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CRM67344

Supelco

Indoxacarb

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

Synonym(s):

Methyl 7-chloro-2,5-dihydro-2-[N-(methoxycarbonyl)-4-(trifluoromethoxy)anilinocarbonyl]indeno[1,2-e][1,3,4]oxadiazine-4a(3H)carboxylate

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About This Item

Empirical Formula (Hill Notation):
C22H17ClF3N3O7
CAS Number:
Molecular Weight:
527.83
MDL number:
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

SMILES string

COC(=O)N(C(=O)N1CO[C@]2(Cc3cc(Cl)ccc3C2=N1)C(=O)OC)c4ccc(OC(F)(F)F)cc4

InChI

1S/C22H17ClF3N3O7/c1-33-18(30)21-10-12-9-13(23)3-8-16(12)17(21)27-28(11-35-21)19(31)29(20(32)34-2)14-4-6-15(7-5-14)36-22(24,25)26/h3-9H,10-11H2,1-2H3/t21-/m0/s1

InChI key

VBCVPMMZEGZULK-NRFANRHFSA-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
Indoxacarb is a non-systemic and chiral oxadiazine insecticide. It is a sodium channel antagonist and blocks the voltage-dependent sodium channels in the neurons thereby impairing nervous function and feeding, causing paralysis and death of the insect. Absorbed by ingestion and contact, it is used against sucking insects, mainly lepidopterans pests on a wide variety of crops.
As per Regulation (EC) No. 1107/2009, repealing directive 91/414/EEC, indoxacarb is approved for use as a plant protection agent in the European Union. The Commission Regulation (EU) 2015/845 of 27th May 2015 sets a maximum residue limit (MRL) of 0.02 mg/kg in fresh/frozen fruits and tree nuts for indoxacarb (measured as a sum of indoxacarb and its R enantiomer). Indoxacarb 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.
The indoxacarb CRM may also find the following uses:

  • Investigate the persistence, distribution, and risk assessment of indoxacarb residues in tomato and soil samples by using gas chromatography with electron ionization mass spectrometry
  • Simultaneous enantioselective analysis of cis-epoxiconazole and indoxacarb residues in different tea, black tea infusion, and soil samples by chiral HPLC coupled with tandem quadrupole time-of-flight mass spectrometry (Q-TOF/MS)
  • To develop and validate a method for the determination of pesticide residues of iprovalicarb, indoxacarb, and boscalid in grape and wine samples by gas chromatography/ion trap mass spectrometry (GC/ITMS)
  • Assess chili fruit samples collected at different time intervals for the presence of indoxacarb and thiamethoxam by gas-liquid chromatography-electron capture detection (GLC-ECD) and gas chromatography-mass spectrometry (GC-MS/MS)

Legal Information

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Oral - Acute Tox. 4 Inhalation - Aquatic Acute 1 - Aquatic Chronic 1 - Skin Sens. 1B - STOT RE 1

Target Organs

Blood,Nervous system,Heart, Heart,Nervous system,Blood system

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Xinzhong Zhang et al.
Journal of chromatography. A, 1359, 212-223 (2014-08-12)
A novel and sensitive method for simultaneous enantiomeric analysis of two pesticides-cis-epoxiconazole and indoxacarb-in various teas, black tea infusion, and soil samples has been developed. The samples were initially subjected to acetonitrile extraction followed by cleanup using lab-made florisil/graphitized carbon
Melika Ghelichpour et al.
Aquatic toxicology (Amsterdam, Netherlands), 208, 208-216 (2019-01-27)
The aim of the present study was to investigate the effects of chronic exposure of common carp (Cyprinus carpio) to indoxacarb on immune, antioxidant and stress gene expression. After 21 days exposure to 0, 0.75, 1.5 and 3 ppm indoxacarb, expression
Estimation of indoxacarb and thiamethoxam residues in chilli
Kaur H, et al.
International Journal of Environmental Analytical Chemistry, 1-18 (2021)
T Sakthiselvi et al.
Food chemistry, 328, 127134-127134 (2020-05-31)
An efficient single quadrupole gas chromatography with mass spectrometry method was developed and validated for the determination of indoxacarb residues in tomato and soil. Residues were extracted from the samples using acetonitrile as extracting solvent and the extracts were purified
Alberto Angioni et al.
Journal of agricultural and food chemistry, 59(12), 6806-6812 (2011-05-20)
The behavior in field and the transfer from grapes to wine during winemaking of iprovalicarb, indoxacarb, and boscalid was studied. The residue levels found in grapes were far below the MRLs set for grapes in EU, accounting at harvest time

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