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09340

Sigma-Aldrich

2-Aminopyridine

purum, ≥98.0% (NT)

Synonym(s):

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:
329748760
NACRES:
NA.22

grade

purum

Quality Level

100

Assay

≥98.0% (NT)

bp

204-210 °C (lit.)

mp

54-58 °C (lit.)
54-59 °C

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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Application

Used to label neutral and acidic glycans for fluorescent and UV detection in HPLC. 2-AP has also been used to derivatize sialyloligosaccharides for detection in FAB-MS.

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCC7170
BCBP8839V
1310744V
1310744
1305794

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Fotini N Lamari et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 793(1), 15-36 (2003-07-26)
Carbohydrates, either alone or as constituents of glycoproteins, proteoglycans and glycolipids, are mediators of several cellular events and (patho)physiological processes. Progress in the "glycome" project is closely related to the analytical tools used to define carbohydrate structure and correlate structure
M Okamoto
Bioscience, biotechnology, and biochemistry, 65(11), 2519-2527 (2002-01-17)
To establish a new protocol for sensitive detection and structural characterization of sialyl oligosaccharides, their sensitivities and structural information from mass spectrometry and tandem mass spectrometry with FAB-, ESI-, and MALDI were evaluated in detail. Among these ionization methods, FAB-MS
Honggen Wang et al.
Journal of the American Chemical Society, 132(38), 13217-13219 (2010-09-09)
A novel and efficient synthesis of pyrido[1,2-a]benzimidazoles through direct intramolecular aromatic C-H amination of N-aryl-2-aminopyridines has been developed. The reaction, cocatalyzed by Cu(OAc)(2) and Fe(NO(3))(3)·9H(2)O, is carried out in DMF under a dioxygen atmosphere. Diversified pyrido[1,2-a]benzimidazoles containing various substitution patterns
Daniela P Gouvêa et al.
Ultrasonics sonochemistry, 19(6), 1127-1131 (2012-04-10)
The efficient multicomponent synthesis of thiazolidinones from the reaction of arenealdehydes, mercaptoacetic acid and 2-picolilamine or 2-aminopyridine under ultrasound irradiation are reported. The reaction with 2-aminopyridine needs a Lewis acid catalysis to afford the corresponding 2-aryl-3-(pyridin-2-yl)-1,3-thiazolidin-4-ones. All novel compounds were
Thomas Zengeya et al.
Angewandte Chemie (International ed. in English), 51(50), 12593-12596 (2012-11-06)
Peptide nucleic acids containing thymidine and 2-aminopyridine (M) nucleobases form stable and sequence-selective triple helices with double-stranded RNA at physiologically relevant conditions. The M-modified PNA showed unique RNA selectivity by having two orders of magnitude higher affinity for the double-stranded
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