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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
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 Apr
Monitoring of organochlorine and organophosphorus pesticides in the water of the Reconquista River (Buenos Aires, Argentina).
2001 Oct
Pesticide poisoning in a free-ranging lappet-faced vulture (Torgos tracheliotus).
2001 Sep 29
Different quantitation approaches for xenobiotics in human urine samples by liquid chromatography/electrospray tandem mass spectrometry.
2002
Activation of a stress-induced gene by insecticides in the midge, Chironomus yoshimatsui.
2002
[Effects of pesticides on cytokines production by human peripheral blood mononuclear cells--fenitrothion and glyphosate].
2002 Apr
Changes in mutagenicity during biodegradation of fenitrothion.
2002 Apr
Negative correlations between resistance to three organophosphate insecticides and productivity within a natural population of Drosophila melanogaster (Diptera: Drosophilidae).
2002 Dec
Long-term effectiveness of grain protectants and structural treatments against Liposcelis decolor (Pearman) (Psocoptera: Liposcelididae), a pest of stored products.
2002 Dec
Multilevel effects of sublethal fenitrothion exposure in Chironomus riparius Mg. (Diptera, Chironomidae) larvae.
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
Effects of bensulfuron-methyl and cinosulfuron on growth of four freshwater species of phytoplankton.
2002 Feb
Simple determination of 22 organophosphorous pesticides in human blood using headspace solid-phase microextraction and gas chromatography with mass spectrometric detection.
2002 Jan
Concentration and loading of pesticide residues in Lake Biwa basin (Japan).
2002 Jan
Enzyme-linked immunosorbent assay based on a polyclonal antibody for the detection of the insecticide fenitrothion. Evaluation of antiserum and application to the analysis of water samples.
2002 Jan 2
Determination of insecticides in honey by matrix solid-phase dispersion and gas chromatography with nitrogen-phosphorus detection and mass spectrometric confirmation.
2002 Jan-Feb
Effect of ultraviolet-absorbing vinyl film on organophosphorus insecticides dichlorvos and fenitrothion residues in spinach.
2002 Jul
Effects of in utero exposure to the organophosphate insecticide fenitrothion on androgen-dependent reproductive development in the Crl:CD(SD)BR rat.
2002 Jul
Determination of pesticides and chronic test with Daphnia magna for rainwater samples.
2002 May
Impaired glutathione redox status is associated with decreased survival in two organophosphate-poisoned marine bivalves.
2002 May
Comparison of soxhlet and microwave-assisted extractions for the determination of fenitrothion residues in beans.
2002 May 22
Cross-resistance to pyrethroid and organophosphorus insecticides induced by selection with temephos in Aedes aegypti (Diptera: Culicidae) from Cuba.
2002 Nov
Use of chronic tests with Daphnia magna for examination of diluted river water.
2002 Nov
Activated transformations of organophosphorus insecticides in the case of non-AChE inhibitory oxons.
2002 Nov
Validation of an SPME method, using PDMS, PA, PDMS-DVB, and CW-DVB SPME fiber coatings, for analysis of organophosphorus insecticides in natural waters.
2002 Nov
Genetic basis of cross-resistance to three organophosphate insecticides in Drosophila melanogaster (Diptera: Drosophilidae).
2002 Oct
Cadmium-fenitrothion interaction in the spider Pardosa lugubris and the fruit fly Drosophila melanogaster.
2002 Oct
[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
Determination of organophosphorus aromatic nitro insecticides and p-nitrophenol by microbial-cell respiratory activity.
2003 Aug 1
Control trial of Lutzomyia longipalpis s.l. in the Island of Margarita, Venezuela.
2003 Dec
SBSE-GC-ECD/FPD in the analysis of pesticide residues in Passiflora alata Dryander herbal teas.
2003 Jan 1
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 Jan 24
Biodisposition and biochemical effects of a new phosphoramidate series in rat tissues.
2003 Jun
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
Investigation of acute toxicity of fenitrothion on peppered corydoras (Corydoras paleatus) (Jenyns, 1842).
2004 Aug
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
Changes in leucine transport activity in Chironomus riparius larvae after short-term exposure to potassium dichromate and fenitrothion.
2004 Feb
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
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
Influence of the application of sewage sludge on the degradation of pesticides in the soil.
2004 Nov
Resistance and synergistic effects of insecticides in Bactrocera dorsalis (Diptera: Tephritidae) in Taiwan.
2004 Oct
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,