CN104522030B - A kind of containing methylsulfonyl bacterium azoles and the complex composition of imidazoles antibacterial and preparation - Google Patents

A kind of containing methylsulfonyl bacterium azoles and the complex composition of imidazoles antibacterial and preparation Download PDF

Info

Publication number
CN104522030B
CN104522030B CN201410788236.6A CN201410788236A CN104522030B CN 104522030 B CN104522030 B CN 104522030B CN 201410788236 A CN201410788236 A CN 201410788236A CN 104522030 B CN104522030 B CN 104522030B
Authority
CN
China
Prior art keywords
bacterium azoles
methylsulfonyl bacterium
antibacterial
imidazoles
complex composition
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Active
Application number
CN201410788236.6A
Other languages
Chinese (zh)
Other versions
CN104522030A (en
Inventor
罗金仁
刘妤玲
李现玲
蒙博
张青
林强
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Guangxi Tianyuan Biochemical Co Ltd
Original Assignee
Guangxi Tianyuan Biochemical Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Guangxi Tianyuan Biochemical Co Ltd filed Critical Guangxi Tianyuan Biochemical Co Ltd
Priority to CN201410788236.6A priority Critical patent/CN104522030B/en
Publication of CN104522030A publication Critical patent/CN104522030A/en
Application granted granted Critical
Publication of CN104522030B publication Critical patent/CN104522030B/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Abstract

The present invention discloses a kind of containing methylsulfonyl bacterium azoles and the complex composition of imidazoles antibacterial and preparation; this complex composition is become with imidazoles antibacterial by methylsulfonyl bacterium azoles, and wherein, the chemical name of methylsulfonyl bacterium azoles is 2 (to fluorophenyl) 5 mesyl 1; 3,4 diazole.Methylsulfonyl bacterium azoles is (30:1)~(1:30) with the weight ratio of imidazoles antibacterial.The complex composition of the present invention accounts for the weight percentage of described disinfectant use in agriculture for 0.1%~90%.Complex composition and preparation that the present invention provides have obvious synergistic function relative to single dose, are used for preventing and treating corps diseases, improve prevention effect, reduce dosage, reduce spraying times, and the lasting period is long.

