An internal standard for the quantification of nitenpyram
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Unlabeled Version(s)
21271Nitenpyram
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Nitenpyram-d3

Item No. 26783

Technical Information
Formal Name
(1E)-N-[(6-chloro-3-pyridinyl)methyl]-N-ethyl-N'-methyl-d3-2-nitro-1,1-ethenediamine
Molecular Formula
C11H12ClD3N4O2
Formula Weight
Purity
≥99% deuterated forms (d1-d3)
A solid
DMSO: solubleMethanol: soluble
SMILES
ClC1=CC=C(CN(CC)/C(NC([2H])([2H])[2H])=C/[N+]([O-])=O)C=N1
InChi Code
InChI=1S/C11H15ClN4O2/c1-3-15(11(13-2)8-16(17)18)7-9-4-5-10(12)14-6-9/h4-6,8,13H,3,7H2,1-2H3/b11-8+/i2D3
InChi Key
CFRPSFYHXJZSBI-UTYKQOGWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Nitenpyram-d3 is intended for use as an internal standard for the quantification of nitenpyram (Item No. 21271) by GC- or LC-MS. Nitenpyram is a neonicotinoid insecticide.1 It is an antagonist of housefly neuronal-type nicotinic acetylcholine receptors (nAChRs; IC50 = 2 nM for housefly head homogenates).2 Nitenpyram induces mortality in brown planthopper (N. lugens) larvae when used at a concentration of 0.5 ppm.3 Orally administered nitenpyram (11.4, 11.4, and 57 mg/animal, respectively) eliminates live adult fleas on cats, small dogs, and large dogs after six hours of treatment.4 It also reduces the number of aphids, ladybugs, ladybug larvae, lacewings, and syrphid larvae on adult cotton plants when applied to cotton seeds at a concentration of 4 g/kg of seeds.5 Formulations containing nitenpyram have been used in the control of fleas and ticks on companion animals.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Vo, D.T., Hsu, W.H., Abu-Basha, E.A., et alInsect nicotinic acetylcholine receptor agonists as flea adulticides in small animals. J. Vet. Pharmacol. Ther. 33(4), 315-322 (2010).

    2. Nauen, R., Ebbinghaus, U., and Tietjen, K. Ligands of the nicotinic acetylcholine receptor as insecticides. Pest. Manag. Sci. 55(5), 608-610 (1999).

    3. Minamida, I., Iwanaga, K., Tabuchi, T., et alSynthesis and insecticidal activity of acyclic nitroethene compounds containing a heteroarylmethylamino group. J. Pesticide Sci. 18, 41-48 (1993).

    4. Dobson, P., Tinembart, O., Fisch, R.D., et alEfficacy of nitenpyram as a systemic flea adulticide in dogs and cats. Vet. Rec. 147(25), 709-713 (2000).

    5. Zhang, Z., Zhang, X., Wang, Y., et alNitenpyram, dinotefuran, and thiamethoxam used as seed treatments act as efficient controls against Aphis gossypii via high residues in cotton leaves. J. Agric. Food Chem. 64(49), 9276-9285 (2016).