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Record Information
Creation Date2012-09-11 17:32:22 UTC
Update Date2013-06-30 04:46:08 UTC
Secondary Accession NumbersNone
Metabolite Identification
Common NameFenbendazole
DescriptionVeterinary anthelmintic. Fenbendazole is a fda approved for use in cattle, pigs and goats Fenbendazole (Hoechst brand names Panacur and Safe-Guard, Intervet Panacur and Panacur Rabbit) is a broad spectrum benzimidazole anthelmintic used against gastrointestinal parasites including roundworms, hookworms, whipworms, the taenia species of tapeworms, pinworms, aelurostrongylus, paragonimiasis, strongyles and strongyloides and can be administered to sheep, cattle, horses, fish, dogs, cats, rabbits and seals. Drug interactions may occur if using bromsalan flukicides (Dibromsalan, Tribromsalan). Abortions in cattle and death in sheep have been reported after using these medications together. (Plumb's Veterinary Drug Handbook, Fifth Edition. 2005) Fenbendazole has been shown to exhibit antibiotic function (PMID 12708591 ). Fenbendazole belongs to the family of Benzimidazoles. These are organic compounds containing a benzene ring fused to an imidazole ring (five member ring containing a nitrogen atom, 4 carbon atoms, and two double bonds).
  1. 2-(Methoxycarbonylamino)-5-(phenylthio)benzimidazole
  2. 2-Benzimidazolecarbamic acid, 5-(phenylthio)-, methyl ester
  3. Axilur
  4. Fenbendazol
  5. Fenbendazole (usp/inn)
  6. Fenbendazole [usan:ban:inn]
  7. Fenbendazolum
  8. Hoe 881
  9. Methyl (5-(phenylthio)-1H-benzimidazol-2-yl)carbamate
  10. Methyl 5-(phenylthio)-2-benzimidazolecarbamate
  11. Methyl 5-phenylthio-1H-benzimidazol-2-ylcarbamate
  12. Methyl [5-(phenylsulfanyl)-1H-benzimidazol-2-yl]carbamate
  13. Panacur
  14. Panacur (TN)
  15. Pancacur
  16. Phenbendasol
  17. Safe-Guard
  18. Worm-A-Rest
Chemical FormulaC15H13N3O2S
Average Molecular Weight299.348
Monoisotopic Molecular Weight299.072847365
IUPAC Namemethyl N-[5-(phenylsulfanyl)-1H-1,3-benzodiazol-2-yl]carbamate
Traditional Namefenbendazole
CAS Registry Number43210-67-9
InChI Identifier
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as diarylthioethers. These are organosulfur compounds containing a thioether group that is substituted by two aryl groups.
KingdomOrganic compounds
Super ClassOrganosulfur compounds
Sub ClassDiarylthioethers
Direct ParentDiarylthioethers
Alternative Parents
  • Diarylthioether
  • Benzimidazole
  • Thiophenol ether
  • Benzenoid
  • Monocyclic benzene moiety
  • Aminoimidazole
  • Heteroaromatic compound
  • Imidazole
  • Azole
  • Azacycle
  • Organoheterocyclic compound
  • Sulfenyl compound
  • Monocarboxylic acid or derivatives
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
StatusExpected but not Quantified
  • Endogenous
  • Food
BiofunctionNot Available
  • Nutrient
Cellular locations
  • Membrane
Physical Properties
StateNot Available
Experimental Properties
Melting Point233 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
Water Solubility0.0061 mg/mLALOGPS
pKa (Strongest Acidic)9.59ChemAxon
pKa (Strongest Basic)4.06ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area67.01 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity83.61 m3·mol-1ChemAxon
Polarizability31.76 Å3ChemAxon
Number of Rings3ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
SpectraNot Available
Biological Properties
Cellular Locations
  • Membrane
Biofluid LocationsNot Available
Tissue LocationNot Available
PathwaysNot Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDFDB000946
KNApSAcK IDNot Available
Chemspider ID3217
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkFenbendazole
NuGOwiki LinkHMDB29745
Metagene LinkHMDB29745
METLIN IDNot Available
PubChem Compound3334
PDB IDNot Available
ChEBI ID151961
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Harcourt-Brown FM, Holloway HK: Encephalitozoon cuniculi in pet rabbits. Vet Rec. 2003 Apr 5;152(14):427-31. [12708591 ]
  2. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.