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A78403

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:
12352100
PubChem Substance ID:
NACRES:
NA.22

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General description

4-aminopyridine is a ligand and an ion channel modulator used as an acetylcholine release enhancing agent.

Application

4-Aminopyridine (4-AP) can be used as a:
  • Catalyst in the regioselective acylation of N-tosylhydrazide.
  • Starting material in the synthesis of 4-aminopyridine derivatives for neurological disorder studies.
  • Precursor for the synthesis of enantiomerically pure 4-(pyrrolidino)pyridine (PPY) derivatives by cyclocondensation reaction.

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Development of novel 4-aminopyridine derivatives as potential treatments for neurological injury and disease
Smith DT, et al.
European Journal of Medicinal Chemistry, 40(9), 908-917 (2005)
Effect of protonated aminopyridines on the structural divergences of M (II)--malonate complexes (M= Cu, Ni, Co)
Amrita D et al.
Polyhedron, 29, 1317-1325 (2010)
4-Aminopyridine derivatives with antiamnesic activity
Aldo A et al.
European Journal of Medicinal Chemistry, 35, 77-82 (2000)
4-Aminopyridine catalyzed direct and regioselective acylation of N-tosylhydrazide
Namba K, et al.
Organic Letters, 11(21), 4970-4973 (2009)
Synthesis of C 2-symmetric analogues of 4-(pyrrolidino) pyridine: new chiral nucleophilic catalysts
Spivey AC, et al.
Journal of the Chemical Society, Part 1, 1(20), 3460-3468 (2000)

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