CN113767924B - Application of isoxazole compound in pesticide - Google Patents

Application of isoxazole compound in pesticide Download PDF

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CN113767924B
CN113767924B CN202110930030.2A CN202110930030A CN113767924B CN 113767924 B CN113767924 B CN 113767924B CN 202110930030 A CN202110930030 A CN 202110930030A CN 113767924 B CN113767924 B CN 113767924B
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isoxazole compound
pests
isoxazole
compounds
pesticide
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CN113767924A (en
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开振鹏
凌烨
邵万策
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Shanghai Institute of Technology
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    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72Biocides, 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
    • A01N43/80Biocides, 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 one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02ATECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
    • Y02A50/00TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
    • Y02A50/30Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change

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  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

Abstract

The invention relates to an application of an isoxazole compound in a pesticide, wherein the isoxazole compound is specifically an isoxazole compound FB23 or an isoxazole compound FB23-2, and the structural formulas of the isoxazole compound FB23 and the isoxazole compound FB23-2 are respectively shown as follows:

Description

Application of isoxazole compound in pesticide
Technical Field
The invention belongs to the technical field of pesticides, and relates to application of isoxazole compounds in pesticides.
Background
Cannibalism with the same category is a phenomenon widely existing and distributed in nature. There are various manifestations of congeneric food: eating the same kind is the most direct behavior, which generally occurs when individuals with larger body size eat smaller body size; secondly, this behavior is manifested in eating similar unhatched eggs and larvae, which usually occur in multiple biological populations developing metamorphously, requiring rapid nutrient absorption to develop into adults; again, the mutual attack behavior between species in the same species, which occurs between species in which both parties compete for food or invade the same kind of nest, may result in both abortions and both parties attacking and dying. Cannibalism between species is an adaptive feature evolved due to food deficiency, and since many generations of individuals are exposed to a poorly nourished environment for a long time, the selected population evolves a more efficient way of hunting for food, which is adaptable, has sufficient genetic variation, and evolves in a short time. This may also explain that even under conditions of adequate food, species may be prone to cannibalism.
Cannibalism is documented in many orders of insects, including orthoptera, blattaria, hemiptera, coleoptera, hymenoptera, lepidoptera and diptera. Cannibalism is especially common among lepidopteran insects. When the larvae reach a higher larval density, they will disperse and eventually assume a uniform spatial distribution. Studies have reported that plants decrease their food consumption by defending to induce increased self-killing behavior of insects. Therefore, a novel approach is provided for green prevention and control of pests by developing pesticides capable of inducing pests to eat like.
The compounds FB23 and FB23-2 are used in life science and medical research, but their use as pesticides has not been reported.
Disclosure of Invention
The invention aims to provide a novel and green pest control technology, namely an application of isoxazole compounds capable of inducing pests to eat like the same phase in pesticides.
The purpose of the invention can be realized by the following technical scheme:
an application of isoxazole compounds in pesticides is disclosed, wherein the isoxazole compounds are specifically isoxazole compounds FB23(CAS registration number: 2243736-35-6) or isoxazole compounds FB23-2(CAS registration number: 2243736-45-8), and the structural formulas of the isoxazole compounds are respectively shown as follows:
Figure BDA0003210241770000021
furthermore, the isoxazole compound can be used for preparing pesticides and can be applied to agricultural pest control.
Furthermore, the isoxazole compound can be used for preparing pesticides for controlling Spodoptera frugiperda.
Furthermore, the isoxazole compound can be used for preparing a pesticide for controlling prodenia litura.
Furthermore, the isoxazole compound can be used for preparing pesticides for controlling diamondback moths.
Furthermore, the isoxazole compound can be used for preparing pesticides for controlling beet armyworm.
The insecticidal mechanism is different from other commercialized insecticides, and isoxazole compounds FB23 and FB23-2 can induce lepidoptera pest larvae to eat with the same species, reduce population density and achieve the aim of preventing and controlling lepidoptera pests. Therefore, a novel approach for green prevention and control of pests is provided, and the insecticidal composition has very obvious effect on spodoptera frugiperda, prodenia litura, plutella xylostella and spodoptera exigua.
Compared with the prior art, the invention has the following characteristics:
1) the invention widens the application field of the compounds FB23 and FB23-2, and applies the compounds FB23 and FB23-2 to pesticides for the first time, in particular applies the compounds which can induce pests to eat like one another to green prevention and control of the pests for the first time;
2) compared with the pesticide mainly acting on a pest nervous system in the prior art, the isoxazole compounds FB23 and FB23-2 can induce pests to eat at the same class, so that the control of various agricultural pests can be realized, and the control effect on Spodoptera frugiperda, Spodoptera litura, plutella xylostella and Spodoptera exigua is particularly remarkable.
Detailed Description
The present invention will be described in detail with reference to specific examples. In the present embodiment, the technical solution of the present invention is used as a precondition for implementation, and a detailed implementation manner and a specific operation process are given, but the scope of the present invention is not limited to the following embodiments.
Compounds FB23 and FB23-2 in the following examples are available from Selleck Chemicals; the insects were purchased from Biopesticide Co., Ltd, Keyun, Henan province, and bred in the laboratory.
The test insect breeding conditions are as follows: the feed is purchased from biological pesticide of cloud of Henan province, and the water source is tap water, the temperature is 28 + -1 deg.C, the relative humidity is 50-70%, and the light cycle is L14: D10.
Example 1:
and (3) determining the influence of the compounds FB23 and FB23-2 on cannibalism behavior of pests.
1. The test method comprises the following steps:
the method reported in the reference of this example (Nat Ecol Evol 2017,1:1205-1207) measures the effects of compounds FB23 and FB23-2 on feeding behavior of Spodoptera frugiperda, Spodoptera litura, Plutella xylostella and Spodoptera exigua, and specifically comprises the following steps:
selecting a plurality of normal and healthy 4-instar larvae and normal and healthy 3-instar larvae, and respectively putting one 4-instar larva and one 3-instar larva into the goblet with enough food; the experimental group (set with 5 biological replicates) and the blank control group were set with 10 cups as one group. The compound was diluted to 10 with acetone -5 -10 -7 M, separately dropped on the dorsal forethorax of 4-instar larvae in the experimental cups at a dose of 5. mu.L/body by the dropping method. The placebo group was spotted with the same dose of acetone. Observing and recording whether cannibalism behaviors occur in the cup within 24 h.
2. Analysis and discussion of results:
according to observation of a 24-hour cannibalism experiment, the compounds FB23 and FB23-2 are found to have an enhancement effect on cannibalism behavior of spodoptera frugiperda, spodoptera exigua, plutella xylostella and spodoptera exigua. Tables 1 and 2 show the incidence of eating behavior of the same species of spodoptera frugiperda, spodoptera litura, plutella xylostella and spodoptera exigua treated with compounds FB23 and FB23-2 at different concentrations within 24 h.
TABLE 1 incidence of cannibalism behavior (%)% in 24h of Compound FB 23-treated pests
Spodoptera frugiperda Prodenia litura Diamondback moth Beet armyworm
10 -5 M treatment 94±2 72±6 84±10 78±8
10 -6 M treatment 52±6 36±4 28±2 26±2
10 -7 M treatment 12±2 8±4 0 0
Blank control 0 0 0 0
TABLE 2 incidence of cannibalism behavior in 24h of Compound FB23-2 treated pests
Spodoptera frugiperda Prodenia litura Diamondback moth Beet armyworm
10 -5 M treatment 86±8 92±5 78±6 84±8
10 -6 M treatment 48±4 62±4 36±4 32±4
10 -7 M treatment 8±2 10±4 12±2 6±2
Blank control 0 0 0 0
Experimental results show that the compounds FB23 and FB23-2 have certain promotion effects on cannibalism behavior of Spodoptera frugiperda, Spodoptera litura, Plutella xylostella and Spodoptera exigua. Larvae of 4 th instar who have cannibalism will eat all 3 rd instar within 24 hours. The group of 4-instar larvae still eat feed after cannibalism, which indicates that the action mechanism of the drug does not make the larvae refuse to eat but induces the larvae to generate cannibalism behavior.
In the field, pests with different pest ages exist at the same time, and the compounds FB23 and FB23-2 can induce the pests to have cannibalism behavior, so that old-age pests can eat low-age pests, and the purposes of reducing pest density and protecting crops are further achieved.
The embodiments described above are described to facilitate an understanding and appreciation of the invention by those skilled in the art. It will be readily apparent to those skilled in the art that various modifications to these embodiments may be made, and the generic principles described herein may be applied to other embodiments without the use of the inventive faculty. Therefore, the present invention is not limited to the above embodiments, and those skilled in the art should make modifications and alterations without departing from the scope of the present invention.

