buprofezin
2-tert-butylimino-3-isopropyl-5-phenyl-3,4,5,6-tetrahydro-2h-1,3,5-thiadiazin-4-one
 
Notes:
tradename - applaud; used for the control of homopterous insect pests.pestname: the name "buprofezin" was originally approved for a mixture of (e)- and (z)-isomers (69327-76-0), but in 2008 the sponsor determined that the substance contains only the (z)-isomer and requested that the definition be changed.pestname: the name "buprofezin" was originally approved for a mixture of (e)- and (z)-isomers (69327-76-0), but in 2008 the sponsor determined that the substance contains only the (z)-isomer and requested that the definition be changed.
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CAS Number: 953030-84-7Picture of molecule3D/inchi
FDA UNII: 3B8KGI239I
Nikkaji Web: J4.391E
Beilstein Number: 8625926
MDL: MFCD01681899
XlogP3-AA: 3.80 (est)
Molecular Weight: 305.44451000
Formula: C16 H23 N3 O S
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: herbicides / pesticides
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Physical Properties:
Appearance: white crystals (est)
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Melting Point: 105.00 °C. @ 760.00 mm Hg
Boiling Point: 395.00 °C. @ 760.00 mm Hg (est)
Vapor Pressure: 9.400000 mmHg @ 25.00 °C. (est)
Flash Point: 379.00 °F. TCC ( 192.70 °C. ) (est)
logP (o/w): 4.300
Soluble in:
 water, 2.427 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
Sigma-Aldrich
For experimental / research use only.
Buprofezin PESTANAL®, analytical standard
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Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: herbicides / pesticides
Recommendation for buprofezin usage levels up to:
 not for fragrance use.
 
Recommendation for buprofezin flavor usage levels up to:
 not for flavor use.
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Safety References:
European Food Safety Authority (EFSA) reference(s):
Outcome of the consultation with Member States, the applicant and EFSA on the pesticide risk assessment of confirmatory data for buprofezin
View page or View pdf
Retrospective analysis of the immunotoxic effects of plant protection products as reported in the Draft Assessment Reports for their peer review at EU level
View page or View pdf
Peer review of the pesticide risk assessment for the active substance buprofezin in light of confirmatory data submitted
View page or View pdf
EPI System: View
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 50367
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 2
 (2Z)-3-isopropyl-2-[(2-methyl-2-propanyl)imino]-5-phenyl-1,3,5-thiadiazinan-4-one
Chemidplus: 0953030847
RTECS: XI2865000 for cas# 953030-84-7
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References:
 (2Z)-3-isopropyl-2-[(2-methyl-2-propanyl)imino]-5-phenyl-1,3,5-thiadiazinan-4-one
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 50367
Pubchem (sid): 135010335
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
CHEMBL: View
KEGG (GenomeNet): C10912
HMDB (The Human Metabolome Database): Search
ChemSpider: View
Wikipedia: View
Formulations/Preparations:
•wettable powder, suspension concentrate, dust, granules. •applaud 70wp insect growth regulator: active ingredient 70% buprofezin. •buprofezin technical: active ingredient 99.1% buprofezin. •buprofezin 40sc: active ingredient 40% buprofezin. •applaud 70df insect growth regulator: active ingredient 70% buprofezin. •courier 70wp and courier 40%sc from table
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 not found in nature
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Synonyms:
(Z)-2-tert-butylimino-3-isopropyl-5-phenyl-1,3,5-thiadiazinan-4-one
2-tert-butylimino-3-isopropyl-5-phenyl-1,3,5-thiadiazinan-4-one
2-tert-butylimino-3-isopropyl-5-phenyl-3,4,5,6-tetrahydro-2h-1,3,5-thiadiazin-4-one
2-tert-butylimino-3-isopropyl-5-phenylperhydro-1,3,5-thiadiazinan-4-one
2-tert-butylimino-5-phenyl-3-propan-2-yl-1,3,5-thiadiazinan-4-one
(Z)-2-((1,1-dimethylethyl)imino)tetrahydro-3-(1-methylethyl)-5-phenyl-4H-1,3,5-thiadiazin-4-one
2-((1,1-dimethylethyl)imino)tetrahydro-3-(1-methylethyl)-5-phenyl-4H-1,3,5-thiadiazin-4-one
(2ZE)-3-isopropyl-2-[(2-methyl-2-propanyl)imino]-5-phenyl-1,3,5-thiadiazinan-4-one
4H-1,3,5-thiadiazin-4-one, 2-((1,1-dimethylethyl)imino)tetrahydro-3-(1-methylethyl)-5-phenyl-
4H-1,3,5-thiadiazin-4-one, 2-[(1,1-dimethylethyl)imino]tetrahydro-3-(1-methylethyl)-5-phenyl-, (2Z)-
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Articles:
PubMed: Dynamic changes of bacterial community under bioremediation with Sphingobium sp. LY-6 in buprofezin-contaminated soil.
