CN100502652C - 杀虫组合物和防治害虫的方法 - Google Patents
杀虫组合物和防治害虫的方法 Download PDFInfo
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- CN100502652C CN100502652C CNB200610068193XA CN200610068193A CN100502652C CN 100502652 C CN100502652 C CN 100502652C CN B200610068193X A CNB200610068193X A CN B200610068193XA CN 200610068193 A CN200610068193 A CN 200610068193A CN 100502652 C CN100502652 C CN 100502652C
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Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/50—1,3-Diazoles; Hydrogenated 1,3-diazoles
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
杀虫组合物,它包含作为活性组分的至少一种特定的咪唑化合物和杀真菌剂,其中杀真菌剂为3,5-二氯-N-(3-氯-1-乙基-1-甲基-2-氧代丙基)-4-甲基苯甲酰胺。
Description
本申请是国际申请号为PCT/JP 00/04760,国际申请日为2000年7月14日的PCT国际申请进入中国阶段后国家申请号为CN 00810356.9的标题为“杀虫组合物和防治害虫的方法”的中国专利申请的分案申请。
技术领域
本发明涉及杀虫组合物和用所述的组合物来防治害虫的方法,其中所述的组合物用作农业和园艺的杀虫剂,它具有杀虫的效果,特别对防止和/或治疗植物病有特别的改进效果。
背景技术
JP-A-131163披露了作为本发明杀虫组合物活性组分的咪唑化合物用作杀虫剂,需要时它们能与其他杀真菌剂一起使用。此外,作为含有上述咪唑化合物为活性组分的混合杀虫组合物,可以提及的有披露于JP-A-11-71209、JP-A-11-106301和JP-A-11-124305的几种。另外,WO99/27788披露了下文所述的化合物1号与(S)-甲基-2-甲硫基-5-苯基-3-苯基氨基-3,5-二氢咪唑-4-酮的可能混合物。但是,并不知道包含上述咪唑化合物和至少一种选自下列的杀真菌剂的杀虫组合物有优异的杀虫效果:(S)-5-甲基-2-甲硫基-5-苯基-3-苯基氨基-3,5-二氢咪唑-4-酮、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、3,5-二氯-N-(3-氯-1-乙基-1-甲基-2-氧代丙基)-4-甲基苯甲酰胺和N-(α-氰基-2-噻吩基)-4-乙基-2-(乙基氨基)-5-噻唑氨基甲酰。
关于下文所述的式(I)的各咪唑化合物的杀虫效果,其效果对某些特定害虫可能是不足的,或者其残留效果会停留较短的时间,所以某些情况下对害虫的杀虫效果实际上会不足。
发明内容
本发明对克服上述问题已经作了广泛的研究,结果发现当下文所述的式(I)的咪唑化合物和至少一种杀真菌剂一起使用时能获得单用各化合物时所预计不到的优良杀虫效果,其中杀真菌剂选自(S)-5-甲基-2-甲硫基-5-苯基-3-苯基氨基-3,5-二氢咪唑-4-酮、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、3,5-二氯-N-(3-氯-1-乙基-1-甲基-2-氧代丙基)-4-甲基苯甲酰胺和N-(α-氰基-2-噻吩基)-4-乙基-2-(乙基氨基)-5-噻唑氨基甲酰。本发明是在这些发现的基础上完成的。
也就是说,本发明涉及包含作为活性组分的至少一种式(I)的咪唑化合物和至少一种杀真菌剂的杀虫组合物:
其中R是低级烷基或低级烷氧基,n是1-5的整数,其中杀真菌剂选自(S)-5-甲基-2-甲硫基-5-苯基-3-苯基氨基-3,5-二氢咪唑-4-酮、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、3,5-二氯-N-(3-氯-1-乙基-1-甲基-2-氧代丙基)-4-甲基苯甲酰胺和N-(α-氰基-2-噻吩基)-4-乙基-2-(乙基氨基)-5-噻唑氨基甲酰。
