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Details

Stereochemistry ACHIRAL
Molecular Formula C9H12NO5PS
Molecular Weight 277.234
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FENITROTHION

SMILES

COP(=S)(OC)OC1=CC=C(C(C)=C1)[N+]([O-])=O

InChI

InChIKey=ZNOLGFHPUIJIMJ-UHFFFAOYSA-N
InChI=1S/C9H12NO5PS/c1-7-6-8(4-5-9(7)10(11)12)15-16(17,13-2)14-3/h4-6H,1-3H3

HIDE SMILES / InChI

Molecular Formula C9H12NO5PS
Molecular Weight 277.234
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Lack of evidence for endocrine disrupting effects in rats exposed to fenitrothion in utero and from weaning to maturation.
2005-01-05
Density-independent population projection trajectories of chromosome-substituted lines resistant and susceptible to organophosphate insecticides in Drosophila melanogaster.
2004-11-24
Influence of the application of sewage sludge on the degradation of pesticides in the soil.
2004-11
Photocatalytic removal of fenitrothion in pure and natural waters by photo-Fenton reaction.
2004-11
Fenitrothion-induced changes in lipids of rats.
2004-11
Zn2+-catalyzed methanolysis of phosphate triesters: a process for catalytic degradation of the organophosphorus pesticides paraoxon and fenitrothion.
2004-10-18
Resistance and synergistic effects of insecticides in Bactrocera dorsalis (Diptera: Tephritidae) in Taiwan.
2004-10
Evaluation of a compact bench top immunoassay analyzer for automatic and near continuous monitoring of a sample for environmental contaminants.
2004-09-15
Anogenital distance in human male and female newborns: a descriptive, cross-sectional study.
2004-09-13
Cu(II)-Mediated decomposition of phosphorothionate P=S pesticides. Billion-fold acceleration of the methanolysis of fenitrothion promoted by a simple Cu(II)-ligand system.
2004-08-07
Acceleration of nucleophilic attack on an organophosphorothioate neurotoxin, fenitrothion, by reactive counterion cationic micelles. Regioselectivity as a probe of substrate orientation within the micelle.
2004-08-03
Investigation of acute toxicity of fenitrothion on peppered corydoras (Corydoras paleatus) (Jenyns, 1842).
2004-08
The effect of plasmapheresis on plasma cholinesterase levels in a patient with organophosphate poisoning.
2004-07
Late administration of pralidoxime in organophosphate (fenitrothion) poisoning.
2004-07
Determination of organophosphorus pesticides using membrane-assisted solvent extraction combined with large volume injection-gas chromatography-mass spectrometric detection.
2004-06-25
Estimation of estrogenic and antiestrogenic activities of selected pesticides by MCF-7 cell proliferation assay.
2004-05
Ranking of chemical substances based on the Japanese Pollutant Release and Transfer Register using partial order theory and random linear extensions.
2004-05
Fenitrothion-induced structural and functional perturbations in the yolk lipoproteins of the shrimp Macrobrachium borellii.
2004-04
Screening for estrogen and androgen receptor activities in 200 pesticides by in vitro reporter gene assays using Chinese hamster ovary cells.
2004-04
[Monitoring of the insecticidal resistance of main malaria vectors in Uzbekistan].
2004-03-27
Biodegradation and bioaccumulation of fenitrothion in rat liver.
2004-03
Effect of potassium dichromate and fenitrothion on hemoglobins of Chironomus riparius Mg. (Diptera, Chironomidae) larvae: potential biomarker of environmental monitoring.
2004-03
Field-incurred fenitrothion residues in kakis: comparison of individual fruits, composite samples, and peeled and cooked fruits.
2004-02-25
