CN101400260A - 诱导植物对细菌病害耐受性的方法 - Google Patents
诱导植物对细菌病害耐受性的方法 Download PDFInfo
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- CN101400260A CN101400260A CNA2007800090928A CN200780009092A CN101400260A CN 101400260 A CN101400260 A CN 101400260A CN A2007800090928 A CNA2007800090928 A CN A2007800090928A CN 200780009092 A CN200780009092 A CN 200780009092A CN 101400260 A CN101400260 A CN 101400260A
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- OBZIQQJJIKNWNO-UHFFFAOYSA-N tolclofos-methyl Chemical compound COP(=S)(OC)OC1=C(Cl)C=C(C)C=C1Cl OBZIQQJJIKNWNO-UHFFFAOYSA-N 0.000 description 1
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- HSMVPDGQOIQYSR-KGENOOAVSA-N triflumizole Chemical compound C1=CN=CN1C(/COCCC)=N/C1=CC=C(Cl)C=C1C(F)(F)F HSMVPDGQOIQYSR-KGENOOAVSA-N 0.000 description 1
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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
- A01N37/44—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
- 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
-
- 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
- A01N47/12—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
- A01N47/14—Di-thio analogues thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
- A61P37/04—Immunostimulants
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Environmental Sciences (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Dentistry (AREA)
- Plant Pathology (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Immunology (AREA)
- General Chemical & Material Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Pretreatment Of Seeds And Plants (AREA)
Abstract
本发明涉及一种诱导植物对细菌病害耐受性的方法,其包括用有效量的如下化合物的以协同增效有效量的组合处理植物、土壤或种子:式(I)的化合物,其中X为卤素、烷基或三氟甲基;m为0或1;Q为C(=CH-CH3)-COOCH3、C(=CH-OCH3)-COOCH3、C(=N-OCH3)-CONHCH3、C(=N-OCH3)-COOCH3、N(-OCH3)-COOCH3或基团Q1,其中#表示与苯环连接点;A为-O-B、-CH2O-B、-OCH2-B、-CH2S-B、-CH=CH-B、-CC-B、-CH2O-N=C(R1)-B、-CH2S-N=C(R1)-B、-CH2O-N=C(R1)-CH=CH-B或-CH2O-N=C(R1)-C(R2)=N-OR3,其中B为苯基、萘基、含1-3个N原子和/或1个O或S原子或1或2个O和/或S原子的5或6元杂芳基或5或6元杂环基,其中环体系未被取代或如说明书中所定义被取代;R1为氢、氰基、烷基、卤代烷基、环烷基、烷氧基或烷硫基;R2为苯基、苯基羰基、苯基磺酰基、5或6元杂芳基、5或6元杂芳基羰基或5或6元杂芳基磺酰基,其中环体系未被取代或由1-3个基团Ra取代,C1-C10烷基、C3-C6环烷基、C2-C10链烯基、C2-C10炔基、C1-C10烷基-羰基、C2-C10链烯基羰基、C3-C10炔基羰基、C1-C10烷基磺酰基或C(=NORA)-RB,其中这些基团的烃基未被取代或如说明书所定义被取代;R3为氢、C1-C6烷基、C2-C6链烯基、C2-C6炔基,其中这些基团的烃基未被取代或如说明书所定义被取代;以及如说明书所定义的第二种活性化合物;其被植物或种子吸收。
Description
本发明涉及一种诱导植物对细菌病害耐受性的方法,其包括用有效量的1)式I化合物和2)(以协同增效有效量)处理植物、土壤或种子:
1)式I的嗜球果伞素(strobilurin)化合物:
其中:
X为卤素、C1-C4烷基或三氟甲基;
m为0或1;
Q为C(=CH-CH3)-COOCH3、C(=CH-OCH3)-COOCH3、
C(=N-OCH3)-CONHCH3、C(=N-OCH3)-COOCH3、
N(-OCH3)-COOCH3或基团Q1:
其中#表示与苯环的连接点;
A为-O-B、-CH2O-B、-OCH2-B、-CH=CH-B、-C≡C-B、-CH2O-N=C(R1)-B、-CH2O-N=C(R1)-CH=CH-B或-CH2O-N=C(R1)-C(R2)=N-OR3,其中:
B为苯基、萘基、含1-3个N原子和/或1个O或S原子或1或2个O和/或S原子的5或6元杂芳基或5或6元杂环基,其中环体系未被取代或由1-3个基团Ra取代:
Ra为氰基、硝基、氨基、氨基羰基、氨基硫代羰基、卤素、C1-C6烷基、C1-C6卤代烷基、C1-C6烷基羰基、C1-C6烷基磺酰基、C1-C6烷基亚磺酰基、C3-C6环烷基、C1-C6烷氧基、C1-C6卤代烷氧基、C1-C6烷氧基羰基、C1-C6烷硫基、C1-C6烷基氨基、二-C1-C6烷基氨基、C1-C6烷基氨基羰基、二-C1-C6烷基氨基羰基、C1-C6烷基氨基硫代羰基、二-C1-C6烷基氨基硫代羰基、C2-C6链烯基、C2-C6链烯氧基、苯基、苯氧基、苄基、苄氧基、5或6元杂环基、5或6元杂芳基、5或6元杂芳氧基、C(=NORa)-Rb或OC(Ra)2-C(Rb)=NORb,
其中环状基团又未被取代或由1-3个基团Rb取代:
