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Phoxim

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Phoxim
Names
IUPAC name (E,Z)-N-benzenecarboximidoyl cyanide
Other names Baythion
Valexone
Phoxime
Sebacil
Valexon
Volaton
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.035.337 Edit this at Wikidata
KEGG
MeSH Phoxim
PubChem CID
UNII
CompTox Dashboard (EPA)
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,3-4H2,1-2H3Key: ATROHALUCMTWTB-UHFFFAOYSA-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,3-4H2,1-2H3Key: ATROHALUCMTWTB-UHFFFAOYAQ
SMILES
  • CCOP(=S)(OCC)ON=C(C#N)C1=CC=CC=C1
Properties
Chemical formula C12H15N2O3PS
Molar mass 298.30 g·mol
Appearance Brownish red liquid
Density 1.17 g/cm
Melting point 6.1 °C (43.0 °F; 279.2 K)
Boiling point 102
Solubility in water 7 ppm
Pharmacology
ATCvet code QP53AE03 (WHO)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒verify (what is  ?) Infobox references
Chemical compound

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. It is banned for use on crops in the European Union since 22 December 2007.

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.

References

  1. "Phoxim PubChem entry". Retrieved 2008-07-06.
  2. Phoxim Data Sheet
  3. Commission for Veterinary Medicinal Products; Phoxim Summary Report
  4. 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
  5. 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.

External links

  • Phoxim in the Pesticide Properties DataBase (PPDB)
Pest control: Insecticides
Carbamates
Inorganic compounds
Insect growth regulators
Neonicotinoids
Organochlorides
Organophosphorus
Pyrethroids
Diamides
Other chemicals
Metabolites
Biopesticides
Acetylcholine metabolism and transport modulators
Enzyme
(modulators)
ChATTooltip Choline acetyltransferase
AChETooltip Acetylcholinesterase
BChETooltip Butyrylcholinesterase
Transporter
(modulators)
CHTTooltip Choline transporter
VAChTTooltip Vesicular acetylcholine transporter
Release
(modulators)
Inhibitors
Enhancers
See also
Receptor/signaling modulators
Muscarinic acetylcholine receptor modulators
Nicotinic acetylcholine receptor modulators


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