CN101511182A - 防治真菌害虫的方法 - Google Patents
防治真菌害虫的方法 Download PDFInfo
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- CN101511182A CN101511182A CNA200780032078XA CN200780032078A CN101511182A CN 101511182 A CN101511182 A CN 101511182A CN A200780032078X A CNA200780032078X A CN A200780032078XA CN 200780032078 A CN200780032078 A CN 200780032078A CN 101511182 A CN101511182 A CN 101511182A
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- QQVIHTHCMHWDBS-UHFFFAOYSA-N perisophthalic acid Natural products OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 1
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- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
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- 230000035945 sensitivity Effects 0.000 description 1
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- 239000000377 silicon dioxide Substances 0.000 description 1
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical compound [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
- ZEVCJZRMCOYJSP-UHFFFAOYSA-N sodium;2-(dithiocarboxyamino)ethylcarbamodithioic acid Chemical compound [Na+].SC(=S)NCCNC(S)=S ZEVCJZRMCOYJSP-UHFFFAOYSA-N 0.000 description 1
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- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 1
- DAUYIKBTMNZABP-UHFFFAOYSA-N thiophene-3-carboxamide Chemical class NC(=O)C=1C=CSC=1 DAUYIKBTMNZABP-UHFFFAOYSA-N 0.000 description 1
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- 150000003852 triazoles Chemical class 0.000 description 1
- 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 description 1
- SBXWFLISHPUINY-UHFFFAOYSA-N triphenyltin Chemical compound C1=CC=CC=C1[Sn](C=1C=CC=CC=1)C1=CC=CC=C1 SBXWFLISHPUINY-UHFFFAOYSA-N 0.000 description 1
- JARYYMUOCXVXNK-CSLFJTBJSA-N validamycin A Chemical compound N([C@H]1C[C@@H]([C@H]([C@H](O)[C@H]1O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)CO)[C@H]1C=C(CO)[C@@H](O)[C@H](O)[C@H]1O JARYYMUOCXVXNK-CSLFJTBJSA-N 0.000 description 1
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- 239000002023 wood Substances 0.000 description 1
- 150000003751 zinc Chemical class 0.000 description 1
- UHVMMEOXYDMDKI-JKYCWFKZSA-L zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O.CCC(=O)C1=CC=C(F)C([C@H]2[C@H](C2)NC(=O)NC=2N=CC(=CC=2)C#N)=C1O UHVMMEOXYDMDKI-JKYCWFKZSA-L 0.000 description 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
-
- 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
- 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
- A01N47/12—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, neither directly attached to a ring nor the nitrogen atom being a member of a heterocyclic ring
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- Life Sciences & Earth Sciences (AREA)
- Dentistry (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (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)
- Pretreatment Of Seeds And Plants (AREA)
Abstract
本发明涉及一种防治耐羧酰胺杀真菌剂的有害真菌的方法,其在于将杀真菌活性量的通式(I)化合物预防性地施用于植物,其中-R例如表示式(II)或式(III),其中-X表示-Cl或-F并且其中-Z-例如表示基团式(IV)。
Description
本发明涉及一种防治对羧酰胺杀真菌剂有耐药性的有害真菌的方法。
几十年来大量不同组化学物质已用于防治作物植物如禾谷类或葡萄藤上的有害真菌。这些化合物应首先防止或至少含有害真菌对作物植物的侵袭,其次在所用浓度下不导致作物植物的持续损害。
已获得经济重要性的一组杀真菌化合物为所谓的羧酰胺杀真菌剂(羧酸酰胺杀真菌剂),其尤其防止有害真菌的磷脂生物合成。羧酰胺杀菌剂尤其包括各种肉桂酰胺衍生物(例如见US 5,952,496)、缬氨酰胺氨基甲酸酯(例如见DE 4026 966)、扁桃酰胺(mandelamides)和其他羧酰胺衍生物。市售产品的重要成分尤其是羧酰胺杀菌剂烯酰吗啉(dimethomorph)、苯噻菌胺(benthiavalicarb)、氟吗啉(flumorph)、异丙菌胺(iprovalicarb)和双炔酰菌胺(mandipropamid)。
