CN112314611B - Use of oxanilic acid for controlling flea beetles - Google Patents
Use of oxanilic acid for controlling flea beetles Download PDFInfo
- Publication number
- CN112314611B CN112314611B CN201910714543.2A CN201910714543A CN112314611B CN 112314611 B CN112314611 B CN 112314611B CN 201910714543 A CN201910714543 A CN 201910714543A CN 112314611 B CN112314611 B CN 112314611B
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- Prior art keywords
- flea beetles
- pyridaben
- oxanilic acid
- beetles
- test
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- 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.)
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- 241000902876 Alticini Species 0.000 title claims abstract description 16
- PQJZHMCWDKOPQG-UHFFFAOYSA-N 2-anilino-2-oxoacetic acid Chemical compound OC(=O)C(=O)NC1=CC=CC=C1 PQJZHMCWDKOPQG-UHFFFAOYSA-N 0.000 title abstract description 7
- FTWUXYZHDFCGSV-UHFFFAOYSA-N n,n'-diphenyloxamide Chemical compound C=1C=CC=CC=1NC(=O)C(=O)NC1=CC=CC=C1 FTWUXYZHDFCGSV-UHFFFAOYSA-N 0.000 claims abstract description 3
- 241000437063 Phyllotreta striolata Species 0.000 claims description 11
- 238000000034 method Methods 0.000 claims description 5
- 241000738498 Epitrix pubescens Species 0.000 claims description 3
- 229930013356 epothilone Natural products 0.000 claims 2
- HESCAJZNRMSMJG-KKQRBIROSA-N epothilone A Chemical class C/C([C@@H]1C[C@@H]2O[C@@H]2CCC[C@@H]([C@@H]([C@@H](C)C(=O)C(C)(C)[C@@H](O)CC(=O)O1)O)C)=C\C1=CSC(C)=N1 HESCAJZNRMSMJG-KKQRBIROSA-N 0.000 claims 2
- 239000005645 nematicide Substances 0.000 abstract description 2
- 239000005663 Pyridaben Substances 0.000 description 13
- DWFZBUWUXWZWKD-UHFFFAOYSA-N pyridaben Chemical compound C1=CC(C(C)(C)C)=CC=C1CSC1=C(Cl)C(=O)N(C(C)(C)C)N=C1 DWFZBUWUXWZWKD-UHFFFAOYSA-N 0.000 description 13
- 238000012360 testing method Methods 0.000 description 8
- 239000003814 drug Substances 0.000 description 7
- UWVQIROCRJWDKL-UHFFFAOYSA-N oxadixyl Chemical compound CC=1C=CC=C(C)C=1N(C(=O)COC)N1CCOC1=O UWVQIROCRJWDKL-UHFFFAOYSA-N 0.000 description 6
- 241000238631 Hexapoda Species 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 239000000203 mixture Substances 0.000 description 4
- 239000004557 technical material Substances 0.000 description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 229940079593 drug Drugs 0.000 description 3
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 3
- 229920000053 polysorbate 80 Polymers 0.000 description 3
- 231100000419 toxicity Toxicity 0.000 description 3
- 230000001988 toxicity Effects 0.000 description 3
- 235000013311 vegetables Nutrition 0.000 description 3
- KAATUXNTWXVJKI-NSHGMRRFSA-N (1R)-cis-(alphaS)-cypermethrin Chemical compound CC1(C)[C@@H](C=C(Cl)Cl)[C@H]1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 KAATUXNTWXVJKI-NSHGMRRFSA-N 0.000 description 2
- JSNQSLSBBZFGBM-VZCHMASFSA-N (5r,8s)-2,2,4-trimethyl-3-oxabicyclo[2.2.2]octane-5,8-diol Chemical compound O[C@H]1CC2C(C)(C)OC1(C)[C@H](O)C2 JSNQSLSBBZFGBM-VZCHMASFSA-N 0.000 description 2
- WCXDHFDTOYPNIE-RIYZIHGNSA-N (E)-acetamiprid Chemical compound N#C/N=C(\C)N(C)CC1=CC=C(Cl)N=C1 WCXDHFDTOYPNIE-RIYZIHGNSA-N 0.000 description 2
- PGOOBECODWQEAB-UHFFFAOYSA-N (E)-clothianidin Chemical compound [O-][N+](=O)\N=C(/NC)NCC1=CN=C(Cl)S1 PGOOBECODWQEAB-UHFFFAOYSA-N 0.000 description 2
- 239000005875 Acetamiprid Substances 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 239000005888 Clothianidin Substances 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 239000005941 Thiamethoxam Substances 0.000 description 2
- 239000004480 active ingredient Substances 0.000 description 2
