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Metaflumizone

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

Synonym(s):

2′-[2-(4-Cyanophenyl)-1-(α,α,α-trifluoro-m-tolyl)ethylidene]-4-(trifluoromethoxy)carbanilohydrazide

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About This Item

Empirical Formula (Hill Notation):
C24H16F6N4O2
CAS Number:
Molecular Weight:
506.40
MDL number:

grade

certified reference material
TraceCERT®

Quality Level

product line

TraceCERT®

form

powder

shelf life

limited shelf life, expiry date on the label

manufacturer/tradename

Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

storage temp.

2-8°C

SMILES string

FC(F)(F)Oc1ccc(NC(=O)N\N=C(/Cc2ccc(cc2)C#N)c3cccc(c3)C(F)(F)F)cc1

InChI

1S/C24H16F6N4O2/c25-23(26,27)18-3-1-2-17(13-18)21(12-15-4-6-16(14-31)7-5-15)33-34-22(35)32-19-8-10-20(11-9-19)36-24(28,29)30/h1-11,13H,12H2,(H2,32,34,35)/b33-21+

InChI key

MIFOMMKAVSCNKQ-QNKGDIEWSA-N

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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

Metaflumizone is a voltage-dependent sodium channel blocker insecticide that targets the nervous system of the insects, causing flaccid paralysis and eventual death. This semicarbazone compound effectively controls most lepidopterous pests and certain pests in the orders Coleoptera, Hemiptera, Hymenoptera, Diptera, Isoptera, and Siphonaptera in cotton, tuberous vegetables, brassicas, leafy, and fruiting vegetables. Metaflumizone provides long-lasting control of fleas on animals with a single spot-on application.

According to Regulation (EC) No 1107/2009 (repealing Directive 91/414/EEC) metaflumizone is approved for use in European Union (EU). A maximum residue limit (MRL) for metaflumizone (sum of E- and Z- isomers) is set according to Reg. (EU) No 318/2014 from 0.05 mg/kg to 10 mg/kg for plants-based products and 0.02 mg/kg to 0.1 mg/kg for products derived from animals.

Metaflumizone has to be monitored in the Multiannual Control Programme for Pesticides Residues (MACP), run within the EU and EFTA in/on products of plant origin.

Application

The certified reference material (CRM) is intended to be used as a calibrant for chromatography and other analytical techniques. Metaflumizone CRM can also be used to: 
  • Elucidate the biochemical mechanisms, cross-resistance, and stability of resistance in a laboratory-selected strain of Plutella xylostella towards metaflumizone insecticide
  • Determine the degradation kinetics of metaflumizone under the influence of varying moisture, pH, light, temperature, atmospheric CO2 levels, soil type, and soil sterilization
  • Determine the efficacy of spot-on formulation containing metaflumizone plus amitraz against demodectic mange mites in naturally infested dogs
  • Develop and validate a method for determination of metaflumizone residues in cabbage tissues and soil samples using ultra-performance liquid chromatography-Electrospray ionization mass spectrometry (ESI/MS/MS)
  • Extract metaflumizone and seven other surface and drinking water micropollutants using carbon xerogels combined with nanotubes as solid-phase extraction sorbent, followed by UHPLC-MS/MS analysis

Legal Information

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

Pictograms

Health hazard

Signal Word

Warning

Hazard Statements

Hazard Classifications

Lact. - Repr. 2 - STOT RE 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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