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Details

Stereochemistry ACHIRAL
Molecular Formula C6H11N2O4PS3
Molecular Weight 302.331
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of METHIDATHION

SMILES

COC1=NN(CSP(=S)(OC)OC)C(=O)S1

InChI

InChIKey=MEBQXILRKZHVCX-UHFFFAOYSA-N
InChI=1S/C6H11N2O4PS3/c1-10-5-7-8(6(9)16-5)4-15-13(14,11-2)12-3/h4H2,1-3H3

HIDE SMILES / InChI

Description

Methidathion is an organophosphate insecticide and acaricide (U.S. EPA, 1988). Methidathion and its oxygen analog produce their toxic reaction primarily through their inhibition of cholinesterase (ChE) enzymes, including acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE). Methidathion is used to control a variety of insects and mites in many crops such as fruits, vegetables, tobacco, alfalfa and sunflowers. Methidathion is also used in greenhouses and on rose cultures. It is especially useful against scale insects.

CNS Activity

Originator

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8297
 460.0 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
The effects of methidathion on liver: role of vitamins E and C.
2003 Jul
Vascular wall damage in rats induced by methidathion and ameliorating effect of vitamins E and C.
2004 Nov
Gas chromatographic evaluation of pesticide residue contents in nectarines after non-toxic washing treatments.
2004 Oct 1
Determination of the residues of eleven organophosphorus insecticides in Job's-tears by gas chromatography with a nitrogen-phosphorus detector.
2004 Sep-Oct
Application of hollow fiber liquid phase microextraction for the determination of insecticides in water.
2005 Apr 22
Determination of urinary metabolites of phosalone, methidathion, and IBP after oral administration and dermal application to rats.
2005 May
Photostability of methidathion in wet soil amended with biosolid and a surfactant under solar irradiation.
2005 May
Organophosphorus pesticides residues in Italian raw milk.
2006 Aug
Organophosphate levels in apple composites and individual apples from a treated Canadian orchard.
2006 Mar 8
The effects of subchronic methidathion toxicity on rat liver: role of antioxidant vitamins C and E.
2006 May
The stability of organophosphorus insecticides in fresh blood.
2006 May
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.
2006 Nov
Recoveries of four representative organophosphorus pesticides from 18 plant products belonging to different botanical categories: implications for matrix effects.
2007 Apr
Detoxification and/or increase of the biodegradability of aqueous solutions of dimethoate by means of solar photocatalysis.
2007 Jul 31
Ovarian toxicity in rats caused by methidathion and ameliorating effect of vitamins E and C.
2007 Jun
Increased biodegradability of Ultracid in aqueous solutions with solar TiO2 photocatalysis.
2007 Jun
[Determination of organic phosphorus pesticide residues in scallion by gas chromatography coupled with microwave clean-up].
2007 May
Determination of several pesticides in water by solid-phase extraction, liquid chromatography and electrospray tandem mass spectrometry.
2007 May 25
Rapid simultaneous determination for organophosphorus pesticides in human serum by LC-MS.
2007 May 9
Effect of oxidation and dimensions of multi-walled carbon nanotubes on solid phase extraction and enrichment of some pesticides from environmental waters prior to their simultaneous determination by high performance liquid chromatography.
2007 Sep 14
Multi-residue determination of pesticides in water using multi-walled carbon nanotubes solid-phase extraction and gas chromatography-mass spectrometry.
2007 Sep 21
Combined photo-Fenton and biological oxidation for pesticide degradation: effect of photo-treated intermediates on biodegradation kinetics.
2008 Feb