描述于US 5,952,496中的肉桂酸衍生物也证明为对于防治有害真菌高度重要的。这些肉桂酸衍生物可例如配制成溶液、含水乳液或粉末制剂并以此形式施用于作物植物。
近年来,实际农业中的经验已显示一些杀真菌活性物质重复用于防治有害真菌可导致那些真菌菌株的快速选择,其已发展对所述活性物质的天然或适应的耐药性。大量基因使得真菌将杀菌剂解毒,这使使用这些特殊活性物质有效防治这些有害真菌变得复杂。
此外,已发现这些真菌菌株还常常发展对基于相同作用机理的其他活性物质的交叉抗性。
这需要使用各种基于不同作用机理的活性物质。然而,仅有限数具有新作用机理的活性物质可得,并且发现新作用机理为复杂程序。不显示与已知活性物质交叉抗性的新活性物质的开发证明为耗时且昂贵的。
已确立对抗大量植物病原体的一组重要杀真菌剂为作为活性成分参与磷脂生物合成的活性物质。这些化合物尤其影响有害真菌的细胞壁。上述羧酰胺杀菌剂属于这组活性物质。
本发明的目的是提供一种防治可能已耐一些杀菌剂的有害真菌的新方法。该方法应技术上进行简单,产生有效避免或消除有害真菌并且可施用于各种类型作物植物而不损害它们。
此目的通过一种防治耐各个羧酰胺杀菌剂的有害真菌的方法,在该方法中将杀真菌活性量的通式(I)化合物在播种植物以前或以后,或在植物发芽以前或以后,施用于植物、种子和/或土壤,其中处理特别为预防性的。
根据本发明方法,使用杀真菌活性量的通式(I)化合物:
其中-R表示基团:
——OCH3,——OC2H5或——OCH2——C≡CH
其中-X表示-Cl或-F
并且其中-Z-表示:
或
本方法特别适于防治单轴霉属(Plasmopara)类型的有害真菌,特别是葡萄生单轴霉(Plasmopara viticola)。
在本发明防治有害真菌的方法中,优选使用通式(I)化合物,其中:-R表示-OCH3,
-X表示-Cl或-F
并且-Z-表示
其中可使用Z异构体、E异构体或这两种异构体的混合物,或通式(I)化合物,其中:
-R为
——OCH2——C≡CH
-X为-Cl
并且-Z-为
在本方法中,通式(I)化合物或此化合物的盐通常以1-1000g/公顷的量,或以1-1000g/100kg种子的量施用。
在防治有害真菌的方法中,通式(I)化合物通常施用于待处理的植物的叶下面。处理的植物特别还可以为葡萄藤。
通式(I)化合物也可与一种或多种其他杀真菌剂组合,例如还与其他羧酰胺杀真菌剂组合使用。
此外,本发明涉及通式(I)化合物在制备预防性防治作物植物中真菌的杀真菌制剂中的用途,特别是当已观察到耐药性时。同样,本发明涉及通式(I)化合物在作物植物的真菌防治中防止交叉耐药性中的用途。
上述通式(I)的活性物质可特别用于防治例如葡萄藤上的葡萄生单轴霉(Plasmopara viticola)。
此外,通式(I)化合物还适于防治来自Peronosporomycetes(卵菌纲(Oomycetes))的有害真菌,例如:
a)卷心菜和球茎植物上的霜霉(Peronospora)属,例如卷心菜上的芸苔霜霉(P.brassicae)或洋葱上的大葱霜霉(P.destructor),
b)土豆和西红柿上的致病疫霉(Phytophthora infestans),
c)各种植物上的疫霉(Phytophthora)属,例如辣椒上的辣椒疫霉(P.capsici),
d)葡萄藤上的葡萄生单轴霉(Plasmopara viticola),
e)各种植物上的假霜霉(Pseudoperonospora)属,例如黄瓜上的古巴假霜霉(P.cubensis)或啤酒花上的葎草假霜(P.Humili),
f)草坪、稻、玉米、棉花、油籽油菜、向日葵、糖用甜菜、蔬菜和其他植物上的腐霉(Pythium)属,例如各种植物上的终极腐霉菌(P.ultiumum)、草坪上的瓜果腐霉(P.aphanidermatum),
g)各种植物上的指梗霉属(Sclerospora),例如高粱/黍上的禾生指梗霉(S.graminicola)。
大量对羧酰胺杀真菌剂的耐药性已在各种上述病原体的菌株中发展。根据已发展耐药性的有害真菌的扩展,本发明基于防治方法,通过此方法,使用现有的活性物质,可有效且以低费用防治这种耐药性真菌菌株。
已知对一些活性物质已发展耐药性的病原体通常还对这些具有交叉耐药性[例如见Lyr,H.;“Modern Selective Fungicides”;第12章,GustavFischer Verlag,Jena,Stuttgart,New York(1995)]。
令人惊讶的是,现在已发现当预防性使用化合物时,对羧酰胺杀真菌剂有耐药性的有害真菌可用通式(I)化合物有效防治。
本发明方法优选适于预防性防治有害单轴霉属(Plasmopara)真菌,特别是葡萄生单轴霉(Plasmopara viticola)菌株。葡萄生单轴霉,葡萄藤的霜霉菌也称作葡萄藤霜霉(Peronospora)。真菌起初在葡萄藤叶上面形成略圆,淡黄色,油质透明斑点,并且稍后在潮湿和温暖气候期间,在叶下面形成稠密的白色真菌苔。
损害不久变成褐色并且干燥。已更高度损害的叶过早落下(“叶落病”)。葡萄藤的所有其他绿色部分,枝条、藤和花序也可以与叶和幼果相同方式被侵袭。浆果例如变为褐色并且皱缩。真菌葡萄生单轴霉经由气孔进入绿色葡萄藤器官的组织中。侵袭然后经由浮在水薄膜中的游动孢子进行。它们迁入气孔附近并且形成芽管。真菌借助吸器吸取寄主植物中有价值的营养。
由于可能流行性发展,该病害在经济上特别重要,并且葡萄侵染可意味着严重的收率损失直到收获完全失败。此外,被单轴霉属(Plasmopara)侵染增加葡萄藤植物对霜冻的敏感性。
上述方法通过用杀真菌活性量的式(I)化合物处理真菌或待保护以防真菌侵袭的植物、种子、材料和/或土壤而使用。施用可在侵染时间以前和左右,但优选在材料、植物或种子受真菌侵染以前进行。
式(I)的化合物可以通过常规方法制备。它们可以转化成常规配制剂,例如溶液、乳液、悬浮液、粉剂、粉末、糊和颗粒。使用形式完全取决于意欲的目的;它在任何情况下都意欲确保本发明化合物精细且均匀地分布。
配制剂以已知方式,例如通过活性物质与溶剂和/或载体混合,如果需要的话使用乳化剂和分散剂。
适合的溶剂/助剂主要为:
a)水、芳族溶剂(如Solvesso产品、二甲苯等)、石蜡(如矿物油馏分)、醇类(如甲醇、丁醇、戊醇、苄醇)、酮类(如环己酮、γ-丁内酯)、吡咯烷酮(NMP、NOP)、乙酸酯(乙二醇二乙酸酯)、二元醇、脂肪酸二甲基酰胺、脂肪酸和脂肪酸酯。原则上还可以使用溶剂混合物。
b)载体如磨碎的天然矿物(如高岭土、粘土、滑石、白垩)和磨碎的合成矿物(如高度分散的硅石、硅酸盐);乳化剂如非离子和阴离子乳化剂(如聚氧乙烯脂肪醇醚、烷基磺酸盐和芳基磺酸盐)以及分散剂如木素亚硫酸盐废液和甲基纤维素。
适合的表面活性剂为木素磺酸、萘磺酸、苯酚磺酸、二丁基萘磺酸的碱金属盐、碱土金属盐和铵盐,烷基芳基磺酸盐,烷基硫酸盐,烷基磺酸盐,脂肪醇硫酸盐,脂肪酸和硫酸化脂肪醇乙二醇醚,还有磺化萘和萘衍生物与甲醛的缩合物,萘或萘磺酸与苯酚和甲醛的缩合物,聚氧乙烯辛基酚醚,乙氧基化异辛基酚,辛基酚,壬基酚,烷基酚聚乙二醇醚,三丁基苯基聚乙二醇醚,三硬脂基苯基聚乙二醇醚,烷基芳基聚醚醇,醇和脂肪醇/氧化乙烯缩合物,乙氧基化蓖麻油,聚氧乙烯烷基醚,乙氧基化聚氧丙烯,月桂醇聚乙二醇醚缩醛,山梨醇酯,木素亚硫酸盐废液和甲基纤维素。
适于制备可直接喷雾溶液、乳液、糊或油分散体的物质为中至高沸点的矿物油馏分如煤油或柴油,还有煤焦油和植物或动物来源的油,脂族、环状和芳族烃如甲苯、二甲苯、石蜡、四氢化萘、烷基化萘或它们的衍生物,甲醇,乙醇,丙醇,丁醇,环己醇,环己酮,异佛尔酮,高度极性溶剂如二甲亚砜、N-甲基吡咯烷酮或水。
粉末、撒播用材料和粉剂可以通过将活性物质与固体载体混合或一起研磨来制备。
颗粒如涂敷颗粒、浸渍颗粒和均质颗粒可以通过使活性化合物与固体载体粘附而制备。固体载体实例为矿土如硅胶、硅酸盐、滑石、高岭土、活性粘土(attaclay)、石灰石、石灰、白垩、红玄武土、黄土、粘土、白云石、硅藻土、硫酸钙、硫酸镁、氧化镁,磨碎的合成材料,肥料如硫酸铵、磷酸铵、硝酸铵、尿素以及植物来源的产品如谷粉、树皮粉、木粉和坚果壳粉,纤维素粉和其它固体载体。
