EP2001299A2 - Combinaisons de substances actives fongicides - Google Patents

Combinaisons de substances actives fongicides

Info

Publication number
EP2001299A2
EP2001299A2 EP07723413A EP07723413A EP2001299A2 EP 2001299 A2 EP2001299 A2 EP 2001299A2 EP 07723413 A EP07723413 A EP 07723413A EP 07723413 A EP07723413 A EP 07723413A EP 2001299 A2 EP2001299 A2 EP 2001299A2
Authority
EP
European Patent Office
Prior art keywords
methyl
phenyl
group
carboxamide
formula
Prior art date
Legal status (The legal status 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 status listed.)
Withdrawn
Application number
EP07723413A
Other languages
German (de)
English (en)
Inventor
Ulrike Wachendorff-Neumann
Peter Dahmen
Ralf Dunkel
Heiko Rieck
Jörg Nico GREUL
Anne Suty-Heinze
Hans-Ludwig Elbe
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer CropScience AG
Original Assignee
Bayer CropScience AG
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
Priority claimed from DE200610013784 external-priority patent/DE102006013784A1/de
Priority claimed from DE200610014723 external-priority patent/DE102006014723A1/de
Application filed by Bayer CropScience AG filed Critical Bayer CropScience AG
Publication of EP2001299A2 publication Critical patent/EP2001299A2/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION 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
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles

Definitions

  • the present invention relates to novel Wirkstoflkombinationen, consisting of known carboxamides on the one hand and other known fungicidal active ingredients on the other hand and are very suitable for controlling unwanted phytopathogenic fungi.
  • R is hydrogen or fluorine
  • R 2 is hydrogen, halogen, C 1 -C 6 -AIlSyI, -C 6 haloalkyl, cyano, nitro, C r C 3 alkoxy, or -C 3 -haloalkoxy having 1 to 7 fluorine, chlorine and / or bromine atoms stands,
  • R 4 is hydrogen or methyl
  • R 5 is C 1 -C 5 -alkyl, C r C 5 alkenyl or C 1 -C 5 -AIkUIyI,
  • a 2 is NH or O
  • a 3 is N or CH
  • R 11 represents phenyl, benzylidene, phenoxy or pyridinyl which is unsubstituted or monosubstituted, identically or differently by chlorine, cyano, methyl or trifluoromethyl, or for 1- (4-chlorophenyl) -pyrazol-3-yl or for 1, 2 Propandione bis (O-methyloxime) -1-yl,
  • R 12 is hydrogen or fluorine;
  • n 0 or 1
  • R 13 is hydrogen, fluorine, chlorine, phenyl or 4-chlorophenoxy
  • R 14 is hydrogen or chlorine
  • R 15 and R 17 together then represent -CH 2 -CH 2 -CH [CH (CH 3 ) 2 ] - or -CH 2 -CH 2 -C (CHj) 2 -,
  • a 5 is C or Si (silicon),
  • R 15 is hydrogen, hydroxy or cyano
  • R 16 is 1-cyclopropylethyl 3 1-chlorocyclopropyl, Ci-C 4 alkyl, Q-Ce-hydroxyalkyl, Ci-C 4 - alkylcarbonyl, Ci-C2 haloalkoxy-Ci-C 2 alkyl, trimethylsilyl-C 2- alkyl, monofluorophenyl, or phenyl, R 15 and R 16 together also represent -O-CH 2 -CH (R 18 ) -O-, -O-CH 2 -CH (R 18 ) -CH 2 -, -O-CH (OCH 2 CF 3 ) - (CH 2 ) 2 -, or -O-CH- (2-chlorophenyl) - stand,
  • R 18 is hydrogen, C 1 -C 4 alkyl or bromine
  • R 19 is hydrogen or methyl
  • Y represents a direct bond, C 1 -C -alkanediyl (alkylene) optionally substituted by chlorine, cyano or oxo, C 2 -C 6 -alkylenediyl (alkenylene) or thiophenediyl,
  • Z is hydrogen, Ci-C ⁇ -alkyl or the group
  • a 6 is CH, CBr or N,
  • R 20 represents hydrogen, chlorine, bromine, cyano, C 1 -C 6 -alkyl, by phenyl which is optionally monosubstituted or disubstituted, identically or differently by chlorine or di (C 1 -C 3 -alkyl) aminocarbonyl, or represents cyclopropylcyclopropyl, which may be substituted by methyl,
  • R 21 is hydrogen, chlorine or isopropoxy
  • R 22 represents hydrogen, chlorine, bromine, hydroxyl, methyl, trifluoromethyl, trifluoromethoxy or di (C 1 -C 3 -alkyl) aminocarbonyl,
  • R 20 and R 21 also together represent * -CH (CH 3 ) -CH 2 -C (CH 3 ) 2 - or * -CH (CH 3 ) -OC (CH 3 ) 2 -, wherein the bond marked with * is linked to R 20 ;
  • R 23 is benzyl, furyl or methoxymethyl
