CN108605940A - A kind of fluorine chlorine worm bisamide insecticide and its application - Google Patents

A kind of fluorine chlorine worm bisamide insecticide and its application Download PDF

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Publication number
CN108605940A
CN108605940A CN201611133912.1A CN201611133912A CN108605940A CN 108605940 A CN108605940 A CN 108605940A CN 201611133912 A CN201611133912 A CN 201611133912A CN 108605940 A CN108605940 A CN 108605940A
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Prior art keywords
chlorine worm
fluorine chlorine
insecticide
application
worm bisamide
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CN201611133912.1A
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Chinese (zh)
Inventor
葛家成
司国栋
白复芹
刘晓晨
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Hailir Pesticides and Chemicals Group Co Ltd
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Hailir Pesticides and Chemicals Group Co Ltd
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Priority to CN201611133912.1A priority Critical patent/CN108605940A/en
Publication of CN108605940A publication Critical patent/CN108605940A/en
Withdrawn legal-status Critical Current

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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
    • A01N43/48Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/561,2-Diazoles; Hydrogenated 1,2-diazoles
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond

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  • Life Sciences & Earth Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Dentistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Plant Pathology (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

A kind of fluorine chlorine worm bisamide insecticide of present invention offer and application, chemical constitution are as follows:

Description

A kind of fluorine chlorine worm bisamide insecticide and its application
Technical field
The present invention relates to agricultural technology fields, more particularly to a kind of fluorine chlorine worm bisamide insecticide and its application.
Background technology
Diseases and pests of agronomic crop is one of the Main Agricultural disaster in China, it has, and type is more, influences big and breaks out into often The characteristics of calamity, occurrence scope and severity often result in heavy losses to Chinese national economy, particularly agricultural production.China Crops common are the pest and disease damage of following type:Rice leaf roller, striped rice borer, beet armyworm, diamondback moth, planthopper, white powder Disease, corn borer, bollworm, wheat rust, cotten aphid, the sheath and culm blight of rice, rice blast, wheat aphid, wheat red mite, locust, gibberella zeaze petch of wheat and barley Deng, it has also become the great pest and disease damage for seriously affecting China's agricultural production leads to pest pair since chemical pesticide control is used for a long time A variety of chemical insecticides such as organochlorine, organophosphor, carbamate, pyrethroid produce different degrees of drug resistance, prevent Control significant effect decline so that peasant has to increase dosage to improve preventive effect, but reduces the safety of agricultural product again.
Invention content
In order to meet people for new insecticide demand, we have proposed a kind of fluorine chlorine worm bisamide insecticide and its use On the way, insecticide using the present invention can achieve the effect that efficient insecticide,
The present invention is achieved by the following technical solutions:
The present invention provides a kind of fluorine chlorine worm bisamide insecticide, and chemical constitution is as follows:
Chemical name:The bromo- 1- of 3- (3- chloropyridine -2- bases)-N- [4, the 6- bis- chloro- fluoro- 2- of 3- (methylamino formamide) benzene Base] -1H- pyrazoles -5- formamides
Empirical formula:C17H10BrCl3FN5O2
Relative molecular mass (based on international relative atomic mass in 2009):521.56
Bioactivity:Desinsection
Fusing point (DEG C):238-240;
A kind of noval chemical compound of the fluorine chlorine worm bisamide as my company's autonomous innovation exploitation, belongs to benzamide insecticides, Energy efficient activation insect ryania (muscle) receptor excessively discharges the calcium ion in intracellular calcium store in turn, causes insect paralysis dead It dies.High to the larva activity of lepidoptera pest, insecticidal spectrum is wide, and lasting effect is good.The active ingredient is shown to mammal and evil The extremely significant selective difference of worm ryanodine receptor substantially increases the safety to mammal and other vertebrates, but The detailed mechanism of action is still further verified up for later stage correlation test.
