cis-jasmon i bacillus amyloliquefaciens
EP3383849B1 (en) 2015-12-01 2020-01-08 Basf Se Pyridine compounds as fungicides
CN108290839A (zh) 2015-12-01 2018-07-17 巴斯夫欧洲公司 作为杀真菌剂的吡啶化合物
UA107869U (uk) * 2015-12-21 2016-06-24 Товариство З Обмеженою Відповідальністю "Альфа Хімгруп" Фунгіцидна композиція для передпосівної обробки насіння пшениці
EP3205208A1 (en) 2016-02-09 2017-08-16 Basf Se Mixtures and compositions comprising paenibacillus strains or fusaricidins and chemical pesticides
BR112018068034A2 (pt) 2016-03-09 2019-01-08 Basf Se compostos espiro da fórmula i, composição, composição agrícola para combater pragas animais, método de combate ou controle de pragas invertebradas, método de proteção de plantas, semente e uso dos compostos
EP3426044A1 (en) 2016-03-10 2019-01-16 Basf Se Fungicidal mixtures iii comprising strobilurin-type fungicides
BR112018068042A2 (pt) 2016-03-11 2019-01-08 Basf Se métodos para controlar pragas de plantas, material de propagação de planta e uso de um ou mais compostos de fórmula i
US11570992B2 (en) 2016-04-01 2023-02-07 Basf Se Bicyclic compounds
EP3442951A1 (en) 2016-04-11 2019-02-20 Basf Se Substituted oxadiazoles for combating phytopathogenic fungi
AU2017267129A1 (en) 2016-05-18 2018-11-22 Basf Se Capsules comprising benzylpropargylethers for use as nitrification inhibitors
WO2017207368A1 (en) 2016-06-02 2017-12-07 BASF Agro B.V. Fungicidal compositions
WO2018050421A1 (en) 2016-09-13 2018-03-22 Basf Se Fungicidal mixtures i comprising quinoline fungicides
WO2018054711A1 (en) 2016-09-26 2018-03-29 Basf Se Pyridine compounds for controlling phytopathogenic harmful fungi
WO2018054723A1 (en) 2016-09-26 2018-03-29 Basf Se Pyridine compounds for controlling phytopathogenic harmful fungi
WO2018054721A1 (en) 2016-09-26 2018-03-29 Basf Se Pyridine compounds for controlling phytopathogenic harmful fungi
WO2018060039A1 (en) * 2016-09-28 2018-04-05 Syngenta Participations Ag Fungicidal compositions
WO2018065182A1 (en) 2016-10-04 2018-04-12 Basf Se Reduced quinoline compounds as antifuni agents
WO2018073110A1 (en) 2016-10-20 2018-04-26 Basf Se Quinoline compounds as fungicides
JP2020502117A (ja) 2016-12-16 2020-01-23 ビーエーエスエフ ソシエタス・ヨーロピアBasf Se 殺生物剤化合物
WO2018114393A1 (en) 2016-12-19 2018-06-28 Basf Se Substituted oxadiazoles for combating phytopathogenic fungi
EP3339297A1 (en) 2016-12-20 2018-06-27 Basf Se Substituted oxadiazoles for combating phytopathogenic fungi
EP3338552A1 (en) 2016-12-21 2018-06-27 Basf Se Use of a tetrazolinone fungicide on transgenic plants
CN110191881A (zh) 2017-01-23 2019-08-30 巴斯夫欧洲公司 杀真菌的吡啶化合物
WO2018149754A1 (en) 2017-02-16 2018-08-23 Basf Se Pyridine compounds
TWI772367B (zh) * 2017-02-16 2022-08-01 瑞士商先正達合夥公司 殺真菌組成物
EP3585773B1 (en) 2017-02-21 2021-04-07 Basf Se Substituted oxadiazoles for combating phytopathogenic fungi
CA3054406C (en) 2017-02-28 2022-05-03 Mitsui Chemicals Agro, Inc. Composition for controlling plant diseases and method for controlling plant diseases applying the same
WO2018162312A1 (en) 2017-03-10 2018-09-13 Basf Se Spirocyclic derivatives
WO2018166855A1 (en) 2017-03-16 2018-09-20 Basf Se Heterobicyclic substituted dihydroisoxazoles
ES2950451T3 (es) 2017-03-28 2023-10-10 Basf Se Compuestos plaguicidas
US11578083B2 (en) 2017-03-31 2023-02-14 Basf Se Pyrimidinium compounds and their mixtures for combating animal pests
WO2018184882A1 (en) 2017-04-06 2018-10-11 Basf Se Pyridine compounds
EP3606912A1 (en) 2017-04-07 2020-02-12 Basf Se Substituted oxadiazoles for combating phytopathogenic fungi
WO2018188962A1 (en) 2017-04-11 2018-10-18 Basf Se Substituted oxadiazoles for combating phytopathogenic fungi