种子处理配制剂可额外包含粘合剂和/或胶凝剂和如果合适的话着色剂。
可加入粘合剂以提高处理以后活性物质在种子上的粘着力。适合的粘合剂的实例为EO/PO嵌段共聚物表面活性剂以及聚乙烯醇、聚乙烯吡咯烷酮、聚丙烯酸酯、聚甲基丙烯酸酯、聚丁烯、聚异丁烯、聚苯乙烯、聚乙烯胺、聚乙烯酰胺、聚乙烯亚胺聚醚、聚氨酯、聚乙酸乙烯酯、纤基乙酸钠和这些聚合物的共聚物。适合的胶凝剂例如为角叉菜聚糖
配制剂通常包含0.01-95重量%,优选0.1-90重量%活性物质。活性物质以90-100%,优选95-100%的纯度使用(根据NMR谱)。
在即用制剂中活性物质浓度可以在基本范围内变化。它们通常为0.0001-10%,优选0.01-1%。
活性物质还可成功地用于超低容量方法(ULV),其中可以施用包含超过95重量%活性物质的配制剂或甚至施用没有添加剂的活性物质。
就种子处理而言,相关配制剂可稀释2-10倍,并且然后将在即用制剂中以0.01-60重量%,优选0.1-40重量%的浓度包含活性物质。
常规配制剂的实例为:
用水稀释的产品
A)水溶性浓缩物(SL)
将10重量份本发明化合物I溶于90重量份水或水溶性溶剂中。作为选择,加入湿润剂或其它助剂。活性物质经水稀释溶解。这样得到具有10重量%活性物质含量的配制剂。
B)分散性浓缩物(DC)
将20重量份本发明化合物I随着加入10重量份分散剂如聚乙烯基吡咯烷酮而溶于70重量份环己酮中。用水稀释得到分散体。活性物质含量为20重量%。
C)可乳化浓缩物(EC)
将15重量份本发明化合物I随着加入十二烷基苯磺酸钙和蓖麻油乙氧基化物(每种情况下5重量份)而溶于75重量份二甲苯中。用水稀释得到乳液。配制剂的活性物质含量为15重量%。
D)乳液(EW、EO)
将25重量份本发明化合物I随着加入十二烷基苯磺酸钙和蓖麻油乙氧基化物(每种情况下5重量份)而溶于35重量份二甲苯中。通过乳化机(例如Ultraturrax)将该混合物引入30重量份水中并制成均匀乳液。用水稀释得到乳液。配制剂的活性物质含量为25重量%。
F)悬浮液(SC、OD)
在搅拌球磨机中,将20重量份本发明化合物I随着加入10重量份分散剂和润湿剂和70重量份水或有机溶剂而粉碎以得到细活性化合物悬浮液。用水稀释得到活性物质的稳定悬浮液。配制剂中活性物质含量为20重量%。
F)水分散性颗粒和水溶性颗粒(WG、SG)
将50重量份本发明化合物I随着加入50重量份分散剂和润湿剂而精细磨碎并通过工业装置(例如挤出机、喷雾塔、流化床)而制得水分散性或水溶性颗粒。用水稀释得到活性物质的稳定分散体或溶液。配制剂的活性物质含量为50重量%。
G)水分散性或水溶性粉末(WP、SP)
将75重量份本发明化合物I在转子-定子研磨机中随着加入25重量份分散剂、润湿剂和硅胶而磨碎。用水稀释得到活性物质的稳定分散体或溶液。配制剂的活性物质含量为75重量%。
不经稀释而施用的产品
H)可撒粉粉末(DP)
将5重量份本发明化合物I细碎研磨并与95重量份的细碎高岭土充分混合。这得到活性物质含量为5重量%的可撒粉产品。
J)颗粒(GR、FG、GG、MG)
将0.5重量份本发明化合物I细碎研磨并结合99.5重量份载体。现行方法是挤出、喷雾干燥或流化床方法。这得到活性物质含量为0.5重量%的不经稀释而施用的颗粒。
K)ULV溶液(UL)
将10重量份本发明化合物I溶于90重量份有机溶剂如二甲苯中。这得到活性物质含量为10重量%的不经稀释而施用的产品。
活性物质可以直接、以其配制剂形式或由其制备的使用形式,例如可直接喷雾溶液、粉末、悬浮液或分散体、乳液、油分散体、糊、粉剂、喷雾用材料、颗粒形式,借助喷雾、雾化、撒粉、撒播或浇灌而使用。使用形式完全取决于意欲的目的;它意欲在每种情况下确保本发明活性物质的最佳可能分布。
含水使用形式可通过加入水由乳液浓缩物、糊或可湿性粉末(可喷雾粉末、油分散体)制备。为制备乳液、糊或油分散体,可借助湿润剂、增粘剂、分散剂或乳化剂将该物质直接或溶于油或溶剂中后在水中均化。作为选择,也可制备由活性物质、湿润剂、增粘剂、分散剂或乳化剂和如果合适的话溶剂或油组成的浓缩物且该浓缩物适于用水稀释。
可将各种类型的油、湿润剂、辅助剂、除草剂、杀真菌剂、其他农药、杀菌剂加入活性物质中,如果合适的话,恰在紧邻使用前加入(桶混合)。这些试剂可与本发明组合物以1:100至100:1,优选1:10-10:1的重量比混合。
在此含义下的辅助剂特别是有机改性聚硅氧烷,例如Break Thru S醇烷氧基化物,例如Atplus Atplus MBA Plurafac LF和Lutensol ON EO/PO嵌段共聚物,例如Pluronic RPE 和Genapol 醇乙氧基化物如Lutensol XP 和磺基琥珀酸二辛酯钠,例如Leophen
取决于侵袭的严重性和所需效果的性质,施用时的施用率为1-1000g,优选20-750g活性物质每公顷。通常本发明杀真菌组合物包含0.1-95,优选0.5-90重量%一种或多种活性物质。在种子处理中,通常每公斤种子需要的活性物质量为1-1000g,优选1-200g,特别是5-100g。当用于材料和储存产品保护中时,活性物质的施用率取决于施用领域和所需效果的性质。材料保护中的常规施用率例如为0.001-2000g,优选0.005-1000g活性物质每立方米处理材料。
在本发明方法中,通式(I)化合物也可与其他活性物质,例如与除草剂、杀虫剂、生长调节剂、其他杀真菌剂或与肥料组合施用。当包含式(I)化合物的制剂与其他杀真菌剂混合时,在许多情况下得到拓宽的杀真菌作用谱。
可与本发明化合物一起使用的下列杀真菌剂意欲阐明可能的组合:
a)嗜球果伞素类(Strobilurins)
腈嘧菌酯(azoxystrobin)、醚菌胺(dimoxystrobin)、烯肟菌酯(enestroburin)、氟嘧菌酯(fluoxastrobin)、亚胺菌(kresoxim-methyl)、叉氨苯酰胺(metominostrobin)、啶氧菌酯(picoxystrobin)、唑菌胺酯(pyraclostrobin)、肟菌酯(trifloxystrobin)、肟醚菌胺(orysastrobin)、(2-氯-5-[1-(3-甲基苄氧亚氨基)乙基]苄基)氨基甲酸甲酯、(2-氯-5-[1-(6-甲基吡啶-2-基甲氧基亚氨基)乙基]苄基)氨基甲酸甲酯、2-(邻-(2,5-二甲基苯氧基亚甲基)苯基)-3-甲氧基丙烯酸甲酯;
b)羧酰胺类
-羧酰苯胺类:苯霜灵(benalaxyl)、麦锈灵(benodanil)、啶酰菌胺(boscalid)、萎锈灵(carboxin)、丙氧灭绣胺(mepronil)、呋菌胺(fenfuram)、环酰菌胺(fenhexamid)、氟酰胺(flutolanil)、呋吡唑灵(furametpyr)、甲霜灵(metalaxyl)、甲呋酰胺(ofurace)、噁霜灵(oxadixyl)、氧化萎锈灵(oxycarboxin)、吡噻菌胺(penthiopyrad)、溴氟唑菌(thifluzamide)、噻酰菌胺(tiadinil)、N-(4’-溴联苯-2-基)-4-二氟甲基-2-甲基噻唑-5-甲酰胺、N-(4’-三氟甲基联苯-2-基)-4-二氟甲基-2-甲基噻唑-5-甲酰胺、N-(4’-氯-3’-氟联苯-2-基)-4-二氟甲基-2-甲基噻唑-5-甲酰胺、N-(3’,4’-二氯-4-氟联苯-2-基)-3-二氟甲基-1-甲基吡唑-4-甲酰胺、N-(3’,4’-二氯-5-氟联苯-2-基)-3-二氟甲基-1-甲基吡唑-4-甲酰胺、N-(2-氰基苯基)-3,4-二氯异噻唑-5-甲酰胺;
-羧酸吗啉化物:烯酰吗啉(dimethomorph)、氟吗啉(flumorph);
-苯甲酰胺类:氟联苯菌(flumetover)、fluopicolide(氟吡菌胺(picobenzamide))、苯酰菌胺(zoxamide);
