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6-Aminonicotinic acid

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6-Aminonicotinic acid Basic information

Product Name:
6-Aminonicotinic acid
Synonyms:
  • 3-Pyridinecarboxylic acid, 6-amino-
  • 6-amino-3-pyridinecarboxylicaci
  • 6-AMINONICOTINIC ACID
  • 6-AMINOPYRIDINE-3-CARBOXYLIC ACID
  • 2-AMINO-5-PYRIDINECARBOXYLIC ACID
  • 2-AMINOPYRIDINE-5-CARBOXYLIC ACID
  • RARECHEM AL BO 1167
  • TIMTEC-BB SBB004186
CAS:
3167-49-5
MF:
C6H6N2O2
MW:
138.12
EINECS:
221-630-4
Product Categories:
  • Aromatics
  • Chemical Amines
  • AMINOACID
  • Amines
  • Heterocycles
  • Carboxylic Acids
  • blocks
  • Carboxes
  • Pyridines
  • Pyridine
  • pyridine derivative
  • Pyridines, Pyrimidines, Purines and Pteredines
  • pharmacetical
  • Pyridine series
  • Carboxylic Acids
  • Organic acids
Mol File:
3167-49-5.mol
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6-Aminonicotinic acid Chemical Properties

Melting point:
>300 °C (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
pka
2.86±0.10(Predicted)
form 
Powder
color 
White to beige
Water Solubility 
ca 1.0 g/L (20 ºC)
Merck 
14,456
BRN 
115992
CAS DataBase Reference
3167-49-5(CAS DataBase Reference)
NIST Chemistry Reference
Nicotinic acid, 6-amino-(3167-49-5)
EPA Substance Registry System
3-Pyridinecarboxylic acid, 6-amino- (3167-49-5)
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Safety Information

Hazard Codes 
Xi,T
Risk Statements 
36/37/38-23/24/25
Safety Statements 
22-24/25-45-36/37/39-26
WGK Germany 
3
TSCA 
T
HazardClass 
IRRITANT
HS Code 
29333990

MSDS

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6-Aminonicotinic acid Usage And Synthesis

Chemical Properties

Light yellow Cryst

Uses

6-Aminopyridine-3-carboxylic acid (6-Aminonicotinic acid) was used in the preparation of resin-bound 2-aminoazine.

Uses

Antiproliferative

Application

6-Aminonicotinic acid is an inhibitor of bacterial DNA gyrase and topoisomerase IV. It has been shown to inhibit the growth of a number of bacteria, including E. coli K-12, with potent inhibitory activity against these enzymes. It binds to the active sites on these enzymes and prevents them from working. The detection time for 6-aminonicotinic acid is about 3 hours after exposure. It has been shown to be more potent than other inhibitors of bacterial DNA gyrase and topoisomerase IV such as 2,4-diaminopyrimidine (2,4DAP).

Definition

ChEBI: An aminonicotinic acid in which the amino group is situated at position 6 of the pyridine ring.

General Description

Electrosynthesis of 6-aminopyridine-3-carboxylic acid (6-aminonicotinic acid) by electrochemical reduction of 2-amino-5-bromo and 2-amino-5-chloropyridine in the presence of CO2 at silver electrode has been reported.

Purification Methods

Crystallise the acid from aqueous acetic acid. Dry it in vacuo at 70o. [Beilstein 22 III/IV 6726.]

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