RU2665087C1 (ru) * 2017-04-18 2018-08-28 Федеральное государственное бюджетное образовательное учреждение высшего образования "Казанский государственный аграрный университет" (ФГБОУ ВО Казанский ГАУ) Способ повышения засухоустойчивости и устойчивости к болезням ярового ячменя
CN110678442A (zh) 2017-04-20 2020-01-10 Pi工业有限公司 新型苯胺化合物
WO2018192793A1 (en) 2017-04-20 2018-10-25 Basf Se Substituted rhodanine derivatives
WO2018197466A1 (en) 2017-04-26 2018-11-01 Basf Se Substituted succinimide derivatives as pesticides
EP3618629A1 (en) 2017-05-02 2020-03-11 Basf Se Fungicidal mixture comprising substituted 3-phenyl-5-(trifluoromethyl)-1,2,4-oxadiazoles
WO2018202487A1 (en) 2017-05-04 2018-11-08 Basf Se Substituted 5-(haloalkyl)-5-hydroxy-isoxazoles for combating phytopathogenic fungi
WO2018202491A1 (en) 2017-05-04 2018-11-08 Basf Se Substituted trifluoromethyloxadiazoles for combating phytopathogenic fungi
EP3618628A1 (en) 2017-05-05 2020-03-11 Basf Se Fungicidal mixtures comprising triazole compounds
ES2910854T3 (es) 2017-05-10 2022-05-13 Basf Se Compuestos pesticidas bicíclicos
WO2018210658A1 (en) 2017-05-15 2018-11-22 Basf Se Heteroaryl compounds as agrochemical fungicides
WO2018210660A1 (en) 2017-05-15 2018-11-22 Basf Se Heteroaryl compounds as agrochemical fungicides
WO2018210661A1 (en) 2017-05-15 2018-11-22 Basf Se Heteroaryl compounds as agrochemical fungicides
WO2018210659A1 (en) 2017-05-15 2018-11-22 Basf Se Heteroaryl compounds as agrochemical fungicides
JP2020520373A (ja) 2017-05-18 2020-07-09 ピーアイ インダストリーズ リミテッドPi Industries Ltd 植物病原性微生物に対して有用なホルムイミドアミジン化合物
CR20190580A (es) 2017-05-30 2020-02-10 Basf Se Compuestos de piridina y pirazina
WO2018219797A1 (en) 2017-06-02 2018-12-06 Basf Se Substituted oxadiazoles for combating phytopathogenic fungi
WO2018224455A1 (en) 2017-06-07 2018-12-13 Basf Se Substituted cyclopropyl derivatives
BR112019025331A2 (pt) 2017-06-16 2020-06-23 Basf Se Compostos da fórmula (i), composição, métodos de proteção de safras e de combate, método não terapêutico de tratamento, semente, uso dos compostos e uso de composto
US20200190043A1 (en) 2017-06-19 2020-06-18 Basf Se 2-[[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]aryloxy](thio)acetamides for combating phytopathogenic fungi
CN110678469B (zh) 2017-06-19 2023-03-03 巴斯夫欧洲公司 用于防除动物害虫的取代嘧啶鎓化合物和衍生物
WO2018234488A1 (en) 2017-06-23 2018-12-27 Basf Se SUBSTITUTED CYCLOPROPYL DERIVATIVES
WO2019002158A1 (en) 2017-06-30 2019-01-03 Basf Se SUBSTITUTED TRIFLUOROMETHYLOXADIAZOLES FOR THE CONTROL OF PHYTOPATHOGENIC FUNGI
WO2019025250A1 (en) 2017-08-04 2019-02-07 Basf Se SUBSTITUTED TRIFLUOROMETHYLOXADIAZOLES FOR COMBATING PHYTOPATHOGENIC FUNGI
WO2019038042A1 (en) 2017-08-21 2019-02-28 Basf Se SUBSTITUTED TRIFLUOROMETHYLOXADIAZOLES FOR THE CONTROL OF PHYTOPATHOGENIC FUNGI
EP3915379A1 (en) 2017-08-29 2021-12-01 Basf Se Pesticidal mixtures
WO2019042932A1 (en) 2017-08-31 2019-03-07 Basf Se METHOD FOR CONTROLLING RICE PARASITES IN RICE
EP3453706A1 (en) 2017-09-08 2019-03-13 Basf Se Pesticidal imidazole compounds
WO2019052932A1 (en) 2017-09-18 2019-03-21 Basf Se SUBSTITUTED TRIFLUOROMETHYLOXADIAZOLES FOR COMBATING PHYTOPATHOGENIC FUNGI
WO2019057660A1 (en) 2017-09-25 2019-03-28 Basf Se INDOLE AND AZAINDOLE COMPOUNDS HAVING 6-CHANNEL SUBSTITUTED ARYL AND HETEROARYL CYCLES AS AGROCHEMICAL FUNGICIDES
EP3694852A1 (en) 2017-10-13 2020-08-19 Basf Se Imidazolidine pyrimidinium compounds for combating animal pests
EP3713936B1 (en) 2017-11-23 2021-10-20 Basf Se Substituted trifluoromethyloxadiazoles for combating phytopathogenic fungi
WO2019115511A1 (en) 2017-12-14 2019-06-20 Basf Se Fungicidal mixture comprising substituted 3-phenyl-5-(trifluoromethyl)-1,2,4-oxadiazoles