在式(I)的咪唑化合物中,作为定义R的低级烷基或低级烷氧基的烷基部分,可以提及的是C1-6的烷基,如甲基、乙基、丙基、丁基、戊基或己基,它们可以是直链或支链的。另外,在n至少为2的情况下,大多数R可以相同或不同。
式(I)的咪唑化合物的例子包括下列化合物:
4-氯-2-氰基-1-二甲基氨磺酰基-5-(4-甲基苯基)咪唑(化合物1号)
4-氯-2-氰基-1-二甲基氨磺酰基-5-(4-甲氧基苯基)咪唑(化合物2号)
4-氯-2-氰基-1-二甲基氨磺酰基-5-(4-乙基苯基)咪唑(化合物3号)和
4-氯-2-氰基-1-二甲基氨磺酰基-5-(3-甲基-4-甲氧基苯基)咪唑(化合物4号)
其中上述式(I)的咪唑化合物可用JP-A-1131163或EP-A-705823中披露的方法来制造。
上述的(S)-5-甲基-2-甲硫基-5-苯基-3-苯基氨基-3,5-二氢咪唑-4-酮(下文简称为化合物a)是THE 1998 BRIGHTON CONFERENCE-Pests & Diseases(1998年布赖顿会议-害虫与疾病)319-326页披露的化合物。上述的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(下文简称为化合物b)是THE 1998BRIGHTON CONFERENCE-Pests & Diseases 367-374页披露的化合物。3,5-二氯-N-(3-氯-1-乙基-1-甲基-2-氧代丙基)-4-甲基苯甲酰胺(下文简称为化合物c)是THE 1998 BRIGHTONCON FERENCE-Pests & Diseases335-342页披露的化合物。N-(α-氰基-2-噻吩基)-4-乙基-2-(乙基氨基)-5-噻唑氨基甲酰(下文简称为化合物d)是AG CHEM NEW COMPOUND REVIEW VOLUME17 1999的53页披露的化合物。上述化合物a、b、c和d是具有预防效果和治疗效果的杀真菌剂。
包含作为活性组分的至少一种上述式(I)的咪唑化合物和至少一种选自化合物a、b、c和d的杀真菌剂的杀虫组合物在施用于被有害菌类感染或怀疑被感染的种植的农作物时,表现出优良的杀菌效果,这些农作物包括蔬菜,如黄瓜(Cucumis sativus)、番茄(Lycopersicon esculentum)和茄子(Solanum melongena);粮食作物(creal crops)如稻(Oryza sativa)和大麦(Hordeum vulgare)、豆(Legume);果树如苹果(Malus pumila)、梨(Pyrus serotina,Pyrus ussuriensis,Pyrus communis)、葡萄(Vitis vinifera)、柑橘(Citrus)和土豆(Solanum tuberosum)。所述的组合物适于防治的疾病如白粉病、霜霉病、炭疽病、灰霉病、常见绿霉病、植物斑点病、链格孢属斑(Alternaria blotch)、细菌斑、紫斑病、黑变病、晚腐病(late rot)、晚疫病、早疫病、稻瘟病、叶鞘枯萎病(sheath blight)、幼苗猝倒和南方枯萎病。此外,所述的组合物表现出由致植物病的菌类引起的土传疾病的优良防治效果,这些菌类如镰刀菌属、丝核菌属、轮枝孢菌属、根肿菌属和腐霉 属。本发明的杀虫组合物表现出长期的残留效果以及预防和/或治疗效果,并且在预防效果上特别优良。
具体地说,本发明的杀虫组合物表现出对下述这些疾病的优良防治效果:稻瘟病、稻叶鞘枯萎病、黄瓜炭疽病、黄瓜、甜瓜(Cucumis melo)、甘蓝(Brassica)、大白菜(Brassica)、洋葱(Allium cepa)、南瓜(Cucurbita)和葡萄的霜霉病;小麦(Triticum vulgare)、大麦((Hordeum vulgare)和黄瓜的白粉病;土豆、辣椒(Capsicum annuum)、甜椒(Capsicum annuum)、西瓜(Citrullus vulgaris)、南瓜、烟草(Nicotiana tabacum)和番茄的晚疫病;小麦Septria病、土豆早疫病;柑橘黑变病;柑橘的常见绿霉病;梨斑点病;苹果链格孢属斑;洋葱白色晚疫病;西瓜褐色腐烂;各种作物的灰霉病、核盘菌属腐烂(Sclerothinia rot)、锈化和细菌斑这样的疾病;以及由藻菌引起的疾病,如由致植物病的菌类引起的土传疾病,这些菌类如镰刀菌属、腐霉属、丝核菌属和轮枝孢菌属。此外,所述的组合物表现出对由根肿菌属引起的疾病的优良防治效果。更具体地说,所述的组合物表现出对下列这些疾病的特别优良的防治效果:土豆、辣椒、甜椒、西瓜、南瓜、烟草和番茄的晚疫病、以及黄瓜、甜瓜、甘蓝、大白菜、洋葱、南瓜和葡萄的霜霉病。
