4-Aminopyridine

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Synonyms: 4-Aminopyridine, 4-AP, Dalfampridine, Fampridine, 4-Pyridinamine, 4-Pyridylamine, Neurelan, Ampyra

IUPAC Name:

Functional Activity:

4-Aminopyridine is one of the three isomeric amines of pyridine. It is a non-selective voltage-dependent K+-channel blocker (IC₅₀ values are 170 and 230 μM at Kv1.1 and Kv1.2 respectively). 4-AP is used primarily as a research tool, in characterizing subtypes of potassium channel, and has also been used 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. 4-AP has been used clinically in Lambert-Eaton myasthenic syndrome and multiple sclerosis. It acts by blocking potassium channels, prolonging action potentials and thereby increasing neurotransmitter release at the neuromuscular junction. The drug has been shown to reverse tetrodotoxin toxicity in animal experiments.

Technical Data:

M.Wt: 94.12

Formula: C₅H₆N₂

Solubility: Soluble to 100 mM in water

Purity: >97%

Storage: Dessicate at RT

CAS No.: 504-24-5

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References for 4-Aminopyridine:

1. Bever, C. T., Jr. 10 questions about 4-aminopyridine and the treatment of multiple sclerosis. Neurologist, 15: 161-162, 2009.

2. Smith, C., Kongsamut, S., Wang, H., Ji, J., Kang, J., and Rampe, D. In Vitro electrophysiological activity of nerispirdine, a novel 4-aminopyridine derivative. Clin Exp Pharmacol Physiol, 36: 1104-1109, 2009.

3. De Cauwer, H., De Wolf, P., Couvreur, F., and Mortelmans, L. An unusual case of 4-aminopyridine toxicity in a multiple sclerosis patient: epileptic disorder or toxic encephalopathy? Acta Neurol Belg, 109: 40-41, 2009.

4. Chapman, R. J., Cilia La Corte, P. F., Asghar, A. U., and King, A. E. Network-based activity induced by 4-aminopyridine in rat dorsal horn in vitro is mediated by both chemical and electrical synapses. J Physiol, 587: 2499-2510, 2009.

5. Badruddin, A., Menon, R. S., and Reder, A. T. 4-Aminopyridine toxicity mimics autoimmune-mediated limbic encephalitis. Neurology, 72: 1100-1101, 2009.

6. Blight, A. R. and Henney, H. R., 3rd Pharmacokinetics of 14C-radioactivity after oral intake of a single dose of 14C-labeled fampridine (4-aminopyridine) in healthy volunteers. Clin Ther, 31: 328-335, 2009.

Certificate of Analysis/MSDS is available upon request with lot number