Mebendazole

Mebendazole (MBZ), sold under the brand name Vermox among others, is a medication used to treat a number of parasitic worm infestations. This includes ascariasis, pinworm infection, hookworm infections, guinea worm infections, hydatid disease, and giardia, among others. It is taken by mouth.

Mebendazole
Clinical data
Trade namesVermox, Ovex, others
Other namesMBZ
AHFS/Drugs.comMonograph
MedlinePlusa682315
License data
Pregnancy
category
  • AU: B3
Routes of
administration		By mouth
ATC code
Legal status
Legal status
  • AU: S2 (Pharmacy medicine) / S5 and S6 for treatment of animals
  • CA: ℞-only / and OTC for treatment of animals
  • UK: POM (Prescription only) / P
  • US: ℞-only
Pharmacokinetic data
Bioavailability2–10%
Protein binding95%
MetabolismExtensive liver
Elimination half-life3–6 hours
ExcretionFeces, urine (5–10%)
Identifiers
  • Methyl (5-benzoyl-1H-benzimidazol-2-yl)carbamate
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.046.017
Chemical and physical data
FormulaC16H13N3O3
Molar mass295.298 g·mol−1
3D model (JSmol)
Melting point288.5 °C (551.3 °F)
  • COC(=O)Nc3nc2ccc(C(=O)c1ccccc1)cc2[nH]3
  • InChI=1S/C16H13N3O3/c1-22-16(21)19-15-17-12-8-7-11(9-13(12)18-15)14(20)10-5-3-2-4-6-10/h2-9H,1H3,(H2,17,18,19,21) Y
  • Key:OPXLLQIJSORQAM-UHFFFAOYSA-N Y
  (verify)

Mebendazole is usually well tolerated. Common side effects include headache, vomiting, and ringing in the ears. If used at large doses it may cause bone marrow suppression. It is unclear if it is safe in pregnancy. Mebendazole is a broad-spectrum antihelminthic agent of the benzimidazole type.

Mebendazole came into use in 1971, after it was developed by Janssen Pharmaceutica in Belgium. It is on the World Health Organization's List of Essential Medicines. Mebendazole is available as a generic medication.

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