CN103621513B - The Triadimenol of control rice green smut and alkene oxime amine Mixed Pharmacy - Google Patents

The Triadimenol of control rice green smut and alkene oxime amine Mixed Pharmacy Download PDF

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CN103621513B
CN103621513B CN201310449951.2A CN201310449951A CN103621513B CN 103621513 B CN103621513 B CN 103621513B CN 201310449951 A CN201310449951 A CN 201310449951A CN 103621513 B CN103621513 B CN 103621513B
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methyl
triadimenol
oxime amine
alkene oxime
medicament
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CN103621513A (en
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李健强
胡茂林
黄晓冬
罗来鑫
阮小珀
刘鹏飞
刘西莉
曹永松
张文华
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China Agricultural University
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China Agricultural University
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Abstract

The invention discloses the bactericide of a kind of Ustilaginoidea virens (Ustilaginoidea virens) or the medicament of control rice green smut, its active component is by 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazole-l-base)-2-butanols and (E, E, E) and-N-methyl-2-[((((1-methyl-3-(2,6-dichlorophenyl)-2-acrylic) imino group) oxygen base) methyl) phenyl]-2-methoxyimino acetic amide composition; 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazole-l-base)-2-butanols and (E, E, E) mass ratio of-N-methyl-2-[((((1-methyl-3-(2,6-dichlorophenyl)-2-acrylic) imino group) oxygen base) methyl) phenyl]-2-methoxyimino acetic amide is 2 ~ 6:8 ~ 4 or 9:1.The invention solves the medication problem in paddy rice actual production, have a extensive future in disinfectant use in agriculture field.To economic benefit be brought by industrialization, and by the application of pharmaceutical preparations and the mixture of different mechanism of action medicament, be conducive to delaying drug-fast generation, there is significant economy, ecology and social benefit.

