Teflubenzuron

Basic Info

Common NameTeflubenzuron(F05919)
2D Structure
FRCD IDF05919
CAS Number83121-18-0
PubChem CID91734
FormulaC14H6Cl2F4N2O2
IUPAC Name

N-[(3,5-dichloro-2,4-difluorophenyl)carbamoyl]-2,6-difluorobenzamide

InChI Key

CJDWRQLODFKPEL-UHFFFAOYSA-N

InChI

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)

Canonical SMILES

C1=CC(=C(C(=C1)F)C(=O)NC(=O)NC2=CC(=C(C(=C2F)Cl)F)Cl)F

Isomeric SMILES

C1=CC(=C(C(=C1)F)C(=O)NC(=O)NC2=CC(=C(C(=C2F)Cl)F)Cl)F

Synonyms
        
            Teflubenzuron
        
            Teflubenzuron [BSI:ISO]
        
            1-(3,5-Dichloro-2,4-difluorophenyl)-3-(2,6-difluorobenzoyl)urea
        
            83121-18-0
        
            Calicide
        
            Diaract
        
            Tefluron
        
            Nomolt
        
            Dart
        
            UNII-FS9P57VL74
Classifies
                

                  
                    Veterinary Drug
                  
                    Pesticide
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassBenzenoids
ClassBenzene and substituted derivatives
SubclassHalobenzenes
Intermediate Tree NodesChlorobenzenes
Direct ParentDichlorobenzenes
Alternative Parents
Molecular FrameworkAromatic homomonocyclic compounds
Substituents1,3-dichlorobenzene - Fluorobenzene - Aryl chloride - Aryl fluoride - Aryl halide - Carboximidic acid derivative - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Organofluoride - Organochloride - Organohalogen compound - Organic nitrogen compound - Hydrocarbon derivative - Organopnictogen compound - Organonitrogen compound - Organooxygen compound - Organic oxygen compound - Aromatic homomonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as dichlorobenzenes. These are compounds containing a benzene with exactly two chlorine atoms attached to it.

Properties

Property NameProperty Value
Molecular Weight381.108
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count2
Complexity478
Monoisotopic Mass379.974
Exact Mass379.974
XLogP4.9
Formal Charge0
Heavy Atom Count24
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.9924
Human Intestinal AbsorptionHIA+0.9774
Caco-2 PermeabilityCaco2+0.5292
P-glycoprotein SubstrateNon-substrate0.8228
P-glycoprotein InhibitorNon-inhibitor0.7111
Non-inhibitor0.9765
Renal Organic Cation TransporterNon-inhibitor0.8900
Distribution
Subcellular localizationMitochondria0.8487
Metabolism
CYP450 2C9 SubstrateNon-substrate0.6839
CYP450 2D6 SubstrateNon-substrate0.8562
CYP450 3A4 SubstrateNon-substrate0.7057
CYP450 1A2 InhibitorInhibitor0.6090
CYP450 2C9 InhibitorNon-inhibitor0.6343
CYP450 2D6 InhibitorNon-inhibitor0.9242
CYP450 2C19 InhibitorNon-inhibitor0.5000
CYP450 3A4 InhibitorNon-inhibitor0.9350
CYP Inhibitory PromiscuityHigh CYP Inhibitory Promiscuity0.5077
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9358
Non-inhibitor0.8744
AMES ToxicityNon AMES toxic0.9132
CarcinogensNon-carcinogens0.5907
Fish ToxicityHigh FHMT0.9508
Tetrahymena Pyriformis ToxicityHigh TPT0.9985
Honey Bee ToxicityLow HBT0.9279
BiodegradationNot ready biodegradable0.9615
Acute Oral ToxicityIII0.7780
Carcinogenicity (Three-class)Non-required0.7001
Model Value Unit
Absorption
Aqueous solubility-6.0825LogS
Caco-2 Permeability1.5784LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity1.8571LD50, mol/kg
Fish Toxicity0.9786pLC50, mg/L
Tetrahymena Pyriformis Toxicity1.3166pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Oriental Pickling Melon(Vegetable)Japan0.5ppm
Welsh(Including Leek)Japan1ppm
Lettuce(Including Cos Lettuce And Leaf Lettuce)Japan1ppm
SalmoniformesJapan0.5ppm
Other HerbsJapan1ppm
Other SpicesJapan1ppm
HopJapan0.02ppm
Cacao BeansJapan0.02ppm
Coffee BeansJapan0.02ppm
AlmondJapan0.02ppm
Other NutsJapan0.02ppm
PecanJapan0.02ppm
ChestnutJapan0.02ppm
Ginkgo NutJapan0.02ppm
WalnutJapan0.02ppm
RapeseedsJapan0.02ppm
Cotton SeedsJapan0.02ppm
Safflower SeedsJapan0.02ppm
Sesame SeedsJapan0.02ppm
Sunflower SeedsJapan0.02ppm

References

TitleJournalDatePubmed ID
Gas chromatographic determination of pesticide residues in white mustard.Food Chem2015 Apr 1525466117
Study on the simultaneous determination of seven benzoylurea pesticides in Oolongtea and their leaching characteristics during infusing process by HPLC-MS/MS.Food Chem2014 Jan 1524054259
[Determination of benzoylurea and bishydrazide pesticide residues in vegetablesby ultra performance liquid chromatography-tandem mass spectrometry with matrixsolid phase dispersion].Se Pu2010 Apr20712114
Safe apples for baby-food production: survey of pesticide treatment regimesleaving minimum residues.Food Addit Contam2007 Jun17487602
Determination of seven benzoylphenylurea insecticides in processed fruit andvegetables using high-performance liquid chromatography/tandem mass spectrometry.Rapid Commun Mass Spectrom200516136517
Evaluation of teflubenzuron residue levels in grapes exposed to field treatments and in the must and wine produced from them.J Agric Food Chem1999 Nov10552854
Dissipation of teflubenzuron and triflumuron residues in field-sprayed andcold-stored pears.J Agric Food Chem1999 Jul10552588
Liquid chromatographic determination of five benzoylurea insecticides in fruitand vegetables.J AOAC Int1998 Sep-Oct9772746
Effects of some insect growth regulators on growth of Aspergillus flavus and its productivity of aflatoxin B1 and lipids.Food Addit Contam1995 Jul-Aug7589721