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M0120005

Malathion impurity A

European Pharmacopoeia (EP) Reference Standard

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C10H19O6PS2
CAS Number:
3344-12-5
Molecular Weight:
330.36
UNSPSC Code:
41116107
NACRES:
NA.24

grade

pharmaceutical primary standard

API family

malathion

manufacturer/tradename

EDQM

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

−20°C

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

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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
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

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

wgk_germany

WGK 3

flash_point_f

141.8 °F

flash_point_c

61 °C

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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
B Clothier et al.
Biochimica et biophysica acta, 660(2), 306-316 (1981-08-13)
The reaction of bovine erythrocyte acetylcholinesterase (acetylcholine acetylhydrolase, EC 3.1.1.7) with a set of structurally related phosphorothiolates was studied in order to investigate the properties of the phosphorylated enzymes and to identify the leaving group. OOS- and OOS-trimethyl phosphorothiolates and
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
S Xiong et al.
Journal of toxicology and environmental health, 51(2), 159-175 (1997-06-06)
In the present study, the effects of malathion and malathion derivatives on histamine and beta-hexosaminidase release by RBL-1 cells, rat peritoneal mast cells (RPMC), and human peripheral blood basophils (HPBB) and cutaneous mast calls were examined. One hour of incubation
S Jianmongkol et al.
Toxicology and applied pharmacology, 139(2), 342-348 (1996-08-01)
The cholinergic toxicity of malathion is exacerbated by its isomerization product, isomalathion, which inhibits detoxifying carboxylesterases as well as target acetylcholinesterase (AChE). Previous work has shown that the four stereoisomers of isomalathion, (1R, 3R), (1R, 3S), (1S, 3R), and (1S
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