JP5101491B2 - 相乗作用を示す殺菌活性物質組合せ - Google Patents
相乗作用を示す殺菌活性物質組合せ Download PDFInfo
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- JP5101491B2 JP5101491B2 JP2008504660A JP2008504660A JP5101491B2 JP 5101491 B2 JP5101491 B2 JP 5101491B2 JP 2008504660 A JP2008504660 A JP 2008504660A JP 2008504660 A JP2008504660 A JP 2008504660A JP 5101491 B2 JP5101491 B2 JP 5101491B2
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- Prior art keywords
- formula
- active compound
- represented
- carboxamide
- methyl
- Prior art date
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Classifications
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- 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
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- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/84—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms six-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,4
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- A—HUMAN NECESSITIES
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- A01N31/16—Oxygen or sulfur directly attached to an aromatic ring system with two or more oxygen or sulfur atoms directly attached to the same aromatic ring system
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- A—HUMAN NECESSITIES
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- 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
- A01N37/18—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 the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
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- A—HUMAN NECESSITIES
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- A—HUMAN NECESSITIES
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- 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
- A01N41/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
- A01N41/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom containing a sulfur-to-oxygen double bond
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- A—HUMAN NECESSITIES
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- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
- A01N43/06—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings
- A01N43/08—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings with oxygen as the ring hetero atom
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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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
- A01N43/14—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings
- A01N43/16—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings with oxygen as the ring hetero atom
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- A—HUMAN NECESSITIES
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- 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
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/24—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with two or more hetero atoms
- A01N43/26—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with two or more hetero atoms five-membered rings
- A01N43/28—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with two or more hetero atoms five-membered rings with two hetero atoms in positions 1,3