Present invention simultaneously provides a kind of purposes of fluorine chlorine worm bisamide insecticide, and agricultural insecticidal is being prepared as active constituent Purposes in agent or fungicide.
Preferably, above-mentioned fluorine chlorine worm bisamide as active constituent and insecticides adjuvant, excipients be configured to pesticide field permit Perhaps any one dosage form;Or fluorine chlorine worm bisamide is matched as active constituent and other pesticides and insecticides adjuvant, excipients Any one dosage form of pesticide field permission is made.
Preferably, the dosage form that above-mentioned pesticide field allows is wettable powder, water dispersible granules, missible oil, aqua, suspension Agent, microemulsion, dispersible oil-suspending agent, granule, big granula.
Wettable powder:Hygroscopicity is strong, can be dispersed or suspended in water after adding water, can spray, poison bait and soil treatment Deng use.
Water dispersible granules are also known as dry suspending agent or grain shape wettable powder:Once into the water, can be disintegrated, divide quickly It dissipates, forms the granular preparation of the solid-liquid dispersing system of higher suspension.
Emulsion is also known as missible oil:It is emulsion that emulsion, which adds after water, can be used for spraying, sprinkle pour, dress seed, soaking seed, pesticide-clay mixture, stem brush Deng.
Soluble powder is also known as aqua:Can directly to water spray or sprinkle pour.
Antisettling agent refers generally to suspending agent:Suspending agent refers to uniformly dividing solid pesticide active compound with 4 microns of particles below The preparation in water is dissipated, international code name is SC.Due to SC without as can dusting problem wet-milling (WP), it is nonflammable easy Quick-fried, grain size is small, and bioactivity is high, and proportion is larger, and packaging volume is smaller, other opposite formulations of pesticide safety and environmental protections, therefore, SC is As the pesticide species that water baseization pesticides new formulation tonnage is larger.
Microemulsion is made of liquid pesticide, surfactant, water, stabilizer etc., belong to thermodynamics through when the dispersion stablized System.Its main feature is that using water as medium, organic solvent, thus non-ignitable not quick-fried, production operation, storing safety, ring are free of or contained less Border pollution is few, saves a large amount of organic solvents;Pesticide dispersion degree is high, reaches miniaturization degree, and pesticide particle is generally 0.1~0.01 Micron, appearance are similar to transparent or sub-translucent liquid;Good dispersion in water is strong to target body permeability, adhesive force is good.
Dispersible oil-suspending agent " 0D " is the Oil- that FAO (Food and Agriculture Organization of the United Nation) (FAO) newly releases in recent years Basedsuspensionconcentrate, the also known as code of Oildispersion dosage forms:Active ingredient (it is molten may to contain other The active ingredient of solution) liquid preparation of the stable suspersion in organic fluid, it is used after being diluted with water.
Preferably, other above-mentioned pesticides include emamectin benzoate, avermectin, dinotefuran, clothianidin, Diacloden, Tolfenpyrad, Pyridalyl, chlorine fluorine cyanogen insect amide, Rynaxypyr, fipronil bisamide, Biphenthrin, pyridaben, Hexythiazox, Envidor, Methomyl, Cupric sulfate, dimehypo, cypermethrin, Fenpropathrin, chlorfenapyr, imidacloprid, Acetamiprid, Buprofezin, Bifenazate, Hexythiazox, propargite, flubenzuron, lufenuron, diflubenzuron, triflumuron, gamma cyhalothrin, azacyclotin, clofentezine, second mite Azoles, indoxacarb, lufenuron, metaflumizone, pleocidin, ethyl pleocidin, Amitraz, propargite, malathion, fluorine worm Nitrile, effective cypermethrin, Fluoxastrobin, pyraclostrobin, hymexazol, Metalaxyl-M, thiophanate methyl, Tebuconazole, phenyl ether methyl cyclic At least one of azoles and trifloxystrobin.
Preferably, above-mentioned insecticide is for preventing Lepidoptera, Homoptera and coleopteron.
