Parathion

in vivo metabolized to very toxic compound Paraoxon in which oxygen replaces the sulfur atom

General

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  ||  parathion  ||  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

Target

Families : Parathion ligand of proteins in family
BCHE ACHE

References (48)

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
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Abstract :
PubMedSearch : Gopal_2000_Biochem.Biophys.Res.Commun_279_516
PubMedID: 11118318

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
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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
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PubMedSearch : Ivens_1998_Toxicol.Sci_46_101
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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
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PubMedID: 9561967

Title : Mice lacking serum paraoxonase are susceptible to organophosphate toxicity and atherosclerosis - Shih_1998_Nature_394_284
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Title : Intermediate myasthenia syndrome following acute organophosphates poisoning--an analysis of 21 cases - He_1998_Hum.Exp.Toxicol_17_40
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Title : Sex differences in the enzymatic hydrolysis of acetylsalicylic acid by microsomes from various rat tissues - Vargas_1997_J.Appl.Toxicol_17_347
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Title : Oxidative liver DNA damage in rats treated with pesticide mixtures - Lodovici_1997_Toxicology_117_55
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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
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PubMedSearch : Atterberry_1997_Toxicol.Appl.Pharmacol_147_411
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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
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PubMedSearch : Scaps_1997_Arch.Environ.Contam.Toxicol_33_203
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Title : Reappraisal of indications and limitations of oxime therapy in organophosphate poisoning - Worek_1997_Hum.Exp.Toxicol_16_466
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PubMedSearch : Worek_1997_Hum.Exp.Toxicol_16_466
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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
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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 : 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
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Abstract :
PubMedSearch : Rocha_1996_J.Pharmacol.Exp.Ther_278_1175
PubMedID: 8819500

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
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Abstract :
PubMedSearch : Sanchez-Fortun_1996_Arch.Environ.Contam.Toxicol_31_391
PubMedID: 8854833

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 : 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
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Abstract :
PubMedSearch : Carr_1995_J.Toxicol.Env.Health_45_325
PubMedID: 7541841

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
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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
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PubMedID: 7521012

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
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PubMedSearch : Berkman_1993_Chem.Res.Toxicol_6_28
PubMedID: 8448346

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
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PubMedSearch : Gyrd-Hansen_1993_J.Vet.Pharmacol.Ther_16_174
PubMedID: 8345567

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
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PubMedSearch : Jett_1993_J.Toxicol.Environ.Health_39_395
PubMedID: 8350385

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
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PubMedID: 7693961

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 : 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
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PubMedSearch : De Bleecker_1993_Crit.Care.Med_21_1706
PubMedID: 8222687

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
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PubMedSearch : Ward_1993_Toxicol.Appl.Pharmacol_122_300
PubMedID: 8212012

Title : Genetic toxicity of a mixture of fifteen pesticides commonly found in the Italian diet - Dolara_1993_Cell.Biol.Toxicol_9_333
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PubMedSearch : Dolara_1993_Cell.Biol.Toxicol_9_333
PubMedID: 8039010

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
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PubMedSearch : Willems_1993_Arch.Toxicol_67_79
PubMedID: 8481105

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
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PubMedSearch : Pralavorio_1992_Biochem.Genet_30_77
PubMedID: 1520255

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
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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
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Title : Red blood cell and total blood acetylcholinesterase and plasma pseudocholinesterase in humans: observed variances - Sanz_1991_J.Toxicol.Clin.Toxicol_29_81
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PubMedSearch : Sanz_1991_J.Toxicol.Clin.Toxicol_29_81
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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
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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
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PubMedSearch : Frank_1989_Food.Addit.Contam_6_227
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Title : Simultaneous determination of some organophosphorus pesticides by high performance liquid chromatography - Kumar_1989_Biomed.Chromatogr_3_272
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PubMedSearch : Kumar_1989_Biomed.Chromatogr_3_272
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Title : Cytotoxicity of certain organic solvents and organophosphorus insecticides to the ciliated protozoan Paramecium caudatum - Rajini_1989_Microbios_59_157
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Ref : Microbios , 59 :157 , 1989
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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
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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
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PubMedSearch : Finkelstein_1988_Toxicology_49_165
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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
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Title : Profile of drug metabolizing enzymes in rats treated with parathion, malathion, and phosalone under various conditions of protein energy malnutrition -
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Title : Effect of subacute administration of three organophosphorus pesticides on the hepatic phosphatases under various nutritional conditions - Bulusu_1987_Environ.Res_44_126
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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
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Ref : Clinical Toxicology , 12 :33 , 1978
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Title : Acute oral and percutaneous toxicity of phosalone in the rat, in comparison with azinphosmethyl and parathion -
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Title : Problems of housefly (Musca domestica) control due to multiresistance to insesticides - Keiding_1975_J.Hyg.Epidemiol.Microbiol.Immunol_19_340
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