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Key Documents

36142

Supelco

Malaoxon

PESTANAL®, analytical standard

Synonyma:

Diethyl 2-[(dimethoxyphosphoryl)sulfanyl]succinate

Přihlásitk zobrazení cen stanovených pro organizaci a smluvních cen


About This Item

Empirický vzorec (Hillův zápis):
C10H19O7PS
Číslo CAS:
Molekulová hmotnost:
314.29
Beilstein/REAXYS Number:
1804523
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

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

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

signalword

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_germany

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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Lot/Batch Number

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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)
Franca M Buratti et al.
Drug metabolism and disposition: the biological fate of chemicals, 33(3), 295-302 (2004-11-24)
Among organophosphorothioate (OPT) pesticides, malathion is considered relatively safe for use in mammals. Its rapid degradation by carboxylesterases competes with the cytochrome P450 (P450)-catalyzed formation of malaoxon, the toxic metabolite. However, impurities in commercial formulations are potent inhibitors of carboxylesterase
S Padilla et al.
Journal of toxicology and environmental health. Part A, 67(18), 1477-1489 (2004-09-17)
Some, but not all, organophosphorus pesticides are more acutely toxic to the young as compared to adults. We have developed an in vitro assay that measures the detoxification potential (via carboxylesterase and A-esterases) of tissues. Previous results using this in
A N Ivanov et al.
Talanta, 85(1), 216-221 (2011-06-08)
A simple and reliable technique has been developed for the construction of an amperometric acetylcholinesterase biosensor based on screen-printed carbon electrodes. For the first time, one-step modification using single-walled carbon nanotubes and Co phtalocyanine has been proposed to decrease the

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