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A77989

Sigma-Aldrich

2-Aminopyridine

≥99%

Synonym(s):

o-Aminopyridine, 2-AP, 2-Pyridinamine, 2-Pyridylamine

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About This Item

Empirical Formula (Hill Notation):
C5H6N2
CAS Number:
504-29-0
Molecular Weight:
94.11
Beilstein:
105785
EC Number:
207-988-4
MDL number:
MFCD00006312
UNSPSC Code:
12352100
PubChem Substance ID:
24891282
NACRES:
NA.22

Assay

≥99%

form

crystals

bp

204-210 °C (lit.)

mp

54-58 °C (lit.)

SMILES string

Nc1ccccn1

InChI

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

InChI key

ICSNLGPSRYBMBD-UHFFFAOYSA-N

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General description

2-Aminopyridine is a basic building block of several heterocyclic compounds and Schiff bases.

Application

2-Aminopyridine (2AP) is a derivatizing agent which can be used as a fluorescent label for oligosaccharide detection, chromatographic separation, fluorometric or mass spectrometric analysis.
2AP and its derivatives are good candidates for antimicrobial, anticorrosion and molecular sensing applications.

Pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

Signal Word

Danger

Hazard Statements

H301 + H311,H314,H412

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Skin Corr. 1A

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

197.6 °F - closed cup

Flash Point(C)

92 °C - closed cup

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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2-Aminopyridine derivative as fluorescence `On?Off?molecular switch for selective detection of Fe3+/Hg2+.
Koner RR, et al.
Tetrahedron Letters, 53(18), 2302-2307 (2012)
Structure analyses of oligosaccharides by tagging of the reducing end sugars with a fluorescent compound.
Hase S, et al.
Biochemical and Biophysical Research Communications, 85(1), 257-263 (1978)
A combined strategy for glycan profiling: a model study with pyridylaminated oligosaccharides.
Kamekawa N, et al.
Journal of Biochemistry, 140(3), 337-347 (2006)
Aminopyrimidine derivatives as inhibitors for corrosion of 1018 carbon steel in nitric acid solution.
Abdallah M, et al.
Corrosion Science, 48(7), 1639-1654 (2006)
De facto molecular weight distributions of glucans by size-exclusion chromatography combined with mass/molar-detection of fluorescence labeled terminal hemiacetals.
Praznik W and Huber A
Journal of Chromatography. B, Biomedical Applications, 824(1-2), 295-307 (2005)
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Protocols

Mass Spectrometry of Glycans

Explore mass spectrometry analysis of glycans for glycomic & glycoproteomic neutral & acidic glycan analysis. See a general mass spec glycan analysis procedure.

Mass Spectrometry of Glycans

Explore mass spectrometry analysis of glycans for glycomic & glycoproteomic neutral & acidic glycan analysis. See a general mass spec glycan analysis procedure.

Mass Spectrometry of Glycans

Explore mass spectrometry analysis of glycans for glycomic & glycoproteomic neutral & acidic glycan analysis. See a general mass spec glycan analysis procedure.

Mass Spectrometry of Glycans

Explore mass spectrometry analysis of glycans for glycomic & glycoproteomic neutral & acidic glycan analysis. See a general mass spec glycan analysis procedure.

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