in vivo metabolized to very toxic compound Paraoxon in which oxygen replaces the sulfur atom
Type : Insecticide, Organophosphate, Sulfur Compound, Organothiophosphate, pNP, Derivative of Paraoxon
Chemical_Nomenclature : diethoxy-(4-nitrophenoxy)-sulfanylidene-$l^{5}-phosphane
Canonical SMILES : CCOP(=S)(OCC)OC1=CC=C(C=C1)[N+](=O)[O-]
InChI : InChI=1S\/C10H14NO5PS\/c1-3-14-17(18,15-4-2)16-10-7-5-9(6-8-10)11(12)13\/h5-8H,3-4H2,1-2H3
InChIKey : LCCNCVORNKJIRZ-UHFFFAOYSA-N
Other name(s) : Ethyl parathion || ethylparathion || E605 || Thiophos 3422 || DNTP || Niran || AAT || Etilon || DPP || Paraphos || Alkron || Thiophos || phosphostigmine || Parathion-ethyl || corothion || corthione || danthion || fosfive || fosova || gearphos || genithion || kolphos || kypthion || lirothion || murfos || nourithion || oleoparaphene || oleoparathion || panthion || parathene || pethion || phosphemol || phosphenol || rhodiasol || stathion || strathion || tiofos || vapophos || vitrex || Aphamite || Fosferno || Orthophos || Rhodiatox || Alleron || Folidol || Fostox || Paramar || Parawet || Phoskil || super rodiatox || Aralo || folidol oil || pestox plus || O,O'diethyl O'p-nitrophenylphosphorothionate(or thioate)
MW : 291.3
Formula : C10H14NO5PS
CAS_number : 56-38-2
PubChem : 991
UniChem : LCCNCVORNKJIRZ-UHFFFAOYSA-N
Wikipedia : Parathion
Title : Mutagenesis of organophosphorus hydrolase to enhance hydrolysis of the nerve agent VX - Gopal_2000_Biochem.Biophys.Res.Commun_279_516 |
Author(s) : Gopal S , Rastogi V , Ashman W , Mulbry W |
Ref : Biochemical & Biophysical Research Communications , 279 :516 , 2000 |
Abstract : |
PubMedSearch : Gopal_2000_Biochem.Biophys.Res.Commun_279_516 |
PubMedID: 11118318 |
Title : Comparative presynaptic neurochemical changes in rat striatum following exposure to chlorpyrifos or parathion - Liu_1998_J.Toxicol.Environ.Health_53_531 |
Author(s) : Liu J , Pope CN |
Ref : J Toxicol Environ Health , 53 :531 , 1998 |
Abstract : |
PubMedSearch : Liu_1998_J.Toxicol.Environ.Health_53_531 |
PubMedID: 9561967 |
Title : Intermediate myasthenia syndrome following acute organophosphates poisoning--an analysis of 21 cases - He_1998_Hum.Exp.Toxicol_17_40 |
Author(s) : He F , Xu H , Qin F , Xu L , Huang J , He X |
Ref : Hum Exp Toxicol , 17 :40 , 1998 |
Abstract : |
PubMedSearch : He_1998_Hum.Exp.Toxicol_17_40 |
PubMedID: 9491337 |
Title : Mice lacking serum paraoxonase are susceptible to organophosphate toxicity and atherosclerosis - Shih_1998_Nature_394_284 |
Author(s) : Shih DM , Gu L , Xia YR , Navab M , Li WF , Hama S , Castellani LW , Furlong CE , Costa LG , Fogelman AM , Lusis AJ |
Ref : Nature , 394 :284 , 1998 |
Abstract : |
PubMedSearch : Shih_1998_Nature_394_284 |
PubMedID: 9685159 |
Title : Flavonoid-induced alterations in cytochrome P450-dependent biotransformation of the organophosphorus insecticide parathion in the mouse - Ramos_1998_Toxicology_131_155 |
Author(s) : Ramos S , Sultatos L |
Ref : Toxicology , 131 :155 , 1998 |
Abstract : |