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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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/24—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with two or more hetero atoms
- A01N43/26—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with two or more hetero atoms five-membered rings
- A01N43/28—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with two or more hetero atoms five-membered rings with two hetero atoms in positions 1,3
- A01N43/30—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with two or more hetero atoms five-membered rings with two hetero atoms in positions 1,3 with two oxygen atoms in positions 1,3, condensed with a carbocyclic ring
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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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
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- 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
- A01N43/36—Biocides, 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
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- A—HUMAN NECESSITIES
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- 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
- A01N43/36—Biocides, 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
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- 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
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- A—HUMAN NECESSITIES
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- 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
- A01N43/50—1,3-Diazoles; Hydrogenated 1,3-diazoles
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- A—HUMAN NECESSITIES
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- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
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- A01N43/50—1,3-Diazoles; Hydrogenated 1,3-diazoles
- A01N43/52—1,3-Diazoles; Hydrogenated 1,3-diazoles condensed with carbocyclic rings, e.g. benzimidazoles
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- A—HUMAN NECESSITIES
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- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
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- A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
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- 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
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- A—HUMAN NECESSITIES
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- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
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- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
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- A01N43/74—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
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- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
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- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
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- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
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- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
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- A01N55/00—Biocides, pest repellants or attractants, or plant growth regulators, containing organic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen and sulfur
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- A01N57/14—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing aromatic radicals
Landscapes
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Description
Rは、水素又はメチルを表し;
Gは、水素、フッ素又はメチルを表し;
R1は、水素、ハロゲン、C1−C3−アルキルを表すか、又は、1〜7個のフッ素原子、塩素原子及び/若しくは臭素原子を有するC1−C3−ハロアルキルを表し;
Aは、以下のラジカルA1又はA2:
Xは、CH又はNを表し;
R2は、メチル、ジフルオロメチル又はトリフルオロメチルを表し;
R3は、水素又はフッ素を表し;
R4は、ジフルオロメチル又はトリフルオロメチルを表す]
のうちの一方を表す]
で表されるカルボキサミド(群(1))及び以下の群(2)〜群(23)から選択される少なくとも1種類の活性化合物を含んでいる:
群(2):ストロビルリン系
(2−1) 式
(2−3) 式
(2−5) 式
(2−6) 式
(2−8) 式
群(7):ジチオカルバメート系
(7−1) IUPAC名「エチレンビス(ジチオカルバミン酸)マンガンの亜鉛塩との(高分子)錯体(Manganese ethylenebis(dithiocarbamate)(polymeric)complex with zinc salt)」を有するマンコゼブ( DE−A 1234704により知られている)、
(7−2) 式
(7−3) IUPAC名「エチレンビス(ジチオカルバミン酸)亜鉛アンモニエート−ポリ(エチレンチウラムジスルフィド)(Zinc ammoniate ethylenebis(dithiocarbamate)-poly(ethylenethiuram disulfide))」を有するメチラム(DE−A 1076434により知られている)、
(7−4) 式
(10−2) 式
群(18):フェニルエタンアミド系(いずれの場合も、E異性体又はZ異性体(好ましくは、E異性体)として、WO 96/23793により知られている)
(18−1) 式
(19−16) 式
(22−2) 式
(22−3) 式
(22−4) 式
(22−5) 式
群(23):ヨードクロモン系
(23−1) 式
Rは、水素又はメチルを表し;
Gは、水素又はメチルを表し;
R1は、水素、フッ素、塩素、メチル、エチル、n−プロピル、イソプロピル、モノフルオロメチル、ジフルオロメチル、トリフルオロメチル、モノクロロメチル、ジクロロメチル又はトリクロロメチルを表し;
Aは、以下のラジカルA1又はA2:
(1−1) N−[2−(1,3−ジメチルブチル)−3−チエニル]−1−メチル−3−(トリフルオロメチル)−1H−ピラゾール−4−カルボキサミド;
(1−2) 1−メチル−3−(トリフルオロメチル)−N−[2−(1,3,3−トリメチルブチル)−3−チエニル]−1H−ピラゾール−4−カルボキサミド;
(1−3) 1−メチル−N−[2−(3−メチルブチル)−3−チエニル]−3−(トリフルオロメチル)−1H−ピラゾール−4−カルボキサミド;
(1−4) N−[2−(3,3−ジメチルブチル)−3−チエニル]−1−メチル−3−(トリフルオロメチル)−1H−ピラゾール−4−カルボキサミド;
(1−5) 3−(ジフルオロメチル)−N−[2−(1,3−ジメチルブチル)−3−チエニル]−1−メチル−1H−ピラゾール−4−カルボキサミド;
(1−6) 3−(ジフルオロメチル)−1−メチル−N−[2−(1,3,3−トリメチルブチル)−3−チエニル]−1H−ピラゾール−4−カルボキサミド;
(1−7) 3−(ジフルオロメチル)−1−メチル−N−[2−(3−メチルブチル)−3−チエニル]−1H−ピラゾール−4−カルボキサミド;
(1−8) 3−(ジフルオロメチル)−N−[2−(3,3−ジメチルブチル)−3−チエニル]−1−メチル−1H−ピラゾール−4−カルボキサミド;
(1−9) N−[2−(1,3−ジメチルブチル)−3−チエニル]−5−フルオロ−1,3−ジメチル−1H−ピラゾール−4−カルボキサミド;
(1−10) 5−フルオロ−l,3−ジメチル−N−[2−(1,3,3−トリメチルブチル)−3−チエニル]−1H−ピラゾール−4−カルボキサミド;
(1−11) 5−フルオロ−1,3−ジメチル−N−[2−(3−メチルブチル)−3−チエニル]−1H−ピラゾール−4−カルボキサミド;
(1−12) N−[2−(3,3−ジメチルブチル)−3−チエニル]−5−フルオロ−l,3−ジメチル−1H−ピラゾール−4−カルボキサミド;
(1−13) N−[2−(1,3−ジメチルブチル)−3−チエニル]−1−メチル−4−(トリフルオロメチル)−1H−ピロール−3−カルボキサミド;
(1−14) 1−メチル−N−[2−(3−メチルブチル)−3−チエニル]−3−(トリフルオロメチル)−1H−ピロール−4−カルボキサミド;
(1−15) N−[2−(3,3−ジメチルブチル)−3−チエニル]−1−メチル−3−(トリフルオロメチル)−1H−ピロール−4−カルボキサミド;
(1−16) N−[2−(3,3−ジメチルブチル)−3−チエニル]−1−メチル−3−(トリフルオロメチル)−1H−ピロール−4−カルボキサミド;
(1−17) 4−(ジフルオロメチル)−N−[2−(1,3−ジメチルブチル)−3−チエニル]−1−メチル−1H−ピロール−3−カルボキサミド;
(1−18) 4−(ジフルオロメチル)−1−メチル−N−[2−(1,3,3−トリメチルブチル)−3−チエニル]−1H−ピロール−3−カルボキサミド;
(1−19) 4−(ジフルオロメチル)−1−メチル−N−[2−(3−メチルブチル)−3−チエニル]−1H−ピロール−3−カルボキサミド;
(1−20) 4−(ジフルオロメチル)−N−[2−(3,3−ジメチルブチル)−3−チエニル]−1−メチル−1H−ピロール−3−カルボキサミド;
(1−21) N−[2−(1,3−ジメチルブチル)−3−チエニル]−2−フルオロ−1,4−ジメチル−1H−ピロール−3−カルボキサミド;
(1−22) 5−フルオロ−1,4−ジメチル−N−[2−(1,3,3−トリメチルブチル)−3−チエニル]−1H−ピロール−3−カルボキサミド;
(1−23) 5−フルオロ−1,4−ジメチル−N−[2−(3−メチルブチル)−3−チエニル]−1H−ピロール−3−カルボキサミド;
