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Sigma-Aldrich

2-Amino-3-hydroxypyridine

98%

Synonym(s):

2-Amino-3-pyridinol

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About This Item

Empirical Formula (Hill Notation):
C5H6N2O
CAS Number:
Molecular Weight:
110.11
Beilstein:
109868
EC Number:
MDL number:
UNSPSC Code:
12352100
eCl@ss:
39151903
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

mp

168-172 °C (lit.)

SMILES string

Nc1ncccc1O

InChI

1S/C5H6N2O/c6-5-4(8)2-1-3-7-5/h1-3,8H,(H2,6,7)

InChI key

BMTSZVZQNMNPCT-UHFFFAOYSA-N

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General description

2-Amino-3-hydroxypyridine forms complexes with number of transition metals. It inhibits the corrosion of aluminium and copper in acidic solutions. It undergoes condensation with 2-hydroxy-1-naphthaldehyde and 2-hydroxybenzaldehyde to form Schiffs bases. It is useful in the preparation of clinical anti-inflammatory analgesics.

Application

2-Amino-3-hydroxypyridine was used as reagent in reaction of dimethyl acetylenedicarboxylate and triphenylphosphine to yield functionalized coumarins and 1,4-oxazines.

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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1 H NMR, IR and UV/VIS Spectroscopic Studies of Some Schiff Bases Derived From 2-Aminobenzothiazole and 2-Amino-3-hydroxypyridine.
Issa RM, et al.
J. Chin. Chem. Soc., 55(4), 875-884 (2008)
Synthesis and characterization of some transition metal complexes of 2-amino-3-hydroxypyridine and its application in corrosion inhibition.
Mostafa SI and El-Maksoud SA.
Monatshefte fur Chemie / Chemical Monthly, 129(5), 455-466 (1998)
Vinyltriphenylphosphonium salt mediated synthesis of 1, 4-benzoxazine and coumarin derivatives.
Yavari I, et al.
Tetrahedron, 58(34), 6895-6899 (2002)

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