Skip to Content
Merck
All Photos(2)

Documents

36142

Supelco

Malaoxon

PESTANAL®, analytical standard

Synonym(s):

Diethyl 2-[(dimethoxyphosphoryl)sulfanyl]succinate

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

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

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

Looking for similar products? Visit Product Comparison Guide

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

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.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Recommended products

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

Signal Word

Danger

Hazard Statements

H301,H310,H351,H411

Hazard Classifications

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

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCL8667
BCCK0635
BCCH6956
BCCF6826
BCCD0439

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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)
Winfred G Aker et al.
Environmental toxicology, 23(4), 548-554 (2008-02-06)
Malathion inhibits the critical body enzyme, acetylcholinesterase (AChE). This capability requires that malathion should first be converted to malaoxon to become an active anticholinesterase agent. Conversion can be caused by oxidation in mammals, insects, plants, and in sunlight. In this
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
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service