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Details

Stereochemistry RACEMIC
Molecular Formula C10H19O7PS
Molecular Weight 314.292
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MALAOXON

SMILES

CCOC(=O)CC(SP(=O)(OC)OC)C(=O)OCC

InChI

InChIKey=WSORODGWGUUOBO-UHFFFAOYSA-N
InChI=1S/C10H19O7PS/c1-5-16-9(11)7-8(10(12)17-6-2)19-18(13,14-3)15-4/h8H,5-7H2,1-4H3

HIDE SMILES / InChI

Molecular Formula C10H19O7PS
Molecular Weight 314.292
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Approval Year

PubMed

PubMed

TitleDatePubMed
Malathion/oxon and lead acetate increase gene expression and protein levels of transient receptor potential canonical channel subunits TRPC1 and TRPC4 in rat endothelial cells of the blood-brain barrier.
2012-06
Polymorphism in the acetylcholinesterase gene of Musca domestica L. field populations in Turkey.
2011-12
In vitro kinetic interactions of DEET, pyridostigmine and organophosphorus pesticides with human cholinesterases.
2011-04-25
Activity profiles of 309 ToxCast™ chemicals evaluated across 292 biochemical targets.
2011-03-28
Esterase metabolism of cholinesterase inhibitors using rat liver in vitro.
2011-03-15
Assessments of tight junction proteins occludin, claudin 5 and scaffold proteins ZO1 and ZO2 in endothelial cells of the rat blood-brain barrier: cellular responses to neurotoxicants malathion and lead acetate.
2011-01
Down-regulated transcriptional level of Ace1 combined with mutations in Ace1 and Ace2 of Aphis gossypii are related with omethoate resistance.
2010-12-05
Activity levels of B-esterases in the tadpoles of 11 species of frogs in the middle Paraná River floodplain: implication for ecological risk assessment of soybean crops.
2010-10
[Rapid simultaneous determination of organophosphorus pesticides in human serum and urine by liquid chromatography-mass spectrometry].
2010-09
In vitro reactivating effects of standard and newly developed oximes on malaoxon-inhibited mouse brain acetylcholinesterase.
2010-09
Baculovirus expression, biochemical characterization and organophosphate sensitivity of rBmAChE1, rBmAChE2, and rBmAChE3 of Rhipicephalus (Boophilus) microplus.
2010-08-27
Behavioral and morphological endpoints: as an early response to sublethal malathion intoxication in the freshwater fish, Labeo rohita.
2010-04
Heterogeneous ozonation of suspended malathion and chlorpyrifos particles.
2010-04
Comparison of two blood-brain barrier in vitro systems: cytotoxicity and transfer assessments of malathion/oxon and lead acetate.
2010-04
Investigation of in vitro effects of ethephon and chlorpyrifos, either alone or in combination, on rat intestinal muscle contraction.
2010-03
Evaluation of a modified QuEChERS method for the extraction of pesticides from agricultural, ornamental and forestal soils.
2010-03
Heterologous expression, purification, and biochemical characterization of a greenbug (Schizaphis graminum) acetylcholinesterase encoded by a paralogous gene (ace-1).
2010-02-11
Measurement of acetylcholinesterase inhibition using bienzymes immobilized monolith micro-reactor with integrated electrochemical detection.
2010-02-05
Mass spectrometric analyses of organophosphate insecticide oxon protein adducts.
2010-01
Degradation behavior and products of malathion and chlorpyrifos spiked in apple juice by ultrasonic treatment.
2010-01
Selectivity of pesticides used in integrated apple production to the lacewing, Chrysoperla externa.
2010
Physiological and histopathological investigations on the effects of alpha-lipoic acid in rats exposed to malathion.
2010
The toxicity of mixtures of specific organophosphate compounds is modulated by paraoxonase 1 status.
2010
Recombinant expression and biochemical characterization of the catalytic domain of acetylcholinesterase-1 from the African malaria mosquito, Anopheles gambiae.
2009-09
Cholinesterase based amperometric biosensors for assay of anticholinergic compounds.
2009-06
A study of the degradation of organophosphorus pesticides in river waters and the identification of their degradation products by chromatography coupled with mass spectrometry.
2009-05
Mechanisms of organophosphate resistance in a field population of oriental migratory locust, Locusta migratoria manilensis (Meyen).
2009-05
Paraoxonase 1 (PON1) modulates the toxicity of mixed organophosphorus compounds.
2009-04-15
Increased organophosphate scavenging in a butyrylcholinesterase mutant.
2008-09-25
Mechanisms of resistance to malathion in the medfly Ceratitis capitata.
2008-08
Inhibition of AChE by malathion and some structurally similar compounds.
2008-08
Comparing the relative toxicity of malathion and malaoxon in blue catfish Ictalurus furcatus.
2008-08
Dermal absorption of a dilute aqueous solution of malathion.
2008-07
Albumin binding as a potential biomarker of exposure to moderately low levels of organophosphorus pesticides.
2008-06
Determination of low-level pesticide residues in soft drinks and sports drinks by liquid chromatography with tandem mass spectrometry: collaborative study.
2008-04-02
Inhibition of AChE by single and simultaneous exposure to malathion and its degradation products.
2007-12
Resistance to malathion in field populations of Ceratitis capitata.
2007-12
Assessment of attractiveness of plants as roosting sites for the melon fly, Bactrocera cucurbitae, and oriental fruit fly, Bactrocera dorsalis.
2007
Life without acetylcholinesterase: the implications of cholinesterase inhibitor toxicity in AChE-knockout mice.
2005-05
Inhibition of carboxylesterases in SH-SY5Y human and NB41A3 mouse neuroblastoma cells by organophosphorus esters.
1998-03-13
Acetylcholinesterase and neuropathy target esterase inhibitions in neuroblastoma cells to distinguish organophosphorus compounds causing acute and delayed neurotoxicity.
1997-07
Reactivation by various oximes of human erythrocyte acetylcholinesterase inhibited by different organophosphorus compounds.
1996
Resistance-associated point mutations in insecticide-insensitive acetylcholinesterase.
1994-06-21
Malaoxon-induced brain phosphoinositide turnover and changes in brain calcium levels by female gender in pregnant and non-pregnant convulsing and non-convulsing rats.
1993-11
Malaoxon-induced neurotoxicity in old rats: alterations in cerebral inositol lipid signalling, brain tissue calcium levels and early neuronal injury.
1993-04-30
Potentiation of malaoxon-induced convulsions by lithium: early neuronal injury, phosphoinositide signaling, and calcium.
1990-06-15
Time-course of malaoxon-induced alterations in brain regional inositol-1-phosphate levels in convulsing and nonconvulsing rats.
1989-02
DDVP (dichlorvos) detoxification by binding and interactions with DDT, dieldrin, and malaoxon.
1977-10
Interaction of dichlorvos and anticholinesterases on the in vitro inhibition of human blood cholinesterases.
1974-02
Metabolism of organophosphorus insecticides. XIV. Malathion breakdown by soil fungi.
1972-09
Patents