-其他羧酰胺:氯环丙酰胺(carpropamid)、双氯氰菌胺(diclocymet)、双炔酰菌胺(mandipropamid)、N-(2-(4-[3-(4-氯苯基)丙-2-炔氧基]-3-甲氧基苯基)乙基)-2-甲烷磺酰基氨基-3-甲基丁酰胺、N-(2-(4-[3-(4-氯苯基)丙-2-炔氧基]-3-甲氧基苯基)乙基)-2-乙烷磺酰基氨基-3-甲基丁酰胺;
c)唑类
-三唑类:双苯三唑醇(bitertanol)、糠菌唑(bromuconazole)、环唑醇(cyproconazole)、噁醚唑(difenoconazole)、烯唑醇(diniconazole)、烯菌灵(enilconazole)、氧唑菌(epoxiconazole)、腈苯唑(fenbuconazole)、氟硅唑(flusilazole)、喹唑菌酮(fluquinconazole)、粉唑醇(flutriafol)、己唑醇(hexaconazole)、酰胺唑(imibenconazole)、环戊唑醇(ipconazole)、环戊唑菌(metconazole)、腈菌唑(myclobutanil)、戊菌唑(penconazole)、丙环唑(propiconazole)、丙硫菌唑(prothioconazole)、硅氟唑(simeconazole)、戊唑醇(tebuconazole)、氟醚唑(tetraconazole)、唑菌醇(triadimenol)、三唑酮(triadimefon)、戊叉唑菌(triticonazole);
-咪唑类:氰霜唑(cyazofamid)、烯菌灵(imazalil)、稻瘟酯(pefurazoate)、丙氯灵(prochloraz)、氟菌唑(triflumizole);
-苯并咪唑类:苯菌灵(benomyl)、多菌灵(carbendazim)、麦穗宁(fuberidazole)、涕必灵(thiabendazole);
-其他:噻唑菌胺(ethaboxam)、氯唑灵(etridiazole)、土菌消(hymexazole);
d)含氮杂环基化合物
-吡啶类:氟啶胺(fluazinam)、啶斑肟(pyrifenox)、3-[5-(4-氯苯基)-2,3-二甲基异噁唑烷-3-基]吡啶;
-嘧啶类:磺嘧菌灵(bupirimate)、环丙嘧啶(cyprodinil)、嘧菌腙(ferimzone)、异嘧菌醇(fenarimol)、嘧菌胺(mepanipyrim)、氟苯嘧啶醇(nuarimol)、二甲嘧菌胺(pyrimethanil);
-哌嗪类:嗪氨灵(triforine);
-吡咯类:氟噁菌(fludioxonil)、拌种咯(fenpiclonil);
-吗啉类:4-十二烷基-2,6-二甲基吗啉(aldimorph)、吗菌灵(dodemorph)、丁苯吗啉(fenpropimorph)、克啉菌(tridemorph);
-二羧酰亚胺类:异丙定(iprodione)、杀菌利(procymidone)、烯菌酮(vinclozolin);
-其他:噻二唑素(acibenzolar-s-methyl)、敌菌灵(anilazine)、克菌丹(captan)、敌菌丹(captafol)、棉隆(dazomet)、哒菌清(diclomezine)、氰菌胺(fenoxanil)、灭菌丹(folpet)、苯锈啶(fenpropidine)、噁唑酮菌(famoxadone)、咪唑菌酮(fenamidone)、异噻菌酮(octhilinone)、噻菌灵(probenazole)、丙氧喹啉(proquinazid)、咯喹酮(pyroquilone)、喹氧灵(quinoxyfen)、三环唑(tricyclazole)、5-氯-7-(4-甲基哌啶-1-基)-6-(2,4,6-三氟苯基)-[1,2,4]三唑并[1,5-a]嘧啶、2-丁氧基-6-碘-3-丙基苯并吡喃-4-酮、N,N-二甲基-3-(3-溴-6-氟-2-甲基吲哚-1-磺酰基)-[1,2,4]三唑-1-磺酰胺;
e)氨基甲酸盐和二硫代氨基甲酸盐
-二硫代氨基甲酸盐类:福美铁(ferbam)、代森锰锌(mancozeb)、代森锰(maneb)、代森联(metiram)、威百亩(metam)、甲基代森锌(propineb)、福美双(thiram)、代森锌(zineb)、福美锌(ziram);
-氨基甲酸盐类:乙霉威(diethofencarb)、flubenthiavalicarb、异丙菌胺(iprovalicarb)、百维灵(propamocarb)、3-(4-氯苯基)-3-(2-异丙氧羰基氨基-3-甲基丁酰氨基)丙酸甲酯、N-(1-(1-(4-氰基苯基)乙烷磺酰基)丁-2-基)氨基甲酸(4-氟苯基)酯;
f)其他杀真菌剂
-胍类:多果定(dodine)、双胍辛醋酸盐(iminoctadine)、双胍盐(guazatine);
-抗菌素:春雷素(kasugamycin)、多氧霉素(polyoxine)、链霉素(streptomycin)、井冈霉素(validamycin A);
-有机金属化合物类:三苯基锡盐;
-含硫的杂环基化合物:稻瘟灵(isoprothiolane)、二噻农(dithianone);
-有机磷化合物:克瘟散(edifenphos)、藻菌磷(fosetyl)、乙膦铝(fosetyl-aluminum)、异稻瘟净(iprobenfos)、定菌磷(pyrazophos)、甲基立枯磷(tolclofos-methyl)、亚磷酸及其盐;
-有机氯化合物:甲基托布津(thiophanate-methyl)、百菌清(chlorothalonil)、抑菌灵(dichlofluanid)、对甲抑菌灵(tolylfluanid)、四氯苯酞(phthalide)、六氯苯(hexachlorobenzene)、戊菌隆(pencycuron)、五氯硝基苯(quintozene);
-硝基苯基衍生物:乐杀螨(binapacryl)、敌螨普(dinocap)、敌螨通(dinobuton);
-无机活性化合物:波尔多混合液(Bordeaux mixture)、乙酸铜、氢氧化铜、氯氧化铜、碱式硫酸铜、硫;
-其他:螺噁茂胺(spiroxamine)、环氟菌胺(cyflufenamid)、清菌脲(cymoxanil)、苯菌酮(metrafenone)。
所提到的作为其他组分的活性物质、它们的制备方法和它们对有害真菌的活性通常已知,和/或它们为市售的。特别提到如下化合物:
苯霜灵(benalaxyl),N-(苯基乙酰基)-N-(2,6-二甲苯基)-DL-丙氨酸甲酯(DE 29 03 612);
甲霜灵(metalaxyl),N-(甲氧基乙酰基)-N-(2,6-二甲苯基)-DL-丙氨酸甲酯(GB 15 00 581);
甲呋酰胺(ofurace),(RS)-α-(2-氯-N-2,6-二甲苯基乙酰胺基)-γ-丁内酯[CAS RN 58810-48-3];
噁霜灵(oxadixyl),N-(2,6-二甲基苯基)-2-甲氧基-N-(2-氧代-3-噁唑烷基)乙酰胺(GB 20 58 059);
4-十二烷基-2,6-二甲基吗啉(aldimorph),“4-烷基-2,5(或2,6)-二甲基吗啉”,包含65-75%2,6-二甲基吗啉和25-35%2,5-二甲基吗啉,包含大于85%4-十二烷基-2,5(或2,6)-二甲基吗啉,“烷基”还包括辛基、癸基、十四烷基和十六烷基,其中顺/反比为1:1[CAS RN 91315-15-0];
多果定(dodine),1-十二烷基乙酸胍盐(Plant Dis.Rep.41,第1029页(1957));
吗菌灵(dodemorph),4-环十二烷基-2,6-二甲基吗啉(DE-A 1198125);
丁苯吗啉(fenpropimorph),(RS)-顺-4-[3-(4-叔丁基苯基)-2-甲基丙基]-2,6-二甲基吗啉(DE-A 27 52 096);
苯锈啶(fenpropidin),(RS)-1-[3-(4-叔丁基苯基)-2-甲基丙基]哌啶(DE-A 27 52 096);
双胍盐(guazatine),由工业级亚氨基二(八亚甲基)二胺酰胺化得到的反应产物混合物,包含各种胍和多胺[CAS RN 108173-90-6];
