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QuickView for Mebendazole (compound)
PubChem
| Name: | Mebendazole |
|---|---|
| PubChem Compound ID: | 4030 |
| Description: | A benzimidazole that acts by interfering with CARBOHYDRATE METABOLISM and inhibiting polymerization of MICROTUBULES. |
| Molecular formula: | C16H13N3O3 |
| Molecular weight: | 295.293 g/mol |
| Synonyms: |
CCRIS 4479; R 17,635; Vermox (TN); CBDivE_010559; Noverme; Methyl N-(5-benzoyl-2-benzimidazolyl)carbamate; R 17, 635; Spectrum2_001401; Mebendazol [INN-Spanish]; Mebutar.
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DrugBank
Identification
| Name: | Mebendazole |
|---|---|
| Name (isomeric): | DB00643 |
| Drug Type: | small molecule |
| Description: | A benzimidazole that acts by interfering with CARBOHYDRATE METABOLISM and inhibiting polymerization of MICROTUBULES. |
| Brand: | Pantelmin, Lomper, Mebendazole(USAN), Besantin, Ovitelmin, MBDZ, Bantenol, MEBENDAZOLE, 99%, Mebex, Noverme, Mebendazole (JAN/USP), Equivurm Plus, Vermox (TN), Mebenvet, Mebenoazole, Mebutar, Vermirax, Verpanyl, Telmin, Vermicidin, Vermox |
| Brand name mixture: | Telmin B Syringe Formula(Mebendazole + Trichlorfon), Bot-Plus Syringe Formula Equine Wormer(Mebendazole + Trichlorfon), Equiverm B Pst(Mebendazole + Trichlorfon) |
| Category: | Tubulin Modulators, Antinematodal Agents |
| CAS number: | 31431-39-7 |
Pharmacology
| Indication: | For the treatment of <i>Enterobius vermicularis</i> (pinworm), <i>Trichuris trichiura</i> (whipworm), <i>Ascaris lumbricoides</i> (common roundworm), <i>Ancylostoma duodenale</i> (common hookworm), <i>Necator americanus</i> (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. |
| Mechanism of Action: |
Mebendazole causes degenerative alterations in the tegument and intestinal cells of the worm by binding to the colchicine-sensitive site of tubulin, thus inhibiting its polymerization or assembly into microtubules. The loss of the cytoplasmic microtubules leads to impaired uptake of glucose by the larval and adult stages of the susceptible parasite...
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| Absorption: | Poorly absorbed (approximately 5 to 10%) from gastrointestinal tract. Fatty food increases absorption. |
| Protein binding: | 90-95% |
| 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. |
| Route of 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. |
| 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). |
| 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 |
Interactions
| Food interaction: |
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