Mesotrione
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IUPAC name
2-[4-(Methylsulfonyl)-2-nitrobenzoyl]cyclohexane-1,3-dione
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Identifiers | |
3D model (JSmol)
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ChEBI | |
ChemSpider | |
ECHA InfoCard | 100.111.661 |
PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C14H13NO7S | |
Molar mass | 339.32 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Mesotrione is an herbicide sold under the brand names Callisto and Tenacity that was brought to market by Syngenta in 2001.[1] It is a synthetic analog of leptospermone developed to mimic the effects of this natural herbicide.[2] Mesotrione is a member of the class of HPPD inhibitors, which all work by inhibiting the plant enzyme 4-hydroxyphenylpyruvate dioxygenase.[3] In plants, HPPD is necessary for carotenoid biosynthesis; carotenoids in turn protect chlorophyll from being degraded by sunlight.[4] 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.[1]
See also
- Nitisinone (orfadin)
References
- ^ a b Dr. Nigel Uttley for Farm Chemicals International. June 3, 2011 Product Profile: Mesotrione
- ^ Derek Cornes (2005). "Callisto: a very successful maize herbicide inspired by allelochemistry". Fourth World Congress on Alleopathy. The Regional Institute Ltd. Retrieved May 26, 2011.
- ^ Moran, GR (Jan 2005). "4-Hydroxyphenylpyruvate dioxygenase" (PDF). Arch Biochem Biophys. 433 (1): 117–28. doi:10.1016/j.abb.2004.08.015. PMID 15581571. Archived from the original (PDF) on 2014-03-03.
- ^ "Tenacity Herbicide". Syngenta.
External links
- Mesotrione in the Pesticide Properties DataBase (PPDB)