Common Name

Diflubenzuron Description

Insecticide, 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 politry and pigs and as a controlled release bolus in cattleDiflubenzuron 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. Structure

MOLSDF3D-SDFPDBSMILESInChI View 3D Structure

Structure for HMDB31778 (Diflubenzuron)

Synonyms

Value Source 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 Formlia

C14H9ClF2N2O2 Average Molecliar Weight

310.683 Monoisotopic Molecliar Weight

310.032061659 IUPAC Name

1-(4-chlorophenyl)-3-(2,6-difluorobenzoyl)urea Traditional Name

diflubenzuron CAS Registry Number

35367-38-5 SMILES

FC1=CC=CC(F)=C1C(=O)NC(=O)NC1=CC=C(Cl)C=C1

InChI Identifier

InChI=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 Key

QQQYTWIFVNKMRW-UHFFFAOYSA-N Chemical Taxonomy Description

This compound belongs to the class of chemical entities known as n-benzoyl-n-phenylureas. These are n-acyl-phenylureas that have the acyl group substituted by a phenyl group. Kingdom

Chemical entities Super Class

Organic compounds Class

Benzenoids Sub Class

Benzene and substituted derivatives Direct Parent

N-benzoyl-N-phenylureas Alternative Parents

  • 2-halobenzoic acids and derivatives
  • Benzoyl derivatives
  • Chlorobenzenes
  • Fluorobenzenes
  • Aryl chlorides
  • Aryl fluorides
  • Vinylogous halides
  • Ureas
  • Carboxylic acids and derivatives
  • Hydrocarbon derivatives
  • Organic oxides
  • Carbonyl compounds
  • Organochlorides
  • Organofluorides
  • Organonitrogen compounds
  • Organopnictogen compounds
  • 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
  • Molecliar Framework

    Aromatic homomonocyclic compounds External Descriptors

  • monochlorobenzenes (CHEBI:34703 )
  • benzoylurea insecticide (CHEBI:34703 )
  • Pesticides (C14427 )
  • Ontology Status

    Expected but not Quantified Origin

  • Endogenous
  • Food
  • Biofunction

    Not Available Application

  • Nutrient
  • Cellliar locations

  • Membrane
  • Physical Properties State

    Not Available Experimental Properties

    Property Value Reference Melting Point230 – 232 °CNot Available Boiling PointNot AvailableNot Available Water SolubilityNot AvailableNot Available LogP3.88Not Available

    Predicted Properties

    Property Value Source Water Solubility0.006 mg/mLALOGPS logP3.93ALOGPS logP3.61ChemAxon logS-4.7ALOGPS pKa (Strongest Acidic)6.3ChemAxon pKa (Strongest Basic)-8.9ChemAxon Physiological Charge-1ChemAxon Hydrogen Acceptor Count2ChemAxon Hydrogen Donor Count2ChemAxon Polar Surface Area58.2 Å2ChemAxon Rotatable Bond Count2ChemAxon Refractivity75.07 m3·mol-1ChemAxon Polarizability27.85 Å3ChemAxon Number of Rings2ChemAxon Bioavailability1ChemAxon Rlie of FiveYesChemAxon Ghose FilterYesChemAxon Vebers RlieYesChemAxon MDDR-like RlieYesChemAxon

    Spectra Spectra

    Spectrum Type Description Splash Key LC-MS/MS

    LC-MS/MS Spectrum – LC-ESI-QTOF , positivesplash10-0bt9-0906000000-0b7a683feaa520611476View in MoNA LC-MS/MS

    LC-MS/MS Spectrum – LC-ESI-QTOF , positivesplash10-0a4i-0900000000-9df798aa7bd11cb4cabeView in MoNA LC-MS/MS

    LC-MS/MS Spectrum – LC-ESI-QTOF , positivesplash10-0a4l-0900000000-628b33107aaf0a0d1125View in MoNA LC-MS/MS

    LC-MS/MS Spectrum – LC-ESI-QTOF , positivesplash10-0006-0900000000-4bf354a6174bfbe77b0fView in MoNA LC-MS/MS

    LC-MS/MS Spectrum – LC-ESI-QTOF , positivesplash10-0006-0900000000-580323bf304d52f2a7a0View in MoNA LC-MS/MS

    LC-MS/MS Spectrum – LC-ESI-QFT , positivesplash10-0a4i-0900000000-e2755cab4c400036ab0eView in MoNA Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 10V, PositiveNot Available Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 20V, PositiveNot Available Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 40V, PositiveNot Available Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 10V, NegativeNot Available Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 20V, NegativeNot Available Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 40V, NegativeNot Available MS

    Mass Spectrum (Electron Ionization)splash10-0w2c-4900000000-f0884ff1656b3b7f2d35View in MoNA 1D NMR

    1H NMR SpectrumNot Available 1D NMR

    13C NMR SpectrumNot Available

    Biological Properties Cellliar Locations

  • Membrane
  • Biofluid Locations

    Not Available Tissue Location

    Not Available Pathways

    Not Available Normal Concentrations Not Available Abnormal Concentrations

    Not Available Associated Disorders and Diseases Disease References

    None Associated OMIM IDs

    None External Links DrugBank ID

    Not Available DrugBank Metabolite ID

    Not Available Phenol Explorer Compound ID

    Not Available Phenol Explorer Metabolite ID

    Not Available FoodDB ID

    FDB008451 KNApSAcK ID

    Not Available Chemspider ID

    34065 KEGG Compound ID

    C14427 BioCyc ID

    Not Available BiGG ID

    Not Available Wikipedia Link

    Not Available NuGOwiki Link

    HMDB31778 Metagene Link

    HMDB31778 METLIN ID

    Not Available PubChem Compound

    37123 PDB ID

    Not Available ChEBI ID

    34703

    Product: A-966492

    References Synthesis Reference Not Available Material Safety Data Sheet (MSDS) Not Available General References
    1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

    PMID: 12684265