(1−24) N−[2−(3,3−ジメチルブチル)−3−チエニル]−5−フルオロ−1,4−ジメチル−1H−ピロール−3−カルボキサミド;
(1−25) N−[2−(1,3−ジメチルブチル)−3−チエニル]−2−メチル−4−(トリフルオロメチル)−1,3−チアゾール−5−カルボキサミド;
(1−26) 2−メチル−4−(トリフルオロメチル)−N−[2−(1,3,3−トリメチルブチル)−3−チエニル]−1,3−チアゾール−5−カルボキサミド;
(1−27) 2−メチル−N−[2−(3−メチルブチル)−3−チエニル]−4−(トリフルオロメチル)−1,3−チアゾール−5−カルボキサミド;
(1−28) N−[2−(3,3−ジメチルブチル)−3−チエニル]−2−メチル−4−(トリフルオロメチル)−1,3−チアゾール−5−カルボキサミド;
(1−29) 4−(ジフルオロメチル)−N−[2−(1,3−ジメチルブチル)−3−チエニル]−2−メチル−l,3−チアゾール−5−カルボキサミド;
(1−30) 4−(ジフルオロメチル)−2−メチル−N−[2−(1,3,3−トリメチルブチル)−3−チエニル]−1,3−チアゾール−5−カルボキサミド;
(1−31) 4−(ジフルオロメチル)−2−メチル−N−[2−(3−メチルブチル)−3−チエニル]−1,3−チアゾール−5−カルボキサミド;
(1−32) 4−(ジフルオロメチル)−N−[2−(3,3−ジメチルブチル)−3−チエニル]−2−メチル−1,3−チアゾール−5−カルボキサミド。
(2−1)フルオキサストロビン、(2−2)(2E)−2−(2−{[6−(3−クロロ−2−メチルフェノキシ)−5−フルオロ−4−ピリミジニル]オキシ}フェニル)−2−(メトキシイミノ)−N−メチルエタンアミド、(2−3)トリフロキシストロビン、(2−4)(2E)−2−(メトキシイミノ)−N−メチル−2−(2−{[({(1E)−1−[3−(トリフルオロメチル)フェニル]エチリデン}アミノ)オキシ]メチル}フェニル)エタンアミド、(2−5)(2E)−2−(メトキシイミノ)−N−メチル−2−{2−[(E)−({1−[3−(トリフルオロメチル)フェニル]エトキシ}イミノ)メチル]フェニル}エタンアミド、(2−7)5−メトキシ−2−メチル−4−(2−{[({(1E)−1−[3−(トリフルオロメチル)フェニル]エチリデン}アミノ)オキシ]メチル}フェニル)−2,4−ジヒドロ−3H−1,2,4−トリアゾール−3−オン、(2−8)ジモキシストロビン、(2−9)ピコキシストロビン、(2−10)ピラクロストロビン、(3−3)プロピコナゾール、(3−4)ジフェノコナゾール、(3−6)シプロコナゾール、(3−7)ヘキサコナゾール、(3−8)ペンコナゾール、(3−9)ミクロブタニル、(3−10)テトラコナゾール、(3−13)フルシラゾール、(3−15)プロチオコナゾール、(3−16)フェンブコナゾール、(3−17)テブコナゾール、(3−21)ビテルタノール、(3−22)トリアジメノール、(3−23)トリアジメホン、(3−12)エポキシコナゾール、(3−19)メトコナゾール、(3−24)フルキンコナゾール、(4−1)ジクロフルアニド、(4−2)トリルフルアニド、(5−1)イプロバリカルブ、(5−2)ベンチアバリカルブ、(6−2)ボスカリド、(6−4)エタボキサム、(6−5)フェンヘキサミド、(6−6)カルプロパミド、(6−7)2−クロロ−4−[(2−フルオロ−2−メチルプロピオニル)アミノ]−N,N−ジメチルベンズアミド、(6−8)ピコベンズアミド、(6−9)ゾキサミド、(6−10)3,4−ジクロロ−N−(2−シアノフェニル)イソチアゾール−5−カルボキサミド、(7−1)マンコゼブ、(7−2)マンネブ、(7−4)プロピネブ、(7−5)チラム、(7−6)ジネブ、(8−1)ベナラキシル、(8−2)フララキシル、(8−3)ベナラキシル−M、(9−1)シプロジニル、(9−2)ピリメタニル、(10−1)6−クロロ−5−[(3,5−ジメチルイソオキサゾール−4−イル)スルホニル]−2,2−ジフルオロ−5H−[1,3]ジオキソロ[4,5−f]ベンゾイミダゾール、(10−3)カルベンダジム、(11−1)プロパモカルブ、(11−2)プロパモカルブ塩酸塩、(11−3)プロパモカルブ−ホセチル、(12−2)ホルペット、(12−3)イプロジオン、(12−4)プロシミドン、(13−1)ドジン、(13−2)グアザチン、(13−3)イミノクタジン三酢酸塩、(14−1)シアゾファミド、(14−2)プロクロラズ、(14−3)トリアゾキシド、(15−4)フェンプロピモルフ、(17−1)ホスホン酸、(19−1)アシベンゾラル−S−メチル、(19−3)ファモキサドン、(19−4)オキサジキシル、(19−5)スピロキサミン、(19−8)フェンアミドン、(19−15)2−(4−クロロフェニル)−N−{2−[3−メトキシ−4−(プロプ−2−イン−1−イルオキシ)フェニル]エチル}−2−(プロプ−2−イン−1−イルオキシ)アセトアミド、(19−16)キノキシフェン、(19−17)プロキナジド、(20−1)ペンシクロン、(22−1)5−クロロ−N−[(1S)−2,2,2−トリフルオロ−1−メチルエチル]−6−(2,4,6−トリフルオロフェニル)[1,2,4]トリアゾロ[1,5−a]ピリミジン−7−アミン、(22−2)5−クロロ−N−[(1R)−1,2−ジメチルプロピル]−6−(2,4,6−トリフルオロフェニル)[1,2,4]トリアゾロ[1,5−a]ピリミジン−7−アミン、(22−4)5−クロロ−6−(2,4,6−トリフルオロフェニル)−7−(4−メチルピペリジン−1−イル)[1,2,4]トリアゾロ[1,5−a]ピリミジン、(22−5)5−クロロ−6−(2,4,6−トリフルオロフェニル)−N−[(1S)−1,2,2−トリメチルプロピル][1,2,4]トリアゾロ[1,5−a]ピリミジン−7−アミン、(23−1)2−ブトキシ−6−ヨード−3−プロピルベンゾピラン−4−オン、(23−2)2−エトキシ−6−ヨード−3−プロピルベンゾピラン−4−オン、(23−3)6−ヨード−2−プロポキシ−3−プロピルベンゾピラン−4−オン。
(2−1)フルオキサストロビン、(2−2)(2E)−2−(2−{[6−(3−クロロ−2−メチルフェノキシ)−5−フルオロ−4−ピリミジニル]オキシ}フェニル)−2−(メトキシイミノ)−N−メチルエタンアミド、(2−3)トリフロキシストロビン、(3−15)プロチオコナゾール、(3−17)テブコナゾール、(3−21)ビテルタノール、(3−22)トリアジメノール、(3−24)フルキンコナゾール、(4−1)ジクロフルアニド、(4−2)トリルフルアニド、(5−1)イプロバリカルブ、(6−5)フェンヘキサミド、(6−6)カルプロパミド、(6−8)ピコベンズアミド、(7−4)プロピネブ、(8−3)ベナラキシル−M、(9−2)ピリメタニル、(10−3)カルベンダジム、(11−3)プロパモカルブ−ホセチル、(12−3)イプロジオン、(14−2)プロクロラズ、(14−3)トリアゾキシド、(19−5)スピロキサミン、(19−15)2−(4−クロロフェニル)−N−{2−[3−メトキシ−4−(プロプ−2−イン−1−イルオキシ)フェニル]エチル}−2−(プロプ−2−イン−1−イルオキシ)アセトアミド、(22−4)5−クロロ−6−(2,4,6−トリフルオロフェニル)−7−(4−メチルピペリジン−1−イル)[1,2,4]トリアゾロ[1,5−a]ピリミジン、(22−5)5−クロロ−6−(2,4,6−トリフルオロフェニル)−N−[(1S)−1,2,2−トリメチルプロピル][1,2,4]トリアゾロ[1,5−a]ピリミジン−7−アミン。
