U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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 of CHLORPYRIFOS-METHYL

SMILES

COP(=S)(OC)OC1=C(Cl)C=C(Cl)C(Cl)=N1

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

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

Approval Year

PubMed

PubMed

TitleDatePubMed
Biochemical mechanisms of resistance in strains of Oryzaephilus surinamensis (Coleoptera: Silvanidae) resistant to malathion and chlorpyrifos-methyl.
2001 Jun
Biological monitoring of exposure of the general population to the organophosphorus pesticides chlorpyrifos and chlorpyrifos-methyl by determination of their specific metabolite 3,5,6-trichloro-2-pyridinol.
2001 Nov
Analysis of pesticide residues in eggs by direct sample introduction/gas chromatography/tandem mass spectrometry.
2001 Oct
Electrochemical bioassay for the investigation of chlorpyrifos-methyl in vine samples.
2002 Dec 4
Reaction of chlorpyrifos-methyl in aqueous hydrogen sulfide/bisulfide solutions.
2003 Mar 26
Topical applications of pyrethroid and organophosphate mixtures revealed positive interactions against pyrethroid-resistant Anopheles gambiae.
2004 Dec
Impact of residual spraying of Reldan against Anopheles culicifacies in selected villages of District Ghaziabad (Uttar pradesh), India.
2004 Sep-Dec
Investigation of acute toxicity of chlorpyrifos-methyl on Nile tilapia (Oreochromis niloticus L.) larvae.
2005 Apr
Application of hollow fiber liquid phase microextraction for the determination of insecticides in water.
2005 Apr 22
Pesticide testing on human subjects: weighing benefits and risks.
2005 Jul
Chlorpyrifos-methyl dissipation in a small adjacent water body following application to citrus.
2005 Mar
A study of the disappearance of pesticides during composting using a gas chromatography-tandem mass spectrometry technique.
2005 May
Experimental hut evaluation of bednets treated with an organophosphate (chlorpyrifos-methyl) or a pyrethroid (lambdacyhalothrin) alone and in combination against insecticide-resistant Anopheles gambiae and Culex quinquefasciatus mosquitoes.
2005 May 26
Concentrations of selective metabolites of organophosphorus pesticides in the United States population.
2005 Nov
Nucleophilic substitution reactions of chlorpyrifos-methyl with sulfur species.
2006 Feb 1
Exposure to nonpersistent insecticides and male reproductive hormones.
2006 Jan
Effect of surface waxes on the persistence of chlorpyrifos-methyl in apples, strawberries and grapefruits.
2006 Jul
Biomonitoring of exposure in farmworker studies.
2006 Jun
Potential uses of biomonitoring data: a case study using the organophosphorus pesticides chlorpyrifos and malathion.
2006 Nov
Quantifying behavioural interactions between humans and mosquitoes: evaluating the protective efficacy of insecticidal nets against malaria transmission in rural Tanzania.
2006 Nov 10
Thyroid hormones in relation to urinary metabolites of non-persistent insecticides in men of reproductive age.
2006 Oct
Development and single-laboratory validation of a new gas chromatographic multi-pesticide method of analysis of commercial emulsifiable concentrate formulations containing alachlor, chlorpyrifos methyl, fenthion and trifluralin as active ingredients.
2006 Oct 6
Nucleophilic substitution of phosphorothionate ester pesticides with bisulfide (HS-) and polysulfides (S(n)2-).
2006 Sep 1
Efficacy of bifenthrin-impregnated bednets against Anopheles funestus and pyrethroid-resistant Anopheles gambiae in North Cameroon.
2006 Sep 11
Performance assessment and validation of a paramagnetic particle-based enzyme-linked immunosorbent assay for chlorpyrifos in agricultural runoff waters.
2007 Aug 8
Combined treatments of spinosad and chlorpyrifos-methyl for management of resistant psocid pests (Psocoptera: Liposcelididae) of stored grain.
