Pyriprole

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Pyriprole
File:Pyriprole.svg
Ball-and-stick model of the pyriprole molecule
Clinical data
Trade namesPrac-tic
Routes of
administration
Topical
Drug classEctoparasiticide
ATCvet code
Legal status
Legal status
Identifiers
  • 1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-[(difluoromethyl)thio]-5-[(2-pyridinylmethyl)amino]-1H-pyrazole-3-carbonitrile
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEBI
E number{{#property:P628}}
CompTox Dashboard (EPA)
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Chemical and physical data
FormulaC18H10Cl2F5N5S
Molar mass494.27 g·mol−1
3D model (JSmol)
  • Clc2cc(C(F)(F)F)cc(Cl)c2-n(nc(C#N)c1SC(F)F)c1NCc3ncccc3
  • InChI=1S/C18H10Cl2F5N5S/c19-11-5-9(18(23,24)25)6-12(20)14(11)30-16(28-8-10-3-1-2-4-27-10)15(31-17(21)22)13(7-26)29-30/h1-6,17,28H,8H2 N
  • Key:MWMQNVGAHVXSPE-UHFFFAOYSA-N N
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Pyriprole, sold under the brand name Prac-tic, is a veterinary medication used for dogs against external parasites such as fleas and ticks.[3][4]

Pyriprole is a phenylpyrazole derivative similar to fipronil.[citation needed] Although introduced (in the 2000s) and under patent protection it is a "classic" insecticide.[citation needed][clarification needed] It is only approved in the EU and a few other countries for use on dogs.[citation needed] It is not approved for use on cats or livestock.[citation needed] It has not been introduced as an agricultural or hygiene pesticide.[citation needed]

Pyriprole applied as a spot-on is highly effective against fleas and several ticks species.[citation needed] Efficacy against fleas is comparable to that of other modern insecticidal active ingredients such as fipronil, imidacloprid or spinosad.[citation needed] As most flea spot-ons it controls existing flea and tick infestations in about 1 to 2 days, and provides about 4 weeks protection against re-infestations.[citation needed]

Mechanism of action

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Pyriprole is an insecticide and acaricide. It inhibits γ-aminobutyric acid (GABA)-gated chloride channels (GABAA receptors) resulting in uncontrolled hyperactivity of the central nervous system of fleas and ticks.[5]

Parasites are killed through contact rather than by systemic exposure. Following topical administration pyriprole is rapidly distributed in the hair coat of dogs within one day after application. It can be found in the hair coat throughout the treatment interval. Insecticidal efficacy duration against new infestations with fleas persists for a minimum of four weeks. The substance can be used as part of a treatment strategy for the control of flea allergy dermatitis (FAD).

References

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