phoxim

{{chembox

| Verifiedfields = changed

| Watchedfields = changed

| verifiedrevid = 437293527

| Reference = {{cite web|url=https://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=9570290&loc=ec_rcs|title=Phoxim PubChem entry|access-date=2008-07-06}}

| ImageFile=Phoxim-2D-by-AHRLS-2012.png

| ImageSize=200px

| ImageFile2=Phoxim-3D-balls-by-AHRLS-2012.png

| ImageSize2=200px

| IUPACName=(E,Z)-N-[(Diethoxyphosphorothioyl)oxy]benzenecarboximidoyl cyanide

| OtherNames=Baythion
Valexone
Phoxime
Sebacil
Valexon
Volaton

|Section1={{Chembox Identifiers

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = 6F5V775VPO

| CASNo_Ref = {{cascite|correct|CAS}}

| CASNo=14816-18-3

| EC_number = 238-887-3

| PubChem= 9570290

| SMILES=CCOP(=S)(OCC)ON=C(C#N)C1=CC=CC=C1

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 25076

| 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

| InChIKey = ATROHALUCMTWTB-UHFFFAOYAQ

| StdInChI_Ref = {{stdinchicite|changed|chemspider}}

| StdInChI = 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

| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}

| StdInChIKey = ATROHALUCMTWTB-UHFFFAOYSA-N

| MeSHName=Phoxim

| KEGG_Ref = {{keggcite|correct|kegg}}

| KEGG = D08373

}}

|Section2={{Chembox Properties

| C=12 | H=15 | N=2 | O=3 | P=1 | S=1

| Appearance=Brownish red liquid

| Density=1.17 g/cm³

| MeltingPtC=6.1

| BoilingPt=102

| Solubility=7 ppm }}

|Section6={{Chembox Pharmacology

| ATCvet = yes

| ATCCode_prefix = P53

| ATCCode_suffix = AE03

}}

|Section7={{Chembox Hazards

| MainHazards=

| GHSPictograms = {{GHS07}}{{GHS08}}{{GHS09}}

| GHSSignalWord = Warning

| HPhrases = {{H-phrases|302|317|361f|410}}

| PPhrases = {{P-phrases|201|202|261|264|270|272|273|280|281|301+312|302+352|308+313|321|330|333+313|363|391|405|501}}

| FlashPt=

| AutoignitionPt =

}}

}}

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.[http://www.ema.europa.eu/pdfs/vet/mrls/075600en.pdf Commission for Veterinary Medicinal Products; Phoxim Summary Report] It is banned for use on crops in the European Union since 22 December 2007.[http://eur-lex.europa.eu/LexUriServ/LexUriServ.do?uri=OJ:L:2007:166:0016:0023:EN:PDF 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

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.{{Cite journal|last=Wang|first=Kai-Yun|last2=Zhang|first2=Yong|last3=Wang|first3=Hong-Yan|last4=Xia|first4=Xiao-Ming|last5=Liu|first5=Tong-Xian|date=2010-01-01|title=Influence of three diets on susceptibility of selected insecticides and activities of detoxification esterases of Helicoverpa assulta (Lepidoptera: Noctuidae)|journal=Pesticide Biochemistry and Physiology|volume=96|issue=1|pages=51–55|doi=10.1016/j.pestbp.2009.09.003}}