36142
马拉氧磷
PESTANAL®, analytical standard
别名:
Diethyl 2-[(dimethoxyphosphoryl)sulfanyl]succinate
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关于此项目
经验公式（希尔记法）:
C10H19O7PS
化学文摘社编号:
分子量:
314.29
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1804523
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
SMILES string
CCOC(=O)CC(SP(=O)(OC)OC)C(=O)OCC
InChI key
WSORODGWGUUOBO-UHFFFAOYSA-N
grade
analytical standard
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
Quality Level
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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.
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
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 2 Dermal - Acute Tox. 3 Oral - Aquatic Chronic 2 - Carc. 2
存储类别
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
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)
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)
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
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
Olajire A Gbaye et al.
Pest management science, 68(9), 1265-1271 (2012-05-19)
Bruchid beetles, Callosobruchus species, are serious pests of economically important grain legumes; their activity in stores is often controlled by the use of synthetic insecticides. Esterases are known to be involved in insecticide resistance in insects. However, there is a
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