Changes in the hemodynamic state of patients with acute lethal organophosphate poisoning.
2004-02
Changes in leucine transport activity in Chironomus riparius larvae after short-term exposure to potassium dichromate and fenitrothion.
2004-02
An amino acid substitution attributable to insecticide-insensitivity of acetylcholinesterase in a Japanese encephalitis vector mosquito, Culex tritaeniorhynchus.
2004-01-16
Effects of sublethal fenitrothion ingestion on cholinesterase inhibition, standard metabolism, thermal preference, and prey-capture ability in the Australian central bearded dragon (Pogona vitticeps, Agamidae).
2004-01
Determination of impurities in pesticides and their degradation products formed during the wine-making process by solid-phase extraction and gas chromatography with detection by electron impact mass spectrometry. I. Vinclozoline, procymidone and fenitrothion.
2004
Study of the mechanism of Flavobacterium sp. for hydrolyzing organophosphate pesticides.
2003-12
Control trial of Lutzomyia longipalpis s.l. in the Island of Margarita, Venezuela.
2003-12
Distribution of multiple pesticide residues in apple segments after home processing.
2003-11
p-Coumaroylnoradrenaline, a novel plant metabolite implicated in tomato defense against pathogens.
2003-10-31
[A case of mixed poisoning by organophosphate and methanol].
2003-10
Metabolism of fenitrothion and conjugation of 3-methyl-4-nitrophenol in tomato plant (Lycopersicon esculentum).
2003-08-13
Determination of organophosphorus aromatic nitro insecticides and p-nitrophenol by microbial-cell respiratory activity.
2003-08-01
Resistance of Aedes aegypti from the state of São Paulo, Brazil, to organophosphates insecticides.
2003-07
Biodisposition and biochemical effects of a new phosphoramidate series in rat tissues.
2003-06
Rapid multiresidue determination of organochlorine and organophosphorus compounds in human serum by solid-phase extraction and gas chromatography coupled to tandem mass spectrometry.
2003-05
The multidrug resistance-associated protein 1 transports methoxychlor and protects the seminiferous epithelium from injury.
2003-04-30
Headspace solid-phase microextraction in combination with gas chromatography-mass spectrometry for the rapid screening of organophosphorus insecticide residues in strawberries and cherries.
2003-04-18
[Practical analysis of toxic substances useful for clinical toxicology--6--Organophosphates].
2003-04
Interaction of organophosphate pesticides and related compounds with the androgen receptor.
2003-04
Insecticide susceptibility tests of Anopheles minimus s.l., Aedes aegypti, Aedes albopictus, and Culex quinquefasciatus in northern Thailand.
2003-03
Resistance of Aedes aegypti to organophosphates in several municipalities in the State of Rio de Janeiro and Espírito Santo, Brazil.
2003-03
Effect of the combined treatment of insecticides and an attractant for the control of Phloeotribus scarabaeoides, a pest of Olea europea.
2003-03
Fenitrothion: toxicokinetics and toxicologic evaluation in human volunteers.
2003-03
Fast supercritical fluid extraction and high-resolution gas chromatography with electron-capture and flame photometric detection for multiresidue screening of organochlorine and organophosphorus pesticides in Brazil's medicinal plants.
2003-01-24
Contribution of metabolites to mutagenicity during anaerobic biodegradation of fenitrothion.
2003-01
[An experimental tool essential for the evaluation of insecticides: the testing huts].
2002-11
