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CRM16869

Supelco

Diquat metabolite Monopyridone

certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

Synonym(s):

1-Oxo-9,10-dihydro-1H-10a-aza-8a-azoniaphenanthrene chloride, 6,7-Dihydro-9-oxo-9H-dipyrido[1,2-a:2′,1′-c]pyrazin-5-ium chloride

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About This Item

Empirical Formula (Hill Notation):
C12H11ClN2O
Molecular Weight:
234.68
UNSPSC Code:
41116107
NACRES:
NA.24

grade

certified reference material
TraceCERT®

Quality Level

product line

TraceCERT®

shelf life

limited shelf life, expiry date on the label

manufacturer/tradename

Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

format

neat

storage temp.

2-8°C

SMILES string

O=C1N2CC[N+]3=CC=CC=C3C2=CC=C1.[Cl-]

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General description

This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO 17034. This CRM is traceable to primary material from an NMI, e.g. NIST or NMIJ.
Certified content by quantitative NMR incl. uncertainty and expiry date are given on the certificate.
Download your certificate at: http://www.sigma-aldrich.com

Diquat monopyridone is a common degradation product of Diquat. Diquat is a nonselective, defoliant, preharvest, and desiccant herbicide that belongs to the bipyridinium class. Diquat can rapidly penetrate through the leaf surface but is not taken up by the roots, due to its strong adsorption onto the soil particles. Its activity is based on the liberation of the superoxide anion radical, followed by hydrogen peroxide, causing tissue destruction by oxidative stress. The herbicidal activity of diquat is more pronounced in daylight, aerobic conditions, high humidity, and temperature.

Diquat is not approved for its use in the European Union. The maximum residue limit (MRL) for diquat presence in the crops varies between 0.05 mg/kg in most of the commodities to 10 mg/kg for linseed and barley.

The EU residue definitions are broader, however, the toxicological data is still missing for the diquat metabolites, monopyridone and dipyridone, to compare their toxicity with the parent compound.

Application

The certified reference material (CRM) is intended to be used as a calibrant for chromatography and other analytical techniques. The CRM may also find following uses:
  • Detection of two diquat metabolites in urine and serum of poisoned patients after ingestion of combined herbicides, paraquat and diquat
  • Analysis of paraquat, diquat, and two diquat metabolites in biological materials by high-performance liquid chromatography coupled with UV and fluorescence detectors

Legal Information

TraceCERT is a registered trademark of Merck KGaA, Darmstadt, Germany

Signal Word

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT RE 1 Oral - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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N Magalhães et al.
Human & experimental toxicology, 37(11), 1131-1160 (2018-03-24)
Diquat (1,1'-ethylene-2,2'-bipyridinium ion; DQ) is a nonselective quick-acting herbicide, which is used as contact and preharvest desiccant to control terrestrial and aquatic vegetation. Several cases of human poisoning were reported worldwide mainly due to intentional ingestion of the liquid formulations.
M Helena Florêncio et al.
Chemosphere, 55(3), 345-355 (2004-02-28)
The titanium dioxide assisted photodegradation of Diquat and Paraquat herbicides solutions has been the subject of the present investigation, considering its direct application in the treatment of contaminated waters and soils. To have a better understanding of the photodegradation process
EFSA journal. European Food Safety Authority, 17(7), e05797-e05797 (2020-07-07)
In accordance with Article 43 of Regulation (EC) 396/2005, EFSA received a request from the European Commission to provide support for the preparation of the EU position for 51st session of the Codex Committee on Pesticide Residues (CCPR). In 2018
C Fuke et al.
Archives of toxicology, 70(8), 504-507 (1996-01-01)
This report describes the identification of diquat-dipyridone and diquat-monopyridone as metabolites of diquat, and time course changes of these metabolites plus diquat and paraquat in urine and serum of three poisoned patients who ingested the combination herbicide Preeglox L (containing
Chiaki Fuke et al.
Legal medicine (Tokyo, Japan), 4(3), 156-163 (2003-08-26)
The determination of paraquat, diquat and two metabolites of diquat in biological materials was developed using high-performance liquid chromatography combined with UV and fluorescence detectors. Paraquat, diquat and internal standards (ethyl viologen and o-acetamidophenol) were detected by the UV detector.

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