本发明的杀虫组合物还表现出对农业和园艺害虫、螨虫和线虫的优良防治效果,例如,害虫如光蝉(planthoDDers)(DelDhacidae)、小菜蛾(Plutella xylostella)、绿稻叶蝉(Nephotettix cincticeps)、赤豆象鼻虫(CalloSobruchus chinensis)、黄地老虎(Spodoptera litura)和绿桃蚜虫(grean peachaphid)(Myzus persicae),螨虫如二点叶螨(Tetranychus urticae)、朱砂叶螨(Tetranychus cinnabarinus)和桔金爪螨(Panonychus citri),而线虫如南方根癌线虫(Meloidogyne incognite)。
构成本发明杀虫组合物的大多数活性组分可以和助剂结合使用,用和常规农业化学配制相同的方法制成各种形式,如可乳化的浓缩物、粉末、可润湿粉末、水溶液、颗粒和悬浮浓缩物。在这种情况下,可以一起混合和制备上述式(I)的化合物和其他特定的化合物,或者单独制备并将所得的制成物混合。实际上这些制剂可以就这样使用,或在用稀释剂如水稀释到预定浓度后使用。作为助剂,可以提及的是例如载体、乳化剂、悬浮剂、增稠剂、稳定剂、分散剂、潮湿剂、湿润剂、渗透剂、防冻剂和消泡剂。它们可在需要的情况下任选地加入。载体分为固体载体和液体载体。固体载体的例子包括动物和植物来源的粉末,如淀粉、糖、纤维素粉、环糊精、活性炭、黄豆粉、小麦粉、稻壳粉、木粉、鱼粉和奶粉;矿物粉如滑石、高岭土、膨润土、有机膨润土、碳酸钙、硫酸钙、碳酸氢钠、沸石、硅藻土、白炭、粘土、氧化铝、二氧化硅、硫粉和熟石灰。液体载体的例子包括水;植物油如豆油和棉籽油;动物油如牛脂和鲸油;醇类如乙醇和乙二醇;酮类如丙酮、甲基乙基酮、甲基异丁基酮和异佛尔酮;醚类如二噁烷和四氢呋喃;脂肪烃类如煤油、煤馏油和液体石蜡;芳烃类如甲苯、二甲苯、三甲苯、四甲苯、环己烷和溶剂石脑油;卤代烃类如氯仿和氯苯;酰胺类如二甲基甲酰胺;酯类如乙酸乙酯和脂肪酸甘油酯;腈类如乙腈;含硫化合物类如二甲基亚砜、N-甲基-2-吡咯烷酮和N,N-二甲基甲酰胺。潮湿剂(spreader)的例子包括烷基硫酸钠、烷基苯磺酸钠、木素磺酸钠、聚氧乙烯二醇烷基醚、聚氧乙烯月桂基醚、聚氧乙烯烷基芳基醚和聚氧乙烯山梨醇酐脂肪酸酯。
在本发明的杀虫组合物中。所述的至少一种式(I)的化合物和所述的至少一种选自化合物a、b、c和d的杀真菌剂的合适掺混重量比通常为1:10000-10000:1,优选为1:1000-10000:1,更优选为1:200-200:1。此外,所述的至少一种式(I)的化合物和所述的化合物a的最优选掺混重量比为1:150-3:1。
本发明还提供了防治害虫的方法,它包括对害虫施用本发明的杀虫组合物。施用时,本发明杀虫组合物中的活性组分浓度根据目标作物、施用方式、配方形式、剂量、施用季节和有害菌类的类型而改变,因此不能一概而论。但是,在处理叶片的情况下,作为活性组分的式(I)的化合物的浓度通常为0.01-1,000ppm,优选为0.3-500ppm,作为活性组分的所述至少一种选自化合物a、b、c和d的杀真菌剂的浓度通常为0.01-1,000ppm,优选为0.5-500ppm。
本发明的最佳实施方式
现在描述本发明杀虫组合物的优选实施方式的例子。但本发明决不受其限制。
(1)杀虫组合物,它包含作为活性组分的至少一种式(I)的化合物和(S)-5-甲基-2-甲硫基-5-苯基-3-苯基氨基-3,5-二氢咪唑-4-酮。
(2)第(1)项所述的杀虫组合物,其中所述的至少一种式(I)的化合物和(S)-5-甲基-2-甲硫基-5-苯基-3-苯基氨基-3,5-二氢咪唑-4-酮重量比为1:1000-10000:1。
(3)第(1)项所述的杀虫组合物,其中所述的至少一种式(I)的化合物和(S)-5-甲基-2-甲硫基-5-苯基-3-苯基氨基-3,5-二氢咪唑-4-酮重量比为1:200-200:1。