(1−1) N−[2−(1,3−ジメチルブチル)−3−チエニル]−1−メチル−3−(トリフルオロメチル)−1H−ピラゾール−4−カルボキサミド;
(1−3) 1−メチル−N−[2−(3−メチルブチル)−3−チエニル]−3−(トリフルオロメチル)−1H−ピラゾール−4−カルボキサミド;
(1−5) 3−(ジフルオロメチル)−N−[2−(1,3−ジメチルブチル)−3−チエニル]−1−メチル−1H−ピラゾール−4−カルボキサミド;
(1−7) 3−(ジフルオロメチル)−1−メチル−N−[2−(3−メチルブチル)−3−チエニル]−1H−ピラゾール−4−カルボキサミド;
(1−9) N−[2−(1,3−ジメチルブチル)−3−チエニル]−5−フルオロ−1,3−ジメチル−1H−ピラゾール−4−カルボキサミド;
(1−11) 5−フルオロ−1,3−ジメチル−N−[2−(3−メチルブチル)−3−チエニル]−1H−ピラゾール−4−カルボキサミド;
(1−13) N−[2−(1,3−ジメチルブチル)−3−チエニル]−1−メチル−4−(トリフルオロメチル)−1H−ピロール−3−カルボキサミド;
(1−15) N−[2−(3,3−ジメチルブチル)−3−チエニル]−1−メチル−3−(トリフルオロメチル)−1H−ピロール−4−カルボキサミド;
(1−17) 4−(ジフルオロメチル)−N−[2−(1,3−ジメチルブチル)−3−チエニル]−1−メチル−1H−ピロール−3−カルボキサミド;
(1−19) 4−(ジフルオロメチル)−1−メチル−N−[2−(3−メチルブチル)−3−チエニル]−1H−ピロール−3−カルボキサミド;
(1−21) N−[2−(1,3−ジメチルブチル)−3−チエニル]−2−フルオロ−1,4−ジメチル−1H−ピロール−3−カルボキサミド;
(1−23) 5−フルオロ−1,4−ジメチル−N−[2−(3−メチルブチル)−3−チエニル]−1H−ピロール−3−カルボキサミド;
(1−25) N−[2−(1,3−ジメチルブチル)−3−チエニル]−2−メチル−4−(トリフルオロメチル)−1,3−チアゾール−5−カルボキサミド;
(1−27) 2−メチル−N−[2−(3−メチルブチル)−3−チエニル]−4−(トリフルオロメチル)−1,3−チアゾール−5−カルボキサミド;
(1−29) 4−(ジフルオロメチル)−N−[2−(1,3−ジメチルブチル)−3−チエニル]−2−メチル−l,3−チアゾール−5−カルボキサミド;
(1−31) 4−(ジフルオロメチル)−2−メチル−N−[2−(3−メチルブチル)−3−チエニル]−1,3−チアゾール−5−カルボキサミド。
(1−1) N−[2−(1,3−ジメチルブチル)−3−チエニル]−1−メチル−3−(トリフルオロメチル)−1H−ピラゾール−4−カルボキサミド;
(1−5) 3−(ジフルオロメチル)−N−[2−(1,3−ジメチルブチル)−3−チエニル]−1−メチル−1H−ピラゾール−4−カルボキサミド;
(1−9) N−[2−(1,3−ジメチルブチル)−3−チエニル]−5−フルオロ−1,3−ジメチル−1H−ピラゾール−4−カルボキサミド;
(1−13) N−[2−(1,3−ジメチルブチル)−3−チエニル]−1−メチル−4−(トリフルオロメチル)−1H−ピロール−3−カルボキサミド;
(1−17) 4−(ジフルオロメチル)−N−[2−(1,3−ジメチルブチル)−3−チエニル]−1−メチル−1H−ピロール−3−カルボキサミド;
(1−21) N−[2−(1,3−ジメチルブチル)−3−チエニル]−2−フルオロ−1,4−ジメチル−1H−ピロール−3−カルボキサミド;
(1−25) N−[2−(1,3−ジメチルブチル)−3−チエニル]−2−メチル−4−(トリフルオロメチル)−1,3−チアゾール−5−カルボキサミド;
(1−29) 4−(ジフルオロメチル)−N−[2−(1,3−ジメチルブチル)−3−チエニル]−2−メチル−l,3−チアゾール−5−カルボキサミド。
下記表17に記載されている活性化合物組合せQは重要である:
・ 例えば以下のようなうどんこ病(powdery mildew)病原体に起因する、病害:
ブルメリア類(Blumeria species)、例えば、ブルメリア・グラミニス(Blumeria graminis);
ポドスファエラ類(Podosphaera species)、例えば、ポドスファエラ・レウコトリカ(Podosphaera leucotricha);
スファエロテカ類(Sphaerotheca species)、例えば、スファエロテカ・フリギネア(Sphaerotheca fuliginea);
ウンシヌラ類(Uncinula species)、例えば、ウンシヌラ・ネカトル(Uncinula necator);
・ 例えば以下のようなさび病(rust disease)病原体に起因する、病害:
ギムノスポランギウム類(Gymnosporangium species)、例えば、ギムノスポランギウム・サビナエ(Gymnosporangium sabinae);
ヘミレイア類(Hemileia species)、例えば、ヘミレイア・バスタトリクス(Hemileia vastatrix);
ファコプソラ類(Phakopsora species)、例えば、ファコプソラ・パキリジ(Phakopsora pachyrhizi)及びファコプソラ・メイボミアエ(Phakopsora meibomiae);
プッシニア類(Puccinia species)、例えば、プッシニア・レコンジタ(Puccinia recondita);
ウロミセス類(Uromyces species)、例えば、ウロミセス・アペンジクラツス(Uromyces appendiculatus);
・ 例えば以下のような卵菌類(Oomycetes)の病原体に起因する病害:
ブレミア類(Bremia species)、例えば、ブレミア・ラクツカエ(Bremia lactucae);
ペロノスポラ類(Peronospora species)、例えば、ペロノスポラ・ピシ(Peronospora pisi)又はペロノスポラ・ブラシカエ(P. brassicae);
フィトフトラ類(Phytophthora species)、例えば、フィトフトラ・インフェスタンス(Phytophthora infestans);
プラスモパラ類(Plasmopara species)、例えば、プラスモパラ・ビチコラ(Plasmopara viticola);
プセウドペロノスポラ類(Pseudoperonospora species)、例えば、プセウドペロノスポラ・フムリ(Pseudoperonospora humuli)又はプセウドペロノスポラ・クベンシス(Pseudoperonospora cubensis);
ピシウム類(Pythium species)、例えば、ピシウム・ウルチムム(Pythium ultimum);
・ 例えば以下のものに起因する、汚斑病(leaf blotch disease)及び萎凋病(leaf wilts disease):