双胍辛醋酸盐(iminoctadine),1,1′-亚氨基二(八亚甲基)二胍(Congr.Plant Pathol.,1.,第27页(1968);
螺噁茂胺(spiroxamine),(8-叔丁基-1,4-二噁螺[4.5]癸-2-基)二乙胺(EP-A 281 842);
克啉菌(tridemorph),2,6-二甲基-4-十三烷基吗啉(DE-A 11 64 152);
二甲嘧菌胺(pyrimethanil),4,6-二甲基嘧啶-2-基苯基胺(DD-A 151404);
嘧菌胺(mepanipyrim),(4-甲基-6-丙-1-炔基嘧啶-2-基)苯基胺(EP-A224 339);
环丙嘧啶(cyprodinil),(4-环丙基-6-甲基嘧啶-2-基)苯基胺(EP-A 310550);
放线菌酮(cycloheximide),4-{(2R)-2-[(1S,3S,5S)-3,5-二甲基-2-氧代环己基]-2-羟基乙基}哌啶-2,6-二酮[CAS RN 66-81-9];
灰黄霉素(griseofulvin),7-氯-2′,4,6-三甲氧基-6′-甲基螺[苯并呋喃-2(3H),1′-环己-2′-烯]-3,4′-二酮[CAS RN 126-07-8];
春雷素(kasugamycin),3-O-[2-氨基-4-[(羧基亚氨基甲基)氨基]-2,3,4,6-四脱氧-α-D-阿糖-六吡喃糖基]-D-手-肌醇[CAS RN6980-18-3];
多马霉素(natamycin),(8E,14E,16E,18E,20E)-(1R,3S,5R,7R,12R,22R,24S,25R,26S)-22-(3-氨基-3,6-二脱氧-β-D-甘露糖吡喃糖基氧基)-1,3,26-三羟基-12-甲基-10-氧代-6,11,28-三氧杂三环[22.3.1.05,7]二十八烷-8,14,16,18,20-五烯-25-羧酸[CASRN 7681-93-8];
多氧霉素(polyoxin),5-(2-氨基-5-O-氨基甲酰基-2-脱氧-L-木素酰胺基)-1-(5-羧基-1,2,3,4-四氢-2,4-二氧代嘧啶-1-基)-1,5-二脱氧-β-D-另呋喃糖醛酸[CAS RN 22976-86-9];
链霉素(streptomycin),1,1′-{1-L-(1,3,5/2,4,6)-4-[5-脱氧-2-O-(2-脱氧-2-甲基氨基-α-L-葡糖吡喃糖基)-3-C-甲酰基-α-L-来苏糖呋喃糖基氧基]-2,5,6-三羟基环己-1,3-基烯}二胍(J.Am.Chem.Soc.69,S.1234(1947));
双苯三唑醇(bitertanol),β-([1,1′-联苯基]-4-基氧基)-α-(1,1-二甲基乙基)-1H-1,2,4-三唑-1-乙醇(DE 23 24 020);
糠菌唑(bromuconazole),1-[[4-溴-2-(2,4-二氯苯基)四氢-2-呋喃基]甲基]-1H-1,2,4-三唑(Proc.1990 Br.Crop.Prot.Conf.-Pests dis.,Bd.1,S.459);
环唑醇(cyproconazole),2-(4-氯苯基)-3-环丙基-1-[1,2,4]三唑-1-基丁-2-醇(US 4 664 696);
噁醚唑(difenoconazole),1-{2-[2-氯-4-(4-氯苯氧基)苯基]-4-甲基-[1,3]二氧戊环-2-基甲基}-1H-[1,2,4]三唑(GB-A 2 098 607);
烯唑醇(diniconazole),(βE)-β-[(2,4-二氯苯基)亚甲基]-α-(1,1-二甲基乙基)-1H-1,2,4-三唑-1-乙醇(Noyaku Kagaku,1983,Bd.8,S.575);
烯菌灵(enilconazole)(烯菌灵(imazalil)),1-[2-(2,4-二氯苯基)-2-(2-丙烯基氧基)乙基]-1H-咪唑(Fruits 28,S.545,1973);
氧唑菌(epoxiconazole),(2RS,3SR)-1-[3-(2-氯苯基)-2,3-环氧基-2-(4-氟苯基)丙基]-1H-1,2,4-三唑(EP-A 196 038);
腈苯唑(fenbuconazole),α-[2-(4-氯苯基)乙基]-α-苯基-1H-1,2,4-三唑-1-丙腈(Proc.1988 Br.Crop Prot.Conf.-Pestsdis.,第1卷,第33卷);
喹唑菌酮(fluquinconazole),3-(2,4-二氯苯基)-6-氟-2-[1,2,4]-三唑-1-基-3H-喹啉-4-酮(Proc.Br.Crop Prot.Conf.-Pests dis.,5-3,411(1992));
氟硅唑(flusilazole),1-{[双-(4-氟苯基)甲基硅烷基]甲基}-1H-[1,2,4]三唑(Proc.Br.Crop Prot.Conf.-Pests dis.,第1卷,第413页(1984));
粉唑醇(flutriafol),α-(2-氟苯基)-α-(4-氟苯基)-1H-1,2,4-三唑-1-乙醇(EP-A 15 756);
己唑醇(hexaconazole),2-(2,4-二氯苯基)-1-[1,2,4]三唑-1-基-己-2-醇(CAS RN 79983-71-4);
环戊唑醇(ipconazole),2-[(4-氯苯基)甲基]-5-(1-甲基乙基)-1-(1H-1,2,4-三唑-1-基甲基)环戊醇(EP-A 267 778),
环戊唑菌(metconazole),5-(4-氯苄基)-2,2-二甲基-1-[1,2,4]三唑-1-基甲基环戊醇(GB 857 383);
腈菌唑(myclobutanil),2-(4-氯苯基)-2-[1,2,4]三唑-1-基甲基戊腈(CASRN 88671-89-0);
戊菌唑(penconazole),1-[2-(2,4-二氯苯基)戊基]-1H-[1,2,4]三唑(Pesticide Manual,2000年第12版,第712页);
丙环唑(propiconazole),1-[[2-(2,4-二氯苯基)-4-丙基-1,3-二氧戊环-2-基]甲基]-1H-1,2,4-三唑(BE 835 579);
丙氯灵(prochloraz),N-丙基-[2-(2,4,6-三氯苯氧基)乙基]咪唑-1-羧酰胺(US 3 991 071);
丙硫菌唑(prothioconazole),2-[2-(1-氯环丙基)-3-(2-氯苯基)-2-羟基丙基]-2,4-二氢-[1,2,4]三唑-3-硫酮(WO 96/16048);
硅氟唑(simeconazole),α-(4-氟苯基)-α-[(三甲基甲硅烷基)甲基]-1H-1,2,4-三唑-1-乙醇[CAS RN 149508-90-7],
戊唑醇(tebuconazole),1-(4-氯苯基)-4,4-二甲基-3-[1,2,4]三唑-1-基甲基戊-3-醇(EP-A 40 345);
氟醚唑(tetraconazole),1-[2-(2,4-二氯苯基)-3-(1,1,2,2-四氟乙氧基)丙基]-1H-1,2,4-三唑(EP-A 234 242);
三唑酮(triadimefon),1-(4-氯苯氧基)-3,3-二甲基-1-(IH-1,2,4-三唑-1-基)-2-丁酮(BE 793 867);
唑菌醇(triadimenol),β-(4-氯苯氧基)-α-(1,1-二甲基乙基)-1H-1,2,4-三唑-1-乙醇(DE-A 23 24 010);
氟菌唑(triflumizol),(4-氯-2-三氟甲基苯基)-(2-丙氧基-1-[1,2,4]三唑-1-基-亚乙基)胺(JP-A 79/119 462);
戊叉唑菌(triticonazole),(5E)-5-[(4-氯苯基)亚甲基]-2,2-二甲基-1-(1H-1,2,4-三唑-1-基甲基)环戊醇(FR 26 41 277);
异丙定(iprodione),异丙基3-(3,5-二氯苯基)-2,4-二氧代咪唑烷-1-羧酰胺(GB 13 12 536);
甲菌利(myclozolin),(RS)-3-(3,5-二氯苯基)-5-甲氧基甲基-5-甲基-1,3-噁唑烷-2,4-二酮[CAS RN 54864-61-8];