- 238000004364 calculation method Methods 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 229960002220 epomediol Drugs 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000000575 pesticide Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 230000000384 rearing effect Effects 0.000 description 2
- NWWZPOKUUAIXIW-FLIBITNWSA-N thiamethoxam Chemical compound [O-][N+](=O)\N=C/1N(C)COCN\1CC1=CN=C(Cl)S1 NWWZPOKUUAIXIW-FLIBITNWSA-N 0.000 description 2
- 230000001018 virulence Effects 0.000 description 2
- 239000005877 Alpha-Cypermethrin Substances 0.000 description 1
- 239000005874 Bifenthrin Substances 0.000 description 1
- 241001124134 Chrysomelidae Species 0.000 description 1
- 241000254173 Coleoptera Species 0.000 description 1
- 244000241257 Cucumis melo Species 0.000 description 1
- 235000015510 Cucumis melo subsp melo Nutrition 0.000 description 1
- 240000001624 Espostoa lanata Species 0.000 description 1
- 235000009161 Espostoa lanata Nutrition 0.000 description 1
- 239000005588 Oxadiazon Substances 0.000 description 1
- CHNUNORXWHYHNE-UHFFFAOYSA-N Oxadiazon Chemical compound C1=C(Cl)C(OC(C)C)=CC(N2C(OC(=N2)C(C)(C)C)=O)=C1Cl CHNUNORXWHYHNE-UHFFFAOYSA-N 0.000 description 1
- 235000010627 Phaseolus vulgaris Nutrition 0.000 description 1
- 244000046052 Phaseolus vulgaris Species 0.000 description 1
- 241000275067 Phyllotreta Species 0.000 description 1
- 208000010513 Stupor Diseases 0.000 description 1
- 241000607479 Yersinia pestis Species 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 238000007605 air drying Methods 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- OMFRMAHOUUJSGP-IRHGGOMRSA-N bifenthrin Chemical compound C1=CC=C(C=2C=CC=CC=2)C(C)=C1COC(=O)[C@@H]1[C@H](\C=C(/Cl)C(F)(F)F)C1(C)C OMFRMAHOUUJSGP-IRHGGOMRSA-N 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- ZXQYGBMAQZUVMI-UNOMPAQXSA-N cyhalothrin Chemical compound CC1(C)C(\C=C(/Cl)C(F)(F)F)C1C(=O)OC(C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 ZXQYGBMAQZUVMI-UNOMPAQXSA-N 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000002552 dosage form Substances 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000013100 final test Methods 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 235000021384 green leafy vegetables Nutrition 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 230000009191 jumping Effects 0.000 description 1
- 238000012417 linear regression Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000003020 moisturizing effect Effects 0.000 description 1
- 239000010413 mother solution Substances 0.000 description 1
- -1 re Species 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000007619 statistical method Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- IHNSIFFSNUQGQN-UHFFFAOYSA-N tioxazafen Chemical compound C1=CSC(C=2ON=C(N=2)C=2C=CC=CC=2)=C1 IHNSIFFSNUQGQN-UHFFFAOYSA-N 0.000 description 1
- 238000002723 toxicity assay Methods 0.000 description 1
- 231100000820 toxicity test Toxicity 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/82—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with three ring hetero atoms
Abstract
The invention relates to the use of oxanilic acid for controlling flea beetles. Oxanilide is a known nematicide and has the following structure.
Description
Technical Field
The invention relates to a new application of known pesticide oxanilic acid in preventing and treating flea beetles.
Background
Flea beetles belong to coleoptera and leaf beetle pests, and are harmful to leaf vegetables, solanaceous fruits, melons and beans. Flea beetles are difficult to control because of their high jumping ability and their habit of living in soil. The existing medicines for preventing and treating flea beetles, such as acetamiprid, pyridaben, thiamethoxam, clothianidin and the like, have serious resistance in a large range, so that the false death rate of the flea beetles is up to more than 90 percent.
