Structure via PubChem · Public domain (PubChem)
rimantadine
Sign in to saveAlso known as Rimantadinum, Flumadine, SID29215455, Rimantadin
Rimantadine (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. Rimantadine can mitigate symptoms, including fever. Both rimantadine and the similar drug amantadine are derivates of adamantane. Rimantadine is found to be more effective than amantadine because when used the patient displays fewer symptoms. Rimantadine was approved by the Food and Drug Administra
Key facts
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 464382566
- Drug.IUPAC_name
- 1-(adamantanyl)ethanamine
- Drug.image
- Rimantadine.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 125
- Drug.image2
- Rimantadine ball-and-stick model.png
- Drug.image_class2
- bg-transparent
- Drug.width2
- 150
- Drug.chirality
- Racemic mixture
- Drug.tradename
- Flumadine
- Drug.MedlinePlus
- a698029
- Drug.pregnancy_category
- C (United States)
- Drug.legal_US
- Rx-only
- Drug.routes_of_administration
- Oral
- Drug.bioavailability
- well absorbed
- Drug.protein_bound
- 40%
- Drug.metabolism
- Hepatic hydroxylation and glucuronidation
via Wikipedia infobox
Chemical data
- Formula
- C12H21N
- Molecular weight
- 179.3 g/mol
- IUPAC name
- 1-(1-adamantyl)ethanamine
- SMILES
- CC(C12CC3CC(C1)CC(C3)C2)N
- InChIKey
- UBCHPRBFMUDMNC-UHFFFAOYSA-N
- XLogP
- 2.6
- Polar surface area
- 26 Ų
- H-bond donors
- 1
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Research
971 papers- Rimantadine: a clinical perspective.The Annals of pharmacotherapy · 1995
- Amantadine and rimantadine for influenza A in children and the elderly.The Cochrane database of systematic reviews · 2014
- Amantadine and rimantadine for influenza A in adults.The Cochrane database of systematic reviews · 2006
- Study of rimantadine in the USSR: a review of the literature.Reviews of infectious diseases · 1981
- Rimantadine and seizures.Annals of internal medicine · 1989
via PubMed
~6 min read
Encyclopedic overview
16 sectionsContents
- Medical uses
- Influenza A
- Influenza resistance
- Rimantadine enantiomers interactions with M2
- Parkinson's disease
- Others
- Side effects
- Interactions
- Pharmacology
- Pharmacodynamics
- Chemistry
- Synthesis
- History
- See also
- References
- External links
Rimantadine (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. Rimantadine can mitigate symptoms, including fever. Both rimantadine and the similar drug amantadine are derivates of adamantane. Rimantadine is found to be more effective than amantadine because when used the patient displays fewer symptoms. Rimantadine was approved by the Food and Drug Administration (FDA) in 1994.
Rimantadine was approved for medical use in 1993. Seasonal H3N2 and 2009 pandemic flu samples tested have shown resistance to rimantadine, and it is no longer recommended to prescribe for treatment of the flu.
Excerpted from Wikipedia’s “rimantadine” article, available under the CC BY-SA 4.0 licence.