Identification | More | [Name]
6-Aminonicotinic acid | [CAS]
3167-49-5 | [Synonyms]
2-AMINO-5-PYRIDINECARBOXYLIC ACID 2-AMINOPYRIDINE-5-CARBOXYLIC ACID 6-AMINONICOTINIC ACID 6-AMINOPYRIDINE-3-CARBOXYLIC ACID RARECHEM AL BO 1167 TIMTEC-BB SBB004186 3-Pyridinecarboxylic acid, 6-amino- 6-amino-3-pyridinecarboxylicaci 2-Amino-5-carboxypyridine 6-Amino-3-pyridinecaboxylic acid 6-Aminonicotinic acid 6-Aminopyridine-3-carboxylic acid 6-AMINO-3-PYRIDINE CARBOXLIC ACID 6-Aminonicotinic acid, 98+% 6-Aminonicotinic acid 98% 3-Pyridinecarboxylicacid,6-amino-(9CI) 2-Aminopyridine-5-carboxylic acid(6-Aminonicotinic acid) 6-Amino-3-pyridinecarboxylic Acid | [EINECS(EC#)]
221-630-4 | [Molecular Formula]
C6H6N2O2 | [MDL Number]
MFCD00006326 | [Molecular Weight]
138.12 | [MOL File]
3167-49-5.mol |
Chemical Properties | Back Directory | [Appearance]
Light yellow Cryst | [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) | [Usage]
Antiproliferative | [Detection Methods]
HPLC,NMR | [Merck ]
14,456 | [BRN ]
115992 | [InChI]
InChI=1S/C6H6N2O2/c7-5-2-1-4(3-8-5)6(9)10/h1-3H,(H2,7,8)(H,9,10) | [InChIKey]
ZCIFWRHIEBXBOY-UHFFFAOYSA-N | [SMILES]
C1=NC(N)=CC=C1C(O)=O | [CAS DataBase Reference]
3167-49-5(CAS DataBase Reference) | [NIST Chemistry Reference]
Nicotinic acid, 6-amino-(3167-49-5) | [EPA Substance Registry System]
3167-49-5(EPA Substance) |
Safety Data | Back Directory | [Hazard Codes ]
Xi,T | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . R23/24/25:Toxic by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S22:Do not breathe dust . S24/25:Avoid contact with skin and eyes . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [TSCA ]
T | [HazardClass ]
IRRITANT | [HS Code ]
29333990 |
Hazard Information | Back Directory | [Chemical Properties]
Light yellow Cryst | [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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