Oxafenals (Tioxazafen) are a known nematicide, the structures of which are disclosed in chinese patent applications CN101820761A and CN104936451A as follows:
disclosure of Invention
In the process of researching on the oxanilic acid, the inventor of the application unexpectedly finds that the oxanilic acid has good activity on flea beetles. The present application has been made based on this finding.
Therefore, the invention relates to a new application of the oxanilic acid in preventing and treating flea beetles.
Detailed Description
The active ingredient, oxanilines, used in the present invention are known compounds, the structures and the preparation methods of which are disclosed in chinese patent applications CN101820761A and CN104936451A, as described above.
In the novel use of the present invention, the active ingredient, the oxanilide, can be formulated into various dosage forms such as suspensions, emulsions and the like, as required, together with carriers and/or adjuvants which are agriculturally acceptable. Preferably, the formulation contains 0.1 to 99% by weight of the oxalinear phenol.
In addition, in the new application of the invention, the oxadixyl can be applied together with the existing flea beetle control drugs, such as acetamiprid, pyridaben, thiamethoxam, clothianidin, alpha cypermethrin, beta cypermethrin, bifenthrin, cyhalothrin and the like, and can also be applied together with bactericides or other insecticides according to the situation.
In the present invention, the term "combined administration" may be alternately administered independently of each other, or may be administered in the form of a composition.
Agricultural practitioners can determine the application frequency and frequency of the oxadixyl according to the disease degree of the flea beetles, and the dosage of the oxadixyl is 10-1000 g/mu, preferably 50-500 g/mu.
Examples
In the following examples, the activity of oxadinols on flea beetles was tested.
1. Materials and methods
1.1 test Agents and sources thereof
99.5% of oxalinear phenol raw drug: hebei Lansheng Biotech, Inc.;
96% pyridaben raw pesticide: hebei Lansheng Biotech Ltd.
1.2 test organisms
The insect source to be tested is Phyllotreta striolata (Phyllotreta striolata) imago, which is collected in vegetable fields in Huadu district of Guangzhou city, collected by a finger-shaped glass tube, taken back to a laboratory, domesticated and raised for 2 to 3 days, and then tested.
1.3 preparation of the medicament
Accurately weighing an oxadixyl technical material and a pyridaben technical material, dissolving the oxadixyl technical material and the pyridaben technical material by using acetone, assisting the dissolution by using ultrasonic waves, and then diluting the obtained product by using a 0.1% Tween 80 aqueous solution to a constant volume to prepare a mother solution of 10000 mg/L.
According to the preliminary test, 5 concentration gradients (calculated by effective components) are set for each medicament or mixture, the concentration of the solvent in the final test system is controlled to be consistent, and the blank control contains equal amounts of organic solvent and emulsifier. During the test, the oxadixyl is gradually diluted to 200, 100, 50, 25 and 12.5mg/L by using 0.1 percent of Tween 80 aqueous solution, and the contrast medicament pyridaben is gradually diluted to 500, 250, 125, 62.5 and 31.25mg/L by using 0.1 percent of Tween 80 aqueous solution.
1.4 test methods
The test is carried out by adopting a leaf dipping method according to agricultural industry standard NY/T1154.14-2008. The method comprises the following specific steps:
selecting clean and fresh Shanghai green leaves, cutting into 2 × 4cm, soaking in medicinal liquid with different concentrations for 10s, taking out, placing into a clean culture dish paved with filter paper, air drying, and transferring into a glass tube with 2.5 × 7.5 cm. The phyllotreta striolata imagoes are anesthetized by ether, the stupor phyllotreta striolata imagoes are inoculated to the treated Shanghai green leaves, 12 heads of the phyllotreta imagoes are inoculated to each dish, cotton balls are added for moisturizing, and the fine-hole gauze covers the opening of the pipe to prevent the phyllotreta striolata from escaping. After the test insects completely revive, the test insects are moved into an insect rearing room with the temperature of (25 +/-1 ℃), the humidity of about 70 percent and the photoperiod of L: D (16: 8) h for rearing and observation, and the death condition is investigated after 72 h. Each treatment was repeated 4 times and the control was treated with the same amount of organic solvent and emulsifier.