Critical evaluation and comparison of enrichment efficiency of multi-walled carbon nanotubes, C18 silica and activated carbon towards some pesticides from environmental waters.
2008 Feb 15
Household vacuum cleaners vs. the high-volume surface sampler for collection of carpet dust samples in epidemiologic studies of children.
2008 Feb 21
Pesticide adsorption on a calcareous soil modified with sewage sludge and quaternary alkyl-ammonium cationic surfactants.
2008 Jan
Analysis of currently used pesticides in fine airborne particulate matter (PM 2.5) by pressurized liquid extraction and liquid chromatography-tandem mass spectrometry.
2008 Jul 25
Effectiveness of pressurized liquid extraction and solvent extraction for the simultaneous quantification of 14 pesticide residues in green tea using GC.
2008 Jun
Synthesis of three haptens for the class-specific immunoassay of O,O-dimethyl organophosphorus pesticides and effect of hapten heterology on immunoassay sensitivity.
2008 May 19
Caenorhabditis elegans: an emerging model in biomedical and environmental toxicology.
2008 Nov
Dialkylphosphates (DAPs) in fruits and vegetables may confound biomonitoring in organophosphorus insecticide exposure and risk assessment.
2008 Nov 26
Suitability of microwave-assisted extraction coupled with solid-phase extraction for organophosphorus pesticide determination in olive oil.
2008 Oct 17
[Simulating methidathion transport in soil chromatographic column].
2008 Sep
Spontaneous, bilateral, quadriceps tendon rupture caused by local exposure to methidathion.
2009
Longitudinal trends in organophosphate incidents reported to the National Pesticide Information Center, 1995-2007.
2009 Apr 20
Multiwalled carbon nanotubes as matrix solid-phase dispersion extraction absorbents to determine 31 pesticides in agriculture samples by gas chromatography-mass spectrometry.
2009 Apr 22
Degradation of a four-pesticide mixture by combined photo-Fenton and biological oxidation.
2009 Feb
Oxidation of selected organophosphate pesticides during chlorination of simulated drinking water.
2009 Feb
Impact of pesticides use in agriculture: their benefits and hazards.
2009 Mar
Dissipation of insecticides in a Mediterranean soil in the presence of wastewater and surfactant solutions. A kinetic model approach.
2009 May
Simultaneous determination of pesticides at trace levels in water using multiwalled carbon nanotubes as solid-phase extractant and multivariate calibration.
2009 Sep 30
A disposable organophosphorus pesticides enzyme biosensor based on magnetic composite nano-particles modified screen printed carbon electrode.
2010
Selectivity of pesticides used in integrated apple production to the lacewing, Chrysoperla externa.
2010
Pesticide inputs from the sewage treatment plant of Agrinio to River Acheloos, western Greece: occurrence and removal.
2010
Analysis of phosphorothionate pesticides using a chloroperoxidase pretreatment and acetylcholinesterase biosensor detection.
2010 Aug 11
Effects of glyphosate and methidathion on the expression of the Dhb, Vtg, Arnt, CYP4 and CYP314 in Daphnia magna.
2010 Mar
An investigation on lung tissue damage and morphological changes in newborns of pregnant rats exposed to methidathion. Protective effects of caffeic acid phenethyl ester.
2010 Oct
Coacervative microextraction ultrasound-assisted back-extraction technique for determination of organophosphates pesticides in honey samples by gas chromatography-mass spectrometry.
2010 Oct 8
Capillary electrophoresis with immobilized quantum dot fluorescence detection for rapid determination of organophosphorus pesticides in vegetables.
2010 Sep
Activity profiles of 309 ToxCast™ chemicals evaluated across 292 biochemical targets.
2011 Mar 28
A concentration addition model to assess activation of the pregnane X receptor (PXR) by pesticide mixtures found in the French diet.
2014 Sep
Patents

