120068-37-3Y
Interactive image
CHEBI:5063Y
ChEMBL101326Y
3235Y
D01042Y
3352
QGH063955FY
DTXSID4034609
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,22H2YKey: ZOCSXAVNDGMNBV-UHFFFAOYSA-NYInChI=1/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,22H2Key: ZOCSXAVNDGMNBV-UHFFFAOYAP
FC(F)(F)S(=O)c2c(C#N)nn(c1c(Cl)cc(cc1Cl)C(F)(F)F)c2N
Fipronilis a broad-spectruminsecticidethat belongs to thephenylpyrazoleinsecticide class.Fipronil disrupts theinsect central nervous systemby blocking theligand-gated ion channelof theGABAAreceptor(IRACgroup 2B) andglutamate-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 greaterbinding affinityfor the GABAAreceptors of insects than to those ofmammals, and for its action on GluCl channels, which do not exist in mammals.As of 2017[update], there does not appear to be significant resistance amongfleasto fipronil.
Fipronil is used as the active ingredient inflea controlproducts for pets and homeroach baitsas well as fieldpest controlfor 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 ofpesticide resistancedevelopment.
