CN103563915A - Bactericidal composition containing thifluzamide and metconazole and application thereof - Google Patents

Bactericidal composition containing thifluzamide and metconazole and application thereof Download PDF

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CN103563915A
CN103563915A CN201210275459.3A CN201210275459A CN103563915A CN 103563915 A CN103563915 A CN 103563915A CN 201210275459 A CN201210275459 A CN 201210275459A CN 103563915 A CN103563915 A CN 103563915A
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metconazole
thifluzamide
bactericidal composition
composition according
bactericidal
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彭永强
郭崇友
倪峰
陈文明
曹志斌
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Nanjing Huazhou Pharmaceutical Co Ltd
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Nanjing Huazhou Pharmaceutical Co Ltd
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Abstract

The invention belongs to the field of pesticides and discloses a bactericidal composition containing thifluzamide and metconazole and an application thereof. The bactericidal composition takes thifluzamide and metconazole as main active ingredients, wherein the weight ratio of thifluzamide to metconazole is (1-70):(1-50). The bactericidal composition can be used for preventing the diseases of cereal, melon and fruit or vegetable crops, has relatively high synergistic effect, overcomes and delays the drug resistance of germs, and realizes high bactericidal speed and long duration while the application cost is reduced and the prevention effect is obviously better than that of using a single agent.