  • R 24 is methyl, cyclopropyl or 1-propynyl
  • R 25 and R 26 are each hydrogen or together are -O-CF 2 -O-,
  • R 27 is hydrogen, or is 3,5-dimethylisoxazol-4-ylsulfonyl, R 28 is chloro, methoxycarbonylamino, chloro-phenyl, furyl or thiazolyl;
  • R 29 is n- or iso-propyl
  • R 30 is di (C 1 -C 2 -alkyl) aminoC 2 -C 4 -alkyl or diethoxyphenyl,
  • R 3 and R 32 independently of one another represent hydrogen or methyl
  • R 33 is Ci-Cw-alkyl (preferably C 12 -C 14 alkyl), C 5 -Ci 2 -cycloalkyl (preferably Qo-C ⁇ -cycloalkyl), phenyl-Ci-C 4 -alkyl, which in the phenyl moiety by halogen or Ci-C 4 alkyl may be substituted, or for acrylyl, which is substituted by chlo ⁇ henyl and dimethoxyphenyl;
  • R 34 is chlorine or cyano
  • R 35 is chlorine or nitro
  • R 36 is chlorine
  • R 35 and R 36 furthermore together represent -0-CF 2 -O-;
  • R 37 represents phenyl which is unsubstituted or substituted by fluorine, chlorine, bromine, methyl or ethyl, 2-naphthyl, 1,2,3,4-tetrahydronaphthyl or hidanyl;
  • a 7 represents a direct bond or -O-
  • R 38 is hydrogen or C 1 -C 4 -alkyl
  • R 39 is Ci-C ⁇ -alkyl
  • R 40 is C
  • R 41 is C 1 -C 6 -alkyl
  • R 40 and R 41 also together are C 4 -C 5 -alkanediyl (alkylene) which is monosubstituted or disubstituted by C 1 -C 6 -alkyl,
  • R 42 is bromine or chlorine
  • R 43 and R 47 independently of one another represent hydrogen, fluorine, chlorine or methyl
  • R 44 and R 46 independently of one another represent hydrogen or fluorine
  • R 45 is hydrogen, fluorine or methyl
  • R 48 is C 1 -C 6 -alkyl
  • R 49 is Ci-Cfi-alkyl, C 2 -C 6 -alkenyl or C 2 -C 6 -alkynyl;
  • R 50 is hydrogen or fluorine
  • R 52 is hydrogen, fluorine, chlorine, bromine, methyl or trifluoromethyl
  • Het stands for one of the following residues Hetl to Het7:
  • R 53 is iodine, methyl, difluoromethyl or trifluoromethyl
  • R 54 represents hydrogen, fluorine, chlorine or methyl
  • R 55 is methyl, difluoromethyl or trifluoromethyl
  • R 56 represents chlorine, bromine, iodine, methyl, difluoromethyl or trifluoromethyl
  • R 57 is methyl or trifluoromethyl
  • R 58 is hydrogen or fluorine
  • R 59 is hydrogen, halogen, Ci-C 3 alkyl or C is 3 -haloalkyl having 1 to 7 fluorine, chlorine and / or bromine atoms.
  • R 60 is hydrogen or fluorine
  • R 61 is hydrogen, halogen, Ci-C3 alkyl or Ci-C3 haloalkyl having 1 to 7 fluorine, chlorine and / or bromine atoms,
  • R 62 stands for C-Cj-alkyl
  • R 63 is 3 -haloalkyl having 1 to 7 fluorine, chlorine and / or bromine atoms
  • R 64 represents hydrogen, Halogen or C 1 -C 3 -alkyl
  • R 65 is halogen, dC 3 alkyl or Ci-C3 haloalkyl having 1 to 7 fluorine, chlorine and / or
  • R 66 is hydrogen, halogen, C 3 -alkyl, amino, mono- or di (dC 3 alkyl) arnino
  • R 67 is hydrogen, halogen, Ci-C 3 alkyl or C, -C 3 haloalkyl having from 1 to 7 fluorine, chlorine and / or bromine atoms,
  • R 68 is halogen, dC 3 alkyl or C r C 3 haloalkyl having 1 to 7 fluorine, chlorine and / or
  • R 69 is halogen, Ci-C r alkyl or Ci-C 3 haloalkyl having 1 to 7 fluorine, chlorine and / or
  • R 70 is hydrogen, halogen, Ci-C 3 alkyl or dC 3 haloalkyl having 1 to 7 fluorine, chlorine and / or bromine atoms.
  • the fungicidal action of the active compound combinations according to the invention is substantially higher than the sum of the effects of the individual active compounds. So there is an unpredictable, true synergistic effect and not just an effect supplement.
  • the compounds of group (1) are generally defined by the formula (I).
  • R is hydrogen or fluorine
  • R 2 is hydrogen, fluorine, chlorine, bromine, iodine, methyl, ethyl, n-propyl, isopropyl, trifluoromethyl, trichloromethyl, cyano, methoxy, ethoxy, n-propoxy, isopropoxy, trifluoromethoxy or trichloromethoxy,
  • R 4 is hydrogen or methyl
  • R 5 is Ci-d-alkyl.
  • R is hydrogen or fluorine
  • R represents hydrogen, fluorine, chlorine, methyl, trifluoromethyl, cyano, methoxy, trifluoromethoxy or trichloromethoxy.
