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amantadine

Structure via PubChem · Public domain (PubChem)

EntityQ409761· pop 36· linked from 1,990 articles

amantadine

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Also known as Symadine®, 1-adamantylamine, 1-aminoadamantane, 1-adamantanamine, tricyclo[3.3.1.1(3,7)]decane-1-amine, tricyclo[3.3.1.1(3,7)]decan-1-amine, tricyclo[3.3.1.1(3,7)]decan-1-ylamine, Aminoadamantane

Amantadine, sold under the brand name Gocovri among others, is a medication used to treat dyskinesia associated with parkinsonism and influenza caused by type A influenzavirus, though its use for the latter is no longer recommended because of widespread drug resistance. It is also used for a variety of other conditions. The drug is taken by mouth.

OverviewAI-generated

Amantadine is a chemical compound with the formula C₁₀H₁₇N. Its IUPAC name is adamantan-1-amine, and it has a mass of 151.1361. The defined daily dose for this substance is 0.2.

Chemical properties include a charge of 0, one hydrogen bond donor, and one hydrogen bond acceptor. The compound has an xlogp value of 2.4 and a topological polar surface area of 26. It is referenced by 1,990 other encyclopedia articles.

Synthesized by Vinony from 19 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.

Chemical data

Formula
C10H17N
Molecular weight
151.25 g/mol
IUPAC name
adamantan-1-amine
SMILES
C1C2CC3CC1CC(C2)(C3)N
InChIKey
DKNWSYNQZKUICI-UHFFFAOYSA-N
XLogP
2.4
Polar surface area
26 Ų
H-bond donors
1
H-bond acceptors
1
Formal charge
0

via PubChem

Research

8,746 papers

via PubMed

~24 min read

Encyclopedic overview

36 sections
Contents
  • Medical uses
  • Parkinson's disease
  • Influenza A
  • Extrapyramidal symptoms
  • Off-label uses
  • Fatigue in multiple sclerosis
  • Disorders of consciousness
  • Brain injury recovery
  • Contraindications
  • Side effects
  • Neurological
  • Cardiovascular
  • Gastrointestinal
  • Skin
  • Kidney
  • Pregnancy and lactation
  • Interactions
  • Pharmacology
  • Mechanism of action
  • Central nervous system disorders
  • Influenza
  • Pharmacokinetics
  • Chemistry
  • History
  • Influenza A
  • Parkinson's disease
  • Society and culture
  • Names
  • Recreational use
  • Veterinary misuse
  • Research
  • Depression
  • Attention deficit hyperactivity disorder
  • COVID-19
  • References
  • External links

Amantadine, sold under the brand name Gocovri among others, is a medication used to treat dyskinesia associated with parkinsonism and influenza caused by type A influenzavirus, though its use for the latter is no longer recommended because of widespread drug resistance. It is also used for a variety of other conditions. The drug is taken by mouth.

Amantadine has a mild side-effect profile. Common neurological side effects include drowsiness, lightheadedness, dizziness, and confusion. Because of its effects on the central nervous system (CNS), it should be combined cautiously with additional CNS stimulants or anticholinergic drugs. Given that it is cleared by the kidneys, amantadine is contraindicated in persons with end-stage kidney disease. Due to its anticholinergic effects, it should be taken with caution by those with enlarged prostates or glaucoma.

Excerpted from Wikipedia’s “amantadine” article, available under the CC BY-SA 4.0 licence.

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