Fenbendazole

Fenbendazole
Clinical data
AHFS/Drugs.comInternational Drug Names
License data
ATC code
Identifiers
IUPAC name
  • Methyl N-(6-phenylsulfanyl-1H-benzoimidazol-2-yl)carbamate
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.051.024
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Chemical and physical data
FormulaC15H13N3O2S
Molar mass299.35 g·mol−1
3D model (JSmol)
SMILES
  • COC(=O)Nc3nc2ccc(Sc1ccccc1)cc2[nH]3
InChI
  • InChI=1S/C15H13N3O2S/c1-20-15(19)18-14-16-12-8-7-11(9-13(12)17-14)21-10-5-3-2-4-6-10/h2-9H,1H3,(H2,16,17,18,19) checkY
  • Key:HDDSHPAODJUKPD-UHFFFAOYSA-N checkY
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Fenbendazole is a broad spectrum benzimidazole anthelmintic used against gastrointestinal parasites including: giardia, roundworms, hookworms, whipworms, the tapeworm genus Taenia (but not effective against Dipylidium caninum, a common dog tapeworm), pinworms, aelurostrongylus, paragonimiasis, strongyles, and strongyloides that can be administered to sheep, cattle, horses, fish, dogs, cats, rabbits, most reptiles, freshwater shrimp tanks as planaria and hydra treatments, as well as seals.

Drug interactions

Drug interactions may occur if salicylanilides such as dibromsalan and niclosamide are co-administered. Abortions in cattle and death in sheep have been reported after using these medications together.[1] Abortions in domestic ruminants have been associated with concurrent use of anti-trematode therapeutic agents.

Toxicity

Fenbendazole is poorly absorbed from the gastrointestinal tract in most species. The LD50 in laboratory animals exceeds 10 g/kg when administered orally.[1]

Metabolism

Fenbendazole is metabolized in the liver to oxfendazole, which is anthelmintic too; oxfendazole partially gets reduced back to fenbendazole in the liver and rumen.[2][3] Also, fenbendazole itself is an active metabolite of another anthelmintic drug, febantel.[4]

See also

References

  1. 1 2 Plumb DC (2005). Plumb's veterinary drug handbook (Fifth ed.). Stockholm, Wis.: PhrmaVet. ISBN 978-0-8138-0518-4.
  2. ↑ Junquera P (2015-07-26). "Fenbendazole, Anthelmintic for Veterinary Use on Cattle, Sheep, Goats, Pig, Poultry, Horses, Dogs and Cats Against Roundworms and Tapeworms". PARASITIPEDIA. Retrieved 2015-09-08.
  3. ↑ Junquera P (2015-07-26). "Oxfendazole, Anthelmintic for Veterinary Use on Cattle, Sheep, Goats, Horses, Dogs and Cats Against Roundworms and Tapeworms". PARASITIPEDIA. Retrieved 2015-09-08.
  4. ↑ Junquera P (2015-07-26). "Febantel for Veterinary Use on Dogs, Cats, Cattle, Sheep, Goats, Pig and Poultry Against Roundworms and Tapeworms". PARASITIPEDIA. Retrieved 2015-09-08.
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