Description

A kind of containing methylsulfonyl bacterium azoles and the complex composition of imidazoles antibacterial and preparation
Technical field
The present invention relates to technical field of pesticide, particularly to complex composition and the preparation thereof of two kinds of fungicide active ingredients.
Background technology
In production practices, every kind of disease is frequently not individually generation, such as while bacterial disease occurs, warp Often concomitant infections fungal disease.Fungal disease occurs the most universal in plant disease, accounts for all disease species More than 80%, its extent of injury also can not be despised.In recent years, with the adjustment of pattern of farming, cause the most various crop pest Presenting the trend increased the weight of year by year, occurring area increases year by year, brings significant damage to agricultural production.In the market may be used Lack for preventing and treating the medicament of bacterial disease and fungal disease simultaneously.To this end, applicant is through substantial amounts of experimental study, send out Existing new medicament methylsulfonyl bacterium azoles all has good preventive effect with imidazoles is bactericide compounded to vegetative bacteria and fungal disease.Warp The complex composition of the imidazoles antibacterial such as retrieval, the methylsulfonyl bacterium azoles that the present invention relates to and Prochloraz, has no report both at home and abroad.
To this end, Guizhou University's independent research have new type bactericide " the one class preventing and control crop antibacterial of independent intellectual property rights The diazole sulfone compound (Patent No. ZL201110314246.2) of disease ", its structural formula is:
The step of preparation process of this compound and condition:
(1) preparation of different replacing acid methyl ester intermediate: with different organic acid and absolute methanol as raw material, at concentrated sulphuric acid Lower back flow reaction 6-10 hour of catalysis, reduce pressure separating methanol, and after saturated sodium bicarbonate aqueous solution adjusts ph=7, separatory obtains different first Acid methyl ester;
(2) preparation of different substituted formylhydrazine intermediate: be dissolved in methanol with different methyl formates, the most slowly add 40%-80% hydrazine hydrate, till back flow reaction is complete, separates out different substituted formylhydrazine after cooling;
(3) 2-sulfydryl-5-replaces the preparation of-1,3,4-diazole intermediate: with the formylhydrazine of above-mentioned preparation and KOH, two Nitric sulfid is raw material, and ethanol is solvent, and back flow reaction is complete, de-ethanol, adjusts PH=5 to obtain 2-sulfydryl-5-and replaces-1,3,4- Diazole;
(4) 2-thioether-5-replaces the preparation of-1,3,4-diazole intermediate: replace-1,3,4-with above-mentioned 2-sulfydryl-5- Diazole is raw material, after hydro-oxidation sodium water dissolution, is reacted by dimethyl sulfate (second) ester or the halogenated hydrocarbons etc. of mole with 1-2 To corresponding sulfide compound;
(5) 2-methyl (ethyl) sulfonyl-5-replaces the preparation of-1,3,4-diazole.
With corresponding thioether as raw material, it is dissolved in glacial acetic acid, 2%-7% potassium permanganate solution or 30% hydrogen peroxide Oxidation obtains corresponding sulfone compound.
Summary of the invention
For diazole sulfone compound, applicant researches and develops further, as Rn fluorine in halogen atom, R2Select C1-C5 The methyl of alkyl i.e. obtains the structural formula of diazole sulfone compound:
Its chemical name is 2-(to fluorophenyl)-5-mesyl-1,3,4-diazole, is called for short methylsulfonyl bacterium azoles.
The concrete syntheti c route of compound methylsulfonyl bacterium azoles is as follows:
(1) synthesis to fluorobenzoyl hydrazine
(2) the 2-sulfydryl-5-synthesis to fluorophenyl-1,3,4-diazole
(3) the 2-Dimethyl sulfide-5-synthesis to fluorophenyl-1,3,4-diazole
(4) 2-(to fluorophenyl)-5-mesyl-1,3,4-diazole target compound is prepared
Applicant further study show that, methylsulfonyl bacterium azoles is the preventing and treating bacterial disease medicament of novel structure, can pass through Suppression pathogen energy synthesis, the growth of suppression antibacterial and breeding.Methylsulfonyl bacterium azoles has the feature of interior suction, conduction, penetrates into leaf After sheet epidermis, energy transporting is to other positions of same blade.Substantial amounts of isolated test shows, methylsulfonyl bacterium azoles is thin to causing plant The various pathogenetic bacterias of fungus diseases have good inhibiting effect, the most directly suppress bacterial multiplication.Through repeatedly pot experiment and field Between the test of pesticide effectiveness checking, show that methylsulfonyl bacterium azoles is respectively provided with preferable prevention effect to crop bacterial disease, especially to Oryza sativa L. Bacterial leaf-blight, slice disease, tobacco bacterial wilt, bacterial wilt of tomato, citrus bacterial canker disease etc. all have good control effect, and energy one Determine in degree, to stimulate plant growth healthy and strong, improve the resistance of crop.This compound has efficiently, wide spectrum, use safety spy Point, is an antibacterial having much exploitation potential quality.
Imidazoles antibacterial therapeutic activity is obvious, strong to the direct killing power of pathogenic bacteria.Wherein Prochloraz is still that radical cure is each Plant the best medicament of anthrax stubbornness pathogenic bacteria.Preferable to the effect such as rice blast, take-all.Common imidazoles sterilization Agent mainly has: Prochloraz, imazalil, cyazofamid, fluorine bacterium azoles, Fenamidone, pefurazoate.Imidazoles sterilization mentioned by the present invention Agent is known and published pesticide species.
Prochloraz (prochloraz), CA registration number is 67747-09-5, and chemical name is N-propyl group-N-[α-(2,4,6- Trichlorophenoxy)-1H-imidazoles-1-Methanamide, imidazoles broad-spectrum germicide, for ascomycetes and Fungi Imperfecti cause multiple Crop pest has specially good effect.
Imazalil (imazalil), CA registration number is 35554-44-0, chemical name be 1-{2-(2,4-Dichlorobenzene base)- 2-(2-propenyloxy group) ethyl }-1H-imidazoles, interior absorption wide-spectrum bactericide, this medicine affects cell permeability of the membrane, physiological function With lipid anabolism, thus destroy the cell membrane of mycete.Suppress the formation of mycotic spore simultaneously.
Cyazofamid (cyazofamid), CA registration number is 120116-88-3, and chemical name is 4-chloro-2-cyano group-N, N-bis- Methyl-5-p-methylphenyl imidazoles-1-sulfonamide, a kind of novel low-toxicity antibacterial, there is active and certain interior of well protection Inhaling therapeutic activity, the lasting period is long.
Fenamidone (fenamidone), CA registration number is 161326-34-7, and chemical name is 4-chloro-2-cyano group-N, N- Dimethyl-5-p-methylphenyl imidazoles-1-sulfonamide, by the imidazoles antibacterial of BayerCrop Science company exploitation, it is believed that Its mechanism of action is to act on Intramitochondrial electron transport system, the obstruction phosphorylation of oxidation from ADP to ATP, by hindering Pathogen produces the necessary energy of breeding and plays the effect of sterilization.
Pefurazoate (pefurazoate), CA registration number is 101903-30-4, chemical name be amyl-4-thiazolinyl-N-furfuryl group- TMSIM N imidazole-1-base carbonyl-DL-high lactamine ester, imidazoles antibacterial, its mechanism of action is to destroy and stop the cell membrane of pathogenic bacteria The biosynthesis of important component part ergosterol, affects the breeding of pathogenic bacteria and the synthesis of gibberellins.
In view of this, the deficiency existed for prior art, the present invention provides a kind of and kills containing methylsulfonyl bacterium azoles and imidazoles The complex composition of microbial inoculum and preparation thereof.This complex composition and preparation thereof have obvious Synergistic compared with single dose and make With, can effectively prevent and treat crop bacterial disease and fungal disease, reduce the using dosage of pesticide, saved drug cost, subtracted Few spraying times, also delays the comprehensive control of the Drug resistance of pathogen, beneficially environmental conservation and agricultural disease.
In order to reach the purpose of the present invention, adopted the technical scheme that:
The present invention provides a kind of containing methylsulfonyl bacterium azoles and the complex composition of imidazoles antibacterial, described complex composition with A and B is active component, and wherein A is methylsulfonyl bacterium azoles, and B is imidazoles antibacterial;The chemical name of described methylsulfonyl bacterium azoles is 2- (to fluorophenyl)-5-mesyl-1,3,4-diazole;Described imidazoles antibacterial selected from Prochloraz, imazalil, cyazofamid, Any one in fluorine bacterium azoles, Fenamidone, pefurazoate.
Above-described containing methylsulfonyl bacterium azoles and the complex composition of imidazoles antibacterial, it is preferable that described methylsulfonyl The weight ratio of bacterium azoles and imidazoles antibacterial is (30:1)~(1:30).
Above-described containing methylsulfonyl bacterium azoles and the complex composition of imidazoles antibacterial, it is highly preferred that above-mentioned methylsulfonyl The weight ratio of bacterium azoles and imidazoles antibacterial is (10:1)~(1:10).