WO2019115343A1 (en) 2017-12-15 2019-06-20 Basf Se Fungicidal mixture comprising substituted pyridines
WO2019121143A1 (en) 2017-12-20 2019-06-27 Basf Se Substituted cyclopropyl derivatives
AU2018389186A1 (en) 2017-12-20 2020-07-02 Pi Industries Ltd. Fluoralkenyl compounds, process for preparation and use thereof
CA3086083A1 (en) 2017-12-21 2019-06-27 Basf Se Pesticidal compounds
UA127764C2 (uk) 2018-01-09 2023-12-27 Басф Се Силілетинілгетарильні сполуки як інгібітори нітрифікації
RU2664251C1 (ru) * 2018-01-11 2018-08-15 Акционерное общество "Щелково Агрохим" Фунгицидная композиция для семян зернобобовых и клубней картофеля
WO2019137995A1 (en) 2018-01-11 2019-07-18 Basf Se Novel pyridazine compounds for controlling invertebrate pests
US11286242B2 (en) 2018-01-30 2022-03-29 Pi Industries Ltd. Oxadiazoles for use in controlling phytopathogenic fungi
WO2019150311A1 (en) 2018-02-02 2019-08-08 Pi Industries Ltd. 1-3 dithiol compounds and their use for the protection of crops from phytopathogenic microorganisms
WO2019154665A1 (en) 2018-02-07 2019-08-15 Basf Se New pyridine carboxamides
JP2021512887A (ja) 2018-02-07 2021-05-20 ビーエイエスエフ・ソシエタス・エウロパエアBasf Se 新規ピリジンカルボキサミド
CN111741681B (zh) * 2018-02-23 2022-07-19 日本曹达株式会社 农园艺用杀菌剂组合物
EP3530118A1 (en) 2018-02-26 2019-08-28 Basf Se Fungicidal mixtures
EP3530116A1 (en) 2018-02-27 2019-08-28 Basf Se Fungicidal mixtures comprising xemium
WO2019166558A1 (en) 2018-02-28 2019-09-06 Basf Se Use of pyrazole propargyl ethers as nitrification inhibitors
JP7444780B2 (ja) 2018-02-28 2024-03-06 ビーエーエスエフ ソシエタス・ヨーロピア 硝化阻害剤としてのn-官能化アルコキシピラゾール化合物の使用
AU2019226360A1 (en) 2018-02-28 2020-08-27 Basf Se Use of alkoxypyrazoles as nitrification inhibitors
BR112020015467A2 (pt) 2018-02-28 2020-12-08 Basf Se Misturas fungicidas, composição fungicida, métodos para controlar fungos fitopatogênicos, para melhorar a saúde das plantas e para proteção de material de propagação de plantas contra fungos fitopatogênicos e material de propagação de planta
WO2019166257A1 (en) 2018-03-01 2019-09-06 BASF Agro B.V. Fungicidal compositions of mefentrifluconazole
EP3533331A1 (en) 2018-03-02 2019-09-04 Basf Se Fungicidal mixtures comprising pydiflumetofen
EP3533333A1 (en) 2018-03-02 2019-09-04 Basf Se Fungicidal mixtures comprising pydiflumetofen
EP3536150A1 (en) 2018-03-06 2019-09-11 Basf Se Fungicidal mixtures comprising fluxapyroxad
BR112020018403A2 (pt) 2018-03-09 2020-12-22 Pi Industries Ltd. Compostos heterocíclicoscomo fungicidas
WO2019175712A1 (en) 2018-03-14 2019-09-19 Basf Corporation New uses for catechol molecules as inhibitors to glutathione s-transferase metabolic pathways
WO2019175713A1 (en) 2018-03-14 2019-09-19 Basf Corporation New catechol molecules and their use as inhibitors to p450 related metabolic pathways
WO2019185413A1 (en) 2018-03-27 2019-10-03 Basf Se Pesticidal substituted cyclopropyl derivatives
WO2019202459A1 (en) 2018-04-16 2019-10-24 Pi Industries Ltd. Use of 4-substituted phenylamidine compounds for controlling disease rust diseases in plants
WO2019219529A1 (en) 2018-05-15 2019-11-21 Basf Se Mixtures comprising benzpyrimoxan and oxazosulfyl and uses and methods of applying them
WO2019219464A1 (en) 2018-05-15 2019-11-21 Basf Se Substituted trifluoromethyloxadiazoles for combating phytopathogenic fungi
WO2019224092A1 (en) 2018-05-22 2019-11-28 Basf Se Pesticidally active c15-derivatives of ginkgolides
WO2020002472A1 (en) 2018-06-28 2020-01-02 Basf Se Use of alkynylthiophenes as nitrification inhibitors
ES2969872T3 (es) 2018-07-23 2024-05-23 Basf Se Uso de un compuesto de tiazolidina sustituida como inhibidor de la nitrificación
