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Pyriprole

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Pyriprole
Ball-and-stick model of the pyriprole molecule
Clinical data
Trade namesPrac-tic
ATCvet code
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
CompTox Dashboard (EPA)
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
 ☒NcheckY (what is this?)  (verify)

Pyriprole (trade name Prac-tic) is for veterinary use on dogs against external parasites such as fleas and ticks.[1][2]

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

Pyriprole applied as a spot-on is highly effective against fleas and several ticks species. Efficacy against fleas is comparable to that of other modern insecticidal active ingredients such as fipronil, imidacloprid or spinosad. 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.

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.

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).

Warnings

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Do not use in dogs less than 8 weeks of age or with a body weight of less than 2 kg. Do not use in case of known hypersensitivity to phenylpyrazole class compounds or any of the excipients. Do not use on sick (e.g. systemic diseases, fever) or convalescent animals. This product is specifically developed for dogs. Do not use in cats, as this could lead to overdosing. Do not use on rabbits. The drug is for spot-on application only. Do not administer orally or via any other route.[3]

References

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  1. ^ Page SW (2008). "Antiparasitic Drugs". In Maddison JE, Page SW, Church DB (eds.). Small Animal Clinical Pharmacology (Second ed.). [Edinburgh]: Elsevier Health Sciences. pp. 198–260 (229). doi:10.1016/B978-070202858-8.50012-9. ISBN 978-0-7020-2858-8.
  2. ^ Londershausen M, Hansen O (2008). "Ectoparasiticides – Antagonists and Modulators of Chloride Channels". In Mehlhorn H (ed.). Encyclopedia of Parasitology (3rd ed.). Berlin: Springer Rechtswissenschaft. p. 431. ISBN 978-3-540-48994-8.
  3. ^ "Prac-tic (Pyriprole)". Novartis Animal Health Inc. 2013. Archived from the original on 2013-09-11. Retrieved 2013-09-14.