Structure
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2-Aminonicotinic acid

Structure
Product Name
2-Aminonicotinic acid
CAS No.
5345-47-1
Chemical Name
2-Aminonicotinic acid
Synonyms
2-AMINOPYRIDINE-3-CARBOXYLIC ACID;NSC 3049;AKOS 92162;2- aMinoacid;H-NH(2)NICOT-OH;H-NH(2)PYRD(3)-OH;AKOS BBS-00003845;TIMTEC-BB SBB004188;RARECHEM AL BO 2388;2-AMINONICOTINIC ACID
CBNumber
CB0120818
Molecular Formula
C6H6N2O2
Formula Weight
138.12
MOL File
5345-47-1.mol
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2-Aminonicotinic acid Property

Melting point:
295-297 °C (dec.)(lit.)
Boiling point:
253.51°C (rough estimate)
Density 
1.3471 (rough estimate)
refractive index 
1.5100 (estimate)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
solubility 
DMSO
pka
2.94±0.10(Predicted)
form 
Crystalline Powder
color 
Off-white to light yellow
Water Solubility 
soluble
BRN 
119031
InChI
InChI=1S/C6H6N2O2/c7-5-4(6(9)10)2-1-3-8-5/h1-3H,(H2,7,8)(H,9,10)
InChIKey
KPIVDNYJNOPGBE-UHFFFAOYSA-N
SMILES
C1(N)=NC=CC=C1C(O)=O
CAS DataBase Reference
5345-47-1(CAS DataBase Reference)
EPA Substance Registry System
2-Aminonicotinic acid (5345-47-1)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
22-24/25-37/39-26-36
WGK Germany 
3
TSCA 
T
HazardClass 
IRRITANT
HS Code 
29333999
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
A68300
Product name
2-Aminopyridine-3-carboxylic acid
Purity
98%
Packaging
5g
Price
$60.1
Updated
2025/07/31
Sigma-Aldrich
Product number
A68300
Product name
2-Aminopyridine-3-carboxylic acid
Purity
98%
Packaging
25g
Price
$118
Updated
2025/07/31
TCI Chemical
Product number
A0994
Product name
2-Aminonicotinic Acid
Purity
>98.0%(T)
Packaging
5g
Price
$28
Updated
2025/07/31
TCI Chemical
Product number
A0994
Product name
2-Aminonicotinic Acid
Purity
>98.0%(T)
Packaging
25g
Price
$82
Updated
2025/07/31
TRC
Product number
A618380
Product name
2-Aminonicotinic Acid
Packaging
50g
Price
$220
Updated
2021/12/16
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2-Aminonicotinic acid Chemical Properties,Usage,Production

Structure

2-aminonicotinic acid (or 2-aminopyridine-3-carboxylic acid, abbreviated ANA) can be a model compound for reactions containing carboxylic and amino groups attached to the pyridine ring. X-ray diffraction studies have shown that in the molecular crystal phase, ANA occurs as a zwitterion in which protonation occurs at the nitrogen atom of the pyridine ring. Infrared spectra of ANA molecular crystal have confirmed that intra- and intermolecular hydrogen bonds are present in its structure. Karabacak et al. investigated the tautomerism of ANA using electronic structure calculations (B3LYP/6-311++G(d,p)) and identified four amino tautomers. Furthermore, Nayak and Dogra optimized the structures of two amino and two imino structures at the B3LYP/6-31G** level. On the basis of both experimental data (absorption and fluorescence spectra) and electronic structure calculations, these authors concluded that ANA is present in solutions as the amino form in both the S0 and S1 states, whereas the imino forms are absent. ANA exists as a molecular species in non-polar and polar aprotic solvents and as a zwitterion in polar protic solvents[1].

Chemical Properties

Off-white to light yellow crystalline powder

Uses

A component of hair dyes.

Uses

2-Aminopyridine-3-carboxylic acid can be used as:

  • A ligand to prepare copper(II)-organic coordination compounds.
  • A reactant to prepare pyrido[2′,1′:2,3]imidazo[4,5-c]isoquinolines by reacting with trimethylsilyl cyanide and phthalaldehyde.
  • A reactant to synthesize organo-soluble and thermally stable poly(thiourea-amide-imide) polymers.

Definition

ChEBI: An aminonicotinic acid in which the amino group is situated at position 2 of the pyridine ring.

Synthesis

5860-70-8

5345-47-1

Step 4. 30 mL of 5 mol-L?1 sodium hydroxide solution was added to a 100 mL flask and cooled to 5 °C. After cooling to 5 °C, 0.02 mol of bromine was added slowly and the reaction was stirred for 0.5 hours. Subsequently, 0.02 mol 2-aminopyridine-3-carboxylic acid was added and the temperature was raised to 85 °C and kept for 2 hours for the reaction. Step 5: After completion of the reaction, the reaction mixture was concentrated under reduced pressure to remove some of the solvent. After cooling, the pH was adjusted to 7 with dilute hydrochloric acid and the precipitate was collected by filtration. The resulting solid was dried and evaporated to give final crystals of 2-aminopyridine-3-carboxylic acid as a white solid.

References

[1] M. Pagacz-Kostrzewa . “Phototransformations of 2-aminonicotinic acid resolved with matrix isolation infrared spectroscopy and ab initio calculations.” Journal of Photochemistry and Photobiology A-chemistry 410 (2021): Article 113187.

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Raw materials

Preparation Products

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View Lastest Price from 2-Aminonicotinic acid manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
2-Aminonicotinic acid 5345-47-1
Price
US $0.00-0.00/Kg/Drum
Min. Order
1KG
Purity
98%min
Supply Ability
10 tons
Release date
2021-05-31
Hebei Fengjia New Material Co., Ltd
Product
2-Aminonicotinic acid 5345-47-1
Price
US $3.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
100000
Release date
2024-08-08
Hebei Chuanghai Biotechnology Co., Ltd
Product
2-Aminonicotinic acid 5345-47-1
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-11-14

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