杀菌利(procymidone),N-(3,5-二氯苯基)-1,2-二甲基环丙烷-1,2-二羧酰亚胺(US 3 903 090);
烯菌酮(vinclozoline),3-(3,5-二氯苯基)-5-甲基-5-乙烯基噁唑烷-2,4-二酮(DE-A 22 07 576);
福美铁(ferbam),二甲基二硫代氨基甲酸铁(3+)(US 1 972 961);
代森钠(nabam),亚乙基双(二硫代氨基甲酸)二钠(US 2 317 765);
代森锰(maneb),亚乙基双(二硫代氨基甲酸)锰(US 2 504 404);
代森锰锌(mancozeb),亚乙基双(二硫代氨基甲酸)锰聚合物络合锌盐(GB 996 264);
威百亩(metam),甲基二硫代氨基甲酸(US 2 791 605);
代森联(metiram),亚乙基双(二硫代氨基甲酸)氨化锌(US 3 248 400);
甲基代森锌(propineb),亚丙基双(二硫代氨基甲酸)锌聚合物(BE 611960);
福代锌(polycarbamate),双(二甲基氨基甲酰二硫代根合-κS,κS′)[μ-[[1,2-乙烷二基双[氨基甲酰二硫代根合-κS,κS′]](2-)]]二[锌][CAS RN 64440-88-6];
福美双(thiram),双(二甲基硫代氨基甲酰基)二硫化物(DE-A 642 532);
福美锌(ziram),二硫代氨基甲酸二甲酯[CAS RN 137-30-4];
代森锌(zineb),亚乙基双(二硫代氨基甲酸)锌(US 2 457 674);
敌菌灵(anilazine),4,6-二氯-N-(2-氯苯基)-1,3,5-三嗪-2-胺(US 2 720480);
苯菌灵(benomyl),N-丁基-2-乙酰基氨基苯并咪唑-1-羧酰胺(US 3 631176);
啶酰菌胺(boscalid),2-氯-N-(4′-氯联苯基-2-基)烟酰胺(EP-A 545 099);
多菌灵(carbendazim),甲基(1H-苯并咪唑-2-基)氨基甲酸酯(US 3 657443);
萎锈灵(carboxin),5,6-二氢-2-甲基-N-苯基-1,4-氧硫杂环己二烯-3-羧酰胺(US 3 249 499);
氧化萎锈灵(oxycarboxin),5,6-二氢-2-甲基-1,4-氧硫杂环己二烯-3-羧酰替苯胺4,4-二氧化物(US 3 399 214);
氰霜唑(cyazofamid),4-氯-2-氰基-N,N-二甲基-5-(4-甲基苯基)-1H-咪唑唑-1-磺酰胺(CAS RN 120116-88-3];
棉隆(dazomet),3,5-二甲基-1,3,5-噻二唑-2-硫酮(Bull.Soc.Chim.Fr.第15卷,第891页(1897));
二氟吡隆(diflufenzopyr),2-{1-[4-(3,5-二氟苯基)脲亚氨基]乙基}烟酸[CAS RN 109293-97-2];
二噻农(dithianone),5,10-二氧代-5,10-二氢萘并[2,3-b][1,4]噻烯-2,3-二腈(GB 857 383);
噁唑酮菌(famoxadone),(RS)-3-苯胺基-5-甲基-5-(4-苯氧基苯基)-1,3-噁唑烷-2,4-二酮[CAS RN 131807-57-3];
咪唑菌酮(fenamidon),(S)-1-苯胺基-4-甲基-2-甲硫基-4-苯基咪唑啉-5-酮[CAS RN 161326-34-7];
异嘧菌醇(fenarimol),α-(2-氯苯基)-α-(4-氯苯基)-5-嘧啶甲醇(GB 12 18623);
麦穗宁(fuberidazole),2-(2-呋喃基)-1H-苯并咪唑(DE-A 12 09 799);
氟酰胺(flutolanil),α,α,α-三氟-3′-异丙氧基-邻-甲苯甲酰基苯胺(JP1104514);
呋吡唑灵(furametpyr),5-氯-N-(1,3-二氢-1,1,3-三甲基-4-异苯并呋喃基)-1,3-二甲基-1H-吡唑-4-羧酰胺[CAS RN 123572-88-3];
稻瘟灵(isoprothiolan),1,3-二噻茂烷-2-基亚基丙二酸二异丙基酯(Proc.Insectic.Fungic.Conf.8.第2卷,第715页(1975));
丙氧灭绣胺(mepronil),3′-异丙氧基-邻-甲苯甲酰基苯胺(US 3 937840);
氟苯嘧啶醇(nuarimol),α-(2-氯苯基)-α-(4-氟苯基)-5-嘧啶甲醇(GB 1218 623);
fluopicolid(氟吡菌胺(picobenzamid)),2,6-二氯-N-(3-氯-5-三氟甲基吡啶-2-基甲基)苯甲酰胺(WO 99/42447);
噻菌灵(probenazole),3-烯丙基氧基-1,2-苯并噻唑1,1-二氧化物(Agric.Biol.Chem.37,第737页(1973));
丙氧喹啉(proquinazid),6-碘-2-丙氧基-3-丙基喹唑啉-4(3H)-酮(WO97/48684);
啶斑肟(pyrifenox),2′,4′-二氯-2-(3-吡啶基)苯乙酮(EZ)-O-甲基肟(EP49854);
咯喹酮(pyroquilon),1,2,5,6-四氢吡咯并[3,2,1-ij]喹啉-4-酮(GB 139 43373);
喹氧灵(quinoxyfen),5,7-二氯-4-(4-氟苯氧基)喹啉(US 5 240 940);
硅噻菌胺(silthiofam),N-烯丙基-4,5-二甲基-2-(三甲基甲硅烷基)噻吩-3-羧酰胺[CAS RN 175217-20-6];
涕必灵(thiabendazole),2-(1,3-噻唑-4-基)苯并咪唑(US 3 017 415);
溴氟唑菌(thifluzamid),2′,6′-双溴-2-甲基-4′-三氟甲氧基-4-三氟甲基-1,3-噻唑-5-羧酰替苯胺[CAS RN 130000-40-7];
甲基托布津(thiophanate-methyl),1,2-亚苯基双(亚氨基硫代碳酰基)双(二甲基氨基甲酸酯)(DE-A 19 30 540);
噻酰菌胺(tiadinil),3′-氯-4,4′-二甲基-1,2,3-噻二唑-5-羧酰替苯胺[CASRN 223580-51-6];
三环唑(tricyclazole),5-甲基-1,2,4-三唑并[3,4-b][1,3]苯并噻唑[CASRN 41814-78-2];
嗪氨灵(triforine),N,N′-{哌嗪-1,4-二基双[(三氯甲基)亚甲基]}二甲酰胺(DE-A 19 01 421);
5-氯-7-(4-甲基哌啶-1-基)-6-(2,4,6-三氟苯基)-[1,2,4]三唑并[1,5-a]嘧啶(WO 98/46607);
波尔多液(Bordeaux混合物),CuSO4×3Cu(OH)2×3CaSO4的混合物[CAS RN 8011-63-0];
醋酸铜,Cu(OCOCH3)2[CAS RN 8011-63-0];
氯氧化铜,Cu2Cl(OH)3[CAS RN 1332-40-7];
碱式硫酸铜,CuSO4[CAS RN 1344-73-6];
乐杀螨(binapacryl),(RS)-2-仲丁基-4,6-二硝基苯基3-甲基巴豆酸酯[CAS RN 485-31-4];
敌螨普(dinocap),2,6-二硝基-4-辛基苯基巴豆酸酯与2,4-二硝基-6-辛基苯基巴豆酸酯的混合物,其中“辛基”为1-甲基庚基、1-乙基己基和1-丙基戊基的混合物(US 2 526 660);
敌螨通(dinobuton),(RS)-2-仲丁基-4,6-二硝基苯基异丙基碳酸酯[CAS RN 973-21-7];
异丙消(nitrophthal-isopropyl),5-硝基间苯二甲酸二异丙基酯(Proc.Br.Insectic.Fungic.Conf.7.,第2卷,第673页(1973));
拌种咯(fenpiclonil),4-(2,3-二氯苯基)-1H-吡咯-3-腈(Proc.1988 Br.Crop Prot.Conf.-Pests dis.,第1卷,第65页);