PubMedSearch : Ramos_1998_Toxicology_131_155 |
PubMedID: 9928630 |
Title : Learning and memory of rats after long-term administration of low doses of parathion - Ivens_1998_Toxicol.Sci_46_101 |
Author(s) : Ivens IA , Schmuck G , Machemer L |
Ref : Toxicol Sci , 46 :101 , 1998 |
Abstract : |
PubMedSearch : Ivens_1998_Toxicol.Sci_46_101 |
PubMedID: 9928673 |
Title : Oxidative liver DNA damage in rats treated with pesticide mixtures - Lodovici_1997_Toxicology_117_55 |
Author(s) : Lodovici M , Casalini C , Briani C , Dolara P |
Ref : Toxicology , 117 :55 , 1997 |
Abstract : |
PubMedSearch : Lodovici_1997_Toxicology_117_55 |
PubMedID: 9020199 |
Title : Age-related differences in parathion and chlorpyrifos toxicity in male rats: target and nontarget esterase sensitivity and cytochrome P450- mediated metabolism - Atterberry_1997_Toxicol.Appl.Pharmacol_147_411 |
Author(s) : Atterberry TT , Burnett WT , Chambers JE |
Ref : Toxicol Appl Pharmacol , 147 :411 , 1997 |
Abstract : |
PubMedSearch : Atterberry_1997_Toxicol.Appl.Pharmacol_147_411 |
PubMedID: 9439736 |
Title : Effects of organophosphate and carbamate pesticides on acetylcholinesterase and choline acetyltransferase activities of the polychaete Nereis diversicolor - Scaps_1997_Arch.Environ.Contam.Toxicol_33_203 |
Author(s) : Scaps P , Demuynck S , Descamps M , Dhainaut A |
Ref : Archives of Environmental Contamination & Toxicology , 33 :203 , 1997 |
Abstract : |
PubMedSearch : Scaps_1997_Arch.Environ.Contam.Toxicol_33_203 |
PubMedID: 9294250 |
Title : Sex differences in the enzymatic hydrolysis of acetylsalicylic acid by microsomes from various rat tissues - Vargas_1997_J.Appl.Toxicol_17_347 |
Author(s) : Vargas Loza AM , Montes de Oca EI , Posadas del Rio FA |
Ref : Journal of Applied Toxicology , 17 :347 , 1997 |
Abstract : |
PubMedSearch : Vargas_1997_J.Appl.Toxicol_17_347 |
PubMedID: 9418940 |
Title : Reappraisal of indications and limitations of oxime therapy in organophosphate poisoning - Worek_1997_Hum.Exp.Toxicol_16_466 |
Author(s) : Worek F , Backer M , Thiermann H , Szinicz L , Mast U , Klimmek R , Eyer P |
Ref : Hum Exp Toxicol , 16 :466 , 1997 |
Abstract : |
PubMedSearch : Worek_1997_Hum.Exp.Toxicol_16_466 |
PubMedID: 9292287 |
Title : Paraoxon: cholinesterase-independent stimulation of transmitter release and selective block of ligand-gated ion channels in cultured hippocampal neurons - Rocha_1996_J.Pharmacol.Exp.Ther_278_1175 |
Author(s) : Rocha ES , Swanson KL , Aracava Y , Goolsby JE , Maelicke A , Albuquerque EX |
Ref : Journal of Pharmacology & Experimental Therapeutics , 278 :1175 , 1996 |
Abstract : |
PubMedSearch : Rocha_1996_J.Pharmacol.Exp.Ther_278_1175 |
PubMedID: 8819500 |
Title : Time course of inhibition of cholinesterase and aliesterase activities, and nonprotein sulfhydryl levels following exposure to organophosphorus insecticides in mosquitofish (Gambusia affinis) - Boone_1996_Fundam.Appl.Toxicol_29_202 |
Author(s) : Boone JS , Chambers JE |
Ref : Fundamental & Applied Toxicology , 29 :202 , 1996 |