US20210340073A1 (en) 2018-07-23 2021-11-04 Basf Se Use of substituted 2-thiazolines as nitrification inhibitors
AR115984A1 (es) 2018-08-17 2021-03-17 Pi Industries Ltd Compuestos de 1,2-ditiolona y sus usos
EP3613736A1 (en) 2018-08-22 2020-02-26 Basf Se Substituted glutarimide derivatives
US10757942B2 (en) 2018-08-24 2020-09-01 Quimica Agronomica De México S. De R.L. De C.V. Tannin formulations for agricultural use in plants
EP3628156A1 (en) 2018-09-28 2020-04-01 Basf Se Method for controlling pests of sugarcane, citrus, rapeseed, and potato plants
US20220046925A1 (en) 2018-09-28 2022-02-17 Basf Se Method of controlling pests by seed treatment application of a mesoionic compound or mixture thereof
EP3628157A1 (en) 2018-09-28 2020-04-01 Basf Se Method of controlling insecticide resistant insects and virus transmission to plants
EP3628158A1 (en) 2018-09-28 2020-04-01 Basf Se Pesticidal mixture comprising a mesoionic compound and a biopesticide
CA3112921A1 (en) 2018-10-01 2020-04-09 Pi Industries Ltd. Novel oxadiazoles
AR116557A1 (es) 2018-10-01 2021-05-19 Pi Industries Ltd Oxadiazoles
EP3643705A1 (en) 2018-10-24 2020-04-29 Basf Se Pesticidal compounds
WO2020095161A1 (en) 2018-11-05 2020-05-14 Pi Industries Ltd. Nitrone compounds and use thereof
US20220002284A1 (en) 2018-11-28 2022-01-06 Basf Se Pesticidal compounds
EP3670501A1 (en) 2018-12-17 2020-06-24 Basf Se Substituted [1,2,4]triazole compounds as fungicides
CN113195491A (zh) 2018-12-18 2021-07-30 巴斯夫欧洲公司 用于防除动物害虫的取代嘧啶鎓化合物
EP3696177A1 (en) 2019-02-12 2020-08-19 Basf Se Heterocyclic compounds for the control of invertebrate pests
EP3953340B1 (en) 2019-04-08 2023-08-02 PI Industries Ltd. Novel oxadiazole compounds for controlling or preventing phytopathogenic fungi
CA3132500A1 (en) 2019-04-08 2020-10-15 Pi Industries Limited Novel oxadiazole compounds for controlling or preventing phytopathogenic fungi
CA3133029A1 (en) 2019-04-08 2020-10-15 Pi Industries Limited Novel oxadiazole compounds for controlling or preventing phytopathogenic fungi
EP3730489A1 (en) 2019-04-25 2020-10-28 Basf Se Heteroaryl compounds as agrochemical fungicides
WO2020239517A1 (en) 2019-05-29 2020-12-03 Basf Se Mesoionic imidazolium compounds and derivatives for combating animal pests
EP3769623A1 (en) 2019-07-22 2021-01-27 Basf Se Mesoionic imidazolium compounds and derivatives for combating animal pests
CR20210605A (es) 2019-06-06 2022-01-07 Basf Se N-(prid-3-il)carboxamidas fungicidas
WO2020244970A1 (en) 2019-06-06 2020-12-10 Basf Se New carbocyclic pyridine carboxamides
WO2020244969A1 (en) 2019-06-06 2020-12-10 Basf Se Pyridine derivatives and their use as fungicides
EP3766879A1 (en) 2019-07-19 2021-01-20 Basf Se Pesticidal pyrazole derivatives
AR119774A1 (es) 2019-08-19 2022-01-12 Pi Industries Ltd Compuestos de oxadiazol que contienen un anillo heteroaromático de 5 miembros para controlar o prevenir hongos fitopatogénicos
WO2021063736A1 (en) 2019-10-02 2021-04-08 Basf Se Bicyclic pyridine derivatives
WO2021063735A1 (en) 2019-10-02 2021-04-08 Basf Se New bicyclic pyridine derivatives
AR120374A1 (es) 2019-11-08 2022-02-09 Pi Industries Ltd Compuestos de oxadiazol que contienen anillos de heterociclilo fusionados para controlar o prevenir hongos fitopatogénicos
WO2021130143A1 (en) 2019-12-23 2021-07-01 Basf Se Enzyme enhanced root uptake of agrochemical active compound
WO2021170463A1 (en) 2020-02-28 2021-09-02 BASF Agro B.V. Methods and uses of a mixture comprising alpha-cypermethrin and dinotefuran for controlling invertebrate pests in turf
US20230142542A1 (en) 2020-03-04 2023-05-11 Basf Se Use of substituted 1,2,4-oxadiazoles for combating phytopathogenic fungi
