Lancotrione

Last updated
Lancotrione
Lancotrione.svg
Names
Preferred IUPAC name
2-[2-chloro-3-[2-(1,3-dioxolan-2-yl)ethoxy]-4-methylsulfonylbenzoyl]cyclohexane-1,3-dione
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
UNII
  • InChI=1S/C19H21ClO8S/c1-29(24,25)14-6-5-11(18(23)16-12(21)3-2-4-13(16)22)17(20)19(14)28-8-7-15-26-9-10-27-15/h5-6,15,21H,2-4,7-10H2,1H3
    Key: YYRPFCKCSGLKJS-UHFFFAOYSA-N
  • CS(=O)(=O)C1=C(C(=C(C=C1)C(=O)C2C(=O)CCCC2=O)Cl)OCCC3OCCO3
Properties
C19H21ClO8S
Molar mass 444.88 g·mol−1
Density 1.47 [1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Lancotrione is a herbicide, closely related to tefuryltrione. Its mode of action inhibits 4-hydroxyphenylpyruvate dioxygenase (HPPD), an enzyme which produces homogentisic acid. [2]

It was announced by Ishihara Sangyo Kaisha in 2016, [2] and commercialised in 2019. [3] Lancotrione is a new herbicide, usually used in the form of sodium salt to control grass weeds, in rice crops. [4] As such, little is yet known about it.

References

  1. ↑ "Lancotrione sodium" (PDF). Hayashi Pure Chemical Ind.,Ltd.
  2. 1 2 Jeanmart, Stephane; Edmunds, Andrew J.F.; Lamberth, Clemens; Pouliot, Martin; Morris, James A. (June 2021). "Synthetic approaches to the 2015–2018 new agrochemicals". Bioorganic & Medicinal Chemistry. 39: 116162. doi:10.1016/j.bmc.2021.116162. PMID   33895705.
  3. ↑ "Lancotrione: mode of action, uses, and synthesis method_Chemicalbook". www.chemicalbook.com.
  4. ↑ Lewis, Kathleen A.; Tzilivakis, John; Warner, Douglas J.; Green, Andrew (18 May 2016). "An international database for pesticide risk assessments and management". Human and Ecological Risk Assessment. 22 (4): 1050–1064. Bibcode:2016HERA...22.1050L. doi:10.1080/10807039.2015.1133242. hdl: 2299/17565 .

Lancotrione in the Pesticide Properties DataBase (PPDB)

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