Description

The Triadimenol of control rice green smut and alkene oxime amine Mixed Pharmacy
Technical field
The present invention relates to a kind of Triadimenol and the alkene oxime amine Mixed Pharmacy of preventing and treating rice green smut, belong to technical field of pesticide.
Background technology
Paddy rice is one of most important cereal crops in the world.In China, the gross area of paddy rice, gross yield and yield per unit area all occupy cereal crops first place.In Rice Production process, disease is the principal element of restriction rice yield and quality, often causes huge economic loss.False smut is the important disease of one in Rice Production process, and in the world, all there is generation in each paddy rice producing region to this disease.Since the eighties in last century, along with the change that China's rice varieties constantly substitutes, hybrid rice plants enlarged areas and planting type, presenting of false smut increases the weight of trend year by year.This disease mainly causes harm spike of rice, grain is formed rice curve and causes the underproduction; The nutrient delivery of the contiguous grain of rice can be reduced and produce toxin, huge on Rice Production impact, directly cause serious production loss and economic loss; This disease has developed into one of most important disease on paddy rice in China at present.
Both at home and abroad for false smut control, present stage mainly uses chemical agent.In Rice Production, different rice workspace uses Single chemistry medicine to prevent and treat false smut year after year, easily causes the generation of field drug-fastness, and effect of chemical control reduces, lasting period shortening, is unfavorable for the sustainable development of environment.How development of new medicament is current prevention and control false smut urgent need to solve the problem.
Triadimenol (1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazole-l-base)-2-butanols) be typical antifungal medicament, it affects the formation of fungal cell wall by hindering the biosynthesis of fungi ergosterol, all have good control efficiency to most fungal diseases of damage to crops growth.Alkene oxime amine ((E, E, E)-N-methyl-2-[((((1-methyl-3-(2,6-dichlorophenyl)-2-acrylic) imino group) oxygen base) methyl) phenyl]-2-methoxyimino acetic amide) be the bactericide new varieties developed for lead compound with natural antibiotics Strobilurin, be under the jurisdiction of methoxy acrylic.It suppresses mitochondrial respiration by stoping the electron transmission between cytochrome b and c and finally reaches sterilization object.Alkene oxime amine fungicidal spectrum is wide, bactericidal activity is high, have protection and therapeutic action.
No matter be Triadimenol and alkene oxime amine, or other efficient germicides, be used alone for a long time, all easily make disease develop immunity to drugs, cause the problems such as dosage increasing, preventive effect reduction, lasting period shortening, be unfavorable for the sustainable development of environment.It is composite that the bactericide of the different mechanism of action carries out science, is to alleviate the common method that disease develops immunity to drugs.Can preventive effect be improved by composite, greatly reduce the dosage of agricultural chemicals, also can expand fungicidal spectrum, improve germicidal efficiency, delay the generation of field drug-fastness and alleviate the generation of poisoning.
Summary of the invention
The object of this invention is to provide a kind of Triadimenol and the alkene oxime amine Mixed Pharmacy of preventing and treating rice green smut, the present invention is screened by scientific matching, obtain the mixture preparation-Triadimenol and alkene oxime amine Mixed Pharmacy that are suitable for rice green smut prevention and control, there is the effect significantly suppressing the expansion of germ mycelium, for the occurrence injury of prevention and control rice green smut in producing and its spread in china provide new technical support.
The bactericide of Ustilaginoidea virens provided by the invention (Ustilaginoidea virens) or the medicament of control rice green smut, its active component is by 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazole-l-base)-2-butanols and (E, E, E) and-N-methyl-2-[((((1-methyl-3-(2,6-dichlorophenyl)-2-acrylic) imino group) oxygen base) methyl) phenyl]-2-methoxyimino acetic amide composition;
Described 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazole-l-base)-2-butanols and described (E, E, E) mass ratio of-N-methyl-2-[((((1-methyl-3-(2,6-dichlorophenyl)-2-acrylic) imino group) oxygen base) methyl) phenyl]-2-methoxyimino acetic amide is 2 ~ 6:8 ~ 4 or 9:1.
In above-mentioned bactericide or medicament, described rice green smut is caused by described Ustilaginoidea virens (Ustilaginoideavirens).
In above-mentioned bactericide or medicament, described 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazole-l-base)-2-butanols and described (E, E, E) mass ratio of-N-methyl-2-[((((1-methyl-3-(2,6-dichlorophenyl)-2-acrylic) imino group) oxygen base) methyl) phenyl]-2-methoxyimino acetic amide can be following 1)-9) and in any one:
1)、2~5:8~5;
