DIMETHOATE

Investigational

Details

Stereochemistry	ACHIRAL
Molecular Formula	C5H12NO3PS2
Molecular Weight	229.257
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CNC(=O)CSP(=S)(OC)OC

InChI

InChIKey=MCWXGJITAZMZEV-UHFFFAOYSA-N

InChI=1S/C5H12NO3PS2/c1-6-5(7)4-12-10(11,8-2)9-3/h4H2,1-3H3,(H,6,7)

HIDE SMILES / InChI

Molecular Formula	C5H12NO3PS2
Molecular Weight	229.257
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Sex differences and effects of estrogenic compounds on the expression of inflammatory molecules by astrocytes exposed to the insecticide dimethoate.	2014-04	23943137
Influence of organophosphate poisoning on human dendritic cells.	2013-12-05	23994500
Reactivation of plasma butyrylcholinesterase by pralidoxime chloride in patients poisoned by WHO class II toxicity organophosphorus insecticides.	2013-12	24052565
Sub-chronic exposure to the insecticide dimethoate induces a proinflammatory status and enhances the neuroinflammatory response to bacterial lypopolysaccharide in the hippocampus and striatum of male mice.	2013-10-15	23891859
Monitoring of deiodinase deficiency based on transcriptomic responses in SH-SY5Y cells.	2013-06	23397585
Tartrazine and sunset yellow are xenoestrogens in a new screening assay to identify modulators of human oestrogen receptor transcriptional activity.	2012-08-16	22562034
Peripheral nervous system function and organophosphate pesticide use among licensed pesticide applicators in the Agricultural Health Study.	2012-04	22262687
Effects of long-term exposure to low levels of organophosphorous pesticides and their mixture on altered antioxidative defense mechanisms and lipid peroxidation in rat liver.	2012-03	22034174
Dimethoate accelerates the extinction of eyeblink conditioning in mice.	2012-01	22182529
Gene expression responses linked to reproduction effect concentrations (EC 10,20,50,90) of dimethoate, atrazine and carbendazim, in Enchytraeus albidus.	2012	22558331
Dimethoate-induced oxidative stress in human erythrocytes and the protective effect of vitamins C and E in vitro.	2011-06	20077558
[Involvement of excitatory amino acid system in astrocytes activation caused by dimethoate].	2011-04	21941777
Activity profiles of 309 ToxCast™ chemicals evaluated across 292 biochemical targets.	2011-03-28	21251949
Evaluation of medical countermeasures against organophosphorus compounds: the value of experimental data and computer simulations.	2010-09-06	19917271
Functional role of cannabinoid receptors in urinary bladder.	2010-06-11	20535281
Aqueous chemistry of chlorocyclophosphazenes: phosphates {PO(2)}, phosphamides {P(O)NHR}, and the first phosphites {PHO} and pyrophosphates {(PO)(2)O} of these heterocycles.	2010-04-19	20235521
Expression of glucose transporter-1, hypoxia-inducible factor-1α, phosphatidylinositol 3-kinase and protein kinase B (Akt) in relation to [(18)F]fluorodeoxyglucose uptake in nasopharyngeal diffuse large B-cell lymphoma: a case report and literature review.	2010	21227022
Monitoring of neuromuscular transmission in organophosphate pesticide-poisoned patients.	2009-12-15	19793545
Early-life exposure to dimethoate-induced reproductive toxicity: evaluation of effects on pituitary-testicular axis of mice.	2009-12	19726577
A Comparison of Target Gene Silencing using Synthetically Modified siRNA and shRNA That Express Recombinant Lentiviral Vectors.	2009-07	22649608
[Immunocytoma IgA. Case report].	2009-01-16	19145395
A comparative study on the relationship between various toxicological endpoints in Caenorhabditis elegans exposed to organophosphorus insecticides.	2008	18569613
[Different therapeutic efficacy of pralidoxime chloride PAM-Cl on AChE against acute toxicity of methamidophos, dichlorvos and omethoate].	2007-10	18070496
Comparison of pesticide sensitivity by electrochemical test based on acetylcholinesterase biosensor.	2007-09-30	17590326