The present invention also provides for a kind of containing methylsulfonyl bacterium azoles and the preparation of imidazoles antibacterial, the sterilization of preventing and treating corps diseases Agent, acceptable adjuvant on the complex composition provided above including the present invention and pesticide, then it is prepared as preventing and treating crop disease The disinfectant use in agriculture of evil.
The above contains methylsulfonyl bacterium azoles and the preparation of imidazoles antibacterial, as preferred mode, described compounded combination It is 0.1%~90% that thing accounts for the weight percentage of above-mentioned disinfectant use in agriculture.
The above is containing methylsulfonyl bacterium azoles and the preparation of the antibacterial of imidazoles, and the most described complex composition accounts for The weight percentage stating disinfectant use in agriculture is 1%~80%.
The above contains methylsulfonyl bacterium azoles and the preparation of imidazoles antibacterial, and described disinfectant use in agriculture is according to this area Universal method can be configured to multiple dosage form.
In some embodiments that the present invention provides, the dosage form of preventing and treating corps diseases disinfectant use in agriculture is wettable powder Agent, water dispersible granules, aqueous emulsion, suspending agent, granule.
The present invention provide some embodiments in, the one during acceptable adjuvant is filler, solvent in Pesticide Science with The mixture of auxiliary agent.Those skilled in the art accreditation Pesticide Science on acceptable adjuvant all protection scope of the present invention it In, the present invention does not limits at this
Described filler is that Kaolin, bentonite, Pulvis Talci, precipitated calcium carbonate, kieselguhr, potter's clay, attapulgite, activity are white Soil, Gypsum Fibrosum or carbamide.
Solvent can be toluene, dimethylbenzene, methyl oleate, methyl naphthalene, solvent naphtha, Oleum Terebinthinae, vegetable oil, dichloromethane, Chloroform, methanol, ethanol, isopropanol, butanol, isoamyl alcohol, Ketohexamethylene, isophorone.
During described complex composition preparation liquid dosage form, the solvent used is the one in water and organic solvent or several Kind, wherein organic solvent preferred alcohol, N-Methyl pyrrolidone, methyl naphthalene, 200# solvent naphtha, 150# solvent naphtha.
In some embodiments that the present invention provides, described auxiliary agent includes surfactant, wetting dispersing agent, if desired Also can add other conventional functionality auxiliary agents such as antifreezing agent, thickening agent, stabilizer, defoamer, disintegrating agent, film former.
Surfactant includes thermally coupled distillation columns, triphenyl vinyl phenol polyoxyethylene ether phosphate, benzene Ethylene polyoxyethylene ether ammonium sulfate salt, alkyl biphenyl ether disulfonic acid magnesium salt, benzyl dimethyl phenol polyoxyethyl ether, phenyl phenol polyoxy Vinyl Ether, alkylphenol-formaldehyde resin polyoxyethyl ether, phenethyl fluosite polyoxyethyl ether, phenethyl phenol polyoxyethanyl are poly- Propenyl ether, ethylene oxide-propylene oxide block copolymer, NPE, castor oil polyoxyethylene ether, alkyl virtue Base polyoxyethylene polyoxypropylene ether, alkylaryl polyoxyethylene poly-oxygen propylene aether, sorbitan monostearate, anhydrous sorbitol One or more in fatty acid ester polyoxyethylene ether, fatty alcohol-polyoxyethylene ether.
Wetting dispersing agent includes sodium lignin sulfonate, calcium lignosulfonate, Negel, double (alkyl) naphthalene sulfonate Formaldehyde condensation products, sodium methylene bis-naphthalene sulfonate, aryl phenol polyoxyethylene succinate sulfonate, succinate sodium sulfonate, Laurel Alcohol sodium sulfate, octylphenol polyethylene oxyethylene group ether sulfate, polycarboxylate, alkyl benzene sulfonate calcium salt, naphthalene sulfonic acid-formaldehyde condensation product sodium Salt, polyoxyethylene carboxylate, condensation compound of methyl naphthalene sulfonic acid and formaldehyde sulfate, naphthalene sulfonic acid-formaldehyde condensation product, methanonaphthalene sulfonic acid Sodium, dibutyl naphthalenesulfonic acid formaldehyde condensation products, N-Methyl fatty acyl taurines sodium, alkylphenol polyoxyethylene formaldehyde condensation products sulfur Hydrochlorate, alkylphenol polyoxyethylene phosphate ester, tea seed cake powder, Saponin, lignosulfite, aliphatic alcohol sulfate, dodecyl Sodium sulfonate, fatty acid amide-N methyl taurine sodium salt, polyoxyethylenated alcohol sodium sulfate, pull open powder.
Disintegrating agent includes potassium phosphate, potassium carbonate, potassium sulfate, sodium chloride, sodium sulfate, sodium phosphate, ammonium sulfate.
Antifreezing agent includes glycerol, propylene glycol, ethylene glycol, isopropanol, carbamide.
The complex composition that the present invention provides is applicable to prevent and treat crop bacterial disease, such as bacterial blight of rice and slice Disease, solanaceous vegetable bacterial wilt, cucurbit wilt, Nicotiana tabacum L. bacterial wilt of peanut, cucumber bacterial angular leaf spot, soft rot of cabbage, Citrus Canker of tomato etc..It is not limited only to this, also has the most common all bacterial diseases, all can be in its prevention and treatment range.
The described complex composition that the present invention provides is applicable to prevent and treat crop fungal disease, such as rice blast, melon Droop, leaf spot of peanut, anthracnose of tobacco, mango anthracnose, citrus scab etc..
The present composition can be used by commonsense method, processes as added water spray stem and leaf, it is also possible to root spreads fertilizer over the fields Or pouring, it is also possible to seed dressing or seed pelleting use.It is mainly used in prevention and controls bacterial disease and fungal disease, with Guarantee crop yield.
The complex composition of the present invention has the advantage that compared to existing technology:
1, the complex composition of the present invention and preparation thereof, has obvious synergistic function, sterilization effect relative to single dose Fruit is apparently higher than single dose.
2, reduce the using dosage of pesticide, reduce peasant's drug cost.
3, by two different classes of fungicide compoundings, both have different model of action, the different mechanism of action, expand Prevent and treat greatly spectrum, and both extended the Pesticide use life-span, delay again the generation of pest resistance to insecticide.
Detailed description of the invention
Present invention the following example illustrates, but does not limits the scope of the invention, methylsulfonyl used in the present invention The former medicine of bacterium azoles is provided by Guizhou University, and other former medicines used and preparation are commercial, to roll over hundred calculating.Content in embodiment It is weight percentage,
Embodiment prepared by preparation:
The preparation of Application Example one wettable powder
By methylsulfonyl bacterium azoles (being called for short first sulphur), imidazoles antibacterial, dispersant, wetting agent, filler mixing, in mixed cylinder Mix homogeneously, remixes uniformly after jet mill is pulverized, i.e. can be made into the wettable powder of disinfectant use in agriculture of the present invention Agent.It is specifically shown in following table.
The preparation of Application Example two granule
By methylsulfonyl bacterium azoles (being called for short first sulphur), imidazoles antibacterial, wetting dispersing agent, disintegrating agent, filler mix homogeneously, powder Broken, stir after adding water-wet, then use screw extruder pelletizer pelletize, sieve after drying, obtain agriculture of the present invention With the granule of antibacterial.It is specifically shown in following table:
Application Example three, the preparation of aqueous emulsion
Methylsulfonyl bacterium azoles (being called for short first sulphur), imidazoles antibacterial, solvent, surfactant are added together, make to be dissolved into Homogeneous oil phase;Water, antifreezing agent are mixed, becomes homogeneous aqueous phase.Under high velocity agitation, aqueous phase is added oil phase, prepare this Invent the aqueous emulsion of described disinfectant use in agriculture.It is specifically shown in following table:
The preparation of Application Example four suspending agent
By methylsulfonyl bacterium azoles (being called for short first sulphur), imidazoles antibacterial, antifreezing agent, thickening agent, surfactant, water mixing, Through high speed shear mix homogeneously, it is sequentially added into methylsulfonyl bacterium azoles, imidazoles antibacterial, abrading-ball 2~3 hours in ball crusher, system Obtain the suspending agent of disinfectant use in agriculture of the present invention.It is specifically shown in following table:
The preparation of Application Example five water dispersible granules
By methylsulfonyl bacterium azoles (being called for short first sulphur), imidazoles antibacterial, wetting dispersing agent, disintegrating agent, filler together through air-flow Pulverize the particle diameter obtaining needing, obtain semi-product material.Material dosing is sent in fluidized bed granulating dryer through pelletizing and After drying, the water dispersible granules of disinfectant use in agriculture of the present invention is prepared.It is specifically shown in following table
BIOLOGICAL ACTIVITY EXAMPLES
Bactericide compounded to crop bacterial disease and the medicine of fungal disease in order to verify methylsulfonyl bacterium azoles and imidazoles Effect, specifies built agent and compares whether single dose has potentiation, if can reach the double purpose controlling, reducing dosage, Wo Menjin Toxicity Determination and field control effectiveness test are gone.
