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
Ref : Biochemical & Biophysical Research Communications , 279 :516 , 2000
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
Ref : Toxicology , 131 :155 , 1998
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
PubMedID: 9928673

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
PubMedID: 9561967

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
PubMedID: 9685159

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
PubMedID: 9491337

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
PubMedID: 9418940

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
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
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
PubMedID: 9294250

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
PubMedID: 9292287

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
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
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
PubMedID: 8854833

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
PubMedID: 8819500

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
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
Author(s) : Carr RL , Straus DL , Chambers JE
Ref : Journal of Toxicology & Environmental Health , 45 :325 , 1995
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
PubMedID: 8835230

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
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
PubMedID: 7521012

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
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
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
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
PubMedID: 7689992

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
PubMedID: 8222687

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
PubMedID: 8292752

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
PubMedID: 8212012

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
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
Ref : Archives of Toxicology , 67 :79 , 1993
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
PubMedID: 8448346

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
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
Ref : Vet Hum Toxicol , 34 :10 , 1992
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
PubMedID: 1514924

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
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
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
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
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
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
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
PubMedID: 3376122

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
PubMedID: 3336055

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 : 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
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
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 : Acute oral and percutaneous toxicity of phosalone in the rat, in comparison with azinphosmethyl and parathion -
Author(s) : Pasquet J , Mazuret A , Fournel J , Koenig FH
Ref : Toxicol Appl Pharmacol , 37 :85 , 1976
PubMedID: 968909

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 : Die insektiziden Phosphorsaureester - Schrader_1961_Angew.Chem_69_86
Author(s) : Schrader G
Ref : Angewandte Chemie , 69 :86 , 1957
PubMedID: