6-Aminonicotinic acid

Synonym(s):6-Aminonicotinic acid

CAS NO.：3167-49-5
Empirical Formula: C6H6N2O2
Molecular Weight: 138.12
MDL number: MFCD00006326
EINECS: 221-630-4
SAFETY DATA SHEET (SDS)
Update Date: 2024-11-05 08:26:49

What is 6-Aminonicotinic acid?

Chemical properties

Light yellow Cryst

The Uses of 6-Aminonicotinic acid

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

The Uses of 6-Aminonicotinic acid

Antiproliferative

Definition

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

What are the applications of 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).

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 CO₂at 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.]

Properties of 6-Aminonicotinic acid

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
form	Powder
pka	2.86±0.10(Predicted)
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)

Safety information for 6-Aminonicotinic acid

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up.