An internal standard for the quantification of cypermethrin
Related Products
Alternative(s)
39266Cypermethrin-d9
Unlabeled Version(s)
24117Cypermethrin
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Cypermethrin-d5

Item No. 39265

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-(2,2-dichloroethenyl)-2,2-dimethyl-cyclopropanecarboxylic acid, cyano[3-(phenoxy-2,3,4,5,6-d5)phenyl]methyl ester
CAS Number
2140327-50-8
Molecular Formula
C22H14Cl2D5NO3
Formula Weight
421.3
Purity
≥99% deuterated forms (d1-d5)
Formulation
A neat oil
Solubility(Learn about Variance in Solubility)
Acetonitrile: SolubleChloroform: Slightly solubleMethanol: Slightly soluble
SMILES
O=C(C1C(C)(C)C1/C=C(Cl)\Cl)OC(C#N)C2=CC(OC3=C([2H])C([2H])=C([2H])C([2H])=C3[2H])=CC=C2
InChi Code
InChI=1S/C22H19Cl2NO3/c1-22(2)17(12-19(23)24)20(22)21(26)28-18(13-25)14-7-6-10-16(11-14)27-15-8-4-3-5-9-15/h3-12,17-18,20H,1-2H3/i3D,4D,5D,8D,9D
InChi Key
KAATUXNTWXVJKI-YQYLVRRTSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    Cypermethrin-d5 is intended for use as an internal standard for the quantification of cypermethrin (Item No. 24117) by GC- or LC-MS. Cypermethrin is a type II pyrethroid insecticide.1,2,3,4 It prolongs opening of sodium channels resulting in membrane depolarization and a conductance block of the insect nervous system, and point mutations in sodium channels induce cypermethrin-resistance in house flies, cockroaches, and mosquitos.3 Cypermethrin (1-1.5 mg) reduces survival of ticks (H. anatolicum) in vitro in a concentration-dependent manner.2 Topical administration of cypermethrin reduces the number of ticks on infested cattle. Cypermethrin (5 and 10 ppm) reduces survival of lice (D. ovis) in sheep fleece and prevents re-infestation in contact-challenged sheep for 7 and 19 weeks, respectively.1 It induces developmental neurotoxicities in zebrafish, increasing mortality and edema and inducing body-axis curvature when used at concentrations ranging from 50 to 200 μg/L.5 Cypermethrin (15 mg/kg twice weekly for 24 weeks) also induces Parkinson's disease-like neurodegeneration in rats, decreasing locomotor activity, dopamine production, and the number of tyrosine hydroxylase positive (TH+) neurons in the substantia nigra.4 Formulations containing cypermethrin have been used in the control of insects in agriculture and on commercial and residential premises.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hall, C.A. The efficiency of cypermethrin (NRDC 149) for the treatment and eradication of the sheep louse Damalinia ovis. Aust. Vet. J. 54(10), 471-472 (1978).

    2. Sajid, M.S., Iqbal, Z., Khan, M.N., et al. In vitro and in vivo efficacies of ivermectin and cypermethrin against the cattle tick Hyalomma anatolicum anatolicum (Acari: Ixodidae). Parasitol Res. 105(4), 1133-1138 (2009).

    3. Hu, Z., Du, Y., and Dong, K. A sodium channel mutation identified in Aedes aegypti selectively reduces cockroach sodium channel sensitivity to type I, but not type II pyrethroids. Insect Biochem. Mol. Biol. 41(1), 9-13 (2011).

    4. Singh, A.K., Tiwari, M.N., Prakash, O., et al. A current review of cypermethrin-induced neurotoxicity and nigrostriatal dopaminergic neurodegeneration. Curr. Neuropharmacol. 10(1), 64-71 (2012).

    5. DeMicco, A., Cooper, K.R., Richardson, J.R., et al. Developmental neurotoxicity of pyrethroid insecticides in zebrafish embryos. Toxicol. Sci. 113(1), 177-186 (2010).