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Merck
CN

36687

4-Aminopyridine

PESTANAL®, analytical standard

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C5H6N2
CAS Number:
504-24-5
Molecular Weight:
94.11
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329755452
EC Number:
207-987-9
Beilstein/REAXYS Number:
105782
MDL number:
MFCD00006439

Key Documents

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InChI key

NUKYPUAOHBNCPY-UHFFFAOYSA-N

InChI

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

SMILES string

Nc1ccncc1

grade

analytical standard

product line

PESTANAL®

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

bp

273 °C (lit.)

mp

155-158 °C (lit.)

application(s)

agriculture
environmental

format

neat

Quality Level

100

Gene Information

human ... KCNA1(3736), KCNA10(3744), KCNA2(3737), KCNA3(3738), KCNA4(3739), KCNA5(3741), KCNA6(3742), KCNA7(3743), KCNB1(3745), KCNB2(9312), KCNC1(3746), KCNC2(3747), KCNC3(3748), KCNC4(3749), KCND1(3750), KCND2(3751), KCND3(3752), KCNF1(3754), KCNG1(3755), KCNG2(26251), KCNG3(170850), KCNG4(93107), KCNH1(3756), KCNH2(3757), KCNH3(23416), KCNH4(23415), KCNH5(27133), KCNH6(81033), KCNH7(90134), KCNH8(131096), KCNQ1(3784), KCNQ2(3785), KCNQ3(3786), KCNQ4(9132), KCNQ5(56479), KCNS1(3787), KCNS2(3788), KCNS3(3790), KCNV1(27012), KCNV2(169522)

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General description

4-Aminopyridine is a small molecule potassium channel blocker, which stimulates the release of glutamate from nerve terminals and induces seizures. It can also be used as a drug that aims to improve ambulatory impairment, a major symptom of multiple sclerosis disease.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Legal Information

PESTANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

signalword

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

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

ppe

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

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
BCCG8622
BCCD4391
BCCB6978
BCBZ4641
BCBT9646

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4-Aminopyridine ameliorates experimental autoimmune neuritis in Lewis rats
Moriguchi K, et al.
Journal of Neuroimmunology, 305, 72-74 (2017)
Berberine attenuates convulsing behavior and extracellular glutamate and aspartate changes in 4-aminopyridine treated rats
Sadeghnia RH, et al.
Iranian Journal of Basic Medical Sciences, 20, 588-588 (2017)
Massimo Avoli et al.
Neurobiology of disease, 52, 168-176 (2012-12-29)
4-Aminopyridine (4AP, 50 μM) induces interictal- and ictal-like discharges in brain slices including parahippocampal areas such as the entorhinal cortex (EC) but the relation between these two types of epileptiform activity remains undifined. Here, by employing field potential recordings in
Jens Claassen et al.
Journal of neurology, neurosurgery, and psychiatry, 84(12), 1392-1399 (2013-07-03)
The effects of 4-aminopyridine (4-AP) on downbeat nystagmus (DBN) were analysed in terms of slow-phase velocity (SPV), stance, locomotion, visual acuity (VA), patient satisfaction and side effects using standardised questionnaires. Twenty-seven patients with DBN received 5 mg 4-AP four times
Michael T Roberts et al.
Neuron, 78(5), 923-935 (2013-06-15)
Feedforward inhibition sharpens the precision of neurons throughout ascending auditory pathways, including the binaural neurons of the medial superior olive (MSO). However, the biophysical influence of inhibition is poorly understood, particularly at higher frequencies at which the relative phase of
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