1.5 statistics and calculations
Calculating mortality and correcting mortality according to Abbott formula, performing statistical analysis with SPSS software, and calculating virulence regression equation and LC50、LC90And 95% confidence limits, the virulence effects of the comparative agents were analyzed.
Mortality (%). mortality vs. total number of insects × 100
Corrected mortality (%) - (treatment mortality-control mortality)/(1-control mortality) × 100
2. Test results
The original data of the death condition and the like of the flea beetles treated by different concentrations of the phenol and the pyridaben are shown in the table 1.
TABLE 1 indoor toxicity assay data (72h) of demon and pyridaben against Phyllotreta striolata adults
Through linear regression and analysis calculation, the toxicity regression equation of the oxadiazon and pyridaben to the vegetable yellow flea beetle,LC50、LC90The equivalent values are shown in Table 2.
TABLE 2 indoor toxicity of fenaminox and pyridaben against Phyllotreta striolata (72h)
As can be seen from Table 2, the epomediol has good toxicity to phyllotreta striolata and LC of 72h50The value is 54.97mg/L, which is obviously better than 124.60mg/L of pyridaben.
The pyridaben is an important medicament for preventing and treating vegetable flea beetles in the current production, is generally applied and plays an important role in preventing and treating the flea beetles. Indoor toxicity test results show that the activity of the epomediol on the phyllotreta striolata is superior to that of pyridaben, and the composition has excellent control effect on the phyllotreta striolata.
Claims (3)
1. Use of epothilones for controlling fleas-beetles, characterized in that it comprises the use of an effective amount of epothilones.
2. The use of claim 1, wherein the flea beetle is phyllotreta striolata.
3. A method of controlling flea beetles, the method comprising the use of an effective amount of an oxanilide.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910714543.2A CN112314611B (en) | 2019-08-04 | 2019-08-04 | Use of oxanilic acid for controlling flea beetles |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910714543.2A CN112314611B (en) | 2019-08-04 | 2019-08-04 | Use of oxanilic acid for controlling flea beetles |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN112314611A CN112314611A (en) | 2021-02-05 |
| CN112314611B true CN112314611B (en) | 2021-07-30 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201910714543.2A Active CN112314611B (en) | 2019-08-04 | 2019-08-04 | Use of oxanilic acid for controlling flea beetles |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN112314611B (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115381964A (en) * | 2022-08-31 | 2022-11-25 | 河北科技大学 | Improved preparation method of oxazoline phenol-cyclodextrin inclusion compound |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1097545A (en) * | 1992-01-23 | 1995-01-25 | 道伊兰科公司 | With replacing De oxadiazole and thiadiazole compound control insect |
| WO2010006713A2 (en) * | 2008-07-17 | 2010-01-21 | Bayer Cropscience Ag | Heterocyclic compounds used as pesticides |
| CN108157384A (en) * | 2018-02-12 | 2018-06-15 | 佛山市普尔玛农化有限公司 | A kind of composition of the 1,3,4- oxadiazole thioether class Pesticidal compounds containing styryl |
-
2019
- 2019-08-04 CN CN201910714543.2A patent/CN112314611B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1097545A (en) * | 1992-01-23 | 1995-01-25 | 道伊兰科公司 | With replacing De oxadiazole and thiadiazole compound control insect |
| WO2010006713A2 (en) * | 2008-07-17 | 2010-01-21 | Bayer Cropscience Ag | Heterocyclic compounds used as pesticides |
| CN108157384A (en) * | 2018-02-12 | 2018-06-15 | 佛山市普尔玛农化有限公司 | A kind of composition of the 1,3,4- oxadiazole thioether class Pesticidal compounds containing styryl |
Also Published As
| Publication number | Publication date |
|---|---|
| CN112314611A (en) | 2021-02-05 |
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Address after: 050000 No.585 Tianshan Street, high tech Zone, Shijiazhuang, Hebei Province Patentee after: Hebei Guzhirun Technology Co.,Ltd. Patentee after: Lansheng Biotechnology Group Co.,Ltd. Address before: 050000 No.585 Tianshan Street, high tech Zone, Shijiazhuang, Hebei Province Patentee before: Hebei Guzhirun Technology Co.,Ltd. Patentee before: HEBEI LANSHENG BIOTECH Co.,Ltd. |