Description

A kind of bactericidal composition and application thereof containing thifluzamide and metconazole
Technical field:
The invention belongs to pesticide field, relate to a kind of bactericidal composition and uses thereof, be specifically related to a kind of bactericidal composition and application thereof containing thifluzamide and metconazole.
Background technology
Thifluzamide (Trifluzamide), also claims thifluzamide, chemical name: 2', the bromo-2-methyl-4'-of 6'-bis-trifluoromethoxy-4-Trifluoromethyl-1,3-thiadiazoles-5-hydroxyl anilide, molecular formula C 13h 6br 2f 6n 2o 2s, chemical structural formula
Figure BDA00001975320500011
Thifluzamide toxicity is low: rat acute LD50 of passing through mouth >5000mg/kg, and rat acute is through skin LD50>5000mg/kg, and rat acute sucks LC50>50001.4mg/L air.To lagophthalmos eyeball, there is moderate to stimulate, rabbit skin is had to minimal irritation.Belong to thiazole amide bactericide, there is strong interior conductivity and the long lasting effect of inhaling.Thifluzamide is succinate dehydrogenase inhibitor, and due to fluorine-containing, its its competitiveness in biochemical pathway is very strong, once be combined with substrate or enzyme, is just difficult for recovering.
Thifluzamide is for paddy rice, cereal crop and lawn, effective to pathomycetes such as black minute Pseudomonas of Rhizoctonia, Puccinia, raw meat, corticium, Ustilagos, to the fungus-caused disease of Basidiomycetes, as damping off, banded sclerotial blight etc. has special efficacy.For paddy rice, cereal crop, lawn cauline leaf, process, using dosage is 125~250g active ingredient/hm2, and for cereal crop and non-cereal crop Dressing, using dosage is 7~30g active ingredient/kg seed.Medicament has excellent preventive effect to rice banded sclerotial blight, using dosage 130~140g active ingredient/hm2, cereal crop rust 125~250g active ingredient/hm2.
Metconazole (metconazole), is again hydroxyl bacterium azoles, chemical name: 5-(4-chlorphenyl)-2,2-dimethyl-1-(1,2,4-triazol-1-yl methyl)-cyclopentanol, white, tasteless crystalline solid.Solvability (20 ℃, mg/L) water 15, methyl alcohol 235, acetone 238.9; There are good heat endurance and hydrolytic stability.Toxicity LD50 (mg/kg): rat acute LD50 of passing through mouth > 661, quail 790, rat acute is through skin LD50 > 2000.Non-stimulated to rabbit skin, to lagophthalmos eyeball, there is light emblem to stimulate.Nontoxic to earthworm.Fish LC50(96h, mg/L): rainbow trout 2.2~4.0, carp 3.99, molecular formula: C17H22ClN3O structural formula:
Figure BDA00001975320500021
The metconazole mechanism of action is C-14 demethylation enzyme inhibitor in ergosterol biosynthesis.Although the mechanism of action is the same with other triazole bactericidal agents, activity profile difference is larger.Two kinds of isomer have bactericidal activity, but cis activity is higher than trans.The antifungal spectrum of metconazole is very extensive, and active splendid.Absorption bactericide in a kind of new, wide spectrum. be mainly used in wheat control septoria musiva, fringe sickle-like bacteria, leaf rust, yellow rust, powdery mildew, glume blight; Barley prevents and treats short shape rust, powdery mildew, Rhynchosporium spp.; The Rhynchosporium spp. of rye, leaf rust, oat prevents and treats crown rust; Leaf rust, the septoria musiva of triticale (wheat and rye hybridization).To Septoria and rust superior activity, have good protection and therapeutic action concurrently, not only can process but also can make seed treatment by cauline leaf.
The difficulty of prevention and cure of phytopathogen is increasing at present, and on the one hand, along with the change of pattern of farming, the economic crops cultivated areas such as melon and fruit, vegetables progressively expand, and disease occurrence degree, generation quantity all increase, and in control, difficulty strengthens; On the other hand, the resistance of pathogen rises year by year under lasting medicament selection pressure, and the control efficiency of single dose is had a greatly reduced quality, and control of plant disease is faced with significant challenge.
Summary of the invention
The object of the invention is for above-mentioned technical problem provide a kind of applied widely, cost is low, the effective plant bactericidal composition containing thifluzamide and metconazole.
A further object of the invention is to provide the purposes of this bactericidal composition.
The object of the invention is to realize by following measures:
, it take thifluzamide and metconazole is main active ingredient, and wherein thifluzamide and metconazole weight ratio are 1 ~ 70:1 ~ 50, and wherein in bactericidal composition, effective ingredient is present in composition with synergy effective dose.
Described bactericidal composition, wherein said thifluzamide and metconazole weight ratio are preferably 5 ~ 50:10 ~ 50, more preferably 5 ~ 40:10 ~ 30, particularly preferably 1:0.1 ~ 20.
In the present composition, the two total weight percent in composition of thifluzamide and metconazole is 2 ~ 80%, is preferably 5 ~ 50%, most preferably 8 ~ 40%.
