A neonicotinoid insecticide and an active metabolite of thiamethoxam
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Pro-drug Form(s)
25784Thiamethoxam
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Clothianidin

Item No. 29605

Technical Information
Formal Name
[C(E)]-N-[(2-chloro-5-thiazolyl)methyl]-N′-methyl-N′′-nitro-guanidine
CAS Number
210880-92-5
Molecular Formula
C6H8ClN5O2S
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.50 mg/ml
λmax
220, 269 nm
SMILES
ClC1=NC=C(CN/C(NC)=N/[N+]([O-])=O)S1
InChi Code
InChI=1S/C6H8ClN5O2S/c1-8-6(11-12(13)14)10-3-4-2-9-5(7)15-4/h2H,3H2,1H3,(H2,8,10,11)
InChi Key
PGOOBECODWQEAB-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Clothianidin is a neonicotinoid insecticide and an active metabolite of the prodrug thiamethoxam (Item No. 25784).1 It binds to nicotinic acetylcholine receptors (nAChRs; IC50 = 0.6 nM for housefly head membranes) and activates non-desensitizing nAChRs in cockroach neurons in vitro (IC50 = 1,520 nM). Clothianidin induces mortality in adult M. persicae (LC95 = 1.28 mg/L), as well as H. virescens and S. frugiperda second instar larvae when used at a concentration of 8 mg/L in a leaf-dip bioassay. In vivo, clothianidin (>25 mg/kg) increases the number of premature births in rabbits and reduces the length and weight of fathead minnows (P. promelas) when administered in tank water at a concentration of 20 mg/L.2 Formulations containing clothianidin have been used as insecticides in residential and agricultural settings.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

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

    2. Gibbons, D., Morrissey, C., and Mineau, P. A review of the direct and indirect effects of neonicotinoids and fipronil on vertebrate wildlife. Environ. Sci. Pollut. Res. Int. 22(1), 103-118 (2015).