Preferably, above-mentioned Lepidoptera, Homoptera and coleopteron are that diamondback moth, aleyrodid, leafhopper, beet armyworm, rice are vertical Leaf roll snout moth's larva, bollworm, prodenia litura, aphid, acarid and flea beetle.
Compared with prior art, the beneficial effects of the present invention are:
1, insecticidal spectrum, antimicrobial spectrum are wide, and desinsection, antibacterial time are short, and the lasting period is long, learn to farm medicine phases ratio with generalization, to pest With tag, stomach poison function, significant effect;
2, synthesis technology is simple, at low cost;
3, compounding effect is good.
Specific implementation mode
With reference to embodiment, present disclosure is further illustrated.It should be appreciated that the implementation of the present invention is not limited to In the following examples, the accommodation in any form or change made to the present invention both fall within the scope of the present invention;Under and The method in embodiment is stated, is the conventional method of this field unless otherwise instructed.
Embodiment 1:
Fluorine chlorine worm bisamide (content 95%) toxicity measures:
1, test medicine:Take 95% fluorine chlorine worm bisamide active compound, 95% Rynaxypyr TC, 95% Buprofezin TC, 95.60% pyridaben TC.
2, test worm target:Diamondback moth Plutella xylostella (L.) 3 age mid-term larva of indoor raising, beet night Moth Spodoptera exigua H ü bner3 latter stage in age larvas, planthopper Nilaparvata lugens4 age nymphs, cinnabar leaf Mite Tetranychus cinnabarinus deutonymphs and at mite.
3, using solvent:Compound is configured to 2.5% preparation with DMF, is then diluted to 100ppm with 1 ‰ tween water.
4, test period:2015.10.
Remarks:Every test worm growing way is small and weak in test result observation, be slow in action, feeding is obviously less is determined as Polypide is dead.
Test result is as shown in table 1:
Table 1:Fluorine chlorine worm bisamide (content 95%) toxicity measures
As shown in Table 1, the compound of the present invention is in the killing effect of diamondback moth and beet armyworm, when high concentration (100ppm) can reach 100% killing pest, but in low concentration, effect is not notable, there is part insecticidal effect.To rice In the experiment of the killing effect of plant hopper and Tetranychus cinnabarinus, it can be seen that in high concentration and low concentration, have good insecticidal effect, far Far more than common insecticide pyridaben TC and Buprofezin TC.
Embodiment 2:
30% fluorine chlorine worm bisamide SC determinations of activity:
1, test medicine:30% fluorine chlorine worm bisamide SC, 25% diafenthiuron EC (card card), 2.5% imidacloprid DMF solution, 95.60% pyridaben TC.
2, test worm target:Diamondback moth Plutella xylostella (L.) 3 age mid-term larva of indoor raising, striped rice borer Chilo suppressalis (Walker) four ages mid-term larva, Tetranychus cinnabarinus Tetranychus cinnabarinus deutonymphs and At mite, aphis craccivora AphiscraccivoraKoch.
3, using solvent:Compound is configured to 2.5% preparation with DMF, is then diluted to 100ppm with 1 ‰ tween water.
4, test period:2015.10.
Remarks:Every test worm growing way is small and weak in test result observation, be slow in action, feeding is obviously less is determined as Polypide is dead.
Test result is as shown in table 2:
Table 2:30% fluorine chlorine worm bisamide SC determinations of activity
As seen from the above table, in testing the killing of diamondback moth, fluorine chlorine worm bisamide of the invention can in high concentration and Low concentration all has good killing effect to diamondback moth, considerably beyond 25% diafenthiuron EC of common insecticide (card card);Right In the killing experiment of striped rice borer, fluorine chlorine worm bisamide of the invention and 25% diafenthiuron EC (card blocks) equally, can not play killing Effect;In testing the killing of aphis craccivora, fluorine chlorine worm bisamide of the invention and 2.5% imidacloprid of common efficient pesticides DMF solution reaches essentially identical killing effect;In testing the killing of Tetranychus cinnabarinus, the double acyls of 20% fluorine chlorine worm of the invention Amine is unable to reach the effect of 95.60% pyridaben TC, but combines table 1, and the fluorine chlorine worm bisamide of high concentration is to Tetranychus cinnabarinus Killing effect is significantly larger than pyridaben.