Patents

JP4673837B2
32

Sample Use Guides

In Vivo Use Guide
Methidathion is highly toxic via the oral route, with reported acute oral LD50 values of 25 to 54 mg/kg in the rat, and 18 to 25 mg/kg in the mouse
Route of Administration: Oral
In Vitro Use Guide
The concentration at which methidathion inhibited 50% of the free AChE activity in electric eel and bovine red blood cells (RBCs) was reported to be 2.3 x 10-4 M and 4.6 x 10-4 M, respectively.
Name Type Language
METHIDATHION
HSDB   ISO   MI  
Common Name English
DITHIOPHOSPHORIC ACID O,O'-DIMETHYL-S-((5-METHOXY-1,3,4-THIADIAZOL-2(3H)-ONE-3-YL)METHYL) ESTER
Common Name English
O,O'-DIMETHYL-S-((2-METHOXY-1,3,4-THIADIAZOLE-5(4H)-ONE-4-YL)METHYL) DITHIOPHOSPHATE
Common Name English
GS-13005
Code English
METHIDATHION [ISO]
Common Name English
S-((5-METHOXY-2-OXO-1,3,4-THIADIAZOL-3(2H)-YL)METHYL) O,O-DIMETHYL PHOSPHORODITHIOATE
Systematic Name English
PHOSPHORODITHIOIC ACID S-((5-METHOXY-2-OXO-1,3,4-THIADIAZOL-3(2H)-YL)METHYL)O,O-DIMETHYL ESTER
Common Name English
S-2,3-DIHYDRO-5-METHOXY-2-OXO-1,3,4-THIADIAZOL-3-YLMETHYL O,O-DIMETHYL PHOSPHORODITHIOATE
Common Name English
DITHIOPHOSPHORIC ACID O,O'-DIMETHYL-S-((2-METHOXY-1,3,4-THIADIAZOL-5(4H)-ON-4-YL)METHYL) ESTER
Common Name English
DMTP
Common Name English
SUPRACIDE
Common Name English
ULTRACIDE
Common Name English
SUPRATHIM
Common Name English
METHIDATHION [MI]
Common Name English
METHIDATHION [HSDB]
Common Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 100301
Created by admin on Fri Dec 15 15:10:35 GMT 2023 , Edited by admin on Fri Dec 15 15:10:35 GMT 2023
Code System Code Type Description
PUBCHEM
13709
Created by admin on Fri Dec 15 15:10:35 GMT 2023 , Edited by admin on Fri Dec 15 15:10:35 GMT 2023
PRIMARY
EPA CompTox
DTXSID5020819
Created by admin on Fri Dec 15 15:10:35 GMT 2023 , Edited by admin on Fri Dec 15 15:10:35 GMT 2023
PRIMARY
MERCK INDEX
m7312
Created by admin on Fri Dec 15 15:10:35 GMT 2023 , Edited by admin on Fri Dec 15 15:10:35 GMT 2023
PRIMARY Merck Index
MESH
C005828
Created by admin on Fri Dec 15 15:10:35 GMT 2023 , Edited by admin on Fri Dec 15 15:10:35 GMT 2023
PRIMARY
CHEBI
73436
Created by admin on Fri Dec 15 15:10:35 GMT 2023 , Edited by admin on Fri Dec 15 15:10:35 GMT 2023
PRIMARY
FDA UNII
Y2P145U7KK
Created by admin on Fri Dec 15 15:10:35 GMT 2023 , Edited by admin on Fri Dec 15 15:10:35 GMT 2023
PRIMARY
CHEBI
34837
Created by admin on Fri Dec 15 15:10:35 GMT 2023 , Edited by admin on Fri Dec 15 15:10:35 GMT 2023
PRIMARY
WIKIPEDIA
METHIDATHION
Created by admin on Fri Dec 15 15:10:35 GMT 2023 , Edited by admin on Fri Dec 15 15:10:35 GMT 2023
PRIMARY
HSDB
1594
Created by admin on Fri Dec 15 15:10:35 GMT 2023 , Edited by admin on Fri Dec 15 15:10:35 GMT 2023
PRIMARY
ALANWOOD
methidathion
Created by admin on Fri Dec 15 15:10:35 GMT 2023 , Edited by admin on Fri Dec 15 15:10:35 GMT 2023
PRIMARY
NCI_THESAURUS
C163672
Created by admin on Fri Dec 15 15:10:35 GMT 2023 , Edited by admin on Fri Dec 15 15:10:35 GMT 2023
PRIMARY
ECHA (EC/EINECS)
213-449-4
Created by admin on Fri Dec 15 15:10:35 GMT 2023 , Edited by admin on Fri Dec 15 15:10:35 GMT 2023
PRIMARY
CAS
950-37-8
Created by admin on Fri Dec 15 15:10:35 GMT 2023 , Edited by admin on Fri Dec 15 15:10:35 GMT 2023
PRIMARY
SUBSTANCE RECORD
Structure of METHIDATHION
NIH
NCATS
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