CA2478591A1 - Method for immunizing plants against bacterioses - Google Patents
Method for immunizing plants against bacterioses Download PDFInfo
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- CA2478591A1 CA2478591A1 CA002478591A CA2478591A CA2478591A1 CA 2478591 A1 CA2478591 A1 CA 2478591A1 CA 002478591 A CA002478591 A CA 002478591A CA 2478591 A CA2478591 A CA 2478591A CA 2478591 A1 CA2478591 A1 CA 2478591A1
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- Canada
- Prior art keywords
- membered
- alkyl
- och3
- radicals
- cooch3
- 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.)
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- 230000003053 immunization Effects 0.000 title claims abstract 5
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims abstract 13
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 claims abstract 11
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract 9
- 125000001072 heteroaryl group Chemical group 0.000 claims abstract 7
- 229910052736 halogen Inorganic materials 0.000 claims abstract 6
- 125000000623 heterocyclic group Chemical group 0.000 claims abstract 5
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 5
- 239000001257 hydrogen Substances 0.000 claims abstract 5
- 150000001875 compounds Chemical class 0.000 claims abstract 4
- 150000002431 hydrogen Chemical group 0.000 claims abstract 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract 4
- 125000004430 oxygen atom Chemical group O* 0.000 claims abstract 4
- 125000004434 sulfur atom Chemical group 0.000 claims abstract 4
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims abstract 3
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract 3
- 125000004433 nitrogen atom Chemical group N* 0.000 claims abstract 3
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims abstract 3
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims abstract 2
- 125000001624 naphthyl group Chemical group 0.000 claims abstract 2
- 125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 claims abstract 2
- 239000002689 soil Substances 0.000 claims abstract 2
- -1 cyano, nitro, amino, aminocarbonyl Chemical group 0.000 claims 18
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 8
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 8
- 150000002367 halogens Chemical group 0.000 claims 5
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 4
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 4
- 125000004122 cyclic group Chemical group 0.000 claims 4
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 claims 3
- 125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 claims 3
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 claims 3
- 125000006374 C2-C10 alkenyl group Chemical group 0.000 claims 3
- 125000003320 C2-C6 alkenyloxy group Chemical group 0.000 claims 3
- 241001334141 Rugopharynx alpha Species 0.000 claims 3
- 239000004480 active ingredient Substances 0.000 claims 3
- 125000004682 aminothiocarbonyl group Chemical group NC(=S)* 0.000 claims 3
- 125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims 2
- 125000005865 C2-C10alkynyl group Chemical group 0.000 claims 2
- 239000004215 Carbon black (E152) Substances 0.000 claims 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 2
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims 2
- 229930195733 hydrocarbon Natural products 0.000 claims 2
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims 1
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims 1
- 125000004916 (C1-C6) alkylcarbonyl group Chemical group 0.000 claims 1
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- 241000588698 Erwinia Species 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 125000005844 heterocyclyloxy group Chemical group 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- 229910052757 nitrogen Chemical group 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims 1
- 125000003226 pyrazolyl group Chemical group 0.000 claims 1
- 125000004076 pyridyl group Chemical group 0.000 claims 1
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- 125000001425 triazolyl group Chemical group 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000000304 alkynyl group Chemical group 0.000 abstract 2
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 2
- 125000005090 alkenylcarbonyl group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000004448 alkyl carbonyl group Chemical group 0.000 abstract 1
- 150000001350 alkyl halides Chemical group 0.000 abstract 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 abstract 1
- 125000005087 alkynylcarbonyl group Chemical group 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000000547 substituted alkyl group Chemical group 0.000 abstract 1
