Difference between revisions of "Mebendazole"
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| IUPAC_name = methyl (5-benzoyl-1''H''-benzimidazol-2-yl)carbamate | | IUPAC_name = methyl (5-benzoyl-1''H''-benzimidazol-2-yl)carbamate | ||
| image = Mebendazol.svg | | image = Mebendazol.svg | ||
| − | | width = | + | | width = 200 |
| CASNo_Ref = {{cascite}} | | CASNo_Ref = {{cascite}} | ||
| CAS_number=31431-39-7 | | CAS_number=31431-39-7 | ||
| Line 17: | Line 17: | ||
| molecular_weight = 295.293 g/mol | | molecular_weight = 295.293 g/mol | ||
| melting_point = 288.5 | | melting_point = 288.5 | ||
| − | | bioavailability= | + | | bioavailability= |
| metabolism = Hepatic | | metabolism = Hepatic | ||
| elimination_half-life= 2.5 to 5.5 hours | | elimination_half-life= 2.5 to 5.5 hours | ||
| − | | excretion = | + | | excretion = |
| pregnancy_category = C | | pregnancy_category = C | ||
| − | | legal_status = | + | | legal_status = |
| routes_of_administration= Oral | | routes_of_administration= Oral | ||
}} | }} | ||
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| − | + | '''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 [[worm]]s including [[pinworm]]s, [[roundworm]]s, [[tapeworm]]s, [[hookworm]]s, and [[whipworm]]s. | |
| − | Mebendazole is | + | |
| + | ==Mechanism== | ||
| + | Mebendazole is thought to kill worms by selectively inhibiting the synthesis of microtubules, impairing the parasite's ability to utilise [[glucose]].Mebendazole slowly immobilize and kills parasitic worms probably by inhibiting their micro tubular transport system. It is also believed that it acts by destroying the cytoplasmic micro tubes in the worm's intestinal cells thereby blocking uptake of glucose and other nutrients resulting to death of the helminth. It is a highly effective broad spectrum anti elminitic indicated for the treatment of nemotode infestations including round worm, whip worm,thread worm and hook worm. It is poorly absorbed and has no systematic effects. | ||
==Dosage== | ==Dosage== | ||
| − | Oral dosage for treatment of pinworms is 100 [[milligram|mg]] per dose, with one dose taken every two weeks.{{Fact|date=June 2009}} This | + | Oral dosage for treatment of pinworms is 100 [[milligram|mg]] per dose, with one dose taken every two weeks.{{Fact|date=June 2009}} This regimen 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.{{Fact|date=June 2009}}<!--My MD (In Massachusetts) and Pharmacist (RiteAid) prescribed only two 100mg tablets, one to be taken immediately and one to be taken in two weeks. For Pinworm in my 3yo girl. I think the info in this section is inaccurate or accurate only for some type of parasites and not others. Bad info about dosage is pretty serious --> | 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.{{Fact|date=June 2009}}<!--My MD (In Massachusetts) and Pharmacist (RiteAid) prescribed only two 100mg tablets, one to be taken immediately and one to be taken in two weeks. For Pinworm in my 3yo girl. I think the info in this section is inaccurate or accurate only for some type of parasites and not others. Bad info about dosage is pretty serious --> | ||
| + | |||
| + | Adverse Reactions - Side Effects : Transient abdominal pain,diarrhea,slight headache,fever,dizziness,exanthema, urticaria and angioedema. | ||
==Drug interactions== | ==Drug interactions== | ||
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[[Stevens-Johnson syndrome]] (toxic epidermal necrolysis) when mebendazole is combined with high doses of metronidazole.<ref name="pmid12604501">{{cite journal |author=Chen KT, Twu SJ, Chang HJ, Lin RS |title=Outbreak of Stevens-Johnson syndrome/toxic epidermal necrolysis associated with mebendazole and metronidazole use among Filipino laborers in Taiwan |journal=Am J Public Health |volume=93 |issue=3 |pages=489–92 |year=2003 |month=March |pmid=12604501 |pmc=1447769 |doi= 10.2105/AJPH.93.3.489|url=http://www.ajph.org/cgi/pmidlookup?view=long&pmid=12604501}}</ref> | [[Stevens-Johnson syndrome]] (toxic epidermal necrolysis) when mebendazole is combined with high doses of metronidazole.<ref name="pmid12604501">{{cite journal |author=Chen KT, Twu SJ, Chang HJ, Lin RS |title=Outbreak of Stevens-Johnson syndrome/toxic epidermal necrolysis associated with mebendazole and metronidazole use among Filipino laborers in Taiwan |journal=Am J Public Health |volume=93 |issue=3 |pages=489–92 |year=2003 |month=March |pmid=12604501 |pmc=1447769 |doi= 10.2105/AJPH.93.3.489|url=http://www.ajph.org/cgi/pmidlookup?view=long&pmid=12604501}}</ref> | ||
