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Merck
CN

A0152

Sigma-Aldrich

4-Aminopyridine

≥98%

Synonym(s):

4-Pyridinamine, 4-Pyridylamine, 4AP, Fampridine

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About This Item

Empirical Formula (Hill Notation):
C5H6N2
CAS Number:
Molecular Weight:
94.11
Beilstein:
105782
EC Number:
MDL number:
UNSPSC Code:
12352200
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Assay

≥98%

bp

273 °C (lit.)

mp

155-158 °C (lit.)

SMILES string

Nc1ccncc1

InChI

1S/C5H6N2/c6-5-1-3-7-4-2-5/h1-4H,(H2,6,7)

InChI key

NUKYPUAOHBNCPY-UHFFFAOYSA-N

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Biochem/physiol Actions

Non-selective K+ channel blocker; reverses saxitoxin- and tetrodotoxin-induced cardiorespiratory depression; increases stimulation-induced release of acetylcholine; induces depolarization of GABA neurons.

Signal Word

Danger

Hazard Classifications

Acute Tox. 2 Oral - Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Aquatic Chronic 2 - Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

312.8 °F

Flash Point(C)

156 °C

Regulatory Information

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G N Tseng
The Journal of pharmacology and experimental therapeutics, 290(2), 569-577 (1999-07-20)
4-Aminopyridine (4AP) binding to rKv1.4 occurs preferentially in the activated state, whereas binding to rKv4.2 occurs in the rested state. To explore structural basis for the different state dependencies of 4AP binding, regions of rKv1.4 that are likely to form
V Armand et al.
Brain research, 841(1-2), 62-69 (1999-11-05)
Patients with absence epilepsy frequently develop convulsions later in life. We were therefore interested whether tissue from rats with a genetic absence epilepsy is more prone to seizure generation than normal animals. We compared the epileptiform activities induced by 4-aminopyridine
S A Doggrell et al.
Naunyn-Schmiedeberg's archives of pharmacology, 360(3), 317-323 (1999-10-30)
The effects of the outward rectifying potassium channel blocker, 4-aminopyridine, on contractile tone and on contractile responses to the spasmogens, 5-hydroxytryptamine and endothelin-1, were examined in pulmonary arteries (main and intralobar) and systemic vessels (aorta and mesenteric artery) from rats

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