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Merck
CN

M0120005

Malathion impurity A

European Pharmacopoeia (EP) Reference Standard

别名:

2-[[Methoxy(methylthio)phosphinyl]thio]butanedioic acid 1,4-diethyl ester, Diethyl (2RS)-2-[(methoxy)(methylsulfanyl)-S-phosphinothioyl]butanedioate

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关于此项目

经验公式(希尔记法):
C10H19O6PS2
化学文摘社编号:
分子量:
330.36
UNSPSC Code:
41116107
NACRES:
NA.24
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SMILES string

[P](=O)(SC(CC(=O)OCC)C(=O)OCC)(SC)OC

InChI

1S/C10H19O6PS2/c1-5-15-9(11)7-8(10(12)16-6-2)19-17(13,14-3)18-4/h8H,5-7H2,1-4H3

InChI key

LPQDGVLVYVULMX-UHFFFAOYSA-N

grade

pharmaceutical primary standard

API family

malathion

manufacturer/tradename

EDQM

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

−20°C

General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Malathion impurity A EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

Sales restrictions may apply.

pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral

存储类别

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

141.8 °F

flash_point_c

61 °C


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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J A Doorn et al.
Chemical research in toxicology, 13(12), 1313-1320 (2000-12-22)
Previous work demonstrated kinetically that inhibition of mammalian acetylcholinesterase (AChE) by (1S)-isomalathions may proceed by loss of thiomethyl instead of the expected diethyl thiosuccinate as the primary leaving group followed by one of four possible modes of rapid aging. This
E Reiner et al.
Bulletin of the World Health Organization, 64(3), 397-401 (1986-01-01)
An enzyme test for determining isomalathion (O,S-dimethyl-S-(1,2-dicarbethoxyethyl) phosphorodithioate) impurities in water-dispersible powders of malathion (WDP malathion) is described. The test is based on inhibition of acetylcholinesterase (EC 3.1.1.7) by isomalathion extracted from WDP malathion. The lower limit of detection of
S Jianmongkol et al.
Toxicology and applied pharmacology, 155(1), 43-53 (1999-02-26)
Inhibition of acetylcholinesterase (AChE) by isomalathion has been assumed to proceed by expulsion of diethyl thiosuccinyl to produce O, S-dimethyl phosphorylated AChE. If this assumption is correct, AChE inhibited by (1R)- or (1S)-isomalathions should reactivate at the same rate as
C E Berkman et al.
Chemical research in toxicology, 6(5), 724-730 (1993-09-01)
The biomolecular reaction constants (ki), dissociation constants (Kd), and phosphorylation constants (kp) were determined for the enantiomers of malaoxon against rat brain acetylcholinesterase, and for the stereoisomers of isomalathion against rat brain acetylcholinesterase and electric eel acetylcholinesterase. (R)-Malaoxon was an
T R Fukuto
Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes, 18(1), 89-117 (1983-01-01)
Impurities such as O,S,S-trimethyl phosphorodithioate (TMPD) and the S-methyl isomer of malathion (isomalathion) strongly potentiated the mammalian toxicity of malathion. In contrast, impurities present in the phosphoramidothioate insecticide acephate had an antagonizing effect on its mammalian toxicity. The potentiation of

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