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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)

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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)
Application of 2-aminopyridine fluorescence labeling in the analysis of in vivo and in vitro metabolism of dextran sulfate sodium by size-exclusion high-performance liquid chromatography.
Araki Y, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 753(2), 209-215 (2001)
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)
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)
Assignment and quantification of 2-aminopyridine derivatized oligosaccharide isomers coeluted on reversed-phase HPLC/MS by MS n spectral library.
Takegawa Y, et al.
Analytical Chemistry, 76(24), 7294-7303 (2004)
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Protocols

Mass Spectrometry of Glycans

The development of modern mass spectrometry (MS) equipment with high resolution and mass accuracy has led to its use in analyzing glycans for both profiling and structural studies.

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