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

Details

Stereochemistry ACHIRAL
Molecular Formula C11H20N3O3PS
Molecular Weight 305.334
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PIRIMIPHOS-METHYL

SMILES

CCN(CC)C1=NC(OP(=S)(OC)OC)=CC(C)=N1

InChI

InChIKey=QHOQHJPRIBSPCY-UHFFFAOYSA-N
InChI=1S/C11H20N3O3PS/c1-6-14(7-2)11-12-9(3)8-10(13-11)17-18(19,15-4)16-5/h8H,6-7H2,1-5H3

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Widely used pesticides with previously unknown endocrine activity revealed as in vitro antiandrogens.
2011-06
Activity profiles of 309 ToxCast™ chemicals evaluated across 292 biochemical targets.
2011-03-28
Comparative study of human and mouse pregnane X receptor agonistic activity in 200 pesticides using in vitro reporter gene assays.
2011-02-27
Pyrethroid resistance in southern African Anopheles funestus extends to Likoma Island in Lake Malawi.
2010-12-31
Staggered larval time-to-hatch and insecticide resistance in the major malaria vector Anopheles gambiae S form.
2010-12-14
The dominant Anopheles vectors of human malaria in Africa, Europe and the Middle East: occurrence data, distribution maps and bionomic précis.
2010-12-03
New protective battle-dress impregnated against mosquito vector bites.
2010-09-01
HET-CAM test for determining the possible eye irritancy of pesticides.
2010-09
Amplification of a cytochrome P450 gene is associated with resistance to neonicotinoid insecticides in the aphid Myzus persicae.
2010-06-24
Heterogeneous reactivity of suspended pirimiphos-methyl particles with ozone.
2010-05-01
The life cycle and effectiveness of insecticides against the bed bugs of Thailand.
2010-05
Cholinesterase depression and its association with pesticide exposure across the agricultural season among Latino farmworkers in North Carolina.
2010-05
Investigation of acute toxicity of pirimiphos-methyl (Actellic, 25%EC) on guppy (Poecilia reticulata, Peters, 1859).
2010-04-15
Impact of environmental chemicals on key transcription regulators and correlation to toxicity end points within EPA's ToxCast program.
2010-03-15
Attracting, trapping and killing disease-transmitting mosquitoes using odor-baited stations - The Ifakara Odor-Baited Stations.
2010-03-01
Determination of 23 organophosphorous pesticides in surface water using SPME followed by GC-MS.
2010-03
Acetylcholinesterase point mutations in European strains of Tetranychus urticae (Acari: Tetranychidae) resistant to organophosphates.
2010-02
[Metabolic resistance to organophosphate insecticides in Anopheles aquasalis Curry 1932, Libertador municipality, Sucre State, Venezuela].
2009-12
Toxicology in the fast lane: application of high-throughput bioassays to detect modulation of key enzymes and receptors.
2009-12
Synergy between repellents and organophosphates on bed nets: efficacy and behavioural response of natural free-flying An. gambiae mosquitoes.
2009-11-19
Efficacy of pirimiphos-methyl (50% EC), as a larvicide for the control of Culex quinquefasciatus.
2009-11
Exploring the molecular basis of insecticide resistance in the dengue vector Aedes aegypti: a case study in Martinique Island (French West Indies).
2009-10-26
Widespread distribution of a newly found point mutation in voltage-gated sodium channel in pyrethroid-resistant Aedes aegypti populations in Vietnam.
2009-10-06
Efficacy of grain protectants against four psocid species on maize, rice and wheat.
2009-10
Evidence for inhibition of cholinesterases in insect and mammalian nervous systems by the insect repellent deet.
2009-08-05
Cholinesterase based amperometric biosensors for assay of anticholinergic compounds.
2009-06
Longitudinal trends in organophosphate incidents reported to the National Pesticide Information Center, 1995-2007.
2009-04-20
Disposal of obsolete pesticides, the case of Ethiopia.
2009-04
Impact of pesticides use in agriculture: their benefits and hazards.
2009-03
Evaluation of some pollutant levels in conventionally and organically farmed potato tubers and their risks to human health.
2009-03
Current status of insecticide resistance in Q biotype Bemisia tabaci populations from Crete.
2009-03
Nationwide investigation of the pyrethroid susceptibility of mosquito larvae collected from used tires in Vietnam.
2009
Mixture for controlling insecticide-resistant malaria vectors.
2008-11
Development of a multi-residue method for the determination of pesticides in cereals and dry animal feed using gas chromatography-tandem quadrupole mass spectrometry II. Improvement and extension to new analytes.
2008-10-24
Suitability of microwave-assisted extraction coupled with solid-phase extraction for organophosphorus pesticide determination in olive oil.
2008-10-17
Evaluation of working air quality by using semipermeable membrane devices. Analysis of organophosphorus pesticides.
2008-09-19
[Survey of pesticide residues in imported cereal products (1994.4 approximately 2006.3)].
2008-06
Albumin binding as a potential biomarker of exposure to moderately low levels of organophosphorus pesticides.
2008-06
Application of ceramic/carbon composite as a novel coating for solid-phase microextraction.
2008-04-18
Dietary exposure to pesticide residues in Yaoundé: the Cameroonian total diet study.
2008-04
Solid-phase microextraction-liquid chromatography-mass spectrometry applied to the analysis of insecticides in honey.
2008-01
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
Levels of insecticide resistance and resistance mechanisms in Aedes aegypti from some Latin American countries.
2007-12
Pesticide residues in Italian Ready-Meals and dietary intake estimation.
2007-09-01
Pesticide urinary metabolite levels of children in eastern North Carolina farmworker households.
2007-08
Evaluation of immunotoxicity induced by pirimiphos-methyl in male Balb/c mice following exposure to for 28 days.
2007-08
[Determination of organic phosphorus pesticide residues in scallion by gas chromatography coupled with microwave clean-up].
2007-05
[Study on pesticides residue monitoring data in some countries of the world].
2007
[Susceptibility and insecticide resistance mechanisms in Anopheles albimanus from the southern Yucatan Peninsula, Mexico].
2006-08-28
Bioefficacy of some plant derivatives that protect grain against the pulse beetle, Callosobruchus maculatus.
2006
Patents