Toxicity Determination:
Hereinafter give birth to test test employing the abundant method of Sun Yun calculate co-toxicity coefficient (CTC) evaluate mixed effect.
Toxicity index TI (B)=(EC of standard agent A50The EC of ÷ B agent50)×100
Actual toxicity index ATI (AB)=(EC of A50The EC of ÷ AB50)×100
Theoretical toxicity index TTI (AB)=TI (A) × A percent+TI (B) × B percentage in mixture in mixture Number
Actual measurement toxicity index (ATI)=(standard agent EC50÷ reagent agent EC50)×100
Percentage composition+B medicament the toxicity index of A in theoretical toxicity index (TTI)=A medicament toxicity index × mixture × mixed The percentage composition of B in agent
Co-toxicity coefficient (CTC)=[mixture actual measurement toxicity index (ATI) ÷ mixture theory toxicity index (TTI)] × 100
Evaluation criterion: (CTC) >=120 show as potentiation;CTC≤80 show as antagonism;80 < CTC < 120 Show as summation action.
Toxicity Determination embodiment one: (preventing and treating bacterial blight of rice)
Prepared by bacterium solution: strain cultured in test tube is extracted at alcohol burner test tube tampon, pours 10ml sterilized water into, With disinfection inoculation pin, pathogenic bacteria on inclined-plane is scraped gently, make spore suspension, then this spore suspension is poured in advance equipped with several In the sterilizing triangular flask of glass bead, filter bacterium solution with sterile gauze after shake 5min, put in another sterilizing triangular flask, i.e. make institute Need bacterium solution.
Experimental technique: beef extract-peptone agar culture medium is melted, when being cooled to 45 DEG C~50 DEG C, at aseptic condition Under pour into rapidly in sterilizing culture dish together with 0.2ml bacterial suspension, every ware 15ml culture medium, shake up rear cooled and solidified. Punch with the card punch (aperture 4mm) after sterilizing, 1ml medicinal liquid is dripped in circular hole, after being placed in 28 DEG C of calorstats cultivation 2d, use Slide gauge press decussation method measure inhibition zone 2 diameters, average, calculate suppression ratio, obtain virulence curve and EC50, and press Sun Yun abundant method calculating co-toxicity coefficient.
Measurement result is shown in Table 1~table 3.
Table 1 methylsulfonyl bacterium azoles and Prochloraz compound the joint toxicity measuring result preventing and treating bacterial blight of rice
EC50(μg/ml) ATI TTI CTC
Methylsulfonyl bacterium azoles (A) 10.97 100.00 / /
Prochloraz (B) 37.85 28.98 / /
A:B=40:1 9.58 114.51 98.27 116.53
A:B=30:1 8.94 122.71 97.71 125.58
A:B=20:1 8.26 132.81 96.62 137.46
A:B=10:1 7.63 143.77 93.54 153.70
A:B=4:1 6.8 161.32 85.80 188.03
A:B=2:1 5.93 184.99 76.33 242.37
A:B=1:1 6.94 158.07 64.49 245.10
A:B=1:2 10.88 100.83 52.66 191.49
A:B=1:4 13.67 80.25 43.19 185.82
A:B=1:10 19.73 55.60 35.44 156.89
A:B=1:20 23.71 46.27 32.36 142.96
A:B=1:30 28.72 38.20 31.27 122.14
A:B=1:40 30.72 35.71 30.71 116.26
It is in the range of (30:1)~(1:30) by weight from measurement result table 1, methylsulfonyl bacterium azoles and Prochloraz Compounding, the co-toxicity coefficient preventing and treating bacterial blight of rice all reaches more than 120, has obvious potentiation.Particularly, weight is worked as Than for compounding in the range of (10:1)~(1:10), each co-toxicity coefficient processed reaches more than 153, and potentiation is especially pronounced.
Table 2 methylsulfonyl bacterium azoles and fluorine bacterium azoles compound the joint toxicity measuring result preventing and treating bacterial blight of rice
Composition EC50(μg/ml) ATI TTI CTC
Methylsulfonyl bacterium azoles (A) 10.97 100.00 / /
Fluorine bacterium azoles (B) 77.17 14.22 / /
A:B=40:1 11.77 93.20 97.91 95.19
A:B=30:1 9.08 120.81 97.23 124.25
A:B=20:1 8.43 130.13 95.92 135.67
A:B=10:1 7.74 141.73 92.20 153.72
A:B=5:1 6.82 160.85 85.70 187.68
A:B=2:1 6.14 178.66 71.41 250.21
A:B=1:1 8.73 125.66 57.11 220.04
A:B=1:2 13.67 80.25 42.81 187.45
A:B=1:5 23.48 46.72 28.51 163.86
A:B=1:10 32.47 33.79 22.01 153.47
A:B=1:20 41.96 26.14 18.30 142.86
A:B=1:30 52.19 21.02 16.98 123.77
A:B=1:40 60.72 18.07 16.31 110.79
It is in the range of (30:1)~(1:30) by weight from measurement result table 2, methylsulfonyl bacterium azoles and fluorine bacterium azoles Compounding, the co-toxicity coefficient preventing and treating bacterial blight of rice all reaches more than 120, has obvious potentiation.Particularly, weight is worked as Than for compounding in the range of (10:1)~(1:10), each co-toxicity coefficient processed reaches more than 153, potentiation highly significant.
Table 3 methylsulfonyl bacterium azoles and pefurazoate compound the joint toxicity measuring result preventing and treating bacterial blight of rice
Composition EC50(μg/ml) ATI TTI CTC
Methylsulfonyl bacterium azoles (A) 10.97 100.00 / /
Pefurazoate (B) 64.79 16.93 / /
A:B=40:1 11.77 93.20 97.97 95.13
A:B=30:1 9.17 119.63 97.32 122.92
A:B=20:1 8.35 131.38 96.04 136.79
A:B=10:1 7.83 140.10 92.45 151.55
A:B=5:1 6.49 169.03 86.16 196.19
A:B=2:1 5.97 183.75 72.31 254.12
A:B=1:1 8.88 123.54 58.47 211.30
A:B=1:2 12.39 88.54 44.62 198.42
A:B=1:5 18.97 57.83 30.78 187.90
A:B=1:10 29.68 36.96 24.48 150.96
A:B=1:20 35.82 30.63 20.89 146.62
A:B=1:30 44.78 24.50 19.61 124.92
A:B=1:40 52.16 21.03 18.96 110.94
It is in the range of (30:1)~(1:30) by weight from measurement result table 3, methylsulfonyl bacterium azoles and pefurazoate Compounding, the co-toxicity coefficient preventing and treating bacterial blight of rice all reaches more than 120, has obvious potentiation.Particularly, weight is worked as Than for compounding in the range of (10:1)~(1:10), each co-toxicity coefficient processed reaches more than 150, potentiation highly significant.
Toxicity Determination embodiment two: (preventing and treating citrus bacterial canker disease)
Test is with reference to " pesticide bioassay technology " (the old spring edits, and publishing house of Beijing Agricultural University publishes) and " agriculture Bioassay test criterion NY/T1156.2-2006 in coyote hole ".This test uses inhibition zone method.On aseptic operating platform, by NA Culture medium is poured on NA flat board, and after drying, the citrus processing bacteria suspension spreading rod taking 0.1ml is applied to NA flat board equably On.After drying, punch in flat board central authorities with the card punch of diameter 7mm, then take 100 μ l medicinal liquids in aperture.Each concentration 5 Repeat.The process of sterilized water is added as blank in aperture.The calorstat aseptic culture of 28 ± 0.5 DEG C it is placed on after process, Take out after 2d.Use decussation method to measure the antibacterial circle diameter (in units of millimeter) of each process respectively, and calculate inhibition zone The meansigma methods of diameter, suppression ratio.Carry out statistical analysis with DPS data processing software, calculate the EC of each medicament50, then press Sun Yun Abundant method calculates co-toxicity coefficient (CTC).
Measurement result is shown in Table 4~table 7.
Table 4 methylsulfonyl bacterium azoles and Prochloraz compound the joint toxicity measuring result of preventing and treating citrus bacterial canker disease
Composition EC50(μg/ml) ATI TTI CTC
Methylsulfonyl bacterium azoles (A) 8.67 100.00 / /
Prochloraz (B) 46.76 18.54 / /
A:B=50:1 8.19 105.86 98.40 107.58
A:B=30:1 7.27 119.26 97.37 122.48
A:B=20:1 7.03 123.33 96.12 128.31
A:B=15:1 6.67 129.99 94.91 136.96
A:B=10:1 6.18 140.29 92.59 151.51
A:B=5:1 5.37 161.45 86.42 186.82
A:B=3:1 5.74 151.05 79.64 189.67
A:B=1:1 8.49 102.12 59.27 172.29
A:B=1:3 13.35 64.94 38.91 166.92
A:B=1:5 16.29 53.22 32.12 165.71
A:B=1:10 21.78 39.81 25.95 153.42
A:B=1:15 25.87 33.51 23.63 141.81
A:B=1:20 29.46 29.43 22.42 131.26
A:B=1:30 33.27 26.06 21.17 123.10
A:B=1:50 41.27 21.01 20.14 104.32
It is in the range of (30:1)~(1:30) by weight from measurement result table 4, methylsulfonyl bacterium azoles and Prochloraz The co-toxicity coefficient of compounding preventing and treating citrus bacterial canker disease all reaches more than 120, illustrate that the two compounding has bright to preventing and treating citrus bacterial canker disease Aobvious potentiation.Particularly, weight ratio is (10:1): compounding in the range of (1:10), each co-toxicity coefficient processed reach 151 with On, potentiation highly significant.
Table 5 methylsulfonyl bacterium azoles and imazalil compound the joint toxicity measuring result of preventing and treating citrus bacterial canker disease
Composition EC50(μg/ml) ATI TTI CTC
Methylsulfonyl bacterium azoles (A) 8.67 100.00 / /
Imazalil (B) 113.58 7.63 / /
A:B=50:1 9.12 95.07 98.19 96.82
A:B=30:1 7.19 120.58 97.02 124.29
A:B=20:1 6.83 126.94 95.60 132.78
A:B=15:1 6.49 133.59 94.23 141.77
A:B=10:1 6.18 140.29 91.60 153.15
A:B=5:1 5.83 148.71 84.61 175.77
A:B=2:1 5.37 161.45 69.21 233.28
A:B=1:1 6.94 124.93 53.82 232.14
A:B=1:2 10.93 79.32 38.42 206.45
A:B=1:5 21.82 39.73 23.03 172.55
A:B=1:10 35.89 24.16 16.03 150.70
A:B=1:15 46.35 18.71 13.41 139.53
A:B=1:20 55.24 15.70 12.03 130.45
A:B=1:30 67.19 12.90 10.61 121.58
A:B=1:50 78.64 11.02 9.44 116.73
It is in the range of (30:1)~(1:30) by weight from measurement result table 5, methylsulfonyl bacterium azoles and imazalil The co-toxicity coefficient of compounding preventing and treating citrus bacterial canker disease all reaches more than 120, illustrate that the two compounding has bright to preventing and treating citrus bacterial canker disease Aobvious potentiation.Particularly, weight ratio is (10:1): compounding in the range of (1:10), each co-toxicity coefficient processed reach 150 with On, potentiation highly significant.