Described bactericidal composition, wherein thifluzamide and metconazole and known auxiliary agent and excipient are re-dubbed any one formulation allowing on agricultural chemicals.These known auxiliary agents, excipients have dispersant, diffusant, defoamer, wetting agent, disintegrant etc.Auxiliary agent can adopt the one or more combinations in calcium dodecyl benzene sulfonate, alkylphenol polyoxyethylene, the rare block compound of polyoxyethylene polyoxy third (as agriculture breast 33#), polyoxyethylene nonylphenol ether, and excipient comprises cyclohexanone, dimethylbenzene, solvent naphtha, water, antifreezing agent (as propane diols), deionized water etc.Above auxiliary agent, excipient and other auxiliary material can alone or and use.
Described bactericidal composition, its formulation is missible oil, pulvis, wetting powder, suspending agent, suspension emulsion or water dispersion granule.
The application of described bactericidal composition in the medicine of preparation control Cereal, melon and fruit or vegetable crop fungal disease.
Preferably described bactericidal composition is prevented and treated the application in the medicine of leaf blight, rust, powdery mildew, downy mildew, epidemic disease, anthracnose, S.scabies, brown spot, damping off, banded sclerotial blight, gray mold in preparation.
Beneficial effect of the present invention:
1, the present invention's thifluzamide used is thiazole amide bactericide, and metconazole is New-type wide-spectrum triazole bactericidal agent, is mutually mixed and can not produces low touch, can Synergistic, reduce dosage, and reduce costs.
2, the present composition scope of application increases, be applicable to prevent and treat the crop pest of Cereal, various melon and fruit, vegetables, particularly prevent and treat the crop pests such as paddy rice, wheat, capsicum, banana, mango, pineapple, cucumber, tomato, as leaf blight, rust, powdery mildew, downy mildew, epidemic disease, anthracnose, S.scabies, brown spot, damping off, banded sclerotial blight, gray mold.
Bactericidal composition of the present invention has good control efficiency to sac fungi, basidiomycetes, imperfect fungus and Oomycete fungal disease; And suppress insect or the drug-fast generation of fungi to unitary agent (thifluzamide and metconazole are arbitrary).
Embodiment
Below in conjunction with embodiment, the invention will be further described, and in embodiment, the preparation method of formulation is conventional method.
Embodiment 1:
By thifluzamide 5g, metconazole 10g, detergent LS(to methoxyl group fatty acid amido benzene sulfonic acid sodium salt) 2g, dispersing agent NNO (sodium methylene bis-naphthalene sulfonate) 4g, white carbon 5g, kaolin adds to 100g mixture and carries out air-flow crushing, and making main active ingredient weight percentage is 15% wetting powder.
Embodiment 2:
By thifluzamide 10g, metconazole 40g, detergent LS 3g, dispersing agent NNO 4g, white carbon 5g, kaolin adds to 100g mixture and carries out air-flow crushing, and making main active ingredient weight percentage is 50% wetting powder.
Embodiment 3:
By thifluzamide 4g, metconazole 32g, detergent LS 3g, dispersing agent NNO 4g, white carbon 5g, kaolin adds to 100g mixture and carries out air-flow crushing, and making main active ingredient weight percentage is 36% wetting powder.
Embodiment 4:
Take 5g thifluzamide, 50g metconazole, phenethyl phenol polyethenoxy ether phosphate 3g, agriculture breast 33#2g, alkylphenol polyoxyethylene 1g, solvent naphtha 13g, adds water to 100g.The method of above raw material being prepared routinely to aqueous emulsion drops into the mixing of mixing kettle high speed, and making main active ingredient weight percentage is 55% thifluzamide-metconazole aqueous emulsion.
Embodiment 5:
Take 2g thifluzamide, 30g metconazole, calcium dodecyl benzene sulfonate 6g, phenethyl phenol polyethenoxy ether phosphate 3g, agriculture breast 33#2g, alkylphenol polyoxyethylene 1g, isopropyl alcohol 10g, adds water to 100g.The method that above raw material is prepared to microemulsion routinely drops in mixing kettle mixes, and making main active ingredient weight percentage is 32% thifluzamide-metconazole microemulsion.
Embodiment 6:
Take 1g thifluzamide, 5g metconazole, phenethyl phenol polyethenoxy ether phosphate 3g, agriculture breast 33#2g, alkylphenol polyoxyethylene 1g, solvent naphtha 13g, adds water to 100g.The method of above raw material being prepared routinely to aqueous emulsion drops into the mixing of mixing kettle high speed, and making main active ingredient weight percentage is 6% thifluzamide-metconazole aqueous emulsion.
Embodiment 7:
Take 50g thifluzamide, 20g metconazole, calcium dodecyl benzene sulfonate 5g, phenethyl phenol polyethenoxy ether 2g, solvent naphtha are to 100g.The method that above raw material is prepared to missible oil routinely drops in mixing kettle mixes, and making main active ingredient weight percentage is 70% thifluzamide-metconazole missible oil.
Embodiment 8:
Take 2g thifluzamide, 40g metconazole, calcium dodecyl benzene sulfonate 8g, phenethyl phenol polyethenoxy ether 5g, solvent naphtha are to 100g.The method that above raw material is prepared to missible oil routinely drops in mixing kettle mixes, and making main active ingredient weight percentage is 42% thifluzamide-metconazole missible oil.
Embodiment 9:
Take 5g thifluzamide, 20g metconazole, calcium dodecyl benzene sulfonate 6g, phenethyl phenol polyethenoxy ether phosphate 3g, agriculture breast 33#2g, alkylphenol polyoxyethylene 1g, isopropyl alcohol 10g, adds water to 100g.The method that above raw material is prepared to microemulsion routinely drops in mixing kettle mixes, and making main active ingredient weight percentage is 25% thifluzamide-metconazole microemulsion.