  • carboxamides of the general formula (I) are preferred, the radical R 2 being in the 2'-position (ortho to the proximal phenyl ring) of the distal phenyl ring of the biphenyl radical.
  • the formula (I) comprises in particular the following preferred carboxamides of group (1) (cf., WO 2005/123689 and WO 2005/123690):
  • the formula (II) comprises the following preferred mixing partners of group (2):
  • the formula (III) comprises the following preferred mixing partners of group (3):
  • the formula (IV) comprises the following preferred mixing partners of group (4):
  • Preferred mixing partners of group (5) are (5-1) Iprovalicarb (known from DE-A 40 26 966) of the formula
  • the formula (V) comprises the following preferred mixing partners of group (6):
  • Penthiopyrad (known from EP-A 0 737 682) of the formula
  • Preferred mixing partners of group (7) are
  • Zinc ammoniate ethylenebis (dithiocarbamate) - poly (ethylenethiuram disulfide)
  • the formula (VI) comprises the following preferred mixing partners of group (8):
  • the formula (VII) comprises the following preferred mixing partners of group (9):
  • the formula (VIII) comprises the following preferred mixing partners of group (10):
  • the formula (IX) comprises the following preferred mixing partners of group (11):
  • Preferred mixing partners of group (12) are:
  • Preferred mixing partners of group (14) are (14-1) Cyazofamide (known from EP-A 0 298 196) of the formula
  • the formula (X) comprises the following preferred mixing partners of group (15):
  • the formula (XI) comprises the following preferred mixing partners of group (16):
  • Preferred hybrid partners of group (17) are:
  • the formula (XII) comprises the following preferred mixing partners of group (18), which are known from WO 96/23793 and may each be present as E or Z isomers. Compounds of the formula (XII) can therefore be present as a mixture of different isomers or else in the form of a single isomer. Preference is given to compounds of the formula (XII) in the form of their E isomer:
  • Metrafenone (known from EP-A 0 897 904) of the formula
  • Ferimzone (known from EP-A 0 019 450) of the formula
  • Preferred mixing partners of group (20) are:
  • Preferred mixing partners of group (21) are:
  • Preferred mixing partners of the group (22) are:
  • Preferred mixing partners of group (24) are:
  • the formula (XVIII) comprises the following preferred mixing partners of group (26):
  • the compound (6-7) carpropamid has three asymmetric substituted carbon atoms.
  • the compound (6-7) may therefore be present as a mixture of different isomers or in the form of a single component.
  • Particularly preferred are the compounds (L5.3A) -2,2-dichloro-N - [(LA) -1- (4-chloro-phenyl) -ethyl] -1-halo-O-methylcyclopropane carboxamide of the formula
  • active substance combinations consist of two groups of active compounds and each contain at least one carboxamide of the formula (I) (group 1) and at least one active compound of the stated group (2) to (26). These combinations are the active ingredient combinations A to W.
  • the active compound combinations A also contain a strobilurin of the formula (II) (group 2)
  • Preferred combinations of active compounds A are those in which the strobilurin of the formula (E) (group 2) is selected from the following list:
  • active substance combinations A comprising a carboxamide of the formula (I) (group 1) selected from Table A and (2-3) (2 lb) -2- (2 - ⁇ [6- (3-chloro-2-methylphenoxy) - 5-fluoro-4-pyrrolidinediyl] oxy ⁇ phenyl) -2- (methoxymino) -N-methylethanamide.
  • the active substance combinations B also contain a triazole of the formula (III) (group 3)
  • Wirkstofrkombinationen B 5 wherein the triazole of formula (III) (group 3) is selected from the following list:
  • active ingredient combinations B comprising a carboxamide of the formula (I) (group 1) selected from table A and (3-6) cyproconazoles.
  • Active substance combinations B comprising a carboxamide of the formula (I) (group 1) selected from Table A and (3-21) bitertanol.
  • the active substance combinations C also contain a sulfenamide of the formula (IV) (group 4)
  • Preferred active ingredient combinations are C, in which the sulfenamide of the formula (TV) (group 4) is selected from the following list:
  • the active substance combinations D also contain a valinamide (group 5) selected from
  • the active compound combinations E contain, in addition to a carboxamide of the formula (I) (group 1), a carboxamide of the formula (V) (group 6)
  • Wirkstofrkombinationen E wherein the carboxamide of formula (V) (group 6) is selected from the following list:
  • active ingredient combinations E comprising a carboxamide of the formula (I) (group 1) selected from table A and (6-24) 1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxylic acid [2- (r-methyl-bicyclopropyl -2-yl) -phenyl] -amide.
  • active ingredient combinations E comprising a carboxamide of the formula (I) (group 1) selected from Table A and (6-27) N- (5-bromo-3-chloropyridin-2-yl) methyl-2,4-dichloronotinamide.
