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Indoxacarb

PESTANAL®, analytical standard

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
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

description

mixture of isomers

product line

PESTANAL®

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

agriculture
environmental

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

Indoxacarb belongs to oxadiazine class of insecticides, showing broad-spectrum activity against Lepidoptera and other pests. Its mode of action involves blocking of voltage-gated sodium channels and binding to neuronal nicotinic acetylcholine receptors.

Application

Indoxacarb may be used as an analytical reference standard for the quantification of the analyte in foodstuffs of plant and animal origin using gas chromatography with electron capture detection (GC-ECD) and liquid chromatography coupled to tandem mass spectrometry (LC-MS/MS).
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Legal Information

PESTANAL 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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

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Methemoglobinemia induced by indoxacarb intoxication.
Wu J-Y, et al.
Clinical Toxicology, 48(7), 766-767 (2010)
Public Health Significance of Urban Pests, 48(7), 766-767 (2008)
Anwaar H K Alvi et al.
PloS one, 7(10), e47309-e47309 (2012-10-19)
Helicoverpa armigera (Hübner) is one of the most destructive pests of several field and vegetable crops, with indiscriminate use of insecticides contributing to multiple instances of resistance. In the present study we assessed whether H. armigera had developed resistance to
Hafiz Azhar Ali Khan et al.
PloS one, 8(9), e77225-e77225 (2013-10-03)
House flies (Diptera: Muscidae), potential vectors of a variety of pathogens, characteristically search and feed on sugar sources just after emergence for their survival. Phagostimulants like sugars, and visual characteristics of feeding materials play an important role in foraging success
Indoxacarb resistance in the house fly, Musca domestica.
Shono T, et al.
Pesticide Biochemistry and Physiology, 80(2), 106-112 (2004)

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