Chlorphoxim
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.035.338
EC Number
  • 238-888-9
KEGG
UNII
  • InChI=1S/C12H14ClN2O3PS/c1-3-16-19(20,17-4-2)18-15-12(9-14)10-7-5-6-8-11(10)13/h5-8H,3-4H2,1-2H3/b15-12+
  • Key: GQKRUMZWUHSLJF-NTCAYCPXSA-N
  • CCOP(=S)(OCC)O/N=C(\C#N)/C1=CC=CC=C1Cl
Properties
C12H14ClN2O3PS
Molar mass 332.74 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

Chlorphoxime is an insecticide used as crop protection active ingredient.[1] Chlorphoxime is also a cholinesterase inhibitor and a neurotoxin.[2]

Properties

A study was conducted to investigate the effect of chlorophoxime for the control of fleas in kangaroo rats and hispid cotton rats. Chlorphoxime was found to be effective.[3]

In another study, the efficacy of some insecticides was investigated on certain storage pests. While phoxim, bioresmethrin and fenitrothion showed strong activity against the red-brown rice mealybug, the insecticidal activity of chlorphoxim and permethrin was low.[4]

Production

The synthesis of chlorophoxime is described in the following reaction sequence:[1]

Chlorphoxim synthesis
Chlorphoxim synthesis

Trade names

A crop protection product containing the active ingredient chlorophoxime is marketed under the trade name Baythion.[1]

Approval

No plant protection products containing chlorophoxime are approved in the European Union or Switzerland.[5]

References

  1. 1 2 3 Thomas A. Unger (1996), "Chlorphoxim", Pesticide Synthesis Handbook (in German), Elsevier, p. 312, doi:10.1016/b978-081551401-5.50240-9, ISBN 978-0-8155-1401-5
  2. ↑ University of Hertfordshire. "Chlorphoxim (Ref: OMS 1197)". Retrieved 2022-06-22.
  3. ↑ Bryan E. Miller, William. C. Bennett, Garth N. Graves, John R. Wheeler (1977-11-25), "Field Studies of Systemic Insecticides. II. Evaluation of chlorphoxim for control of fleas on five rodent species12", Journal of Medical Entomology (in German), vol. 14, no. 2, pp. 161–166, doi:10.1093/jmedent/14.2.161, ISSN 1938-2928, PMID 606815{{citation}}: CS1 maint: multiple names: authors list (link)
  4. ↑ M. A. Khan (1983-02-01), "Wirksamkeit von Insektiziden und Repellents gegen Vorratsschädlinge", Anzeiger für Schädlingskunde, Pflanzenschutz, Umweltschutz (in German), vol. 56, no. 2, pp. 25–29, doi:10.1007/BF01905984, ISSN 1612-4766, S2CID 31751339
  5. ↑ European Commission Directorate-General for Health and Food Safety: EU Pesticides Database; entry in the national plant protection product inventories of Switzerland, Austria and Germany, accessed July 20, 2022.
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