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CHEBI:131999 - topramezone

ChEBI IDCHEBI:131999
ChEBI Nametopramezone
Stars
DefinitionAn aromatic ketone that is phenyl 1H-pyrazol-4-yl ketone in which the pyrazolyl group is substituted at positions 1 and 5 by methyl and hydroxy groups, respectively, and in which the phenyl group is substituted at positions 2, 3, and 4 by methyl, 4,5-dihydro-1,2-oxazol-3-yl, and methylsulfonyl groups, respectively. A potent inhibitor of 4-hydroxyphenylpyruvate dioxygenase (HPPD) that is rapily metabolised by corn to non-active substances, it is used as a herbicide for the treatment of broadleaf weeds.
Last Modified16 August 2017
SubmitterGareth Owen
DownloadsMolfile
FormulaC16H17N3O5S
Net Charge0
Average Mass363.395
Monoisotopic Mass363.08889
SMILESCc1c(C(=O)c2cnn(C)c2O)ccc(S(C)(=O)=O)c1C1=NOCC1
InChIInChI=1S/C16H17N3O5S/c1-9-10(15(20)11-8-17-19(2)16(11)21)4-5-13(25(3,22)23)14(9)12-6-7-24-18-12/h4-5,8,21H,6-7H2,1-3H3
InChIKeyIYMLUHWAJFXAQP-UHFFFAOYSA-N
Roles Classification
Biological Roles:
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).
carotenoid biosynthesis inhibitor  Any pathway inhibitor that acts on the carotenoid biosynthesis pathway.
Applications:
herbicide  A substance used to destroy plant pests.
agrochemical  An agrochemical is a substance that is used in agriculture or horticulture.
ChEBI Ontology
Outgoing Relation(s)
topramezone (CHEBI:131999) has role agrochemical (CHEBI:33286)
topramezone (CHEBI:131999) has role carotenoid biosynthesis inhibitor (CHEBI:138208)
topramezone (CHEBI:131999) has role EC 1.13.11.27 (4-hydroxyphenylpyruvate dioxygenase) inhibitor (CHEBI:38317)
topramezone (CHEBI:131999) has role herbicide (CHEBI:24527)
topramezone (CHEBI:131999) is a aromatic ketone (CHEBI:76224)
topramezone (CHEBI:131999) is a isoxazoles (CHEBI:55373)
topramezone (CHEBI:131999) is a pyrazolone (CHEBI:83328)
topramezone (CHEBI:131999) is a sulfone (CHEBI:35850)
IUPAC Name 
[3-(4,5-dihydro-1,2-oxazol-3-yl)-2-methyl-4-(methylsulfonyl)phenyl](5-hydroxy-1-methyl-1H-pyrazol-4-yl)methanone
Synonyms  Source
[3-(4,5-dihydro-1,2-oxazol-3-yl)-4-mesyl-o-tolyl](5-hydroxy-1-methylpyrazol-4-yl)methanoneAlan Wood's Pesticides
[3-(4,5-dihydro-1,2-oxazol-3-yl)-4-(methanesulfonyl)-2-methylphenyl](5-hydroxy-1-methyl-1H-pyrazol-4-yl)methanoneAlan Wood's Pesticides
topramézoneAlan Wood's Pesticides
[3-(4,5-dihydro-3-isoxazolyl)-2-methyl-4-(methylsulfonyl)phenyl](5-hydroxy-1-methyl-1H-pyrazol-4-yl)methanoneAlan Wood's Pesticides
benzuocaotongAlan Wood's Pesticides
Brand Name  Source
ArmezonChEBI
Manual XrefsDatabases
topramezoneAlan Wood's Pesticides
CA2691880Patent
686PPDB
Registry NumbersSources
CAS:210631-68-8Alan Wood's Pesticides
CAS:210631-68-8ChemIDplus
Citations