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37924

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Thiamethoxam

PESTANAL®, analytical standard

Synonyme(s) :

3-(2-Chloro-5-thiazolylmethyl)tetrahydro-5-methyl-N-nitro-4H-1,3,5-oxadiazin-4-imine

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About This Item

Formule empirique (notation de Hill):
C8H10ClN5O3S
Numéro CAS:
153719-23-4
Poids moléculaire :
291.71
Numéro Beilstein :
8491021
Numéro MDL:
MFCD03792862
Code UNSPSC :
41116107
ID de substance PubChem :
329755732
Nomenclature NACRES :
NA.24

Qualité

analytical standard

Niveau de qualité

100

Gamme de produits

PESTANAL®

Durée de conservation

limited shelf life, expiry date on the label

Technique(s)

HPLC: suitable
gas chromatography (GC): suitable

Application(s)

agriculture
environmental

Format

neat

Chaîne SMILES 

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+

Clé InChI

NWWZPOKUUAIXIW-DHZHZOJOSA-N

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Catégories apparentées

Description générale

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.

Informations légales

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

Mention d'avertissement

Danger

Mentions de danger

H228,H302,H361fd,H410

Classification des risques

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Flam. Sol. 1 - Repr. 2

Code de la classe de stockage

4.1B - Flammable solid hazardous materials

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Faites votre choix parmi les versions les plus récentes :

Certificats d'analyse (COA)

Lot/Batch Number
BCCJ0458
BCCG5825
BCBT8326
BCBT3749
BCBR7172V

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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
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)
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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