氟噁菌(fludioxonil),4-(2,2-二氟苯并[1,3]间二氧环戊烯-4-基)-1H-吡咯-3-腈(The Pesticide Manual,Ed.:The British Crop Protection Council,1995年第10版,第482页);
噻二唑素(acibenzolar-S-methyl),甲基1,2,3-苯并噻二唑-7-硫代甲酸酯[CAS RN 135158-54-2];
flubenthiavalicarb(苯噻菌胺(benthiavalicarb)),{(S)-1-[(1R)-1-(6-氟苯并噻唑-2-基)乙基氨基甲酰基]-2-甲基丙基}氨基甲酸异丙基酯(JP-A09/323984);
氯环丙酰胺(carpropamid),2,2-二氯-N-[1-(4-氯苯基)乙基]-1-乙基-3-甲基环丙烷羧酰胺[CAS RN 104030-54-8];
百菌清(chlorothalonil),2,4,5,6-四氯异酞氰(US 3 290 353);
环氟菌胺(cyflufenamid),(Z)-N-[α-(环丙基甲氧基亚氨基)-2,3-二氟-6-(三氟甲基)苄基]-2-苯基乙酰胺(WO 96/19442);
清菌脲(cymoxanil),1-(2-氰基-2-甲氧基亚氨基乙酰基)-3-乙基脲(US 3957 847);
哒菌清(diclomezine),6-(3,5-二氯苯基-对甲苯基)哒嗪-3(2H)-酮(US 4052 395),
双氯氰菌胺(diclocymet),(RS)-2-氰基-N-[(R)-1-(2,4-二氯苯基)乙基]-3,3-二甲基丁酰胺[CAS RN 139920-32-4];
乙霉威(diethofencarb),3,4-二乙氧基苯基氨基甲酸异丙酯(EP-A 78663);
克瘟散(edifenphos),O-乙基S,S-二苯基二硫代磷酸酯(DE-A 14 93736),
噻唑菌胺(ethaboxam),N-(氰基-2-噻吩基甲基)-4-乙基-2-(乙基氨基)-5-噻唑羧酰胺(EP-A 639 574);
环酰菌胺(fenhexamide),N-(2,3-二氯-4-羟基苯基)-1-甲基环己烷羧酰胺(Proc.Br.Crop Prot.Conf.-Pests dis.,1998,第2卷,第327页);
薯瘟锡(fentin acetate),三苯基锡(US 3 499 086);
氰菌胺(fenoxanil),N-(1-氰基-1,2-二甲基丙基)-2-(2,4-二氯苯氧基)丙酰胺(EP-A 262 393);
嘧菌腙(ferimzone),(Z)-2′-甲基苯乙酮-4,6-二甲基嘧啶-2-基腙[CASRN 89269-64-7];
氟啶胺(fluazinam),3-氯-N-[3-氯-2,6-二硝基-4-(三氟甲基)苯基]-5-(三氟甲基)-2-吡啶胺(The Pesticide Manual,Ed.:The British Crop ProtectionCouncil,1995年第10版,第474页);
藻菌磷(fosetyl),藻菌磷(fosetyl-aluminum),乙基磷酸酯(FR 22 54276);
异丙菌胺(iprovalicarb),[(1S)-2-甲基-1-(1-对甲苯基-乙基氨基甲酰基)-丙基]氨基甲酸异丙基酯(EP-A 472 996);
六氯苯(hexachlorobenzene)(C.R.Seances Acad.Agric.Fr.,第31卷,第24页(1945);
双炔酰菌胺(mandipropamid),(RS)-2-(4-氯苯基)-N-[3-甲氧基-4-(丙-2-炔基氧基)苯乙基]-2-(丙-2-炔基氧基)乙酰胺(WO 03/042166);
苯菌酮(metrafenon),3′-溴-2,3,4,6′-四甲氧基-2′,6-二甲基二苯甲酮(US5 945 567);
戊菌隆(pencycuron),1-(4-氯苄基)-1-环戊基-3-苯基脲(DE-A 27 32257);
吡噻菌胺(penthiopyrad),(RS)-N-[2-(1,3-二甲基丁基)-3-噻吩基]-1-甲基-3-(三氟甲基)-1H-吡唑-4-羧酰胺(JP 10/130268);
百维灵(propamocarb),3-(二甲基氨基)丙基氨基甲酸丙酯(DE-A 15 67169);
四氯苯酞(phthalide)(DE-A 16 43 347);
甲基立枯磷(tolclofos-methyl),O-2,6-二氯-对甲苯基O,O-二甲基硫代磷酸酯(GB 14 67 561);
五氯硝基苯(quintozene),五氯硝基苯(DE-A 682 048);
苯酰菌胺(zoxamide),(RS)-3,5-二氯-N-(3-氯-1-乙基-1-甲基-2-氧代丙基)-对甲苯甲酰胺[CAS RN 156052-68-5];
敌菌丹(captafol),N-(1,1,2,2-四氯乙硫基)环己-4-烯-1,2-二羧酰亚胺(Phytopathology 52,第754页(1962));
克菌丹(captan),N-(三氯甲硫基)环己-4-烯-1,2-二羧酰亚胺(US 2 553770);
抑菌灵(dichlofluanid),N-二氯氟甲硫基-N′,N′-二甲基-N-苯基硫酰胺(DE-A 11 93 498);
灭菌丹(folpet),N-(三氯甲硫基)苯邻二甲酰亚胺(US 2 553 770);
对甲抑菌灵(tolylfluanid),N-二氯氟甲硫基-N′,N′-二甲基-N-对甲苯基硫酰胺(DE-A 11 93 498);
烯酰吗啉(dimethomorph),3-(4-氯苯基)-3-(3,4-二甲氧基苯基)-1-吗啉-4-基-丙烯酮(EP-A 120 321);
氟联苯菌(flumetover),2-(3,4-二甲氧基苯基)-N-乙基-α,α,α-三氟-N-甲基-对甲苯甲酰胺[AGROW Nr.243,22(1995)];
氟吗啉(flumorph),3-(4-氟苯基)-3-(3,4-二甲氧基苯基)-1-吗啉-4-基-丙烯酮(EP-A 860 438),
N-(4’-溴联苯基-2-基)-4-二氟甲基-2-甲基噻唑-5-羧酰胺,N-(4’-三氟甲基联苯基-2-基)-4-二氟甲基-2-甲基噻唑-5-羧酰胺,N-(4’-氯-3’-氟联苯基-2-基)-4-二氟甲基-2-甲基噻唑-5-羧酰胺,N-(3’,4’-二氯-4-氟联苯基-2-基)-3-二氟甲基-1-甲基吡唑-4-羧酰胺(WO 03/66610),
N-(2-氰基苯基)-3,4-二氯异噻唑-5-羧酰胺(WO 99/24413);
N-(2-(4-[3-(4-氯苯基)丙-2-炔基氧基]-3-甲氧基苯基)乙基)-2-甲烷磺酰基氨基-3-甲基丁酰胺,N-(2-(4-[3-(4-氯苯基)丙-2-炔基氧基]-3-甲氧基-苯基)乙基)-2-乙烷磺酰基氨基-3-甲基丁酰胺(WO 04/49804);
3-[5-(4-氯苯基)-2,3-二甲基异噁唑烷-3-基]-吡啶(EP-A 10 35 122);
2-丁氧基-6-碘-3-丙基苯并吡喃-4-酮(WO 03/14103);
N,N-二甲基3-(3-溴-6-氟-2-甲基吲哚-1-磺酰基)-[1,2,4]三唑-1-磺酰胺(EP-A 10 31 571);
甲基(2-氯-5-[1-(3-甲基苄基氧基亚氨基)乙基]苄基)氨基甲酸酯,甲基(2-氯-5-[1-(6-甲基吡啶-2-基甲氧基亚氨基)乙基]苄基)氨基甲酸酯(EP-A12 01 648);
3-(4-氯苯基)-3-(2-异丙氧基羰基氨基-3-甲基丁酰基氨基)-丙酸甲酯(EP-A 10 28 125);
腈嘧菌酯(azoxystrobin),2-{2-[6-(2-氰基-1-乙烯基戊-1,3-二烯基氧基)-嘧啶-4-基氧基]苯基}-3-甲氧基丙烯酸甲酯(EP-A 382 375),
醚菌胺(dimoxystrobin),(E)-2-(甲氧基亚氨基)-N-甲基-2-[α-(2,5-二甲苯基氧基)-邻甲苯基]乙酰胺(EP-A 477 631);