  • the active substance combinations F also contain a dithiocarbamate (group 7) selected from
  • Preferred drug combinations are F, wherein the dithiocarbamate (group 7) is selected from the following list:
  • the active substance combinations G also contain an acylalanine of the formula (VI) (group 8)
  • Active ingredient combinations G are preferred in which the acylalanine of the formula (VI) (group 8) is selected from the following list:
  • active ingredient combinations G in which the acylalanine of the formula (VI) (group 8) is selected from the following list:
  • the active compound combinations H contain not only a carboxamide of the formula (I) (group 1) but also an anilino-pyrimidine (group 9) selected from
  • the active compound combinations I also contain a benzimidazole of the formula (VIII) (group 10)
  • R 25 , R 26 , R 27 and R 28 have the meanings given above.
  • Preferred combinations of active compounds I are those in which the benzimidazole of the formula (VT [I) (group 10) is selected from the following list:
  • the active compound combinations J also contain a carbamate (group II) of the formula (IX)
  • the active substance combinations K contain not only a carboxamide of the formula (I) (group 1) but also a dicarboximide (group 12) selected from
  • Preferred drug combinations are K, wherein the dicarboximide (group 12) is selected from the following list:
  • the active substance combinations L also contain a guanidine (group 13) selected from
  • the active substance combinations M also contain an imidazole (group 14) selected from
  • active ingredient combinations M comprising a carboxamide of the formula (I) (group 1) selected from table A and (14-3) triazoxide.
  • the active substance combinations N also contain a morpholine (group 15) of the formula (X)
  • Preferred active ingredient combinations are N, in which the morpholine (group 15) of the formula (X) is selected from the following list:
  • WirkstofEkombinationen N wherein the morpholine (group 15) of the formula (X) is selected from the following list:
  • the active compound combinations O also contain a pyrrole (group 16) of the formula (XI)
  • the active substance combinations P also contain a phosphonate (group 17) selected from
  • Wirkstofrkombinationen P containing a carboxamide of the formula (I) (group 1) selected from Table A and (17-1) fosetyl-Al.
  • the active substance combinations Q also contain a fungicide (group 19) selected from
  • active ingredient combinations Q comprising a carboxamide of the formula (I) (group 1) selected from Table A and (19-21) N - ( ⁇ 4 - [(cyclopropylamino) carbonyl] phenyl ⁇ sulfonyl) -2-methoxybenzamide.
  • the active substance combinations R also contain a (thio) urea derivative (group 20) selected from
  • active ingredient combinations R wherein the (thio) urea derivative (group 20) is selected from the following list:
  • R 40 , R 41 , R 42 , R 43 , R 44 , R 45 , R 46 and R 47 have the meanings given above.
  • Preferred active ingredient combinations are S, in which the triazolopyrimidine (group 22) of the formula (XIV) is selected from the following list:
  • WirkstofEkombinationen S wherein the triazolopyrimidine (group 22) of formula (XIV) is selected from the following list:
  • active substance combinations S comprising a carboxamide of the formula (I) (group 1) selected from table A and (22-2) 5-chloro-N - [(7- ⁇ -1,2-dimethyl-propyl] -6- (2,4 , 6-trifluorophenyl) [l, 2,4] triazolo [l, 5-a] pyrimidin-7-amine.
  • active ingredient combinations S comprising a carboxamide of the formula (I) (group 1) selected from table A and (22-4) 5-chloro-6- (2,4,6-trifluorophenyl) -7- (4-methylpiperidine-1 -yl) [1,2,4] triazolo [1,5-a] pyrimidine.
  • the active substance combinations T contain not only a carboxamide of the formula (I) (group 1) but also an iodochromone (group 23) of the formula (XV)
  • Active substance combinations T are preferred in which the iodochromone (group 23) of the formula (XV) is selected from the following list:
  • Wirkstof ⁇ kombinationen T wherein the iodochromone (group 23) of the formula (XV) is selected from the following list:
  • the active substance combinations U also contain a biphenylcarboxamide (group 24) of the formula (XVI)
  • the active compound combinations V contain not only a carboxamide of the formula (I) (group 1) but also an alkylcarboxamide (group 25) of the formula (XVII)
  • alkylcarboxamide (group 25) of the formula (XVII) is selected from the following list: (25-1) N- [2- (1,3-dimethylbutyl) phenyl] -1,3- (25-2) N- [2- (1,3-dimethylbutyl) phenyl-S-fluoro-l-dimethyl -LH-pyrazoM-ca ⁇ oxairad, (25-3) N- [2- (1,3-dimethylbutyl) -phe-> 1] -5-chloro-1,3-dimethyl-1H-pyrazole-4-caiboxaine, ( 25-4) 3- (difluoromethyl) -N- [2- (l 3 3-dimethylbutyl) - phenyl] -l-methyl-lH-pyra2 »l-4-catboxamid, (25-5) 3- (trifluoromethyl) N- [2- (1,3-dimethylbutyl) phenyl] -1,3-di
  • Wirkstof ⁇ kombinationen V wherein the Alkylcarboxamid (group 25) of the formula (XVII) is selected from the following list:
  • active compound combinations V comprising a carboxamide of the formula (I) (group 1) selected from table A and (25-1) N- [2- (1,3-dimethylbutyl) phenyl] -1,3-dimethyl-1H-pyrazole -4-carboxamide.
  • active compound combinations V comprising a carboxamide of the formula (I) (group 1) selected from table A and (25-8) 5-fluoro-1,3-dimethyl-N- [2- (1,3,3-trimethylbutyl) - phenyl] - lH-pyrazole-4-carboxamide.