Embodiment 10:
Take 5g thifluzamide, 0.5g metconazole, calcium dodecyl benzene sulfonate 6g, phenethyl phenol polyethenoxy ether 7g, solvent naphtha are to 100g.The method that above raw material is prepared to missible oil routinely drops in mixing kettle mixes, and making main active ingredient weight percentage is 5.5% thifluzamide-metconazole missible oil.
Embodiment 11:
Take 5g thifluzamide, 30g metconazole, calcium dodecyl benzene sulfonate 4g, phenethyl phenol polyethenoxy ether 4g, solvent naphtha are to 100g.The method that above raw material is prepared to missible oil routinely drops in mixing kettle mixes, and making main active ingredient weight percentage is 35% thifluzamide-metconazole missible oil.
Embodiment 12:
Take 10g thifluzamide, 10g metconazole, lignin 2g, polyoxyethylene poly-oxygen propylene aether and sulphate 4g thereof, xanthans 0.15g, ethylene glycol 5g, silica ethane 0.10g, aluminium-magnesium silicate 0.5g, water complements to 100g, and under the effect of sand mill, making main active ingredient weight percentage is 20% thifluzamide-metconazole suspending agent.
Embodiment 13:
Take 30g thifluzamide, 12g metconazole, lignin 2g, polyoxyethylene poly-oxygen propylene aether and sulphate 4g thereof, xanthans 0.15g, ethylene glycol 5g, silica ethane 0.10g, aluminium-magnesium silicate 0.5g, water complements to 100g, and under the effect of sand mill, making main active ingredient weight percentage is 42% thifluzamide-metconazole suspending agent.
Embodiment 13:
Take 2g thifluzamide, 5g metconazole, the 8g of wooden sodium sulfonate, lauryl sodium sulfate 2g, ammonium sulfate 5g, polyvinyl alcohol 5g, borax 2g, diatomite 28g complements to 100g, and it is 7% thifluzamide-metconazole water dispersion granule that above raw material is made to main active ingredient weight percentage by water dispersible granular agent method.
Embodiment 14:
Take 4g thifluzamide, 13g metconazole, the 8g of wooden sodium sulfonate, lauryl sodium sulfate 2g, ammonium sulfate 5g, polyvinyl alcohol 5g, borax 2g, diatomite 28g complements to 100g, and it is 17% thifluzamide-metconazole water dispersion granule that above raw material is made to main active ingredient weight percentage by water dispersible granular agent method.
Embodiment 15:
Take 5g thifluzamide, 15g metconazole, lignin 2g, polyoxyethylene poly-oxygen propylene aether and sulphate 4g thereof, xanthans 0.15g, ethylene glycol 5g, silica ethane 0.10g, aluminium-magnesium silicate 0.5g, water complements to 100g, and under the effect of sand mill, making main active ingredient weight percentage is 20% thifluzamide-metconazole suspending agent.
Embodiment 16
Indoor biometrics test:
In indoor employing mycelial growth rate method, measure the EC50 value of different medicaments to bacterial strain, adopt the coefficient calculations method of spending together of the abundant introduction of Sun Yun, calculate the co-toxicity coefficient (CTC) of mixture, determine the synergy of mixture.
The a certain single dose of take in mixture (is selected EC conventionally as standard medicament 50junior), calculate:
Single dose toxicity index=standard medicament EC 50/ certain single dose EC50 * 100
Toxicity index * B single dose proportion in mixture of toxicity index * A single dose proportion+B single dose in mixture of theoretical toxicity index=A single dose
The EC of actual measurement toxicity index=standard single dose 50the EC of value/mixture 50value * 100
Co-toxicity coefficient=actual measurement toxicity index/theoretical toxicity index * 100
CTC is greater than 120 o'clock mixtures and has synergetic, and it is antagonism that CTC is less than at 80 o'clock, and CTC is summation action between 80-120.
Table 1: the indoor biometrics result of the different proportionings of thifluzamide+metconazole to Rhizoctonia solani Kuhn (Thanatephorus cucumeris (Frank) Donk)
Medicament Virulence regression equation EC50(mg/L) Co-toxicity coefficient
24% thifluzamide EC Y=2.0356X+5.7824 0.4127 -
50% metconazole WDG Y=2.6619X+2.8904 6.2019 -
Embodiment 1 Y=1.9817X+5.2911 0.7130 153.26
Embodiment 2 Y=1.5504X+4.8892 1.1788 138.25
Embodiment 3 Y=1.7603X+4.5085 1.9020 127.44
Field control effectiveness test:
Test is processed: this test medicine consumption is established respectively three concentration for the treatment of according to the difference of each composition, and contrast medicament is respectively commercially available agricultural chemicals 50% metconazole WDG and 24% thifluzamide EC and the test of blank clear water.
Test method: each community area is 66.7m 2, repeat 3 times; Inspection drug effect method before dispenser after Investigation and Prevention is: random sampling 5 points in test treatment region, check rice sheath blight disease occurrence degree.
Result of the test is in Table 2:
Table 2
Figure BDA00001975320500061
Figure BDA00001975320500071
Note: a is illustrated in the level of α=0.05 remarkable, and b is illustrated in the level of α=0.05 variant, and c is illustrated in the level of α=0.05 not remarkable.
By indoor biometrics and field efficacy result, show, thifluzamide and metconazole composition have obvious synergistic function, and the control efficiency of composition is good, and control efficiency is all better than single dose kind, in agricultural application, have using value.