アルテルナリア類(Alternaria species)、例えば、アルテルナリア・ソラニ(Alternaria solani);
セルコスポラ類(Cercospora species)、例えば、セルコスポラ・ベチコラ(Cercospora beticola);
クラジオスポルム類(Cladiosporum species)、例えば、クラジオスポルム・ククメリヌム(Cladiosporium cucumerinum);
コクリオボルス類(Cochliobolus species)、例えば、コクリオボルス・サチブス(Cochliobolus sativus)(分生子形態:Drechslera, 同義語:Helminthosporium);
コレトトリクム類(Colletotrichum species)、例えば、コレトトリクム・リンデムタニウム(Colletotrichum lindemuthanium);
シクロコニウム類(Cycloconium species)、例えば、シクロコニウム・オレアギヌム(Cycloconium oleaginum);
ジアポルテ類(Diaporthe species)、例えば、ジアポルテ・シトリ(Diaporthe citri);
エルシノエ類(Elsinoe species)、例えば、エルシノエ・ファウセッチイ(Elsinoe fawcettii);
グロエオスポリウム類(Gloeosporium species)、例えば、グロエオスポリウム・ラエチコロル(Gloeosporium laeticolor);
グロメレラ類(Glomerella species)、例えば、グロメレラ・シングラタ(Glomerella cingulata);
グイグナルジア類(Guignardia species)、例えば、グイグナルジア・ビドウェリ(Guignardia bidwelli);
レプトスファエリア類(Leptosphaeria species)、例えば、レプトスファエリア・マクランス(Leptosphaeria maculans);
マグナポルテ類(Magnaporthe species)、例えば、マグナポルテ・グリセア(Magnaporthe grisea);
ミコスファエレラ類(Mycosphaerella species)、例えば、ミコスファエレラ・グラミニコラ(Mycosphaerella graminicola);
ファエオスファエリア類(Phaeosphaeria species)、例えば、ファエオスファエリア・ノドルム(Phaeosphaeria nodorum);
フィレノホラ類(Pyrenophora species)、例えば、フィレノホラ・テレス(Pyrenophora teres);
ルムラリア類(Ramularia species)、例えば、ルムラリア・コロ−シグニ(Ramularia collo-cygni);
リンコスポリウム類(Rhynchosporium species)、例えば、リンコスポリウム・セカリス(Rhynchosporium secalis);
セプトリア類(Septoria species)、例えば、セプトリア・アピイ(Septoria apii);
チフラ類(Typhula species)、例えば、チフラ・インカルナタ(Typhula incarnata);
ベンツリア類(Venturia species)、例えば、ベンツリア・イナエクアリス(Venturia inaequalis);
・ 例えば以下のものに起因する、根及び茎の病害(root and stem diseases):
コルチシウム類(Corticium species)、例えば、コルチシウム・グラミネアルム(Corticium graminearum);
フサリウム類(Fusarium species)、例えば、フサリウム・オキシスポルム(Fusarium oxysporum);
ガエウマンノミセス類(Gaeumannomyces species)、例えば、ガエウマンノミセス・グラミニス(Gaeumannomyces graminis);
リゾクトニア類(Rhizoctonia species)、例えば、リゾクトニア・ソラニ(Rhizoctonia solani);
タペシア類(Tapesia species)、例えば、タペシア・アクホルミス(Tapesia acuformis);
チエラビオプシス類(Thielaviopsis species)、例えば、チエラビオプシス・バシコラ(Thielaviopsis basicola);
・ 例えば以下のものに起因する、穂の病害(ear and panicle disease)(トウモロコシの穂軸を包含する):
アルテルナリア類(Alternaria species)、例えば、アルテルナリア属種(Alternaria spp.);
アスペルギルス類(Aspergillus species)、例えば、アスペルギルス・フラブス(Aspergillus flavus);
クラドスポリウム類(Cladosporium species)、例えば、クラドスポリウム属種(Cladosporium spp.);
クラビセプス類(Claviceps species)、例えば、クラビセプス・プルプレア(Claviceps purpurea);
フサリウム類(Fusarium species)、例えば、フサリウム・クルモルム(Fusarium culmorum);
ジベレラ類(Gibberella species)、例えば、ジベレラ・ゼアエ(Gibberella zeae);
モノグラフェラ類(Monographella species)、例えば、モノグラフェラ・ニバリス(Monographella nivalis);
・ 例えば以下のものなどの黒穂病菌類(smut fungi)に起因する、病害:
スファセロテカ類(Sphacelotheca species)、例えば、スファセロテカ・レイリアナ(Sphacelotheca reiliana);
チレチア類(Tilletia species)、例えば、チレチア・カリエス(Tilletia caries);
ウロシスチス類(Urocystis species)、例えば、ウロシスチス・オクルタ(Urocystis occulta);
ウスチラゴ類(Ustilago species)、例えば、ウスチラゴ・ヌダ(Ustilago nuda);
・ 例えば以下のものなどに起因する、果実の腐敗(fruit rot):
アスペルギルス類(Aspergillus species)、例えば、アスペルギルス・フラブス(Aspergillus flavus);
ボトリチス類(Botrytis species)、例えば、ボトリチス・シネレア(Botrytis cinerea);
ペニシリウム類(Penicillium species)、例えば、ペニシリウム・エクスパンスム(Penicillium expansum);
スクレロチニア類(Sclerotinia species)、例えば、スクレロチニア・スクレロチオルム(Sclerotinia sclerotiorum);
ベルチシリウム類(Verticilium species)、例えば、ベルチシリウム・アルボアトルム(Verticilium alboatrum);
・ 例えば以下のものなどに起因する、種子及び土壌によって媒介される腐敗病及び萎凋病(seed- and soil-borne rot and wilts)並びに実生の病害:
フサリウム類(Fusarium species)、例えば、フサリウム・クルモルム(Fusarium culmorum);
フィトフトラ類(Phytophthora species)、例えば、フィトフトラ・カクトルム(Phytophthora cactorum);
ピシウム類(Pythium species)、例えば、ピシウム・ウルチムム(Pythium ultimum);
リゾクトニア類(Rhizoctonia species)、例えば、リゾクトニア・ソラニ(Rhizoctonia solani);
スクレロチウム類(Sclerotium species)、例えば、スクレロチウム・ロルフシイ(Sclerotium rolfsii);
・ 例えば以下のものなどに起因する、癌性病害(cancerous disease)、こぶ(gall)及び天狗巣病(witches' broom disease):
ネクトリア類(Nectria species)、例えば、ネクトリア・ガリゲナ(Nectria galligena);
・ 例えば以下のものなどに起因する、萎凋病(wilt disease):
モニリニア類(Monilinia species)、例えば、モニリニア・ラキサ(Monilinia laxa);
・ 例えば以下のものなどに起因する、葉、花及び果実の奇形:
タフリナ類(Taphrina species)、例えば、タフリナ・デホルマンス(Taphrina deformans);
・ 例えば以下のものなどに起因する、木本類の衰退性病害(degenerative disease):
エスカ類(Esca species)、例えば、ファエモニエラ・クラミドスポラ(Phaemoniella clamydospora);
・ 例えば以下のものなどに起因する、花及び種子の病害:
ボトリチス類(Botrytis species)、例えば、ボトリチス・シネレア(Botrytis cinerea);
・ 例えば以下のものなどに起因する、植物塊茎の病害:
リゾクトニア類(Rhizoctonia species)、例えば、リゾクトニア・ソラニ(Rhizoctonia solani);
・ 例えば以下のものなどの細菌性病原体に起因する病害:
キサントモナス類(Xanthomonas species)、例えば、キサントモナス・カムペストリス pv.オリザエ(Xanthomonas campestris pv. oryzae);
シュードモナス類(Pseudomonas species)、例えば、シュードモナス・シリンガエ pv.ラクリマンス(Pseudomonas syringae pv. lachrymans);
エルビニア類(Erwinia species)、例えば、エルビニア・アミロボラ(Erwinia amylovora)。
・ 例えば以下のものなどに起因する、葉、茎、鞘及び種子の菌類病:
アルタナリア斑点病(alternaria leaf spot)(Alternaria spec. atrans tenuissima)、炭疽病(Colletotrichum gloeosporoides dematium var. truncatum)、褐紋病(brown spot)(Septoria glycines)、紫斑病(cercospora leaf spot and blight)(Cercospora kikuchii)、コアネホラ葉枯病(choanephora leaf blight)(Choanephora infundibulifera trispora(Syn.))、ダクツリオホラ斑点病(dactuliophora leaf spot)(Dactuliophora glycines)、べと病(Peronospora manshurica)、ドレクスレラ胴枯病(drechslera blight)(Drechslera glycini)、斑点病(frogeye leaf spot)(Cercospora sojina)、そばかす病(leptosphaerulina leaf spot)(Leptosphaerulina trifolii)、灰星病(phyllostica leaf spot)(Phyllosticta sojaecola)、うどんこ病(Microsphaera diffusa)、ピレノカエタ斑点病(pyrenochaeta leaf spot)(Pyrenochaeta glycines)、葉腐病(rhizoctonia aerial, foliage, and web blight)(Rhizoctonia solani)、さび病(Phakopsora pachyrhizi)、黒とう病(Sphaceloma glycines)、ステムフィリウム葉枯病(stemphylium leaf blight)(Stemphylium botryosum)、褐色輪紋病(Corynespora cassiicola);
・ 例えば以下のものなどに起因する、根及び茎基部の菌類病:
黒根腐病(Calonectria crotalariae)、炭腐病(Macrophomina phaseolina)、赤かび病(fusarium blight or wilt, root rot, and pod and collar rot)(Fusarium oxysporum、Fusarium orthoceras、Fusarium semitectum、Fusarium equiseti)、ミコレプトジスクス根腐病(mycoleptodiscus root rot)(Mycoleptodiscus terrestris)、根腐病(neocosmospora)(Neocosmopspora vasinfecta)、黒点病(Diaporthe phaseolorum)、茎腐爛病(stem canker)(Diaporthe phaseolorum var. caulivora)、茎疫病(phytophthora rot)(Phytophthora megasperma)、落葉病(brown stem rot)(Phialophora gregata)、根茎腐敗病(pythium rot)(Pythium aphanidermatum、Pythium irregulare、Pythium debaryanum、Pythium myriotylum、Pythium ultimum)、リゾクトニア根腐病(rhizoctonia root rot, stem decay, and damping-off)(Rhizoctonia solani)、菌核病(sclerotinia stem decay)(Sclerotinia sclerotiorum)、スクレロチニアサウザンブライト病(sclerotinia southern blight)(Sclerotinia rolfsii)、チエラビオプシス根腐病(thielaviopsis root rot)(Thielaviopsis basicola)。
Xを、活性化合物Aをm(g/ha)の施用量で用いたときの効力とし、
Yを、活性化合物Bをn(g/ha)の施用量で用いたときの効力とし、
Eを、活性化合物A及び活性化合物Bをm(g/ha)及びn(g/ha)の施用量で用いたときの効力とした場合、
実施例A
プッシニア(Puccinia)試験(コムギ)/保護
溶媒: 50重量部のN,N−ジメチルアセトアミド
