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33969

Supelco

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:
144171-61-9
Molecular Weight:
527.83
MDL number:
MFCD03792834
UNSPSC Code:
41116107
PubChem Substance ID:
329754710
NACRES:
NA.24

grade

analytical standard

Quality Level

100

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

H301,H317,H332,H372,H410

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)

Lot/Batch Number
BCCG7057
BCCC9370
BCCC2135
BCBZ7954
BCBX4043

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Khalid Haddi et al.
Scientific reports, 8(1), 16361-16361 (2018-11-07)
Target-site mutations and changes in insect metabolism or behavior are common mechanisms in insecticide-resistant insects. The co-occurrence of such mechanisms in a pest strain is a prominent threat to their management, particularly when alternative compounds are scarce. Pyrethroid resistance among
Franklin Y Quarcoo et al.
Insects, 10(2) (2019-02-02)
Behavioral symptoms and mortality associated with intoxication with insecticides fipronil and indoxacarb were determined in field-collected eastern subterranean termites, Reticulitermes flavipes (Kollar), and Formosan subterranean termites, Coptotermes formosanus Shiraki. Behaviors and mortality were evaluated at three temperatures (16, 22, and
Orlando Campolo et al.
Scientific reports, 7(1), 13036-13036 (2017-10-14)
The repeated use of conventional synthetic pesticides in crop protection leads to resistance development by pests along with a negative impact on the environment, particularly non-target arthropods. Plant-derived active compounds, such as essential oils (EOs), play a key role in
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)
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