PubMed: Characterization of Synergistic Embryotoxicity of Nickel and Buprofezin in Zebrafish.
PubMed: Liquid chromatography-electrospray ionization tandem mass spectrometry and dynamic multiple reaction monitoring method for determining multiple pesticide residues in tomato.
PubMed: Transfer rates of 19 typical pesticides and the relationship with their physicochemical property.
PubMed: Sensitivity of Bemisia tabaci (Hemiptera: Aleyrodidae) to several new insecticides in china: effects of insecticide type and whitefly species, strain, and stage.
PubMed: Analysis of airborne pesticides from different chemical classes adsorbed on Radiello® Tenax® passive tubes by thermal-desorption-GC/MS.
PubMed: Identification of promoter polymorphisms in the cytochrome P450 CYP6AY1 linked with insecticide resistance in the brown planthopper, Nilaparvata lugens.
PubMed: Effect of repeated applications of buprofezin and acephate on soil cellulases, amylase, and invertase.
PubMed: [Exposure to persistent and non-persistent pesticides in a non-occupationally exposed population in Tenerife Island (Spain)].
PubMed: Patterns of presence and concentration of pesticides in fish and waters of the Júcar River (Eastern Spain).
PubMed: Toxicity of buprofezin on the survival of embryo and larvae of African catfish, Clarias gariepinus (Bloch).
PubMed: Detection of resistance, cross-resistance, and stability of resistance to new chemistry insecticides in Bemisia tabaci (Homoptera: Aleyrodidae).
PubMed: Pesticide management and their residues in sediments and surface and drinking water in the Mekong Delta, Vietnam.
PubMed: Genomic insights into the glutathione S-transferase gene family of two rice planthoppers, Nilaparvata lugens (Stål) and Sogatella furcifera (Horváth) (Hemiptera: Delphacidae).
PubMed: [Determination of eight pesticide residues in tea by liquid chromatography-tandem mass spectrometry and its uncertainty evaluation].
PubMed: Effects of pyriproxyfen and buprofezin on immature development and reproduction in the stable fly.
PubMed: Acute and chronic toxicity of buprofezin on Daphnia magna and the recovery evaluation.
PubMed: Baseline susceptibility of Planococcus ficus (Hemiptera: Pseudococcidae) from California to select insecticides.
PubMed: Alteration of leaf metabolism in Bt-transgenic rice (Oryza sativa L.) and its wild type under insecticide stress.
PubMed: Effects of buprofezin and diflubenzuron on various developmental stages of Asian citrus psyllid, Diaphorina citri.
PubMed: Identification and expression profiles of nine glutathione S-transferase genes from the important rice phloem sap-sucker and virus vector Laodelphax striatellus (Fallén) (Hemiptera: Delphacidae).
PubMed: Biodegradation of buprofezin by Rhodococcus sp. strain YL-1 isolated from rice field soil.
PubMed: Simultaneous analysis of pesticides from different chemical classes by using a derivatisation step and gas chromatography-mass spectrometry.
PubMed: Development of a gas chromatography-mass spectrometry method for the determination of pesticides in gaseous and particulate phases in the atmosphere.
PubMed: Cross-resistance of bisultap resistant strain of Nilaparvata lugens and its biochemical mechanism.
PubMed: Optimization of detection conditions and single-laboratory validation of a multiresidue method for the determination of 135 pesticides and 25 organic pollutants in grapes and wine by gas chromatography time-of-flight mass spectrometry.
PubMed: Isolation of a buprofezin co-metabolizing strain of Pseudomonas sp. DFS35-4 and identification of the buprofezin transformation pathway.
PubMed: Extraordinary resistance to insecticides reveals exotic Q biotype of Bemisia tabaci in the New World.
PubMed: Development and validation of a multiresidue method for determination of 37 pesticides in soil using GC-NPD.
PubMed: Rate of loss of insecticides during soil solarization and soil biosolarization.
PubMed: Evaluation of alternative rice planthopper control by the combined action of oil-formulated Metarhizium anisopliae and low-rate buprofezin.
PubMed: Degradation and adsorption of pesticides in compost-based biomixtures as potential substrates for biobeds in southern Europe.
PubMed: Screening of agrochemicals in foodstuffs using low-temperature plasma (LTP) ambient ionization mass spectrometry.
PubMed: Evaluation of a modified QuEChERS method for the extraction of pesticides from agricultural, ornamental and forestal soils.
PubMed: Multi-residue analysis of 30 currently used pesticides in fine airborne particulate matter (PM 2.5) by microwave-assisted extraction and liquid chromatography-tandem mass spectrometry.
PubMed: Evaluation of multi-walled carbon nanotubes as solid-phase extraction adsorbents of pesticides from agricultural, ornamental and forestal soils.
PubMed: Evaluation of pesticide toxicities with differing mechanisms using Caenorhabditis elegans.
PubMed: Insecticide resistance status of Bemisia tabaci Q-biotype in south-eastern Spain.
PubMed: Daily variation of pesticides in surface water of a small river flowing through paddy field area.
PubMed: Multiresidue analysis of 83 pesticides and 12 dioxin-like polychlorinated biphenyls in wine by gas chromatography-time-of-flight mass spectrometry.
PubMed: Determination of four heterocyclic insecticides by ionic liquid dispersive liquid-liquid microextraction in water samples.
PubMed: Desorption electrospray ionization mass spectrometry for trace analysis of agrochemicals in food.
PubMed: Degradation kinetics and safety evaluation of buprofezin residues in grape (Vitis vinifera L.) and three different soils of India.
PubMed: Multi-walled carbon nanotubes as efficient solid-phase extraction materials of organophosphorus pesticides from apple, grape, orange and pineapple fruit juices.
PubMed: Multiwalled carbon nanotubes as solid-phase extraction materials for the gas chromatographic determination of organophosphorus pesticides in waters.
PubMed: Susceptibility to neonicotinoids and risk of resistance development in the brown planthopper, Nilaparvata lugens (Stål) (Homoptera: Delphacidae).
PubMed: Response of citrus peelminer Marmara gulosa Guillén and Davis (Lepidoptera: Gracillariidae) stages to various insecticides.
PubMed: Buprofezin susceptibility survey, resistance selection and preliminary determination of the resistance mechanism in Nilaparvata lugens (Homoptera: Delphacidae).
PubMed: Comparison of hollow fiber liquid phase microextraction and dispersive liquid-liquid microextraction for the determination of organosulfur pesticides in environmental and beverage samples by gas chromatography with flame photometric detection.
PubMed: Optimization of separation and detection conditions for the multiresidue analysis of pesticides in grapes by comprehensive two-dimensional gas chromatography-time-of-flight mass spectrometry.
PubMed: Ecotoxicological effects of buprofezin on fecundity, growth, development, and predation of the wolf spider Pirata piratoides (Schenkel).
PubMed: MSPD procedure for determining buprofezin, tetradifon, vinclozolin, and bifenthrin residues in propolis by gas chromatography-mass spectrometry.
PubMed: Toxicity of seven foliar insecticides to four insect parasitoids attacking citrus and cotton pests.
PubMed: Utilizing the assassin bug, Pristhesancus plagipennis (Hemiptera: Reduviidae), as a biological control agent within an integrated pest management programme for Helicoverpa spp. (Lepidoptera: Noctuidae) and Creontiades spp. (Hemiptera: Miridae) in cotton.
PubMed: Capabilities of different liquid chromatography tandem mass spectrometry systems in determining pesticide residues in food. Application to estimate their daily intake.
PubMed: Effect of Zohar LQ-215, a biorational surfactant, on the sweetpotato whitefly Bemisia tabaci (biotype b).
PubMed: Use of liquid chromatography coupled to quadrupole time-of-flight mass spectrometry to investigate pesticide residues in fruits.
PubMed: Buprofezin inhibits acetylcholinesterase activity in B-biotype Bemisia tabaci.