Abstract : |
PubMedSearch : Boone_1996_Fundam.Appl.Toxicol_29_202 |
PubMedID: 8742317 |
Title : Kinetic analysis of the in vitro inhibition, aging, and reactivation of brain acetylcholinesterase from rat and channel catfish by paraoxon and chlorpyrifos-oxon - Carr_1996_Toxicol.Appl.Pharmacol_139_365 |
Author(s) : Carr RL , Chambers JE |
Ref : Toxicology & Applied Pharmacology , 139 :365 , 1996 |
Abstract : |
PubMedSearch : Carr_1996_Toxicol.Appl.Pharmacol_139_365 |
PubMedID: 8806854 |
Title : Acute toxicity of several organophosphorous insecticides and protection by cholinergic antagonists and 2-PAM on Artemia salina larvae - Sanchez-Fortun_1996_Arch.Environ.Contam.Toxicol_31_391 |
Author(s) : Sanchez-Fortun S , Sanz F , Barahona MV |
Ref : Archives of Environmental Contamination & Toxicology , 31 :391 , 1996 |
Abstract : |
PubMedSearch : Sanchez-Fortun_1996_Arch.Environ.Contam.Toxicol_31_391 |
PubMedID: 8854833 |
Title : Inhibition and aging of channel catfish brain acetylcholinesterase following exposure to two phosphorothionate insecticides and their active metabolites - Carr_1995_J.Toxicol.Env.Health_45_325 |
Author(s) : Carr RL , Straus DL , Chambers JE |
Ref : Journal of Toxicology & Environmental Health , 45 :325 , 1995 |
Abstract : |
PubMedSearch : Carr_1995_J.Toxicol.Env.Health_45_325 |
PubMedID: 7541841 |
Title : Antagonism of the lethal effects of paraoxon by carrier erythrocytes containing phosphotriesterase - Pei_1995_Fundam.Appl.Toxicol_28_209 |
Author(s) : Pei L , Petrikovics I , Way JL |
Ref : Fundamental & Applied Toxicology , 28 :209 , 1995 |
Abstract : |
PubMedSearch : Pei_1995_Fundam.Appl.Toxicol_28_209 |
PubMedID: 8835230 |
Title : Use of urinary p-nitrophenol as an index of exposure to parathion - Denga_1995_Bull.Environ.Contam.Toxicol_55_296 |
Author(s) : Denga N , Moldeus P , Kasilo OM , Nhachi CF |
Ref : Bulletin of Environmental Contamination & Toxicology , 55 :296 , 1995 |
Abstract : |
PubMedSearch : Denga_1995_Bull.Environ.Contam.Toxicol_55_296 |
PubMedID: 7579938 |
Title : Effect of a mixture of 15 commonly used pesticides on DNA levels of 8- hydroxy-2-deoxyguanosine and xenobiotic metabolizing enzymes in rat liver - Lodovici_1994_J.Environ.Pathol.Toxicol.Oncol_13_163 |
Author(s) : Lodovici M , Aiolli S , Monserrat C , Dolara P , Medica A , Di Simplicio P |
Ref : J Environ Pathol Toxicol Oncol , 13 :163 , 1994 |
Abstract : |
PubMedSearch : Lodovici_1994_J.Environ.Pathol.Toxicol.Oncol_13_163 |
PubMedID: 7722883 |
Title : Cytogenetic effects on human lymphocytes of a mixture of fifteen pesticides commonly used in Italy - Dolara_1994_Mutat.Res_325_47 |
Author(s) : Dolara P , Torricelli F , Antonelli N |
Ref : Mutat Res , 325 :47 , 1994 |
Abstract : |
PubMedSearch : Dolara_1994_Mutat.Res_325_47 |
PubMedID: 7521012 |
Title : Cholinesterase reactivation in organophosphorus poisoned patients depends on the plasma concentrations of the oxime pralidoxime methylsulphate and of the organophosphate - Willems_1993_Arch.Toxicol_67_79 |