  • the active substance combinations W also contain an alkylcarboxamide (group 26) of the formula (XVIII)
  • Preferred combinations of active compounds W are those in which the alkylcarboxamide (group 26) of the formula (XVIII) is selected from the following list:
  • Wirkstofrkombinationen W containing a carboxamide of formula (I) (group 1) selected from Table A and (26-6) N- [2- (3,3-dimethylbutyl) phenyl] -3-methylthiophene-2-carboxamide.
  • the active compound combinations according to the invention contain, in addition to an active compound of the formula (I), at least one active compound of the compounds of the groups (2) to (26). You may also contain other fungicidal Zumischkomponenten.
  • the combinations according to the invention contain active compounds of the formula (I) and a mixed partner from one of the groups (2) to (26) in the mixing ratios exemplified in Table B below.
  • the mixing ratios are based on weight ratios.
  • the ratio is to be understood as the active ingredient of the formula (I): Mischpartner.
  • the mixing ratio should be such that a synergistic mixture is obtained.
  • the mixing ratios between the compound of formula (I) and a compound of any of groups (2) to (26) may also vary between the individual compounds of a group.
  • the active compound combinations according to the invention have a strong microbicidal action and can be used for controlling unwanted microorganisms, such as fungi and bacteria, in crop protection and in the protection of materials.
  • Fungicides can be used for the control of Plasmodiophoromycetes, Oomycetes, Chytridiomycetes, Zygomycetes, Ascomycetes, Basidiomycetes and Deuteromycetes.
  • Bactericides can be used in crop protection for controlling Pseudomonadaceae, Rhizobiaceae, Enterobacteriaceae, Corynebacteriaceae and Streptomycetaceae.
  • Blumeria species such as Blumeria graminis
  • Podosphaera species such as Podosphaera leucotricha
  • Sphaerotheca species such as Sphaerotheca fuliginea
  • Uncinula species such as Uncinula necator
  • Gymnosporangium species such as Gymnosporangium sabinae
  • Hemileia species such as Hemileia vastatrix
  • Phakopsora species such as Phakopsora pachyrhizi and Phakopsora meibomiae
  • Puccinia species such as Puccinia recondita
  • Uromyces species such as Uromyces appendiculatus
  • Bremia species such as Bremia lactucae
  • Peronospora species such as Peronospora pisi or P. brassicae;
  • Phytophthora species such as Phytophthora infestans
  • Plasmopara species such as Plasmopara viticola
  • Pseudoperonospora species such as Pseudoperonospora humuli or
  • Pythium species such as Pythium ultimum
  • Alternaria species such as Alternaria solani;
  • Cercospora species such as Cercospora beticola
  • Cladiosporum species such as Cladiosporium cucumerinum
  • Cochliobolus species such as Cochliobolus sativus (Conidia form: Drechslera, Syn: Helminthosporium);
  • Colletotrichum species such as Colletotrichum lindemuthanium
  • Cycloconium species such as cycloconium oleaginum
  • Diaporthe species such as Diaporthe citri;
  • Elsinoe species such as Elsinoe fawcettii
  • Gloeosporium species such as, for example, Gloeosporium laeticolor
  • Glomerella species such as Glomerella cingulata
  • Guignardia species such as Guignardia bidwelli;
  • Leptosphaeria species such as Leptosphaeria maculans
  • Magnaporthe species such as Magnaporthe grisea
  • Mycosphaerella species such as Mycosphaerelle graminicola
  • Phaeosphaeria species such as Phaeosphaeria nodorum
  • Pyrenophora species such as, for example, Pyrenophora teres
  • Ramularia species such as Ramularia collo-cygni
  • Rhynchosporium species such as Rhynchosporium secalis
  • Septoria species such as Septoria apii
  • Typhula species such as Typhula incarnata
  • Venturia species such as Venturia inaequalis
  • Corticium species such as Corticium gramineanim
  • Fusarium species such as Fusarium oxysporum
  • Gaeumannomyces species such as Gaeumannomyces graminis
  • Rhizoctonia species such as Rhizoctonia solani
  • Tapesia species such as Tapesia acuformis
  • Thielaviopsis species such as Thielaviopsis basicola
  • Ear and panicle diseases caused by e.g.
  • Alternaria species such as Alternaria spp .
  • Aspergillus species such as Aspergillus flavus
  • Cladosporium species such as Cladosporium spp .
