Mebendazole
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Mebendazole
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| Systematic (IUPAC) name | |
| methyl (5-benzoyl-1H-benzimidazol-2-yl)carbamate | |
| Identifiers | |
| CAS number | |
| ATC code | P02 QP52 |
| PubChem | |
| DrugBank | |
| ChemSpider | |
| Chemical data | |
| Formula | C16H13N3O3 |
| Mol. mass | 295.293 g/mol |
| SMILES | & |
| Physical data | |
| Melt. point | 288.5 °C (551 °F) |
| Pharmacokinetic data | |
| Bioavailability | ? |
| Metabolism | Hepatic |
| Half life | 2.5 to 5.5 hours |
| Excretion | ? |
| Therapeutic considerations | |
| Pregnancy cat. |
C |
| Legal status |
? |
| Routes | Oral |
Mebendazole or MBZ, marketed as Ovex, Vermox, Antiox, Pripsen, is a benzimidazole drug that is used to treat infestations by worms including pinworms, roundworms, tapeworms, hookworms, and whipworms.
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[edit] Mechanism
Mebendazole causes slow immobilization and death of the worms by selectively and irreversibly blocking the uptake of glucose and other nutrients. It is a spindle poison that induces chromosome nondisjunction.
[edit] Dosage
Oral dosage is 100 mg per dose, two doses per day, for three days.[citation needed] This regime is repeated two weeks later if the infection has not cleared up. The dosage may differ depending on which type of worm someone is infected with. Some available products deliver 500 mg in a single dose, effectively eliminating the intestinal worms. Dosage on the packaging of some products suggests that 100 mg is a suitable single dose tablet. However using this minimal dose may be ineffective.[citation needed]
[edit] Drug interactions
Carbamazepine and Phenytoin lowers serum levels of mebendazole. Cimetidine raises serum mebendazole levels, increasing its effectiveness.[1]
Stevens-Johnson syndrome (toxic epidermal necrolysis) when Mebendazole is combined with high doses of Metronidazole.[2]
[edit] See also
[edit] External links
- Vermox (UK manufacturer's website)
[edit] References
- ^ "Drug Interactions". http://www.medicinechestonline.co.uk/static/professional2/drug_interactions.htm. Retrieved on 2008-05-06.. /// Luder PJ, et al. Treatment of hydatid disease with high oral doses of mebendazole: long-term follow-up of plasma mebendazole levels and drug interactions. Eur J Clin Pharmacol 1986; 31: 443–8
- ^ Chen KT, Twu SJ, Chang HJ, Lin RS (March 2003). "Outbreak of Stevens-Johnson syndrome/toxic epidermal necrolysis associated with mebendazole and metronidazole use among Filipino laborers in Taiwan". Am J Public Health 93 (3): 489–92. doi:. PMID 12604501. PMC: 1447769. http://www.ajph.org/cgi/pmidlookup?view=long&pmid=12604501.
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