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Fipronil

AG-CR1-3648-M100 100 mg INQ
AG-CR1-3648-G001 1 g INQ
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Product Data
Synonyms Fluocyanobenpyrazole; Termidor; 5-Amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-(trifluoromethanesulfinyl)-1H-pyrazole-3-carbonitrile
Properties
Formula C12H4Cl2F6N4OS
MW 437.2
CAS 120068-37-3
Purity ≥98% (NMR)
Appearance White to yellow solid.
Solubility Soluble in DMSO, methanol, ethanol or acetone. Insoluble in water.
InChi Key ZOCSXAVNDGMNBV-UHFFFAOYSA-N
Product Type Chemical
Shipping and Handling
Shipping AMBIENT
Short Term Storage +20°C
Long Term Storage +4°C
Use/Stability Stable for at least 2 years after receipt when stored at +4°C.
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Product Description

  • Alzheimer inducing agent (Alzheimerogen).
  • Potent GABA receptor α-4 subunit and β-3 subunit inhibitor.
  • Broad-range insecticide. Blocks GABA A-gated chloride channels and glutamate-activated chloride channels (GluCls) in the central nervous system, resulting in overexcitation of the insects nervous system and muscles.
  • Induces oxidative stress in mouse kidney and brain.
  • Increases CYP1A1, CYP2B6, CYP3A4 and CYP3A5 transcript, protein and enzyme activity levels.

Product References

  1. Action of Phenylpyrazole Insecticides at the GABA-Gated Chloride Channel: L.M. Cole, et al.; Pestic. Biochem. Physiol. 46, 47 (1993)
  2. Actions of the insecticide fipronil, on dieldrin-sensitive and -resistant GABA receptors of Drosophila melanogaster: A.M. Hosie, et al.; Br. J. Pharmacol. 115, 909 (1995)
  3. Ion channels: molecular targets of neuroactive insecticides: V. Raymond-Delpech, et al.; Invert. Neurosci. 5, 119 (2005)
  4. Glutamate-activated chloride channels: Unique fipronil targets present in insects but not in mammals: T. Narahashi, et al.: Pestic. Biochem. Physiol. 97, 149 (2010)
  5. Fipronil induced oxidative stress in kidney and brain of mice: protective effect of vitamin E and vitamin C: P.C. Badgujar, et al.; Pestic. Biochem. Physiol. 118, 10 (2015)
  6. Identification of chemicals that mimic transcriptional changes associated with autism, brain aging and neurodegeneration: B.L. Pearson, et al.; Nat. Commun. (2015)
  7. Specific triazine herbicides induce amyloid-β42 production: E. Portelius, et al.; J. Alzheimers Dis. 54, 1593 (2016)
  8. Impact of environmental chemicals on the transcriptome of primary human hepatocytes: Potential for health effects: R.D. Mitchell, et al.; J. Biochem. Mol. Toxicol. 30, 375 (2016)
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