Xyloxadine

Last updated
Xyloxadine
Dimenoxypyrin.svg
Names
Preferred IUPAC name
rac-2-[(1R)-1-(2,5-dimethylphenyl)(ethanesulfonyl)]pyridin-1-ium-1-olate
Other names
  • dimenoxypyrin
  • ксилоксадин
  • UBI-S734
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
PubChem CID
UNII
  • 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
  • CC1=CC(=C(C=C1)C)C(C)S(=O)(=O)C2=CC=CC=[N+]2[O-]
Properties
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).

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

  1. 1 2 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. Available at:
  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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