| fipronil |
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| CHEBI:5063 |
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| A racemate comprising equimolar amounts of (R)- and (S)-fipronil. |
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This entity has been manually annotated by the ChEBI Team.
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| Fipronil is a broad-spectrum insecticide that belongs to the phenylpyrazole insecticide class. Fipronil disrupts the insect central nervous system by blocking the ligand-gated ion channel of the GABAA receptor (IRAC group 2B) and glutamate-gated chloride (GluCl) channels. This causes hyperexcitation of contaminated insects' nerves and muscles. Fipronil's specificity towards insects is believed to be due to its greater binding affinity for the GABAA receptors of insects than to those of mammals, and for its action on GluCl channels, which do not exist in mammals. As of 2017, there does not appear to be significant resistance among fleas to fipronil.
Fipronil is used as the active ingredient in flea control products for pets and home roach baits as well as field pest control for corn, golf courses, and commercial turf. Its widespread use makes its specific effects the subject of considerable attention. Observations on possible harm to humans or ecosystems are ongoing as well as the monitoring of pesticide resistance development. |
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Read full article at Wikipedia
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environmental contaminant
Any minor or unwanted substance introduced into the environment that can have undesired effects.
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xenobiotic
A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
GABA-gated chloride channel antagonist
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agrochemical
An agrochemical is a substance that is used in agriculture or horticulture.
acaricide
A substance used to destroy pests of the subclass Acari (mites and ticks).
insecticide
Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects.
(via phenylpyrazole insecticide )
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View more via ChEBI Ontology
rac- 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-[(trifluoromethyl)sulfinyl]-1H-pyrazole-3-carbonitrile
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(±)-5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-[(trifluoromethyl)sulfinyl]-1H-pyrazole-3-carbonitrile
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IUPAC
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5-amino-1-(2,6-dichloro-α,α,α-trifluoro-p-tolyl)-4-[(trifluoromethyl)sulfinyl]pyrazole-3-carbonitrile
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Alan Wood's Pesticides
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Fipronil
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KEGG COMPOUND
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rac-fipronil
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ChEBI
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C11099
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KEGG COMPOUND
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D01042
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KEGG DRUG
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EP295117
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Patent
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fipronil
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Alan Wood's Pesticides
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Fipronil
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Wikipedia
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US5232940
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Patent
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| View more database links |
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120068-37-3
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CAS Registry Number
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KEGG COMPOUND
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120068-37-3
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CAS Registry Number
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NIST Chemistry WebBook
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120068-37-3
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CAS Registry Number
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ChemIDplus
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8090115
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Reaxys Registry Number
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Reaxys
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