  • Claviceps species such as Claviceps purpurea
  • Fusarium species such as Fusarium culmorum
  • Gibberella species such as Gibberella zeae
  • Monographella species such as Monographella nivalis
  • Sphacelotheca species such as Sphacelotheca reiliana
  • Tilletia species such as Tilletia caries
  • Urocystis species such as Urocystis occulta
  • Ustilago species such as Ustilago nuda
  • Aspergillus species such as Aspergillus flavus
  • Botrytis species such as Botrytis cinerea
  • Penicillium species such as Penicillium expansum
  • Sclerotinia species such as Sclerotinia sclerotiorum
  • Verticilium species such as Verticilium alboatrum; Seed and soil-borne rots and wilting, as well as Särrüingsparen, caused by eg
  • Fusarium species such as Fusarium cuhnorum
  • Phytophthora species such as Phytophthora cactorum
  • Pythium species such as Pythium ultimum
  • Rhizoctonia species such as Rhizoctonia solani
  • Sclerotium species such as Sclerotium rolfsii
  • Nectria species such as Nectria galligena
  • Monilinia species such as Monilinia laxa
  • Taphrina species such as Taphrina deformans
  • Esca species such as Phaemoniella clamydospora
  • Botrytis species such as Botrytis cinerea
  • Rhizoctonia species such as Rhizoctonia solani
  • Xanthomonas species such as Xanthomonas campestris pv. Oryzae;
  • Pseudomonas species such as Pseudomonas syringae pv. Lachrymans;
  • Erwinia species such as Erwinia amylovora
  • the following diseases of soybean beans can be controlled:
  • Alternaria leaf spot (Alternaria spec. Atrans tenuissima), Anthracnose (Colletotrichum gloeosporoides dematium var. Truncatum), Brown spot (Septoria glycines), Cercospora leaf spot and blight (Cercospora kikuchii), Choanephora leaf blight (Choanephora infundibulifera trispora (Syn.)) , Dactuliophora leaf spot (Dactuliophora glycines), Downy Mildew (Peronospora manshurica), Drechslera blight (Drechslera glycini), Frogeye leaf spot (Cercospora sojina), Leptosphaerulina leaf spot (Leptosphaerulina trifolii), Phyllostica leaf spot (Phyllosticta sojaecola), Powdery Mildew (Phyllosticta sojaecola) Microspha
  • Black Root Red (Calonectria crotalariae), Charcoal Red (Macrophomina phaseolina), Fusarium Blight or Wiit, Root Red, and Pod and Collar Red (Fusarium oxysporum, Fusarium orthoceras, Fusarium semitectum, Fusarium equiseti), Mycoleptodiscus Root Red (Mycoleptodiscus terrestris), Neocosmospora (Neocosmopspora vasinfecta), Pod and Star Blight (Diaporthe phaseolorum), Star Canker (Diaporthe phaseolorum var.
  • Phytophthora red (Phytophthora megasperma), Brown Star Red (Phialophora gregata), Pythium Red (Pythium aphanidermatum, Pythium irregular, Pythium Debaryanum, Pythium myriotylum, Pythium ultimum), Rhizoctonia Root Red, Star Decay, and Damping Off (Rhizoctonia solani), Sclerotinia Star Decay (Sclerotinia sclerotiorum), Sclerotinia Southern Blight (Sclerotinia rolfsii), Thielaviopsis Root Red (Thielaviopsis basicola).
  • the good plant tolerance of the active substance combinations in the concentrations necessary for controlling plant diseases allows treatment of whole plants (above-ground parts of plants and roots), of planting and seed, and of the soil.
  • the active compound combinations according to the invention can be used for foliar application or else as seed dressing.
  • the good plant tolerance of the usable active ingredients in the concentrations necessary for controlling plant diseases allows treatment of the seed.
  • the active compounds according to the invention can thus be used as mordants.
  • Much of the damage to crop plants caused by phytopathogenic fungi is already produced by infestation of the seed during storage and after introduction of the seed into the soil and during and immediately after germination of the plants. This phase is particularly critical, as the roots and shoots of the growing plant are particularly sensitive and already a small damage can lead to the death of the entire plant. There is therefore a particular interest in protecting the seed and the germinating plant by the use of suitable agents.
  • the present invention therefore more particularly relates to a method of protecting seeds and germinating plants from the infestation of phytopathogenic fungi by treating the seed with an agent according to the invention.
  • the invention also relates to the use of the seed treatment agents of the invention for protecting the seed and the germinating plant from phytopathogenic fungi.
  • the invention relates to seed which has been treated with an agent according to the invention for protection against phytopathogenic fungi.
  • an agent according to the invention for protection against phytopathogenic fungi.
  • One of the advantages of the present invention is that because of the particular systemic properties of the compositions of the invention, treatment of the seed with these agents not only protects the seed itself, but also the resulting plants after emergence from phytopathogenic fungi. In this way, the immediate treatment of the culture at the time of sowing or shortly afterwards can be omitted.
  • mixtures according to the invention can also be used in particular in the case of transgenic seed.
  • compositions according to the invention are suitable for the protection of seeds of any plant variety used in agriculture, in the greenhouse, in forests or in horticulture.
  • these are seeds of cereals (such as wheat, barley, rye, millet and oats), corn, cotton, soy, rice, potatoes, sunflower, bean, coffee, turnip (eg sugarbeet and fodder beet), peanut, Vegetables (such as tomato, cucumber, onions and lettuce), turf and ornamental plants.
  • cereals such as wheat, barley, rye, millet and oats
  • corn such as wheat, barley, rye, millet and oats
  • peanut Vegetables
  • turf and ornamental plants are particularly important.
  • the agent according to the invention is applied to the seed alone or in a suitable formulation.
  • the seed is treated in a condition that is so stable that no damage occurs during the treatment.
  • the treatment of the seed can be done at any time between harvesting and sowing.
