A type II pyrethroid insecticide and Nav channel modulator
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Labeled Version(s)
33710Deltamethrin-d5
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Deltamethrin

Item No. 24172

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1R,3R)-3-(2,2-dibromoethenyl)-2,2-dimethyl-cyclopropanecarboxylic acid, (S)-cyano(3-phenoxyphenyl)methyl ester
CAS Number
52918-63-5
Synonyms
  • Decamethrin
Molecular Formula
C22H19Br2NO3
Formula Weight
505.2
Purity
≥95%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: Slightly Soluble
SMILES
O=C([C@H]1C(C)(C)[C@H]1/C=C(Br)\Br)O[C@H](C#N)C2=CC(OC3=CC=CC=C3)=CC=C2
InChi Code
InChI=1S/C22H19Br2NO3/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/t17-,18?,20-/m0/s1
InChi Key
OWZREIFADZCYQD-DXCJPMOASA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Deltamethrin is a type II pyrethroid insecticide and a modulator of voltage-gated sodium channels (Nav).1 It activates Nav1.8 channels and induces a tail current delay in Xenopus oocytes expressing the rat channel when used at a concentration of 10 µM. Deltamethrin induces mortality in A. sinensis (LC50 = 4.522 ppm) and T. urticae (LC50 = 0.06 g/L).2,3 It decreases sperm count, motility, and viability and increases the percentage of morphologically abnormal sperm in rats when administered at a dose of 5 mg/kg.4 Formulations containing deltamethrin have been used as domestic and agricultural insecticides.

    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. 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).

    3. Penman, D.R., Chapman, R.B., and Bowie, M.H. Direct toxicity and repellent activity of pyrethroids against Tetranychus urticae (Acari: Tetranychidae). J. Econ. Entomol. 79(5), 1183-1187 (1986).

    4. Abdallah, F.B., Slima, A.B., Dammak, I., et al. Comparative effects of dimethoate and deltamethrin on reproductive system in male mice. Andrologia 42(3), 182-186 (2010).