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{{drugbox
| IUPAC_name = 1-(1-adamantyl)ethanamine
| image = Rimantadine.png
| width = 84
| CAS_number = 13392-28-4
| ATC_prefix = J05
| ATC_suffix = AC02
| PubChem = 5071
| DrugBank = APRD01219
| C = 12 |H = 21 |N = 1
| molecular_weight = 179.302 [[Gram|g]]/[[Mole (unit)|mol]]
| bioavailability = well absorbed
| protein_bound = 40%
| metabolism = [[Liver|Hepatic]] [[hydroxylation]] and [[glucuronidation]]
| elimination_half-life = 25.4 ± 6.3 hours
| excretion = [[Kidney|Renal]]
| pregnancy_category = C <small>([[United States|U.S.]])</small>
| legal_status = ℞-only <small>(U.S.)</small>
| routes_of_administration = Oral
}}
{{SI}}
__NOTOC__
__NOTOC__
{{Rimantadine}}
{{CMG}}


==Overview==
'''Rimantadine''' ([[International Nonproprietary Name|INN]], sold under the trade name '''Flumadine''') is an orally administered [[antiviral drug]]used to treat, and in rare cases prevent, [[Influenzavirus A]] infection.  When taken within one to two days of developing symptoms, rimantadine can shorten the duration and moderate the severity of influenza. It is a derivate of [[adamantane]], like a similar drug [[amantadine]]. It was approved by the [[Food and Drug Administration]] (FDA) in 1994.


'''For patient information, please click [[Rimantadine (patient information)|here]]'''
==Category==
Antiviral
==US Brand Names==
Flumadine<sup>®</sup>
==FDA Package Insert==


'''Rimantadine''' ([[International Nonproprietary Name|INN]], sold under the trade name '''Flumadine''') is an orally administered [[antiviral drug]] used to treat, and in rare cases prevent, [[Influenzavirus A]] infection.  When taken within one to two days of developing symptoms, rimantadine can shorten the duration and moderate the severity of influenza. It is a derivate of [[adamantane]], like a similar drug [[amantadine]]. It was approved by the [[Food and Drug Administration]] (FDA) in 1994.
''' [[Rimantadine description|Description]]'''
'''| [[Rimantadine clinical pharmacology|Clinical Pharmacology]]'''
'''| [[Rimantadine microbiology|Microbiology]]'''
'''| [[Rimantadine indications and usage|Indications and Usage]]'''
'''| [[Rimantadine contraindications|Contraindications]]'''
'''| [[Rimantadine warnings and precautions|Warnings and Precautions]]'''
'''| [[Rimantadine adverse reactions|Adverse Reactions]]'''
'''| [[Rimantadine drug interactions|Drug Interactions]]'''
'''| [[Rimantadine overdosage|Overdosage]]'''
'''| [[Rimantadine clinical studies|Clinical Studies]]'''
'''| [[Rimantadine dosage and administration|Dosage and Administration]]'''
'''| [[Rimantadine how supplied|How Supplied]]'''
'''| [[Rimantadine labels and packages|Labels and Packages]]'''


==Mechanics==
==Mechanism of Action==


Scientists do not understand why rimantadine works, but believe it inhibits influenza's [[Virus#Viral replication|viral replication]], possibly by preventing the uncoating of the virus's protective shells, which are the [[Virus#Viral structure|envelope and capsid]].  Genetic studies suggest that the virus [[M2 protein]], an [[ion channel]] specified by virion M2 [[gene]], plays an important role in the susceptibility of influenza A virus to inhibition by rimantadine. Resistance to rimantadine can occur as a result of an amino acid substitutions at certain locations in the transmembrane region of M2. This prevents binding of the antiviral to the channel.
==References==
{{Reflist|2}}


==Drug interactions==
[[Category:Antiviral]]
 
[[Category:Wikinfect]]
Taking [[acetaminophen]] ([[Tylenol]]) or [[aspirin]] while taking rimantadine is known to reduce the body's uptake of rimantadine by approximately 12%.[http://www.fda.gov/cder/drug/antivirals/influenza/flumadine.htm] [[Cimetidine]] also affects the body's uptake of rimantadine.
 
==Adverse effects==
 
Rimantadine can produce [[gastrointestinal]] and [[central nervous system]] [[Adverse effect (medicine)|adverse effects]].  Studies have shown it produces fewer side effects than other anti-viral influenza treatments.  Approximately 6% of patients (compared to 6% of patients taking a placebo) reported side effects.[http://www.cdc.gov/flu/professionals/treatment/side-effects.htm] Common side effects include:
 
*[[nausea]]
*upset stomach
*nervousness
*tiredness
*lightheadedness
*trouble sleeping
*difficulty concentrating
 
==Other Uses==
 
Rimantadine, like its antiviral cousin [[amantadine]], possesses some NMDA antagonistic properties and is used as an antiparkinsonic drug (ie, in the treatment of [[Parkinson's Disease]]).  However, neither rimantadine nor amantadine are preferred agents for this therapy and are generally reserved for cases of the disease which are less responsive to front-line treatments.
 
==External links==
 
*[http://www.fda.gov/bbs/topics/ANSWERS/ANS00530.html U.S. FDA press release announcing rimantadine's approval]
*[http://www.fda.gov/cder/drug/antivirals/influenza/flumadine.htm U.S. Center for Drug Evaluation and Research rimantadine description]
*[http://www.nlm.nih.gov/medlineplus/druginfo/medmaster/a698029.html U.S. NIH rimantadine description]
*[http://www.cdc.gov/flu/professionals/treatment/index.htm U.S. CDC flu anti-viral treatment information]
 
{{Antivirals}}
{{Influenza}}
 
 
 
[[es:Rimantadina]]
[[fr:Rimantadine]]
[[th:ไรแมนตาดีน]]
[[zh:金刚乙胺]]
 
{{WikiDoc Help Menu}}
{{WikiDoc Sources}}
 
[[Category:Anti-influenza agents]]
[[Category:Influenza]]
[[Category:Infectious disease]]

Revision as of 19:44, 6 January 2014

Rimantadine
Flumadine® FDA Package Insert
Description
Clinical Pharmacology
Microbiology
Indications and Usage
Contraindications
Warnings and Precautions
Adverse Reactions
Drug Interactions
Overdosage
Dosage and Administration
How Supplied
Labels and Packages

Editor-In-Chief: C. Michael Gibson, M.S., M.D. [1]

Overview

Rimantadine (INN, sold under the trade name Flumadine) is an orally administered antiviral drugused to treat, and in rare cases prevent, Influenzavirus A infection. When taken within one to two days of developing symptoms, rimantadine can shorten the duration and moderate the severity of influenza. It is a derivate of adamantane, like a similar drug amantadine. It was approved by the Food and Drug Administration (FDA) in 1994.

Category

Antiviral

US Brand Names

Flumadine®

FDA Package Insert

Description | Clinical Pharmacology | Microbiology | Indications and Usage | Contraindications | Warnings and Precautions | Adverse Reactions | Drug Interactions | Overdosage | Clinical Studies | Dosage and Administration | How Supplied | Labels and Packages

Mechanism of Action

References