37924

Supelco

Thiamethoxam

PESTANAL®, analytical standard

Synonym(s):
3-(2-Chloro-5-thiazolylmethyl)tetrahydro-5-methyl-N-nitro-4H-1,3,5-oxadiazin-4-imine
Empirical Formula (Hill Notation):
C8H10ClN5O3S
CAS Number:
Molecular Weight:
291.71
Beilstein/REAXYS Number:
8491021
MDL number:
PubChem Substance ID:

grade

analytical standard

Quality Level

product line

PESTANAL®

form

neat

shelf life

limited shelf life, expiry date on the label

application(s)

HPLC: suitable
gas chromatography (GC): suitable

Featured Industry

Agriculture
Environmental

format

neat

SMILES string

CN1COCN(Cc2cnc(Cl)s2)\C1=N\[N+]([O-])=O

InChI

1S/C8H10ClN5O3S/c1-12-4-17-5-13(8(12)11-14(15)16)3-6-2-10-7(9)18-6/h2H,3-5H2,1H3/b11-8+

InChI key

NWWZPOKUUAIXIW-DHZHZOJOSA-N

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Related Categories

General description

Find more information here: Neonicotinoids
Thiamethoxam is a neonicotinoid broad spectrumand systemic insecticide, which belongs to the subclass of thianicotinyls. It can find applications in controlling the growth of sucking insects like aphids, whiteflies, and rice hoppers by acting on the acetylcholine nicotinic receptors.

Application

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 Sigma-Aldrich International GmbH

Pictograms

Exclamation markEnvironment

Signal Word

Warning

Hazard Statements

hazcat

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1

storage_class_code

11 - Combustible Solids

WGK Germany

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Characterization of nicotinic acetylcholine receptors from the insects Aphis craccivora, Myzus persicae, and Locusta migratoria by radioligand binding assays: relation to thiamethoxam action
Wiesner P and Kayser H
Journal of Biochemical and Molecular Toxicology, 14, 221-230 (2000)
Dara A Stanley et al.
Scientific reports, 7(1), 8005-8005 (2017-08-16)
Neonicotinoid pesticides are used in agriculture to reduce damage from crop pests. However, beneficial insects such as bees can come into contact with these pesticides when foraging in treated areas, with potential consequences for bee declines and pollination service delivery....
Nourddine Ajermoun et al.
Journal of the science of food and agriculture, 99(9), 4407-4413 (2019-03-13)
Thiamethoxam (3-[(2-chloro-5-thiazolyl)methyl]tetrahydro-5-methyl-N-nitro-4H-1,3,5-oxadiazin-4-imine) belongs to a relatively new class of insecticides known as neonicotinoids, which can block irreversibly nicotinic acetylcholine receptors of the nervous system of insects. Its determination at trace levels is an acute analytical problem. Therefore, chromatography, spectroscopy, and...
P R Whitehorn et al.
Scientific reports, 7(1), 15562-15562 (2017-11-16)
Neonicotinoid pesticides have been linked to global declines of beneficial insects such as bumblebees. Exposure to trace levels of these chemicals causes sub-lethal effects, such as reduced learning and foraging efficiency. Complex behaviours may be particularly vulnerable to the neurotoxic...
P Maienfisch et al.
Pest management science, 57(10), 906-913 (2001-11-07)
Thiamethoxam is the first commercial neonicotinoid insecticide from the thianicotinyl subclass. It was discovered in the course of our optimisation program on neonicotinoids started in 1985. Novel variations of the nitroimino-heterocycle of imidacloprid led to 4-nitroimino-1,3,5-oxadiazinanes exhibiting high insecticidal activity....
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