Skip to content
dalfampridine

Structure via PubChem · Public domain (PubChem)

EntityQ372539· pop 17· linked from 375 articles

dalfampridine

Sign in to save

Also known as 4-aminopyridine, 4-AP, Ampyra®, EL-970, Avitrol, gamma-Aminopyridine, p-Aminopyridine, 4-Pyridylamine

thumb|right|240px|4-Aminopyridine 4-Aminopyridine (4-AP) is an organic compound with the chemical formula . It is one of the three isomeric aminopyridines. It is used as a research tool in characterizing subtypes of the potassium channel. It has also been used as a drug, to manage some of the symptoms of multiple sclerosis, and is indicated for symptomatic improvement of walking in adults with several variations of the disease. It was undergoing Phase III clinical trials , and the U.S. Food and Drug Administration (FDA) approved the compound on January 22, 2010. 4-AP has been used as trea

Key facts

Drug.drug_name
Fampridine
Drug.tradename
Ampyra, Fampyra, others
Drug.MedlinePlus
a611005
Drug.DailyMedID
Dalfampridine
Drug.DrugBank
DB06637
Drug.IUPAC_name
1,4-dihydropyridin-4-imine

via Wikipedia infobox

Chemical data

Formula
C5H6N2
Molecular weight
94.11 g/mol
IUPAC name
pyridin-4-amine
SMILES
C1=CN=CC=C1N
InChIKey
NUKYPUAOHBNCPY-UHFFFAOYSA-N
XLogP
0.3
Polar surface area
38.9 Ų
H-bond donors
1
H-bond acceptors
2
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Approved
Molecule type
Small molecule
First approval
2010
Admin. routes
oral
Indications
obstructive sleep apnea, cerebral palsy, stroke, motor neuron disease

via ChEMBL · EBI

Research

7,486 papers

via PubMed

Wikidata facts

Mass
94.053098
Has use
medication
Show 8 more facts
chemical formula
C₅H₆N₂
medical condition treated
multiple sclerosis
Commons category
4-Aminopyridine
canonical SMILES
C1=CN=CC=C1N
World Health Organisation international non-proprietary name
fampridine
defined daily dose
20
found in taxon
Houttuynia cordata
melting point
159
Sources (7)

via Wikidata · CC0

~8 min read

Encyclopedic overview

15 sections
Contents
  • Applications
  • Convulsant activity
  • Vertebrate pesticide
  • Medical use
  • Multiple sclerosis
  • Spinal cord injury
  • KCNA2-related disorders
  • Tetrodotoxin poisoning
  • Overdose
  • Contraindications
  • Branding
  • Research
  • Parkinson's disease
  • See also
  • References

thumb|right|240px|4-Aminopyridine 4-Aminopyridine (4-AP) is an organic compound with the chemical formula . It is one of the three isomeric aminopyridines. It is used as a research tool in characterizing subtypes of the potassium channel. It has also been used as a drug, to manage some of the symptoms of multiple sclerosis, and is indicated for symptomatic improvement of walking in adults with several variations of the disease. It was undergoing Phase III clinical trials , and the U.S. Food and Drug Administration (FDA) approved the compound on January 22, 2010. 4-AP has been used as treatment for KCNA2-related disorders with gene mutations that show a clear gain-of-function. Benefits include decreased seizures and improved ataxia, alertness, and cognition. Fampridine is also marketed as Ampyra (pronounced "am-PEER-ah", according to the maker's website) in the United States by Acorda Therapeutics and as Fampyra in the European Union, Canada, and Australia. In Canada, the medication has been approved for use by Health Canada since February 10, 2012.

==Applications== In the laboratory, 4-AP is a useful pharmacological tool in studying various potassium conductances in physiology and biophysics. It is a relatively selective blocker of members of Kv1 (Shaker, KCNA) family of voltage-activated K+ channels. However, 4-AP has been shown to potentiate voltage-gated Ca2+ channel currents independent of effects on voltage-activated K+ channels.

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

Gallery (3)