Lancotrione

Lancotrione
Names
	Preferred IUPAC name 2-[2-chloro-3-[2-(1,3-dioxolan-2-yl)ethoxy]-4-methylsulfonylbenzoyl]cyclohexane-1,3-dione
Identifiers
CAS Number	1486617-21-3 ;
3D model (JSmol)	Interactive image;
ChemSpider	9786774 ;
PubChem CID	11612020;
UNII	KMQ9P5LG22;
	InChI 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;
	SMILES CS(=O)(=O)C1=C(C(=C(C=C1)C(=O)C2C(=O)CCCC2=O)Cl)OCCC3OCCO3;
Properties
Chemical formula	C19H21ClO8S
Molar mass	444.88 g·mol−1
Density	1.47
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

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

^ "Lancotrione sodium" (PDF). Hayashi Pure Chemical Ind.,Ltd.
^ ^a ^b 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.
^ "Lancotrione: mode of action, uses, and synthesis method_Chemicalbook". www.chemicalbook.com.
^ 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.

Links

Lancotrione in the Pesticide Properties DataBase (PPDB)

[1] "Lancotrione sodium" (PDF). Hayashi Pure Chemical Ind.,Ltd.

[source1-2] 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.

[chembook-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.

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