氟嘧菌酯(fluoxastrobin),(E)-{2-[6-(2-氯苯氧基)-5-氟嘧啶-4-基氧基]苯基}(5,6-二氢-1,4,2-二噁嗪-3-基)甲酮O-甲基肟(WO 97/27189);
亚胺菌(kresoxim-methyl),甲基(E)-甲氧基亚氨基[α-(邻甲苯基氧基)-邻甲苯基]乙酸酯(EP-A 253 213);
叉氨苯酰胺(metominostrobin),(E)-2-(甲氧基亚氨基)-N-甲基-2-(2-苯氧基苯基)乙酰胺(EP-A 398 692);
肟醚菌胺(orysastrobin),N-甲基-(2E)-2-(甲氧基亚氨基)-2-{2-[(3E,5E,6E)-5-(甲氧基亚氨基)-4,6-二甲基-2,8-二氧杂-3,7-二氮杂壬-3,6-二烯-1-基]苯基}乙酰胺(WO 97/15552);
啶氧菌酯(picoxystrobin),3-甲氧基-2-[2-(6-三氟甲基吡啶-2-基氧基甲基)苯基]-丙烯酸甲酯(EP-A 278 595);
唑菌胺酯(pyraclostrobin),甲基N-{2-[1-(4-氯苯基)-1H-吡唑-3-基氧基甲基]苯基}(N-甲氧基)氨基甲酸甲酯(WO 96/01256);
肟菌酯(trifloxystrobin),甲基(E)-甲氧基亚氨基-{(E)-α-[1-(α,α,α-三氟-间甲苯基)亚乙基氨基氧基]-邻甲苯基}乙酸酯(EP-A 460 575);
2-[邻-(2,5-二甲基苯基氧基亚甲基)苯基]-3-甲氧基丙烯酸甲酯(EP-A 226 917);
5-氯-7-(4-甲基哌啶-1-基)-6-(2,4,6-三氟苯基)-[1,2,4]三唑[1,5-a]嘧啶(WO 98/46608);
3,4-二氯-N-(2-氰基苯基)异噻唑-5-羧酰胺(WO 99/24413),
式III化合物(WO 04/049804);
N-(2-(4-[3-(4-氯苯基)丙-2-炔基氧基]-3-甲氧基苯基)乙基)-2-甲烷磺酰基氨基-3-甲基丁酰胺和N-(2-(4-[3-(4-氯苯基)丙-2-炔基氧基]-3-甲氧基苯基)乙基)-2-乙烷磺酰基氨基-3-甲基丁酰胺(WO 03/66609);
2-丁氧基-6-碘-3-丙基苯并吡喃-4-酮(WO 03/14103);
N,N-二甲基3-(3-溴-6-氟-2-甲基吲哚-1-磺酰基)-[1,2,4]三唑-1-磺酰胺(WO 03/053145);
3-(4-氯苯基)-3-(2-异丙氧基羰基氨基-3-甲基丁酰基氨基)-丙酸甲酯(EP-A 1028125)。
通式(I)的化合物可以以常规配制剂,例如作为溶液、乳液、悬浮液、粉剂、粉末、糊和颗粒而与上述其他杀真菌剂一起施用。施用类型取决于意欲目的。配制剂通过已知方法制备。
通常,配制剂包含0.01-95重量%,优选0.1-90重量%活性物质。
在即用制剂中活性物质浓度可以在宽范围内变化。它们通常为0.0001-10%,优选0.01-1%。活性物质也可成功地用于超低容量方法(ULV),其中可以施用包含超过95重量%活性物质的配制剂或甚至施用没有添加剂的活性物质。
可将各种类型的油、湿润剂、辅助剂、除草剂、其他杀真菌剂、其他农药、杀菌剂加入通式(I)的活性物质中,如果合适的话,恰在紧邻使用前加入(桶混合)。这些试剂通常与本发明试剂以1:10-10:1的重量比混合。
通式(I)化合物对耐药性有害真菌的杀真菌活性可通过如下实验证实:
实施例1/制备测试溶液
起始于四种不同的羧酰胺杀真菌剂,制备具有在水中指定量活性物质的四种储液。
储液A起始于烯酰吗啉(dimethomorph)((E,Z)-4-[3-(4-氯苯基)-3-(3,4-二甲氧基苯基)丙烯酰基]吗啉)制备,每升具有150g可分散浓缩物(d.c.)。
储液B起始于双炔酰菌胺(mandipropamid)((RS)-2-(4-氯苯基)-N-[3-甲氧基-4-(丙-2-炔基氧基)苯乙基]-2-(丙-2-炔基氧基)乙酰胺)制备,每升具有40g可乳化浓缩物(e.c.)。
储液C起始于异丙菌胺(iprovalicarb)(2-甲基-1-[(1-对甲苯基乙基)氨基甲酰基]-(S)-丙基氨基甲酸异丙酯)制备,作为50%可水分散性颗粒(w.g.)。
储液D起始于苯噻菌胺(benthiavalicarb)([(S)-1-{[(R)-1-(6-氟-1,3-苯并噻唑-2-基)乙基]氨基甲酰基}-2-甲基丙基]氨基甲酸异丙酯),作为10%可润湿粉末(w.p.)。
实施例2:
研究四种羧酰胺杀真菌剂对敏感和耐药性葡萄生单轴霉(Plasmoparaviticola)菌株的活性。
将具有6-8片叶的四周龄葡萄藤植物(Riesling)用50ml含有害真菌的溶液(每毫升200000个真菌葡萄生单轴霉孢子)处理。试验用敏感和用耐药性菌株二者进行。
实施例1所述杀真菌活性物质在用有害真菌处理以前1天施用(预防性处理)以及每种情况下在用有害真菌处理以后1天施用(治疗性处理)。在用有害真菌处理以后,将植物在95%大气湿度和18℃温度下放置过夜。这之后是6天观察期和6天时最终评估,其中将测试植物曝露在日光下12小时并且在黑暗中放置12小时。
为促进孢子发展,在进行最终评估以前将葡萄藤的叶下面用水喷雾24小时并放置。
实验通过测定每个植物的病害叶面积的百分数评估。高百分数意指由有害真菌导致的高病害水平,而低百分数意指由有害真菌导致的低病害水平。
结果:
就用储液A治疗性处理的植物而言,对于耐药性真菌发现70%的病害叶面积,对于敏感真菌发现0%的叶面积。在预防性处理的情况下,对于耐药性真菌发现0.5%的病害叶面积,对于敏感真菌发现0%的病害水平。
在用储液B处理植物的情况下,对于耐药性真菌,治疗性处理产生65%叶面积的病害水平,对于敏感真菌发现0%的病害水平。在预防性处理的情况下,对于耐药性真菌产生8%叶面积的病害水平,对于敏感真菌产生0%叶面积的病害水平。
在用储液C处理植物的情况下,对于耐药性真菌,治疗性处理产生75%叶面积的病害水平,对于敏感真菌发现0%的病害水平。在预防性处理的情况下,对于耐药性真菌产生70%叶面积的病害水平,对于敏感真菌产生0%叶表面积的病害水平。
在用储液D处理植物的情况下,对于耐药性真菌,治疗性处理产生70%叶面积的病害水平,对于敏感真菌发现0%的病害水平。在预防性处理的情况下,对于耐药性真菌产生55%叶表面积的病害水平,对于敏感真菌产生0%叶表面积的病害水平。
在测试植物仅用无活性物质的测试溶液喷雾的对照实验中,对于耐药性真菌,治疗性处理产生68%面积的病害水平,对于敏感真菌发现65%面积的病害水平。在预防性处理的比较实验中,当处理施用于耐药性真菌时,产生75%表面积的病害水平,在敏感真菌中产生80%面积的病害水平。
由这些比较研究可发现所有四种杀真菌活性物质(羧酰胺杀真菌剂)在治疗性和预防性处理敏感真菌菌株中显示高活性。
相反,在耐药性真菌菌株的情况下,用烯酰吗啉(dimethomorph)预防性处理和用双炔酰菌胺(mandipropamid)处理证明为有效的,而用异丙菌胺(iprovalicarb)和苯噻菌胺(benthiavalicarb)处理没得到令人满意的结果。
Claims (12)
2.根据权利要求1的防治有害真菌的方法,其中防治的有害真菌为单轴霉属、霜霉属、疫霉属、假霜霉属、腐霉属和/或指梗霉属。
5.根据权利要求1-4中任一项的防治有害真菌的方法,其中所述通式(I)化合物以1-1000g/公顷的量施用。
6.根据权利要求1-5中任一项的防治有害真菌的方法,其中所述通式(I)化合物以1-1000g/100kg种子的量施用。
7.根据权利要求1-6中任一项的防治有害真菌的方法,其中所述通式(I)化合物施用于待处理植物的叶下面。
8.根据权利要求1-7中任一项的防治有害真菌的方法,其中处理的植物为葡萄藤。
9.根据权利要求1-8中任一项的防治有害真菌的方法,其中通式(I)化合物与其他杀真菌剂组合使用。
10.根据权利要求1-9中任一项的防治有害真菌的方法,其中通式(I)化合物与其他羧酰胺杀真菌剂组合使用。
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