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| {{drugbox | | __NOTOC__ |
| | IUPAC_name = N,6,6-trimethyl-N-(naphthalen-1-ylmethyl) hept-2-en-4-yn-1-amine
| | {{Terbinafine}} |
| | image = Terbinafine.png
| | {{CMG}} |
| | CAS_number = 91161-71-6
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| | ATC_prefix = D01
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| | ATC_suffix = AE15
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| | ATC_supplemental = {{ATC|D01|BA02}}
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| | PubChem = 5402
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| | DrugBank = APRD00508
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| | C=21 | H=25 | N=1
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| | molecular_weight = 291.43 g/mol
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| | bioavailability = Readily absorbed
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| | protein_bound = >99%
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| | metabolism = [[Hepatic]]
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| | elimination_half-life = 36 hours
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| | pregnancy_category = B
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| | legal_status =
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| | routes_of_administration = Oral [[topical]]
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| }} | |
| {{SI}} | |
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| | ==Overview== |
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| '''Terbinafine hydrochloride''' ('''Lamisil''' in UK, US, France, Canada, Romania and Hungary, also sold under the name '''Terbisil''') is a synthetic [[allylamine]] [[antifungal]]. It is highly [[lipophilic]] in nature and tends to accumulate in skin, [[Nail (anatomy)|nails]], and fatty tissues. As a generic it is sold under the name '''Zabel''' in Australia. It is now also available as a generic in the U.S.
| | ==Category== |
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| ==Pharmacology== | | ==US Brand Names== |
| Terbinafine [[hydrochloride]] is a white fine crystalline powder that is freely soluble in [[methanol]] and [[methylene chloride]], soluble in [[ethanol]], and slightly soluble in water.
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| Like other allylamines, terbinafine inhibits [[ergosterol]] synthesis by inhibiting [[squalene epoxidase]], an enzyme that is part of the fungal [[cell wall]] synthesis pathway.
| | ==FDA Package Insert== |
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| ==Indications==
| | ''' [[Terbinafine description|Description]]''' |
| Terbinafine is mainly effective on the [[dermatophytes]] group of fungi.
| | '''| [[Terbinafine clinical pharmacology|Clinical Pharmacology]]''' |
| | | '''| [[Terbinafine microbiology|Microbiology]]''' |
| As a 1% cream or powder it is used for superficial skin infections such as [[jock itch]] (''Tinea cruris''), [[athlete's foot]] (''Tinea pedis'') and other types of [[ringworm]].
| | '''| [[Terbinafine indications and usage|Indications and Usage]]''' |
| | | '''| [[Terbinafine contraindications|Contraindications]]''' |
| Oral 250mg tablets are often prescribed for the treatment of [[onychomycosis]] of the [[toenail]] or fingernail due to the dermatophyte [[Tinea unguium]]. Fungal nail infections are located deep under the nail in the [[cuticle]] to which topically applied treatments are unable to penetrate in sufficient amounts. The tablets may, rarely, cause [[hepatotoxicity]], so patients are warned of this and may be monitored with [[liver function tests]]. Alcohol consumption should also be avoided while taking terbinafine.
| | '''| [[Terbinafine warnings and precautions|Warnings and Precautions]]''' |
| | | '''| [[Terbinafine adverse reactions|Adverse Reactions]]''' |
| ===Specific US issues===
| | '''| [[Terbinafine drug interactions|Drug Interactions]]''' |
| Many health insurance companies consider these infections to be a cosmetic problem, and either do not cover the cost of the months-long course of Lamisil, which can run into the thousands of dollars, or recommend use of less expensive alternatives like [[fluconazole]].
| | '''| [[Terbinafine overdosage|Overdosage]]''' |
| | | '''| [[Terbinafine clinical studies|Clinical Studies]]''' |
| '''FDA approval''' | | '''| [[Terbinafine dosage and administration|Dosage and Administration]]''' |
| | | '''| [[Terbinafine how supplied|How Supplied]]''' |
| The FDA has approved the first generic versions of prescription Lamisil (terbinafine hydrochloride) tablets. The remaining patent or exclusivity for Lamisil expired on [[June 30]], [[2007]].
| | '''| [[Terbinafine labels and packages|Labels and Packages]]''' |
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| On [[September 28]], [[2007]], the [[U.S.]] [[Food and Drug Administration]] stated that Lamisil (terbinafine hydrochloride, by [[Novartis AG]]) is a new [[treatment]] approved for use by [[children]] aged 4 up. The [[antifungal]] [[granules]] that can be sprinkled on a child's food to treat [[ringworm]] of the scalp, [[Tinea capitis]]. <ref>[http://www.reuters.com/article/governmentFilingsNews/idUSN2820532120070928 Reuters, US FDA approves oral granules for scalp ringworm]</ref>
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| | ==Mechanism of Action== |
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| ==References== | | ==References== |
| <div class="references-small">
| | {{Reflist|2}} |
| {{reflist|2}} | |
| </div>
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| {{Antifungals}}
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| [[Category:Antifungals]]
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| [[Category:Novartis]]
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| [[es:Terbinafina]]
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| [[ja:塩酸テルビナフィン]]
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| [[nl:Terbinafine]]
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| [[pt:Terbinafina]]
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| [[he:טרבינאפין]]
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| {{WH}}
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| {{WikiDoc Sources}}
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| {{jb1}}
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