AR121734A1 (es) * 2020-04-08 2022-07-06 Syngenta Crop Protection Ag Derivados microbicidas de tipo dihidropirrolopirazina de quinolina
AR121733A1 (es) * 2020-04-08 2022-07-06 Syngenta Crop Protection Ag Derivados microbiocidas de tipo dihidro-(tiazina)oxazina de quinolina
CN115443273A (zh) * 2020-04-08 2022-12-06 先正达农作物保护股份公司 杀微生物喹啉二氢-(噻嗪)噁嗪衍生物
WO2021209360A1 (en) 2020-04-14 2021-10-21 Basf Se Fungicidal mixtures comprising substituted 3-phenyl-5-(trifluoromethyl)-1,2,4-oxadiazoles
EP3903584A1 (en) 2020-04-28 2021-11-03 Basf Se Use of strobilurin type compounds for combating phytopathogenic fungi containing an amino acid substitution f129l in the mitochondrial cytochrome b protein conferring resistance to qo inhibitors iv
EP3903582A1 (en) 2020-04-28 2021-11-03 Basf Se Use of strobilurin type compounds for combating phytopathogenic fungi containing an amino acid substitution f129l in the mitochondrial cytochrome b protein conferring resistance to qo inhibitors ii
BR112022021631A2 (pt) 2020-04-28 2022-12-06 Basf Se Compostos, composição, métodos para combater ou controlar pragas invertebradas, para proteger plantas em crescimento e para tratar ou proteger um animal, semente e uso de um composto
EP3903583A1 (en) 2020-04-28 2021-11-03 Basf Se Use of strobilurin type compounds for combating phytopathogenic fungi containing an amino acid substitution f129l in the mitochondrial cytochrome b protein conferring resistance to qo inhibitors iii
EP3903581A1 (en) 2020-04-28 2021-11-03 Basf Se Use of strobilurin type compounds for combating phytopathogenic fungi containing an amino acid substitution f129l in the mitochondrial cytochrome b protein conferring resistance to qo inhibitors i
EP3909950A1 (en) 2020-05-13 2021-11-17 Basf Se Heterocyclic compounds for the control of invertebrate pests
WO2021249800A1 (en) 2020-06-10 2021-12-16 Basf Se Substituted [1,2,4]triazole compounds as fungicides
EP3945089A1 (en) 2020-07-31 2022-02-02 Basf Se Use of strobilurin type compounds for combating phytopathogenic fungi containing an amino acid substitution f129l in the mitochondrial cytochrome b protein conferring resistance to qo inhibitors v
EP3939961A1 (en) 2020-07-16 2022-01-19 Basf Se Strobilurin type compounds and their use for combating phytopathogenic fungi
WO2022017836A1 (en) 2020-07-20 2022-01-27 BASF Agro B.V. Fungicidal compositions comprising (r)-2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1- (1,2,4-triazol-1-yl)propan-2-ol
EP3970494A1 (en) 2020-09-21 2022-03-23 Basf Se Use of strobilurin type compounds for combating phytopathogenic fungi containing an amino acid substitution f129l in the mitochondrial cytochrome b protein conferring resistance to qo inhibitors viii
UY39385A (es) 2020-08-18 2022-02-25 Pi Industries Ltd Nuevos compuestos heterocíclicos para combatir los hongos fitopatógenos
UY39424A (es) 2020-09-15 2022-03-31 Pi Industries Ltd Nuevos compuestos de picolinamida para combatir hongos fitopatógenos
WO2022058877A1 (en) 2020-09-15 2022-03-24 Pi Industries Limited Novel picolinamide compounds for combating phytopathogenic fungi
TW202229241A (zh) 2020-09-26 2022-08-01 印度商皮埃企業有限公司 殺線蟲化合物及其用途
CN116209355A (zh) 2020-10-27 2023-06-02 巴斯夫农业公司 包含氯氟醚菌唑的组合物
WO2022090071A1 (en) 2020-11-02 2022-05-05 Basf Se Use of mefenpyr-diethyl for controlling phytopathogenic fungi
WO2022090069A1 (en) 2020-11-02 2022-05-05 Basf Se Compositions comprising mefenpyr-diethyl
WO2022106304A1 (en) 2020-11-23 2022-05-27 BASF Agro B.V. Compositions comprising mefentrifluconazole
MX2023007290A (es) 2020-12-18 2023-07-04 Bayer Ag Uso del inhibidor de dhodh para el control de hongos fitopatogenicos resistentes en cultivos.
