Clomazone (CHEM003447)

Record Information
Version1.0
Creation Date2014-08-29 06:51:40 UTC
Update Date2026-08-18 17:34:22 UTC
Accession NumberCHEM003447
Identification
Common NameClomazone
ClassSmall Molecule
Description
Clomazone, a white solid compound, is an agricultural herbicide, and has been the active ingredient of products named. The molecule consists of a 2-chlorobenzyl group bound to a N-O heterocycle called Isoxazole.
Contaminant Sources
  • My Exposome Chemicals
  • STOFF IDENT Compounds
  • T3DB toxins
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • Amide
  • Amine
  • Herbicide
  • Organic Compound
  • Organochloride
  • Pesticide
  • Synthetic Compound
Chemical Structure
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
DimethazoneChEBI
FMC57020ChEBI
Command herbicideMeSH
2-(2-Chlorophenyl)methyl-4,4-dimethyl-3-isoxazolidinoneMeSH
Chemical FormulaC12H14ClNO2
Average Molecular Mass239.698 g/mol
Monoisotopic Mass239.071 g/mol
CAS Registry Number81777-89-1
IUPAC Name2-[(2-chlorophenyl)methyl]-4,4-dimethyl-1,2-oxazolidin-3-one
Traditional Namegamit
SMILESCC1(C)CON(CC2=C(Cl)C=CC=C2)C1=O
InChI IdentifierInChI=1S/C12H14ClNO2/c1-12(2)8-16-14(11(12)15)7-9-5-3-4-6-10(9)13/h3-6H,7-8H2,1-2H3
InChI KeyKIEDNEWSYUYDSN-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as chlorobenzenes. Chlorobenzenes are compounds containing one or more chlorine atoms attached to a benzene moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassHalobenzenes
Direct ParentChlorobenzenes
Alternative Parents
Substituents
  • Chlorobenzene
  • Aryl chloride
  • Aryl halide
  • Oxazolidinone
  • Isoxazolidine
  • Carboxylic acid derivative
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Organic nitrogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organochloride
  • Organohalogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Carbonyl group
  • Organic oxygen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginExogenous
Cellular Locations
  • Membrane
  • Mitochondrion
Biofluid LocationsNot Available
Tissue LocationsNot Available
Pathways
NameSMPDB LinkKEGG Link
Cell cycleNot Availablemap04110
Brassinosteroid BiosynthesisNot AvailableNot Available
Metabolic PathwaysNot AvailableNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateSolid
AppearanceWhite powder.
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility1.11 g/LALOGPS
logP2.39ALOGPS
logP2.93ChemAxon
logS-2.3ALOGPS
pKa (Strongest Basic)-4.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area29.54 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity62.24 m³·mol⁻¹ChemAxon
Polarizability23.85 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityClomazone induces oxidative stress and AChE inhibition in human erythrocytes (in vitro), suggesting a role for reactive oxygen species in the toxicity mechanism induced by clomazone in humans. (1)
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)No indication of carcinogenicity to humans (not listed by IARC).
Uses/SourcesThis is a man-made compound that is used as a pesticide.
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
External Links
DrugBank IDNot Available
HMDB IDHMDB0250348
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkClomazone
Chemspider ID49469
ChEBI ID3751
PubChem Compound IDNot Available
Kegg Compound IDC11095
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=21191867
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=23538322
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=24515809
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=24562457
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=24792474
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=25380132
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=25779373
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=26370279
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=27332840
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=28458150
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=28719874