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Merck

36142

Malaoxon

PESTANAL®, analytical standard

Synonym(s):

Diethyl 2-[(dimethoxyphosphoryl)sulfanyl]succinate

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About This Item

Empirical Formula (Hill Notation):
C10H19O7PS
CAS Number:
1634-78-2
Molecular Weight:
314.29
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329755290
MDL number:
MFCD00055461
Beilstein/REAXYS Number:
1804523

Key Documents

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grade

analytical standard

Quality Level

100

product line

PESTANAL®

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

agriculture
environmental

format

neat

storage temp.

2-8°C

SMILES string

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

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

InChI key

WSORODGWGUUOBO-UHFFFAOYSA-N

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General description

Malaoxon is one of the major metabolites of malathion and a widely used insecticide in agriculture. Its mode of action includes DNA damage in human lymphocytes by the mechanism of oxidative action.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Malaoxon may be used as a reference standard for the determination of malaoxon in plasma and urine samples of rat by high-performance liquid chromatography.

Other Notes

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

Legal Information

PESTANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

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Danger

Hazard Classifications

Acute Tox. 2 Dermal - Acute Tox. 3 Oral - Aquatic Chronic 2 - Carc. 2

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

>212.0 °F - closed cup

flash_point_c

> 100 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL8667
BCCK0635
BCCH6956
BCCF6826
BCCD0439

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Genotoxicity of Malaoxon: Induction of oxidized and methylated bases and protective effect of alpha-Tocopherol.
Blasiak J and Stankowska D
Pesticide Biochemistry and Physiology, 71(2), 88-96 (2001)
Simultaneous determination of malathion, permethrin, DEET (N, N-diethyl-m-toluamide), and their metabolites in rat plasma and urine using high performance liquid chromatography.
Abu-Qare AW, et al.
Journal of Pharmaceutical and Biomedical Analysis, 26(2), 291-299 (2001)
Baljinder Singh et al.
Biotechnology letters, 34(5), 863-867 (2012-04-06)
An axenic bacterial strain, Lysinibacillus sp. KB1, was isolated from malathion-contaminated soil. It tolerated malathion up to 0.15 % and, under aerobic conditions, utilized it as sole carbon source. 20 % malathion and 47 % malaoxon were degraded out of the initially provided
Rafael C Lajmanovich et al.
Ecotoxicology and environmental safety, 73(7), 1517-1524 (2010-08-17)
Soybean fields provide habitats for many species of amphibians. However, the persistence and health of amphibian populations may be at risk from the increasing use of pesticides and other agricultural chemicals. We examined the activities of acetylcholinesterase (AChE), butyrylcholinesterase (BChE)
Timo Wille et al.
Chemico-biological interactions, 190(2-3), 79-83 (2011-03-01)
The simultaneous use of the repellent DEET, pyridostigmine, and organophosphorus pesticides has been assumed as a potential cause for the Gulf War Illness and combinations have been tested in different animal models. However, human in vitro data on interactions of
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Global Trade Item Number

SKUGTIN
36142-100MG04061831824209

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