Claims (7)

1. a kind of fluorine chlorine worm bisamide insecticide and its application, which is characterized in that chemical constitution is as follows:
Chemical name:The bromo- 1- of 3- (3- chloropyridine -2- bases)-N- [4, the 6- bis- chloro- fluoro- 2- of 3- (methylamino formamide) phenyl] - 1H- pyrazoles -5- formamides
Empirical formula:C17H10BrCl3FN5O2
Relative molecular mass (based on international relative atomic mass in 2009):521.56
Bioactivity:Desinsection
Fusing point (DEG C):238-240.
2. a kind of application of fluorine chlorine worm bisamide insecticide, which is characterized in that fluorine chlorine worm bisamide is being prepared as active constituent Purposes in agricultural fungicides.
3. a kind of application of fluorine chlorine worm bisamide insecticide as claimed in claim 2, which is characterized in that the double acyls of the fluorine chlorine worm Amine is configured to any one dosage form of pesticide field permission as active constituent and insecticides adjuvant, excipients;Or fluorine chlorine worm is double Amide is configured to any one agent of pesticide field permission as active constituent and other pesticides and insecticides adjuvant, excipients Type.
4. a kind of application of fluorine chlorine worm bisamide insecticide as claimed in claim 3, which is characterized in that the pesticide field is permitted Perhaps dosage form is wettable powder, water dispersible granules, missible oil, aqua, suspending agent, microemulsion, dispersible oil-suspending agent, particle Agent, big granula.
5. a kind of application of fluorine chlorine worm bisamide insecticide as claimed in claim 2, which is characterized in that other described pesticide packets Include emamectin benzoate, avermectin, dinotefuran, clothianidin, Diacloden, Tolfenpyrad, pyridalyl, chlorine fluorine cyanogen insect amide, chlorine worm benzene Formamide, fipronil bisamide, Biphenthrin, pyridaben, Hexythiazox, Envidor, Methomyl, Cupric sulfate, dimehypo, chlorine cyanogen chrysanthemum Ester, Fenpropathrin, chlorfenapyr, imidacloprid, Acetamiprid, Buprofezin, Bifenazate, hexythiazox, propargite, flubenzuron, lufenuron, Diflubenzuron, gamma cyhalothrin, azacyclotin, clofentezine, etoxazole, indoxacarb, lufenuron, metaflumizone, kills at triflumuron more Rhzomorph, ethyl pleocidin, Amitraz, propargite, malathion, ethiprole, effective cypermethrin, Fluoxastrobin, pyrazoles ether bacterium At least one of ester, hymexazol, Metalaxyl-M, thiophanate methyl, Tebuconazole, difenoconazole and trifloxystrobin.
6. a kind of application of fluorine chlorine worm bisamide insecticide as claimed in claim 2, which is characterized in that the insecticide is used for Prevent Lepidoptera, Homoptera and coleopteron.
7. a kind of application of fluorine chlorine worm bisamide insecticide as claimed in claim 6, which is characterized in that the Lepidoptera, same Wing mesh and coleopteron be diamondback moth, aleyrodid, leafhopper, beet armyworm, rice leaf roller, bollworm, prodenia litura, aphid, Acarid and flea beetle.
CN201611133912.1A 2016-12-10 2016-12-10 A kind of fluorine chlorine worm bisamide insecticide and its application Withdrawn CN108605940A (en)

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Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109845745A (en) * 2019-01-19 2019-06-07 海利尔药业集团股份有限公司 A kind of composition containing fluorine chlorine worm bisamide and process for preparation of benzoylurea compounds
CN109845740A (en) * 2019-01-22 2019-06-07 海利尔药业集团股份有限公司 A kind of Pesticidal combination of fluorine-containing chlorine worm bisamide and bishydrazide insecticide
CN109845746A (en) * 2019-01-25 2019-06-07 海利尔药业集团股份有限公司 A kind of Pesticidal combination of fluorine-containing chlorine worm bisamide and biological source insecticide
CN109907045A (en) * 2019-02-25 2019-06-21 海利尔药业集团股份有限公司 A kind of composition of fluorine-containing chlorine worm bisamide and pyrethroid insecticides
CN111434226A (en) * 2019-01-14 2020-07-21 海利尔药业集团股份有限公司 Insecticidal composition containing fluorine chlorantraniliprole and trifluoro-benzene pyrimidine
CN113331198A (en) * 2021-06-28 2021-09-03 海利尔药业集团股份有限公司 Use of bifloramide for improving plant quality
CN113854297A (en) * 2021-11-04 2021-12-31 海利尔药业集团股份有限公司 Nano suspending agent containing fluorine chlorantraniliprole and methoxyfenozide and preparation method thereof
CN114271283A (en) * 2022-01-13 2022-04-05 青岛海利尔生物科技有限公司 Insecticidal composition containing fluorine-containing chlorantraniliprole
CN114287434A (en) * 2022-01-14 2022-04-08 海利尔药业集团股份有限公司 Fluchlrodilidiprole-containing insecticidal composition
CN114617130A (en) * 2022-04-23 2022-06-14 青岛滕润翔检测评价有限公司 Insecticidal composition containing fenmezodithiaz and application thereof
CN114732022A (en) * 2022-05-26 2022-07-12 海利尔药业集团股份有限公司 Application of insecticidal composition containing fluorine chloantraniliprole in preventing and treating lepidoptera and hemiptera pests of crops
CN115581239A (en) * 2022-08-23 2023-01-10 海利尔药业集团股份有限公司 Suspending agent containing fluorine chlorantraniliprole and lufenuron and preparation method thereof
CN115886003A (en) * 2022-12-09 2023-04-04 湖南化研院检测技术有限公司 Insecticidal composition containing bromofenoxaprop-benzene bisamide and chlorofluoromethane and application thereof

