Phoxim

Phoxim^[1]
Names
	IUPAC name (E,Z)-N-[(Diethoxyphosphorothioyl)oxy]benzenecarboximidoyl cyanide
	Other names Baythion; Valexone; Phoxime; Sebacil; Valexon; Volaton
Identifiers
CAS Number	14816-18-3
ChemSpider	25076
Jmol 3D model	Interactive image
KEGG	D08373
MeSH	Phoxim
PubChem	[https://pubchem.ncbi.nlm.nih.gov/compound/9570290 _TEMPHERE_ = ZZZ ZZZ 9570290 _TEMPHERE_ = ZZZ ZZZ]
UNII	6F5V775VPO
	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 Key: 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,3-4H2,1-2H3 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
ATCvet code	QP53AE03
Vapor pressure	{{{value}}}
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	verify (what is ?)
	Infobox references

Phoxim is an organophosphate insecticide that is produced by the Bayer corporation. It is an analogous dimethyl ester and an organothiophosphate acaricide.^[2] It is allowed for use in limited applications in the European Union.^[3] It is banned for use on crops in the European Union since 22 December 2007.^[4]

It is used in veterinary medicine to treat ectoparasitic acarids.

References

↑ Lua error in package.lua at line 80: module 'strict' not found.
↑ Phoxim Data Sheet
↑ Commission for Veterinary Medicinal Products; Phoxim Summary Report
↑ 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

External Links

Phoxim in the Pesticide Properties DataBase (PPDB)

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[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

[1]

[2]

[3]

[4]

v t e Pest control: insecticides
Carbamates	Aldicarb Bendiocarb Carbaryl Carbofuran Ethienocarb Fenobucarb Oxamyl Methomyl Propoxur
Inorganic compounds	Aluminium phosphide Boric acid Chromated copper arsenate Copper(II) arsenate Copper(I) cyanide Diatomaceous earth Lead hydrogen arsenate Paris Green Scheele's Green
Insect growth regulators	Benzoylureas Diflubenzuron Flufenoxuron Hydroprene Lufenuron Methoprene Pyriproxyfen
Neonicotinoids	Acetamiprid Clothianidin Dinotefuran Imidacloprid Nitenpyram Nithiazine Thiacloprid Thiamethoxam
Organochlorides	Aldrin Beta-HCH Carbon tetrachloride Chlordane Cyclodiene 1,2-DCB 1,4-DCB 1,1-DCE 1,2-DCE DDD DDE DDT Dicofol Dieldrin Endosulfan Endrin Heptachlor Kepone Lindane Methoxychlor Mirex Tetradifon Toxaphene
Organophosphorus	Acephate Azamethiphos Azinphos-methyl Bensulide Chlorethoxyfos Chlorfenvinphos Chlorpyrifos Chlorpyrifos-methyl Coumaphos Demeton-S-methyl Diazinon Dicrotophos Diisopropyl fluorophosphate Dimethoate Dioxathion Disulfoton Ethion Ethoprop Fenamiphos Fenitrothion Fenthion Fosthiazate Isoxathion Malathion Methamidophos Methidathion Mevinphos Monocrotophos Naled Omethoate Oxydemeton-methyl Parathion Parathion-methyl Phenthoate Phorate Phosalone Phosmet Phoxim Pirimiphos-methyl Quinalphos Temefos Tebupirimfos Terbufos Tetrachlorvinphos Tribufos Trichlorfon
Pyrethroids	Acrinathrin Allethrins Bifenthrin Bioallethrin Cyfluthrin Cyhalothrin Cypermethrin Cyphenothrin Deltamethrin Empenthrin Esfenvalerate Etofenprox Fenvalerate Flumethrin Imiprothrin Metofluthrin Permethrin Phenothrin Prallethrin Pyrethrin (I, II; chrysanthemic acid) Pyrethrum Resmethrin Silafluofen Tefluthrin Tetramethrin Tralomethrin Transfluthrin
Ryanoids	Chlorantraniliprole Cyantraniliprole Flubendiamide Ryanodine Ryanodol
Other chemicals	Amitraz Azadirachtin Chlordimeform Chlorfenapyr Cyromazine Fenazaquin Fenoxycarb Fipronil Hydramethylnon Indoxacarb Limonene Pyridaben Pyriprole Ryanodine Sesamex Spinosad Sulfluramid Tebufenozide Tebufenpyrad Veracevine Xanthone
Metabolites	Oxon Malaoxon Paraoxon TCPy
Biopesticides	Bacillus thuringiensis Baculovirus Beauveria bassiana Beauveria brongniartii Metarhizium acridum Metarhizium anisopliae Nomuraea rileyi Lecanicillium lecanii Paecilomyces fumosoroseus Paenibacillus popilliae Purpureocillium lilacinum

Phoxim

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Names

IUPAC name (E,Z)-N-[(Diethoxyphosphorothioyl)oxy]benzenecarboximidoyl cyanide
Other names Baythion Valexone Phoxime Sebacil Valexon Volaton
Identifiers
CAS Number	14816-18-3^Y
ChemSpider	25076^N
Jmol 3D model	Interactive image
KEGG	D08373^Y
MeSH	Phoxim
PubChem	[https://pubchem.ncbi.nlm.nih.gov/compound/9570290 _TEMPHERE_ = ZZZ^YZZZ 9570290 _TEMPHERE_ = ZZZ^YZZZ]
UNII	6F5V775VPO^Y
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
ATCvet code	QP53AE03
Vapor pressure	{{{value}}}
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