Patents

Substance Class Chemical
Created
by admin
on Mon Mar 31 22:12:28 GMT 2025
Edited
by admin
on Mon Mar 31 22:12:28 GMT 2025
Record UNII
2439JYF84Q
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
MALAOXON
Common Name English
LIROMAT
Preferred Name English
MALATHION OXYGEN ANALOG
Common Name English
MALATHION OXON
Common Name English
MALATHION IMPURITY B [EP IMPURITY]
Common Name English
OXYCARBOPHOS
Common Name English
MALAOXAN
Common Name English
SUCCINIC ACID, MERCAPTO-, DIETHYL ESTER, DIMETHYL PHOSPHATE
Systematic Name English
O,O-DIMETHYL S-1,2-BIS(ETHOXYCARBONYL)ETHYL PHOSPHOROTHIOATE
Common Name English
BUTANEDIOIC ACID, 2-((DIMETHOXYPHOSPHINYL)THIO)-, 1,4-DIETHYL ESTER
Systematic Name English
MALAOXONE
Common Name English
MALATHION-O-ANALOG
Common Name English
MALOXON
Common Name English
DL-MALAOXON
Common Name English
DIETHYL MERCAPTOSUCCINATE S-ESTER WITH O,O-DIMETHYL PHOSPHOROTHIOATE
Common Name English
BUTANEDIOIC ACID, ((DIMETHOXYPHOSPHINYL)THIO)-, DIETHYL ESTER
Systematic Name English
DIETHYL ((DIMETHOXYPHOSPHINO)THIO)BUTANEDIOATE
Systematic Name English
SUCCINIC ACID, MERCAPTO-, DIETHYL ESTER, S-ESTER WITH O,O-DIMETHYL PHOSPHOROTHIOATE
Systematic Name English
PHOSPHOROTHIOIC ACID, O,O-DIMETHYL ESTER, S-ESTER WITH DIETHYL MERCAPTOSUCCINATE
Systematic Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 657701
Created by admin on Mon Mar 31 22:12:28 GMT 2025 , Edited by admin on Mon Mar 31 22:12:28 GMT 2025
Code System Code Type Description
CAS
1634-78-2
Created by admin on Mon Mar 31 22:12:28 GMT 2025 , Edited by admin on Mon Mar 31 22:12:28 GMT 2025
PRIMARY
DAILYMED
2439JYF84Q
Created by admin on Mon Mar 31 22:12:28 GMT 2025 , Edited by admin on Mon Mar 31 22:12:28 GMT 2025
PRIMARY
WIKIPEDIA
Malaoxon
Created by admin on Mon Mar 31 22:12:28 GMT 2025 , Edited by admin on Mon Mar 31 22:12:28 GMT 2025
PRIMARY
EPA CompTox
DTXSID9020790
Created by admin on Mon Mar 31 22:12:28 GMT 2025 , Edited by admin on Mon Mar 31 22:12:28 GMT 2025
PRIMARY
PUBCHEM
15415
Created by admin on Mon Mar 31 22:12:28 GMT 2025 , Edited by admin on Mon Mar 31 22:12:28 GMT 2025
PRIMARY
HSDB
4047
Created by admin on Mon Mar 31 22:12:28 GMT 2025 , Edited by admin on Mon Mar 31 22:12:28 GMT 2025
PRIMARY
FDA UNII
2439JYF84Q
Created by admin on Mon Mar 31 22:12:28 GMT 2025 , Edited by admin on Mon Mar 31 22:12:28 GMT 2025
PRIMARY
CHEBI
6649
Created by admin on Mon Mar 31 22:12:28 GMT 2025 , Edited by admin on Mon Mar 31 22:12:28 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP