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37924

Supelco

Thiamethoxam

PESTANAL®, analytical standard

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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:
153719-23-4
Molecular Weight:
291.71
Beilstein:
8491021
MDL number:
MFCD03792862
UNSPSC Code:
41116107
PubChem Substance ID:
329755732
NACRES:
NA.24

grade

analytical standard

Quality Level

100

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

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 Merck KGaA, Darmstadt, Germany

Signal Word

Danger

Hazard Statements

H228,H302,H361fd,H410

Hazard Classifications

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

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

农药列管产品

Certificates of Analysis (COA)

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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 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.
Regiane Alves Oliveira et al.
Environmental toxicology, 29(10), 1122-1133 (2013-01-23)
The development of agricultural activities coincides with the increased use of pesticides to control pests, which can also be harmful to nontarget insects such as bees. Thus, the goal of this work was assess the toxic effects of thiamethoxam on
C Lobson et al.
The Science of the total environment, 637-638, 1150-1157 (2018-05-29)
Thiamethoxam is a neonicotinoid insecticide that can reach wetlands in agro-ecosystems through runoff. The fate and effects of thiamethoxam on non-target organisms in shallow wetland ecosystems have not been well characterized. To this end, a mesocosm study was conducted with
Effects of sublethal doses of acetamiprid and thiamethoxam on the behavior of the honeybee (Apis mellifera)
Hassani EKA, et al.
Archives of Environmental Contamination and Toxicology, 54, 653-661 (2008)
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