(4)第(1)项所述的杀虫组合物,其中所述的至少一种式(I)的化合物和(S)-5-甲基-2-甲硫基-5-苯基-3-苯基氨基-3,5-二氢咪唑-4-酮重量比为1:150-3:1。
(5)杀虫组合物,它包含作为活性组分的至少一种式(I)的化合物和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。
(6)杀虫组合物,它包含作为活性组分的至少一种式(I)的化合物和3,5-二氯-N-(3-氯-1-乙基-1-甲基-2-氧代丙基)-4-甲基苯甲酰胺。
(7)杀虫组合物,它包含作为活性组分的至少一种式(I)的化合物和N-(α-氰基-2-噻吩基)-4-乙基-2-(乙基氨基)-5-噻唑氨基甲酰。
现在,下文将描述本发明的测试实施例。但是,本发明决不受其限制。
测试实施例1
对黄瓜霜霉病的预防效果测试
在直径为7.5厘米的聚乙烯盆中种植黄瓜(品种:Suyo),当黄瓜到达二叶阶段时,用喷枪将药液喷到两株黄瓜幼苗上,药液中试样化合物的预定浓度为1,000升/公顷。在处理后的第二天,用黄瓜霜霉病菌的游动孢子囊悬浮液喷洒和栽培黄瓜,并将黄瓜在保湿室中于20℃静置18小时。然后,在20℃的恒温室中静置6-7天,检查二株幼苗的初生叶上的平均损害面积,根据下式求出发病率。接着用和处理过的样地相同的方法获得未处理的样地中的平均损害面积,不同的是用喷枪将水代替药液喷到黄瓜上。结果示于表1-4。
发病率=(a/b)×100
a:处理过的样地的平均损害面积
b:未处理的样地的平均损害面积
此外,从下面的Colby公式可算出理论值:
理论值=(X×Y)/100
X:单用化合物1号处理时的发病率(%)
Y:单用化合物a、b、c或d处理时的发病率(%)
当实验值低于由Colby公式算出的理论值时,本发明的杀虫组合物具有防治害虫的协同效果。这些情况下由Colby公式算出的理论值示于表1-4中的括号()里。
表1
表2
表3
表3
表4
测试实施例2
对番茄晚疫病的预防效果测试
在直径为7.5厘米的聚乙烯盆中种植番茄(品种:Ponderosa),当番茄到达四叶阶段时,用喷枪将药液喷到两株番茄幼苗上,药液中试样化合物的预定浓度为1,000升/公顷。在处理后的第二天,用番茄晚疫病菌的游动孢子囊悬浮液喷洒和栽培番茄,并将番茄在保湿室中于20℃静置18小时。然后,在20℃的恒温室中静置3天,用下述方法检查叶片的发病程度,从下列公式求出疾病程度:
发病程度
0:未发觉损害
1:发觉轻微损害
2:损害面积小于叶片面积的25%
3:损害面积至少为叶片面积的25%,并小于50%
4:损害面积不小于叶片面积的50%
疾病程度=[(0×A+1×B+2×C+3×D+4×E)/{4×(A+B+C+D+E)}]×100
A:发病程度为0的叶片数
B:发病程度为1的叶片数
C:发病程度为2的叶片数
D:发病程度为3的叶片数
E:发病程度为4的叶片数
还根据下列公式用二株幼苗的平均疾病程度算出发病率,结果示于表5-8。接着用和处理过的样地相同的方法获得未处理的样地的平均疾病程度,不同的是用喷枪将水代替药液喷到番茄上。
发病率=(a’/b’)×100
a’:处理过的样地的平均疾病程度
b’:未处理的样地的平均疾病程度
此外,从下面的Colby公式可算出理论值。当实验值低于由Colby公式算出的理论值时,本发明的杀虫组合物具有防治害虫的协同效果。这些情况下由Colby公式算出的理论值示于表5-8中的括号()里:
理论值=(X’×Y’)/100
X’:单用化合物1号处理时的发病率(%)
Y’:单用化合物a、b、c或d处理时的发病率(%)
表5
表6
表7
表8
现在,下面描述本发明杀虫组合物的配制实施例。但是,本发明决不受其限制。
配制实施例1
(i)高岭土 78重量份
(ii)β-萘磺酸钠甲醛缩合物 2重量份
(iii)聚氧乙烯烷基芳基硫酸盐 5重量份
(iv)水合的非晶态二氧化硅 15重量份
将上述成分的混合物、化合物1号和化合物a以8:1:1的重量比混合,获得可润湿的粉末。
配制实施例2
(i)化合物1号 0.5重量份
(ii)化合物a 0.5重量份
(iii)膨润土 20重量份
(iv)高岭土 74重量份
(v)木素磺酸钠 5重量份
在上述成分中,以适量加入造粒所需的水,然后混合并造粒,获得粒料。
配制实施例3
(i)化合物1号 0.25重量份
(ii)化合物a 0.25重量份
(iii)碳酸钙 99.0重量份
(iv)低级醇的磷酸酯 5重量份
均匀混合上述成分以获得粉。
工业实用性
