An internal standard for the quantification of propoxur
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Unlabeled Version(s)
25628Propoxur
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Propoxur-d3

Item No. 39582

Technical Information
Formal Name
2-(1-methylethoxy)-phenol 1-(N-methyl-d3-carbamate)
CAS Number
1219798-56-7
Molecular Formula
C11H12D3NO3
Formula Weight
Purity
≥99% deuterated forms (d1-d3)
Formulation
A solid
DMSO: sparingly solubleMethanol: slightly soluble
SMILES
CC(C)OC1=C(OC(NC([2H])([2H])[2H])=O)C=CC=C1
InChi Code
InChI=1S/C11H15NO3/c1-8(2)14-9-6-4-5-7-10(9)15-11(13)12-3/h4-8H,1-3H3,(H,12,13)/i3D3
InChi Key
ISRUGXGCCGIOQO-HPRDVNIFSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Propoxur-d3 is intended for use as an internal standard for the quantification of propoxur (Item No. 25628) by GC- or LC-MS. Propoxur is a carbamate insecticide, an inhibitor of acetylcholinesterase (IC50 = 4.3 µM), and an antagonist of α4β4 subunit-containing nicotinic acetylcholine receptors (IC50 = 165 µM for the rat receptor).1,2 It is lethal to German cockroaches (B. germanica) with LD50 values of 2.45, 4.73, and 1.06 μg per insect for newly emerged males, newly emerged females, and 4-week-old nymphs, respectively. Propoxur induces lactate dehydrogenase (LDH) release from, and inhibits the growth of, flounder gill cells (IC50s = 86.59 and 89.96 μg/ml, respectively) via induction of necrosis.3 It also induces yolk sac and pericardial edema in zebrafish embryos when used at concentrations of 100 and 200 μg/ml. Propoxur (8.3 mg/kg) inhibits rat blood and brain cholinesterase, decreases ambulation and rearing in an open field test, and increases latency to escape foot shock after an audio stimulus in the two-way active avoidance box in rats.4 Formulations containing propoxur have been used in the control of insects in agriculture, as well as residential areas.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Qian, K., Wei, X., Zeng, X., et alStage-dependent tolerance of the German cockroach, Blattella germanica for dichlorvos and propoxu. J. Insect Sci. 10(1), 201 (2010).

    2. Smulders, C.J., Bueters, T.J., Van Kleef, R.G., et alSelective effects of carbamate pesticides on rat neuronal nicotinic acetylcholine receptors and rat brain acetylcholinesterase. Toxicol. Appl. Pharmacol. 193(2), 139-146 (2003).

    3. Pandey, M.R., and Guo, H. Evaluation of cytotoxicity, genotoxicity and embryotoxicity of insecticide propoxur using flounder gill (FG) cells and zebrafish embryos. Toxicol. In Vitro 28(3), 340-353 (2014).

    4. Thiesen, F.V., Barros, H.M.T., Tannhauser, M., et alBehavioral changes and cholinesterase activity of rats acutely treated with propoxur. Jpn. J. Pharmacol. 79(1), 25-31 (1999).