Xyloxadine

Xyloxadine
Names
	Preferred IUPAC name rac-2-[(1R)-1-(2,5-dimethylphenyl)(ethanesulfonyl)]pyridin-1-ium-1-olate
	Other names dimenoxypyrin; ксилоксадин; UBI-S734;
Identifiers
CAS Number	60263-88-9;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL142228;
ChemSpider	438436;
PubChem CID	501133;
UNII	65VT190PLJ;
CompTox Dashboard (EPA)	DTXSID3041871 ;
	InChI InChI=1S/C15H17NO3S/c1-11-7-8-12(2)14(10-11)13(3)20(18,19)15-6-4-5-9-16(15)17/h4-10,13H,1-3H3 Key: SMPPYMOPSFKMQX-UHFFFAOYSA-N;
	SMILES CC1=CC(=C(C=C1)C)C(C)S(=O)(=O)C2=CC=CC=[N+]2[O-];
Properties
Chemical formula	C15H17NO3S
Molar mass	291.37 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Xyloxadine, or dimenoxypyrin, is a pyridine herbicide which was never commercialised. It controls barnyard grass, foxtail and switch grass. PPDB reports it to be first mentioned in 2016,^[1] however a Japanese study from 2014 explains a method for its synthesis.^[2]

Chemically, xyloxadine technical grade is a racemate.^[1] It is a derivative of acetyl chloride, sodium pyrithione and p-xylene.^[3]

References

^ ^a ^b 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: An International Journal. 22 (4): 1050–1064. doi:10.1080/10807039.2015.1133242. hdl:2299/17565. Available at: [1]
^ Nakatani, Masao; Ito, Minoru; Tanetani, Yoshitaka (2014). "Isoxazoline Herbicides". Japanese Journal of Pesticide Science. 39 (2): 153–160. doi:10.1584/jpestics.W14-18.
^ Ashford, Robert D. (2024). Dictionary of Industrial Chemicals (PDF) (4th ed.). Wavelength Publications. ISBN 978-0-9522674-4-7.

Links

Xyloxadine in the Pesticide Properties DataBase (PPDB)
Xyloxadine on GSRS
Xyloxadine on Comptox

[database-1] 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: An International Journal. 22 (4): 1050–1064. doi:10.1080/10807039.2015.1133242. hdl:2299/17565. Available at: [1]

[2] Nakatani, Masao; Ito, Minoru; Tanetani, Yoshitaka (2014). "Isoxazoline Herbicides". Japanese Journal of Pesticide Science. 39 (2): 153–160. doi:10.1584/jpestics.W14-18.

[3] Ashford, Robert D. (2024). Dictionary of Industrial Chemicals (PDF) (4th ed.). Wavelength Publications. ISBN 978-0-9522674-4-7.

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