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

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

Last Modified

16 August 2017