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mebendazole

Structure via PubChem · Public domain (PubChem)

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mebendazole

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Also known as (5-benzoyl-1H-benzimidazol-2-yl)-carbamic acid methyl ester, MBDZ

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 and hydatid disease, among others. It has been used for treatment of giardiasis but is not a preferred agent. It is taken by mouth.

Key facts

Drug.Watchedfields
changed
Drug.verifiedrevid
457797273
Drug.image
Mebendazole.svg
Drug.image_class
skin-invert-image
Drug.image_class2
bg-transparent
Drug.width
225
Drug.image2
Mebendazole ball-and-stick model from xtal 2020.png
Drug.tradename
Vermox, Ovex, others
Drug.MedlinePlus
a682315
Drug.DailyMedID
Mebendazole
Drug.pregnancy_AU
B3
Drug.routes_of_administration
By mouth
Drug.ATC_prefix
P02
Drug.ATC_suffix
CA01
Drug.legal_AU
S2
Drug.legal_AU_comment
/ S5 and S6 for treatment of animals
Drug.legal_CA
Rx-only
Drug.legal_CA_comment
/ and OTC for treatment of animals

via Wikipedia infobox

Chemical data

Formula
C16H13N3O3
Molecular weight
295.29 g/mol
IUPAC name
methyl N-(6-benzoyl-1H-benzimidazol-2-yl)carbamate
SMILES
COC(=O)NC1=NC2=C(N1)C=C(C=C2)C(=O)C3=CC=CC=C3
InChIKey
OPXLLQIJSORQAM-UHFFFAOYSA-N
XLogP
2.8
Polar surface area
84.1 Ų
H-bond donors
2
H-bond acceptors
4
Formal charge
0

via PubChem

Research

3,107 papers

via PubMed

~5 min read

Encyclopedic overview

9 sections
Contents
  • Medical use
  • Special populations
  • Adverse effects
  • Drug interactions
  • Mechanism
  • Society and culture
  • Availability
  • Economics
  • References

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 and hydatid disease, among others. It has been used for treatment of giardiasis but is not a preferred agent. It is taken by mouth.

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.

Excerpted from Wikipedia’s “mebendazole” article, available under the CC BY-SA 4.0 licence.