本发明的杀虫组合物对因害虫而生植物病的农作物有稳定和高效的害虫防治效果,施用所述的组合物能防治害虫。
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US (1) | US6831092B1 (zh) |
EP (3) | EP1194039B1 (zh) |
JP (1) | JP4351789B2 (zh) |
KR (3) | KR100678525B1 (zh) |
CN (2) | CN100502652C (zh) |
AT (3) | ATE240646T1 (zh) |
AU (1) | AU6017700A (zh) |
BR (2) | BR0012505B1 (zh) |
CL (1) | CL2008002901A1 (zh) |
CO (1) | CO5231172A1 (zh) |
DE (3) | DE60002869T2 (zh) |
DK (3) | DK1316254T3 (zh) |
ES (3) | ES2250927T3 (zh) |
PT (3) | PT1194039E (zh) |
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DE50205340D1 (de) | 2001-01-22 | 2006-01-26 | Basf Ag | Fungizide mischungen |
JP5000985B2 (ja) * | 2005-11-22 | 2012-08-15 | 石原産業株式会社 | 農園芸用殺菌剤組成物及び植物病害の防除方法 |
JP5352337B2 (ja) * | 2008-04-28 | 2013-11-27 | 石原産業株式会社 | 農園芸用殺菌剤組成物及び植物病害の防除方法 |
JP5939557B2 (ja) * | 2008-08-19 | 2016-06-22 | 石原産業株式会社 | 農薬有効成分の分解を抑制する方法 |
CN101658177B (zh) * | 2009-07-22 | 2013-06-12 | 深圳诺普信农化股份有限公司 | 一种含有氰霜唑的复配杀菌组合物 |
WO2013076733A2 (en) | 2011-10-10 | 2013-05-30 | Reliance Industries Ltd. | A process for synthesis of ethylene polymers |
EP2622961A1 (en) * | 2012-02-02 | 2013-08-07 | Bayer CropScience AG | Acive compound combinations |
CN103461338A (zh) * | 2012-06-07 | 2013-12-25 | 陕西美邦农药有限公司 | 一种含咪唑菌酮的杀菌组合物 |
CN103210907A (zh) * | 2013-03-24 | 2013-07-24 | 广东中迅农科股份有限公司 | 苯酰菌胺水悬浮剂及其制备方法 |
CN103392707A (zh) * | 2013-08-21 | 2013-11-20 | 陕西康禾立丰生物科技药业有限公司 | 用于防治真菌类植物病害的农药及其制备 |
CN103733767A (zh) * | 2013-11-22 | 2014-04-23 | 柯正光 | 一种白菜霜霉病的防治方法 |
CN103688950A (zh) * | 2013-12-10 | 2014-04-02 | 济南凯因生物科技有限公司 | 防治番茄晚疫病的组合物 |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4995898A (en) * | 1987-03-13 | 1991-02-26 | Ishihara Sangyo Kaisha, Ltd. | Imidazole compounds and biocidal composition comprising the same for controlling harmful organisms |
US5514643A (en) * | 1993-08-16 | 1996-05-07 | Lucky Ltd. | 2-aminothiazolecarboxamide derivatives, processes for preparing the same and use thereof for controlling phytopathogenic organisms |
