Phoxim

Phoxim is an organophosphate insecticide that is produced by the Bayer corporation. It is an analogous dimethyl ester and an organothiophosphate acaricide. It is allowed for use in limited applications in the European Union.[2] It is banned for use on crops in the European Union since 22 December 2007.[3]

Phoxim[1]
Names
IUPAC name
(E,Z)-N-[(Diethoxyphosphorothioyl)oxy]benzenecarboximidoyl cyanide
Other names
Baythion
Valexone
Phoxime
Sebacil
Valexon
Volaton
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.035.337
EC Number
  • 238-887-3
KEGG
MeSH Phoxim
PubChem CID
UNII
InChI
  • InChI=1S/C12H15N2O3PS/c1-3-15-18(19,16-4-2)17-14-12(10-13)11-8-6-5-7-9-11/h5-9H,3-4H2,1-2H3 N
    Key: ATROHALUCMTWTB-UHFFFAOYSA-N N
  • InChI=1/C12H15N2O3PS/c1-3-15-18(19,16-4-2)17-14-12(10-13)11-8-6-5-7-9-11/h5-9H,3-4H2,1-2H3
    Key: ATROHALUCMTWTB-UHFFFAOYAQ
SMILES
  • CCOP(=S)(OCC)ON=C(C#N)C1=CC=CC=C1
Properties
Chemical formula
 C12H15N2O3PS
Molar mass 298.30 g·mol−1
Appearance Brownish red liquid
Density 1.17 g/cm3
Melting point 6.1 °C (43.0 °F; 279.2 K)
Boiling point 102
Solubility in water
 7 ppm
Pharmacology
QP53AE03 (WHO)
Hazards
GHS labelling:
Pictograms
Signal word
 Warning
Hazard statements
 H302, H317, H361f, H410
Precautionary statements
 P201, P202, P261, P264, P270, P272, P273, P280, P281, P301+P312, P302+P352, P308+P313, P321, P330, P333+P313, P363, P391, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

It is used in veterinary medicine to treat ectoparasitic acarids.

This pesticide should be used with caution since some insects like Helicoverpa assulta become even more resistant when exposed.[4]

References
  1. "Phoxim PubChem entry". Retrieved 2008-07-06.
  2. Commission for Veterinary Medicinal Products; Phoxim Summary Report
  3. COMMISSION DECISION of 21 June 2007 concerning the non-inclusion of certain active substances in Annex I to Council Directive 91/414/EEC and the withdrawal of authorisations for plant protection products containing these substances
  4. Wang, Kai-Yun; Zhang, Yong; Wang, Hong-Yan; Xia, Xiao-Ming; Liu, Tong-Xian (2010-01-01). "Influence of three diets on susceptibility of selected insecticides and activities of detoxification esterases of Helicoverpa assulta (Lepidoptera: Noctuidae)". Pesticide Biochemistry and Physiology. 96 (1): 51–55. doi:10.1016/j.pestbp.2009.09.003.
  • Media related to Phoxim at Wikimedia Commons
  • Phoxim in the Pesticide Properties DataBase (PPDB)


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