Diflubenzuron (CHEM003877)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesTargets (2)XML
Record Information
Version1.0
Creation Date2014-09-11 05:22:35 UTC
Update Date2026-03-31 17:48:27 UTC
Accession NumberCHEM003877
Identification
Common NameDiflubenzuron
ClassSmall Molecule
DescriptionInsecticide, interfering with chitin deposition by oral absorption. Diflubenzuron is used on soya beans, citrus, tea, vegetables and mushrooms. Also used as an insecticide in feed for poultry and pigs and as a controlled release bolus in cattle Diflubenzuron belongs to the family of N-Phenylureas. These are compounds containing a N-phenylurea moiety, which is structurally characterized by a phenyl group linked to one nitrogen atom of an urea group.
Contaminant Sources
  • Clean Air Act Chemicals
  • FooDB Chemicals
  • HPV EPA Chemicals
  • STOFF IDENT Compounds
  • T3DB toxins
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • Amide
  • Amine
  • Ester
  • Food Toxin
  • Insecticide
  • Metabolite
  • Organic Compound
  • Organochloride
  • Organofluoride
  • Pesticide
  • Synthetic Compound
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
1-(4-Chlorophenyl)-3-(2,6-difluorobenzoyl)ureaChEBI
1-(p-Chlorophenyl)-3-(2,6-difluorobenzoyl)ureaChEBI
DifluronChEBI
N-(4-Chlorophenylcarbamoyl)-2,6-difluorobenzamideChEBI
N-{[(4-chlorophenyl)amino]carbonyl}-2,6-difluorobenzamideChEBI
1-(p-Chlorophenyl)-3-(2,6-difluorobenzoyl)-ureaHMDB
AstonexHMDB
DimilinHMDB
Dimilin g1HMDB
Dimilin g4HMDB
Dimilin ODC-45HMDB
Dimilin wp-25HMDB
DioflubenzuronHMDB
DuphacidHMDB
LarvakilHMDB
MicromiteHMDB
N-(((4-Chlorophenyl)amino)carbonyl)-2,6-difluorobenzamideHMDB
N-(4-Chlorophenyl)-n'-(2,6-difluorobenzoyl)ureaHMDB
N-[(4-Chlorophenyl)carbamoyl]-2,6-difluorobenzamideHMDB
N-[[(4-Chlorophenyl)amino]carbonyl]-2,6-difluorobenzamide, 9ciHMDB
N-[[(4-Chlorophenyl)amno]carbonyl]-2,6-difluorobenzamideHMDB
Philips-duphar PH 60-40HMDB
Thompson hayward 6040HMDB
Thompson-hayward 6040HMDB
Thompson-hayward TH6040HMDB
Chemical FormulaC14H9ClF2N2O2
Average Molecular Mass310.683 g/mol
Monoisotopic Mass310.032 g/mol
CAS Registry Number35367-38-5
IUPAC Name3-(4-chlorophenyl)-1-(2,6-difluorobenzoyl)urea
Traditional Name3-(4-chlorophenyl)-1-(2,6-difluorobenzoyl)urea
SMILESFC1=CC=CC(F)=C1C(=O)NC(=O)NC1=CC=C(Cl)C=C1
InChI IdentifierInChI=1S/C14H9ClF2N2O2/c15-8-4-6-9(7-5-8)18-14(21)19-13(20)12-10(16)2-1-3-11(12)17/h1-7H,(H2,18,19,20,21)
InChI KeyQQQYTWIFVNKMRW-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as n-benzoyl-n'-phenylureas. These are n-acyl-phenylureas that have the acyl group substituted by a phenyl group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassN-phenylureas
Direct ParentN-benzoyl-N'-phenylureas
Alternative Parents
Substituents
  • N-benzoyl-n'-phenylurea
  • Halobenzoic acid or derivatives
  • 2-halobenzoic acid or derivatives
  • Benzoic acid or derivatives
  • Benzoyl
  • Chlorobenzene
  • Fluorobenzene
  • Halobenzene
  • Aryl chloride
  • Aryl fluoride
  • Aryl halide
  • Vinylogous halide
  • Urea
  • Carbonic acid derivative
  • Carboxylic acid derivative
  • Organic nitrogen compound
  • Organohalogen compound
  • Organochloride
  • Organofluoride
  • Organonitrogen compound
  • Organooxygen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginExogenous
Cellular Locations
  • Membrane
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateSolid
AppearanceWhite powder.
Experimental Properties
PropertyValue
Melting Point230 - 232 °C
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.006 g/LALOGPS
logP3.93ALOGPS
logP3.61ChemAxon
logS-4.7ALOGPS
pKa (Strongest Acidic)9.05ChemAxon
pKa (Strongest Basic)-8.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area58.2 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity75.07 m³·mol⁻¹ChemAxon
Polarizability27.85 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-002f-3900000000-b680c2ad28b77e05e503Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-0a4r-0962000000-d51ae063ca121dd27bdaSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0bt9-0906000000-0b7a683feaa520611476Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0a4i-0900000000-9df798aa7bd11cb4cabeSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0a4l-0900000000-628b33107aaf0a0d1125Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0006-0900000000-4bf354a6174bfbe77b0fSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0006-0900000000-580323bf304d52f2a7a0Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0a4i-0900000000-e2755cab4c400036ab0eSpectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0a4r-0973000000-59b43d9b3fdc5a0df36eSpectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0900000000-7d99395519cf39ad79f6Spectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-0a4r-0962000000-f036463cb6a934705340Spectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-0a4i-0900000000-a671c6d032e157baec46Spectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Negativesplash10-0ufr-0900000000-7517166be9d69f58f642Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-0a4r-0973000000-5a5b699f42690cfd9ab1Spectrum
LC-MS/MSLC-MS/MS Spectrum - 50V, Positivesplash10-0006-0900000000-580323bf304d52f2a7a0Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0bt9-0906000000-0b7a683feaa520611476Spectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-0900000000-9df798aa7bd11cb4cabeSpectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0006-0900000000-4bf354a6174bfbe77b0fSpectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0a4l-0900000000-628b33107aaf0a0d1125Spectrum
LC-MS/MSLC-MS/MS Spectrum - 15V, Negativesplash10-0a4r-0940000000-c258340c00adb9d006d9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0908000000-58c6578d7e8cae5e0ef3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-054o-0900000000-83f081a44a04f3e658aaSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0f6x-1900000000-841a7ed4e9898913cda9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0906000000-3ec78cf089d639c9a7e7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-056r-0901000000-846cf6d32dfbaf762061Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01t9-2900000000-c53ab8ad51c1beca6352Spectrum
MSMass Spectrum (Electron Ionization)splash10-0w2c-4900000000-f0884ff1656b3b7f2d35Spectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityOne of the metabolites of diflubenzuron, PCA, is a proximate carcinogen. It is conjugated to form the carcinogen that can ionize and reat with DNA to form adducts which result in splenic tumor formation.
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)para-Chloroaniline is possibly carcinogenic to humans (Group 2B). (2)
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsOne of the metabolites of diflubenzuron, PCA, has severe health effects. It is associated with cancer of the spleen and liver and osteosarcomas in male rats. Another metabolite of diflubenzuron also has carcinogenic potential and the same carcinogenic potency as PCA.
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0031778
FooDB IDFDB008451
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkDiflubenzuron
Chemspider ID34065
ChEBI ID34703
PubChem Compound ID37123
Kegg Compound IDC14427
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=19835689
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=20954045
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=22782793
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=8510122
5. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.