Rb为氰基、硝基、卤素、氨基、氨基羰基、氨基硫代羰基、C1-C6烷基、C1-C6卤代烷基、C1-C6烷基磺酰基、C1-C6烷基亚磺酰基、C3-C6环烷基、C1-C6烷氧基、C1-C6卤代烷氧基、C1-C6烷氧基羰基、C1-C6烷硫基、C1-C6烷基氨基、二-C1-C6烷基氨基、C1-C6烷基氨基羰基、二-C1-C6烷基氨基羰基、C1-C6烷基氨基硫代羰基、二-C1-C6烷基氨基硫代羰基、C2-C6链烯基、C2-C6链烯氧基、C3-C6环烷基、C3-C6环烯基、苯基、苯氧基、苯硫基、苄基、苄氧基、5或6元杂环基、5或6元杂芳基、5或6元杂芳氧基或C(=NORA)-RB;
RA、RB为氢或C1-C6烷基;
R1为氢、氰基、C1-C4烷基、C1-C4卤代烷基、C3-C6环烷基或C1-C4烷氧基;
R2为苯基、苯基羰基、苯基磺酰基、5或6元杂芳基、5或6元杂芳基羰基或5或6元杂芳基磺酰基,其中环体系未被取代或由1-3个基团Ra取代,
C1-C10烷基、C3-C6环烷基、C2-C10链烯基、C2-C10炔基、C1-C10烷基羰基、C2-C10链烯基羰基、C3-C10炔基羰基、C1-C10烷基磺酰基或C(=NORA)-RB,其中这些基团的烃基未被取代或由1-3个基团Rc取代:
Rc为氰基、硝基、氨基、氨基羰基、氨基硫代羰基、卤素、C1-C6烷基、C1-C6卤代烷基、C1-C6烷基磺酰基、C1-C6烷基亚磺酰基、C1-C6烷氧基、C1-C6卤代烷氧基、C1-C6烷氧基羰基、C1-C6烷硫基、C1-C6烷基氨基、二-C1-C6烷基氨基、C1-C6烷基氨基羰基、二-C1-C6烷基氨基羰基、C1-C6烷基氨基硫代羰基、二-C1-C6烷基氨基硫代羰基、C2-C6链烯基、C2-C6链烯氧基、C3-C6环烷基、C3-C6环烷氧基、5或6元杂环基、5或6元杂环基氧基、苄基、苄氧基、苯基、苯氧基、苯硫基、5或6元杂芳基、5或6元杂芳氧基和杂芳基硫基,对于环状基团,可又为部分或完全卤化或其上可附有1-3个基团Ra;和
R3为氢、C1-C6烷基、C2-C6链烯基、C2-C6炔基,其中这些基团的烃基未被取代或由1-3个基团Rc取代;
和
2)选自组A)-D)的化合物:
A)抗菌素:放线菌酮(cycloheximid)、灰黄霉素(griseofulvin)、春雷素(kasugamycin)、多马霉素(natamycin)、多氧霉素(polyoxin)和链霉素(streptomycin),
B)杀菌剂:溴硝丙二醇(bronopol)、甲酚、双氯酚(dichlorophen)、吡菌硫(dipyrithione)、多敌菌(dodicin)、地可松(fenaminosulf)、甲醛、汞加芬(hydrargaphen)、8-羟基喹啉硫酸盐、氯定(nitrapyrin)、异噻菌酮(octhilinone)、喹菌酮(oxolinic acid)、土霉素(oxytetracycline)、噻菌灵(probenazole)、叶枯酞(tecloftalam)、水杨乙汞(thiomersal);
C)噁唑酮菌(famoxadone)和清菌脲(cymoxanil),和
D)铜、银和锌盐,例如波尔多液(bordeaux mixture)、乙酸铜、氯氧化铜、碱式硫酸铜;
其中组分1)和2)被植物或种子吸收。另外,本发明通常涉及式I化合物与选自A)、B)、C)和D)的化合物的组合在使植物对细菌免疫中的用途。
细菌作为大量作物植物病害的病原体(细菌病害)主要发现于温和和潮湿温暖气候区中。这些病害偶尔导致显著经济损害。通常已知的实例为由欧文氏菌(Erwinia)属变体导致的整个水果种植园的死亡(梨和苹果的“火疫病(fireblight)”),马铃薯和许多其他植物的细菌性软腐病,琼脂杆菌(agrobacteria)诱导的各种植物瘤,由黄单胞菌(Xanthomonas)属导致的各种蔬菜、稻、小麦和柑橘水果的坏死。蔬菜、顶果属(top fruit)和烟草中由假单胞菌(Pseudomonas)属导致的细菌病害尤其令人畏惧。
如可预期的,妨碍具体真菌代谢过程的常规杀真菌剂对细菌病害不具有活性。因此,目前为止,防治它们的仅有途径是使用抗生素,但此程序很少实践:由于原则上这些抗生素依赖性与人类和兽医学中对抗细菌性病原体相同的作用机理,在农业中广泛应用抗生素受到争议。它们可因此有利于抗性的建立。此外,由于它们的分子结构(其大多数复杂),抗生素价格昂贵并且仅可通过生物技术方法生产。因此,本发明的目的是减少在农业中使用抗生素的需要。
防止植物中细菌性病害的可选择方法在WO 03/075663中教导:嗜球果伞素类型杀真菌剂对植物内部免疫系统对抗细菌具有刺激作用。然而,此作用不总完全令人满意。
已知DuPont的噁唑酮菌-清菌脲组合产品TanosTM不仅可用于防治真菌性病害,也可用于某种细菌性作物病害的病害抑制。
此外,已知某些金属阳离子的盐具有杀菌活性。在作物保护中,铜盐的使用已确立多年。这种盐的阴离子对于杀菌活性而言不重要,由于实践原因,使用氢氧化物、氧化物,或无机酸或有机酸例如碳酸或磺酸的阴离子。
本发明的目的是提供一种可广泛使用的高度有效的方法,其不损害植物并以降低的活性化合物施用总量产生提高的植物对植物细菌病害的耐受性。
尽管通常已知以上作为组分2)提到的活性化合物对细菌具有活性并且可用于防治这种病害,没有任何教导组分2)化合物可提高嗜球果伞素对植物对抗细菌的内部免疫系统的刺激作用。
我们发现此目的通过开头定义的方法实现。
上述式I的嗜球果伞素作为杀真菌剂并且在一些情况下还作为杀虫剂已知(EP-A 178 826;EP-A 253 213;WO 93/15046;WO 95/18789;WO95/21153;WO 95/21154;WO 95/24396;WO 96/01256;WO 97/15552)。
上述组A)-D)的活性化合物,其制备及其对有害真菌和细菌的作用分别为本领域通常已知的(参见:http://www.hclrss.demon.co.uk/index.html;The Pecticide Manual,第10版,BCPC,1995);具有通用名的化合物为市售的。
防治植物病害所需浓度的式I活性成分与植物的良好相容性容许处理气生植物部分以及处理繁殖材料和种子和土壤。
在本发明方法中,活性成分通过叶表面或通过根由植物吸收并在整个植物内分布树液内。
因此,在进行本发明方法以后的保护作用不仅发现于直接喷雾的那些植物部分中,而整个植物的细菌性病害抗性提高。
在本方法的优选实施方案中,将气生植物部分用活性成分1)和2)的配制剂或用活性成分1)和2)的桶混合处理。
对于本发明方法,特别优选每种情况下单独或组合具有如下取代基含义的活性成分,将引用的出版物的公开内容在此引入:
对于本发明方法,特别优选式II-VIII的活性成分作为组分1,其中:
V为OCH3和NHCH3,
Y为CH和N,和
T和Z相互独立地为CH和N。
其中Q为N(-OCH3)-COOCH3的优选式I活性成分为出版物WO93/15046和WO 96/01256所述的化合物。
其中Q为C(=CH-OCH3)-COOCH3的优选式I活性成分为出版物EP-A178 826和EP-A 278 595所述的化合物。
其中Q为C(=N-OCH3)-COOCH3的优选式I活性成分为出版物EP-A253 213和EP-A 254 426所述的化合物。
其中Q为C(=N-OCH3)-CONHCH3的优选式I活性成分为出版物EP-A398 692、EP-A 477 631和EP-A 628 540所述的化合物。
