Silafluofen

Silafluofen
Names
	Preferred IUPAC name (4-Ethoxyphenyl)[3-(4-fluoro-3-phenoxyphenyl)propyl]di(methyl)silane
	Other names Eflusilanat; Silonen
Identifiers
CAS Number	105024-66-6 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:39393 ;
ChEMBL	ChEMBL493481 ;
ChemSpider	83448 ;
ECHA InfoCard	100.100.662
PubChem CID	92430;
UNII	F4SX221ILG ;
CompTox Dashboard (EPA)	DTXSID4057924 ;
	InChI InChI=1S/C25H29FO2Si/c1-4-27-21-13-15-23(16-14-21)29(2,3)18-8-9-20-12-17-24(26)25(19-20)28-22-10-6-5-7-11-22/h5-7,10-17,19H,4,8-9,18H2,1-3H3 Key: HPYNBECUCCGGPA-UHFFFAOYSA-N ; InChI=1/C25H29FO2Si/c1-4-27-21-13-15-23(16-14-21)29(2,3)18-8-9-20-12-17-24(26)25(19-20)28-22-10-6-5-7-11-22/h5-7,10-17,19H,4,8-9,18H2,1-3H3 Key: HPYNBECUCCGGPA-UHFFFAOYAS;
	SMILES Fc2ccc(cc2Oc1ccccc1)CCC[Si](c3ccc(OCC)cc3)(C)C;
Properties
Chemical formula	C25H29FO2Si
Molar mass	408.588 g·mol−1
	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

Silafluofen is a fluorinated organosilicon pyrethroid insecticide.^[1]^[2]

Silafluofen is used agriculturally against soil-borne insects such as termites, and as a wood preservative. It is registered in Asia (India, Japan, Taiwan, Vietnam) since at least 1995 for crops such as drupes, tea and rice, but has not been notified or authorised in the European Union for example.^[3]^[4]

References[edit]

^ Sieburth, Scott McNeill; Manly, Charles J.; Gammon, Derek W. (1990). "Organosilane insecticides. Part I: biological and physical effects of isosteric replacement of silicon for carbon in etofenprox and MTI 800". Pesticide Science. 28 (3): 289–307. doi:10.1002/ps.2780280308.
^ Showell, G. A.; Mills, J. S. (2003). "Chemistry Challenges in Lead Optimization: Silicon Isosteres in Drug Discovery". Drug Discovery Today. 8 (12): 551–556. doi:10.1016/S1359-6446(03)02726-0. PMID 12821303.
^ "Silafluofen". EU Pesticides database. European Commission. Retrieved 26 January 2022.
^ Katsuda, Yoshio; Minamite, Yoshihiro; Vongkaluang, Charunee (December 2011). "Development of Silafluofen-Based Termiticides in Japan and Thailand". Insects. 2 (4): 532–539. doi:10.3390/insects2040532. PMC 4553446. PMID 26467832.

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[1] Sieburth, Scott McNeill; Manly, Charles J.; Gammon, Derek W. (1990). "Organosilane insecticides. Part I: biological and physical effects of isosteric replacement of silicon for carbon in etofenprox and MTI 800". Pesticide Science. 28 (3): 289–307. doi:10.1002/ps.2780280308.

[2] Showell, G. A.; Mills, J. S. (2003). "Chemistry Challenges in Lead Optimization: Silicon Isosteres in Drug Discovery". Drug Discovery Today. 8 (12): 551–556. doi:10.1016/S1359-6446(03)02726-0. PMID 12821303.

[3] "Silafluofen". EU Pesticides database. European Commission. Retrieved 26 January 2022.

[4] Katsuda, Yoshio; Minamite, Yoshihiro; Vongkaluang, Charunee (December 2011). "Development of Silafluofen-Based Termiticides in Japan and Thailand". Insects. 2 (4): 532–539. doi:10.3390/insects2040532. PMC 4553446. PMID 26467832.

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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 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 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
Ryanoids	Chlorantraniliprole Cyantraniliprole Flubendiamide Ryanodine Ryanodol
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
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

Names

Preferred IUPAC name (4-Ethoxyphenyl)[3-(4-fluoro-3-phenoxyphenyl)propyl]di(methyl)silane
Other names Eflusilanat; Silonen
Identifiers
CAS Number	105024-66-6^N
3D model (JSmol)	Interactive image
ChEBI	CHEBI:39393^Y
ChEMBL	ChEMBL493481^Y
ChemSpider	83448^Y
ECHA InfoCard	100.100.662
PubChem CID	92430
UNII	F4SX221ILG^N
CompTox Dashboard (EPA)	DTXSID4057924
InChI InChI=1S/C25H29FO2Si/c1-4-27-21-13-15-23(16-14-21)29(2,3)18-8-9-20-12-17-24(26)25(19-20)28-22-10-6-5-7-11-22/h5-7,10-17,19H,4,8-9,18H2,1-3H3^Y Key: HPYNBECUCCGGPA-UHFFFAOYSA-N^Y InChI=1/C25H29FO2Si/c1-4-27-21-13-15-23(16-14-21)29(2,3)18-8-9-20-12-17-24(26)25(19-20)28-22-10-6-5-7-11-22/h5-7,10-17,19H,4,8-9,18H2,1-3H3 Key: HPYNBECUCCGGPA-UHFFFAOYAS
SMILES Fc2ccc(cc2Oc1ccccc1)CCC[Si](c3ccc(OCC)cc3)(C)C
Properties
Chemical formula	C₂₅H₂₉FO₂Si
Molar mass	408.588 g·mol⁻¹
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