Table 6 methylsulfonyl bacterium azoles and cyazofamid compound the joint toxicity measuring result of preventing and treating citrus bacterial canker disease
Composition EC50(μg/ml) ATI TTI CTC
Methylsulfonyl bacterium azoles (A) 8.67 100.00 / /
Cyazofamid (B) 124.92 6.94 / /
A:B=50:1 8.72 99.43 98.18 101.27
A:B=30:1 7.24 119.75 97.00 123.46
A:B=20:1 6.97 124.39 95.57 130.16
A:B=15:1 6.44 134.63 94.18 142.94
A:B=10:1 6.17 140.52 91.54 153.51
A:B=5:1 5.76 150.52 84.49 178.15
A:B=2:1 5.29 163.89 68.98 237.60
A:B=1:1 7.31 118.60 53.47 221.81
A:B=1:2 12.18 71.18 37.96 187.52
A:B=1:5 24.67 35.14 22.45 156.54
A:B=1:10 37.27 23.26 15.40 151.05
A:B=1:15 48.18 18.00 12.76 141.06
A:B=1:20 58.27 14.88 11.37 130.84
A:B=1:30 69.29 12.51 9.94 125.85
A:B=1:50 84.56 10.25 8.77 116.98
It is in the range of (30:1)~(1:30) by weight from measurement result table 6, methylsulfonyl bacterium azoles and cyazofamid The co-toxicity coefficient of compounding preventing and treating citrus bacterial canker disease all reaches more than 120, illustrate that the two compounding has bright to preventing and treating citrus bacterial canker disease Aobvious potentiation.Particularly, weight ratio is (10:1): compounding in the range of (1:10), each co-toxicity coefficient processed reach 151 with On, potentiation highly significant.
Table 7 methylsulfonyl bacterium azoles and Fenamidone compound the joint toxicity measuring result of preventing and treating citrus bacterial canker disease
Composition EC50(μg/ml) ATI TTI CTC
Methylsulfonyl bacterium azoles (A) 8.67 100.00 / /
Fenamidone (B) 108.76 7.97 / /
A:B=50:1 7.96 108.92 98.20 110.92
A:B=30:1 7.31 118.60 97.03 122.23
A:B=20:1 7.04 123.15 95.62 128.80
A:B=15:1 6.56 132.16 94.25 140.23
A:B=10:1 6.20 139.84 91.63 152.61
A:B=5:1 5.64 153.72 84.66 181.57
A:B=3:1 6.33 136.97 76.99 177.90
A:B=1:1 6.79 127.69 53.99 236.52
A:B=1:3 14.87 58.31 30.98 188.21
A:B=1:5 22.73 38.14 23.31 163.64
A:B=1:10 34.57 25.08 16.34 153.51
A:B=1:15 44.83 19.34 13.72 140.92
A:B=1:20 53.65 16.16 12.35 130.81
A:B=1:30 63.09 13.74 10.94 125.61
A:B=1:50 74.56 11.63 9.78 118.94
It is (30:1)~the scope of (1:30) by weight from measurement result table 7, methylsulfonyl bacterium azoles and Fenamidone In the co-toxicity coefficient of compounding preventing and treating citrus bacterial canker disease all reach more than 120, illustrate that the two compounding has preventing and treating citrus bacterial canker disease Significantly potentiation.Particularly, weight ratio is (10:1): compounding in the range of (1:10), and each co-toxicity coefficient processed reaches More than 1521, potentiation highly significant.
Toxicity Determination embodiment three: (preventing and treating Muskmelon Fusarium wilt)
Under aseptic technique, the sterilising medium 36ml melted in advance by pipette, extract in aseptic conical flask, Adding the medicinal liquid 4ml with 0.1% Tween 80 aqueous solution dilution, fully shake up, then equivalent pours the training of 4 a diameter of 9cm into Support in ware, make pastille flat board, if the process without medicament is blank.By cultured pathogen, aseptically Beating with the sterilizing card punch of diameter 5mm and take bacterium cake, with Inoculating needle by pure culture biscuits involvng inoculation in pastille flat board central authorities, mycelia faces down, lid Upper ware lid, is placed in moisturizing in 26 DEG C of calorstats and cultivates.When the colony diameter of blank accounts for more than half of ware footpath, with card Colony diameter measured by chi, and each bacterium colony decussation method vertical survey diameter is each once averages, and calculates mycelial growth and presses down Rate processed, makees regression analysis according to the mycelial growth inhibition rate probability value of each drug concentration logarithm value and correspondence, calculates each medicament EC50, and the co-toxicity coefficient of mixture is calculated according to the abundant method of Sun Yun.
Measurement result is shown in Table 8~table 13.
Table 8 methylsulfonyl bacterium azoles and Prochloraz compound the joint toxicity measuring result of preventing and treating Muskmelon Fusarium wilt
Composition EC50(μg/ml) ATI TTI CTC
Methylsulfonyl bacterium azoles (A) 17.42 100.00 / /
Prochloraz (B) 0.09 19355.56 / /
A:B=40:1 2.740 635.77 569.65 111.61
A:B=30:1 2.011 866.24 721.15 120.12
A:B=20:1 1.274 1367.35 1016.93 134.46
A:B=10:1 0.623 2796.15 1850.51 151.10
A:B=8:1 0.564 3088.65 2239.51 137.92
A:B=5:1 0.328 5310.98 3309.26 160.49
A:B=2:1 0.115 15147.83 6518.52 232.38
A:B=1:1 0.069 25246.38 9727.78 259.53
A:B=1:2 0.069 25246.38 12937.04 195.15
A:B=1:5 0.067 26000.00 16146.30 161.03
A:B=1:8 0.066 26393.94 17216.05 153.31
A:B=1:10 0.065 26800.00 17605.05 152.23
A:B=1:15 0.070 24885.71 18152.08 137.10
A:B=1:20 0.073 23863.01 18438.62 129.42
A:B=1:30 0.076 22921.05 18734.41 122.35
It is in the range of (30:1)~(1:30) by weight from measurement result table 8, methylsulfonyl bacterium azoles and Prochloraz The compounding co-toxicity coefficient to Muskmelon Fusarium wilt all reaches more than 120, illustrates that the two compounding preventing and treating Fructus Melo in this ratio range is withered Disease of withering has obvious potentiation.Particularly, when weight ratio is to compound in the range of (10:1)~(1:10), being total to of each process Poison coefficient reaches more than 151, potentiation highly significant.
Table 9 methylsulfonyl bacterium azoles and imazalil compound the joint toxicity measuring result of preventing and treating Muskmelon Fusarium wilt
Composition EC50(μg/ml) ATI TTI CTC
Methylsulfonyl bacterium azoles (A) 17.52 100.00 / /
Imazalil (B) 1.4 1251.43 / /
A:B=40:1 11.72 149.49 128.08 116.71
A:B=30:1 10.23 171.26 137.14 124.88
A:B=14:1 6.92 253.18 176.76 143.23
A:B=10:1 5.58 313.98 204.68 153.40
A:B=8:1 4.72 371.19 227.94 162.85
A:B=5:1 3.18 550.94 291.90 188.74
A:B=3:1 1.72 1018.60 387.86 262.62
A:B=1:1 1.01 1734.65 675.71 256.71
A:B=1:3 1 1752.00 963.57 181.82
A:B=1:5 1 1752.00 1059.52 165.36
A:B=1:8 1 1752.00 1123.49 155.94
A:B=1:10 1.01 1734.65 1146.75 151.27
A:B=1:14 1.09 1607.34 1174.67 136.83
A:B=1:20 1.14 1536.84 1196.60 128.43
A:B=1:30 1.15 1523.48 1214.29 125.46
It is in the range of (30:1)~(1:30) by weight from measurement result table 9, methylsulfonyl bacterium azoles and imazalil The compounding co-toxicity coefficient to Muskmelon Fusarium wilt all reaches more than 120, illustrates that the two compounding preventing and treating Fructus Melo in this ratio range is withered Disease of withering has obvious potentiation.Particularly, when weight ratio is to compound in the range of (10:1)~(1:10), being total to of each process Poison coefficient reaches more than 151, potentiation highly significant.
Table 10 methylsulfonyl bacterium azoles and cyazofamid compound the joint toxicity measuring result of preventing and treating Muskmelon Fusarium wilt
Composition EC50(μg/ml) ATI TTI CTC
Methylsulfonyl bacterium azoles (A) 16.53 100.00 / /
Cyazofamid (B) 1.51 1094.70 / /
A:B=40:1 11.37 145.38 124.26 117.00
A:B=30:1 9.86 167.65 132.09 126.92
A:B=14:1 7.71 214.40 166.31 128.91
A:B=10:1 5.54 298.38 190.43 156.69
A:B=8:1 4.68 353.21 210.52 167.78
A:B=4:1 3.19 518.18 298.94 173.34
A:B=2:1 1.76 939.20 431.57 217.63
A:B=1:1 1.06 1559.43 597.35 261.06
A:B=1:2 1.03 1604.85 763.13 210.30
A:B=1:4 1.05 1574.29 895.76 175.75
A:B=1:8 1.07 1544.86 984.18 156.97
A:B=1:10 1.09 1516.51 1004.27 151.01
A:B=1:14 1.14 1450.00 1028.39 141.00
A:B=1:20 1.18 1400.85 1047.34 133.75
A:B=1:30 1.27 1301.57 1062.61 122.49
It is in the range of (30:1)~(1:30) by weight from measurement result table 10, methylsulfonyl bacterium azoles and cyazofamid The compounding co-toxicity coefficient to Muskmelon Fusarium wilt all reaches more than 120, illustrates that the two compounding preventing and treating Fructus Melo in this ratio range is withered Disease of withering has obvious potentiation.Particularly, when weight ratio is to compound in the range of (10:1)~(1:10), being total to of each process Poison coefficient reaches more than 151, potentiation highly significant.
Table 11 methylsulfonyl bacterium azoles and fluorine bacterium azoles compound the joint toxicity measuring result of preventing and treating Muskmelon Fusarium wilt
Composition EC50(μg/ml) ATI TTI CTC
Methylsulfonyl bacterium azoles (A) 18.37 100.00 / /
Fluorine bacterium azoles (B) 1.20 1530.83 / /
A:B=50:1 17.29 106.25 128.06 82.97
A:B=40:1 13.68 134.28 134.90 99.54
A:B=30:1 10.24 179.39 146.16 122.74
A:B=20:1 7.44 246.91 168.13 146.85
A:B=10:1 5.27 348.58 230.08 151.51
A:B=4:1 2.93 626.96 386.17 162.36
A:B=2:1 1.59 1155.35 576.94 200.25
A:B=1:1 0.94 1954.26 815.42 239.66
A:B=1:2 0.71 2587.32 1053.89 245.50
A:B=1:4 0.77 2385.71 1244.67 191.67
A:B=1:10 0.85 2161.18 1400.76 154.29
A:B=1:20 0.93 1975.27 1462.70 135.04
A:B=1:30 1.02 1800.98 1484.68 121.30
A:B=1:40 1.22 1505.74 1495.93 100.66
A:B=1:50 1.37 1340.88 1502.78 89.23
It is in the range of (30:1)~(1:30) by weight from measurement result table 11, methylsulfonyl bacterium azoles and fluorine bacterium azoles The compounding co-toxicity coefficient to Muskmelon Fusarium wilt all reaches more than 120, illustrates that the two compounding preventing and treating Fructus Melo in this ratio range is withered Disease of withering has obvious potentiation.Particularly, when weight ratio is to compound in the range of (10:1)~(1:10), being total to of each process Poison coefficient reaches more than 151, potentiation highly significant.
Table 12 methylsulfonyl bacterium azoles and Fenamidone compound the joint toxicity measuring result of preventing and treating Muskmelon Fusarium wilt
Composition EC50(μg/ml) ATI TTI CTC
Methylsulfonyl bacterium azoles (A) 18.37 100.00 / /
Fenamidone (B) 1.10 1670.00 / /
A:B=40:1 13.74 133.70 138.29 96.68