CN1145722A (zh) * | 1995-07-12 | 1997-03-26 | 罗姆和哈斯公司 | 控制植物病原菌的方法 |
CN1153454A (zh) * | 1994-07-22 | 1997-07-02 | 罗纳-普朗克农业化学公司 | 含有2-咪唑啉-5-酮的杀真菌组合物 |
CN1245396A (zh) * | 1997-12-02 | 2000-02-23 | 罗纳-普朗克农业化学公司 | 含2-咪唑啉-5-酮杀真菌剂的新组合物 |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH04154704A (ja) * | 1990-07-10 | 1992-05-27 | Sumitomo Chem Co Ltd | 農園芸用殺菌剤組成物 |
GB9718366D0 (en) * | 1997-08-29 | 1997-11-05 | Ciba Geigy Ag | Novel combinations |
-
2000
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- 2000-07-14 DK DK00946350T patent/DK1194039T3/da active
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- 2000-07-14 AU AU60177/00A patent/AU6017700A/en not_active Abandoned
- 2000-07-14 AT AT04000767T patent/ATE305721T1/de active
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- 2000-07-14 PT PT04000767T patent/PT1417887E/pt unknown
- 2000-07-14 ES ES00946350T patent/ES2199839T3/es not_active Expired - Lifetime
- 2000-07-14 DE DE60023042T patent/DE60023042T2/de not_active Expired - Lifetime
-
2008
- 2008-09-29 CL CL2008002901A patent/CL2008002901A1/es unknown
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4995898A (en) * | 1987-03-13 | 1991-02-26 | Ishihara Sangyo Kaisha, Ltd. | Imidazole compounds and biocidal composition comprising the same for controlling harmful organisms |
US5514643A (en) * | 1993-08-16 | 1996-05-07 | Lucky Ltd. | 2-aminothiazolecarboxamide derivatives, processes for preparing the same and use thereof for controlling phytopathogenic organisms |
CN1153454A (zh) * | 1994-07-22 | 1997-07-02 | 罗纳-普朗克农业化学公司 | 含有2-咪唑啉-5-酮的杀真菌组合物 |
CN1145722A (zh) * | 1995-07-12 | 1997-03-26 | 罗姆和哈斯公司 | 控制植物病原菌的方法 |
CN1245396A (zh) * | 1997-12-02 | 2000-02-23 | 罗纳-普朗克农业化学公司 | 含2-咪唑啉-5-酮杀真菌剂的新组合物 |
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