Fenthion

In Australia and the USA, fenthion is used for agricultural purposes and to control cockroaches, crickets, flies, mosquitoes and spiders. It is also present in veterinary drug formulations to control fleas on dogs in Australia, and used as a mosquito adulticide, to control lice, flies, and ticks on cattle and swine or dragonfly larvae in aquaculture Like other organophosphotohionate pesticides fenthion is not active on AChE per se, but it has to be bioactivated: sulfoxidation to fenthion-sulfoxide (FEN-sulfoxide), catalyzed by cytochrome P450 or flavin-containing monooxygenase, and a CYP-mediated oxidative desulfuration to form fenthion-oxon

General

Type : Insecticide, Organophosphate, Sulfur Compound, Organothiophosphate

Chemical_Nomenclature : dimethoxy-(3-methyl-4-methylsulfanylphenoxy)-sulfanylidene-$l^{5}-phosphane

Canonical SMILES : CC1=C(C=CC(=C1)OP(=S)(OC)OC)SC

InChI : InChI=1S\/C10H15O3PS2\/c1-8-7-9(5-6-10(8)16-4)13-14(15,11-2)12-3\/h5-7H,1-4H3

InChIKey : PNVJTZOFSHSLTO-UHFFFAOYSA-N

Other name(s) : O,O-dimethyl-O-[4-(methylthio)-m-tolyl] phosphorothioate, phorothioic acid O,O-dimethyl O-[3-methyl-4-(methylthio)phenyl]ester, dimethyl 3-methyl-4-methylthiophenyl phosphorothionate, Fention, Baycid, Queletox, Spotten, Talodex, Tiguvon, Mercaptophos, Baytex, Entex, Lebaycid, Fenthione, Phenthion, Spotton, Sulfidophos, Figuron, Fenthion-methyl, Bayer 29493, Fenthion 4E, MPP (pesticide), Bayer 9007, Bayer S-1752, OMS 2, UNII-BL0L45OVKT, NCI-C08651, BAY 29493, ENT 25,540, CHEBI:34761, SCHEMBL26907, ZINC1443, CHEMBL1604375


MW : 278.33

Formula : C10H15O3PS2

CAS_number : 55-38-9

PubChem : 3346

UniChem : PNVJTZOFSHSLTO-UHFFFAOYSA-N

Wikipedia : Fenthion

Target

Families : Fenthion ligand of proteins in family
ACHE

References (10)

Title : Chronic fenthion toxicity in laying hens - Tuler_1999_Vet.Hum.Toxicol_41_302
Author(s) : Tuler SM , Bowen JM
Ref : Vet Hum Toxicol , 41 :302 , 1999
PubMedID: 10509433

Title : Effect of combined fenthion and cimetidine use in rats on lethality, blood cholinesterase activities, and serum cholinesterase isoenzymes - Sakaguchi_1998_Vet.Hum.Toxicol_40_77
Author(s) : Sakaguchi K , Akahori F , Shirai M , Masaoka T , Arishima K , Kounenis G
Ref : Vet Hum Toxicol , 40 :77 , 1998
PubMedID: 9554058

Title : The relationship between maternal and fetal effects following maternal organophosphate exposure during gestation in the rat - Astroff_1998_Toxicol.Ind.Health_14_869
Author(s) : Astroff AB , Young AD
Ref : Toxicol Ind Health , 14 :869 , 1998
PubMedID: 9891917

Title : Organophosphate resistance in Culex pipiens from Cyprus - Wirth_1996_J.Am.Mosq.Control.Assoc_12_112
Author(s) : Wirth MC , Georghiou GP
Ref : J Am Mosq Control Assoc , 12 :112 , 1996
PubMedID: 8723267

Title : Insecticide susceptibility in mosquitoes (Diptera: Culicidae) from French Polynesia - Failloux_1994_J.Med.Entomol_31_639
Author(s) : Failloux AB , Ung A , Raymond M , Pasteur N
Ref : Journal of Medical Entomology , 31 :639 , 1994
PubMedID: 7966164

Title : Sister-chromatid exchanges and cell-cycle delay in Chinese hamster V79 cells treated with 9 organophosphorus compounds (8 pesticides and 1 defoliant) - Chen_1982_Mutat.Res_103_307
Author(s) : Chen HH , Sirianni SR , Huang CC
Ref : Mutat Res , 103 :307 , 1982
PubMedID: 6211614

Title : Recovery of brain and plasma cholinesterase activities in ducklings exposed to organophosphorus pesticides - Fleming_1981_Arch.Environ.Contam.Toxicol_10_215
Author(s) : Fleming WJ
Ref : Archives of Environmental Contamination & Toxicology , 10 :215 , 1981
PubMedID: 7224673

Title : Laval implant sutdies with Lucilia cuprina - Shanahan_1978_Vet.Rec_103_582
Author(s) : Shanahan GJ , Hughes PB
Ref : Vet Rec , 103 :582 , 1978
PubMedID: 318562

Title : Problems of housefly (Musca domestica) control due to multiresistance to insesticides - Keiding_1975_J.Hyg.Epidemiol.Microbiol.Immunol_19_340
Author(s) : Keiding J
Ref : J Hyg Epidemiol Microbiol Immunol , 19 :340 , 1975
PubMedID: 52667

Title : Zur Kenntnis neuer, wenig toxischer lnsektizide auf der Basis von Phosphorsaureestern - Schrader_1961_Angew.Chem_73_331
Author(s) : Schrader G
Ref : Angewandte Chemie , 73 :331 , 1961
PubMedID: