CHLORPYRIFOS-METHYL

Details

Stereochemistry	ACHIRAL
Molecular Formula	C7H7Cl3NO3PS
Molecular Weight	322.533
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COP(=S)(OC)OC1=NC(Cl)=C(Cl)C=C1Cl

InChI

InChIKey=HRBKVYFZANMGRE-UHFFFAOYSA-N

InChI=1S/C7H7Cl3NO3PS/c1-12-15(16,13-2)14-7-5(9)3-4(8)6(10)11-7/h3H,1-2H3

HIDE SMILES / InChI

Molecular Formula	C7H7Cl3NO3PS
Molecular Weight	322.533
Charge	0
Count

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/21796922 | https://www.ncbi.nlm.nih.gov/pubmed/18726789 | https://www.ncbi.nlm.nih.gov/pubmed/27864543 | https://www.ncbi.nlm.nih.gov/pubmed/30677961

Chlorpyrifos-methyl is a broad-spectrum organophosphorous insecticide and potential toxic pollutant widely used in agriculture and effective against a wide range of insect pests in commercial importance crops. Chlorpyrifos-methyl have endocrine disruption activity, especially anti-androgenic effects and Chlorpyrifos-methyl administration leads to hepatotoxicity and neurotoxicity in mammals. The fish exposed to chlorpyrifos-methyl exhibited behavioral changes in the form of neurotoxin toxicity: less general activity than control group, loss of equilibrium, erratic swimming and staying motionless at a certain location