其中Q为C(=CH-CH3)-COOCH3的优选式I活性成分为出版物EP-A280 185和EP-A 350 691所述的化合物。
其中Q为-CH2O-N=C(R1)-B的优选式I活性成分为出版物EP-A 460575和EP-A 463 488所述的化合物。
其中A为-O-B的优选式I活性成分为出版物EP-A 382 375和EP-A 398692所述的化合物。
其中A为-CH2O-N=C(R1)-C(R2)=N-OR3的优选式I活性成分为出版物WO 95/18789、WO 95/21153、WO 95/21154、WO 97/05103和WO 97/06133所述的化合物。
尤其优选其中变量如下的式I活性成分:
Q为N(-OCH3)-COOCH3,
A为CH2-O-,和
B为3-吡唑基或1,2,4-三唑基,其中B上已附有一个或两个选自如下的取代基:
·卤素、甲基和三氟甲基,和
·由1-3个基团Rb取代的苯基和吡啶基,尤其是2-吡啶基。
这些活性成分由式II描述:
其中T为碳或氮原子,Ra’为卤素、甲基和三氟甲基,y为0、1或2,Rb如对式I定义,x为0、1、2、3或4。
更优选的活性成分为式II’的那些:
其中Rb如对式I定义。
关于它们的用途,尤其优选如下表中汇编的化合物。
编号 | T | (Ra′)y | 基团苯基-(Rb)x的位置 | (Rb)x | 参考 |
I-1 | N | - | 1 | 2,4-Cl2 | WO 96/01256 |
I-2 | N | - | 1 | 4-Cl | WO 96/01256 |
I-3 | CH | - | 1 | 2-Cl | WO 96/01256 |
I-4 | CH | - | 1 | 3-Cl | WO 96/01256 |
I-5 | CH | - | 1 | 4-Cl | WO 96/01256 |
I-6 | CH | - | 1 | 4-CH3 | WO 96/01256 |
I-7 | CH | - | 1 | H | WO 96/01256 |
I-8 | CH | - | 1 | 3-CH3 | WO 96/01256 |
I-9 | CH | 5-CH3 | 1 | 3-CF3 | WO 96/01256 |
I-10 | CH | 1-CH3 | 5 | 3-CF3 | WO 99/33812 |
I-11 | CH | 1-CH3 | 5 | 4-Cl | WO 99/33812 |
I-12 | CH | 1-CH3 | 5 | - | WO 99/33812 |
表II
编号 | V | Y | Ra | 参考 |
II-1 | OCH3 | N | 2-CH3 | EP-A 253 213 |
II-2 | OCH3 | N | 2,5-(CH3)2 | EP-A 253 213 |
II-3 | NHCH3 | N | 2,5-(CH3)2 | EP-A 477 631 |
II-4 | NHCH3 | N | 2-Cl | EP-A 398 692 |
II-5 | NHCH3 | N | 2-CH3 | EP-A 398 692 |
II-6 | NHCH3 | N | 2-CH3,4-OCF3 | EP-A 628 540 |
II-7 | NHCH3 | N | 2-Cl,4-OCF3 | EP-A 628 540 |
II-8 | NHCH3 | N | 2-CH3,4-OCH(CH3)-C(CH3)=NOCH3 | EP-A 11 18 609 |
II-9 | NHCH3 | N | 2-Cl,4-OCH(CH3)-C(CH3)=NOCH3 | EP-A 11 18 609 |
II-10 | NHCH3 | N | 2-CH3,4-OCH(CH3)-C(CH2CH3)=NOCH3 | EP-A 11 18 609 |
II-11 | NHCH3 | N | 2-Cl,4-OCH(CH3)-C(CH3)=NOCH2CH3 | EP-A 11 18 609 |
表III
编号 | V | Y | T | Ra | 参考 |
III-1 | OCH3 | CH | N | 2-OCH3,4-CF3 | WO 96/16047 |
III-2 | OCH3 | CH | N | 2-OCH(CH3)2,4-CF3 | WO 96/16047 |
III-3 | OCH3 | CH | CH | 2-CF3 | EP-A 278 595 |
III-4 | OCH3 | CH | CH | 4-CF3 | EP-A 278 595 |
III-5 | NHCH3 | N | CH | 2-Cl | EP-A 398 692 |
III-6 | NHCH3 | N | CH | 2-CF3 | EP-A 398 692 |
III-7 | NHCH3 | N | CH | 2-CF3,4-Cl | EP-A 398 692 |
III-8 | NHCH3 | N | CH | 2-Cl,4-CF3 | EP-A 398 692 |
表IV
编号 | V | Y | R1 | B | 参考 |
IV-1 | OCH3 | CH | CH3 | (3-CF3)C6H4 | EP-A 370 629 |
IV-2 | OCH3 | CH | CH3 | (3,5-Cl2)C6H3 | EP-A 370 629 |
IV-3 | NHCH3 | N | CH3 | (3-CF3)C6H4 | WO 92/13830 |
IV-4 | NHCH3 | N | CH3 | (3-OCF3)C6H4 | WO 92/13830 |
IV-5 | OCH3 | N | CH3 | (3-OCF3)C6H4 | EP-A 460 575 |
IV-6 | OCH3 | N | CH3 | (3-CF3)C6H4 | EP-A 460 575 |
IV-7 | OCH3 | N | CH3 | (3,4-Cl2)C6H3 | EP-A 460 575 |
IV-8 | OCH3 | N | CH3 | (3,5-Cl2)C6H3 | EP-A 463 488 |
IV-9 | OCH3 | CH | CH3 | CH=CH-(4-Cl)C6H4 | EP-A 936 213 |
表V
编号 | V | R1 | R2 | R3 | 参考 |
V-1 | OCH3 | CH3 | CH3 | CH3 | WO 95/18789 |
V-2 | OCH3 | CH3 | CH(CH3)2 | CH3 | WO 95/18789 |
V-3 | OCH3 | CH3 | CH2CH3 | CH3 | WO 95/18789 |
V-4 | NHCH3 | CH3 | CH3 | CH3 | WO 95/18789 |
V-5 | NHCH3 | CH3 | 4-F-C6H4 | CH3 | WO 95/18789 |
V-6 | NHCH3 | CH3 | 4-Cl-C6H4 | CH3 | WO 95/18789 |
V-7 | NHCH3 | CH3 | 2,4-C6H3 | CH3 | WO 95/18789 |
V-8 | NHCH3 | Cl | 4-F-C6H4 | CH3 | WO 98/38857 |
V-9 | NHCH3 | Cl | 4-Cl-C6H4 | CH2CH3 | WO 98/38857 |
