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CHEBI:141213 - isoxaflutole

Default Structure
ChEBI IDCHEBI:141213
ChEBI Nameisoxaflutole
Stars
DefinitionA member of the class of isoxazoles that is 1,2-oxazole substituted by a 2-(methanesulfonyl)-4-(trifluoromethyl)benzoyl group and a cyclopropyl group at positions 4 and 5, respectively. It is a 4-hydroxyphenylpyruvate dioxygenase inhibitor which is used as a herbicide for weed control in maize and sugarcane.
Last Modified10 May 2019
SubmitterAdnan
DownloadsMolfile
FormulaC15H12F3NO4S
Net Charge0
Average Mass359.325
Monoisotopic Mass359.04391
SMILESCS(=O)(=O)c1cc(C(F)(F)F)ccc1C(=O)c1cnoc1C1CC1
InChIInChI=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
InChIKeyOYIKARCXOQLFHF-UHFFFAOYSA-N
Roles Classification
Biological Role:
EC 1.13.11.27 (4-hydroxyphenylpyruvate dioxygenase) inhibitor  An EC 1.13.11.* (oxidoreductase acting on single donors and incorporating 2 atoms of oxygen) inhibitor that interferes with the activity of 4-hydroxyphenylpyruvate dioxygenase (EC 1.13.11.27).
Applications:
proherbicide  A compound that, on administration, must undergo chemical conversion by biochemical (enzymatic), chemical (possibly following an enzymatic step), or physical (e.g. photochemical) activation processes before becoming the pharmacologically active herbicide for which it is a proherbicide.
agrochemical  An agrochemical is a substance that is used in agriculture or horticulture.
ChEBI Ontology
Outgoing Relation(s)
isoxaflutole (CHEBI:141213) has role agrochemical (CHEBI:33286)
isoxaflutole (CHEBI:141213) has role EC 1.13.11.27 (4-hydroxyphenylpyruvate dioxygenase) inhibitor (CHEBI:38317)
isoxaflutole (CHEBI:141213) has role proherbicide (CHEBI:136646)
isoxaflutole (CHEBI:141213) is a (trifluoromethyl)benzenes (CHEBI:83565)
isoxaflutole (CHEBI:141213) is a aromatic ketone (CHEBI:76224)
isoxaflutole (CHEBI:141213) is a cyclopropanes (CHEBI:51454)
isoxaflutole (CHEBI:141213) is a isoxazoles (CHEBI:55373)
isoxaflutole (CHEBI:141213) is a sulfone (CHEBI:35850)
IUPAC Name 
(5-cyclopropyl-1,2-oxazol-4-yl)[2-(methylsulfonyl)-4-(trifluoromethyl)phenyl]methanone
Synonyms  Source
5-cyclopropyl-1,2-oxazol-4-yl α,α,α-trifluoro-2-mesyl-p-tolyl ketoneChEBI
(5-cyclopropyl-1,2-oxazol-4-yl)(α,α,α-trifluoro-2-mesyl-p-tolyl)methanoneChEBI
5-cyclopropyl-4-[2-methanesulfonyl-4-(trifluoromethyl)benzoyl]-1,2-oxazoleDrugBank
(5-cyclopropyl-4-isoxazolyl)[2-(methylsulfonyl)-4-(trifluoromethyl)phenyl]methanoneAlan Wood's Pesticides
(5-cyclopropylisoxazol-4-yl)(α,α,α-trifluoro-2-mesyl-p-tolyl)methanoneIUPAC
EXP 31130AChemIDplus
Brand Names  Source
BalanceDrugBank
MerlinChemIDplus
Manual XrefsDatabases
DB12938DrugBank
EP527036Patent
Registry NumbersSources
Reaxys:8344543Reaxys
CAS:141112-29-0NIST Chemistry WebBook
CAS:141112-29-0ChemIDplus
Citations