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

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
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
[Effects of pesticides on cytokines production by human peripheral blood mononuclear cells--fenitrothion and glyphosate].
2002 Apr
Field-based evaluation of biopesticide impacts on native biodiversity: malagasy coleoptera and anti-locust entomopathogenic fungi.
2002 Aug
Solid-phase microextraction coupled to gas chromatography-mass spectrometry for the study of soil adsorption coefficients of organophosphorus pesticides.
2002 Aug
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
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
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
Comparison of soxhlet and microwave-assisted extractions for the determination of fenitrothion residues in beans.
2002 May 22
[Effects of p-nitrophenol and organophosphorous nitroaromatic insecticides on the respiratory activity of free and immobilized cells of strains S-11 and BA-11 of Pseudomonas putida].
2002 May-Jun
[An experimental tool essential for the evaluation of insecticides: the testing huts].
2002 Nov
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
Determination of organophosphorus aromatic nitro insecticides and p-nitrophenol by microbial-cell respiratory activity.
2003 Aug 1
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
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
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
Distribution of multiple pesticide residues in apple segments after home processing.
2003 Nov
[A case of mixed poisoning by organophosphate and methanol].
2003 Oct
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
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
An amino acid substitution attributable to insecticide-insensitivity of acetylcholinesterase in a Japanese encephalitis vector mosquito, Culex tritaeniorhynchus.
2004 Jan 16
[Monitoring of the insecticidal resistance of main malaria vectors in Uzbekistan].
2004 Jan-Mar
Late administration of pralidoxime in organophosphate (fenitrothion) poisoning.
2004 Jul
Estimation of estrogenic and antiestrogenic activities of selected pesticides by MCF-7 cell proliferation assay.
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
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 Dec 15 15:41:59 GMT 2023
Edited
by admin
on Fri Dec 15 15:41:59 GMT 2023
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 Dec 15 15:41:59 GMT 2023 , Edited by admin on Fri Dec 15 15:41:59 GMT 2023
EPA PESTICIDE CODE 105901
Created by admin on Fri Dec 15 15:41:59 GMT 2023 , Edited by admin on Fri Dec 15 15:41:59 GMT 2023
Code System Code Type Description
CHEBI
34757
Created by admin on Fri Dec 15 15:41:59 GMT 2023 , Edited by admin on Fri Dec 15 15:41:59 GMT 2023
PRIMARY
HSDB
1590
Created by admin on Fri Dec 15 15:41:59 GMT 2023 , Edited by admin on Fri Dec 15 15:41:59 GMT 2023
PRIMARY
ECHA (EC/EINECS)
204-524-2
Created by admin on Fri Dec 15 15:41:59 GMT 2023 , Edited by admin on Fri Dec 15 15:41:59 GMT 2023
PRIMARY
PUBCHEM
31200
Created by admin on Fri Dec 15 15:41:59 GMT 2023 , Edited by admin on Fri Dec 15 15:41:59 GMT 2023
PRIMARY
ALANWOOD
fenitrothion
Created by admin on Fri Dec 15 15:41:59 GMT 2023 , Edited by admin on Fri Dec 15 15:41:59 GMT 2023
PRIMARY
CAS
122-14-5
Created by admin on Fri Dec 15 15:41:59 GMT 2023 , Edited by admin on Fri Dec 15 15:41:59 GMT 2023
PRIMARY
EPA CompTox
DTXSID4032613
Created by admin on Fri Dec 15 15:41:59 GMT 2023 , Edited by admin on Fri Dec 15 15:41:59 GMT 2023
PRIMARY
WIKIPEDIA
FENITROTHION
Created by admin on Fri Dec 15 15:41:59 GMT 2023 , Edited by admin on Fri Dec 15 15:41:59 GMT 2023
PRIMARY
MESH
D005278
Created by admin on Fri Dec 15 15:41:59 GMT 2023 , Edited by admin on Fri Dec 15 15:41:59 GMT 2023
PRIMARY
MERCK INDEX
m5277
Created by admin on Fri Dec 15 15:41:59 GMT 2023 , Edited by admin on Fri Dec 15 15:41:59 GMT 2023
PRIMARY Merck Index
ChEMBL
CHEMBL347698
Created by admin on Fri Dec 15 15:41:59 GMT 2023 , Edited by admin on Fri Dec 15 15:41:59 GMT 2023
PRIMARY
SMS_ID
300000023722
Created by admin on Fri Dec 15 15:41:59 GMT 2023 , Edited by admin on Fri Dec 15 15:41:59 GMT 2023
PRIMARY
NCI_THESAURUS
C65655
Created by admin on Fri Dec 15 15:41:59 GMT 2023 , Edited by admin on Fri Dec 15 15:41:59 GMT 2023
PRIMARY
FDA UNII
W8M4X3Y7ZY
Created by admin on Fri Dec 15 15:41:59 GMT 2023 , Edited by admin on Fri Dec 15 15:41:59 GMT 2023
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,