Methamidophos

Methamidophos is also a breakdown product of the organophosphate insecticide acephate (Orthene).

General

Type : Insecticide, Organophosphate, Sulfur Compound

Chemical_Nomenclature : [amino(methylsulfanyl)phosphoryl]oxymethane

Canonical SMILES : COP(=O)(N)SC

InChI : InChI=1S\/C2H8NO2PS\/c1-5-6(3,4)7-2\/h1-2H3,(H2,3,4)

InChIKey : NNKVPIKMPCQWCG-UHFFFAOYSA-N

Other name(s) : O,S-Dimethylphosphora-midothiolate  ||  Phosphoramidothioic acid O,S-dimethyl ester  ||  Metamidophos  ||  Pillaron  ||  Tahmabon  ||  Filitox  ||  Hamidop  ||  Patrole  ||  Tamanox  ||  Tamaron  ||  Amidor  ||  Product names include Monitor, Nitofol, Tamaron, Swipe, Nuratron, Vetaron, Filitox, Patrole, Tamanox, SRA 5172, and Tam.


MW : 141.12

Formula : C2H8NO2PS

CAS_number : 10265-92-6

PubChem : 4096

UniChem : NNKVPIKMPCQWCG-UHFFFAOYSA-N

Wikipedia : Methamidophos

Target

Families : Methamidophos ligand of proteins in family
ACHE

Structure :
2JGE 2JGJ

Protein :
mouse-ACHE

References (12)

Title : Organophosphorus pesticide-induced butyrylcholinesterase inhibition and potentiation of succinylcholine toxicity in mice - Sparks_1999_J.Biochem.Mol.Toxicol_13_113
Author(s) : Sparks SE , Quistad GB , Casida JE
Ref : J Biochem Mol Toxicol , 13 :113 , 1999
Abstract :
PubMedSearch : Sparks_1999_J.Biochem.Mol.Toxicol_13_113
PubMedID: 9890196

Title : Protective effect of pralidoxime on muscle fiber necrosis induced by organophosphate compounds - Cavaliere_1998_J.Toxicol.Clin.Toxicol_36_295
Author(s) : Cavaliere MJ , Puga FR , Calore EE , Calore NM , Pelegrino JR , da Rosa AR , Weg R
Ref : Journal of Toxicology Clinical Toxicology , 36 :295 , 1998
Abstract :
PubMedSearch : Cavaliere_1998_J.Toxicol.Clin.Toxicol_36_295
PubMedID: 9711194

Title : Physicochemical, molecular-orbital and electronic properties of acephate and methamidophos - Singh_1998_Comp.Biochem.Physiol.C.Pharmacol.Toxicol.Endocrinol_119_107
Author(s) : Singh AK , White T , Spassova D , Jiang Y
Ref : Comparative Biochemistry & Physiology C Pharmacology Toxicology & Endocrinology , 119 :107 , 1998
Abstract :
PubMedSearch : Singh_1998_Comp.Biochem.Physiol.C.Pharmacol.Toxicol.Endocrinol_119_107
PubMedID: 9568380

Title : Oxidative bioactivation of methamidophos insecticide: synthesis of N- hydroxymethamidophos (a candidate metabolite) and its proposed alternative reactions involving N-->O rearrangement or fragmentation through a metaphosphate analogue - Mahajna_1998_Chem.Res.Toxicol_11_26
Author(s) : Mahajna M , Casida JE
Ref : Chemical Research in Toxicology , 11 :26 , 1998
Abstract :
PubMedSearch : Mahajna_1998_Chem.Res.Toxicol_11_26
PubMedID: 9477223

Title : Risk factors for systemic illnesses following agricultural exposures to restricted organophosphates in California, 1984-1988 - Weinbaum_1997_Am.J.Ind.Med_31_572
Author(s) : Weinbaum Z , Schenker MB , Gold EB , Samuels SJ , O'Malley MA
Ref : American Journal of Industrial Medicine , 31 :572 , 1997
Abstract :
PubMedSearch : Weinbaum_1997_Am.J.Ind.Med_31_572
PubMedID: 9099360

Title : Subchronic neurotoxicity screening studies with six organophosphate insecticides: an assessment of behavior and morphology relative to cholinesterase inhibition - Sheets_1997_Fundam.Appl.Toxicol_35_101
Author(s) : Sheets LP , Hamilton BF , Sangha GK , Thyssen JH
Ref : Fundamental & Applied Toxicology , 35 :101 , 1997
Abstract :
PubMedSearch : Sheets_1997_Fundam.Appl.Toxicol_35_101
PubMedID: 9024678

Title : Intravenous organophosphate injection: an unusual way of intoxication - Guven_1997_Hum.Exp.Toxicol_16_279
Author(s) : Guven M , Unluhizarci K , Goktas Z , Kurtoglu S
Ref : Hum Exp Toxicol , 16 :279 , 1997
Abstract :
PubMedSearch : Guven_1997_Hum.Exp.Toxicol_16_279
PubMedID: 9192209

Title : Residues and half-lives of acephate, methamidophos, and pirimiphos- methyl in leaves and fruit of greenhouse-grown tomatoes -
Author(s) : Antonious GF , Snyder JC
Ref : Bulletin of Environmental Contamination & Toxicology , 52 :141 , 1994
PubMedID: 8130409

Title : Molecular properties and inhibition kinetics of acetylcholinesterase obtained from rat brain and cockroach ganglion - Singh_1990_Toxicol.Ind.Health_6_551
Author(s) : Singh AK
Ref : Toxicol Ind Health , 6 :551 , 1990
Abstract :
PubMedSearch : Singh_1990_Toxicol.Ind.Health_6_551
PubMedID: 2097819

Title : [Exposure to residues on plant surfaces following the use of plant pesticides in the greenhouse] - Goedicke_1989_Z.Gesamte.Hyg_35_531
Author(s) : Goedicke HJ , Hermes H , Wagner R
Ref : Z Gesamte Hyg , 35 :531 , 1989
Abstract :
PubMedSearch : Goedicke_1989_Z.Gesamte.Hyg_35_531
PubMedID: 2588705

Title : Studies on the toxicity, metabolism, and anticholinesterase properties of acephate and methamidophos - Hussain_1985_J.Env.Sci.Health_20_129
Author(s) : Hussain MA , Mohamad RB , Oloffs PC
Ref : Journal of Environmental Science & Health Part B: Pesticides, Food Contaminants, & Agricultural Wastes , 20 :129 , 1985
Abstract :
PubMedSearch : Hussain_1985_J.Env.Sci.Health_20_129
PubMedID: 3989221

Title : Inhibition of human erythrocyte and plasma cholinesterases by methamidophos - Robinson_1982_J.Appl.Toxicol_2_217
Author(s) : Robinson CP , Beiergrohslein D
Ref : Journal of Applied Toxicology , 2 :217 , 1982
Abstract :
PubMedSearch : Robinson_1982_J.Appl.Toxicol_2_217
PubMedID: 7185904