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Details

Stereochemistry ACHIRAL
Molecular Formula C14H6Cl2F4N2O2
Molecular Weight 381.109
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TEFLUBENZURON

SMILES

FC1=CC=CC(F)=C1C(=O)NC(=O)NC2=C(F)C(Cl)=C(F)C(Cl)=C2

InChI

InChIKey=CJDWRQLODFKPEL-UHFFFAOYSA-N
InChI=1S/C14H6Cl2F4N2O2/c15-5-4-8(12(20)10(16)11(5)19)21-14(24)22-13(23)9-6(17)2-1-3-7(9)18/h1-4H,(H2,21,22,23,24)

HIDE SMILES / InChI

Molecular Formula C14H6Cl2F4N2O2
Molecular Weight 381.109
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: Description was created based on several sources, including http://www.fluoridealert.org/wp-content/pesticides/teflubenzuron.scotlandepa99.pdf | http://apps.sepa.org.uk/spripa/Pages/SubstanceInformation.aspx?pid=173

Teflubenzuron is an insecticide which inhibits the biochemical synthesis of chitin. It controls all immature stages of the insects; the youngest larvae are the most susceptible and less teflubenzuron needs to be applied to control young larvae than older ones. The insecticidal activity of teflubenzuron results primarily from the ingestion of treated foliage; contact activity is less significant. The compound is also ovicidal by topical application. Teflubenzuron is used to control a wide range of insect pests and mites in fruit, vegetable, cereal and seed crops. It is also occasionally used to control sealice infestations in salmon.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
CALICIDE

Approved Use

Calicide (active ingredient Teflubenzuron) is a new in-feed sea lice treatment chemical for use by the marine salmon farming industry.

Launch Date

1997
PubMed

PubMed

TitleDatePubMed
The effect of chitin metabolic effectors on the population increase of stored product mites.
2010-10
Field evaluation of pyriproxyfen and spinosad mixture for the control of insecticide resistant Aedes aegypti in Martinique (French West Indies).
2010-09-16
[Determination of benzoylurea and bishydrazide pesticide residues in vegetables by ultra performance liquid chromatography-tandem mass spectrometry with matrix solid phase dispersion].
2010-04
N-Benzoyl-N'-phenyl-urea.
2010-01-20
Side effects of teflubenzuron and chlorfenapyr in Eriopis connexa eggs (Coleoptera: Coccinellidae).
2009
The efficacy of emamectin benzoate against infestations of Lepeophtheirus salmonis on farmed Atlantic salmon (Salmo salar L) in Scotland, 2002-2006.
2008-02-06
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.
2008-01
Determination of benzoylurea insecticide residues in tomatoes by high-performance liquid chromatography with ultraviolet-diode array and atmospheric pressure chemical ionization-mass spectrometry detection.
2007-10-25
Different transcript patterns in response to specialist and generalist herbivores in the wild Arabidopsis relative Boechera divaricarpa.
2007-10-24
Insecticidal resistance and cross-resistance in populations of Cydia pomonella (Lepidoptera: Tortricidae) in central Europe.
2007-10
Safe apples for baby-food production: survey of pesticide treatment regimes leaving minimum residues.
2007-06
Multigeneration effects of insect growth regulators on the springtail Folsomia candida.
2007-06
Laboratory evaluation of five chitin synthesis inhibitors against the colorado potato beetle, Leptinotarsa decemlineata.
2007
Compatibility of Verticillium lecani (Zimm.) with several pesticides.
2007
Hazards and uptake of chitin synthesis inhibitors in bumblebees Bombus terrestris.
2006-08
Historical control clinical trial to assess the effectiveness of teflubenzuron for treating sea lice on Atlantic salmon.
2006-06-12
Randomized clinical trial to investigate the effectiveness of teflubenzuron for treating sea lice on Atlantic salmon.
2006-06-12
Effects of insect growth regulators on the nontarget soil arthropod Folsomia candida (Collembola).
2006-02
Effects of teflubenzuron on sediment processing by members of the Capitella species-complex.
2006-01
Compatibility of the entomopathogenic fungus Lecanicillium muscarium and insecticides for eradication of sweetpotato whitefly, Bemisia tabaci.
2005-08
Determination of seven benzoylphenylurea insecticides in processed fruit and vegetables using high-performance liquid chromatography/tandem mass spectrometry.
2005
Toxicological efficacy of some indigenous dill compounds against the flesh fly, Parasarcophaga dux Thomson.
2004-04
Persistence and residual activity of an organophosphate, pirimiphos-methyl, and three IGRs, hexaflumuron, teflubenzuron and pyriproxyfen, against the cowpea weevil, Callosobruchus maculatus (Coleoptera: Bruchidae).
2004-01
Novaluron (Rimon), a novel IGR: potency and cross-resistance.
2003-12
Influence of a short exposure to teflubenzuron residues on the predation of thrips by Iphiseius degenerans (Acari: Phytoseiidae) and Orius laevigatus (Hemiptera: Anthocoridae).
2003-11
Determination of seventeen polar/thermolabile pesticides in apples and apricots by liquid chromatography/mass spectrometry.
2003-07-11
Age-dependent response to insecticides and enzymatic variation in susceptible and resistant codling moth larvae.
2002-10
Clinical efficacy of teflubenzuron (Calicide) for the treatment of Lepeophtheirus salmonis infestations of farmed Atlantic salmon Salmo salar at low water temperatures.
2002-08-29
Field trials in Norway with SLICE (0.2% emamectin benzoate) for the oral treatment of sea lice infestation in farmed Atlantic salmon Salmo salar.
2002-06-21
New developments in insecticide resistance in the glasshouse whitefly (Trialeurodes vaporariorum) and the two-spotted spider mite (Tetranychus urticae) in the UK.
2002-02
Transformation of the insecticide teflubenzuron by microorganisms.
2001-09
Patents

Sample Use Guides

Teflubenzuron (Calicide) is effective for the treatment of farmed Atlantic salmon Salmo salar L. infested with sea lice Lepeophtheirus salmonis (Krøyer, 1838) at a dose of 10mg/kg body weight per day for 7 consecutive days
Route of Administration: Oral
Teflubenzuron efficacy against Trichodina spp., was assessed using the concentrations of 30.0 or 50.0 mg/l for one hour exposure in tilapia, and the concentration of 30.0, 50.0 and 80.0 mg/l for one hour and 50 mg/l for two hours exposures in pacu. The drug effectiveness was observed against four identified Trichodina species: T. magna, T. heterodentata, T. compacta and T. centrostrigeata, with 87.9% parasite reduction with one hour exposure to 50.0 mg/l Teflubenzuron on O. niloticus and 96.1% with two hours exposure to 50.0 mg/l TFB on P. mesopotamicus.
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:02:32 GMT 2025
Edited
by admin
on Mon Mar 31 19:02:32 GMT 2025
Record UNII
FS9P57VL74
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TEFLUBENZURON
ISO   MI  
Common Name English
NOMOLT
Preferred Name English
TEFLUBENZURON [MI]
Common Name English
CME-134
Code English
TEFLUBENZURON [ISO]
Common Name English
NSC-367306
Code English
1-(3,5-DICHLORO-2,4-DIFLUOROPHENYL)-3-(2,6-DIFLUOROBENZOYL)UREA
Systematic Name English
N-(((3,5-DICHLORO-2,4-DIFLUOROPHENYL)AMINO)CARBONYL)-2,6-DIFLUOROBENZAMIDE
Systematic Name English
Classification Tree Code System Code
WHO-VATC QP53BC03
Created by admin on Mon Mar 31 19:02:32 GMT 2025 , Edited by admin on Mon Mar 31 19:02:32 GMT 2025
EPA PESTICIDE CODE 129048
Created by admin on Mon Mar 31 19:02:32 GMT 2025 , Edited by admin on Mon Mar 31 19:02:32 GMT 2025
Code System Code Type Description
PUBCHEM
91734
Created by admin on Mon Mar 31 19:02:32 GMT 2025 , Edited by admin on Mon Mar 31 19:02:32 GMT 2025
PRIMARY
EPA CompTox
DTXSID6042440
Created by admin on Mon Mar 31 19:02:32 GMT 2025 , Edited by admin on Mon Mar 31 19:02:32 GMT 2025
PRIMARY
CAS
83121-18-0
Created by admin on Mon Mar 31 19:02:32 GMT 2025 , Edited by admin on Mon Mar 31 19:02:32 GMT 2025
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CHEBI
39387
Created by admin on Mon Mar 31 19:02:32 GMT 2025 , Edited by admin on Mon Mar 31 19:02:32 GMT 2025
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MERCK INDEX
m10519
Created by admin on Mon Mar 31 19:02:32 GMT 2025 , Edited by admin on Mon Mar 31 19:02:32 GMT 2025
PRIMARY Merck Index
NSC
367306
Created by admin on Mon Mar 31 19:02:32 GMT 2025 , Edited by admin on Mon Mar 31 19:02:32 GMT 2025
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SMS_ID
100000156625
Created by admin on Mon Mar 31 19:02:32 GMT 2025 , Edited by admin on Mon Mar 31 19:02:32 GMT 2025
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EVMPD
SUB130601
Created by admin on Mon Mar 31 19:02:32 GMT 2025 , Edited by admin on Mon Mar 31 19:02:32 GMT 2025
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FDA UNII
FS9P57VL74
Created by admin on Mon Mar 31 19:02:32 GMT 2025 , Edited by admin on Mon Mar 31 19:02:32 GMT 2025
PRIMARY
ALANWOOD
teflubenzuron
Created by admin on Mon Mar 31 19:02:32 GMT 2025 , Edited by admin on Mon Mar 31 19:02:32 GMT 2025
PRIMARY