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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
Effects of the organophosphorus insecticide fenitrothion on growth in five freshwater species of phytoplankton.
2001
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
Severe fenitrothion poisoning complicated by rhabdomyolysis in psychiatric patient.
2001 Apr
Pesticides in precipitation in the Gdańsk region (Poland).
2001 Apr
Pharmacokinetics and dosage regimen of 2-pyridine aldoxime in Bubalus bubalis intoxicated with fenitrothion.
2001 Feb
Evaluation of respiratory and cutaneous doses and urinary excretion of alkylphosphates by workers in greenhouses treated with omethoate, fenitrothion, and tolclofos-methyl.
2001 Jan-Feb
Optimization of headspace solid-phase microextraction conditions for the determination of organophosphorus insecticides in natural waters.
2001 Jul 13
Monitoring of organochlorine and organophosphorus pesticides in the water of the Reconquista River (Buenos Aires, Argentina).
2001 Oct
Hypoxia, hyperoxia and exposure to potassium dichromate or fenitrothion alter the energy metabolism in Chironomus riparius Mg. (Diptera: Chironomidae) larvae.
2001 Sep
Fenitroxon insensitive acetylcholinesterases of the housefly, Musca domestica associated with point mutations.
2001 Sep
Pesticide poisoning in a free-ranging lappet-faced vulture (Torgos tracheliotus).
2001 Sep 29
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
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
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
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
[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
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
Contribution of metabolites to mutagenicity during anaerobic biodegradation of fenitrothion.
2003 Jan
Insecticide susceptibility tests of Anopheles minimus s.l., Aedes aegypti, Aedes albopictus, and Culex quinquefasciatus in northern Thailand.
2003 Mar
[A case of mixed poisoning by organophosphate and methanol].
2003 Oct
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
An amino acid substitution attributable to insecticide-insensitivity of acetylcholinesterase in a Japanese encephalitis vector mosquito, Culex tritaeniorhynchus.
2004 Jan 16
Influence of the application of sewage sludge on the degradation of pesticides in the soil.
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
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 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,