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Documenti fondamentali

275875

Sigma-Aldrich

4-Aminopyridine

≥99%

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C5H6N2
Numero CAS:
Peso molecolare:
94.11
Beilstein:
105782
Numero CE:
Numero MDL:
Codice UNSPSC:
12352100
ID PubChem:
NACRES:
NA.22

Livello qualitativo

Saggio

≥99%

Stato

solid

P. ebollizione

273 °C (lit.)

Punto di fusione

155-158 °C (lit.)

Solubilità

DMF: soluble(lit.)
DMSO: soluble(lit.)
THF: soluble(lit.)
acetone: soluble(lit.)
acetonitrile: soluble(lit.)
ethanol: soluble(lit.)
isopropanol: soluble(lit.)
methanol: soluble(lit.)
water: soluble(lit.)

Stringa SMILE

Nc1ccncc1

InChI

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

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Descrizione generale

4-Aminopyridine (4-AP) blocks the voltage-dependent potassium channels in other nerve membranes. 4-AP is a K+ channel blocker and causes epileptiform activity in in vitro preparations and is a potent convulsant in animals and man.

Applicazioni

4-Aminopyridine can be used as:
  • A reactant to prepare pharmacologically important 4-amino-N-pyridin-4-yl-butyramide hydrochloride.
  • A reactant to prepare cinnamic acid derivatives as potent cholinesterase inhibitors.
  • A starting material to prepare aza analogs of batracylin, a topoisomerase II inhibitor.

Avvertenze

Danger

Indicazioni di pericolo

Classi di pericolo

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

Codice della classe di stoccaggio

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

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

312.8 °F

Punto d’infiammabilità (°C)

156 °C

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


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S Yamaguchi et al.
Epilepsy research, 11(1), 9-16 (1992-03-01)
The K+ channel blocker 4-aminopyridine (4-AP) causes epileptiform activity in in vitro preparations and is a potent convulsant in animals and man. In mice, 4-AP produces behavioral activation, clonic limb movements and wild running, followed by tonic hindlimb extension and
Design, synthesis and evaluation of novel cinnamic acid derivatives bearing N-benzyl pyridinium moiety as multifunctional cholinesterase inhibitors for Alzheimer′s disease
Lan J-S, et al.
Journal of Enzyme Inhibition and Medicinal Chemistry, 32(1), 776-788 (2017)
H Bostock et al.
The Journal of physiology, 313, 301-315 (1981-01-01)
1. 4-Aminopyridine (4AP) and tetraethylammonium ions (TEA), which block voltage-dependent potassium channels in other nerve membranes, have been used to study nerve conduction in fibres of normal rat spinal roots and those demyelinated with diphtheria toxin. The pharmacological actions have
M B Gill et al.
British journal of pharmacology, 160(6), 1417-1429 (2010-07-02)
A new class of heterotricyclic glutamate analogues recently was generated by incorporating structural elements of two excitotoxic marine compounds, kainic acid and neodysiherbaine A. Rather than acting as convulsants, several of these 'IKM' compounds markedly depressed CNS activity in mice.
Silvia Ghirga et al.
Journal of the Optical Society of America. A, Optics, image science, and vision, 37(4), 643-652 (2020-05-14)
It has been recently demonstrated that the exposure of naive neuronal cells to light-at the basis of optogenetic techniques and calcium imaging measurements-may alter neuronal firing. Indeed, understanding the effect of light on nongenetically modified neurons is crucial for a

Global Trade Item Number

SKUGTIN
275875-1G4061826177662
275875-5G4061835554867

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