乳化剤: 1重量部のアルキルアリールポリグリコールエーテル
活性化合物の適切な調製物を製造するために、1重量部の活性化合物を上記量の溶媒及び乳化剤又は活性化合物の商業的製剤と混合し、得られた濃厚物を水で希釈して、所望の濃度とする。
エリシフェ(Erysiphe)試験(コムギ)/保護
溶媒: 50重量部のN,N−ジメチルアセトアミド
乳化剤: 1重量部のアルキルアリールポリグリコールエーテル
活性化合物の適切な調製物を製造するために、1重量部の活性化合物を上記量の溶媒及び乳化剤又は活性化合物の商業的製剤と混合し、得られた濃厚物を水で希釈して、所望の濃度とする。
Claims (8)
- (1−1)N−[2−(1,3−ジメチルブチル)−3−チエニル]−1−メチル−3−(トリフルオロメチル)−1H−ピラゾール−4−カルボキサミド;並びに
(3−3)プロピコナゾール、(3−6)シプロコナゾール、(3−7)ヘキサコナゾール、および(9−1)シプロジニルから成る群から選択される少なくとも1種類の活性化合物
を含んでいる殺菌活性化合物組合せ。 - 望ましくない植物病原性菌類を防除するための、請求項1に記載の活性化合物組合せの使用。
- 種子を処理するための、請求項1に記載の活性化合物組合せの使用。
- トランスジェニック植物を処理するための、請求項1に記載の活性化合物組合せの使用。
- トランスジェニック植物の種子を処理するための、請求項1に記載の活性化合物組合せの使用。
- 請求項1に記載の活性化合物組合せで処理された種子。
- 望ましくない植物病原性菌類を防除する方法であって、請求項1に記載の活性化合物組合せを該望ましくない植物病原性菌類及び/又はその生息環境及び/又は種子に施用することを特徴とする、前記方法。
- 殺菌剤組成物を調製する方法であって、請求項1に記載の活性化合物組合せを増量剤及び/又は界面活性剤と混合させることを特徴とする、前記方法。
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DE102005015677.0 | 2005-04-06 | ||
DE102005015677A DE102005015677A1 (de) | 2005-04-06 | 2005-04-06 | Synergistische fungizide Wirkstoffkombinationen |
PCT/EP2006/002778 WO2006105888A2 (de) | 2005-04-06 | 2006-03-27 | Synergistische fungizide wirkstoffkombinationen |
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US (7) | US8575064B2 (ja) |
EP (1) | EP1871167A2 (ja) |
JP (1) | JP5101491B2 (ja) |
KR (1) | KR101333550B1 (ja) |
CN (2) | CN102907432A (ja) |
BR (1) | BRPI0607018A2 (ja) |
CA (3) | CA2843176A1 (ja) |
DE (1) | DE102005015677A1 (ja) |
EA (1) | EA014663B1 (ja) |
MX (1) | MX2007012289A (ja) |
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- 2006-03-27 CN CN2012103528782A patent/CN102907432A/zh active Pending
- 2006-03-27 UA UAA200712333A patent/UA91854C2/ru unknown
- 2006-03-27 CA CA2843176A patent/CA2843176A1/en not_active Abandoned
- 2006-03-27 WO PCT/EP2006/002778 patent/WO2006105888A2/de active Application Filing
- 2006-03-27 MX MX2007012289A patent/MX2007012289A/es active IP Right Grant
- 2006-03-27 BR BRPI0607018-3A patent/BRPI0607018A2/pt not_active Application Discontinuation
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- 2006-03-27 KR KR1020077025484A patent/KR101333550B1/ko not_active IP Right Cessation
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Also Published As
Publication number | Publication date |
---|---|
US20130274101A1 (en) | 2013-10-17 |
EA200702174A1 (ru) | 2008-04-28 |
UA91854C2 (ru) | 2010-09-10 |
JP2008537945A (ja) | 2008-10-02 |
US20130281496A1 (en) | 2013-10-24 |
BRPI0607018A2 (pt) | 2009-08-04 |
WO2006105888A3 (de) | 2007-03-15 |
CN101184391B (zh) | 2013-07-24 |
US20130281292A1 (en) | 2013-10-24 |
US20130274100A1 (en) | 2013-10-17 |
KR101333550B1 (ko) | 2013-11-28 |
CA2603223A1 (en) | 2006-10-12 |
CA2843173A1 (en) | 2006-10-12 |
MX2007012289A (es) | 2007-10-16 |
US20100273648A1 (en) | 2010-10-28 |
US20130274099A1 (en) | 2013-10-17 |
KR20070118178A (ko) | 2007-12-13 |
CA2843176A1 (en) | 2006-10-12 |
EA014663B1 (ru) | 2010-12-30 |
CN101184391A (zh) | 2008-05-21 |
US20130281500A1 (en) | 2013-10-24 |
DE102005015677A1 (de) | 2006-10-12 |
US8575064B2 (en) | 2013-11-05 |
CN102907432A (zh) | 2013-02-06 |
EP1871167A2 (de) | 2008-01-02 |
WO2006105888A2 (de) | 2006-10-12 |
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