Phoxim: Difference between revisions

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	\| Watchedfields = changed		\| Watchedfields = changed
	\| verifiedrevid = 437293527		\| verifiedrevid = 437293527
	\| Reference = <ref name="safety">{{cite web\|url=https://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=9570290&loc=ec_rcs\|title=Phoxim PubChem entry\|~~accessdate~~=2008-07-06}}</ref>		\| Reference = <ref name="safety">{{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}}</ref>
	\| ImageFile=Phoxim-2D-by-AHRLS-2012.png		\| ImageFile=Phoxim-2D-by-AHRLS-2012.png
	\| ImageSize=200px		\| ImageSize=200px
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	\| CASNo_Ref = {{cascite\|correct\|CAS}}		\| CASNo_Ref = {{cascite\|correct\|CAS}}
	\| CASNo=14816-18-3		\| CASNo=14816-18-3
			\| EC_number = 238-887-3
	\| PubChem= 9570290		\| PubChem= 9570290
	_TEMPHERE_ = ZZZ{{fdacite\|correct\|FDA}}ZZZ
	\| SMILES=CCOP(=S)(OCC)ON=C(C#N)C1=CC=CC=C1		\| SMILES=CCOP(=S)(OCC)ON=C(C#N)C1=CC=CC=C1
	\| ChemSpiderID_Ref = {{chemspidercite\|~~changed~~\|chemspider}}		\| ChemSpiderID_Ref = {{chemspidercite\|correct\|chemspider}}
	\| ChemSpiderID = 25076		\| 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		\| 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
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	\|Section7={{Chembox Hazards		\|Section7={{Chembox Hazards
	\| MainHazards=		\| MainHazards=
	\| ~~RPhrases~~ = {{~~R22~~}} {{~~R50/53~~}}		\| GHSPictograms = {{GHS07}}{{GHS08}}{{GHS09}}
			\| GHSSignalWord = Warning
	\| SPhrases = {{S2}} {{S36}} {{S60}} {{S61}}
			\| 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=		\| FlashPt=
	\| AutoignitionPt =		\| AutoignitionPt =
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	It is used in veterinary medicine to treat ] ]s.		It is used in veterinary medicine to treat ] ]s.

	This pesticide should be used with caution since some insects like ] become even more resistant when exposed.<ref>{{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)~~\|url=http://www.sciencedirect.com/science/article/pii/S0048357509001345~~\|journal=Pesticide Biochemistry and Physiology\|volume=96\|issue=1\|pages=51–55\|doi=10.1016/j.pestbp.2009.09.003}}</ref>		This pesticide should be used with caution since some insects like ] become even more resistant when exposed.<ref>{{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}}</ref>

	==References==		==References==
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	==External links ==		==External links ==
	* {{~~PPDB\|524~~}}		*{{Commonscatinline}}
			*{{PPDB\|524}}

	{{Insecticides}}		{{Insecticides}}
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	]		]
	]		]
	]		]
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Latest revision as of 19:13, 12 June 2023

Phoxim
Names


IUPAC name (E,Z)-N-benzenecarboximidoyl cyanide
Other names Baythion Valexone Phoxime Sebacil Valexon Volaton
Identifiers
CAS Number	14816-18-3
3D model (JSmol)	Interactive image
ChemSpider	25076
ECHA InfoCard	100.035.337
EC Number	238-887-3
KEGG	D08373
MeSH	Phoxim
PubChem CID	9570290
UNII	6F5V775VPO
CompTox Dashboard (EPA)	DTXSID8034324
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)
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 , 100 kPa). N 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

"Phoxim PubChem entry". Retrieved 2008-07-06.
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
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

Media related to Phoxim at Wikimedia Commons
Phoxim in the Pesticide Properties DataBase (PPDB)

v t e Pest control: Insecticides
Carbamates	Aldicarb Aminocarb Bendiocarb Butocarboxim Carbaryl Carbofuran Carbosulfan m-Cumenyl methylcarbamate Ethienocarb Fenobucarb Isoprocarb Methomyl Metolcarb Oxamyl Promecarb Propoxur
Inorganic compounds	Aluminium phosphide Boric acid Chromated copper arsenate Copper(II) arsenate Copper(I) cyanide Cryolite Diatomaceous earth Lead hydrogen arsenate Paris Green Scheele's Green
Insect growth regulators	Benzoylureas (Bistrifluron, Diflubenzuron, Flufenoxuron, Lufenuron, Noviflumuron) Hydroprene Methoprene Pyriproxyfen
Neonicotinoids	Acetamiprid Clothianidin Dinotefuran Imidacloprid Imidaclothiz Nitenpyram Nithiazine Paichongding 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 DFDT 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 Dichlorvos Dicrotophos Diisopropyl fluorophosphate Dimefox Dimethoate Dioxathion Disulfoton Ethion Ethoprop Fenamiphos Fenitrothion Fenthion Fosthiazate Isoxathion Malathion Methamidophos Methidathion Mevinphos Mipafox Monocrotophos Naled Omethoate Oxydemeton-methyl Parathion Parathion-methyl Phenthoate Phorate Phosalone Phosmet Phoxim Pirimiphos-methyl Quinalphos R-16661 Schradan Temefos Tebupirimfos Terbufos Tetrachlorvinphos Tribufos Trichlorfon
Pyrethroids	Acrinathrin Allethrins Bifenthrin Bioallethrin Cyfluthrin Cyhalothrin Cypermethrin Cyphenothrin Deltamethrin Empenthrin Esfenvalerate Etofenprox Fenpropathrin Fenvalerate Flumethrin Fluvalinate Imiprothrin Metofluthrin Permethrin Phenothrin Prallethrin Pyrethrin (I, II; chrysanthemic acid) Pyrethrum Resmethrin Silafluofen Tefluthrin Tetramethrin Tralomethrin Transfluthrin
Diamides	Chlorantraniliprole Cyantraniliprole Flubendiamide
Other chemicals	Afoxolaner Amitraz Azadirachtin Bensultap Buprofezin Cartap Chlordimeform Chlorfenapyr Cyromazine Fenazaquin Fenoxycarb Fipronil Fluralaner Hydramethylnon Indoxacarb Limonene Lotilaner (+milbemycin oxime) Pyridaben Pyriprole Sarolaner Adjuvants (Piperonyl butoxide, Sesamex) Spinosad Sulfluramid Tebufenozide Tebufenpyrad Veracevine Xanthone Metaflumizone Ryanodine Ryanodol
Metabolites	Oxon Malaoxon Paraoxon TCPy
Biopesticides	Bacillus thuringiensis Baculovirus Beauveria bassiana Beauveria brongniartii Isaria fumosorosea Metarhizium acridum Metarhizium anisopliae Nomuraea rileyi Lecanicillium lecanii Paenibacillus popilliae Purpureocillium lilacinum Spinosad