PubMed: Effect of insecticides on mealybug destroyer (Coleoptera: Coccinellidae) and parasitoid Leptomastix dactylopii (Hymenoptera: Encyrtidae), natural enemies of citrus mealybug (Homoptera: Pseudococcidae).
PubMed: Pheromone-based mating disruption of Planococcus ficus (Hemiptera: Pseudococcidae) in California vineyards.
PubMed: Effectiveness of two insect growth regulators against Bemisia tabaci (Gennadius) (Homoptera: Aleyrodidae) and Helicoverpa armigera (Hübner) (Lepidoptera: Noctuidae) and their impact on population densities of arthropod predators in cotton in Pakistan.
PubMed: Role of two insect growth regulators in integrated pest management of citrus scales.
PubMed: Hazards and uptake of chitin synthesis inhibitors in bumblebees Bombus terrestris.
PubMed: Compatibility of the entomopathogenic fungus Lecanicillium muscarium and insecticides for eradication of sweetpotato whitefly, Bemisia tabaci.
PubMed: Selective insecticide-induced stimulation on fecundity and biochemical changes in Tryporyza incertulas (Lepidoptera: Pyralidae).
PubMed: Routine application using single quadrupole liquid chromatography-mass spectrometry to pesticides analysis in citrus fruits.
PubMed: Comparison of liquid chromatography using triple quadrupole and quadrupole ion trap mass analyzers to determine pesticide residues in oranges.
PubMed: [Determination of buprofezin, methamidophos, acephate, and triazophos residues in Chinese tea samples by gas chromatography].
PubMed: Conservation of natural enemies in cotton: comparative selectivity of acetamiprid in the management of Bemisia tabaci.
PubMed: Effect of buprofezin on survival of immature stages of Harmonia axyridis, Stethorus punctum picipes (Coleoptera: Coccinellidae), Orius tristicolor (Hemiptera: Anthocoridae), and Geocoris spp. (Hemiptera: Geocoridae).
PubMed: Effect of pH on the persistence behavior of the insecticide buprofezin in water under laboratory conditions.
PubMed: Conserving vedalia beetle, Rodolia cardinalis (Mulsant) (Coleoptera: Coccinellidae), in citrus: a continuing challenge as new insecticides gain registration.
PubMed: Rapid pesticide analysis, in post-harvest plants used as animal feed, by low-pressure gas chromatography-tandem mass spectrometry.
PubMed: [Effects of rice cleaning and cooking process on the residues of flutolanil, fenobucarb, silafluofen and buprofezin in rice].
PubMed: Novaluron (Rimon), a novel IGR--mechanism, selectivity and importance in IPM programs.
PubMed: Simple method for the determination of trace levels of pesticides in honeybees using matrix solid-phase dispersion and gas chromatography.
PubMed: Action threshold for applying insect growth regulators to tomato for management of irregular ripening caused by Bemisia argentifolii (Homoptera: Aleyrodidae).
PubMed: [Insecticide resistance of different populations of white-backed planthopper, Sogatella furcifera (Horváth) (Homoptera:Delphacidae)].
PubMed: New developments in insecticide resistance in the glasshouse whitefly (Trialeurodes vaporariorum) and the two-spotted spider mite (Tetranychus urticae) in the UK.
PubMed: Inter-regional differences in baseline toxicity of Bemisia argentifolii (Homoptera: Aleyrodidae) to the two insect growth regulators, buprofezin and pyriproxyfen.
PubMed: Acephate and buprofezin residues in olives and olive oil.
PubMed: Multi-residue methodology for pesticide screening in wines.
PubMed: Effects of applaud on the growth of silkworm (Lepidoptera: Bombycidae).
PubMed: Effects of the chitin synthesis inhibitor buprofezin on survival and development of immatures of Chrysoperla rufilabris (Neuroptera: Chrysopidae).
PubMed: Genotoxicity evaluation of buprofezin, petroleum oil and profenofos in somatic and germ cells of male mice.
PubMed: The insecticide buprofezin induces morphological transformation and kinetochore-positive micronuclei in cultured Syrian hamster embryo cells in the absence of detectable DNA damage.
PubMed: Effects of buprofezin on the ultrastructure of the third instar cuticle of the insect Trialeurodes vaporariorum.
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