Structure via PubChem · Public domain (PubChem)
mebendazole
Sign in to saveAlso 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.
OverviewAI-generated
Mebendazole is a chemical compound with the formula C₁₆H₁₃N₃O₃. Its IUPAC name is methyl N-(6-benzoyl-1H-benzimidazol-2-yl)carbamate. The substance has a mass of 295.095691 and a weight of 295.29. It possesses a defined daily dose of 0.2 and carries an MCN code of 2933.99.54.
Chemical properties include an xlogp value of 2.8 and a topological polar surface area of 84.1. The molecule contains two hydrogen bond donors and four hydrogen bond acceptors, with a charge of 0. Its canonical SMILES representation is COC(=O)NC1=NC2=C(N1)C=C(C=C2)C(=O)C3=CC=CC=C3.
Mebendazole is the subject of 3107 PubMed entries. It is referenced by 188 other encyclopedia articles and has a dedicated category on Commons.
Synthesized by Vinony from 19 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
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- Mebendazole.Annals of internal medicine · 1979
- [Mebendazole-hepatitis].Zeitschrift fur Gastroenterologie · 1983
- Mebendazole in parasitic infections other than those caused by soil-transmitted helminths.Transactions of the Royal Society of Tropical Medicine and Hygiene · 2009
- Albendazole, mebendazole and praziquantel. Review of non-clinical toxicity and pharmacokinetics.Acta tropica · 2003
- Mebendazole.The Medical journal of Australia · 1976
via PubMed
~5 min read
Encyclopedic overview
9 sectionsContents
- 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.