CN102715176A - Bactericidal composition containing 2-cyano-3-amino-3-ethyl phenylacrylate and clorine-nalidixic-methyl - Google Patents
Bactericidal composition containing 2-cyano-3-amino-3-ethyl phenylacrylate and clorine-nalidixic-methyl Download PDFInfo
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- CN102715176A CN102715176A CN2012101609291A CN201210160929A CN102715176A CN 102715176 A CN102715176 A CN 102715176A CN 2012101609291 A CN2012101609291 A CN 2012101609291A CN 201210160929 A CN201210160929 A CN 201210160929A CN 102715176 A CN102715176 A CN 102715176A
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- amino
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- bacterium ester
- phenylancryic acetate
- chlorine nalidixic
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- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The present invention discloses a bactericidal composition containing 2-cyano-3-amino-3-ethyl phenylacrylate and clorine-nalidixic-methyl. Active constituents of the bactericidal composition are 2-cyano-3-amino-3-ethyl phenylacrylate and clorine-nalidixic-methyl. The weight ratio of 2-cyano-3-amino-3-ethyl phenylacrylate to clorine-nalidixic-methyl is in the range of from 1:20 to 20:1, and the weight of the active constituents is 5-60% of that of the composition. The bactericidal composition has high bactericidal activity, can delay the production and development of pathogen resistance, and can reduce preventive dosage in the real production, which is economical, efficient, safe and environmentally friendly. The bactericidal composition has the higher control efficiency for crop diseases caused by fusarium, and particularly significant in wheat scab.
Description
Technical field
The present invention relates to the disinfectant use in agriculture field, specifically is the bactericidal composition of a kind of 2-cyano-3-amino-3-phenylancryic acetate-containing and chlorine nalidixic bacterium ester.
Background technology
Wheat scab is the very wide disease of a kind of distribution, and nearly all wheat belt, the whole world all has this disease to take place, and is especially serious in gentle humidity and semi-humid region harm.Up to now, the resistance wheat breed that also head blight is not had complete immunity.So wheat scab still depends on chemical control on producing.At present, the main medicament of on producing, preventing and treating wheat scab is that carbendazim is the benzimidazole germicide of representative.From 1992 since detecting the drug-fast strain of the first Fusarium graminearum in the world on the sick fringe of Haining city wheat to carbendazim; Successively in Zhejiang, ground such as Soviet Union, Lu, Anhui find the pesticide resistance of this pathogen; And pesticide resistance flora body ratio rises just rapidly; Pesticide resistance pathogenic distribution scope constantly enlarges, and at present, the East China has been faced with the danger of existing bactericidal agent for preventing and treating head blight failures such as carbendazim because of pesticide resistance.How to continue to control wheat scab, the popular harm of especially controlling the carbendazim-resistance head blight has become the key subjects that numerous scientific workers and grower face.
Chlorine nalidixic bacterium ester is a kind of high-effective broad-spectrum fungicide, and pathogens such as wheat, powdery mildew of cucumber, rice blast, rice green smut, rice sheath blight disease, bakanae disease of rice, wheat sharp eyespot, wheat scab, root rotof flax, corn northern leaf blight and southern leaf blight, sclerotinia rot of colza, graw mold of tomato, apple canker, melon anthracnose, cucumber fusarium axysporum, cotton verticillium wilt, cotton wilt are had very high bacteriostatic activity.Its main mechanism of action is the respiration that influences thalline, does not have mutual pesticide resistance with carbendazim.
Chemical name: N-methoxyl group-N-[2-[[(3,5,6-trichloropyridine-2-yl) oxygen] methyl] phenyl] methyl carbamate
Structural formula is shown below:
2-cyano-3-amino-3-phenylancryic acetate belongs to 2-cyanoacrylate bactericide.Former medicine outward appearance is the white solid powder; Fusing point 123-124 ℃; Vapour pressure (25 ℃): 4.5*10
5Pa; Solvability (20 ℃): be insoluble in water, benzinum, toluene, be soluble in chloroform, acetone, dimethyl sulfoxide (DMSO), N, dinethylformamide.Stability: stable in acidity, alkaline medium, stable to light.
