AZINPHOS-METHYL

Details

Stereochemistry	ACHIRAL
Molecular Formula	C10H12N3O3PS2
Molecular Weight	317.324
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COP(=S)(OC)SCN1N=NC2=C(C=CC=C2)C1=O

InChI

InChIKey=CJJOSEISRRTUQB-UHFFFAOYSA-N

InChI=1S/C10H12N3O3PS2/c1-15-17(18,16-2)19-7-13-10(14)8-5-3-4-6-9(8)11-12-13/h3-6H,7H2,1-2H3

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
The impact of organophosphate pesticides in orchards on earthworms in the Western Cape, South Africa.	2007-02	16318873
Acetylcholinesterase mutation in an insecticide-resistant population of the codling moth Cydia pomonella (L.).	2006-08	16876707
Kinetics and thermodynamics of adsorption of azinphosmethyl from aqueous solution onto pyrolyzed (at 600 degrees C) ocean peat moss (Sphagnum sp.).	2006-07-31	16442228
Organophosphate pesticide exposure and work in pome fruit: evidence for the take-home pesticide pathway.	2006-07	16835050
Workplace, household, and personal predictors of pesticide exposure for farmworkers.	2006-06	16759999
Biomonitoring of exposure in farmworker studies.	2006-06	16759998
Inhibition of cholinesterase activity by azinphos-methyl in two freshwater invertebrates: Biomphalaria glabrata and Lumbriculus variegatus.	2006-05-15	16597480
Organophosphate pesticide exposure and neurobehavioral performance in agricultural and non-agricultural Hispanic workers.	2006-05	16675422
Organophosphate levels in apple composites and individual apples from a treated Canadian orchard.	2006-03-08	16506857
Correlation between 96-h mortality and 24-h acetylcholinesterase inhibition in three grass shrimp larval life stages.	2006-03	16343621
Organic diets significantly lower children's dietary exposure to organophosphorus pesticides.	2006-02	16451864
Ambient air concentrations of pesticides used in potato cultivation in Prince Edward Island, Canada.	2006-02	16358323
Tyrosinase inhibition organic phase biosensor for triazinic and benzotriazinic pesticide analysis (part two).	2006-02	16328240
A case for revisiting the safety of pesticides: a closer look at neurodevelopment.	2006-01	16393651
Mitigation of azinphos-methyl in a vegetated stream: comparison of runoff- and spray-drift.	2006-01	16002124
Development, oviposition, and mortality of Neoseiulus fallacis (Acari: Phytoseiidae) in response to reduced-risk insecticides.	2005-12	16539140
Biologic monitoring to characterize organophosphorus pesticide exposure among children and workers: an analysis of recent studies in Washington State.	2005-11	16263526
Changes in salmonid communities associated with pesticide runoff events.	2005-10	16151612
Correlating agricultural use of organophosphates with outdoor air concentrations: a particular concern for children.	2005-09	16140625
Characterizing exposures to nonpersistent pesticides during pregnancy and early childhood in the National Children's Study: a review of monitoring and measurement methodologies.	2005-08	16079084
Pesticide resistance via transposition-mediated adaptive gene truncation in Drosophila.	2005-07-29	16051794
The effect of landuse on soil organic carbon chemistry and sorption of pesticides and metabolites.	2005-07	15950045
Adsorption kinetics of azinphosmethyl from aqueous solution onto pyrolyzed Horseshoe sea crab shell from the Atlantic Ocean.	2005-07	15683908
Stage-specific control of grape berry moth, Endopiza viteana (Clemens) (Lepidoptera: Tortricidae), by selective and broad-spectrum insecticides.	2005-04	15889733
Variation in organophosphate pesticide metabolites in urine of children living in agricultural communities.	2005-04	15811843
The presence of dialkylphosphates in fresh fruit juices: implication for organophosphorus pesticide exposure and risk assessments.	2005-02-13	15762180
Behavioral and sex ratio modification of Japanese medaka (Oryzias latipes) in response to environmentally relevant mixtures of three pesticides.	2005-02	15712286