V-10 | NHCH3 | CH3 | CH2C(=CH2)CH3 | CH3 | WO 97/05103 |
V-11 | NHCH3 | CH3 | CH=C(CH3)2 | CH3 | WO 97/05103 |
V-12 | NHCH3 | CH3 | CH=C(CH3)2 | CH2CH3 | WO 97/05103 |
V-13 | NHCH3 | CH3 | CH=C(CH3)CH2CH3 | CH3 | WO 97/05103 |
V-14 | NHCH3 | CH3 | O-CH(CH3)2 | CH3 | WO 97/06133 |
V-15 | NHCH3 | CH3 | O-CH2CH(CH3)2 | CH3 | WO 97/06133 |
V-16 | NHCH3 | CH3 | C(CH3)=NOCH3 | CH3 | WO 97/15552 |
表VI
编号 | V | Y | Ra | 参考 |
VI-1 | NHCH3 | N | H | EP-A 398 692 |
VI-2 | NHCH3 | N | 3-CH3 | EP-A 398 692 |
VI-3 | NHCH3 | N | 2-NO2 | EP-A 398 692 |
VI-4 | NHCH3 | N | 4-NO2 | EP-A 398 692 |
VI-5 | NHCH3 | N | 4-Cl | EP-A 398 692 |
VI-6 | NHCH3 | N | 4-Br | EP-A 398 692 |
表VII
编号 | Q | Ra | 参考 |
VII-1 | C(=CH-OCH3)COOCH3 | 5-O-(2-CN-C6H4) | EP-A 382 375 |
VII-2 | C(=CH-OCH3)COOCH3 | 5-O-(2-Cl-C6H4) | EP-A 382 375 |
VII-3 | C(=CH-OCH3)COOCH3 | 5-O-(2-CH3-C6H4) | EP-A 382 375 |
VII-4 | C(=N-OCH3)CONHCH3 | 5-O-(2-Cl-C6H4) | GB-A 225 3624 |
VII-5 | C(=N-OCH3)CONHCH3 | 5-O-(2,4-Cl2-C6H3) | GB-A 225 3624 |
VII-6 | C(=N-OCH3)CONHCH33 | 5-O-(2-CH3-C6H4) | GB-A 2253 624 |
VII-7 | C(=N-OCH3)CONHCH3 | 5-O-(2-CH3,3-Cl-C6H3) | GB-A 2253 624 |
VII-8 | C(=N-OCH3)CONHCH3 | 4-F,5-O-(2-CH3-C6H4) | WO 98/21189 |
VII-9 | C(=N-OCH3)CONHCH3 | 4-F,5-O-(2-Cl-C6H4) | WO 98/21189 |
VII-10 | C(=N-OCH3)CONHCH3 | 4-F,5-O-(2-CH3,3-Cl-C6H3) | WO 98/21189 |
VII-11 | Q1 | 4-F,5-O-(2-Cl-C6H4) | WO 97/27189 |
VII-12 | Q1 | 4-F,5-O-(2-CH3,3-Cl-C6H3) | WO 97/27189 |
VII-13 | Q1 | 4-F,5-O-(2,4-Cl2-C6H3) | WO 97/27189 |
特别优选一种如下组分1与一种选自组A)、B)、C)和D)的化合物的组合:化合物I-5(唑菌胺酯(pyraclostrobin))、II-1(亚胺菌(kresoxim-methyl))、II-3(醚菌胺(dimoxystrobin))、II-11(ZJ0712)、III-3(啶氧菌酯(picoxystrobin))、IV-6(肟菌酯(trifloxystrobin))、IV-9(烯肟菌酯(enestroburin))、V-16(肟醚菌胺(orysastrobin))、VI-1(叉氨苯酰胺(metominostrobin))、VII-1(腈嘧菌酯(azoxystrobin))和VII-11(氟嘧菌酯(fluoxastrobin))。
在本发明一个实施方案中,使用唑菌胺酯与一种选自组A)、B)、C)和D)的化合物的组合。
在本发明另一个实施方案中,使用亚胺菌与一种选自组A)、B)、C)和D)的化合物的组合。
在本发明另一个实施方案中,使用醚菌胺与一种选自组A)、B)、C)和D)的化合物的组合。
在本发明另一个实施方案中,使用ZJ0712与一种选自组A)、B)、C)和D)的化合物的组合。
在本发明另一个实施方案中,使用啶氧菌酯与一种选自组A)、B)、C)和D)的化合物的组合。
在本发明另一个实施方案中,使用肟菌酯与一种选自组A)、B)、C)和D)的化合物的组合。
在本发明另一个实施方案中,使用烯肟菌酯与一种选自组A)、B)、C)和D)的化合物的组合。
在本发明另一个实施方案中,使用肟醚菌胺与一种选自组A)、B)、C)和D)的化合物的组合。
在本发明另一个实施方案中,使用叉氨苯酰胺与一种选自组A)、B)、C)和D)的化合物的组合。
在本发明另一个实施方案中,使用腈嘧菌酯与一种选自组A)、B)、C)和D)的化合物的组合。
在本发明另一个实施方案中,使用氟嘧菌酯与一种选自组A)、B)、C)和D)的化合物的组合。
在本发明另一个实施方案中,使用式I化合物与抗生素,尤其是放线菌酮、灰黄霉素、春雷素、多马霉素、多氧霉素或链霉素的组合。
在本发明另一个实施方案中,使用式I化合物与噁唑酮菌或清菌脲的组合。
在本发明又一个实施方案中,使用式I化合物与铜杀真菌剂的组合。
活性成分1)和2)提高植物对细菌病害的耐受性。它们在防治各种作物植物如蔬菜、顶果属和烟草,和所有这些植物种子上的细菌中尤其重要。
具体而言,它们适于防治如下植物病害:
烟草、马铃薯、西红柿和豆类上的假单胞菌属,尤其是水果、蔬菜和马铃薯上的欧文氏菌属。
活性成分1)和2)通过用有效量的活性成分处理待保护以防细菌侵染的植物、种子或土壤而施用。施用在细菌侵染植物或种子以前进行。
优选将活性成分在植物发芽以后不仅,尤其是发芽以后第一个四周内,通常在进行第一次对抗真菌的保护性施用以前很长时间施用。当施用重复进行,优选任何重复每10-20天进行时,观察到最佳效力。
在本方法的优选实施方案中,将植物在侵染发生以前,优选预期细菌侵袭以前几周至1周进行。在这种时间范围期间,进行1-10次施用。在重复施用以后,观察到植物对细菌病害显著减低的敏感性。
当施用于水果和蔬菜如马铃薯、西红柿、葫芦,优选黄瓜、甜瓜、西瓜、大蒜、洋葱和莴苣时,本发明方法优选作为叶面施用进行。在一个季节期间,优选进行多于两次施用,至多10次施用。
当施用于水果如苹果、核果和柑橘时,本发明方法优选作为叶面施用进行。在一个季节期间,优选进行多于两次施用,至多5次施用。
本发明方法也可施用于农田作物如大豆、玉米、棉花、烟草、菜豆、小麦、大麦、豆类及其他。对于这些作物,本方法优选通过处理种子或植物而施用。优选将植物以1-3次施用处理。
组分1)和组分2)可同时,联合或分开,或依次地施用,在分开施用的情况下,顺序通常对防治措施的结果不具有任何影响。
在本发明混合物的一个实施方案中,将另一种活性化合物3)或两种活性化合物3)和4)加入组分1)和2)中。用作组分3)和4)的活性化合物优选开头作为组分2)提到的那些或选自如下的化合物:
