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Details

Stereochemistry ACHIRAL
Molecular Formula C9H12NO5PS
Molecular Weight 277.2355
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FENITROTHION

SMILES

Cc1cc(ccc1N(=O)=O)OP(=S)(OC)OC

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 277.2355
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
[Effects of pesticides on cytokines production by human peripheral blood mononuclear cells--fenitrothion and glyphosate].
2002 Apr
Negative correlations between resistance to three organophosphate insecticides and productivity within a natural population of Drosophila melanogaster (Diptera: Drosophilidae).
2002 Dec
Simple method for the determination of trace levels of pesticides in honeybees using matrix solid-phase dispersion and gas chromatography.
2002 Dec 27
Effect of fenitrothion on the physical properties of crustacean lipoproteins.
2002 Jul
Effect of ultraviolet-absorbing vinyl film on organophosphorus insecticides dichlorvos and fenitrothion residues in spinach.
2002 Jul
[An experimental tool essential for the evaluation of insecticides: the testing huts].
2002 Nov
Activated transformations of organophosphorus insecticides in the case of non-AChE inhibitory oxons.
2002 Nov
[Practical analysis of toxic substances useful for clinical toxicology--6--Organophosphates].
2003 Apr
Interaction of organophosphate pesticides and related compounds with the androgen receptor.
2003 Apr
Headspace solid-phase microextraction in combination with gas chromatography-mass spectrometry for the rapid screening of organophosphorus insecticide residues in strawberries and cherries.
2003 Apr 18
The multidrug resistance-associated protein 1 transports methoxychlor and protects the seminiferous epithelium from injury.
2003 Apr 30
Determination of organophosphorus aromatic nitro insecticides and p-nitrophenol by microbial-cell respiratory activity.
2003 Aug 1
Metabolism of fenitrothion and conjugation of 3-methyl-4-nitrophenol in tomato plant (Lycopersicon esculentum).
2003 Aug 13
Study of the mechanism of Flavobacterium sp. for hydrolyzing organophosphate pesticides.
2003 Dec
Control trial of Lutzomyia longipalpis s.l. in the Island of Margarita, Venezuela.
2003 Dec
Contribution of metabolites to mutagenicity during anaerobic biodegradation of fenitrothion.
2003 Jan
SBSE-GC-ECD/FPD in the analysis of pesticide residues in Passiflora alata Dryander herbal teas.
2003 Jan 1
Resistance of Aedes aegypti from the state of São Paulo, Brazil, to organophosphates insecticides.
2003 Jul
Biodisposition and biochemical effects of a new phosphoramidate series in rat tissues.
2003 Jun
Insecticide susceptibility tests of Anopheles minimus s.l., Aedes aegypti, Aedes albopictus, and Culex quinquefasciatus in northern Thailand.
2003 Mar
Resistance of Aedes aegypti to organophosphates in several municipalities in the State of Rio de Janeiro and Espírito Santo, Brazil.
2003 Mar
Effect of the combined treatment of insecticides and an attractant for the control of Phloeotribus scarabaeoides, a pest of Olea europea.
2003 Mar
Fenitrothion: toxicokinetics and toxicologic evaluation in human volunteers.
2003 Mar
Rapid multiresidue determination of organochlorine and organophosphorus compounds in human serum by solid-phase extraction and gas chromatography coupled to tandem mass spectrometry.
2003 May
Distribution of multiple pesticide residues in apple segments after home processing.
2003 Nov
[A case of mixed poisoning by organophosphate and methanol].
2003 Oct
p-Coumaroylnoradrenaline, a novel plant metabolite implicated in tomato defense against pathogens.
2003 Oct 31
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
Screening for estrogen and androgen receptor activities in 200 pesticides by in vitro reporter gene assays using Chinese hamster ovary cells.
2004 Apr
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 Aug 3
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 Aug 7
Changes in the hemodynamic state of patients with acute lethal organophosphate poisoning.
2004 Feb
Field-incurred fenitrothion residues in kakis: comparison of individual fruits, composite samples, and peeled and cooked fruits.
