A synthetic pyrethroid insecticide
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Labeled Version(s)
39588Bifenthrin-d5
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Bifenthrin

Item No. 24057

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1R,3R)-rel-3-[(1Z)-2-chloro-3,3,3-trifluoro-1-propen-1-yl]-2,2-dimethyl-cyclopropanecarboxylic acid, (2-methyl[1,1'-biphenyl]-3-yl)methyl ester
CAS Number
82657-04-3
Synonyms
  • (±)-Bifenthrin
Molecular Formula
C23H22ClF3O2
Formula Weight
422.9
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: Slightly SolubleMethanol: Slightly Soluble
SMILES
CC1=C(C2=CC=CC=C2)C=CC=C1COC([C@H]3C(C)(C)[C@H]3/C=C(Cl)/C(F)(F)F)=O
InChi Code
InChI=1S/C23H22ClF3O2/c1-14-16(10-7-11-17(14)15-8-5-4-6-9-15)13-29-21(28)20-18(22(20,2)3)12-19(24)23(25,26)27/h4-12,18,20H,13H2,1-3H3/b19-12-/t18-,20-/m0/s1
InChi Key
OMFRMAHOUUJSGP-IRHGGOMRSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    5 mg

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    25 mg

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    50 mg

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    Product Description

    Bifenthrin is a synthetic pyrethroid insecticide that prolongs opening of sodium channels resulting in membrane depolarization and conductance block in the insect nervous system.1 It is effective against A. gambiae and C. quinquefasciatus mosquitos (LD50s = 0.15 and 0.16 ng/mg, respectively) and increases O. insidiosus mortality in treated corn and sorghum plants.2,3 Bifenthrin exhibits aquatic toxicity, inducing reproductive defects and lethality in D. magna (LC50 = 12.4 µg/L).4 Acute oral administration of bifenthrin induces fine tremor, decreases motor activity and grip strength, and increases pawing and head shaking behaviors in rats, indicating typical Type I pyrethroid neurotoxicity.5 Bifenthrin (8 mg/kg) also decreases locomotor activity, induces anemia, elevates white blood cell counts, alanine transaminase (ALT), and superoxide dismutase (SOD), as well as decreases glutathione peroxidase (Gpx) activity in mice.6 Formulations containing bifenthrin have been used as insecticides in residential and agricultural settings.

    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. Al-Deeb, M.A., Wilde, G.E., and Zhu, K.Y. Effect of insecticides used in corn, sorghum, and alfalfa on the predator Orius insidiosus (Hemiptera: Anthocoridae). J. Econ. Entomol. 94(6), 1353-1360 (2001).

    3. Hougard, J.-M., Duchon, S., Zaim, M., et al. Bifenthrin: A useful pyrethroid insecticide for treatment of mosquito nets. J. Med. Entomol. 39(3), 526-533 (2002).

    4. Ye, W.H., Wen, Y.Z., Liu, W.P., et al. Effects of bifenthrin on Daphnia magna during chronic toxicity test and the recovery test. J. Environ. Sci. (China) 16(5), 843-846 (2004).

    5. Wolansky, M.J., McDaniel, K.L., Moser, V.C., et al. Influence of dosing volume on the neurotoxicity of bifenthrin. Neurotoxicol. Teratol. 29(3), 377-384 (2007).

    6. Nieradko-Iwanicka, B., Borzecki, A., and Jodlowska-Jedrych, B. Effect of subacute poisoning with bifenthrin on locomotor activity, memory retention, haematological, biochemical and histopathological parameters in mice. J. Physiol. Pharmacol. 66(1), 129-137 (2015).