An internal standard for the quantification of oxamyl
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Unlabeled Version(s)
25609Oxamyl
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Oxamyl-d6

Item No. 39031

Technical Information
Formal Name
2-(dimethyl-d3-amino)-N-[[(methylamino)carbonyl]oxy]-2-oxo-ethanimidothioic acid, methyl ester
CAS Number
2470229-60-6
Molecular Formula
C7H7D6N3O3S
Formula Weight
Purity
≥99% deuterated forms (d1-d6)
Formulation
A solid
Chloroform: Slightly solubleMethanol: Slightly soluble
SMILES
O=C(/C(SC)=N/OC(NC)=O)N(C([2H])([2H])[2H])C([2H])([2H])[2H]
InChi Code
InChI=1S/C7H13N3O3S/c1-8-7(12)13-9-5(14-4)6(11)10(2)3/h1-4H3,(H,8,12)/b9-5-/i2D3,3D3
InChi Key
KZAUOCCYDRDERY-JWSBYDCSSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Oxamyl-d6 is intended for use as an internal standard for the quantification of oxamyl (Item No. 25609) by GC- or LC-MS. Oxamyl is a carbamate pesticide and an inhibitor of acetylcholinesterase (AChE; IC50 = 1.67 μM for the C. gigas enzyme).1 It is nematocidal, decreasing the number of P. penetrans and M. hapla per gram of alfalfa (M. sativa) root when applied to seeds at a concentration of 50 mg/ml.2 Oxamyl (50 and 100 μg/ml) is also toxic to citrus nematode (T. semipenetrans) larvae.3 In vivo, oxamyl (2.1 and 3.5 mg/kg) inhibits plasma and brain AChE, as well as liver glucose-6-phosphatase and mitochondrial complex II, also known as succinate dehydrogenase, and reduces body weight gain in rats.4 Formulations containing oxamyl have been used to control nematode infestation of field crops.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Anguiano, G.A., Amador, A., Moreno-Legorreta, M., et alEffects of exposure to oxamyl, carbofuran, dichlorvos, and lindane on acetylcholinesterase activity in the gills of the Pacific oyster Crassostrea gigas. Environ. Toxicol. 25(4), 327-332 (2010).

    2. Townshend, J.L., and Chiba, M. Control of Pratylenchus penetrans and Meloidogyne hapla and yield response of alfalfa due to oxamyl seed treatments. J. Nematol. 19(4), 454-458 (1987).

    3. Baines, R.C., and Small, R.H. Effects of oxamyl on the citrus nematode, Tylenchulus semipenetrans, and on infection of sweet orange. J. Nematol. 8(2), 122-130 (1976).

    4. Fayez, V., and Kilgore, W.W. Acute toxic effects of oxamyl in the rat. Fundam. Appl. Toxicol. 18(1), 155-159 (1992).