Mesotrione

Mesotrione

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Names
IUPAC name 2-[4-(Methylsulfonyl)-2-nitrobenzoyl]cyclohexane-1,3-dione
Identifiers
CAS Number	104206-82-8 Y
ChEBI	CHEBI:38321 Y
ChemSpider	153301 Y
Jmol 3D model	Interactive image
PubChem	175967
InChI InChI=1S/C14H13NO7S/c1-23(21,22)8-5-6-9(10(7-8)15(19)20)14(18)13-11(16)3-2-4-12(13)17/h5-7,13H,2-4H2,1H3 Y Key: KPUREKXXPHOJQT-UHFFFAOYSA-N Y InChI=1/C14H13NO7S/c1-23(21,22)8-5-6-9(10(7-8)15(19)20)14(18)13-11(16)3-2-4-12(13)17/h5-7,13H,2-4H2,1H3 Key: KPUREKXXPHOJQT-UHFFFAOYAN
SMILES O=C(c1ccc(cc1[N+]([O-])=O)S(=O)(=O)C)C2C(=O)CCCC2=O
Properties
Chemical formula	C14H13NO7S
Molar mass	339.32 g·mol−1
Vapor pressure	{{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references

Mesotrione is an herbicide sold under the brand names Callisto and Tenacity that was brought to market by Syngenta in 2001. It is a synthetic analog of leptospermone developed to mimic the effects of this natural herbicide. Mesotrione is a member of the class of HPPD inhibitors, which all work by inhibiting the plant enzyme 4-hydroxyphenylpyruvate dioxygenase. In plants, HPPD is necessary for carotenoid biosynthesis; carotenoids in turn protect chlorophyll from being degraded by sunlight. When an HPPD inhibitor is sprayed on a plant, it prevents carotenoid from being made, chlorophyll degrades and the plant dies.

Sales by Syngenta were more than $400 million per year in 2011 but worldwide patent rights started to expire in 2012, opening the market to generic competition.

External links

• Mesotrione in the Pesticide Properties DataBase (PPDB)