Claims (2)

1. The application of the isoxazole compound in the pesticide is characterized by comprising the steps of using the isoxazole compound to prepare the pesticide for preventing and controlling spodoptera frugiperda, prodenia litura, plutella xylostella or spodoptera exigua;
the structural formula of the isoxazole compound is shown as follows:
Figure FDA0003669637530000011
2. the application of the isoxazole compound in the pesticide is characterized by comprising the steps of using the isoxazole compound to prepare the pesticide for preventing and controlling spodoptera frugiperda, prodenia litura, plutella xylostella or spodoptera exigua;
the structural formula of the isoxazole compound is shown as follows:
Figure FDA0003669637530000012
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Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3629474A (en) * 1967-12-04 1971-12-21 Ici Ltd Insecticidal and fungicidal compositions and methods of combating fungi and insects using isoxazolyl carbamates
US3759941A (en) * 1965-08-20 1973-09-18 Sankyo Co Insecticidal isoxazole derivatives
US4892882A (en) * 1980-11-11 1990-01-09 Sankyo Company Limited Carbamoyloxy-isoxazole derivatives, their preparation and insecticidal compositions containing them
WO2017200100A1 (en) * 2016-05-20 2017-11-23 石原産業株式会社 N-(4-pyridyl) benzamide compound or salt thereof, and pest control agent containing said compound or salt thereof as active ingredient

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES2920057T3 (en) * 2017-11-30 2022-08-01 Oat Agrio Co Ltd A new isoxazole compound or a salt thereof

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3759941A (en) * 1965-08-20 1973-09-18 Sankyo Co Insecticidal isoxazole derivatives
US3629474A (en) * 1967-12-04 1971-12-21 Ici Ltd Insecticidal and fungicidal compositions and methods of combating fungi and insects using isoxazolyl carbamates
US4892882A (en) * 1980-11-11 1990-01-09 Sankyo Company Limited Carbamoyloxy-isoxazole derivatives, their preparation and insecticidal compositions containing them
WO2017200100A1 (en) * 2016-05-20 2017-11-23 石原産業株式会社 N-(4-pyridyl) benzamide compound or salt thereof, and pest control agent containing said compound or salt thereof as active ingredient

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
"strobilurins类杀菌剂的作用机制和化学合成";陆玉峰等;《现代农药》;20030430;第2卷(第2期);第29-33页 *
"异噁唑类化合物的生物活性研究进展";王翔等;《凯里学院学报》;20150630;第33卷(第3期);第42-45页 *
"新型含异噁唑环醚菊酯的合成及生物活性研究";张田林等;《化学通报》;20031231(第1期);第32页 *

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