Author(s) : Willems JL , De Bisschop HC , Verstraete AG , Declerck C , Christiaens Y , Vanscheeuwyck P , Buylaert WA , Vogelaers D , Colardyn F |
Ref : Archives of Toxicology , 67 :79 , 1993 |
Abstract : |
PubMedSearch : Willems_1993_Arch.Toxicol_67_79 |
PubMedID: 8481105 |
Title : Kinetics of the postinhibitory reactions of acetylcholinesterase poisoned by chiral isomalathion: a surprising nonreactivation induced by the RP stereoisomers - Berkman_1993_Chem.Res.Toxicol_6_28 |
Author(s) : Berkman CE , Ryu S , Quinn DA , Thompson CM |
Ref : Chemical Research in Toxicology , 6 :28 , 1993 |
Abstract : |
PubMedSearch : Berkman_1993_Chem.Res.Toxicol_6_28 |
PubMedID: 8448346 |
Title : Serum paraoxonase status: a major factor in determining resistance to organophosphates - Li_1993_J.Toxicol.Env.Health_40_337 |
Author(s) : Li WF , Costa LG , Furlong CE |
Ref : Journal of Toxicology & Environmental Health , 40 :337 , 1993 |
Abstract : |
PubMedSearch : Li_1993_J.Toxicol.Env.Health_40_337 |
PubMedID: 7693961 |
Title : Interaction of acetylcholinesterase with the enantiomers of malaoxon and isomalathion - Berkman_1993_Chem.Res.Toxicol_6_724 |
Author(s) : Berkman CE , Quinn DA , Thompson CM |
Ref : Chemical Research in Toxicology , 6 :724 , 1993 |
Abstract : |
PubMedSearch : Berkman_1993_Chem.Res.Toxicol_6_724 |
PubMedID: 8292752 |
Title : Intermediate syndrome in organophosphorus poisoning: a prospective study - De Bleecker_1993_Crit.Care.Med_21_1706 |
Author(s) : De Bleecker JL , Van den Neucker K , Colardyn F |
Ref : Critical Care Medicine , 21 :1706 , 1993 |
Abstract : |
PubMedSearch : De Bleecker_1993_Crit.Care.Med_21_1706 |
PubMedID: 8222687 |
Title : Inhibition patterns of brain acetylcholinesterase and hepatic and plasma aliesterases following exposures to three phosphorothionate insecticides and their oxons in rats - Chambers_1993_Fundam.Appl.Toxicol_21_111 |
Author(s) : Chambers JE , Carr RL |
Ref : Fundamental & Applied Toxicology , 21 :111 , 1993 |
Abstract : |
PubMedSearch : Chambers_1993_Fundam.Appl.Toxicol_21_111 |
PubMedID: 7689992 |
Title : Correlation of the anticholinesterase activity of a series of organophosphates with their ability to compete with agonist binding to muscarinic receptors - Ward_1993_Toxicol.Appl.Pharmacol_122_300 |
Author(s) : Ward TR , Ferris DJ , Tilson HA , Mundy WR |
Ref : Toxicology & Applied Pharmacology , 122 :300 , 1993 |
Abstract : |
PubMedSearch : Ward_1993_Toxicol.Appl.Pharmacol_122_300 |
PubMedID: 8212012 |
Title : Percutaneous absorption of organophosphorus insecticides in pigs--the influence of different vehicles - Gyrd-Hansen_1993_J.Vet.Pharmacol.Ther_16_174 |
Author(s) : Gyrd-Hansen N , Brimer L , Rasmussen F |
Ref : J Vet Pharmacol Ther , 16 :174 , 1993 |
Abstract : |
PubMedSearch : Gyrd-Hansen_1993_J.Vet.Pharmacol.Ther_16_174 |
PubMedID: 8345567 |
Title : Genetic toxicity of a mixture of fifteen pesticides commonly found in the Italian diet - Dolara_1993_Cell.Biol.Toxicol_9_333 |
