An internal standard for the quantification of thiamethoxam
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Unlabeled Version(s)
25784Thiamethoxam
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Thiamethoxam-d3

Item No. 35685

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-[(2-chloro-5-thiazolyl)methyl]tetrahydro-5-(methyl-d3)-N-nitro-4H-1,3,5-oxadiazin-4-imine
CAS Number
1294048-82-0
Molecular Formula
C8H7ClD3N5O3S
Formula Weight
294.7
Purity
≥99% deuterated forms (d1-d3)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: Slightly solubleMethanol: Slightly soluble
SMILES
O=[N](/N=C1N(COCN\1C([2H])([2H])[2H])CC(S2)=CN=C2Cl)=O
InChi Code
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-/i1D3
InChi Key
NWWZPOKUUAIXIW-FVFGAQAMSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
in continental US; may vary elsewhere
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    1 mg

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    Product Description

    Thiamethoxam-d3 is intended for use as an internal standard for the quantification of thiamethoxam (Item No. 25784) by GC- or LC-MS. Thiamethoxam is a neonicotinoid insecticide and a prodrug form of the neonicotinoid insecticide clothianidin (Item No. 29605).1,2 It binds to nicotinic acetylcholine receptors (nAChRs) with low affinity (IC50 = 5,000 nM for housefly head membranes) and does not activate non-desensitizing nAChRs in cockroach neurons in vitro.2 Leaf or drench application of thiamethoxam (100 or 200 mg/L) reduces the number of aphids on potato plants in field studies.3 It also induces 100% mortality of second instar larvae of the fall armyworm S. frugiperda and the tobacco budworm H. virescens in leaf-dip bioassays when used at a concentration of 200 mg/L.2 Formulations containing thiamethoxam have been used in the control of insects in agriculture.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Maienfisch, P., Huerlimann, H., Rindlisbacher, A., et al. The discovery of thiamethoxam: A second-generation neonicotinoid. Pest. Manag. Sci. 57(2), 165-176 (2001).

    2. Nauen, R., Ebbinghaus-Kintscher, U., Salgado, V.L., et al. Thiamethoxam is a neonicotinoid precursor converted to clothianidin in insects and plants. Pest. Biochem. Phys. 76(2), 55-69 (2003).

    3. Harrewijin, P., de Kogel, W.J., and Piron, P.G.M. CGA 293'343 effects on Myzus persicae: Electrical penetration graph studies and effect on non-persistent virus transmission. The 1998 Brighton Conference - Pests & Diseases 813-818 (1998).