EP4018830A1 (en) 2020-12-23 2022-06-29 Basf Se Pesticidal mixtures
CA3206495A1 (en) 2021-02-02 2022-08-11 Alexander Wissemeier Synergistic action of dcd and alkoxypyrazoles as nitrification inhibitors
EP4043444A1 (en) 2021-02-11 2022-08-17 Basf Se Substituted isoxazoline derivatives
BR112023022854A2 (pt) 2021-05-05 2024-01-23 Pi Industries Ltd Compostos heterocíclicos fusionados inovadores para combater fungos fitopatogênicos
EP4337012A1 (en) 2021-05-11 2024-03-20 Basf Se Fungicidal mixtures comprising substituted 3-phenyl-5-(trifluoromethyl)-1,2,4-oxadiazoles
CA3219311A1 (en) 2021-05-18 2022-11-24 Basf Se New substituted quinolines as fungicides
EP4341256A1 (en) 2021-05-18 2024-03-27 Basf Se New substituted pyridines as fungicides
KR20240008856A (ko) 2021-05-18 2024-01-19 바스프 에스이 살진균제로서의 신규한 치환된 피리딘
EP4341245A1 (en) 2021-05-21 2024-03-27 Basf Se Use of ethynylpyridine compounds as nitrification inhibitors
AR125955A1 (es) 2021-05-21 2023-08-30 Basf Se Uso de un compuesto de alcoxi pirazol n-funcionalizado como inhibidor de nitrificación
AR125925A1 (es) 2021-05-26 2023-08-23 Pi Industries Ltd Composicion fungicida que contiene compuestos de oxadiazol
EP4094579A1 (en) 2021-05-28 2022-11-30 Basf Se Pesticidal mixtures comprising metyltetraprole
CA3223077A1 (en) 2021-06-21 2022-12-29 Barbara Nave Metal-organic frameworks with pyrazole-based building blocks
EP4119547A1 (en) 2021-07-12 2023-01-18 Basf Se Triazole compounds for the control of invertebrate pests
CA3227653A1 (en) 2021-08-02 2023-02-09 Wassilios Grammenos (3-quinolyl)-quinazoline
CA3227665A1 (en) 2021-08-02 2023-02-09 Wassilios Grammenos (3-pirydyl)-quinazoline
EP4140986A1 (en) 2021-08-23 2023-03-01 Basf Se Pyrazine compounds for the control of invertebrate pests
EP4140995A1 (en) 2021-08-27 2023-03-01 Basf Se Pyrazine compounds for the control of invertebrate pests
EP4151631A1 (en) 2021-09-20 2023-03-22 Basf Se Heterocyclic compounds for the control of invertebrate pests
WO2023072670A1 (en) 2021-10-28 2023-05-04 Basf Se Use of strobilurin type compounds for combating phytopathogenic fungi containing an amino acid substitution f129l in the mitochondrial cytochrome b protein conferring resistance to qo inhibitors x
WO2023072671A1 (en) 2021-10-28 2023-05-04 Basf Se Use of strobilurin type compounds for combating phytopathogenic fungi containing an amino acid substitution f129l in the mitochondrial cytochrome b protein conferring resistance to qo inhibitors ix
EP4194453A1 (en) 2021-12-08 2023-06-14 Basf Se Pyrazine compounds for the control of invertebrate pests
EP4198033A1 (en) 2021-12-14 2023-06-21 Basf Se Heterocyclic compounds for the control of invertebrate pests
EP4198023A1 (en) 2021-12-16 2023-06-21 Basf Se Pesticidally active thiosemicarbazone compounds
AR127972A1 (es) 2021-12-17 2024-03-13 Pi Industries Ltd Novedosos compuestos de piridina carboxamida bicíclica sustituida fusionada para combatir hongos fitopatogénicos
EP4238971A1 (en) 2022-03-02 2023-09-06 Basf Se Substituted isoxazoline derivatives
WO2023203066A1 (en) 2022-04-21 2023-10-26 Basf Se Synergistic action as nitrification inhibitors of dcd oligomers with alkoxypyrazole and its oligomers
WO2023208447A1 (en) 2022-04-25 2023-11-02 Basf Se An emulsifiable concentrate having a (substituted) benzaldehyde-based solvent system
WO2024028243A1 (en) 2022-08-02 2024-02-08 Basf Se Pyrazolo pesticidal compounds
