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lufenuron
fluphenacur

Supplier Sponsors

Name:N-[[2,5-dichloro-4-(1,1,2,3,3,3-hexafluoropropoxy)phenyl]carbamoyl]-2,6-difluorobenzamide
CAS Number: 103055-07-8Picture of molecule3D/inchi
ECHA ELINCS - REACH Pre-Reg:410-690-9
FDA UNII: 1R754M4918
Nikkaji Web:J481.190I
Beilstein Number:8398291
MDL:MFCD00867616
XlogP3-AA:6.40 (est)
Molecular Weight:511.15358560
Formula:C17 H8 Cl2 F8 N2 O3
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:herbicides / pesticides
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Soluble in:
 water, 0.06 mg/L @ 25 °C (exp)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
Lufenuron > 95%
Odor: characteristic
Use: Lufenuron is a benzoylurea pesticide which inhibits the production of chitin in larval fleas.
Sigma-Aldrich
For experimental / research use only.
Lufenuron PESTANAL®, analytical standard
 
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
 
Safety in Use Information:
Category:
herbicides / pesticides
Recommendation for lufenuron usage levels up to:
 not for fragrance use.
 
Recommendation for lufenuron flavor usage levels up to:
 not for flavor use.
 
Safety References:
European Food Safety Authority (EFSA) reference(s):

Review of the existing maximum residue levels for lufenuron according to Article 12 of Regulation (EC) No 396/2005
View page or View pdf

Setting of import tolerances for lufenuron in various commodities of plant and animal origin
View page or View pdf

EPI System: View
Daily Med:search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :71777
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
N-[[2,5-dichloro-4-(1,1,2,3,3,3-hexafluoropropoxy)phenyl]carbamoyl]-2,6-difluorobenzamide
Chemidplus:0103055078
 
References:
 N-[[2,5-dichloro-4-(1,1,2,3,3,3-hexafluoropropoxy)phenyl]carbamoyl]-2,6-difluorobenzamide
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):71777
Pubchem (sid):135030105
 
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):C18434
HMDB (The Human Metabolome Database):Search
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
1-(2,5-dichloro-4-(1,1,2,3,3,3-hexafluoropropoxy)phenyl)-3-(2,6-difluorobenzoyl)urea
N-[[2,5-dichloro-4-(1,1,2,3,3,3-hexafluoropropoxy)phenyl]carbamoyl]-2,6-difluorobenzamide
 fluphenacur
 

Articles:

