An internal standard for the quantification of dichlorvos
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Unlabeled Version(s)
23727Dichlorvos
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Dichlorvos-d6

Item No. 34517

Technical Information
Formal Name
phosphoric acid, 2,2-dichloroethenyl di(methyl-d3) ester
CAS Number
203645-53-8
Synonyms
  • DDVP-d6
  • Dichlorovinyl Dimethyl Phosphate-d6
Molecular Formula
C4HCl2D6O4P
Formula Weight
Purity
≥99% deuterated forms (d1-d6)
Formulation
A 50 mg/ml solution in methanol
Methanol: soluble
SMILES
Cl/C(Cl)=C\OP(OC([2H])([2H])[2H])(OC([2H])([2H])[2H])=O
InChi Code
InChI=1S/C4H7Cl2O4P/c1-8-11(7,9-2)10-3-4(5)6/h3H,1-2H3/i1D3,2D3
InChi Key
OEBRKCOSUFCWJD-WFGJKAKNSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Dichlorvos-d6 is intended for use as an internal standard for the quantification of dichlorvos (Item No. 23727) by GC- or LC-MS. Dichlorvos is an organophosphate insecticide and inhibitor of acetylcholinesterase (AChE) and butyrylcholinesterase (BChE; IC50s = 269 and 44 nM, respectively).1 It also binds to the M2 muscarinic receptor in rat heart homogenates.2 Dichlorvos is lethal to 4-week old German cockroach (B. germanica) nymphs (LD50 = 0.108 μg per insect) and silkworms (B. mori) in third instar (LC50 = 6.63 mg/L) after 24 hours.3,4 It is lethal to zebrafish (D. rerio) embryos (LC50 = 39.75 mg/L after 24 hours) and decreases swimming activity of larvae 6 days after fertilization when administered at a concentration of 25 mg/L in tank water.5 Dichlorvos (150 ppm for 80 weeks) also increases the incidence of benign and malignant neoplasms in male rats from 47 to 88% as compared to controls.6 Formulations containing dichlorvos have been used in the control of insects in residential areas.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Petroianu, G.A., Schmitt, A., Arafat, K., et alWeak inhibitors protect cholinesterases from stronger inhibitors (dichlorvos): In vitro effect of tiapride. Int. J. Toxicol. 24(2), 79-86 (2005).

    2. Silveira, C.L., Eldefrawi, A.T., and Eldefrawi, M.E. Putative M2 muscarinic receptors of rat heart have high affinity for organophosphorus anticholinesterases. Toxicol. Appl. Pharmacol. 103(3), 474-481 (1990).

    3. 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).

    4. Zhang, Z.-Y., Wang, D.-L., Chi, Z.-J., et alAcute toxicity of organophosphorus and pyrethroid insecticides to Bombyx mori. J. Econ. Entomol. 101(2), 360-364 (2008).

    5. Sişman, T. Dichlorvos-induced developmental toxicity in zebrafish. Toxicol. Ind. Health 26(9), 567-573 (2010).

    6. Reuber, M.D. Carcinogenicity of dichlorvos. Clin. Toxicol. 18(1), 47-84 (1981).