Chloroxuron (CHEM004365)

Record Information
Version1.0
Creation Date2016-05-19 01:42:35 UTC
Update Date2026-08-19 10:00:33 UTC
Accession NumberCHEM004365
Identification
Common NameChloroxuron
ClassSmall Molecule
Description
A member of the class of phenylureas that is N,N-dimethylurea in which a hydrogen of the amino group is replaced by a 4-(4-chlorophenoxy)phenyl group. It is a phenylurea herbicide used for the control of annual grasses, mosses and broad-leaved weeds. Common crop plants for which the herbicicide is useful are soy beans, onions, strawberries, and celery.
Contaminant Sources
  • Clean Air Act Chemicals
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
MOLSDF3D SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
3-[p-(p-Chlorophenoxy)phenyl]-1,1-dimethylureaChEBI
C 1983ChEBI
C-1983ChEBI
ChloroxifenidimChEBI
Ciba 1983ChEBI
GesamoosChEBI
N'-[4-(4-chlorophenoxy)phenyl]-N,N-dimethylureaChEBI
NorexChEBI
TenoranChEBI
ChloroxuronMeSH
Chemical FormulaC15H15ClN2O2
Average Molecular Mass290.750 g/mol
Monoisotopic Mass290.082 g/mol
CAS Registry Number1982-47-4
IUPAC Name1-[4-(4-chlorophenoxy)phenyl]-3,3-dimethylurea
Traditional Namechloroxuron
SMILESCN(C)C(=O)NC1=CC=C(OC2=CC=C(Cl)C=C2)C=C1
InChI IdentifierInChI=1S/C15H15ClN2O2/c1-18(2)15(19)17-12-5-9-14(10-6-12)20-13-7-3-11(16)4-8-13/h3-10H,1-2H3,(H,17,19)
InChI KeyIVUXTESCPZUGJC-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassDiphenylethers
Direct ParentDiphenylethers
Alternative Parents
Substituents
  • Diphenylether
  • Diaryl ether
  • N-phenylurea
  • Phenoxy compound
  • Phenol ether
  • Chlorobenzene
  • Halobenzene
  • Aryl chloride
  • Aryl halide
  • Urea
  • Carbonic acid derivative
  • Ether
  • Organic nitrogen compound
  • Organohalogen compound
  • Organochloride
  • Organonitrogen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Carbonyl group
  • Organic oxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.026 g/LALOGPS
logP3.4ALOGPS
logP3.43ChemAxon
logS-4.1ALOGPS
pKa (Strongest Acidic)13.95ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area41.57 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity80.44 m³·mol⁻¹ChemAxon
Polarizability29.92 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
External Links
DrugBank IDNot Available
HMDB IDHMDB0250129
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkChloroxuron
Chemspider ID15299
ChEBI ID82200
PubChem Compound ID16115
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=16628565
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=4074937
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=5736463
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=7518
5.