PubMed:Intrinsic Activity of IGRs Against Larval Cat Fleas.
PubMed:Activity of Selected Formulated Biorational and Synthetic Insecticides Against Larvae of Helicoverpa armigera (Lepidoptera: Noctuidae).
PubMed:Susceptibility of Ceraeochrysa cubana larvae and adults to six insect growth-regulator insecticides.
PubMed:Sterilization Effects of Adult-targeted Baits Containing Insect Growth Regulators on Delia antiqua.
PubMed:Toxicity of 25 synthetic insecticides to the field population of Culex quinquefasciatus Say.
PubMed:Acute and chronic toxicity of the benzoylurea pesticide, lufenuron, in the fish, Colossoma macropomum.
PubMed:Effects of sediment-spiked lufenuron on benthic macroinvertebrates in outdoor microcosms and single-species toxicity tests.
PubMed:Impact of insect growth regulators on the predator Ceraeochrysa cincta (Schneider) (Neuroptera: Chrysopidae).
PubMed:Toxicity and resistance of field collected Musca domestica (Diptera: Muscidae) against insect growth regulator insecticides.
PubMed:Using β-cyclodextrin/attapulgite-immobilized ionic liquid as sorbent in dispersive solid-phase microextraction to detect the benzoylurea insecticide contents of honey and tea beverages.
PubMed:Dissipation kinetics of emamectin benzoate and lufenuron residues in cabbage grown under field conditions.
PubMed:Comparative transcriptome analysis of lufenuron-resistant and susceptible strains of Spodoptera frugiperda (Lepidoptera: Noctuidae).
PubMed:Monitoring of Resistance to New Chemistry Insecticides in Spodoptera litura (Lepidoptera: Noctuidae) in Pakistan.
PubMed:Lethal and sublethal effects of lufenuron on sugarcane borer Diatraea flavipennella and its parasitoid Cotesia flavipes.
PubMed:Genetic basis of Spodoptera frugiperda (Lepidoptera: Noctuidae) resistance to the chitin synthesis inhibitor lufenuron.
PubMed:Inheritance mode, cross-resistance and realized heritability of pyriproxyfen resistance in a field strain of Musca domestica L. (Diptera: Muscidae).
PubMed:Suspect and nontarget screening approaches to identify organic contaminant records in lake sediments.
PubMed:Development of a novel in vitro method for drug development for fish; application to test efficacy of antimicrosporidian compounds.
PubMed:Lethal and sublethal effects of lufenuron on the Formosan subterranean termite (Isoptera: Rhinotermitidae).
PubMed:Ionic liquid-assisted liquid-phase microextraction based on the solidification of floating organic droplets combined with high performance liquid chromatography for the determination of benzoylurea insecticide in fruit juice.
PubMed:Application of various methods to determine the lipophilicity parameters of the selected urea pesticides as predictors of their bioaccumulation.
PubMed:Comparison of two ionic liquid dispersive liquid-liquid microextraction approaches for the determination of benzoylurea insecticides in wastewater using liquid chromatography-quadrupole-linear ion trap-mass spectrometry: evaluation of green parameters.
PubMed:Dietary lufenuron reduces egg hatch and influences protein expression in the fruit fly Bactrocera latifrons (Hendel).
PubMed:TESTING SIDE-EFFECTS OF COMMON PESTICIDES ON A. SWIRSKII UNDER GREENHOUSE CIRCUMSTANCES.
PubMed:The impact of insecticides applied in apple orchards on the predatory mite Kampimodromus aberrans (Acari: Phytoseiidae).
PubMed:Lufenuron suppresses the resistance of Formosan subterranean termites (Isoptera: Rhinotermitidae) to entomopathogenic bacteria.
PubMed:Comparative effects of insecticides with different mechanisms of action on Chrysoperla externa (Neuroptera: Chrysopidae): lethal, sublethal and dose-response effects.
PubMed:Influence of the matrix in bioavailability of flufenoxuron, lufenuron, pyriproxyfen and fenoxycarb residues in grapes and wine.
PubMed:The influence of insecticides on the viability of entomopathogenic nematodes (Rhabditida: Steinernematidae and Heterorhabditidae) under laboratory conditions.
PubMed:Non-UV light influences the degradation rate of crop protection products.
PubMed:Microscopic analysis of Spodoptera frugiperda (Lepidoptera: Noctuidae) embryonic development before and after treatment with azadirachtin, lufenuron, and deltamethrin.
PubMed:Soluble and membrane-bound Drosophila melanogaster CYP6G1 expressed in Escherichia coli: purification, activity, and binding properties toward multiple pesticides.
PubMed:Evaluation of two formulated chitin synthesis inhibitors, hexaflumuron and lufenuron against the raisin moth, Ephestia figulilella.
PubMed:Laboratory tests of insect growth regulators as bait sprays for the control of the olive fruit fly, Bactrocera oleae (Diptera: Tephritidae).
PubMed:Residue and dissipation dynamics of lufenuron in tomato fruit using QuEChERS methodology.
PubMed:Hybrid molecules of carvacrol and benzoyl urea/thiourea with potential applications in agriculture and medicine.