2004 Feb 25
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 Jan
[Monitoring of the insecticidal resistance of main malaria vectors in Uzbekistan].
2004 Jan-Mar
The effect of plasmapheresis on plasma cholinesterase levels in a patient with organophosphate poisoning.
2004 Jul
Late administration of pralidoxime in organophosphate (fenitrothion) poisoning.
2004 Jul
Biodegradation and bioaccumulation of fenitrothion in rat liver.
2004 Mar
Effect of potassium dichromate and fenitrothion on hemoglobins of Chironomus riparius Mg. (Diptera, Chironomidae) larvae: potential biomarker of environmental monitoring.
2004 Mar
Estimation of estrogenic and antiestrogenic activities of selected pesticides by MCF-7 cell proliferation assay.
2004 May
Ranking of chemical substances based on the Japanese Pollutant Release and Transfer Register using partial order theory and random linear extensions.
2004 May
Influence of the application of sewage sludge on the degradation of pesticides in the soil.
2004 Nov
Photocatalytic removal of fenitrothion in pure and natural waters by photo-Fenton reaction.
2004 Nov
Fenitrothion-induced changes in lipids of rats.
2004 Nov
Density-independent population projection trajectories of chromosome-substituted lines resistant and susceptible to organophosphate insecticides in Drosophila melanogaster.
2004 Nov 24
Resistance and synergistic effects of insecticides in Bactrocera dorsalis (Diptera: Tephritidae) in Taiwan.
2004 Oct
Zn2+-catalyzed methanolysis of phosphate triesters: a process for catalytic degradation of the organophosphorus pesticides paraoxon and fenitrothion.
2004 Oct 18
Anogenital distance in human male and female newborns: a descriptive, cross-sectional study.
2004 Sep 13
Evaluation of a compact bench top immunoassay analyzer for automatic and near continuous monitoring of a sample for environmental contaminants.
2004 Sep 15
Lack of evidence for endocrine disrupting effects in rats exposed to fenitrothion in utero and from weaning to maturation.
2005 Jan 5
Patents
Substance Class Chemical
Created
by admin
on Fri Jun 25 22:41:35 UTC 2021
Edited
by admin
on Fri Jun 25 22:41:35 UTC 2021
Record UNII
W8M4X3Y7ZY
Record Status Validated (UNII)
Record Version
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Name Type Language
FENITROTHION
HSDB   ISO   MART.   MI  
Common Name English
FENITROTHION [HSDB]
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 Fri Jun 25 22:41:35 UTC 2021 , Edited by admin on Fri Jun 25 22:41:35 UTC 2021
EPA PESTICIDE CODE 105901
Created by admin on Fri Jun 25 22:41:35 UTC 2021 , Edited by admin on Fri Jun 25 22:41:35 UTC 2021
Code System Code Type Description
HSDB
1590
Created by admin on Fri Jun 25 22:41:35 UTC 2021 , Edited by admin on Fri Jun 25 22:41:35 UTC 2021
PRIMARY
ECHA (EC/EINECS)
204-524-2
Created by admin on Fri Jun 25 22:41:35 UTC 2021 , Edited by admin on Fri Jun 25 22:41:35 UTC 2021
PRIMARY
PUBCHEM
31200
Created by admin on Fri Jun 25 22:41:35 UTC 2021 , Edited by admin on Fri Jun 25 22:41:35 UTC 2021
PRIMARY
CAS
122-14-5
Created by admin on Fri Jun 25 22:41:35 UTC 2021 , Edited by admin on Fri Jun 25 22:41:35 UTC 2021
PRIMARY
EPA CompTox
122-14-5
Created by admin on Fri Jun 25 22:41:35 UTC 2021 , Edited by admin on Fri Jun 25 22:41:35 UTC 2021
PRIMARY
WIKIPEDIA
FENITROTHION
Created by admin on Fri Jun 25 22:41:35 UTC 2021 , Edited by admin on Fri Jun 25 22:41:35 UTC 2021
PRIMARY
MESH
D005278
Created by admin on Fri Jun 25 22:41:35 UTC 2021 , Edited by admin on Fri Jun 25 22:41:35 UTC 2021
PRIMARY
MERCK INDEX
M5277
Created by admin on Fri Jun 25 22:41:35 UTC 2021 , Edited by admin on Fri Jun 25 22:41:35 UTC 2021
PRIMARY Merck Index
ChEMBL
CHEMBL347698
Created by admin on Fri Jun 25 22:41:35 UTC 2021 , Edited by admin on Fri Jun 25 22:41:35 UTC 2021
PRIMARY
NCI_THESAURUS
C65655
Created by admin on Fri Jun 25 22:41:35 UTC 2021 , Edited by admin on Fri Jun 25 22:41:35 UTC 2021
PRIMARY
FDA UNII
W8M4X3Y7ZY
Created by admin on Fri Jun 25 22:41:35 UTC 2021 , Edited by admin on Fri Jun 25 22:41:35 UTC 2021
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,