Structural formula is shown below:
2-cyano-3-amino-3-phenylancryic acetate is the strong new type bactericide of a kind of specialization; Have effects such as protection, treatment, interior suction, transporting; The Fusarium graminearum of Fusarium, fusarium moniliforme, Fusarium oxysporum etc. all there is very high biologically active; Be applicable to effectively preventing of crop pests such as wheat scab, bakanae disease of rice and watermelon blight; To the cucumber downy mildew that the false downy mildew of Cuba causes, the paddy rice blinds rot that rice Xanthomonas causes, the microbial pepper anthracnose of capsicum anthrax, the microbial talented stalk break in Bel lattice grape seat chamber also have certain inhibitory action.The bactericide of 2-cyano-3-amino-3-phenylancryic acetate and benzimidazole, dithiocarbamates, ergosterol biosynthesis inhibitor class, methoxy acrylic and 5 kinds of different effects mechanism of aromatic hydrocarbons does not have cross resistance, explains that this medicament has novel mechanism of action.2-cyano-3-amino-3-phenylancryic acetate belongs to xylem running medicament, and promptly this type of medicament is accumulated in the big position of rising intensity (leaf margin, blade tip) more, has medicine arrival hardly at the very weak organ of transpiration or position (fruit, seed etc.).Find this medicament resistance of rainwater washing against simultaneously, have and suction through performance and excellent protection and therapeutic action in good.
Chemical name: 2-cyanic acid-3-amino-3-ethyl phenylacrylate
Chlorine nalidixic bacterium ester is a methoxy acrylic ester compounds, and its main mechanism of action shows but much study that for influencing the respiration of thalline this medicament uses separately and prevents and treats disease, can pathogen developed immunity to drugs, and causes the disease control failure; Also have a lot of researchs to show, fusarium graminearum also is easy to develop immunity to drugs to 2-cyano-3-amino-3-phenylancryic acetate.Chlorine nalidixic bacterium ester and 2-cyano-3-amino-3-phenylancryic acetate use separately, all have higher pesticide resistance risk, and it was lost efficacy in a short time.Bactericide pesticide resistance Action Committee (FRAC) suggestion with the composite reagent use of different effects mechanism, can be avoided or suspension of pesticide resistance generation.Therefore, the two is combined as bactericidal composition, can not only effectively solves the production practical problem that benzimidazole germicide pesticide resistance area wheat scab is difficult to prevent and treat, and delay pathogen it is developed immunity to drugs.
Summary of the invention
The invention provides the bactericidal composition of a kind of 2-cyano-3-amino-3-phenylancryic acetate-containing and chlorine nalidixic bacterium ester; Have the bactericidal activity height, delay generation of pathogen pesticide resistance and development, and dosage total on the unit are is descended; Economical, efficient, environmental protection have special efficacy preventing and treating on the wheat scab.
The present invention is with two types of bactericide with different effects mechanism, and promptly methoxy acrylic bactericide chlorine nalidixic bacterium ester and 2-cyanoacrylate bactericide 2-cyano-3-amino-3-phenylancryic acetate are combined, and is processed into upward easy-to-use preparation of production; Compare in independent use of two kinds of compositions; Biologically active is high, and dosage total on the unit are descends, and greatly reduces the dispenser cost; Delaying generation of pathogen pesticide resistance and development to a greater extent simultaneously; Reduced the risk of disease fungus, prolonged the service life of each component in the bactericidal composition, thereby realized goal of the invention economic, efficient, environmental protection single bactericide generation resistance.
Technical scheme of the present invention is:
The microbicide compositions of a kind of 2-cyano-3-amino-3-phenylancryic acetate-containing and chlorine nalidixic bacterium ester; It is characterized in that; The active component of said microbicide compositions is 2-cyano-3-amino-3-phenylancryic acetate and chlorine nalidixic bacterium ester, and the mass ratio of chlorine nalidixic bacterium ester and 2-cyano-3-amino-3-phenylancryic acetate is 1: 20 to 20: 1, and active component quality percentage composition is 5-60% in the composition.
The bactericidal composition of described 2-cyano-3-amino-3-phenylancryic acetate-containing and chlorine nalidixic bacterium ester is characterized in that: the mass ratio of described active component chlorine nalidixic bacterium ester and 2-cyano-3-amino-3-phenylancryic acetate is 1: 10 to 10: 1.