Classifications
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- 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
- A01N37/00—Biocides, 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
- A01N37/36—Biocides, 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 at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
- A01N37/38—Biocides, 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 at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic ring system
- A01N37/40—Biocides, 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 at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic ring system having at least one carboxylic group or a thio analogue, or a derivative thereof, and one oxygen or sulfur atom attached to the same aromatic ring system
-
- 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
- A01N37/00—Biocides, 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
- A01N37/36—Biocides, 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 at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
-
- 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
- A01N37/00—Biocides, 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
- A01N37/44—Biocides, 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 at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
- A01N37/50—Biocides, 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 at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids the nitrogen atom being doubly bound to the carbon skeleton
-
- 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
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, 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
-
- 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
- A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
-
- 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
- A01N47/00—Biocides, 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
- A01N47/08—Biocides, 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
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/24—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing the groups, or; Thio analogues thereof
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- General Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
The invention relates to a method for immunizing plants against bacterioses, characterized in that the plants, the soil, or seeds are treated with an effective quantity of a compound of formula (I), wherein: X represents halogen, C1-C4 alkyl or trifluoromethyl; m is equal to 0 or 1; Q represents C
(=CH-CH3) -COOCH3, C (=CH-OCH3) -COOCH3, C (=CH-OCH3) -CONHCH3, C (=N-OCH3) -COOCH3, C (=N-OCH3) -CONHCH3 or N (-OCH3) -COOCH3; A represents -O-B, -CH2O-B, -CH2S-B, -OCH2-B, -CH=CH-B, -C=C-B, -CH2O-N=C (R1) -B or -CH2O-N=C (R1) -C
(R2) =N-OR3, whereby B represents optionally substituted phenyl, naphthyl, 5-membered or 6-membered hetaryl or 5-membered or 6-membered heterocyclyl, containing one to three N atoms and/or one O atom or S atom or one or two O
atoms and/or S atoms; R1 represents hydrogen, cyano, alkyl, alkyl halide, cycloalkyl, alkoxy; R2 represents optionally substituted phenyl, phenylcarbonyl, phenylsulfonyl, 5-membered or 6-membered hetaryl, 5-membered or 6-membered hetarylcarbonyl or 5-membered or 6-membered hetarylsulfonyl, or alkyl, cycloalkyl, alkenyl, alkynyl, alkylcarbonyl, alkenylcarbonyl, alkynylcarbonyl, alkylsulfonyl, or C (=NOR.alpha.) -OR.beta., and; R3 represents hydrogen, optionally substituted alkyl, alkenyl and alkynyl. This effective quantity of the compound is absorbed by the plants or seeds.
(=CH-CH3) -COOCH3, C (=CH-OCH3) -COOCH3, C (=CH-OCH3) -CONHCH3, C (=N-OCH3) -COOCH3, C (=N-OCH3) -CONHCH3 or N (-OCH3) -COOCH3; A represents -O-B, -CH2O-B, -CH2S-B, -OCH2-B, -CH=CH-B, -C=C-B, -CH2O-N=C (R1) -B or -CH2O-N=C (R1) -C
(R2) =N-OR3, whereby B represents optionally substituted phenyl, naphthyl, 5-membered or 6-membered hetaryl or 5-membered or 6-membered heterocyclyl, containing one to three N atoms and/or one O atom or S atom or one or two O
atoms and/or S atoms; R1 represents hydrogen, cyano, alkyl, alkyl halide, cycloalkyl, alkoxy; R2 represents optionally substituted phenyl, phenylcarbonyl, phenylsulfonyl, 5-membered or 6-membered hetaryl, 5-membered or 6-membered hetarylcarbonyl or 5-membered or 6-membered hetarylsulfonyl, or alkyl, cycloalkyl, alkenyl, alkynyl, alkylcarbonyl, alkenylcarbonyl, alkynylcarbonyl, alkylsulfonyl, or C (=NOR.alpha.) -OR.beta., and; R3 represents hydrogen, optionally substituted alkyl, alkenyl and alkynyl. This effective quantity of the compound is absorbed by the plants or seeds.