Patents

Name Type Language
PIRIMIPHOS-METHYL
HSDB   ISO   MI  
Common Name English
O-2-DIETHYLAMINO-6-METHYLPYRIMIDIN-4-YL O,O-DIMETHYL PHOSPHOROTHIOATE
Preferred Name English
PIRIMIPHOS-METHYL [MI]
Common Name English
PIRIMIPHOS-METHYL [ISO]
Common Name English
PIRIMIPHOS-METHYL [HSDB]
Common Name English
O-(2-(DIETHYLAMINO)-6-METHYL-4-PYRIMIDINYL) O,O-DIMETHYL PHOSPHOROTHIOATE
Systematic Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 108102
Created by admin on Mon Mar 31 18:48:56 GMT 2025 , Edited by admin on Mon Mar 31 18:48:56 GMT 2025
Code System Code Type Description
FDA UNII
2VQZ4PK548
Created by admin on Mon Mar 31 18:48:56 GMT 2025 , Edited by admin on Mon Mar 31 18:48:56 GMT 2025
PRIMARY
ALANWOOD
pirimiphos-methyl
Created by admin on Mon Mar 31 18:48:56 GMT 2025 , Edited by admin on Mon Mar 31 18:48:56 GMT 2025
PRIMARY
WIKIPEDIA
PIRIMIPHOS-METHYL
Created by admin on Mon Mar 31 18:48:56 GMT 2025 , Edited by admin on Mon Mar 31 18:48:56 GMT 2025
PRIMARY
CAS
29232-93-7
Created by admin on Mon Mar 31 18:48:56 GMT 2025 , Edited by admin on Mon Mar 31 18:48:56 GMT 2025
PRIMARY
EPA CompTox
DTXSID0024266
Created by admin on Mon Mar 31 18:48:56 GMT 2025 , Edited by admin on Mon Mar 31 18:48:56 GMT 2025
PRIMARY
ECHA (EC/EINECS)
249-528-5
Created by admin on Mon Mar 31 18:48:56 GMT 2025 , Edited by admin on Mon Mar 31 18:48:56 GMT 2025
PRIMARY
SMS_ID
300000048800
Created by admin on Mon Mar 31 18:48:56 GMT 2025 , Edited by admin on Mon Mar 31 18:48:56 GMT 2025
PRIMARY
HSDB
6984
Created by admin on Mon Mar 31 18:48:56 GMT 2025 , Edited by admin on Mon Mar 31 18:48:56 GMT 2025
PRIMARY
PUBCHEM
34526
Created by admin on Mon Mar 31 18:48:56 GMT 2025 , Edited by admin on Mon Mar 31 18:48:56 GMT 2025
PRIMARY
MERCK INDEX
m8880
Created by admin on Mon Mar 31 18:48:56 GMT 2025 , Edited by admin on Mon Mar 31 18:48:56 GMT 2025
PRIMARY Merck Index