The bactericidal composition of described 2-cyano-3-amino-3-phenylancryic acetate-containing and chlorine nalidixic bacterium ester is characterized in that: the mass ratio of described chlorine nalidixic bacterium ester and 2-cyano-3-amino-3-phenylancryic acetate is 1: 3-8.
The bactericidal composition of described 2-cyano-3-amino-3-phenylancryic acetate-containing and chlorine nalidixic bacterium ester is characterized in that: the mass ratio of described chlorine nalidixic bacterium ester and 2-cyano-3-amino-3-phenylancryic acetate is 1: 4-6.
The microbicide compositions of described 2-cyano-3-amino-3-phenylancryic acetate-containing and chlorine nalidixic bacterium ester is characterized in that: the formulation of said microbicide compositions is suspending agent or missible oil.
The microbicide compositions of described 2-cyano-3-amino-3-phenylancryic acetate-containing and chlorine nalidixic bacterium ester is used, and it is characterized in that: this microbicide compositions has higher control efficiency to the microbial various crop disease of reaping hook, and is particularly remarkable to the wheat scab control efficiency.
Remarkable result of the present invention and advantage are:
The present invention has higher control efficiency to the wheat fungal disease, has the notable synergistic effect between two components; But instead of part high price pesticide species, and reduce dosage, effectively reduce ecological disruption and environmental pollution, and can improve wheat yield and quality; 2-cyano-3-amino-3-phenylancryic acetate and chlorine nalidixic bacterium ester all belong to toxicity such as low among the present invention, and to people and animals, beneficial organism, Environmental security; Can delay the pesticide resistance of germ to single medicament.
At first measure the EC of 2-cyano-3-amino-3-phenylancryic acetate and chlorine nalidixic bacterium ester two unification compounds (hereinafter to be referred as medicament)
50(drug safety index) is according to the EC of two single medicaments
50Set the portfolio ratio of two medicaments by the Wadley method, and, confirm suitable composition ratio, verify by the abundant method of Sun Yun then according to Wadley coefficient of synergism C value.
The test objective thing is a fusarium graminearum, but does not limit so.The mycelial growth determination method is adopted in test, makes the pastille medium by different disposal, and each handles 4 repetitions, connects bacterium after 3 days, and each handles the growth inhibitory effect to fusarium graminearum investigation.The EC50 of each medicament is obtained in linear regression analysis between the probit value through preventive effect and the logarithm value of serial drug concentration, calculates coefficient of synergism (SR) according to the Wadley method, and makes overall merit in view of the above.SR≤0.5 expression has antagonism, and 0.5＜SR＜1.5 expressions have summation action, and SR>=1.5 are synergistic effect.The SR value calculating method is following:
EC
50(theoretical value)=(a+b)/(a/EC
50A+b/EC
50B)
SR=EC
50(theoretical value)/EC
50(real value)
SR≤0.5, then two kinds of medicaments antagonistic action that has been mixed
SR=0.5～1.5, then two kinds of medicaments addition that has been mixed
SR >=1.5, then two kinds of medicaments synergistic effect that has been mixed
Table 1 chlorine nalidixic bacterium ester and 2-cyano-3-amino-3-phenylancryic acetate composition are measured the result to the Wadley method of wheat scab
Annotate: Q is a 2-cyano-3-amino-3-phenylancryic acetate, and L is a chlorine nalidixic bacterium ester, adds the acid of 50ppm bigcatkin willow oxime during configuration pastille medium.
Can analyze from above data; The chlorine nalidixic bacterium ester of different proportion and 2-cyano-3-amino-3-phenylancryic acetate composition have nothing in common with each other to the fungistatic effect of fusarium graminearum; On the whole, its ratio all has synergy or addition in 1: 20 to 20: 1 scope, and wherein maximum enhancing proportions is 1: 5.
Below in conjunction with embodiment the present invention is described further, but is not limited thereto.
Embodiment
Embodiment 1 (60% chlorine nalidixic bacterium ester 2-cyano-3-amino-3-phenylancryic acetate suspending agent)
Composition of raw materials: by mass percentage
The preparation method is following:
According to prescription,, added the ball mill ball milling 30 minutes with the weighing in proportion of individual component; Filter, suction dispersion tank high speed shear 3 minutes is after sand mill fully grinds, and control solid constituent particle diameter is in 2 microns; Stir after grinding end, promptly get the suspending agent product.
