An internal standard for the quantification of cyfluthrin
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Unlabeled Version(s)
24231Cyfluthrin
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Cyfluthrin-d6

Item No. 39600

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-(2,2-dichloroethenyl)-2,2-di(methyl-d3)-cyclopropanecarboxylic acid, cyano(4-fluoro-3-phenoxyphenyl)methyl ester
CAS Number
2483831-11-2
Synonyms
  • β-Cyfluthrin-d6
Molecular Formula
C22H12Cl2D6FNO3
Formula Weight
440.3
Purity
≥99% deuterated forms (d1-d6)
Formulation
A 100 µg/ml solution in nonane
SMILES
O=C(C1C(C([2H])([2H])[2H])(C([2H])([2H])[2H])C1/C=C(Cl)\Cl)OC(C#N)C2=CC(OC3=CC=CC=C3)=C(F)C=C2
InChi Code
InChI=1S/C22H18Cl2FNO3/c1-22(2)15(11-19(23)24)20(22)21(27)29-18(12-26)13-8-9-16(25)17(10-13)28-14-6-4-3-5-7-14/h3-11,15,18,20H,1-2H3/i1D3,2D3
InChi Key
QQODLKZGRKWIFG-WFGJKAKNSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1.2 ml

    $478

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    Product Description

    Cyfluthrin-d6 is intended for use as an internal standard for the quantification of cyfluthrin (Item No. 24231) by GC- or LC-MS. Cyfluthrin is a pyrethroid insecticide and a modulator of voltage-gated sodium channels (Nav).1,2 It slowly activates rat recombinant Nav1.8 channels, delays inactivation by longer than 40 ms, and induces persistent tail currents in channels expressed in X. laevis oocytes.1 It also decreases the mean burst rate in rat primary neurons (IC50 = 0.99 μM, respectively).2 Cyfluthrin is toxic to various insects, including A. melinus, G. ashmeadi, E. eremicus, and E. formosa (LC50s = 7, 67, 96, and 63 ng/ml, respectively) and the A. sinensis mosquito (LC50 = 0.446 ppm).3,4 It is also toxic to A. mellifera honeybees (LD50 = 0.22 ppm), affecting locomotor activity and wing fanning behavior with an increase in the mean bout duration of time spent upside down, indicating disruption of the righting reflex, and a decrease in wing fanning behavior when administered at a dose of 10 ng/bee.5 Formulations containing cyfluthrin have been used for the control of insects in agriculture and for non-commercial purposes.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Choi, J.S., and Soderlund, D.M. Structure-activity relationships for the action of 11 pyrethroid insecticides on rat Nav1.8 sodium channels expressed in Xenopus oocytes. Toxicol. Appl. Pharmacol. 211(3), 233-244 (2006).

    2. Baskar, M.K., and Murthy, P.B. In vitro evaluation of pyrethroid-mediated changes on neuronal burst parameters using microelectrode arrays. Neurotoxicology 57, 270-281 (2016).

    3. Prabhaker, N., Morse, J.G., Castle, S.J., et al. Toxicity of seven foliar insecticides to four insect parasitoids attacking citrus and cotton pests. J. Econ. Entomol. 100(4), 1053-1061 (2007).

    4. Chang, K.-S., Yoo, D.-H., Shin, E.-H., et al. Susceptibility and resistance of field populations of Anopheles sinensis (Diptera: Culicidae) collected from Paju to 13 insecticides. Osong Public Health Res. Perspect. 4(2), 76-80 (2013).

    5. Oliver, C.J., Softley, S., Williamson, S.M., et al. Pyrethroids and nectar toxins have subtle effects on the motor function, grooming and wing fanning behaviour of honeybees (Apis mellifera). PLoS One 10(8):e0133733, (2015).