Claims (9)
1. Method for immunizing plants against bacterioses, which comprises treating the plants, the soil or the seeds with an effective amount of a compound of the formula I, in which x is halogen, C1-C4-alkyl or trifluoromethyl;
m is 0 or 1;
Q is C(=CH-CH3)-COOCH3, C(=CH-OCH3)-COOCH3, C(=N-OCH3)-CONHCH3, C(=N-OCH3)-COOCH3 or N(-OCH3)-COOCH3;
A is -O-B, -CH2O-B, -OCH2-B, -CH=CH-B, -C.ident.C-B, -CH2O-N=C(R1)-B or -CH2O-N=C(R1)-C(R2)=N-OR3, where B is phenyl, naphthyl, 5-membered or 6-membered hetaryl or 5-membered or 6-membered heterocyclyl, comprising one to three N atoms and/or one O or S atom or one or two O and/or S atoms, the ring systems being unsubstituted or substituted by one to three radicals R a:
R a being cyano, nitro, amino, aminocarbonyl, aminothiocarbonyl, halogen, C1-C6-alkyl, C1-C6-halogenalkyl, C1-C6-alkylcarbonyl, C1-C6-alkylsulfonyl, C1-C6-alkylsulfoxyl, C3-C6-cycloalkyl, C1-C6-alkoxy, C1-C6-halogenalkoxy, C1-C6-alkyloxycarbonyl, C1-C6-alkylthio, C1-C6-alkylamino, di-C1-C6-alkylamino, C1-C6-alkylaminocarbonyl, di-C1-C6-alkylaminocarbonyl, C1-C6-alkylaminothiocarbonyl, di-C1-C6-alkylaminothiocarbonyl, C2-C6-alkenyl, C2-C6-alkenyloxy, phenyl, phenoxy, benzyl, benzyloxy, 5- or 6-membered heterocyclyl, 5- or 6-membered hetaryl, 5- or 6-membered hetaryloxy, C (=NOR.alpha.) -OR.beta. or OC(R.alpha.)2-C(R.beta.)=NOR.beta., the cyclic radicals, in turn, being unsubstituted or substituted by one to three radicals R b:
R b being cyano, nitro, halogen, amino, aminocarbonyl, aminothiocarbonyl, C1-C6-alkyl, C1-C6-halogenalkyl, C1-C6-alkylsulfonyl, C1-C6-alkylsulfoxyl, C3-C6-cycloalkyl, C1-C6-alkoxy, C1-C6-halogenalkoxy, C1-C6-alkoxycarbonyl, C1-C6-alkylthio, C1-C6-alkylamino, di-C1-C6-alkylamino, C1-C6-alkylaminocarbonyl, di-C1-C6-alkylaminocarbonyl, C1-C6-alkylaminothiocarbonyl, di-C1-C6-alkylaminothiocarbonyl, C2-C6-alkenyl, C2-C6-alkenyloxy, C3-C6-cycloalkyl, C3-C6-cycloalkenyl, phenyl, phenoxy, phenylthio, benzyl, benzyloxy, 5-or 6-membered heterocyclyl, 5- or 6-membered hetaryl, 5- or 6-membered hetaryloxy or C(=NOR.alpha.)-OR.beta.;
R.alpha., R.beta. being hydrogen or C1-C6-alkyl;
R1 is hydrogen, cyano, C1-C4-alkyl, C1-C4-halogenalkyl, C3-C6-cycloalkyl, C1-C4-alkoxy;
R2 is phenyl, phenylcarbonyl, phenylsulfonyl, 5- or 6-membered hetaryl, 5- or 6-membered hetarylcarbonyl or 5- or 6-membered hetarylsulfonyl, the ring systems being unsubstituted or substituted by one to three radicals R a;
C1-C10-alkyl, C3-C6-cycloalkyl, C2-C10-alkenyl, C2-C10-alkynyl, C1-C10-alkylcarbonyl, C2-C10-alkenylcarbonyl, C3-C10-alkynylcarbonyl, C1-C10-alkylsulfonyl, or C(R.alpha.)=NOR.beta., the hydrocarbon radicals of these groups being unsubstituted or substituted by one to three radicals R c:
R c being cyano, nitro, amino, aminocarbonyl, aminothiocarbonyl, halogen, C1-C6-alkyl, C1-C6-halogenalkyl, C1-C6-alkylsulfonyl, C1-C6-alkylsulfoxyl, C1-C6-alkoxy, C1-C6-halogenalkoxy, C1-C6-alkoxycarbonyl, C1-C6-alkylthio, C1-C6-alkylamino, di-C1-C6-alkylamino, C1-C6-alkylaminocarbonyl, di-C1-C6-alkylaminocarbonyl, C1-C6-alkylaminothiocarbonyl, di-C1-C6-alkylaminothiocarbonyl, C2-C6-alkenyl, C2-C6-alkenyloxy, C3-C6-cycloalkyl, C3-C6-cycloalkyloxy, 5- or 6-membered heterocyclyl, 5- or 6-membered heterocyclyloxy, benzyl, benzyloxy, phenyl, phenoxy, phenylthio, 5- or 6-membered hetaryl, 5- or 6 -membered hetaryloxy and hetarylthio, it being possible for the cyclic groups, in turn, to be partially or fully halogenated or to have attached to them one to three radicals R a; and R3 is hydrogen, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, the hydrocarbon radicals of these groups being unsubstituted or substituted by one to three radicals R c;
which is taken up by the plants or seeds.