Effects of azinphos-methyl on cholinergic responses and general health in zebra finches (Taeniopygia guttata) after previous treatment with p,p'-DDE.	2005-01	15657813
Role of neonicotinyl insecticides in Washington apple integrated pest management. Part II. Nontarget effects on integrated mite control.	2005	16341248
Role of neonicotinyl insecticides in Washington apple integrated pest management. Part I. Control of lepidopteran pests.	2005	16341246
Different susceptibility of two aquatic vertebrates (Oncorhynchus mykiss and Bufo arenarum) to azinphos methyl and carbaryl.	2004-12	15683833
Pesticide pollution remains severe after cleanup of a stockpile of obsolete pesticides at Vikuge, Tanzania.	2004-12	15666681
Multipathway organophosphorus pesticide exposures of preschool children living in agricultural and nonagricultural communities.	2004-11	15364595
Seasonal pesticide use in a rural community on the US/Mexico border.	2004-11	15026777
Evaluation of mechanisms of azinphos-methyl resistance in the codling moth Cydia pomonella (L.).	2004-10	15378568
[Determination of soil organic carbon adsorption coefficients of pollutants using soil column liquid chromatography with stepwise adsorption].	2004-09	15706950
Effects of insecticides and defoliants applied alone and in combination for control of overwintering boll weevil (Anthonomus grandis; Coleoptera: Curculionidae)--laboratory and field studies.	2004-09	15382499
Runoff simulation with particle-associated azinphosmethyl in multispecies stream microcosms: implications for the field.	2004-08	15352488
Removal of azinphos methyl by alfalfa plants (Medicago sativa L.) in a soil-free system.	2004-07-05	15172569
Impact of sub-lethal residues of azinphos-methyl on the pheromone-communication systems of insecticide-susceptible and insecticide-resistant obliquebanded leafrollers Choristoneura rosaceana (Lepidoptera: Tortricidae).	2004-07	15260296
Synergism of insecticides provides evidence of metabolic mechanisms of resistance in the obliquebanded leafroller Choristoneura rosaceana (Lepidoptera: Tortricidae).	2004-05	15154513
Field studies on exposure, effects, and risk mitigation of aquatic nonpoint-source insecticide pollution: a review.	2004-04-13	15074794
A study on the environmental degradation of pesticides azinphos methyl and parathion methyl.	2004-03	15132336
Time course of brain cholinesterase inhibition and recovery following acute and subacute azinphosmethyl, parathion and carbaryl exposure in the goldfish (Carassius auratus).	2004-03	15041264
Mutations of acetylcholinesterase which confer insecticide resistance in Drosophila melanogaster populations.	2004-02-05	15018651
Agricultural task and exposure to organophosphate pesticides among farmworkers.	2004-02	14754567
Tissue-specific oxidative stress responses in fish exposed to 2,4-D and azinphosmethyl.	2004-01	14984703
Organophosphorous and organochlorine pesticides affect human placental phosphoinositides metabolism and PI-4 kinase activity.	2004	14994277
A comparative assessment of azinphosmethyl bioaccumulation and toxicity in two estuarine meiobenthic harpacticoid copepods.	2003-12	14713037
Overlapping confidence intervals or standard error intervals: what do they mean in terms of statistical significance?	2003	15841249

Patents

Name

Type

Language

AZINPHOS-METHYL [HSDB]

Preferred Name

English

AZINPHOS-METHYL

Common Name

English

AZINPHOSMETHYL

Common Name

English

O,O-DIMETHYL S-((4-OXO-1,2,3-BENZOTRIAZIN-3(4H)-YL)METHYL) PHOSPHORODITHIOATE

Systematic Name

English

GUTHION

Common Name

English

AZINPHOS-METHYL [ISO]

Common Name

English

S-3,4-DIHYDRO-4-OXO-1,2,3-BENZOTRIAZIN-3-YLMETHYL O,O-DIMETHYL PHOSPHORODITHIOATE

Common Name

English

AZINPHOS-METHYL [MI]

Common Name

English

Classification Tree Code System Code

EPA PESTICIDE CODE

58001