Claims (10)

1. a bactericidal composition, is characterized in that take that thifluzamide and metconazole are as main active ingredient, and wherein the weight ratio of thifluzamide and metconazole is 1~70:1~50.
2. bactericidal composition according to claim 1, is characterized in that described thifluzamide and the weight ratio of metconazole are 5~50:10~50.
3. bactericidal composition according to claim 2, is characterized in that described thifluzamide and the weight ratio of metconazole are 5~40:10~30, preferably 1:0.1~20.
4. bactericidal composition according to claim 1, is characterized in that the two gross weight percentage composition in composition of described thifluzamide and metconazole is 2-80%.
5. bactericidal composition according to claim 4, is characterized in that the two gross weight percentage composition in composition of described thifluzamide and metconazole is 5-50%.
6. bactericidal composition according to claim 5, is characterized in that the two gross weight percentage composition in composition of described thifluzamide and metconazole is 8-40%.
7. bactericidal composition according to claim 1, is characterized in that take that thifluzamide and metconazole are mixed with any one formulation allowing on agricultural chemicals as main active ingredient and insecticides adjuvant, excipients.
8. bactericidal composition according to claim 7, is characterized in that described formulation is missible oil, suspending agent, aqueous emulsion, wetting powder, microemulsion or water dispersion granule.
9. the application of bactericidal composition claimed in claim 1 in the medicine of preparation control Cereal, melon and fruit or vegetable crop fungal disease.
10. application according to claim 9, is characterized in that described bactericidal composition prevents and treats the application in the medicine of leaf blight, rust, powdery mildew, downy mildew, epidemic disease, anthracnose, S.scabies, brown spot, damping off, banded sclerotial blight, gray mold in preparation.
CN201210275459.3A 2012-08-04 2012-08-04 Bactericidal composition containing thifluzamide and metconazole and application thereof Pending CN103563915A (en)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112931515A (en) * 2021-03-10 2021-06-11 上海赫腾精细化工有限公司 Emulsifiable concentrate preparation composition containing metconazole and preparation method and application thereof

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1043127A (en) * 1988-11-29 1990-06-20 孟山都公司 Substituted thiazole and mycocide purposes thereof
WO1995000303A1 (en) * 1993-06-21 1995-01-05 Bayer Aktiengesellschaft Fungicidal active-substance combination
CN102204546A (en) * 2011-04-16 2011-10-05 陕西汤普森生物科技有限公司 Bactericidal composition containing thifluzamide and triazole compounds
CN102657183A (en) * 2012-04-12 2012-09-12 广西田园生化股份有限公司 Thifluzamide-containing ultra low volume liquid formulation

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1043127A (en) * 1988-11-29 1990-06-20 孟山都公司 Substituted thiazole and mycocide purposes thereof
WO1995000303A1 (en) * 1993-06-21 1995-01-05 Bayer Aktiengesellschaft Fungicidal active-substance combination
CN102204546A (en) * 2011-04-16 2011-10-05 陕西汤普森生物科技有限公司 Bactericidal composition containing thifluzamide and triazole compounds
CN102657183A (en) * 2012-04-12 2012-09-12 广西田园生化股份有限公司 Thifluzamide-containing ultra low volume liquid formulation

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112931515A (en) * 2021-03-10 2021-06-11 上海赫腾精细化工有限公司 Emulsifiable concentrate preparation composition containing metconazole and preparation method and application thereof

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