2007 Jan
Safe apples for baby-food production: survey of pesticide treatment regimes leaving minimum residues.
2007 Jun
[Determination of organic phosphorus pesticide residues in scallion by gas chromatography coupled with microwave clean-up].
2007 May
Cutinase inhibition by means of insecticidal organophosphates and carbamates. 3. Oxidation of phosphorothionates by chloroperoxidase from Caldariomyces fumago.
2007 Oct 3
Pesticide residues in Italian Ready-Meals and dietary intake estimation.
2007 Sep-Oct
Review of the toxicology of chlorpyrifos with an emphasis on human exposure and neurodevelopment.
2008
Dynamics of insecticide resistance in the malaria vector Anopheles gambiae s.l. from an area of extensive cotton cultivation in Northern Cameroon.
2008 Apr
Costs and benefits of multiple resistance to insecticides for Culex quinquefasciatus mosquitoes.
2008 Apr 8
Circulating estradiol in men is inversely related to urinary metabolites of nonpersistent insecticides.
2008 Feb
Comparison of different extraction methods for the simultaneous determination of pesticide residues in kiwi fruit using gas chromatography-mass spectrometry.
2008 Jul
Survey of pesticide residues in imported cereal products (1994.4 approximately 2006.3).
2008 Jun
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 May 9
Evaluation of working air quality by using semipermeable membrane devices. Analysis of organophosphorus pesticides.
2008 Sep 19
A biomarker validation study of prenatal chlorpyrifos exposure within an inner-city cohort during pregnancy.
2009 Apr
Exposure to pesticides residues from consumption of Italian blood oranges.
2009 Jul
Impact of food consumption habits on the pesticide dietary intake: comparison between a French vegetarian and the general population.
2009 Oct
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 17:47:44 GMT 2023
Edited
by admin
on Fri Dec 15 17:47:44 GMT 2023
Record UNII
O49S38267J
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CHLORPYRIFOS-METHYL
HSDB   ISO  
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
CHLORPYRIFOS O,O-DIMETHYL ANALOG
MI  
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
Created by admin on Fri Dec 15 17:47:44 GMT 2023 , Edited by admin on Fri Dec 15 17:47:44 GMT 2023
Code System Code Type Description
ALANWOOD
chlorpyrifos-methyl
Created by admin on Fri Dec 15 17:47:44 GMT 2023 , Edited by admin on Fri Dec 15 17:47:44 GMT 2023
PRIMARY
FDA UNII
O49S38267J
Created by admin on Fri Dec 15 17:47:44 GMT 2023 , Edited by admin on Fri Dec 15 17:47:44 GMT 2023
PRIMARY
HSDB
6981
Created by admin on Fri Dec 15 17:47:44 GMT 2023 , Edited by admin on Fri Dec 15 17:47:44 GMT 2023
PRIMARY
NCI_THESAURUS
C163642
Created by admin on Fri Dec 15 17:47:44 GMT 2023 , Edited by admin on Fri Dec 15 17:47:44 GMT 2023
PRIMARY
ECHA (EC/EINECS)
227-011-5
Created by admin on Fri Dec 15 17:47:44 GMT 2023 , Edited by admin on Fri Dec 15 17:47:44 GMT 2023
PRIMARY
PUBCHEM
21803
Created by admin on Fri Dec 15 17:47:44 GMT 2023 , Edited by admin on Fri Dec 15 17:47:44 GMT 2023
PRIMARY
NSC
60380
Created by admin on Fri Dec 15 17:47:44 GMT 2023 , Edited by admin on Fri Dec 15 17:47:44 GMT 2023
PRIMARY
EPA CompTox
DTXSID6032352
Created by admin on Fri Dec 15 17:47:44 GMT 2023 , Edited by admin on Fri Dec 15 17:47:44 GMT 2023
PRIMARY
CAS
5598-13-0
Created by admin on Fri Dec 15 17:47:44 GMT 2023 , Edited by admin on Fri Dec 15 17:47:44 GMT 2023
PRIMARY
CHEBI
34632
Created by admin on Fri Dec 15 17:47:44 GMT 2023 , Edited by admin on Fri Dec 15 17:47:44 GMT 2023
PRIMARY
MESH
C007031
Created by admin on Fri Dec 15 17:47:44 GMT 2023 , Edited by admin on Fri Dec 15 17:47:44 GMT 2023
PRIMARY
MERCK INDEX
m3465
Created by admin on Fri Dec 15 17:47:44 GMT 2023 , Edited by admin on Fri Dec 15 17:47:44 GMT 2023
PRIMARY Merck Index