m is 0 or 1;
Q is C(=CH-CH3)-COOCH3, C(=CH-OCH3)-COOCH3, C(=N-OCH3)-CONHCH3, C(=N-OCH3)-COOCH3 or N(-OCH3)-COOCH3;
A is -O-B, -CH2O-B, -OCH2-B, -CH=CH-B, -C.ident.C-B, -CH2O-N=C(R1)-B or -CH2O-N=C(R1)-C(R2)=N-OR3, where B is phenyl, naphthyl, 5-membered or 6-membered hetaryl or 5-membered or 6-membered heterocyclyl, comprising one to three N atoms and/or one O or S atom or one or two O and/or S atoms, the ring systems being unsubstituted or substituted by one to three radicals R a:
R a being cyano, nitro, amino, aminocarbonyl, aminothiocarbonyl, halogen, C1-C6-alkyl, C1-C6-halogenalkyl, C1-C6-alkylcarbonyl, C1-C6-alkylsulfonyl, C1-C6-alkylsulfoxyl, C3-C6-cycloalkyl, C1-C6-alkoxy, C1-C6-halogenalkoxy, C1-C6-alkyloxycarbonyl, C1-C6-alkylthio, C1-C6-alkylamino, di-C1-C6-alkylamino, C1-C6-alkylaminocarbonyl, di-C1-C6-alkylaminocarbonyl, C1-C6-alkylaminothiocarbonyl, di-C1-C6-alkylaminothiocarbonyl, C2-C6-alkenyl, C2-C6-alkenyloxy, phenyl, phenoxy, benzyl, benzyloxy, 5- or 6-membered heterocyclyl, 5- or 6-membered hetaryl, 5- or 6-membered hetaryloxy, C (=NOR.alpha.) -OR.beta. or OC(R.alpha.)2-C(R.beta.)=NOR.beta., the cyclic radicals, in turn, being unsubstituted or substituted by one to three radicals R b:
R b being cyano, nitro, halogen, amino, aminocarbonyl, aminothiocarbonyl, C1-C6-alkyl, C1-C6-halogenalkyl, C1-C6-alkylsulfonyl, C1-C6-alkylsulfoxyl, C3-C6-cycloalkyl, C1-C6-alkoxy, C1-C6-halogenalkoxy, C1-C6-alkoxycarbonyl, C1-C6-alkylthio, C1-C6-alkylamino, di-C1-C6-alkylamino, C1-C6-alkylaminocarbonyl, di-C1-C6-alkylaminocarbonyl, C1-C6-alkylaminothiocarbonyl, di-C1-C6-alkylaminothiocarbonyl, C2-C6-alkenyl, C2-C6-alkenyloxy, C3-C6-cycloalkyl, C3-C6-cycloalkenyl, phenyl, phenoxy, phenylthio, benzyl, benzyloxy, 5-or 6-membered heterocyclyl, 5- or 6-membered hetaryl, 5- or 6-membered hetaryloxy or C(=NOR.alpha.)-OR.beta.;
R.alpha., R.beta. being hydrogen or C1-C6-alkyl;
R1 is hydrogen, cyano, C1-C4-alkyl, C1-C4-halogenalkyl, C3-C6-cycloalkyl, C1-C4-alkoxy;
R2 is phenyl, phenylcarbonyl, phenylsulfonyl, 5- or 6-membered hetaryl, 5- or 6-membered hetarylcarbonyl or 5- or 6-membered hetarylsulfonyl, the ring systems being unsubstituted or substituted by one to three radicals R a;
C1-C10-alkyl, C3-C6-cycloalkyl, C2-C10-alkenyl, C2-C10-alkynyl, C1-C10-alkylcarbonyl, C2-C10-alkenylcarbonyl, C3-C10-alkynylcarbonyl, C1-C10-alkylsulfonyl, or C(R.alpha.)=NOR.beta., the hydrocarbon radicals of these groups being unsubstituted or substituted by one to three radicals R c:
R c being cyano, nitro, amino, aminocarbonyl, aminothiocarbonyl, halogen, C1-C6-alkyl, C1-C6-halogenalkyl, C1-C6-alkylsulfonyl, C1-C6-alkylsulfoxyl, C1-C6-alkoxy, C1-C6-halogenalkoxy, C1-C6-alkoxycarbonyl, C1-C6-alkylthio, C1-C6-alkylamino, di-C1-C6-alkylamino, C1-C6-alkylaminocarbonyl, di-C1-C6-alkylaminocarbonyl, C1-C6-alkylaminothiocarbonyl, di-C1-C6-alkylaminothiocarbonyl, C2-C6-alkenyl, C2-C6-alkenyloxy, C3-C6-cycloalkyl, C3-C6-cycloalkyloxy, 5- or 6-membered heterocyclyl, 5- or 6-membered heterocyclyloxy, benzyl, benzyloxy, phenyl, phenoxy, phenylthio, 5- or 6-membered hetaryl, 5- or 6 -membered hetaryloxy and hetarylthio, it being possible for the cyclic groups, in turn, to be partially or fully halogenated or to have attached to them one to three radicals R a; and R3 is hydrogen, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, the hydrocarbon radicals of these groups being unsubstituted or substituted by one to three radicals R c;
which is taken up by the plants or seeds.
2. A method as claimed in claim 1, wherein an active ingredient of the formula I, in which Q is C(=CH-OCH3)-COOCH3, C(=N-OCH3)-COOCH3 or N(-OCH3)-COOCH3, is used.
3. A method as claimed in claim 1 or 2, wherein the index m is zero and the substituents in formula I have the following meanings:
A is -O-B, -CH2O-B, -CH2O-N=C(R1)-B or CH2-O-N=C(R1)-C(R2)=N-OR3;
B is phenyl, pyridyl, pyrimidinyl, pyrazolyl, triazolyl, these ring systems being substituted by one or two radicals R a;
R2 is C1-C6-alkyl, C2-C10-alkenyl, C3-C6-cycloalkyl, these groups being unsubstituted or substituted by one or two radicals R b';
R b' being C1-C6-alkyl, C3-C6-cycloalkyl, C1-C6-alkoxy, C1-C6-halogenalkoxy, benzyl, phenyl or phenoxy;
or phenyl, which is unsubstituted or substituted by one or two radicals R a; and R3 is C1-C6-alkyl, C2-C10-alkenyl or C2-C10-alkynyl.
A is -O-B, -CH2O-B, -CH2O-N=C(R1)-B or CH2-O-N=C(R1)-C(R2)=N-OR3;
B is phenyl, pyridyl, pyrimidinyl, pyrazolyl, triazolyl, these ring systems being substituted by one or two radicals R a;
R2 is C1-C6-alkyl, C2-C10-alkenyl, C3-C6-cycloalkyl, these groups being unsubstituted or substituted by one or two radicals R b';
R b' being C1-C6-alkyl, C3-C6-cycloalkyl, C1-C6-alkoxy, C1-C6-halogenalkoxy, benzyl, phenyl or phenoxy;
or phenyl, which is unsubstituted or substituted by one or two radicals R a; and R3 is C1-C6-alkyl, C2-C10-alkenyl or C2-C10-alkynyl.
4. A method as claimed in any of claims 1 to 3, wherein an active ingredient of the formula II
in which T is a carbon atom or a nitrogen atom, R a' is chlorine, methyl or trifluoromethyl, R b has the meaning given for formula I and x is 1 or 2 and y is zero or 1, is used.
in which T is a carbon atom or a nitrogen atom, R a' is chlorine, methyl or trifluoromethyl, R b has the meaning given for formula I and x is 1 or 2 and y is zero or 1, is used.
5. A process according to any of claims 1 to 3, wherein an active ingredient of the formula III
in which V is OCH3, Y is N and R a is methyl, dimethyl or halogen, is used.
in which V is OCH3, Y is N and R a is methyl, dimethyl or halogen, is used.