EP4342885A1 (en) 2022-09-20 2024-03-27 Basf Se N-(3-(aminomethyl)-phenyl)-5-(4-phenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-amine derivatives and similar compounds as pesticides
EP4361126A1 (en) 2022-10-24 2024-05-01 Basf Se Use of strobilurin type compounds for combating phytopathogenic fungi containing an amino acid substitution f129l in the mitochondrial cytochrome b protein conferring resistance to qo inhibitors xv
WO2024104813A1 (en) 2022-11-14 2024-05-23 Basf Se Fungicidal mixture comprising substituted pyridines
WO2024104815A1 (en) 2022-11-16 2024-05-23 Basf Se Substituted benzodiazepines as fungicides
WO2024104823A1 (en) 2022-11-16 2024-05-23 Basf Se New substituted tetrahydrobenzoxazepine
WO2024104822A1 (en) 2022-11-16 2024-05-23 Basf Se Substituted tetrahydrobenzodiazepine as fungicides
WO2024104814A1 (en) 2022-11-16 2024-05-23 Basf Se Fungicidal mixture comprising substituted pyridines
WO2024104818A1 (en) 2022-11-16 2024-05-23 Basf Se Substituted benzodiazepines as fungicides
EP4389210A1 (en) 2022-12-21 2024-06-26 Basf Se Heteroaryl compounds for the control of invertebrate pests

Family Cites Families (33)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL277376A (hu) * 1961-05-09
CA1271764A (en) * 1985-03-29 1990-07-17 Stefan Karbach Azolylmethyloxiranes, their preparation and their use as crop protection agents
DE19539324A1 (de) 1995-10-23 1997-04-24 Basf Ag Phenylessigsäurederivate, Verfahren und Zwischenprodukte zu ihrer Herstellung und sie enthaltende Mittel
TWI252231B (en) 1997-04-14 2006-04-01 American Cyanamid Co Fungicidal trifluorophenyl-triazolopyrimidines
CN1550499A (zh) 1997-10-24 2004-12-01 �ղ���ѧ��ҵ��ʽ���� 氨磺酰基化合物的制备方法
DE19750012A1 (de) 1997-11-12 1999-05-20 Bayer Ag Isothiazolcarbonsäureamide
JP4395912B2 (ja) 1998-04-23 2010-01-13 住友化学株式会社 ピラゾリノン誘導体
US5986135A (en) 1998-09-25 1999-11-16 American Cyanamid Company Fungicidal trifluoromethylalkylamino-triazolopyrimidines
JP3864298B2 (ja) 1999-03-11 2006-12-27 大塚化学ホールディングス株式会社 シアノメチレン化合物及び農園芸用殺菌剤
AU770077B2 (en) 1999-03-11 2004-02-12 Dow Agrosciences Llc Heterocyclic substituted isoxazolidines and their use as fungicides
UA73307C2 (uk) 1999-08-05 2005-07-15 Куміаі Кемікал Індастрі Ко., Лтд. Похідна карбамату і фунгіцид сільськогосподарського/садівницького призначення
KR100720776B1 (ko) 2000-05-30 2007-05-22 메이지 세이카 가부시키가이샤 벼도열병 방제제
AR029289A1 (es) 2000-07-05 2003-06-18 Ishihara Sangyo Kaisha Derivado de benzoilpiridina o su sal, fungicida que lo contiene como un ingrediente activo, su proceso de produccion e intermediario para producirlo
WO2002038565A2 (de) 2000-11-13 2002-05-16 Basf Aktiengesellschaft 7-(r)-amino-triazolopyrimidine, deren herstellung und verwendung zur bekämpfung von pflanzenpathogenen pilzen
BR0211291A (pt) 2001-07-18 2004-08-03 Mitsui Chemicals Inc Derivados de diamina, processo para produção dos derivados de diamina e fungicidas contendo os derivados de diamina como ingrediente ativo
DE10136065A1 (de) 2001-07-25 2003-02-13 Bayer Cropscience Ag Pyrazolylcarboxanilide
DE10215292A1 (de) 2002-02-19 2003-08-28 Bayer Cropscience Ag Disubstitutierte Pyrazolylcarbocanilide
IL163692A0 (en) 2002-03-05 2005-12-18 Syngenta Participations Ag O-cyclopropyl-carboxanilides and their use as fungicides
MXPA05001580A (es) 2002-08-12 2005-04-25 Bayer Cropscience Sa Nuevos derivados de 2-piridiletilbenzamida.
