Mebendazole

"MBZ" redirects here. For the automobile brand abbreviated as "MBZ", see Mercedes-Benz.

Mebendazole

Systematic (IUPAC) name
methyl (5-benzoyl-1H-benzimidazol-2-yl)carbamate
Clinical data
AHFS/Drugs.com	monograph
MedlinePlus	a682315
Pregnancy cat.	C
Legal status	?
Routes	Oral
Pharmacokinetic data
Bioavailability	~2%
Metabolism	Hepatic
Half-life	2.5 to 5.5 hours
Identifiers
CAS number	31431-39-7 Y
ATC code	P02CA01 QP52AC09
PubChem	CID 4030
DrugBank	APRD01086
ChemSpider	3890 Y
UNII	81G6I5V05I Y
KEGG	D00368 Y
ChEBI	CHEBI:6704 Y
ChEMBL	CHEMBL685 Y
Chemical data
Formula	C16H13N3O3
Mol. mass	295.293 g/mol
SMILES	eMolecules & PubChem
InChI 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
Physical data
Melt. point	288.5 °C (551 °F)
N(what is this?)  (verify)

Mebendazole or MBZ is a benzimidazole drug developed by Janssen Pharmaceutica and marketed as Vermox, Ovex, Antiox, and Pripsen. It is used to treat infestations by worms including pinworms, roundworms, tapeworms, hookworms, and whipworms.

Medical use

The drug is a highly effective broad spectrum anthelmintic indicated for the treatment of nematode infestations, including round worm, whip worm, thread worm, and hook worm. It is poorly absorbed and has no systemic effects.

Mechanism

Mebendazole is thought to work by selectively inhibiting the synthesis of microtubules in parasitic worms, and by destroying extant cytoplasmic microtubes in their intestinal cells: thereby blocking the uptake of glucose and other nutrients, resulting in the gradual immobilization and eventual death of the helminths.

Dosage

Oral dosage for treatment of pinworms is 100 mg taken once. This regimen is repeated two weeks later if the infestation has not cleared up. Oral dosage for treatment of whipworm, common roundworm and hookworm is one 100-mg tablet morning and evening for 3 consecutive days. Dosage is the same for both adults and children.^[1]

Adverse effects

Mebendazole is relatively free of toxic side effects or adverse reactions, although patients may complain of transient abdominal pain, diarrhea, slight headache, fever, dizziness, exanthema, urticaria and angioedema.

Contraindications

Pregnancy

Mebendazole is contraindicated in pregnant women because it has been shown to be embryotoxic and teratogenic in experimental animals.

Drug interactions

Carbamazepine and phenytoin lower serum levels of mebendazole. Cimetidine does not appreciably raise serum mebendazole, consistent with its poor systemic absorption.^[2][3]

Stevens-Johnson syndrome (toxic epidermal necrolysis) can occur when mebendazole is combined with high doses of metronidazole.^[4]

See also

• Metronidazole

References

1. ^ "Mebendazole". Drugs.com. http://www.drugs.com/pro/mebendazole.html. Retrieved 2011-10-29. 
2. ^ "Drug Interactions". Medicine chest. http://www.medicinechestonline.co.uk/static/professional2/drug_interactions.htm. Retrieved 2008-05-06. 
3. ^ Luder, P. J.; Siffert, B.; Witassek, F.; Meister, F.; Bircher, J. (1986). "Treatment of hydatid disease with high oral doses of mebendazole. Long-term follow-up of plasma mebendazole levels and drug interactions". European journal of clinical pharmacology 31 (4): 443–448. PMID 3816925.  edit
4. ^ Chen, K. T.; Twu, S. J.; Chang, H. J.; Lin, R. S. (2003). "Outbreak of Stevens-Johnson Syndrome/Toxic Epidermal Necrolysis Associated with Mebendazole and Metronidazole Use Among Filipino Laborers in Taiwan". American journal of public health 93 (3): 489–492. PMC 1447769. PMID 12604501. http://www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=1447769.  edit

External links

• Vermox (UK manufacturer's website)

This antiinfective drug article is a stub. You can help Wikipedia by expanding it.v · Categories: Anthelmintics Benzimidazoles World Health Organization essential medicines Carbamates Aromatic ketones Janssen Pharmaceutica Antiinfective agent stubs Wikimedia Foundation. 2010. Игры ⚽ Нужно сделать НИР? Munroe Tavern (Lexington, Massachusetts) Lloyd Geering Look at other dictionaries: Mébendazole — Le mébendazole est un anthelminthique de la classe des benzimidazolés (comme flubendazole et albendazole)utilisé dans les infestations par les vers ronds tels ascaris lumbricoides et enterobius vermicularis. Des infestations par Ankylostoma… …   Wikipédia en Français mebendazole — /meuh ben deuh zohl /, n. Pharm. an anthelmintic substance, C16H13N3O3, used for treating parasitic worm infestations. [ME(THYL) + ben(zimi)dazole a component of its chemical name] * * * …   Universalium mebendazole — noun A benzimidazole drug used to treat infestations by worms …   Wiktionary mebendazole — An effective broad spectrum nematicidal agent against intestinal nematodes such as pinworm, hookworm, whipworm, and Ascaris. * * * me·ben·da·zole me bend ə .zōl n a broad spectrum anthelmintic agent C16H13N3O3 * * * n …   Medical dictionary mebendazole — n. an anthelmintic drug used to get rid of roundworms, hookworms, threadworms, and whipworms. Side effects may include stomach upsets. Trade names: Vermox. See also: imidazole …   The new mediacal dictionary mebendazole — noun an anthelmintic used to treat hookworm and pinworm and roundworm infestations • Hypernyms: ↑vermifuge, ↑anthelmintic, ↑anthelminthic, ↑helminthic * * * /meuh ben deuh zohl /, n. Pharm. an anthelmintic substance, C16H13N3O3, used for treating …   Useful english dictionary Мебендазол (Mebendazole) — антигельминтное средство, используемое для выведения из организма аскарид, анкилостом, остриц и власоглавов. К побочным эффектам от его применения относится расстройство желудка. Торговое название: вермокс (Vennox). См. также Имидазол. Источник:… …   Медицинские термины МЕБЕНДАЗОЛ — (mebendazole) антигельминтное средство, используемое для выведения из организма аскарид, анкилостом, остриц и власоглавов. К побочным эффектам от его применения относится расстройство желудка. Торговое название: вермокс (Vennox). См. также… …   Толковый словарь по медицине Mansonella perstans — Loa loa (right) and M. perstans (left) Scientific classification …   Wikipedia Echinococcosis — Classification and external resources Echinococcus life cycle (click to enlarge) ICD 10 B …   Wikipedia 18+ © Academic, 2000-2024 Contact us: Technical Support, Advertising Dictionaries export, created on PHP, Joomla, Drupal, WordPress, MODx. Mark and share Search through all dictionaries Translate… Search Internet Share the article and excerpts Direct link … Do a right-click on the link above and select “Copy Link”