·胺衍生物,例如4-十二烷基-2,6-二甲基吗啉(aldimorph)、多果定(dodine)、吗菌灵(dodemorph)、丁苯吗啉(fenpropimorph)、苯锈啶(fenpropidin)、双胍盐(guazatine)、双胍辛醋酸盐(iminoctadine)、螺噁茂胺(spiroxamine)、克啉菌(tridemorph),
·苯胺基嘧啶类,例如二甲嘧菌胺(pyrimethanil)、嘧菌胺(mepanipyrim)或环丙嘧啶(cyprodinil),
·唑类,例如双苯三唑醇(bitertanol)、糠菌唑(bromoconazole)、环唑醇(cyproconazole)、噁醚唑(difenoconazole)、烯唑醇(dinitroconazole)、烯菌灵(enilconazole)、氧唑菌(epoxiconazole)、腈苯唑(fenbuconazole)、喹唑菌酮(fluquinconazole)、氟硅唑(flusilazole)、粉唑醇(flutriafol)、己唑醇(hexaconazole)、烯菌灵(imizalil)、环戊唑菌(metconazole)、腈菌唑(myclobutanil)、戊菌唑(penconazole)、丙环唑(propiconazole)、丙氯灵(prochloraz)、丙硫菌唑(prothioconazole)、戊唑醇(tebuconazole)、三唑酮(triadimefon)、唑菌醇(triadimenol)、氟菌唑(triflumizole)、戊叉唑菌(triticonazole),
·二羧酰亚胺类,如异丙定(iprodion)、甲菌利(myclozolin)、杀菌利(procymidon)、烯菌酮(vinclozolin);
·二硫代氨基甲酸盐类,福美铁(ferbam)、代森钠(nabam)、代森锰(maneb)、代森锰锌(mancozeb)、威百亩(metam)、代森联(metiram)、甲基代森锌(propineb)、福代锌(polycarbamate)、福美双(thiram)、福美锌(ziram)、代森锌(zineb),
·杂环化合物,如敌菌灵(anilazine)、苯菌灵(benomyl)、啶酰菌胺(boscalid)、多菌灵(carbendazim)、萎锈灵(carboxin)、氧化萎锈灵(oxycarboxin)、氰霜唑(cyazofamid)、棉隆(dazomet)、二噻农(dithianon)、咪唑菌酮(fenamidon)、异嘧菌醇(fenarimol)、麦穗宁(fuberidazole)、氟酰胺(flutolanil)、呋吡唑灵(furametpyr)、稻瘟灵(isoprothiolane)、丙氧灭绣胺(mepronil)、氟苯嘧啶醇(nuarimol)、噻菌灵(probenazole)、丙氧喹啉(proquinazid)、啶斑肟(pyrifenox)、咯喹酮(pyroquilon)、喹氧灵(quinoxyfen)、硅噻菌胺(silthiofam)、涕必灵(thiabendazole)、溴氟唑菌(thifluzamid)、甲基托布津(thiophanate-methyl)、噻酰菌胺(tiadinil)、三环唑(tricyclazole)、嗪氨灵(triforine)、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,
·硝基苯基衍生物,如乐杀螨(binapacryl)、敌螨普(dinocap)、敌螨通(dinobuton)、异丙消(nitrophthalisopropyl),
·苯基吡咯类,如拌种咯(fenpiclonil)或氟噁菌(fludioxonil),
·硫,
·其他杀真菌剂,例如噻二唑素(acibenzolar-S-methyl)、苯噻菌胺(benthiavalicarb)、氯环丙酰胺(carpropamid)、百菌清(chlorothalonil)、环氟菌胺(cyflufenamid)、棉隆(dazomet)、哒菌清(diclomezine)、双氯氰菌胺(diclocymet)、乙霉威(diethofencarb)、克瘟散(edifenphos)、噻唑菌胺(ethaboxam)、环酰菌胺(fenhexamid)、薯瘟锡(fentin-acetate)、氰菌胺(fenoxanil)、嘧菌腙(ferimzone)、氟啶胺(fluazinam)、藻菌磷(fosetyl)、乙膦铝(fosetyl-aluminum)、异丙菌胺(iprovalicarb)、六氯苯(hexachlorobenzene)、双炔酰菌胺(mandipropaminde)、苯菌酮(metrafenone)、戊菌隆(pencycuron)、亚磷酸及其盐、百维灵(propamocarb)、四氯苯酞(phthalide)、甲基立枯磷(tolclofos-methyl)、五氯硝基苯(quintozene)、苯酰菌胺(zoxamide),
·次磺酸衍生物,例如敌菌丹(captafol)、克菌丹(captan)、抑菌灵(dichlofluanid)、灭菌丹(folpet)、对甲抑菌灵(tolylfluanid),
·肉桂酰胺及类似物,如烯酰吗啉(dimethomorph)、氟联苯菌(flumetover)或氟吗啉(flumorph)。
优选组分1)和2)与组分3)的组合。特别优选组分1)和2)的组合。
组分1)和组分2)通常以100:1-1:100,优选20:1-1:20,尤其是10:1-1:10的重量比施用。
如果需要的话,组分3)和如果合适的话4)以20:1-1:20的比加入组分1)中。
优选组分3)为来自二硫代氨基甲酸盐类的杀真菌剂。
取决于化合物类型和所需效力,本发明混合物的施用率为5-1000g/ha,优选50-900g/ha,尤其是50-750g/ha。
相应地,组分1)的施用率通常为1-1000g/ha,优选10-900g/ha,尤其是20-750g/ha。
相应地,组分2)的施用率通常为1-1000g/ha,优选10-500g/ha,尤其是40-350g/ha。
在种子处理中,混合物的施用率通常为1-1000g/100kg种子,优选1-200g/100kg种子,尤其是5-100g/100kg种子。
可将本发明混合物或组分1)和2)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。使用形式取决于特定的意欲目的;在每种情况下,应确保本发明化合物精细且均匀地分布。
当使用支持活性化合物渗入植物中并且在整个植物中分布于树液中的配制剂时,得到最好结果。这种尤其适合的配制剂例如为EC、DC、SE。
化合物1)和2)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、可撒粉产品、撒播用材料或颗粒形式,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;它们意欲在每种情况下确保本发明活性化合物的最佳可能分布。
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。然而,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这种浓缩物适于用水稀释。
即用制剂中的活性化合物浓度可在相对宽范围内变化。它们通常为0.0001-10重量%,优选0.01-1重量%。