2)、2~4:8~6;
3)、2~3:8~7;
4)、3~6:7~4;
5)、3~5:7~5;
6)、3~4:7~6;
7)、4~6:6~4;
8), 4 ~ 5:6 ~ 5; With,
9)、3~6:7~4。
In above-mentioned bactericide or medicament, described 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazole-l-base)-2-butanols and described (E, E, E) mass ratio of-N-methyl-2-[((((1-methyl-3-(2,6-dichlorophenyl)-2-acrylic) imino group) oxygen base) methyl) phenyl]-2-methoxyimino acetic amide specifically can be following 1)-5) and in any one:
1)、2:8;
2)、3:7;
3)、4:6;
4), 5:5; With,
5)、6:4。
The present invention still further provides above-mentioned bactericide or the application of medicament in control rice green smut.
In described application, described rice green smut is caused by Ustilaginoidea virens (Ustilaginoidea virens).
The present invention is by carrying out composite to Triadimenol and alkene oxime amine, and further screening has and adds and or the mixed ratio of synergistic effect.Through series of indoor toxicity test, finishing screen choose Triadimenol and alkene oxime amine have add and or the medicament of synergistic effect, both mixtures combine the advantage of the medicament of two kinds of different mechanism of action, thus effective the developing of prevention and control rice false smut.Field control effect of the present invention test (table 4) result shows: Triadimenol has very excellent control efficiency with alkene oxime amine is composite to false smut, and its sick fringe preventive effect can reach more than 84%, and infected seed preventive effect can reach more than 88%, higher than contrasting medicament and single dose preventive effect; Further observation field trial finds, the Mixed Pharmacy drug effect lasting period is long, and cost ratio is used alone Triadimenol or alkene oxime amine reduces greatly.
The invention solves the medication problem in paddy rice actual production, have a extensive future in disinfectant use in agriculture field.To economic benefit be brought by implementing industrialization, and by the application of pharmaceutical preparations and the mixture of different mechanism of action medicament, being conducive to delaying drug-fast generation, there is significant economy, ecology and social benefit.
Accompanying drawing explanation
Fig. 1 is that Triadimenol and alkene oxime amine mixture (9:1) medicament are to the toxicity test of Ustilaginoidea virens UV2 bacterial strain, wherein, CK refers to the UV2 of non-adding medicine, and all the other 5 flat boards are for adding the process during variable concentrations of Triadimenol and alkene oxime amine Mixed Pharmacy (9:1).
Embodiment
The experimental technique used in following embodiment if no special instructions, is conventional method.
Material used in following embodiment, reagent etc., if no special instructions, all can obtain from commercial channels.
The bactericidal effect of embodiment 1, Triadimenol and alkene oxime amine Mixed Pharmacy
One, the preparation of medicament
The present embodiment Triadimenol (>=97%) used is purchased from Jiangsu Sword Agrochemicals Co., Ltd., and the present embodiment alkene oxime amine (98%) used is purchased from Shenyang Chemical Engineering Inst.
The present embodiment 9 kinds of Mixed Pharmacies used are prepared by the following method:
Triadimenol and alkene oxime amine are dissolved in dimethyl sulfoxide (DMSO) respectively, are made into 1.0 × 10 4μ g/mL mother liquor is for subsequent use.By Triadimenol and alkene oxime amine two kinds of mother liquors according to volume ratio 1:9,2:8,3:7,4:6,5:5,6:4,7:3,8:2,9:1 totally 9 different proportions mix, be made into mixing mother liquor.Each mixing mother liquor is diluted to series concentration mixed agent by recycling dimethyl sulfoxide (DMSO), on the basis of preliminary experiment, each mixed agent concentration is set to 0,0.05,0.1,0.2,0.4 and 0.8 μ g/mL.
Two, the fungistatic effect of medicament
The present embodiment test above-mentioned medicament to rice green smut bacterial strain UV2(Mr. Zhang become, Chen Zhiyi, Zhang Ping Xin, Liu Yongfeng, Lu Fan. the inoculation technique research [J] of false smut. Plant Pathology, 2004,34 (5): 463-467.) fungistatic effect.
1, single dose and Mixed Pharmacy are to the Toxicity Determination of rice green smut pathogen
(1) growth rate method is adopted to measure Triadimenol to the bacteriostatic activity of Ustilaginoidea virens UV2.
Growth inhibition ratio is converted to probability value (Y), drug concentration (μ g/ml) converts logarithm value (X) to, regression line is made in MicrosoftExcel, obtain virulence regression equation (Y=A+BX) and correlation coefficient (R), calculate Triadimenol to the 50 7.509085e-218ffective concentration EC of rice green smut bacterial strain UV2 50.
(2) growth rate method is adopted to measure alkene oxime amine to the bacteriostatic activity of Ustilaginoidea virens UV2, the same step of method (1).Calculate alkene oxime amine to the 50 7.509085e-218ffective concentration EC of rice green smut bacterial strain UV2 50.
(3) adopt growth rate method to measure 9 kinds of Mixed Pharmacies of Triadimenol and alkene oxime amine to the bacteriostatic activity of rice green smut bacterial strain UV2, the same step of method (1), calculate Mixed Pharmacy to the 50 7.509085e-218ffective concentration EC of rice green smut bacterial strain UV2 50.
