Isoxaflutole (CHEM002829)

Record Information
Version1.0
Creation Date2013-04-25 07:56:52 UTC
Update Date2026-08-19 09:13:11 UTC
Accession NumberCHEM002829
Identification
Common NameIsoxaflutole
ClassSmall Molecule
Description
Isoxaflutole is an isoxazole herbicide that is approved for use on field corn. It demonstrates developmental toxicity and has been classified as a Group B2 carcinogen (probable human carcinogen).
Contaminant Sources
  • My Exposome Chemicals
  • STOFF IDENT Compounds
  • T3DB toxins
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • Ester
  • Ether
  • Herbicide
  • Organic Compound
  • Organofluoride
  • Pesticide
  • Synthetic Compound
Chemical Structure
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(5-Cyclopropyl-1,2-oxazol-4-yl)(alpha,alpha,alpha-trifluoro-2-mesyl-p-tolyl)methanoneChEBI
(5-Cyclopropyl-4-isoxazolyl)[2-(methylsulfonyl)-4-(trifluoromethyl)phenyl]methanoneChEBI
(5-Cyclopropylisoxazol-4-yl)(alpha,alpha,alpha-trifluoro-2-mesyl-p-tolyl)methanoneChEBI
5-Cyclopropyl-1,2-oxazol-4-yl alpha,alpha,alpha-trifluoro-2-mesyl-p-tolyl ketoneChEBI
5-Cyclopropyl-4-[2-methanesulfonyl-4-(trifluoromethyl)benzoyl]-1,2-oxazoleChEBI
BalanceChEBI
EXP 31130aChEBI
MerlinChEBI
RP 201772ChEBI
RPA 201772ChEBI
(5-Cyclopropyl-1,2-oxazol-4-yl)(a,a,a-trifluoro-2-mesyl-p-tolyl)methanoneGenerator
(5-Cyclopropyl-1,2-oxazol-4-yl)(α,α,α-trifluoro-2-mesyl-p-tolyl)methanoneGenerator
(5-Cyclopropyl-4-isoxazolyl)[2-(methylsulphonyl)-4-(trifluoromethyl)phenyl]methanoneGenerator
(5-Cyclopropylisoxazol-4-yl)(a,a,a-trifluoro-2-mesyl-p-tolyl)methanoneGenerator
(5-Cyclopropylisoxazol-4-yl)(α,α,α-trifluoro-2-mesyl-p-tolyl)methanoneGenerator
5-Cyclopropyl-1,2-oxazol-4-yl a,a,a-trifluoro-2-mesyl-p-tolyl ketoneGenerator
5-Cyclopropyl-1,2-oxazol-4-yl α,α,α-trifluoro-2-mesyl-p-tolyl ketoneGenerator
5-Cyclopropyl-4-[2-methanesulphonyl-4-(trifluoromethyl)benzoyl]-1,2-oxazoleGenerator
IFT CPDMeSH
Chemical FormulaC15H12F3NO4S
Average Molecular Mass359.320 g/mol
Monoisotopic Mass359.044 g/mol
CAS Registry Number141112-29-0
IUPAC Name5-cyclopropyl-4-[2-methanesulfonyl-4-(trifluoromethyl)benzoyl]-1,2-oxazole
Traditional Nameisoxaflutole
SMILES[H]C1=NOC(=C1C(=O)C1=C(C([H])=C(C([H])=C1[H])C(F)(F)F)S(=O)(=O)C([H])([H])[H])C1([H])C([H])([H])C1([H])[H]
InChI IdentifierInChI=1S/C15H12F3NO4S/c1-24(21,22)12-6-9(15(16,17)18)4-5-10(12)13(20)11-7-19-23-14(11)8-2-3-8/h4-8H,2-3H2,1H3
InChI KeyOYIKARCXOQLFHF-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aryl-phenylketones. These are aromatic compounds containing a ketone substituted by one aryl group, and a phenyl group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentAryl-phenylketones
Alternative Parents
Substituents
  • Aryl-phenylketone
  • Trifluoromethylbenzene
  • Benzenesulfonyl group
  • Benzoyl
  • 5-cyclopropylisoxazole
  • Cyclopropylisoxazole
  • Monocyclic benzene moiety
  • Benzenoid
  • Azole
  • Heteroaromatic compound
  • Isoxazole
  • Sulfonyl
  • Sulfone
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Organic oxide
  • Organosulfur compound
  • Organonitrogen compound
  • Organofluoride
  • Organohalogen compound
  • Alkyl halide
  • Organic nitrogen compound
  • Alkyl fluoride
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
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 PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.047 g/LALOGPS
logP2.75ALOGPS
logP2.14ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)19.6ChemAxon
pKa (Strongest Basic)-0.48ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area77.24 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity80.4 m³·mol⁻¹ChemAxon
Polarizability30.32 ųChemAxon
Number of Rings3ChemAxon
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 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 IDDB12938
HMDB IDHMDB0253710
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID75869
ChEBI ID141213
PubChem Compound IDNot Available
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=10858299
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=11455644
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=12236689
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=12502399
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=15092948
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=19333913
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=22677522
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=29170513
9.
10.