Cited By (25)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN111434226A (en) * 2019-01-14 2020-07-21 海利尔药业集团股份有限公司 Insecticidal composition containing fluorine chlorantraniliprole and trifluoro-benzene pyrimidine
CN109845745B (en) * 2019-01-19 2024-01-12 海利尔药业集团股份有限公司 Composition containing flucloxapyroxad and benzoylurea insecticides
CN112970763A (en) * 2019-01-19 2021-06-18 海利尔药业集团股份有限公司 Composition containing flubendiamide and benzoylurea insecticides
CN112970762A (en) * 2019-01-19 2021-06-18 海利尔药业集团股份有限公司 Composition containing flubendiamide and benzoylurea insecticides
CN109845745A (en) * 2019-01-19 2019-06-07 海利尔药业集团股份有限公司 A kind of composition containing fluorine chlorine worm bisamide and process for preparation of benzoylurea compounds
CN109845740A (en) * 2019-01-22 2019-06-07 海利尔药业集团股份有限公司 A kind of Pesticidal combination of fluorine-containing chlorine worm bisamide and bishydrazide insecticide
CN109845740B (en) * 2019-01-22 2024-01-30 海利尔药业集团股份有限公司 Insecticidal composition containing flucloxapyroxad and bishydrazide insecticide
CN109845746A (en) * 2019-01-25 2019-06-07 海利尔药业集团股份有限公司 A kind of Pesticidal combination of fluorine-containing chlorine worm bisamide and biological source insecticide
CN109845746B (en) * 2019-01-25 2024-01-23 海利尔药业集团股份有限公司 Insecticidal composition containing flucloxapyroxad and biological insecticide
CN109907045A (en) * 2019-02-25 2019-06-21 海利尔药业集团股份有限公司 A kind of composition of fluorine-containing chlorine worm bisamide and pyrethroid insecticides
CN113331198B (en) * 2021-06-28 2023-12-12 海利尔药业集团股份有限公司 Use of flucloxapyroxad for improving plant quality
CN113331198A (en) * 2021-06-28 2021-09-03 海利尔药业集团股份有限公司 Use of bifloramide for improving plant quality
CN113854297A (en) * 2021-11-04 2021-12-31 海利尔药业集团股份有限公司 Nano suspending agent containing fluorine chlorantraniliprole and methoxyfenozide and preparation method thereof
CN115708510A (en) * 2022-01-13 2023-02-24 青岛海利尔生物科技有限公司 Insecticidal composition containing fluorine-containing chlorantraniliprole
CN114271283A (en) * 2022-01-13 2022-04-05 青岛海利尔生物科技有限公司 Insecticidal composition containing fluorine-containing chlorantraniliprole
CN115708510B (en) * 2022-01-13 2024-03-26 青岛海利尔生物科技有限公司 Insecticidal composition containing flucloxapyroxad
CN114271283B (en) * 2022-01-13 2024-03-01 青岛海利尔生物科技有限公司 Insecticidal composition containing flucloxapyroxad
CN114287434A (en) * 2022-01-14 2022-04-08 海利尔药业集团股份有限公司 Fluchlrodilidiprole-containing insecticidal composition
CN114617130B (en) * 2022-04-23 2023-10-20 海利尔药业集团股份有限公司 Insecticidal composition containing fenmezoditiz and application thereof
CN114617130A (en) * 2022-04-23 2022-06-14 青岛滕润翔检测评价有限公司 Insecticidal composition containing fenmezodithiaz and application thereof
CN114732022A (en) * 2022-05-26 2022-07-12 海利尔药业集团股份有限公司 Application of insecticidal composition containing fluorine chloantraniliprole in preventing and treating lepidoptera and hemiptera pests of crops
CN114732022B (en) * 2022-05-26 2024-04-19 海利尔药业集团股份有限公司 Use of flucloxapyroxad-containing insecticidal composition for controlling lepidoptera and hemiptera pests of crops
CN115581239B (en) * 2022-08-23 2024-04-30 海利尔药业集团股份有限公司 Suspending agent containing flucloxapyroxad and lufenuron and preparation method thereof
CN115581239A (en) * 2022-08-23 2023-01-10 海利尔药业集团股份有限公司 Suspending agent containing fluorine chlorantraniliprole and lufenuron and preparation method thereof
CN115886003A (en) * 2022-12-09 2023-04-04 湖南化研院检测技术有限公司 Insecticidal composition containing bromofenoxaprop-benzene bisamide and chlorofluoromethane and application thereof

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