(4) drug combination toxicity test, adopts Wadly method to calculate the coefficient of synergism (SR) of Mixed Pharmacy, evaluates the synergy type of Mixed Pharmacy.
The theoretical EC of SR=Mixed Pharmacy 50/ Mixed Pharmacy actual measurement EC 50.
As SR<0.5, Mixed Pharmacy is antagonism, and when 0.5≤SR≤1.5, Mixed Pharmacy is addition, and as SR > 1.5, Mixed Pharmacy is synergistic effect.
Triadimenol and alkene oxime amine single dose and the Toxicity Determination of Mixed Pharmacy to Ustilaginoidea virens as shown in table 1, wherein Triadimenol and alkene oxime amine Mixed Pharmacy (9:1) are to the toxicity test of Ustilaginoidea virens UV2 bacterial strain as shown in Figure 1.
Table 1 Triadimenol and alkene oxime amine single dose and Mixed Pharmacy are to the Toxicity Determination (growth rate method) of Ustilaginoidea virens
Can obtain drawing a conclusion (following be mass ratio) by the result of table 1 and Fig. 1:
Triadimenol: alkene oxime amine=1:9 mixture, has antagonism;
Triadimenol: alkene oxime amine=2:8 mixture, has addition;
Triadimenol: alkene oxime amine=3:7 mixture, has addition;
Triadimenol: alkene oxime amine=4:6 mixture, has addition;
Triadimenol: alkene oxime amine=5:5 mixture, has addition;
Triadimenol: alkene oxime amine=6:4 mixture, has addition;
Triadimenol: alkene oxime amine=7:3 mixture, has antagonism;
Triadimenol: alkene oxime amine=8:2 mixture, has antagonism;
Triadimenol: alkene oxime amine=9:1 mixture, has synergistic effect.
2, the field control effect test of Mixed Pharmacy
This test is carried out in test site, Hanshou county, changde, hunan province city, and rice varieties is Feng Yuan excellent 299.
Dispenser medicament 30%(valid density) benzene first propiconazole (love seedling) EC by Xian Zhengda crop protection Co., Ltd of Switzerland produce, agriculture chemical registration card number: PD20070088; 2.5% well ridge withered bud bacterium AS(line Qu Ning) produced by Jiangsu Su Ke agrochemical Co., Ltd, agriculture chemical registration card number: PD20097178; 15% Triadimenol wetting powder SP is produced by Jiangsu Sword Agrochemicals Co., Ltd., agriculture chemical registration card number: PD20086153; 5% alkene oxime amine EW is provided by China Agricultural University's seed pathology and bactericide pharmacological experiment room; Triadimenol and alkene oxime amine are prepared according to the step one in the present embodiment according to the complex preparation 10% Triadimenol alkene oxime amine ME of the mixture of 9:1.
30% likes seedling EC and the bent peaceful AS medicament in contrast of line, establishes a dosage according to local routine administration; With not dispenser for blank; Mixed Pharmacy 10% Triadimenol Difenoconazole ME of the present invention establishes three dosage; Single dose 5% alkene oxime amine EW, 15% Triadimenol SP respectively arrange 3 dosage.Each dosage repeats for 4 times, and natural occurrence, carries out result investigation when the blank of not dispenser is fully fallen ill, and investigation method all performs National Standard of the People's Republic of China's (pesticide field efficacy medicine test criterion).
The result of above-mentioned field control effectiveness test is as shown in table 2.
Table 2 Triadimenol and alkene oxime amine prevent and treat rice green smut field control effectiveness test result according to 5% Triadimenol alkene oxime amine ME of 9:1 mixture
Data in table 2 show, Triadimenol and alkene oxime amine have very excellent control efficiency according to 5% Triadimenol alkene oxime amine ME of 9:1 mixture to rice green smut, its sick fringe preventive effect can reach 84%, and sick fringe preventive effect can reach 88%, and higher than contrasting the preventive effect of medicament and single dose.Further observation field trial finds, the lasting period of Mixed Pharmacy drug effect is long, and cost ratio is used alone Triadimenol or alkene oxime amine reduces greatly.

Claims (2)

1. the application of bactericide in control rice green smut, the active component of described bactericide is by 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazole-l-base)-2-butanols and (E, E, E) and-N-methyl-2-[((((1-methyl-3-(2,6-dichlorophenyl)-2-acrylic) imino group) oxygen base) methyl) phenyl]-2-methoxyimino acetic amide composition;
Described 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazole-l-base)-2-butanols and described (E, E, E) mass ratio of-N-methyl-2-[((((1-methyl-3-(2,6-dichlorophenyl)-2-acrylic) imino group) oxygen base) methyl) phenyl]-2-methoxyimino acetic amide is 9:1.
2. application according to claim 1, is characterized in that: described rice green smut by Ustilaginoidea virens ( ustilaginoidea virens) cause.
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Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1596644A (en) * 2003-09-19 2005-03-23 沈阳化工研究院 Bacteridal composition containing alkene oxime amine and triazole kind compound

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1596644A (en) * 2003-09-19 2005-03-23 沈阳化工研究院 Bacteridal composition containing alkene oxime amine and triazole kind compound

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