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== See also == | == See also == | ||
* [[Metronidazole]] | * [[Metronidazole]] | ||
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== References == | == References == | ||
{{reflist|2}} | {{reflist|2}} | ||
| + | |||
| + | == External links == | ||
| + | * [http://www.janssen-cilag.co.uk/product/detail.jhtml?itemname=vermox_info&s=0&_requestid=668627 Vermox] (UK manufacturer's website) | ||
{{Anthelmintics}} | {{Anthelmintics}} | ||
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| − | {{ | + | {{antiinfective-drug-stub}} |
[[cs:Mebendazol]] | [[cs:Mebendazol]] | ||
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[[pt:Mebendazol]] | [[pt:Mebendazol]] | ||
[[ru:Мебендазол]] | [[ru:Мебендазол]] | ||
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[[sv:Mebendazol]] | [[sv:Mebendazol]] | ||
[[Category:2Fix]] | [[Category:2Fix]] | ||
Latest revision as of 15:42, 27 September 2010
| 200px | |
| Systematic (IUPAC) name | |
|---|---|
|
methyl (5-benzoyl-1H-benzimidazol-2-yl)carbamate | |
| Clinical data | |
| Pregnancy category |
|
| Routes of administration | Oral |
| Pharmacokinetic data | |
| Metabolism | Hepatic |
| Biological half-life | 2.5 to 5.5 hours |
| Identifiers | |
| CAS Number | 31431-39-7 |
| ATC code | P02CA01 (WHO) QP52AC09 |
| PubChem | CID 4030 |
| DrugBank | APRD01086 |
| ChemSpider | 3890 |
| Chemical data | |
| Formula | C16H13N3O3 |
| Molar mass | 295.293 g/mol[[Script error: No such module "String".]] |
| Script error: No such module "collapsible list". | |
| Physical data | |
| Melting point | 288.5 °C (551.3 °F) |
| (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.
Mechanism
Mebendazole is thought to kill worms by selectively inhibiting the synthesis of microtubules, impairing the parasite's ability to utilise glucose.Mebendazole slowly immobilize and kills parasitic worms probably by inhibiting their micro tubular transport system. It is also believed that it acts by destroying the cytoplasmic micro tubes in the worm's intestinal cells thereby blocking uptake of glucose and other nutrients resulting to death of the helminth. It is a highly effective broad spectrum anti elminitic indicated for the treatment of nemotode infestations including round worm, whip worm,thread worm and hook worm. It is poorly absorbed and has no systematic effects.
Dosage
Oral dosage for treatment of pinworms is 100 mg per dose, with one dose taken every two weeks.[citation needed] This regimen 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]
Adverse Reactions - Side Effects : Transient abdominal pain,diarrhea,slight headache,fever,dizziness,exanthema, urticaria and angioedema.
Drug interactions
Carbamazepine and phenytoin lower 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]
See also
References
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<references />, or <references group="..." />External links
- Vermox (UK manufacturer's website)
| 50px | This antiinfective drug article is a stub. You can help ssf by expanding it. |
de:Mebendazol es:Mebendazol fa:مبندازول fr:Mébendazole hu:Mebendazol nl:Mebendazol pl:Mebendazol pt:Mebendazol ru:Мебендазол
sv:Mebendazol- ↑ "Drug Interactions". Retrieved 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
- ↑ Lua error in package.lua at line 80: module 'Module:Citation/CS1/Suggestions' not found.
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