活性化合物也可成功用于超低容量法(ULV),其中可以施用包含超过95重量%活性化合物的配制剂,或甚至施用不含添加剂的活性化合物。
配制剂可已知方式制备,例如通过将活性化合物与适于配制农用化学品的助剂如溶剂和/或载体,需要的话乳化剂、表面活性剂和分散剂,防腐剂,消泡剂,防冻剂混合而制备(例如参见评论US3,060,084、EP-A707445(对于液体浓缩物),Browning,”Agglomeration”,Chemical Engineering,1967年12月4日,147-48,Perry’s Chemical Engineer’s Handbook,第4版,McGraw-Hill,New York,1963,第8-57页及随后各页,WO 91/13546、US4,172,714、US4,144,050、US3,920,442、US5,180,587、US5,232,701、US5,208,030、GB2,095,558、US3,299,566,Klingman,Weed Control asa Science,John Wiley and Sons,Inc.,New York,1961,Hance等,WeedControl Handbook,第8版,Blackwell Scientific Publications,Oxford,1989和Mollet,H.,Grubemann,A.,Formulation technology,Wiley VCHVerlag GmbH,Weinheim(德国),2001,2.D.A.Knowles,Chemistry andTechnology of Agrochemical Formulations,Kluwer Academic Publishers,Dordrecht,1998(ISBN 0-7514-0443-8)。含碱性氨基酸、细胞溶素、多溶素衍生物的铜盐配制剂的使用不是本发明主题。
适合的溶剂的实例为水、芳族溶剂(如Solvesso产品、二甲苯)、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、脂肪酸及脂肪酸酯。原则上还可以使用溶剂混合物。
适合的乳化剂为非离子和阴离子乳化剂(例如聚氧乙烯脂肪醇醚、烷基磺酸盐和芳基磺酸盐)。
分散剂的实例为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,聚氧乙烯辛基苯酚醚,乙氧基化的异辛基酚、辛基酚、壬基酚,烷基苯基聚乙二醇醚,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是中至高沸点的矿物油馏分,如煤油或柴油,此外还有煤焦油和植物或动物来源的油,脂族、环状和芳族烃,例如甲苯、二甲苯、石蜡、四氢化萘、烷基化萘或其衍生物、甲醇、乙醇、丙醇、丁醇、环己醇、环己酮、异佛尔酮,强极性溶剂,例如二甲亚砜、N-甲基吡咯烷酮或水。
也可例如将防冻剂如甘油、乙二醇、丙二醇和杀菌剂加入配制剂中。
适合的消泡剂例如为基于硅酮或硬脂酸镁的消泡剂。
适合的防腐剂例如为双氯酚和enzylalkoholhemiformal。
种子处理配制剂可额外包含粘合剂和任选着色剂。
可加入粘合剂以改善处理以后活性材料在种子上的附着力。适合的粘合剂为嵌段共聚物EO/PO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、聚乙烯乙酸酯、纤基乙酸钠和衍生于这些聚合物的共聚物。
粉末、撒播用材料和可撒粉产品可通过将活性物质和固体载体混合或一起研磨而制备。
颗粒如涂覆颗粒、浸渍颗粒和均质颗粒可以通过将活性化合物与固体载体粘附而制备。
固体载体的实例是矿土如硅胶、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,和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。
配制剂通常包含0.01-95重量%,优选0.1-90重量%的活性化合物。在这种情况下,活性化合物以90-100重量%,优选95-100重量%的纯度(根据NMR谱)使用。
对于种子处理,各种配制剂可稀释2-10倍,导致即用制剂的浓度为0.01-60重量%活性化合物重量,优选0.1-40重量%。
下列为配制剂实例:
1.用水稀释而叶面施用的产品。对于种子处理而言,这种产品可经稀释或不经稀释而施用于种子。
A)水溶性浓缩物(SL、LS)
将10重量份活性化合物溶于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。活性化合物经水稀释溶解。由此得到具有10%(w/w)活性化合物的配制剂。
B)分散性浓缩物(DC)
将20重量份活性化合物随着加入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,由此得到具有20%(w/w)活性化合物的配制剂。
C)可乳化浓缩物(EC)
将15重量份活性化合物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7重量份二甲苯中。用水稀释得到乳液,由此得到具有15%(w/w)活性化合物的配制剂。
D)乳液(EW、EO、ES)
将25重量份活性化合物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,由此得到具有25%(w/w)活性化合物的配制剂。
E)悬浮液(SC、OD、FS)
在搅拌球磨机中,将20重量份活性化合物随着加入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。用水稀释得到活性化合物的稳定悬浮液,由此得到具有20%(w/w)活性化合物的配制剂。
F)水分散性颗粒和水溶性颗粒(WG、SG)
将50重量份活性化合物随着加入50重量份分散剂和润湿剂而精细磨碎并通过技术应用(例如挤出机、喷雾塔、流化床)而制得水分散性或水溶性颗粒。用水稀释得到活性化合物的稳定分散体或溶液,由此得到具有50%(w/w)活性化合物的配制剂。
G)水分散性或水溶性粉末(WP、SP、SS、WS)
将75重量份活性化合物在转子-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。用水稀释得到活性化合物的稳定分散体或溶液,由此得到具有75%(w/w)活性化合物的配制剂。
2.不经稀释而施用的产品。就种子处理而言,这种产品可经稀释而施用于种子。
I)可撒粉粉末(DP、DS)
将5重量份活性化合物细碎研磨并与95%的细碎高岭土充分混合。这得到具有5%(w/w)活性化合物的可撒粉产品。
J)颗粒(GR、FG、GG、MG)
将0.5重量份活性化合物细碎研磨并结合95.5重量%载体,由此得到具有0.5%(w/w)活性化合物的配制剂。现行方法是挤出、喷雾干燥或流化床方法。这得到不经稀释而叶面施用的颗粒。
K)ULV溶液(UL)
将10重量份活性化合物溶于90重量份有机溶剂如二甲苯中。这得到具有10%(w/w)活性化合物的不经稀释而叶面施用的产品。
常规种子处理配制剂例如包括可流动浓缩物FS、溶液LS、干处理用粉末DS、淤浆处理用水分散性粉末WS、水溶性粉末SS以及乳液ES和EC和凝胶配制剂GF。这些配制剂可经稀释或未经稀释而施用于种子。施用于种子在撒播以前,或直接在种子上进行。
