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6-Aminonicotinic acid

6-Aminonicotinic acid Basic information
Product Name:6-Aminonicotinic acid
Synonyms: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;2-Amino-5-carboxypyridine
CAS:3167-49-5
MF:C6H6N2O2
MW:138.12
EINECS:221-630-4
Product Categories:Aromatics;Chemical Amines;Heterocycles;Carboxylic Acids;AMINOACID;Amines;blocks;Carboxes;Pyridines;Pyridine;pyridine derivative;Pyridines, Pyrimidines, Purines and Pteredines;pharmacetical;Pyridine series;Carboxylic Acids;Organic acids
Mol File:3167-49-5.mol
6-Aminonicotinic acid Structure
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
form Powder
pka2.86±0.10(Predicted)
color White to beige
Water Solubility ca 1.0 g/L (20 ºC)
Merck 14,456
BRN 115992
CAS DataBase Reference3167-49-5(CAS DataBase Reference)
NIST Chemistry ReferenceNicotinic acid, 6-amino-(3167-49-5)
EPA Substance Registry System3-Pyridinecarboxylic acid, 6-amino- (3167-49-5)
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 Information
ProviderLanguage
6-Aminopyridine-3-carboxylic acid English
SigmaAldrich English
ACROS English
ALFA English
6-Aminonicotinic acid Usage And Synthesis
Chemical PropertiesLight yellow Cryst
UsesAntiproliferative
Uses6-Aminopyridine-3-carboxylic acid (6-Aminonicotinic acid) was used in the preparation of resin-bound 2-aminoazine.
Application6-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).
DefinitionChEBI: An aminonicotinic acid in which the amino group is situated at position 6 of the pyridine ring.
General DescriptionElectrosynthesis 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 MethodsCrystallise the acid from aqueous acetic acid. Dry it in vacuo at 70o. [Beilstein 22 III/IV 6726.]
6-(1H-Pyrazol-1-yl)nicotinic acid 6-(1H-Pyrrol-1-yl)pyridine-3-carboxylic acid Ethyl 2-aminopyridine-3-carboxylate DIETHYL 2-(2-[1-(6-FLUORO-2-PYRIDINYL)-4-PIPERIDINYLIDENE]HYDRAZINO)-6-HYDROXY-3,5-PYRIDINEDICARBOXYLATE ACETAMINOPHENOL BP/USP 2-ACETAMIDO-5-PYRIDINECARBOXYLIC ACID 6-(1H-IMIDAZOL-1-YL)NICOTINIC ACID METHYL 6-(1H-IMIDAZOL-1-YL)NICOTINATE EC 2.6.1.2 DIETHYL 2-(2-(1-[3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL]-4-PIPERIDINYLIDENE)HYDRAZINO)-6-HYDROXY-3,5-PYRIDINEDICARBOXYLATE DIETHYL 2-HYDROXY-6-[2-(1-METHYL-4-PIPERIDINYLIDENE)HYDRAZINO]-3,5-PYRIDINEDICARBOXYLATE Methyl 6-(1H-pyrazol-1-yl)pyridine-3-carboxylate Chromium picolinate 4-[(2,2-DIMETHYLPROPANOYL)AMINO]NICOTINIC ACID 4-AMINONICOTINIC ACID,4-AMINONICOTINIC ACID, 98.5%,4-Aminonicotinic acid 99% CARBOXYLIC ACID 5-(Dimethylamino)nicotinic Acid DIETHYL 2-HYDROXY-6-(2-PHENYLHYDRAZINO)-3,5-PYRIDINEDICARBOXYLATE
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