[Effects of 90-day oral dimethoate exposure on glutamatergic system and neurobehavioral performance in rats].	2007-09	17997881
Mobility of dimethoate residues from spring broccoli field.	2007-01	17162562
Chemotherapy regimens used in the treatment of gestational trophoblastic neoplasia at Philippine General Hospital: treatment outcomes and toxicity.	2006-11	17165439
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.	2006-11	16497524
Effects of the benzoxazoid DIMBOA, selected degradation products, and structure-related pesticides on soil organisms.	2006-09	16406583
A comparison of the effects of single and repeated exposure to an organophosphate insecticide on acetylcholinesterase activity in mammals.	2006-07	16833148
[Effect of dimethoate on the expression of heat shock protein 70 in peripheral blood lymphocytes of human beings].	2006-04	16701032
Developmental toxicity of orally administered technical dimethoate in rats.	2006-02	16496292
Dimethoate-induced effects on antioxidant status of liver and brain of rats following subchronic exposure.	2005-11-15	16112789
High concentrations of pralidoxime are needed for the adequate reactivation of human erythrocyte acetylcholinesterase inhibited by dimethoate in vitro.	2005-10	16112538
Joint effects of dimethoate and heavy metals on metabolic responses in a grasshopper (Chorthippus brunneus) from a heavy metals pollution gradient.	2005-08	16257584
Apoptosis and biochemical biomarkers of stress in spiders from industrially polluted areas exposed to high temperature and dimethoate.	2005-06	16039166
Influence of dimethoate on acetylcholinesterase activity and locomotor function in terrestrial isopods.	2005-03	15779760
Photo-fenton assisted reaction of dimethoate in aqueous solutions.	2005	15825680
Crystallographic snapshots of Aspergillus fumigatus phytase, revealing its enzymatic dynamics.	2004-09	15341723
[Muscarine receptor gene expression in brain and peripheral blood lymphocytes of rats pretreated with dimethoate for 28 days].	2004-02	15033006
[Expression of M3 receptor gene in peripheral blood lymphocytes of workers exposed to dimethoate].	2004-02	15033005
8th Nottingham International Breast Cancer Conference, Nottingham, UK, 16-19 September 2003.	2004	14680487
[The acute effects of dimethoate on the muscarinic-receptors of rat brains and the relationship between muscarinic-receptors and cholinesterase].	2002-08	14694657
Radiation-induced liver disease after radiotherapy for hepatocellular carcinoma: clinical manifestation and dosimetric description.	2002-04	12065102
Phase I study of the combination of losoxantrone and cyclophosphamide in patients with refractory solid tumours.	2002-02-12	11870533
Protective effect of vitamin E in dimethoate and malathion induced oxidative stress in rat erythrocytes.	2001-09	11834209
Effects of some insecticides on several enzymes of tryptophan metabolism in rats.	1990-06	2119399
In vivo studies on the effect of some insecticides on the hepatic activities of L-tryptophan 2,3-dioxygenase and pyridoxal phosphokinase of male mice.	1989-06	2547861
[Contact eczema caused by pesticides in East Germany].	1989	2525102
Neurophysiological markers as early signs of organophosphate neurotoxicity.	1988-09-01	3247000

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:33:11 GMT 2025` Edited by `admin` on `Mon Mar 31 17:33:11 GMT 2025`
Record UNII	W6U08B045O
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DIMETHOATE

Common Name

English

DIMETHOATE [HSDB]

Preferred Name

English

O,O-DIMETHYL S-METHYLCARBAMOYLMETHYL PHOSPHORODITHIOATE

Common Name

English

DIMETHOATE [ISO]

Common Name

English

DIMETHOATE [MI]

Common Name

English

DIMETHOATE [MART.]

Common Name

English

O,O-DIMETHYL S-(2-(METHYLAMINO)-2-OXOETHYL) PHOSPHORODITHIOATE

Systematic Name

English

Classification Tree Code System Code

EPA PESTICIDE CODE

35001