A:B=30:1 10.02 183.33 150.65 121.70
A:B=20:1 7.64 240.45 174.76 137.58
A:B=10:1 4.89 375.66 242.73 154.77
A:B=4:1 2.34 785.04 414.00 189.62
A:B=2:1 1.17 1570.09 623.33 251.89
A:B=1:1 0.96 1913.54 885.00 216.22
A:B=1:2 0.91 2018.68 1146.67 176.05
A:B=1:4 0.83 2213.25 1356.00 163.22
A:B=1:10 0.78 2355.13 1527.27 154.20
A:B=1:20 0.83 2213.25 1595.24 138.74
A:B=1:30 0.92 1996.74 1619.35 123.30
A:B=1:40 1.07 1716.82 1631.71 105.22
It is (30:1)~the scope of (1:30) by weight from measurement result table 12, methylsulfonyl bacterium azoles and Fenamidone The interior compounding co-toxicity coefficient to Muskmelon Fusarium wilt all reaches more than 120, and the two compounding preventing and treating Fructus Melo in this ratio range is described Droop has obvious potentiation.Particularly, when weight ratio is to compound in the range of (10:1)~(1:10), each process Co-toxicity coefficient reaches more than 154, potentiation highly significant.
Table 13 methylsulfonyl bacterium azoles and pefurazoate compound the joint toxicity measuring result of preventing and treating Muskmelon Fusarium wilt
Composition EC50(μg/ml) ATI TTI CTC
Methylsulfonyl bacterium azoles (A) 18.37 100.00 / /
Pefurazoate (B) 3.86 475.91 / /
A:B=40:1 14.27 128.73 109.17 117.92
A:B=30:1 13.53 135.77 112.13 121.09
A:B=20:1 11.34 161.99 117.90 137.40
A:B=10:1 9.07 202.54 134.17 150.95
A:B=5:1 6.49 283.05 162.65 174.02
A:B=2:1 3.76 488.56 225.30 216.85
A:B=1:1 2.87 640.07 287.95 222.28
A:B=1:2 2.59 709.27 350.60 202.30
A:B=1:5 2.24 820.09 413.26 198.45
A:B=1:10 2.74 670.44 441.73 151.77
A:B=1:20 2.96 620.61 458.01 135.50
A:B=1:30 3.19 575.86 463.78 124.17
A:B=1:40 3.37 545.10 466.74 116.79
It is in the range of (30:1)~(1:30) by weight from measurement result table 12, methylsulfonyl bacterium azoles and pefurazoate
The compounding co-toxicity coefficient to Muskmelon Fusarium wilt all reaches more than 120, illustrates that the two is compounding anti-in this ratio range Control Fructus Melo
Droop has obvious potentiation.Particularly, when weight ratio is to compound in the range of (10:1)~(1:10), Respectively
The co-toxicity coefficient processed reaches more than 150, potentiation highly significant.
Land for growing field crops test examples
Composite bactericide compositions of the present invention, its active component methylsulfonyl bacterium azoles is (real in all of land for growing field crops drug effect Execute in example, in order to state simplicity, can be with " first sulphur " representative " methylsulfonyl bacterium azoles ") bactericide compounded with imidazoles have significantly Synergistic function, indoor synergistic results is verified in field, comes further with several field efficacy embodiments below Explanation.
Comparison medicament:
CK1:20% methylsulfonyl bacterium azoles wettable powder, self-control;
CK2:10% pefurazoate EW, self-control;
CK3:10% Fenamidone EW, self-control;
CK4:25% Prochloraz EC, registration card number PD20080328, Sichuan Lanyue Science & Technology Co., Ltd., commercial;
CK5:20% imazalil EW, registration card number LS20140058, Jiangsu Sword Agrochemical Co., Ltd., commercial;
CK6:100g/L cyazofamid SC, registration card number PD20141025, Shengnong Biological-Chemical Products Co., Ltd., Shanghai, commercial;
CK7:30% fluorine bacterium azoles WP, registration card number PD20121474, Shaanxi Meibang Pesticide Co., Ltd., commercial.
Field efficacy embodiment one: prevent and treat the field control effectiveness test of bacterial blight of rice
Test method and computational methods are with reference to " GB/T17980.19-2000 pesticide field efficacy medicine test criterion () sterilizes Agent preventing and treating Oryza sativa L. leaf diseases ", every plot area 20m2, often process 4 times and repeat, if clear water is processed as blank, in morbidity Initial stage carries out spray pesticide, interval 7d second time dispenser.Before first time medicine, 14d after 7d, for the second time medicine after medicine for the second time Survey result, classification investigation incidence, calculate disease index, preventive effect.The results are shown in Table 14 and table 15:
Table 14 methylsulfonyl bacterium azoles and Prochloraz compound the field control effectiveness test result preventing and treating bacterial blight of rice
According to field test results table 14, methylsulfonyl bacterium azoles and Prochloraz compound when preventing and treating bacterial blight of rice, Effective ingredient dosage, less than in the case of single dose, all obtains the prevention effect higher than single dose, and after medicine, the preventive effect of 15d is high for the second time In single dose more than 18.14%.After medicine, 14d can also keep good drug effect (more than 74%) for the second time, and the lasting period is long, actual application In can be suitable minimizing spraying times.
Table 15 methylsulfonyl bacterium azoles compounds the field control effectiveness test knot preventing and treating bacterial blight of rice respectively with fluorine bacterium azoles, pefurazoate Really
According to field test results table 15, it is blue or green that methylsulfonyl bacterium azoles compounds preventing and treating Fructus Lycopersici esculenti with fluorine bacterium azoles, pefurazoate respectively During rot, in the case of effective ingredient dosage is less than single dose, all obtain the prevention effect higher than single dose, for the second time after medicine The preventive effect of 15d is higher than single dose more than 18.81%.After medicine, 14d can also keep good drug effect (more than 78%), lasting period for the second time Long, that reality can be suitable in applying minimizing spraying times.
Field efficacy embodiment two: the field control effectiveness test of preventing and treating citrus bacterial canker disease
Test method and computational methods are with reference to " GB/T17980.103-2004 pesticide field efficacy medicine test criterion (two) the 103 parts: bactericidal agent for preventing and treating citrus bacterial canker disease ", every community, for becoming fruit tree in age 3 strain, often processes 4 times and repeats, if clear water is processed as Blank, carries out spray pesticide, interval 7d second time dispenser in their early stage.Before first time medicine, for the second time after medicine 14d survey result after 7d, for the second time medicine, investigates incidence with blade for unit classification, calculates disease index, preventive effect.Result It is shown in Table 16:
Table 16 methylsulfonyl bacterium azoles compounds the field medicine of preventing and treating citrus bacterial canker disease respectively with imazalil, cyazofamid, Fenamidone Effect result of the test
According to field test results table 16, methylsulfonyl bacterium azoles compounds anti-with imazalil, cyazofamid, Fenamidone respectively When controlling citrus bacterial canker disease, in effective ingredient dosage less than in the case of single dose, all obtain the prevention effect higher than single dose, second After secondary medicine, the preventive effect of 15d is higher than single dose more than 19.76%.After medicine, 14d can also keep good drug effect (more than 77%) for the second time, Lasting period is long, the minimizing spraying times that reality can be suitable in applying.
Field efficacy embodiment three: the field control effectiveness test of preventing and treating Muskmelon Fusarium wilt
Test method and computational methods are with reference to " GB/T17980.113-2004 pesticide field efficacy medicine test criterion (two) the 113 parts: bactericidal agent for preventing and treating cucurbits fusarium wilt ", every plot area 30m2, often process 4 times and repeat, non-dispenser is processed as blank right According to, carrying out pouring root dispenser in their early stage, interval 10d executes second time medicine.Before medicine, for the second time after medicine after medicine after 15d, medicine 30d survey result, investigates all plant of each community, records total strain number, diseased plant number, calculates diseased plant rate, preventive effect.The results are shown in Table 17, table 18:
Table 17 methylsulfonyl bacterium azoles and Prochloraz compound the field control effectiveness test result of preventing and treating Muskmelon Fusarium wilt
According to field test results table 17, when methylsulfonyl bacterium azoles and Prochloraz compounding preventing and treating Muskmelon Fusarium wilt, having Effect composition dosage, less than in the case of single dose, all obtains the prevention effect higher than single dose, and after medicine, the preventive effect of 15d is higher than for the second time Single dose more than 21.65%.After medicine, 30d can also keep good drug effect (more than 73%) for the second time, and the lasting period is long, in actual application Minimizing spraying times that can be suitable.
The field control effectiveness test knot of table 18 methylsulfonyl bacterium azoles preventing and treating Muskmelon Fusarium wilt compounding with imazalil, cyazofamid etc. respectively Really
According to field test results table 18, methylsulfonyl bacterium azoles respectively with imazalil, cyazofamid, fluorine bacterium azoles, imidazoles bacterium During ketone, pefurazoate compounding preventing and treating Muskmelon Fusarium wilt, in the case of effective ingredient dosage is less than single dose, all obtain higher than single dose Prevention effect, for the second time after medicine the preventive effect of 15d higher than single dose more than 34.78%.After medicine, 30d can also keep good for the second time Drug effect (more than 75%), the lasting period is long, the minimizing spraying times that reality can be suitable in applying.