  • seed is used which has been separated from the plant and freed from flasks, shells, stems, hull, wool or pulp.
  • seed may be used which has been harvested, cleaned and dried to a moisture content below 15% by weight.
  • seed may also be used which, after drying, e.g. treated with water and then dried again.
  • the agents according to the invention can be applied directly, ie without containing further components and without being diluted. As a rule, it is preferable to use the funds in
  • the active substance combinations according to the invention are also suitable for increasing crop yield. They are also low toxicity and have good plant tolerance.
  • the active compound combinations according to the invention also have a strong tonic effect in plants. They are therefore suitable for mobilizing plant-own defenses against attack by unwanted microorganisms.
  • plant-strengthening (resistance-inducing) substances are to be understood as meaning those substances which are capable of stimulating the defense system of plants in such a way that the treated plants exhibit extensive resistance to these microorganisms with subsequent inoculation with undesired microorganisms.
  • Undesirable microorganisms in the present case are phytopathogenic fungi, bacteria and viruses.
  • the substances according to the invention can therefore be used to protect plants within a certain period of time after the treatment against the infestation by the said pathogens.
  • the period within which protection is provided generally extends from 1 to 10 days, preferably 1 to 7 days after the treatment of the plants with the active ingredients.
  • the good plant tolerance of the active ingredients in the necessary concentrations for controlling plant diseases allows treatment of aboveground plant parts, of plant and seed, and the soil.
  • the active compounds according to the invention can be used with particularly good success for controlling cereal diseases, such as, for example, against Puccinia species and diseases in the wine, fruit and vegetable growing, such. against Botrytis, Venturia or Alternaria species.
  • the active compounds according to the invention are also suitable for increasing crop yield. They are also low toxicity and have good plant tolerance.
  • the active compounds according to the invention may optionally also be used in certain concentrations and application rates as herbicides, for influencing plant growth and for controlling animal pests. If appropriate, they can also be used as intermediates and precursors for the synthesis of other active ingredients.
  • all plants and parts of plants can be treated.
  • plants are understood as meaning all plants and plant populations, such as desired and undesired wild plants or crop plants (including naturally occurring crop plants).
  • Crop plants can be plants which can be obtained by conventional breeding and optimization methods or by biotechnological and genetic engineering methods or combinations of these methods, including the transgenic plants and including plant varieties which can or can not be protected by plant variety rights.
  • Plant parts are to be understood as meaning all aboveground and subterranean parts and organs of the plants, such as shoot, leaf, flower and root, examples of which include leaves, needles, stems, stems, flowers, fruiting bodies, fruits and seeds, and roots, tubers and rhizomes.
  • the plant parts also include crops and vegetative and generative propagation material, such as cuttings, tubers, rhizomes, offshoots and seeds.
  • the treatment according to the invention of the plants and plant parts with the active substance combinations is carried out directly or by acting on their environment, habitat or storage space according to the usual treatment methods, e.g. by dipping, spraying, vaporizing, atomizing, spreading, spreading and in propagation material, in particular in seeds, further by single or multi-layer wrapping.
  • the WirkstofiEkombinationen can be prepared before the treatment by mixing the individual active ingredients.
  • the treatment is carried out successively by using first a carboxamide of the group (1) followed by treatment with an active ingredient of the groups (2) to (26).
  • plants and their parts can be treated.
  • wild species or plant species obtained by conventional biological breeding methods such as crossing or protoplast fusion
  • plant varieties and their parts are treated.
  • transgenic plants and plant cultivars obtained by genetic engineering if appropriate in combination with conventional methods (Genetically Modified Organisms), and parts thereof are treated.
  • the term “parts” or “parts of plants” or “plant parts” has been explained above.
  • the treatment according to the invention may also give rise to superadditive ("synergistic") effects and / or enhancements of the spectrum of action and / or enhancement of the action of the substances and agents which can be used according to the invention, better plant growth, increased tolerance to high or low temperatures, increased tolerance to dryness or to water or water.
  • Soil salt content increased flowering efficiency, easier harvesting, acceleration of ripeness, higher crop yields, higher quality and / or higher nutritional value of the harvested products, higher shelf life and / or machinability of the harvested products possible, which go beyond the actual expected effects.
  • the preferred plants or plant cultivars to be treated according to the invention include all plants which have obtained genetic material by the genetic engineering modification which gives these plants particularly advantageous valuable properties ("traits") Examples of such properties are better plant growth. increased tolerance to high or low temperatures, increased tolerance to dryness or to water or soil salinity, increased flowering efficiency, easier harvest, acceleration of ripeness, higher crop yields, higher quality and / or higher nutritional value of the harvested products, higher shelf life and / or loading Further and particularly emphasized examples of such properties are an increased defense of the plants against animal and microbial pests, such as against insects, mites, phytopathogenic fungi, bacteria and / or Vi ren and increased tolerance of the plants against certain herbicidal active ingredients.
  • transgenic plants include the important crops such as cereals (wheat, rice), corn, soy, potato, cotton, rapeseed and fruit plants (with the fruits apples, pears, citrus fruits and grapes), with corn, soy, potato, cotton and rapeseed should be highlighted.