在优选实施方案中,FS配制剂用于种子处理。FS配制剂通常可包含1-800g/l活性成分、1-200g/l表面活性剂、0-200g/l防冻剂、0-400g/l粘合剂、0-200g/l颜料和至多1升溶剂,优选水。
各种类型的油、润湿剂、辅助剂、除草剂、杀真菌剂、其他农药或杀菌剂可加入活性化合物中,甚至如果合适的话也仅在紧邻使用前加入(桶混合)。这些试剂通常与本发明组合物以1:10-10:1的重量比混合。
提及活性成分1)和2)在诱导对细菌耐受性中的效力的注释可作为包装上的标签存在或存在于产品数据表中。在可与活性成分1)和2)组合使用的制剂的情况下也可存在注释。
耐受性的诱导也可构成可以为活性化合物1)和2)组合正式批准主题的说明。
本发明混合物的作用通过如下实验说明:
诱导对细菌病害耐受性的使用实施例
所用活性化合物作为市售配制剂施用。唑菌胺酯以,BASFAktiengesellschaft的EC使用,唑菌胺酯+代森联以Cabrio ,BASFAktiengesellschaft的WG使用,氯氧化铜以Cobox DFTM,QuimetalIndustrial S.A.(Chile)的87%WG使用。
使用实施例1:在马铃薯上对胡萝卜软腐欧文氏菌(Erwinia carotovora)的预防作用
试验在田间条件下进行。将品种Bintje的马铃薯植物作为块茎种植并在具有水和养分充分供应的标准条件下生长。37天以后,进行第一次活性化合物施用,每5-7天重复四次。不施用其他化合物以防治病原体。用天然存在的病原体侵染。每次处理由以无规则区设计的4个复制物组成。在第一次施用以后第29天评价病害发生率(胡萝卜软腐欧文氏菌)。所用剂量率和得到的结果在下面显示:
将目测的侵染叶面积百分数转化成以未处理对照的%表示的效力:
使用Abbot公式按如下计算效力(E):
E=(1-α/β)·100
α对应于以%表示的处理植物的真菌侵染百分数,和
β对应于以%表示的未处理(对照)植物的真菌侵染百分数。
效力为0意指处理植物的侵染水平相当于未处理对照植物;效力为100意指处理植物未受侵染。
活性化合物混合物的预期效力使用Colby公式(Colby,S.R.“Calculating synergistic and antagonistic responses of herbicidecombinations”,Weeds(杂草),15,第20-22页,1967)确定并与观察到的效力比较。
Colby公式:
E=x+y-x·y/100
E使用浓度为a和b的活性化合物A和B的混合物时的预期效力,以未处理对照的%表示,
x使用浓度为a的活性化合物A时的效力,以未处理对照的%表示,
y使用浓度为b的活性化合物B时的效力,以未处理对照的%表示。
实施例 | 活性化合物 | 活性成分的施用率[g/ha] | 以未处理对照的%表示的效力 |
1 | 对照(未处理) | - | (73%侵染) |
2 | 唑菌胺酯 | 150 | 75 |
3 | 唑菌胺酯+氯氧化铜 | 150+2600 | 89 |
在试验条件下,认为铜对胡萝卜软腐欧文氏菌的效力非常接近于0。使用实施例2:在西红柿上对黄单胞菌的预防作用
试验在田间条件下进行。种植约10cm高的品种Carmen的西红柿植物并在具有水和养分充分供应的标准条件下生长。18天以后,进行第一次活性化合物施用,每5-8天重复四次。不施用其他化合物以防治病原体。用存在的病原体侵染。每次处理由以无规则区设计的4个复制物组成。在第一次施用以后第46天评价病害发生率(黄单胞菌属)。所用剂量率和得到的结果在下面显示:
实施例 | 活性化合物 | 活性成分的施用率[g/ha] | 以未处理对照的%表示的效力 |
4 | 对照(未处理) | - | (20%侵染) |
5 | 唑菌胺酯+代森联 | 175+1745 | 75 |
6 | 唑菌胺酯+代森联+氯氧化铜 | 175+1745+2090 | 95 |
在试验条件下,认为铜对黄单胞菌的效力非常接近于0。
Claims (14)
1.一种诱导植物对细菌病害耐受性的方法,其包括用有效量的如下化合物的以协同增效有效量的组合处理植物、土壤或种子:
1)式I的嗜球果伞素化合物:
其中:
X 为卤素、C1-C4烷基或三氟甲基;
m 为0或1;
Q 为C(=CH-CH3)-COOCH3、C(=CH-OCH3)-COOCH3、C(=N-OCH3)-CONHCH3、C(=N-OCH3)-COOCH3、N(-OCH3)-COOCH3或基团Q1:
其中#表示与苯环的连接点;
A 为-O-B、-CH2O-B、-OCH2-B、-CH=CH-B、-C≡C-B、-CH2O-N=C(R1)-B、-CH2O-N=C(R1)-CH=CH-B或-CH2O-N=C(R1)-C(R2)=N-OR3,其中:
B为苯基、萘基、含1-3个N原子和/或1个O或S原子或1或2个O和/或S原子的5或6元杂芳基或5或6元杂环基,其中环体系未被取代或由1-3个基团Ra取代:
Ra为氰基、硝基、氨基、氨基羰基、氨基硫代羰基、卤素、C1-C6烷基、C1-C6卤代烷基、C1-C6烷基羰基、C1-C6烷基磺酰基、C1-C6烷基亚磺酰基、C3-C6环烷基、C1-C6烷氧基、C1-C6卤代烷氧基、C1-C6烷氧基羰基、C1-C6烷硫基、C1-C6烷基氨基、二-C1-C6烷基氨基、C1-C6烷基氨基羰基、二-C1-C6烷基氨基羰基、C1-C6烷基氨基硫代羰基、二-C1-C6烷基氨基硫代羰基、C2-C6链烯基、C2-C6链烯氧基、苯基、苯氧基、苄基、苄氧基、5或6元杂环基、5或6元杂芳基、5或6元杂芳基氧基、C(=NORa)-Rb或OC(Ra)2-C(Rb)=NORb,
其中环状基团又未被取代或由1-3个基团Rb取代:
Rb为氰基、硝基、卤素、氨基、氨基羰基、氨基硫代羰基、C1-C6烷基、C1-C6卤代烷基、C1-C6烷基磺酰基、C1-C6烷基亚磺酰基、C3-C6环烷基、C1-C6烷氧基、C1-C6卤代烷氧基、C1-C6烷氧基羰基、C1-C6烷硫基、C1-C6烷基氨基、二-C1-C6烷基氨基、C1-C6烷基氨基羰基、二-C1-C6烷基氨基羰基、C1-C6烷基氨基硫代羰基、二-C1-C6烷基氨基硫代羰基、C2-C6链烯基、C2-C6链烯氧基、C3-C6环烷基、C3-C6环烯基、苯基、苯氧基、苯硫基、苄基、苄氧基、5或6元杂环基、5或6元杂芳基、5或6元杂芳氧基或C(=NORA)-RB;
RA、RB为氢或C1-C6烷基;
R1为氢、氰基、C1-C4烷基、C1-C4卤代烷基、C3-C6环烷基、C1-C4烷氧基;
R2为苯基、苯基羰基、苯基磺酰基、5或6元杂芳基、5或6元杂芳基羰基或5或6元杂芳基磺酰基,其中环体系未被取代或由1-3个基团Ra取代,
C1-C10烷基、C3-C6环烷基、C2-C10链烯基、C2-C10炔基、C1-C10烷基羰基、C2-C10链烯基羰基、C3-C10炔基羰基、C1-C10烷基磺酰基或C(=NORA)-RB,其中这些基团的烃基未被取代或由1-3个基团Rc取代:
Rc为氰基、硝基、氨基、氨基羰基、氨基硫代羰基、卤素、C1-C6烷基、C1-C6卤代烷基、C1-C6烷基磺酰基、C1-C6烷基亚磺酰基、C1-C6烷氧基、C1-C6卤代烷氧基、C1-C6烷氧基羰基、C1-C6烷硫基、C1-C6烷基氨基、二-C1-C6烷基氨基、C1-C6烷基氨基羰基、二-C1-C6烷基氨基羰基、C1-C6烷基氨基硫代羰基、二-C1-C6烷基氨基硫代羰基、C2-C6链烯基、C2-C6链烯氧基、C3-C6环烷基、C3-C6环烷氧基、5或6元杂环基、5或6元杂环基氧基、苄基、苄氧基、苯基、苯氧基、苯硫基、5或6元杂芳基、5或6元杂芳氧基和杂芳基硫基,环状基团可又为部分或完全卤化或其上可附有1-3个基团Ra;和
R3为氢、C1-C6烷基、C2-C6链烯基、C2-C6炔基,其中这些基团的烃基未被取代或由1-3个基团Rc取代;
和
2)选自组A)-D)的化合物:
A)抗菌素:放线菌酮、灰黄霉素、春雷素、多马霉素、多氧霉素和链霉素,
B)杀菌剂:溴硝丙二醇、甲酚、双氯酚、吡菌硫、多敌菌、地可松、甲醛、汞加芬、8-羟基喹啉硫酸盐、氯定、异噻菌酮、喹菌酮、土霉素、噻菌灵、叶枯酞、水杨乙汞;
C)噁唑酮菌和清菌脲,和
D)铜、银和锌盐,例如波尔多液、乙酸铜、氯氧化铜、碱式硫酸铜;
其中活性化合物1)和2)被植物或种子吸收。
2.根据权利要求1的方法,其中组分1)选自:唑菌胺酯、亚胺菌、醚菌胺、ZJ 0712、啶氧菌酯、肟菌酯、烯肟菌酯、肟醚菌胺、叉氨苯酰胺、腈嘧菌酯和氟嘧菌酯。
3.根据权利要求1或2的方法,其中组分1)为唑菌胺酯。
4.根据权利要求1或2的方法,其中组分2)选自放线菌酮、灰黄霉素、春雷素、多马霉素、多氧霉素或链霉素。
5.根据权利要求1或2的方法,其中组分2)选自噁唑酮菌和清菌脲。
6.根据权利要求1或2的方法,其中组分2)选自铜杀真菌剂。
7.根据权利要求5的方法,其中铜杀真菌剂选自波尔多液、乙酸铜、氯氧化铜和碱式硫酸铜。
8.根据权利要求1-6中任一项的方法,其中组分1)和2)以100:1-1:100的比使用。
9.根据权利要求1-7中任一项的方法,其中组分1)和2)的施用在植物生长周期的第一个六周期间进行。
10.根据权利要求1-8中任一项的方法,其中组分1)和2)的施用在植物发芽以后的第一个四周内进行。
11.根据权利要求1-9中任一项的方法,其中组分1)和2)的施用在预期细菌侵袭以前进行1-10次。
12.根据权利要求1-10中任一项的方法,其中将组分1)和2)施用于马铃薯或西红柿植物。
13.根据权利要求1-10中任一项的方法,其中将组分1)和2)施用于种子。
14.如根据权利要求1-7中任一项定义的组合在诱导植物细菌耐受性中的用途。
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CN102550580A (zh) * | 2011-12-10 | 2012-07-11 | 陕西美邦农药有限公司 | 一种含啶氧菌酯和霜脲氰的杀菌组合物 |
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- 2007-03-13 AR ARP070101020A patent/AR059891A1/es not_active Application Discontinuation
- 2007-03-13 TW TW096108573A patent/TW200803733A/zh unknown
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2008
- 2008-08-28 CR CR10257A patent/CR10257A/es not_active Application Discontinuation
- 2008-10-10 ZA ZA200808668A patent/ZA200808668B/xx unknown
Cited By (11)
Publication number | Priority date | Publication date | Assignee | Title |
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CN103118539A (zh) * | 2010-07-23 | 2013-05-22 | 石原产业株式会社 | 软腐病用防治剂及软腐病防治方法 |
CN103118539B (zh) * | 2010-07-23 | 2015-09-16 | 石原产业株式会社 | 软腐病用防治剂及软腐病防治方法 |
CN105123695A (zh) * | 2010-07-23 | 2015-12-09 | 石原产业株式会社 | 软腐病用防治剂及软腐病防治方法 |
CN105123695B (zh) * | 2010-07-23 | 2018-03-06 | 石原产业株式会社 | 软腐病用防治剂及软腐病防治方法 |
CN103402360A (zh) * | 2011-03-03 | 2013-11-20 | 帝斯曼知识产权资产管理有限公司 | 新颖的抗真菌组合物 |
CN102204536A (zh) * | 2011-04-15 | 2011-10-05 | 陕西汤普森生物科技有限公司 | 一种含有啶氧菌酯与抗生素类化合物的杀菌组合物 |
CN102550580A (zh) * | 2011-12-10 | 2012-07-11 | 陕西美邦农药有限公司 | 一种含啶氧菌酯和霜脲氰的杀菌组合物 |
TWI617244B (zh) * | 2013-11-04 | 2018-03-11 | 龍燈農業化工國際有限公司 | 殺真菌組成物及其用途 |
CN104351208A (zh) * | 2014-11-10 | 2015-02-18 | 江苏丰登作物保护股份有限公司 | 一种含啶氧菌酯和噁唑菌酮的杀菌组合物及其应用 |
CN104351208B (zh) * | 2014-11-10 | 2016-08-10 | 江苏丰登作物保护股份有限公司 | 一种含啶氧菌酯和噁唑菌酮的杀菌组合物及其应用 |
CN107787986A (zh) * | 2016-08-29 | 2018-03-13 | 南京华洲药业有限公司 | 一种含啶氧菌酯和噁唑菌酮的杀菌组合物及其应用 |
Also Published As
Publication number | Publication date |
---|---|
TW200803733A (en) | 2008-01-16 |
JP2009529568A (ja) | 2009-08-20 |
AU2007224503A1 (en) | 2007-09-20 |
EP1996019A1 (en) | 2008-12-03 |
KR20080106346A (ko) | 2008-12-04 |
EA200801901A1 (ru) | 2009-02-27 |
CR10257A (es) | 2008-10-29 |
US20090143416A1 (en) | 2009-06-04 |
BRPI0708896A2 (pt) | 2011-06-14 |
PE20071284A1 (es) | 2008-03-02 |
ZA200808668B (en) | 2009-12-30 |
WO2007104677A1 (en) | 2007-09-20 |
AR059891A1 (es) | 2008-05-07 |
CA2640518A1 (en) | 2007-09-20 |
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