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Thiamethoxam

Thiamethoxam

PESTANAL®, analytical standard

Synonym(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

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
Pricing and availability is not currently available.

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 spectrum[1]and systemic insecticide[2], which belongs to the subclass of thianicotinyls[2]. It can find applications in controlling the growth of sucking insects like aphids, whiteflies, and rice hoppers by acting on the acetylcholine nicotinic receptors.[2]

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

Storage Class Code

4.1B - Flammable solid hazardous materials

WGK

WGK 2

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
BCCJ0458
BCCG5825
BCBT8326
BCBT3749
BCBR7172V

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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.
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
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)
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
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Protocols

Neonicotinoids

Learn more about Neonicotinoids - active substances used in plant protection products to control harmful insects.

Neonicotinoids

Learn more about Neonicotinoids - active substances used in plant protection products to control harmful insects.

Neonicotinoids

Learn more about Neonicotinoids - active substances used in plant protection products to control harmful insects.

Neonicotinoids

Learn more about Neonicotinoids - active substances used in plant protection products to control harmful insects.

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Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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