Embodiment 2 (preparation method of 30% chlorine nalidixic bacterium ester 2-cyano-3-amino-3-phenylancryic acetate suspending agent)
Preparation method: identical with embodiment 1.
Embodiment 3 (preparation method of 40% chlorine nalidixic bacterium ester 2-cyano-3-amino-3-phenylancryic acetate suspending agent)
Preparation method: identical with embodiment 1.
Embodiment 4 (20% chlorine nalidixic bacterium ester 2-cyano-3-amino-3-phenylancryic acetate missible oil)
Preparation method:, process A liquid with the fully dissolving in the xylol agitated reactor of active component chlorine nalidixic bacterium ester; With the fully dissolving in the DMF agitated reactor of active component 2-cyano-3-amino-3-phenylancryic acetate, process B liquid; Not stopping under the stirring A liquid to be sneaked into B liquid, stir, add anhydrous calcium salt and NP-10, adjust content with solvent xylene then.
Embodiment 5 (45% chlorine nalidixic bacterium ester 2-cyano-3-amino-3-phenylancryic acetate missible oil)
Composition of raw materials: by mass percentage
Preparation method: with embodiment 4.
Embodiment 6 (preparation method of 48% chlorine nalidixic bacterium ester 2-cyano-3-amino-3-phenylancryic acetate missible oil)
Composition of raw materials: by mass percentage
Preparation method: with embodiment 4.
The control efficiency test:
The field efficiency test of wheat scab carries out in the suburb, Bengbu, and test area is 0.3hm
2, every processing triplicate sprays the medicine control at jan flowering wheat, carries out the preventive effect investigation after 15 days in dispenser, prevents and treats the result and sees table 2.The result shows; The bactericidal composition that contains 2-cyano-3-amino-3-phenylancryic acetate and chlorine nalidixic bacterium ester has good control efficiency to wheat scab; Under same dose or low using dosage, can reach higher control efficiency, and this bactericidal composition respectively handle the preventive effect bacterium greater than 85%, be significantly higher than the contrast medicament.
Table 2 chlorine nalidixic bacterium ester 2-cyano-3-amino-3-phenylancryic acetate bactericidal composition is prevented and treated the land for growing field crops drug effect * of wheat scab
The field efficiency test of bakanae disease of rice is located at the suburb, Bengbu, and this field piece bakanae disease of rice toward average annual moderate test area 0.3hm takes place
2, every processing triplicate carries out the medicament seed soaking and handles before rice growing, and the volume ratio that seed mixes with medicament is 1: 1, and seed soaking time is 10 hours, at the incidence of disease of rice seedling investigation bakanae disease, prevents and treats the result and sees table 3.The result shows that the bactericidal composition that contains 2-cyano-3-amino-3-phenylancryic acetate and chlorine nalidixic bacterium ester has good control efficiency to bakanae disease of rice, and the preventive effect under each treatment dosage all is higher than 83%, is significantly higher than the preventive effect of contrast medicament.
Field efficacy (volume ratio that seed mixes with medicament is 1: the 1) * to bakanae disease of rice is handled in the seed soaking of table 3 chlorine nalidixic bacterium ester 2-cyano-3-amino-3-phenylancryic acetate bactericidal composition
Data by table 2 and table 3 can know that the bactericidal composition that contains chlorine nalidixic bacterium ester and 2-cyano-3-amino-3-phenylancryic acetate all has good preventive effect to microbial wheat scab of sickle spore and bakanae disease of rice, and the preventive effect of different proportionings is different.It should be noted that and when the proportioning of 2-cyano-3-amino-3-phenylancryic acetate and chlorine nalidixic bacterium ester is 5: 1, compare under lower consumption, but two kinds of diseases to be had higher preventive effect, shown synergistic function preferably with other processing; And the indoor biometrics result also shows, the proportioning of 2-cyano-3-amino-3-phenylancryic acetate and chlorine nalidixic bacterium ester is 5: 1 o'clock, and the coefficient of synergism of being measured is the highest, and the result of the two is consistent.
At last, it is also to be noted that what more than enumerate only is several specific embodiments of the present invention.Obviously, the invention is not restricted to above embodiment, a lot of distortion can also be arranged.The scope that the present invention protects is all thought in all distortion that those of ordinary skill in the art can directly derive or associate from content disclosed by the invention.
Claims (6)
1. the microbicide compositions of 2-cyano-3-amino-3-phenylancryic acetate-containing and chlorine nalidixic bacterium ester; It is characterized in that; The active component of said microbicide compositions is 2-cyano-3-amino-3-phenylancryic acetate and chlorine nalidixic bacterium ester, and the mass ratio of chlorine nalidixic bacterium ester and 2-cyano-3-amino-3-phenylancryic acetate is 1:20 to 20:1, and active component quality percentage composition is 5-60% in the composition.
2. the bactericidal composition of 2-cyano-3-amino-3-phenylancryic acetate-containing according to claim 1 and chlorine nalidixic bacterium ester is characterized in that: the mass ratio of described active component chlorine nalidixic bacterium ester and 2-cyano-3-amino-3-phenylancryic acetate is 1:10 to 10:1.
3. the bactericidal composition of 2-cyano-3-amino-3-phenylancryic acetate-containing according to claim 1 and chlorine nalidixic bacterium ester is characterized in that: the mass ratio of described chlorine nalidixic bacterium ester and 2-cyano-3-amino-3-phenylancryic acetate is 1:3-8.
4. the bactericidal composition of 2-cyano-3-amino-3-phenylancryic acetate-containing according to claim 1 and chlorine nalidixic bacterium ester is characterized in that: the mass ratio of described chlorine nalidixic bacterium ester and 2-cyano-3-amino-3-phenylancryic acetate is 1:4-6.
5. the microbicide compositions of 2-cyano-3-amino-3-phenylancryic acetate-containing according to claim 1 and chlorine nalidixic bacterium ester is characterized in that: the formulation of said microbicide compositions is suspending agent or missible oil.
6. the microbicide compositions of 2-cyano-3-amino-3-phenylancryic acetate-containing according to claim 1 and 2 and chlorine nalidixic bacterium ester is used, and it is characterized in that: described bactericidal composition has very high control efficiency to the microbial crop pest of reaping hook.
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| CN2012101609291A CN102715176B (en) | 2012-05-22 | 2012-05-22 | Bactericidal composition containing 2-cyano-3-amino-3-ethyl phenylacrylate and clorine-nalidixic-methyl |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN103004820A (en) * | 2012-11-26 | 2013-04-03 | 海利尔药业集团股份有限公司 | Sterilization composition containing pyraclostrobin and nitrapyrin bacteria ester |
| CN103070182A (en) * | 2012-11-07 | 2013-05-01 | 海利尔药业集团股份有限公司 | Sterilization composition containing pyraoxystrobin and nitrapyrinstrobin |
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| CN1317483A (en) * | 2001-05-08 | 2001-10-17 | 江苏省农药研究所 | 2-cyano-3-substituted phenylacrylate compounds, compositions and their preparing prcess and application as disinfectant of agricultural crops |
| CN1918985A (en) * | 2004-02-18 | 2007-02-28 | 江苏省农药研究所有限公司 | Application of 2-cyano-3-amino-3-ethyl phenylacrylate for preventing agronomic crop disease |
| EP1845086A1 (en) * | 2005-02-06 | 2007-10-17 | Shenyang Research Institute of Chemical Industry | N-(2-substituted phenyl)-n-methoxycarbamates and their preparation as well as use |
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| CN1317483A (en) * | 2001-05-08 | 2001-10-17 | 江苏省农药研究所 | 2-cyano-3-substituted phenylacrylate compounds, compositions and their preparing prcess and application as disinfectant of agricultural crops |
| CN1918985A (en) * | 2004-02-18 | 2007-02-28 | 江苏省农药研究所有限公司 | Application of 2-cyano-3-amino-3-ethyl phenylacrylate for preventing agronomic crop disease |
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| CN103070182A (en) * | 2012-11-07 | 2013-05-01 | 海利尔药业集团股份有限公司 | Sterilization composition containing pyraoxystrobin and nitrapyrinstrobin |
| CN103004820A (en) * | 2012-11-26 | 2013-04-03 | 海利尔药业集团股份有限公司 | Sterilization composition containing pyraclostrobin and nitrapyrin bacteria ester |
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