Studies on the present status of insecticides resistance on mosquitoes using the diagnostic dosages in El-Fayium Governorate, a spot area of malaria in Egypt.
2001-04
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:05:57 GMT 2025
Edited
by admin
on Mon Mar 31 18:05:57 GMT 2025
Record UNII
W8M4X3Y7ZY
Record Status Validated (UNII)
Record Version
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Name Type Language
FENITROTHION [HSDB]
Preferred Name English
FENITROTHION
HSDB   ISO   MART.   MI  
Common Name English
FENITROTHION [ISO]
Common Name English
FENITROTHION [MI]
Common Name English
O,O-DIMETHYL O-4-NITRO-M-TOLYL PHOSPHOROTHIOATE
Systematic Name English
O,O-DIMETHYL O-(3-METHYL-4-NITROPHENYL) PHOSPHOROTHIOATE
Systematic Name English
FENITROTHION [MART.]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C471
Created by admin on Mon Mar 31 18:05:57 GMT 2025 , Edited by admin on Mon Mar 31 18:05:57 GMT 2025
EPA PESTICIDE CODE 105901
Created by admin on Mon Mar 31 18:05:57 GMT 2025 , Edited by admin on Mon Mar 31 18:05:57 GMT 2025
Code System Code Type Description
CHEBI
34757
Created by admin on Mon Mar 31 18:05:57 GMT 2025 , Edited by admin on Mon Mar 31 18:05:57 GMT 2025
PRIMARY
HSDB
1590
Created by admin on Mon Mar 31 18:05:57 GMT 2025 , Edited by admin on Mon Mar 31 18:05:57 GMT 2025
PRIMARY
ECHA (EC/EINECS)
204-524-2
Created by admin on Mon Mar 31 18:05:57 GMT 2025 , Edited by admin on Mon Mar 31 18:05:57 GMT 2025
PRIMARY
PUBCHEM
31200
Created by admin on Mon Mar 31 18:05:57 GMT 2025 , Edited by admin on Mon Mar 31 18:05:57 GMT 2025
PRIMARY
ALANWOOD
fenitrothion
Created by admin on Mon Mar 31 18:05:57 GMT 2025 , Edited by admin on Mon Mar 31 18:05:57 GMT 2025
PRIMARY
CAS
122-14-5
Created by admin on Mon Mar 31 18:05:57 GMT 2025 , Edited by admin on Mon Mar 31 18:05:57 GMT 2025
PRIMARY
EPA CompTox
DTXSID4032613
Created by admin on Mon Mar 31 18:05:57 GMT 2025 , Edited by admin on Mon Mar 31 18:05:57 GMT 2025
PRIMARY
WIKIPEDIA
FENITROTHION
Created by admin on Mon Mar 31 18:05:57 GMT 2025 , Edited by admin on Mon Mar 31 18:05:57 GMT 2025
PRIMARY
MESH
D005278
Created by admin on Mon Mar 31 18:05:57 GMT 2025 , Edited by admin on Mon Mar 31 18:05:57 GMT 2025
PRIMARY
MERCK INDEX
m5277
Created by admin on Mon Mar 31 18:05:57 GMT 2025 , Edited by admin on Mon Mar 31 18:05:57 GMT 2025
PRIMARY Merck Index
ChEMBL
CHEMBL347698
Created by admin on Mon Mar 31 18:05:57 GMT 2025 , Edited by admin on Mon Mar 31 18:05:57 GMT 2025
PRIMARY
SMS_ID
300000023722
Created by admin on Mon Mar 31 18:05:57 GMT 2025 , Edited by admin on Mon Mar 31 18:05:57 GMT 2025
PRIMARY
NCI_THESAURUS
C65655
Created by admin on Mon Mar 31 18:05:57 GMT 2025 , Edited by admin on Mon Mar 31 18:05:57 GMT 2025
PRIMARY
FDA UNII
W8M4X3Y7ZY
Created by admin on Mon Mar 31 18:05:57 GMT 2025 , Edited by admin on Mon Mar 31 18:05:57 GMT 2025
PRIMARY
Related Record Type Details
METABOLIC ENZYME -> INHIBITOR
Fenitrothion inhibited CYP1A1/2 activities more than 90%
METABOLIC ENZYME -> INHIBITOR
Screening of potential CYP2B6 inhibitions illustrates that CYP2B6 activity was extensively inhibited by all tested organophosphate pesticides. Inhibition percentages were 100% with fenitrothion.
METABOLIC ENZYME -> INHIBITOR
CYP2C9 activity was extensively inhibited (more than 90% inhibition) by organophosphorus insecticides fenitrothion
METABOLIC ENZYME -> INHIBITOR
Fenitrothion inhibited CYP1A1/2 activities more than 90%.
METABOLIC ENZYME -> INHIBITOR
inhibitions between 59 and 84% were observed with fenitrothion
METABOLIC ENZYME -> INHIBITOR
Extensive inhibitions of CYP2A6-associated activity (94–98%) were observed with fenitrothion,