  • Traits which are particularly emphasized are the increased defense of the plants against insects by toxins which are formed in the plants, in particular those which are produced by the genetic material from Bacillus thuringiensis (for example by the genes CryIA (a), CrylA ⁇ ), CryIA ( c), CryllA, CrylllA, CryIIIB2, Cry9c Cry2Ab, Cry3Bb and CryEF and combinations thereof) are produced in the plants (hereinafter "Bt plants”).
  • traits which are furthermore particularly emphasized are the increased tolerance of the plants to certain herbicidally active compounds, for example imidazolinones, sulfonylureas, glyphosate or phosphinotricin (eg "PAT" gene)
  • PAT phosphinotricin
  • Bt plants are maize varieties, cotton varieties, Sqjasorten and Kartofielsorten be mentioned, under the trade names YIELD GARD ® (for example maize, cotton, soya beans), KnockOut ® (for example maize), StarLink ® (for example maize), Bollgard ® ( cotton), Nucotn® (cotton) and NewLeaf ® (potato).
  • herbicide-tolerant plants are maize varieties, cotton varieties and soybean varieties may be mentioned that, under the trade names Roundup Ready ® (tolerance to glyphosate, for example maize, cotton, soybeans) Liberty Link® (tolerance to phosphinotricin, eg rapeseed), IMI® (tolerance sold against Imidazolin ⁇ ne) vmd STS ® (tolerance to sulphonylureas, for example maize).
  • Herbicide-resistant (conventionally grown on herbicide tolerance) plants are also the varieties marketed under the name Clearfield ® (eg corn) mentioned. Of course, these statements also apply to future or future marketed plant varieties with these or future developed genetic traits.
  • the active compound combinations according to the invention can be converted into the customary formulations, such as solutions, emulsions, suspensions, powders, dusts, foams, pastes, soluble powders, granules, aerosols, suspension-emulsion concentrates, Active substance-impregnated natural and synthetic substances as well as ultra-fine encapsulations in polymeric substances and in coating compositions for seeds, as well as ULV-KaIt and warm mist formulations.
  • the customary formulations such as solutions, emulsions, suspensions, powders, dusts, foams, pastes, soluble powders, granules, aerosols, suspension-emulsion concentrates, Active substance-impregnated natural and synthetic substances as well as ultra-fine encapsulations in polymeric substances and in coating compositions for seeds, as well as ULV-KaIt and warm mist formulations.

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  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

L'invention concerne de nouvelles combinaisons de substances actives comprenant un carboxamide de formule générale (I) (Groupe 1) dans laquelle R, R<SUP>1</SUP> et R<SUP>2</SUP> ont les significations données dans la description et les groupes de substances actives (2) à (26) donnés dans la description présentant de très bonnes propriétés fongicides.
EP07723413A 2006-03-24 2007-03-20 Combinaisons de substances actives fongicides Withdrawn EP2001299A2 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE200610013784 DE102006013784A1 (de) 2006-03-24 2006-03-24 Fungizide Wirkstoffkombinationen
DE200610014723 DE102006014723A1 (de) 2006-03-30 2006-03-30 Fungizide Wirkstoffkombinationen
PCT/EP2007/002449 WO2007110173A2 (fr) 2006-03-24 2007-03-20 Combinaisons de substances actives fongicides

Publications (1)

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EP2001299A2 true EP2001299A2 (fr) 2008-12-17

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EP (1) EP2001299A2 (fr)
AR (1) AR060066A1 (fr)
CL (1) CL2007000765A1 (fr)
TW (1) TW200814928A (fr)
WO (1) WO2007110173A2 (fr)

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CN102014628B (zh) * 2008-02-05 2014-07-09 巴斯夫欧洲公司 植物健康组合物
WO2011073103A1 (fr) 2009-12-16 2011-06-23 Bayer Cropscience Ag Associations de composés actifs comprenant du proquinazid, du bixafen et/ou du prothioconazole
EP2443927A1 (fr) 2010-10-25 2012-04-25 LANXESS Deutschland GmbH Penflufen comme moyen de protection du bois contre les basidiomycètes détruisant le bois
PL2632266T3 (pl) 2010-10-25 2017-07-31 Lanxess Deutschland Gmbh Penflufen jako środek do ochrony drewna przed podstawczakami niszczącymi drewno
EP2443928A1 (fr) 2010-10-25 2012-04-25 LANXESS Deutschland GmbH Mélanges fongicides de penflufen
US20140088041A1 (en) 2010-10-25 2014-03-27 Lanxess Deutschland Gmbh Fungicidal penflufen mixtures

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JP2008502636A (ja) * 2004-06-18 2008-01-31 ビーエーエスエフ　アクチェンゲゼルシャフト Ｎ−（オルト−フェニル）−１−メチル−３−ジフルオロメチルピラゾール−４−カルボキシアニリドおよびそれらの殺菌剤としての使用
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WO2007110173A2 (fr) 2007-10-04
AR060066A1 (es) 2008-05-21
TW200814928A (en) 2008-04-01
CL2007000765A1 (es) 2008-02-01
WO2007110173A3 (fr) 2009-03-19

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