GB0224316D0 (en) 2002-10-18 2002-11-27 Syngenta Participations Ag Chemical compounds
GB0230155D0 (en) 2002-12-24 2003-02-05 Syngenta Participations Ag Chemical compounds
DE10343872A1 (de) * 2003-09-23 2005-04-21 Bayer Cropscience Ag Suspensionskonzentrate
JP4627496B2 (ja) 2003-10-31 2011-02-09 三井化学アグロ株式会社 ジアミン誘導体、その製造方法およびそれらを有効成分とする植物病害防除剤
TWI351921B (en) * 2004-01-23 2011-11-11 3-(dihydro(tetrahydro)isoquinoline-1-yl)quinoline
KR101306446B1 (ko) 2004-03-10 2013-09-09 바스프 에스이 5,6-디알킬-7-아미노-트리아졸로피리미딘, 그의 제조 방법,그의 병원성 진균류 방제를 위한 용도 및 상기 화합물을포함하는 제제
WO2006087325A1 (de) 2005-02-16 2006-08-24 Basf Aktiengesellschaft 5-alkoxyalkyl-6-alkyl-7-amino-azolopyrimidine, verfahren zu ihrer herstellung und ihre verwendung zur bekämpfung von schadpilzen sowie sie enthaltende mittel
JP4533210B2 (ja) 2005-03-31 2010-09-01 三井化学アグロ株式会社 ジアミン誘導体、その製造方法およびそれらを有効成分とする植物病害防除剤
JP2007001944A (ja) 2005-06-24 2007-01-11 Sankyo Agro Kk 3,4−ジヒドロ−1,3’−ビキノリン−2−オン誘導体
WO2007011022A1 (ja) 2005-07-22 2007-01-25 Sankyo Agro Company, Limited 3-(イソキノリン-1-イル)キノリン誘導体
JP2007217353A (ja) 2006-02-17 2007-08-30 Sankyo Agro Kk 1,2,3,4−テトラヒドロキノリン化合物
IN2015DN00763A (hu) 2006-03-29 2015-07-10 Mitsui Chemicals Inc
TWI384949B (zh) 2006-12-01 2013-02-11 含有以喹啉化合物或其鹽為有效成分之土壤處理劑或種子處理劑、與使用彼等之植物病害之防治方法
EP2517562B1 (en) 2009-12-22 2017-01-25 Mitsui Chemicals Agro, Inc. Plant disease control composition and method for controlling plant diseases by applying the composition

Also Published As

Publication number Publication date
US10806141B2 (en) 2020-10-20
MX348445B (es) 2017-06-12
KR101719854B1 (ko) 2017-03-24
EP2517562B1 (en) 2017-01-25
CA2785169A1 (en) 2011-06-30
CA2785169C (en) 2016-11-22
EP3150069B1 (en) 2019-07-17
AU2009357098A8 (en) 2012-11-01
US20240065267A1 (en) 2024-02-29
US20120282349A1 (en) 2012-11-08
US20190014782A1 (en) 2019-01-17
AU2009357098B2 (en) 2014-06-05
CN102665414B (zh) 2015-11-25
US20210000112A1 (en) 2021-01-07
US10091996B2 (en) 2018-10-09
KR20120115288A (ko) 2012-10-17
RU2512302C2 (ru) 2014-04-10
BR112012015626B1 (pt) 2017-09-19
EP2517562A4 (en) 2014-05-14
EP2517562A1 (en) 2012-10-31
MX2012007485A (es) 2012-11-06
ES2617152T3 (es) 2017-06-15
EP3150069A1 (en) 2017-04-05
PL2517562T3 (pl) 2017-07-31
US11805779B2 (en) 2023-11-07
CN102665414A (zh) 2012-09-12
US20160157487A1 (en) 2016-06-09
RU2012131227A (ru) 2014-01-27
BR112012015626A2 (pt) 2015-09-15
US9288986B2 (en) 2016-03-22
MY159705A (en) 2017-01-13
CN107873725A (zh) 2018-04-06
WO2011077514A1 (ja) 2011-06-30
AU2009357098A1 (en) 2012-10-18

Similar Documents

Publication Publication Date Title
EP2517562B1 (en) Plant disease control composition and method for controlling plant diseases by applying the composition
JP4589959B2 (ja) 植物病害防除組成物及びその防除方法
JP6514229B2 (ja) 植物病害防除組成物及びそれを施用する植物病害の防除方法
JP6539205B2 (ja) ピコリン酸誘導体を含んでなる相乗性植物病害防除用組成物
JP5132446B2 (ja) 植物病害防除組成物及びそれを施用する植物病害の防除方法
AU2014218412B2 (en) Plant disease control composition and method for controlling plant disease by applying the same