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37924

Supelco

Thiamethoxam

PESTANAL®, analytical standard

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C8H10ClN5O3S
Número de CAS:
153719-23-4
Peso molecular:
291.71
Beilstein:
8491021
Número MDL:
MFCD03792862
Código UNSPSC:
41116107
ID de la sustancia en PubChem:
329755732
NACRES:
NA.24

grado

analytical standard

Nivel de calidad

100

Línea del producto

PESTANAL®

caducidad

limited shelf life, expiry date on the label

técnicas

HPLC: suitable
gas chromatography (GC): suitable

aplicaciones

agriculture
environmental

Formato

neat

cadena 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+

Clave InChI

NWWZPOKUUAIXIW-DHZHZOJOSA-N

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Descripción general

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.

Aplicación

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Información legal

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

Palabra de señalización

Danger

Frases de peligro

H228,H302,H361fd,H410

Clasificaciones de peligro

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

Código de clase de almacenamiento

4.1B - Flammable solid hazardous materials

Clase de riesgo para el agua (WGK)

WGK 2

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

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

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Certificados de análisis (COA)

Lot/Batch Number
BCCJ0458
BCCG5825
BCBT8326
BCBT3749
BCBR7172V

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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.
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)
Samuel J Macaulay et al.
Environmental toxicology and chemistry, 38(11), 2459-2471 (2019-08-03)
Neonicotinoid insecticides have been shown to have high chronic toxicity relative to acute toxicity, and therefore short-term toxicity tests ≤96 h in duration may underestimate their environmental risks. Among nontarget aquatic invertebrates, insects of the orders Diptera and Ephemeroptera have been
Miguel Calvo-Agudo et al.
Proceedings of the National Academy of Sciences of the United States of America, 116(34), 16817-16822 (2019-08-07)
Pest control in agriculture is mainly based on the application of insecticides, which may impact nontarget beneficial organisms leading to undesirable ecological effects. Neonicotinoids are among the most widely used insecticides. However, they have important negative side effects, especially for
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
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