Claims (7)

1. one kind contains methylsulfonyl bacterium azoles and the complex composition of imidazoles antibacterial, it is characterised in that described complex composition is with A Being active component with B, wherein A is methylsulfonyl bacterium azoles, and B is imidazoles antibacterial;The chemical name of described methylsulfonyl bacterium azoles is 2- (to fluorophenyl)-5-mesyl-1,3,4-diazole, described imidazoles antibacterial selected from Prochloraz, imazalil, fluorine bacterium azoles, Any one in pefurazoate;Described methylsulfonyl bacterium azoles and the weight ratio of imidazoles antibacterial are (30:1) ~ (1:30).
The most according to claim 1 containing methylsulfonyl bacterium azoles and the complex composition of imidazoles antibacterial, it is characterised in that institute The methylsulfonyl bacterium azoles stated and the weight ratio of imidazoles antibacterial are (10:1) ~ (1:10).
3. one kind contains methylsulfonyl bacterium azoles and the preparation of imidazoles antibacterial, it is characterised in that include in claim 1 to 2 arbitrary Acceptable adjuvant on complex composition described in Xiang and pesticide, is then prepared as preventing and treating the disinfectant use in agriculture of corps diseases.
The most according to claim 3 containing methylsulfonyl bacterium azoles and the preparation of imidazoles antibacterial, it is characterised in that described compounding It is 0.1%~90% that compositions accounts for the weight percentage of described disinfectant use in agriculture.
The most according to claim 4 containing methylsulfonyl bacterium azoles and the preparation of imidazoles antibacterial, it is characterised in that described compounding It is 1%~80% that compositions accounts for the weight percentage of described disinfectant use in agriculture.
The most according to claim 3 containing methylsulfonyl bacterium azoles and the preparation of imidazoles antibacterial, it is characterised in that described agricultural The dosage form of antibacterial is wettable powder, water dispersible granules, aqueous emulsion, suspending agent, granule.
7. crops are bacillary or use in fungal disease in preventing and treating for the complex composition as described in any one of claim 1 ~ 2 On the way.
CN201410788236.6A 2014-12-18 2014-12-18 A kind of containing methylsulfonyl bacterium azoles and the complex composition of imidazoles antibacterial and preparation Active CN104522030B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201410788236.6A CN104522030B (en) 2014-12-18 2014-12-18 A kind of containing methylsulfonyl bacterium azoles and the complex composition of imidazoles antibacterial and preparation

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN201410788236.6A CN104522030B (en) 2014-12-18 2014-12-18 A kind of containing methylsulfonyl bacterium azoles and the complex composition of imidazoles antibacterial and preparation

Publications (2)

Publication Number Publication Date
CN104522030A CN104522030A (en) 2015-04-22
CN104522030B true CN104522030B (en) 2016-10-05

Family

ID=52837811

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201410788236.6A Active CN104522030B (en) 2014-12-18 2014-12-18 A kind of containing methylsulfonyl bacterium azoles and the complex composition of imidazoles antibacterial and preparation

Country Status (1)

Country Link
CN (1) CN104522030B (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109511664A (en) * 2017-09-18 2019-03-26 佛山市盈辉作物科学有限公司 A kind of bactericidal composition for disliking bacterium azoles and cyazofamid containing dichloro

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4033412A1 (en) * 1990-10-20 1992-04-23 Bayer Ag FUNGICIDE AGENTS BASED ON HETEROCYCLIC SUBSTITUTED SULPHONES
CN101861871A (en) * 2010-03-02 2010-10-20 陕西美邦农资贸易有限公司 Sterilization compound containing imazalil and prochloraz
CN102499247B (en) * 2011-10-17 2014-04-23 贵州大学 Oxadiazole sulfone compound for controlling bacterial crop diseases

Also Published As

Publication number Publication date
CN104522030A (en) 2015-04-22

Similar Documents

Publication Publication Date Title
CN104488901B (en) A kind of complex composition and preparation of the azoles of bacterium containing methylsulfonyl and antibioticses bactericide
CN104585184B (en) A kind of complex composition containing methylsulfonyl bacterium azoles
CN100393212C (en) Sterilizing and insecticidal composition
CN104521988B (en) A kind of containing methylsulfonyl bacterium azoles and the complex composition of tiger glue adipic acid copper and preparation
CN109938045A (en) Composition pesticide containing toVerticilliumdahliaActivitie Activitie S of Relative activator protein and Physcion
CN104522035B (en) A kind of containing methylsulfonyl bacterium azoles and the complex composition of fenaminosulf and preparation
CN104488896B (en) Containing methylsulfonyl bacterium azoles and the complex composition of methoxy acrylic bactericide and preparation
CN104522030B (en) A kind of containing methylsulfonyl bacterium azoles and the complex composition of imidazoles antibacterial and preparation
CN104488963B (en) Compound composition with methanesulphonyl myclobutanil and organic copper bactericide and preparation
CN106234392B (en) A kind of microbicide compositions
CN104488911B (en) A kind of insecticidal and bactericidal composition containing methylsulfonyl bacterium azoles and preparation
CN104488926B (en) A kind of containing methylsulfonyl bacterium azoles and the complex composition of thifluzamide and preparation
CN104488930B (en) A kind of complex composition and preparation of the azoles of bacterium containing methylsulfonyl and Zhongshengmycin
CN104488894B (en) A kind of containing methylsulfonyl bacterium azoles and the complex composition of fluopicolide and antibacterial
CN104542625B (en) Compound composition containing methanesulfonyl bacteria oxazole and oxazole bactericide and preparation
CN104542695B (en) A kind of containing methylsulfonyl bacterium azoles and the complex composition of toxic fluoride phosphate and preparation
CN104521992B (en) Containing methylsulfonyl bacterium azoles and the complex composition of dicarboximide series bactericidal agent and preparation
CN104488899B (en) A kind of containing methylsulfonyl bacterium azoles and the complex composition of zinc thiazole and preparation
CN104488905B (en) A kind of containing methylsulfonyl bacterium azoles and the complex composition of S-Ethyl ethylthio sulfonate and preparation
CN106376578B (en) A kind of microbicide compositions
CN104542628B (en) The complex composition and preparation of a kind of azoles of bacterium containing methylsulfonyl and Thiodiazole-copper
CN104430390A (en) Amino-oligosaccharin and ethaboxam compounded agricultural fungicide
CN104621173B (en) A kind of composition pesticide containing methylsulfonyl bacterium azoles and preparation
CN104542629B (en) The complex composition and preparation of a kind of azoles of bacterium containing methylsulfonyl and Inorganic Copper series bactericidal agent
CN104542626B (en) A kind of containing methylsulfonyl bacterium azoles and the complex composition of CGA-173506 and preparation

Legal Events

Date Code Title Description
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
C14 Grant of patent or utility model
GR01 Patent grant