Introduction：Basic information about 6-Aminonicotinic acid CAS 3167-49-5, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
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;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 |
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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 |
| 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 | 3-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 | TSCA listed |
| HazardClass | IRRITANT |
| HS Code | 29333990 |
| Storage Class | 11 - Combustible Solids |
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.] |
6-Aminonicotinic acid Preparation Products And Raw materials
| Raw materials | Ethanol-->Sodium hydroxide-->Hydrochloric acid-->Methanol-->Acetic anhydride-->Ammonium hydroxide-->Benzene-->Potassium permanganate-->4-Dimethylaminopyridine-->2-Amino-5-methylpyridine-->2-Amino-5-cyanopyridine-->5-Chloro-2-nitropyridine-->2-ACETAMIDO-5-PYRIDINECARBOXYLIC ACID-->Benzyl 6-aminonicotinate-->NICOTINONITRILE-1-OXIDE-->Ethyl 6-aminonicotinate-->6-Aminopyridine-3-carboxamide-->6-Chloronicotinamide |
| Preparation Products | 2-Aminopyridine-->5,6-DICHLORONICOTINIC ACID ETHYL ESTER-->TERT-BUTYL [5-(HYDROXYMETHYL)PYRIDIN-2-YL)CARBAMATE |