PubMed:Evaluation of the insect growth regulator Lufenuron (Match®) for control of Aedes aegypti by simulated field trials.
PubMed:Efficacy of insect growth regulators as grain protectants against two stored-product pests in wheat and maize.
PubMed:Determination of 16 insect growth regulators in edible Chinese traditional herbs by liquid chromatography electrospray tandem mass spectrometry.
PubMed:Reshuffling of Aspergillus fumigatus cell wall components chitin and β-glucan under the influence of caspofungin or nikkomycin Z alone or in combination.
PubMed:Chemosterilant bait stations coupled with sterile insect technique: an integrated strategy to control the Mediterranean fruit fly (Diptera: Tephritidae).
PubMed:Cross-resistance to insecticides in a malathion-resistant strain of Ceratitis capitata (Diptera: Tephritidae).
PubMed:Generating susceptible strain and resistance status of field populations of Spodoptera exigua (Lepidoptera: Noctuidae) against some conventional and new chemistry insecticides in Pakistan.
PubMed:Effects of chitin and contact insecticide complexes on rove beetles in commercial orchards.
PubMed:Control of mushroom sciarid fly Lycoriella ingenua populations with insect growth regulators applied by soil drench.
PubMed:Determination of sixteen pesticides in peppers using high-performance liquid chromatography/mass spectrometry.
PubMed:An insect growth inhibitor--lufenuron--enhances albendazole activity against hydatid cyst.
PubMed:Insecticide resistance in populations of the diamondback moth, Plutella xylostella (L.) (Lepidoptera: Plutellidae), from the state of Pernambuco, Brazil.
PubMed:Effectiveness of insecticides in controlling the first and second generations of the Lobesia botrana (Lepidoptera: Tortricidae) in table grapes.
PubMed:Fate of three insect growth regulators (IGR) insecticides (flufenoxuron, lufenuron and tebufenozide) in grapes following field application and through the wine-making process.
PubMed:Assessing the potential for algae and macrophytes to degrade crop protection products in aquatic ecosystems.
PubMed:Macroinvertebrate responses to insecticide application between sprayed and adjacent nonsprayed ditch sections of different sizes.
PubMed:HET-CAM test for determining the possible eye irritancy of pesticides.
PubMed:Selective effects of natural and synthetic insecticides on mortality of Spodoptera frugiperda (Lepidoptera: Noctuidae) and its predator Eriopis connexa (Coleoptera: Coccinellidae).
PubMed:Minor crops for export: a case study of boscalid, pyraclostrobin, lufenuron and lambda-cyhalothrin residue levels on green beans and spring onions in Egypt.
PubMed:Response of Reticulitermes hesperus (Isoptera: Rhinotermitidae) colonies to baiting with lufenuron in northern California.
PubMed:Evaluation of lufenuron as a chemosterilant against fruit flies of the genus Anastrepha (Diptera: Tephritidae).
PubMed:Impact of five commercial baits containing chitin synthesis inhibitors on the protist community in Reticulitermes flavipes (Isoptera: Rhinotermitidae).
PubMed:Mediterranean fruit fly suppression using chemosterilants for area-wide integrated pest management.
PubMed:Efficacy of some oils and chemical compounds on Insignorthezia insignis (Browne) (Hemiptera: Ortheziidae) infesting Lantana camara in Alexandria, Egypt.
PubMed:Bioavailability of insect growth regulator residues in citrus.
PubMed:Impact of a benzoyl urea insecticide on aquatic macroinvertebrates in ditch mesocosms with and without non-sprayed sections.
PubMed:Use of a chitin synthesis inhibitor to control fleas on wild rodents important in the maintenance of plague, Yersinia pestis, in California.
PubMed:Effects of benzoylphenylurea on chitin synthesis and orientation in the cuticle of the Drosophila larva.
PubMed:Photochemical-spectrofluorimetric method for the determination of benzoylurea insecticides: applications in river water samples and in technical formulations.
PubMed:Insecticide toxicity to Trichogramma pretiosum (Hymenoptera: Trichogrammatidae) females and effect on descendant generation.
PubMed:A lufenuron pre-treatment may enhance the effects of enilconazole or griseofulvin in feline dermatophytosis?
PubMed:Dissipation behavior of lufenuron, benzoylphenylurea insecticide, in/on Chinese cabbage applied by foliar spraying under greenhouse conditions.
PubMed:Simultaneous determination of eight pesticide residues in coconut using MSPD and GC/MS.
PubMed:Responses of zooplankton in lufenuron-stressed experimental ditches in the presence or absence of uncontaminated refuges.
PubMed:Use of a sustained release preparation of clotrimazole to treat dermatophytosis in a siamang (Hylobates syndactylus).
PubMed:Dissipation of insect growth regulators in fresh orange and orange juice.
PubMed:Bioavailability of insect growth regulators in citrus and stone fruits.
PubMed:Development and application of a method for analysis of lufenuron in wheat flour by gas chromatography-mass spectrometry and confirmation of bio-efficacy against Tribolium castaneum (Herbst) (Coleoptera: Tenebrionidae).
