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Mebendazole

Catalog No. DB00643 Name DrugBank
CAS Number 31431-39-7 Website http://www.ualberta.ca/
M. F. C16H13N3O3 Telephone (780) 492-3111
M. W. 295.29272 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 525

SYNONYMS

IUPAC name
methyl N-(6-benzoyl-1H-1,3-benzodiazol-2-yl)carbamate
IUPAC Traditional name
telmin
Brand Name
Telmin
Equivurm Plus
Mebenvet
MEBENDAZOLE, 99%
Vermirax
Vermox
Bantenol
Besantin
Lomper
Mebendazole (JAN/USP)
Mebendazole(USAN)
Mebenoazole
Mebutar
Noverme
Ovitelmin
Vermicidin
Vermox (TN)
Verpanyl
MBDZ
Mebex
Pantelmin

DATABASE IDS

PubChem CID 4030
CAS Number 31431-39-7
PubChem SID 46508807

PROPERTIES

Hydrophobicity(logP) 2.8
Solubility 71.3 mg/L

DETAILS

Description (English)
Item Information
Drug Groups approved
Description A benzimidazole that acts by interfering with carbohydrate metabolism and inhibiting polymerization of microtubules. [PubChem]
Indication For the treatment of Enterobius vermicularis (pinworm), Trichuris trichiura (whipworm), Ascaris lumbricoides (common roundworm), Ancylostoma duodenale (common hookworm), Necator americanus (American hookworm) in single or mixed infections.
Pharmacology Mebendazole is a (synthetic) broad-spectrum anthelmintic. The principal mode of action for Mebendazole is by its inhibitory effect on tubulin polymerization which results in the loss of cytoplasmic microtubules.
Toxicity Acute oral toxicity (LD50): 620 mg/kg [Mouse]. Symptoms of overdose include elevated liver enzymes, headaches, hair loss, low levels of white blood cells (neutropenia), fever, and itching.
Affected Organisms
Helminthic Microorganisms
Biotransformation Primarily hepatic. Primary metabolite is 2-amino-5-benzoylbenzimidazole, but also metabolized to inactive hydroxy and hydroxyamino metabolites. All metabolites are devoid of anthelmintic activity.
Absorption Poorly absorbed (approximately 5 to 10%) from gastrointestinal tract. Fatty food increases absorption.
Half Life 2.5 to 5.5 hours (range 2.5 to 9 hours) in patients with normal hepatic function. Approximately 35 hours in patients with impaired hepatic function (cholestasis).
Protein Binding 90-95%
Elimination In man, approximately 2% of administered mebendazole is excreted in urine and the remainder in the feces as unchanged drug or a primary metabolite.
References
[Link]
External Links
Wikipedia
RxList
Drugs.com

REFERENCES