fipronil

2024-05-16


Fipronil, a N-phenylpyrazole insecticide, acts by binding to allosteric sites of GABAA receptors as an antagonist, but not to the GABAC receptor. 4 Of all GABA receptor-binding pesticides, fipronil has the highest specificity for insect GABA receptors with 150-fold-2,000-fold selectivity.

Fipronil is a member of a new class of insecticides called phenylpyrazoles. Chemically, it is a (5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-[(trifluoromethyl)sulfinyl]-1 H-pyrazole). The chemical structure of fipronil is shown in Fig. 42.1. Fipronil is an active ingredient of one of the popular ectoparasiticide products, Frontline.

The material shall consist of fipronil together with related manufacturing impurities and shall be a white to yellowish crystalline powder with moldy odor, free from visible extraneous matter and added modifying agents.

For quantitation and confirmation, transition ions were as follows: fipronil m/z 435→m/z 330, m/z 435→m/z 250; fipronil-desulfinyl m/z 387→ m/z 351, m/z 387→ m/z 282; fipronil-sulfone m/z 451→415, m/z 451→282; fipronil-thioether m/z 419→383, m/z 419→262; fipronil-carboxamide m/z 453→417, m/z 453→282.

Fipronil is a phenylpyrazole compound and was developed as a useful insecticide in the mid-1990s. It is effective against some insects such as the Colorado potato beetle and certain cotton pests that have become resistant to the existing insecticides. Fipronil is much more toxic to insects than to mammals, another advantage it has as an ...

Fipronil is the first phenylpyrazole insecticide widely used in controlling pests, including pyrethroid, organophosphate and carbamate insecticides. It is generally accepted that fipronil elicits neurotoxicity via interactions with GABA and glutamate receptors, although alternative mechanisms have recently been proposed. This study evaluates ...

Abstract. Fipronil, as an emerging phenylpyrazole insecticide, is ubiquitous in the environment and food due to its broad spectrum and persistent characteristics, but the research on pathways of human exposure to fipronil and the associated health risk is relatively unclear.

Fipronil (chemical name 5-amino-1-[2,6-dichloro-4-(trimethylmethyl)sulfinyl]-1 H-pyrazole-3-carbonitrile, CAS No. 120068-37-3) is a member of another relatively new class of pesticides, the phenylpyrazole insecticides. Fipronil is a widely used, broad-spectrum insecticide, with applications in crop production and in veterinary practice.

Fipronil is a broad-spectrum insecticide that belongs to the phenylpyrazole chemical family. Fipronil disrupts the insect central nervous system by blocking the ligand-gated ion channel of the GABA A receptor and glutamate-gated chloride (GluCl) channels. This causes hyperexcitation of contaminated insects' nerves and muscles.

Fipronil is a phenyl pyrazole-based heterocycle with high insecticidal and acaricidal activity. This review covers the recent synthetic methods for fipronil and its derivatives, including oxidation, coupling, and conjugation with sugars.

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