Originator

Approval Year

PubMed

Title	Date	PubMed
Pesticide residues in dried table grapes from the Aegean region of Turkey.	2010-08	19533395
Impact of food consumption habits on the pesticide dietary intake: comparison between a French vegetarian and the general population.	2009-10	19707917
Comparing the inhibitory effects of five protoxicant organophosphates (azinphos-methyl, parathion-methyl, chlorpyriphos-methyl, methamidophos and diazinon) on the spontaneously beating auricle of Sparus aurata: an in vitro study.	2009-09-14	19674799
Evaluation of multi-walled carbon nanotubes as solid-phase extraction adsorbents of pesticides from agricultural, ornamental and forestal soils.	2009-08-11	19591701
Comparative efficacy of spinosad with conventional acaricides against hard and soft tick populations from Antalya, Turkey.	2009-07-07	19446398
Exposure to pesticides residues from consumption of Italian blood oranges.	2009-07	19680977
Identification and characterization of chlorpyrifos-methyl and 3,5,6-trichloro-2-pyridinol degrading Burkholderia sp. strain KR100.	2009-07	19082866
Monitoring of pesticides and heavy metals in cucumber fruits produced from different farming systems.	2009-05	19237184
A biomarker validation study of prenatal chlorpyrifos exposure within an inner-city cohort during pregnancy.	2009-04	19440494
Solubility and adsorption behaviors of chlorpyriphos-methyl in the presence of surfactants.	2009-03	19280476
Development and validation of a multiresidue method for determination of 82 pesticides in water using GC.	2009-02	19212978
Semen quality in Peruvian pesticide applicators: association between urinary organophosphate metabolites and semen parameters.	2008-11-17	19014632
Mixture for controlling insecticide-resistant malaria vectors.	2008-11	18976553
Multiwalled carbon nanotubes as solid-phase extraction materials for the gas chromatographic determination of organophosphorus pesticides in waters.	2008-10	18837477
Evidence of increasing Leu-Phe knockdown resistance mutation in Anopheles gambiae from Niger following a nationwide long-lasting insecticide-treated nets implementation.	2008-09-25	18817574
Dynamics of multiple insecticide resistance in the malaria vector Anopheles gambiae in a rice growing area in South-Western Burkina Faso.	2008-09-25	18817564
Evaluation of working air quality by using semipermeable membrane devices. Analysis of organophosphorus pesticides.	2008-09-19	18761117
Comparison of gas chromatography-mass spectrometry and gas chromatography-tandem mass spectrometry with electron ionization and negative-ion chemical ionization for analyses of pesticides at trace levels in atmospheric samples.	2008-09-09	19609395
Synthesis and insecticidal activity of new 3-benzylfuran-2-yl N,N,N',N'-tetraethyldiamidophosphate derivatives.	2008-08	18324641
Parallel assessment of male reproductive function in workers and wild rats exposed to pesticides in banana plantations in Guadeloupe.	2008-07-30	18667078
Comparison of different extraction methods for the simultaneous determination of pesticide residues in kiwi fruit using gas chromatography-mass spectrometry.	2008-07	18314920
[Survey of pesticide residues in imported cereal products (1994.4 approximately 2006.3)].	2008-06	18633211
Optimization of separation and detection conditions for the multiresidue analysis of pesticides in grapes by comprehensive two-dimensional gas chromatography-time-of-flight mass spectrometry.	2008-05-09	18371973
Costs and benefits of multiple resistance to insecticides for Culex quinquefasciatus mosquitoes.	2008-04-08	18397515
Headspace single-drop microextraction and GC-ECD determination of chlorpyrifos-ethyl in rat liver.	2008-04	18299820
Dynamics of insecticide resistance in the malaria vector Anopheles gambiae s.l. from an area of extensive cotton cultivation in Northern Cameroon.	2008-04	18248566
Circulating estradiol in men is inversely related to urinary metabolites of nonpersistent insecticides.	2008-02	18249523
Solid-phase microextraction-liquid chromatography-mass spectrometry applied to the analysis of insecticides in honey.	2008-01	17852391
Review of the toxicology of chlorpyrifos with an emphasis on human exposure and neurodevelopment.	2008	18726789
Simple one-step extraction and cleanup by pressurized liquid extraction for gas chromatographic-mass spectrometric determination of pesticides in green leafy vegetables.	2007-12-21	17996881
Determination of pesticides in milk-based infant formulas by pressurized liquid extraction followed by gas chromatography tandem mass spectrometry.	2007-11	17680236
Cutinase inhibition by means of insecticidal organophosphates and carbamates. 3. Oxidation of phosphorothionates by chloroperoxidase from Caldariomyces fumago.	2007-10-03	17824663
Interdependence of domestic malaria prevention measures and mosquito-human interactions in urban Dar es Salaam, Tanzania.	2007-09-19	17880679
Pesticide residues in Italian Ready-Meals and dietary intake estimation.	2007-09-01	17763040
Characterization of insensitive acetylcholinesterase (ace-1R) in Anopheles gambiae (Diptera: Culicidae): resistance levels and dominance.	2007-09	17915512
Exploring the contributions of bed nets, cattle, insecticides and excitorepellency to malaria control: a deterministic model of mosquito host-seeking behaviour and mortality.	2007-09	17631372
Performance assessment and validation of a paramagnetic particle-based enzyme-linked immunosorbent assay for chlorpyrifos in agricultural runoff waters.	2007-08-08	17616137
Multiresidue analysis of four pesticide residues in water dropwort (Oenanthe javanica) via pressurized liquid extraction, supercritical fluid extraction, and liquid-liquid extraction and gas chromatographic determination.	2007-08	17638354
Ovicidal and larvicidal effectiveness of insecticides applied by dipping apples on the small fruit tortrix Grapholita lobarzewskii.	2007-07	17503401
Pseudomonas-induced defence molecules in rice plants against leaffolder (Cnaphalocrocis medinalis) pest.	2007-07	17487829
Safe apples for baby-food production: survey of pesticide treatment regimes leaving minimum residues.	2007-06	17487602
[Determination of organic phosphorus pesticide residues in scallion by gas chromatography coupled with microwave clean-up].	2007-05	17679438
Determination of vapor pressure-temperature relationships of current-use pesticides and transformation products.	2007-05	17474012
Reduced efficacy of insecticide-treated nets and indoor residual spraying for malaria control in pyrethroid resistance area, Benin.	2007-02	17479880
Combined treatments of spinosad and chlorpyrifos-methyl for management of resistant psocid pests (Psocoptera: Liposcelididae) of stored grain.	2007-01	17089330
Quantifying behavioural interactions between humans and mosquitoes: evaluating the protective efficacy of insecticidal nets against malaria transmission in rural Tanzania.	2006-11-10	17096840
Evaluation of temephos and chlorpyrifos-methyl against Culex pipiens (Diptera: Culicidae) larvae in septic tanks in Antalya, Turkey.	2006-11	17162953
Potential uses of biomonitoring data: a case study using the organophosphorus pesticides chlorpyrifos and malathion.	2006-11	17107865
Efficacy of bifenthrin-impregnated bednets against Anopheles funestus and pyrethroid-resistant Anopheles gambiae in North Cameroon.	2006-09-11	16961938
Nucleophilic substitution of phosphorothionate ester pesticides with bisulfide (HS-) and polysulfides (S(n)2-).	2006-09-01	16999121

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:53:05 GMT 2025` Edited by `admin` on `Mon Mar 31 18:53:05 GMT 2025`
Record UNII	O49S38267J
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CHLORPYRIFOS O,O-DIMETHYL ANALOG

Preferred Name

English

CHLORPYRIFOS-METHYL

Common Name

English

PHOSPHOROTHIOIC ACID, O,O-DIMETHYL O-(3,5,6-TRICHLORO-2-PYRIDINYL) ESTER

Common Name

English

CHLORPYRIFOS O,O-DIMETHYL ANALOG [MI]

Common Name

English

O,O-DIMETHYL O-(3,5,6-TRICHLORO-2-PYRIDINYL) PHOSPHOROTHIOATE

Systematic Name

English

CHLORPYRIFOS-METHYL [ISO]

Common Name

English

NSC-60380

Code

English

CHLORPYRIFOS-METHYL [JAN]

Common Name

English

O,O-DIMETHYL O-3,5,6-TRICHLORO-2-PYRIDYL PHOSPHOROTHIOATE

Common Name

English

CHLORPYRIFOS-METHYL [HSDB]

Common Name

English

Classification Tree Code System Code

EPA PESTICIDE CODE

59102