An insecticide
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Labeled Version(s)
39587Fipronil-13C2,15N2
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Fipronil

Item No. 24128

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-[(trifluoromethyl)sulfinyl]-1H-pyrazole-3-carbonitrile
CAS Number
120068-37-3
Molecular Formula
C12H4Cl2F6N4OS
Formula Weight
437.1
Purity
≥95%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMF:PBS (pH 7.2) (1:4): 0.2 mg/mlDMSO: 14 mg/mlEthanol: 10 mg/ml
SMILES
ClC1=C(N2N=C(C#N)C(S(C(F)(F)F)=O)=C2N)C(Cl)=CC(C(F)(F)F)=C1
InChi Code
InChI=1S/C12H4Cl2F6N4OS/c13-5-1-4(11(15,16)17)2-6(14)8(5)24-10(22)9(7(3-21)23-24)26(25)12(18,19)20/h1-2H,22H2
InChi Key
ZOCSXAVNDGMNBV-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Fipronil is an insecticide that acts as a selective antagonist of insect GABA receptors (IC50s = 28 and 1,660 nM for cockroach and rat receptors, respectively).1 It also inhibits desensitizing and non-desensitizing glutamate-induced chloride currents in cockroach neurons (IC50s = 800 and 10 nM, respectively). Fipronil induces activity of the cytochrome P450 (CYP) isoforms CYP1A1/2, CYP2B1/2, and CYP3A1/2 in isolated rat liver microsomes.2 Formulations containing fipronil have been used as insecticides in veterinary care.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Narahashi, T., Zhao, X., Ikeda, T., et al. Glutamate-activated chloride channels: Unique fipronil targets present in insects but not in mammals. Pestic. Biochem. Physiol. 97(2), 149-152 (2010).

    2. Caballero, M.V., Ares, I., Martínez, M., et al. Fipronil induces CYP isoforms in rats. Food Chem. Toxicol. 83, 215-221 (2015).