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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

Signal Word

Danger

Hazard Statements

H301

Precautionary Statements

P301 + P330 + P331 + P310

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

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

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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
C E Berkman et al.
Chemical research in toxicology, 6(5), 718-723 (1993-09-01)
Syntheses of the enantiomers of malathion, malaoxon, and isomalathion are reported herein. Malathion enantiomers were prepared from (R)- or (S)-malic acid in three steps. Enantiomers of malathion were converted to the corresponding enantiomers of malaoxon in 52% yield by oxidation
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
Rozenn Josse et al.
Chemico-biological interactions, 209, 68-76 (2013-12-18)
Isomalathion is a major impurity of technical grade malathion, one of the most abundantly applied insecticides; however little is known about its hepatotoxicity. In the present study, cytotoxicity and genotoxicity of malathion and isomalathion either individually or in combination, were
C E Berkman et al.
Chemical research in toxicology, 6(1), 28-32 (1993-01-01)
Inhibitory (ki), spontaneous (k0), and oxime-mediated reactivation (k(oxime)) reaction kinetics for the four stereoisomers of isomalathion (SPRC,SPSC,RPRC, and RPSC) were determined against rat brain acetylcholinesterase (AChE). (SPRC)-Isomalathion was the most potent anticholinesterase agent and RPSC-isomalathion the least potent with racemic
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