6. A process as claimed in any of claims 1 to 5 for immunizing against Erwinia species.
7. A process as claimed in any of claims 1 to 6, wherein the plants are treated.
8. A process as claimed in any of claims 1 to 6, wherein the seeds are treated.
9. The use of a compound of the formula I, II or III as claimed in any of claims 1 to 5 for immunizing plants against bacterioses.
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10210473.5 | 2002-03-11 | ||
| DE10210473 | 2002-03-11 | ||
| US44709603P | 2003-02-13 | 2003-02-13 | |
| US60/447,096 | 2003-02-13 | ||
| PCT/EP2003/002420 WO2003075663A1 (en) | 2002-03-11 | 2003-03-10 | Method for immunizing plants against bacterioses |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2478591A1 true CA2478591A1 (en) | 2003-09-18 |
| CA2478591C CA2478591C (en) | 2012-01-03 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2478591A Expired - Fee Related CA2478591C (en) | 2002-03-11 | 2003-03-10 | Method for immunizing plants against bacterioses |
Country Status (12)
| Country | Link |
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| EP (1) | EP1484973B1 (en) |
| CN (1) | CN100345483C (en) |
| AU (1) | AU2003212325B2 (en) |
| BR (1) | BR0308325A8 (en) |
| CA (1) | CA2478591C (en) |
| EA (1) | EA012135B1 (en) |
| IL (1) | IL163465A (en) |
| MX (1) | MXPA04008043A (en) |
| NZ (1) | NZ534978A (en) |
| PL (1) | PL211515B1 (en) |
| TW (1) | TWI349525B (en) |
| WO (1) | WO2003075663A1 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20100272853A1 (en) * | 2007-12-21 | 2010-10-28 | Basf Se | Method of Increasing the Milk and/or Meat Quantity of Silage-Fed Animals |
| US8273686B2 (en) | 2006-03-24 | 2012-09-25 | Basf Se | Method for combating phytopathogenic fungi |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2598184A1 (en) | 2005-02-21 | 2006-08-24 | Basf Aktiengesellschaft | Active substance composition comprising at least one nitrogen atom-containing, hyperbranched polymer |
| CA2621935C (en) | 2005-09-13 | 2014-11-18 | Basf Se | Method for protecting phytopathogenic agents by kiralaxyl, the use thereof and used substances |
| DE602006012716D1 (en) * | 2005-10-28 | 2010-04-15 | Basf Se | PROCESS FOR INDUCING RESISTANCE TO HARMFUL TREATMENTS |
| JP2009529568A (en) * | 2006-03-14 | 2009-08-20 | ビーエーエスエフ ソシエタス・ヨーロピア | Methods for inducing plant resistance to bacteriosis |
| EP1996018A2 (en) * | 2006-03-14 | 2008-12-03 | Basf Se | Method of inducing tolerance of plants against bacterioses |
| AU2007233829A1 (en) * | 2006-03-29 | 2007-10-11 | Basf Se | Use of strobilurins for treating malfunctions of the iron metabolism |
| EP2200651A2 (en) | 2007-09-13 | 2010-06-30 | Basf Se | Use of hydrophobin polypeptides as penetration enhancers |
| US20110312497A1 (en) | 2009-02-10 | 2011-12-22 | Basf Se | Use of hydrophobin as a spreading agent |
| US20120129696A1 (en) | 2009-07-28 | 2012-05-24 | Basf Se | Method for increasing the level of free amino acids in storage tissues of perennial plants |
| NZ598965A (en) | 2009-09-25 | 2013-03-28 | Basf Se | Method for reducing pistillate flower abortion in plants using at least one strobilurin |
| EP2531548A1 (en) | 2010-02-05 | 2012-12-12 | Basf Se | Method for solubilizing hydrophobic active ingredients in an aqueous solution |
| US8728504B2 (en) | 2010-02-05 | 2014-05-20 | Basf Se | Process for solubilizing hydrophobic active ingredients in aqueous medium |
| MX2012013370A (en) | 2010-05-31 | 2013-01-24 | Basf Se | Method for increasing the health of a plant. |
| US20130274104A1 (en) | 2010-12-22 | 2013-10-17 | Basf Se | Agrochemical mixtures for increasing the health of a plant |
| CN103442567B (en) | 2011-03-23 | 2016-02-10 | 巴斯夫欧洲公司 | Containing the composition of polymerization plasma type compound comprising imidazole group |
| EP3050919A1 (en) | 2015-01-29 | 2016-08-03 | Basf Se | Mixtures containing lignocellulosic materials with salts of n-substituted carbamic acids |
| WO2023111296A1 (en) | 2021-12-17 | 2023-06-22 | Basf Se | Composition comprising an antimicrobial agent and a carboxamide |
| AU2022413634A1 (en) | 2021-12-17 | 2024-06-27 | Basf Se | Lactones for enhancing the activity of antimicrobial agents |
| EP4289273A1 (en) | 2022-06-07 | 2023-12-13 | Basf Se | Composition comprising an antimicrobial agent and a n-cyclohexyldiazeniumdioxy salt |
| EP4385328A1 (en) | 2022-12-15 | 2024-06-19 | Basf Se | Alpha-hydroxyketones for enhancing the activity of antimicrobial agents |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2052772T3 (en) * | 1987-08-21 | 1994-07-16 | Ciba Geigy Ag | PROCEDURE AND AGENT AGAINST PLANT DISEASES. |
| EP1194416B1 (en) * | 1999-06-18 | 2004-09-08 | Bayer CropScience AG | Halopyrimidines |
| AU2001268986B2 (en) * | 2000-05-03 | 2006-01-12 | Basf Aktiengesellschaft | Method for inducing viral resistance in plants |
-
2003
- 2003-03-10 EA EA200401131A patent/EA012135B1/en not_active IP Right Cessation
- 2003-03-10 WO PCT/EP2003/002420 patent/WO2003075663A1/en active Application Filing
- 2003-03-10 PL PL372938A patent/PL211515B1/en unknown
- 2003-03-10 NZ NZ534978A patent/NZ534978A/en not_active IP Right Cessation
- 2003-03-10 CN CNB038057417A patent/CN100345483C/en not_active Expired - Fee Related
- 2003-03-10 CA CA2478591A patent/CA2478591C/en not_active Expired - Fee Related
- 2003-03-10 BR BRPI0308325A patent/BR0308325A8/en active IP Right Grant
- 2003-03-10 AU AU2003212325A patent/AU2003212325B2/en not_active Ceased
- 2003-03-10 MX MXPA04008043A patent/MXPA04008043A/en active IP Right Grant
- 2003-03-10 EP EP03708204A patent/EP1484973B1/en not_active Expired - Lifetime
- 2003-03-11 TW TW092105211A patent/TWI349525B/en not_active IP Right Cessation
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8273686B2 (en) | 2006-03-24 | 2012-09-25 | Basf Se | Method for combating phytopathogenic fungi |
| US20100272853A1 (en) * | 2007-12-21 | 2010-10-28 | Basf Se | Method of Increasing the Milk and/or Meat Quantity of Silage-Fed Animals |
Also Published As
| Publication number | Publication date |
|---|---|
| AU2003212325B2 (en) | 2007-08-23 |
| CN1642424A (en) | 2005-07-20 |
| IL163465A (en) | 2010-05-31 |
| CN100345483C (en) | 2007-10-31 |
| NZ534978A (en) | 2006-03-31 |
| BR0308325A (en) | 2004-12-28 |
| WO2003075663A1 (en) | 2003-09-18 |
| EA200401131A1 (en) | 2005-02-24 |
| BR0308325B1 (en) | 2014-10-07 |
| AU2003212325A1 (en) | 2003-09-22 |
| EP1484973B1 (en) | 2012-05-09 |
| PL211515B1 (en) | 2012-05-31 |
| TW200408350A (en) | 2004-06-01 |
| CA2478591C (en) | 2012-01-03 |
| TWI349525B (en) | 2011-10-01 |
| MXPA04008043A (en) | 2004-11-26 |
| BR0308325A8 (en) | 2018-03-20 |
| EP1484973A1 (en) | 2004-12-15 |
| EA012135B1 (en) | 2009-08-28 |
| PL372938A1 (en) | 2005-08-08 |
| AU2003212325B8 (en) | 2003-09-22 |
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