Author(s) : Dolara P , Vezzani A , Caderni G , Coppi C , Torricelli F |
Ref : Cell Biol Toxicol , 9 :333 , 1993 |
Abstract : |
PubMedSearch : Dolara_1993_Cell.Biol.Toxicol_9_333 |
PubMedID: 8039010 |
Title : Down-regulation of muscarinic receptors and the m3 subtype in white-footed mice by dietary exposure to parathion - Jett_1993_J.Toxicol.Environ.Health_39_395 |
Author(s) : Jett DA , Hill EF , Fernando JC , Eldefrawi ME , Eldefrawi AT |
Ref : J Toxicol Environ Health , 39 :395 , 1993 |
Abstract : |
PubMedSearch : Jett_1993_J.Toxicol.Environ.Health_39_395 |
PubMedID: 8350385 |
Title : Parathion transfer and acetylcholinesterase activity in an in-vitro perfused term human placenta - Benjaminov_1992_Vet.Hum.Toxicol_34_10 |
Author(s) : Benjaminov O , Hoffer E , Taitelman U , Urbach J , Brandes JM |
Ref : Vet Hum Toxicol , 34 :10 , 1992 |
Abstract : |
PubMedSearch : Benjaminov_1992_Vet.Hum.Toxicol_34_10 |
PubMedID: 1621354 |
Title : Plasma concentrations of pralidoxime methylsulphate in organophosphorus poisoned patients - Willems_1992_Arch.Toxicol_66_260 |
Author(s) : Willems JL , Langenberg JP , Verstraete AG , De Loose M , Vanhaesebroeck B , Goethals G , Belpaire FM , Buylaert WA , Vogelaers D , Colardyn F |
Ref : Archives of Toxicology , 66 :260 , 1992 |
Abstract : |
PubMedSearch : Willems_1992_Arch.Toxicol_66_260 |
PubMedID: 1514924 |
Title : Drosophila acetylcholinesterase: characterization of different mutants resistant to insecticides - Pralavorio_1992_Biochem.Genet_30_77 |
Author(s) : Pralavorio M , Fournier D |
Ref : Biochemical Genetics , 30 :77 , 1992 |
Abstract : |
PubMedSearch : Pralavorio_1992_Biochem.Genet_30_77 |
PubMedID: 1520255 |
Title : Red blood cell and total blood acetylcholinesterase and plasma pseudocholinesterase in humans: observed variances - Sanz_1991_J.Toxicol.Clin.Toxicol_29_81 |
Author(s) : Sanz P , Rodriguez-Vicente MC , Diaz D , Repetto J , Repetto M |
Ref : J Toxicol Clinical Toxicology , 29 :81 , 1991 |
Abstract : |
PubMedSearch : Sanz_1991_J.Toxicol.Clin.Toxicol_29_81 |
PubMedID: 2005669 |
Title : Effects of the organophosphate insecticides diazinon and parathion on bobwhite quail embryos: skeletal defects and acetylcholinesterase activity - Meneely_1989_J.Exp.Zool_252_60 |
Author(s) : Meneely GA , Wyttenbach CR |
Ref : Journal of Experimental Zoology , 252 :60 , 1989 |
Abstract : |
PubMedSearch : Meneely_1989_J.Exp.Zool_252_60 |
PubMedID: 2809535 |
Title : Monitoring Ontario-grown apples for pest control chemicals used in their production, 1978-86 - Frank_1989_Food.Addit.Contam_6_227 |
Author(s) : Frank R , Braun HE , Ripley BD |
Ref : Food Additives & Contaminants , 6 :227 , 1989 |
Abstract : |
PubMedSearch : Frank_1989_Food.Addit.Contam_6_227 |
PubMedID: 2924979 |
Title : Simultaneous determination of some organophosphorus pesticides by high performance liquid chromatography - Kumar_1989_Biomed.Chromatogr_3_272 |
Author(s) : Kumar R |
Ref : Biomedical Chromatography , 3 :272 , 1989 |
Abstract : |
PubMedSearch : Kumar_1989_Biomed.Chromatogr_3_272 |