PubMed:Solid-phase microextraction for the determination of benzoylureas in orange juice using liquid chromatography combined with post-column photochemically induced fluorimetry derivatization and fluorescence detection.
PubMed:A chitin-like component in Aedes aegypti eggshells, eggs and ovaries.
PubMed:Determination of benzoylurea insecticide residues in tomatoes by high-performance liquid chromatography with ultraviolet-diode array and atmospheric pressure chemical ionization-mass spectrometry detection.
PubMed:Laboratory evaluation of five chitin synthesis inhibitors against the colorado potato beetle, Leptinotarsa decemlineata.
PubMed:Chemosterilants as control agents of Ceratitis capitata (Diptera: Tephritidae) in field trials.
PubMed:Agrichemical impact on growth and survival of non-target apple phyllosphere microorganisms.
PubMed:In vitro availability of insect growth regulators from vegetables.
PubMed:New method for the photo-chemiluminometric determination of benzoylurea insecticides based on acetonitrile chemiluminescence.
PubMed:A comparison of Drosophila melanogaster detoxification gene induction responses for six insecticides, caffeine and phenobarbital.
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:Hazards and uptake of chitin synthesis inhibitors in bumblebees Bombus terrestris.
PubMed:Effects of lufenuron on Lobesia botrana (Lepidoptera: Tortricidae) egg, larval, and adult stages.
PubMed:In vitro and in vivo effects of lufenuron on dermatophytes isolated from cases of canine and feline dermatophytoses.
PubMed:Comparative effects of milbemycin oxime-based and febantel-pyrantel embonate-based anthelmintic tablets on Toxocara canis egg shedding in naturally infected pups.
PubMed:In vitro efficacy of lufenuron against filamentous fungi and blood concentrations after PO administration in horses.
PubMed:Synergistic effect of entomogenous fungi on some insecticides against Bihar hairy caterpillar Spilarctia obliqua (Lepidoptera: Arctiidae).
PubMed:Determination of benzoylureas in ground water samples by fully automated on-line pre-concentration and liquid chromatography-fluorescence detection.
PubMed:Selectivity of pesticides used on cotton (Gossypium hirsutum) to Trichogramma pretiosum reared on two laboratory-reared hosts.
PubMed:Determination of seven benzoylphenylurea insecticides in processed fruit and vegetables using high-performance liquid chromatography/tandem mass spectrometry.
PubMed:Cyp12a4 confers lufenuron resistance in a natural population of Drosophila melanogaster.
PubMed:Joint effects of density and a growth inhibitor on the life history and population growth rate of the midge Chironomus riparius.
PubMed:Comparison of susceptibility of fungal isolates to lufenuron and nikkomycin Z alone or in combination with itraconazole.
PubMed:Treatment of Baylisascaris procyonis infections in dogs with milbemycin oxime.
PubMed:Advances in the control of Ctenocephalides felis (cat flea) on cats and dogs.
PubMed:Disruption of reproductive activity of Coptotermes formosanus (Isoptera: Rhinotermitidae) primary reproductives by three chitin synthesis inhibitors.
PubMed:Efficacy of pre-treatment with lufenuron for the prevention of Microsporum canis infection in a feline direct topical challenge model.
PubMed:Efficacy of lufenuron as chemosterilant against Ceratitis capitata in field trials.
PubMed:Impact of soil drying-rewetting stress on microbial communities and activities and on degradation of two crop protection products.
PubMed:Treatment of dermatophytosis in dogs and cats: review of published studies.
PubMed:Benzoylphenylurea residues in peppers and zucchinis grown in greenhouses: determination of decline times and pre-harvest intervals by modelling.
PubMed:Action of major insecticide groups on insect cell lines of the beet armyworm, Spodoptera exigua, compared with larvicidal toxicity.
PubMed:Control of cutaneous mycosis in five chimpanzees (Pan troglodytes) with lufenuron.
PubMed:Effects of lufenuron treatment in cats on the establishment and course of Microsporum canis infection following exposure to infected cats.
PubMed:Efficacy of moxidectin 6-month injectable and milbemycin oxime/lufenuron tablets against naturally acquired trichuris vulpis infections in dogs.
PubMed:Efficacy of moxidectin 6-month injectable and milbemycin oxime/lufenuron tablets against naturally acquired toxocara canis infections in dogs.
PubMed:Effectiveness of IGRS (CGA-184699) and (CGA-259205) on the respiratory metabolism of the red palm weevil, Rhynchophorus ferrugineus (Coleoptera: Curculionidae).
PubMed:Comments on dosing lufenuron.
PubMed:Use of lufenuron as a treatment for fungal endometritis in four mares.
PubMed:Determination of pesticide residues in coconut water by liquid-liquid extraction and gas chromatography with electron-capture plus thermionic specific detection and solid-phase extraction and high-performance liquid chromatography with ultraviolet detection.
PubMed:Evaluation of the efficacy of oral lufenuron combined with topical enilconazole for the management of dermatophytosis in catteries.
PubMed:Control of Ctenocephalides felis on dogs and cats using the insect growth regulator (or chitin synthesis inhibitor) lufenuron Program, in Egypt.
PubMed:Evaluation of the comparative efficacy of selamectin against flea (Ctenocephalides felis felis) infestations on dogs and cats in simulated home environments.
PubMed:Genetic control of cuticle formation during embryonic development of Drosophila melanogaster.
PubMed:Toxicology of newer pesticides for use in dogs and cats.
PubMed:Development of a mouse model to determine the systemic activity of potential flea-control compounds.
PubMed:Treatment of Argulus sp. infestation of river frogs.
PubMed:Field efficacy of a 10 per cent pyriproxyfen spot-on for the prevention of flea infestations on cats.
PubMed:Comparison of lufenuron and nitenpyram versus imidacloprid for integrated flea control.
PubMed:Treatment of fungal infections in dogs and cats.
PubMed:Control of fleas on dogs and cats and in homes with the combination of oral lufenuron and nitenpyram.
PubMed:Determination of benzoylureas in tomato by high-performance liquid chromatography using continuous on-line post-elution photoirradiation with fluorescence detection.
PubMed:Updated information for treatment of fungal infections in cats and dogs.
PubMed:Control of flea populations in a simulated home environment model using lufenuron, imidacloprid or fipronil.
PubMed:Estimation of neonatal exposure after accidental ingestion of lufenuron in a breastfeeding mother.
PubMed:Laboratory evaluation of lufenuron on immature stages of potato tuber moth (Lepidoptera: Gelechiidae).
PubMed:Pre- and postharvest effects of lufenuron on Epiphyas postvittana (Lepidoptera: Tortricidae).
PubMed:Determination of Lufenuron in canine skin layers by radioluminography.
PubMed:Lufenuron and tick paralysis.
PubMed:Evaluation of the susceptibility of Coccidioides immitis to lufenuron, a chitin synthase inhibitor.
PubMed:Use of lufenuron for treating fungal infections of dogs and cats: 297 cases (1997-1999).
PubMed:Dose titration of an injectable formulation of lufenuron in cats experimentally infested with fleas.
PubMed:Susceptibility to insect growth regulators and cuticle deposition of the cat flea (Siphonaptera: Pulicidae) as a function of age.
PubMed:Use of orally administered chitin inhibitor (lufenuron) to control flea vectors of plague on ground squirrels in California.
PubMed:Mode of action of lufenuron in adult Ctenocephalides felis (Siphonaptera: Pulicidae).
PubMed:Control of fleas on pets and in homes by use of imidacloprid or lufenuron and a pyrethrin spray.
PubMed:High-performance liquid chromatographic determination of benzoylurea insecticides residues in grapes and wine using liquid and solid-phase extraction.
PubMed:Effect of lufenuron on chorionic and cuticular structure of unhatched larval Ctenocephalides felis (Siphonaptera: Pulicidae).
PubMed:Mode of action of lufenuron on larval cat fleas (Siphonaptera: Pulicidae).
PubMed:Liquid chromatographic determination of five benzoylurea insecticides in fruit and vegetables.
PubMed:Screening of compounds for antimicrosporidial activity in vitro.
PubMed:Cyromazine toxicity to Drosophila melanogaster (Diptera: Drosophilidae) and lack of cross-resistance in natural population strains.
PubMed:Resistance to the insecticides lufenuron and propoxur in natural populations of Drosophila melanogaster (Diptera: Drosophilidae).
PubMed:Comparison of flea control strategies using imidacloprid or lufenuron on cats in a controlled simulated home environment.
PubMed:Lufenuron, a chitin-synthesis inhibitor, interrupts development of Drosophila melanogaster.
PubMed:Use of injectable lufenuron for treatment of infestations of Ctenocephalides felis in cats.
PubMed:Impact of an orally administered insect growth regulator (lufenuron) on flea infestations of dogs in a controlled simulated home environment.
PubMed:Evaluation of flea control programmes for cats using fenthion and lufenuron.
PubMed:Disinfestation of experimentally infested cat fleas, Ctenocephalides felis, on cats and dogs by oral lufenuron.
PubMed:Searching for safe methods of flea control.
PubMed:Efficacy of lufenuron against developmental stages of fleas (Ctenocephalides felis felis) in dogs housed in simulated home environments.
PubMed:Evaluation of a single oral dose of lufenuron to control flea infestations in dogs.
PubMed:Efficacy dosage titration of lufenuron against developmental stages of fleas (Ctenocephalides felis felis) in cats.
PubMed:Effect of an experimental systemic compound, CGA-184699, on life stages of the cat flea (Siphonaptera: Pulicidae).
 
Notes:
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