topramezone (CHEBI:131999)

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ChEBI Name	topramezone

ChEBI ID	CHEBI:131999

Definition	An 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.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information	ChemicalBook:CB2501011, eMolecules:24281270, ZINC000101094494

Download	Molfile XML SDF

Formula

C16H17N3O5S

Net Charge

Average Mass

363.390

Monoisotopic Mass

363.08889

InChI

InChI=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

InChIKey

IYMLUHWAJFXAQP-UHFFFAOYSA-N

SMILES

CC1=C(C=CC(=C1C=2CCON2)S(C)(=O)=O)C(C=3C=NN(C)C3O)=O

Roles Classification
Biological Role(s):	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.

Application(s):	herbicide A substance used to destroy plant pests. agrochemical An agrochemical is a substance that is used in agriculture or horticulture.

ChEBI Ontology
Outgoing	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

Sources

[3-(4,5-dihydro-1,2-oxazol-3-yl)-4-(methanesulfonyl)-2-methylphenyl](5-hydroxy-1-methyl-1H-pyrazol-4-yl)methanone

Alan Wood's Pesticides

[3-(4,5-dihydro-1,2-oxazol-3-yl)-4-mesyl-o-tolyl](5-hydroxy-1-methylpyrazol-4-yl)methanone

Alan Wood's Pesticides

[3-(4,5-dihydro-3-isoxazolyl)-2-methyl-4-(methylsulfonyl)phenyl](5-hydroxy-1-methyl-1H-pyrazol-4-yl)methanone

Alan Wood's Pesticides

benzuocaotong

Note: (2016-05-24) Name approved in China.

Alan Wood's Pesticides

topramézone

Alan Wood's Pesticides

Brand Name	Source
Armezon	ChEBI

Citations

Last Modified

16 August 2017