PubMedID: 2620148 |
Title : Cytotoxicity of certain organic solvents and organophosphorus insecticides to the ciliated protozoan Paramecium caudatum - Rajini_1989_Microbios_59_157 |
Author(s) : Rajini PS , Krishnakumari MK , Majumder SK |
Ref : Microbios , 59 :157 , 1989 |
Abstract : |
PubMedSearch : Rajini_1989_Microbios_59_157 |
PubMedID: 2593868 |
Title : Brain acetylcholinesterase after acute parathion poisoning: a comparative quantitative histochemical analysis post mortem - Finkelstein_1988_Ann.Neurol_24_252 |
Author(s) : Finkelstein Y , Wolff M , Biegon A |
Ref : Annals of Neurology , 24 :252 , 1988 |
Abstract : |
PubMedSearch : Finkelstein_1988_Ann.Neurol_24_252 |
PubMedID: 3178179 |
Title : Brain acetylcholinesterase after parathion poisoning: a comparative quantitative histochemical analysis post-mortem - Finkelstein_1988_Toxicology_49_165 |
Author(s) : Finkelstein Y , Wolff M , Biegon A |
Ref : Toxicology , 49 :165 , 1988 |
Abstract : |
PubMedSearch : Finkelstein_1988_Toxicology_49_165 |
PubMedID: 3376122 |
Title : Profile of drug metabolizing enzymes in rats treated with parathion, malathion, and phosalone under various conditions of protein energy malnutrition - |
Author(s) : Bulusu S , Chakravarty I |
Ref : Bulletin of Environmental Contamination & Toxicology , 40 :110 , 1988 |
PubMedID: 3125871 |
Title : Toxicity of an acute dose of agent VX and other organophosphorus esters in the chicken - Wilson_1988_J.Toxicol.Environ.Health_23_103 |
Author(s) : Wilson BW , Henderson JD , Chow E , Schreider J , Goldman M , Culbertson R , Dacre JC |
Ref : J Toxicol Environ Health , 23 :103 , 1988 |
Abstract : |
PubMedSearch : Wilson_1988_J.Toxicol.Environ.Health_23_103 |
PubMedID: 3336055 |
Title : Effect of subacute administration of three organophosphorus pesticides on the hepatic phosphatases under various nutritional conditions - Bulusu_1987_Environ.Res_44_126 |
Author(s) : Bulusu S , Chakravarty I |
Ref : Environ Research , 44 :126 , 1987 |
Abstract : |
PubMedSearch : Bulusu_1987_Environ.Res_44_126 |
PubMedID: 2820707 |
Title : Isolation and concentration of organophosphorus pesticides from drinking water at the ng\/L level, using macroreticular resin - LeBel_1979_J.Assoc.Off.Anal.Chem_62_241 |
Author(s) : LeBel GL , Williams DT , Griffith G , Benoit FM |
Ref : J Assoc Off Analytical Chemistry , 62 :241 , 1979 |
Abstract : |
PubMedSearch : LeBel_1979_J.Assoc.Off.Anal.Chem_62_241 |
PubMedID: 447594 |
Title : A note on dermal poisoning from mevinphos and parathion - |
Author(s) : Reichert ER , Klemmer HW , Haley TJ |
Ref : Clinical Toxicology , 12 :33 , 1978 |
PubMedID: 630818 |
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 |
Abstract : |
PubMedSearch : Keiding_1975_J.Hyg.Epidemiol.Microbiol.Immunol_19_340 |
PubMedID: 52667 |
Title : Die insektiziden Phosphorsaureester - Schrader_1961_Angew.Chem_69_86 |
Author(s) : Schrader G |
Ref : Angewandte Chemie , 69 :86 , 1957 |
Abstract : |
PubMedSearch : Schrader_1961_Angew.Chem_69_86 |
PubMedID: |