| Identification | More | [Name]
2-Aminoisonicotinic acid | [CAS]
13362-28-2 | [Synonyms]
2-AMINO-4-PYRIDINECARBOXYLIC ACID
2-AMINOISONICOTINIC ACID
2-AMINOPYRIDINE-4-CARBOXYLATE
2-AMINOPYRIDINE-4-CARBOXYLIC ACID
CHEMBRDG-BB 4015121
RARECHEM AL BO 2405
2-AMINO-4-PYRIDINECARBOXYLIC ACID AMIDE
4-Pyridinecarboxylicacid,2-amino-(9CI)
2-AMINO PYRIDINE-4-CARBOXYLIC ACID/2-AMINOISONICOTINIC ACID
2-Aminopyridine-4-carboxylic acid ,97% | [EINECS(EC#)]
681-100-7 | [Molecular Formula]
C6H6N2O2 | [MDL Number]
MFCD00233714 | [Molecular Weight]
138.12 | [MOL File]
13362-28-2.mol |
| Questions And Answer | Back Directory | [Synthesis]
The nucleophilic substitution reaction of 2-chloroisonicotinic acid with ammonia is a commonly used synthetic method. However, the main drawbacks of this route are the requirement for very high reaction temperatures, strict requirements on the reaction equipment, and the need to carefully adjust the pH of the reaction system after the reaction, generally to a slightly acidic-neutral pH.  | [Uses]
2-Aminoisonicotinic acid, a common organic synthetic intermediate, is primarily used as a molecular backbone in the structural modification and synthesis of pyridine-containing drug molecules. Furthermore, because this compound contains both amino and carboxyl groups, it also has excellent applications in supramolecular chemistry and the construction of metal-organic frameworks. The carboxyl group on its pyridine ring can be converted to an ester group under normal acidic esterification conditions, or to an amide via the addition of amines to sulfoxide. |
| Chemical Properties | Back Directory | [Appearance]
Light yellow Cryst | [Melting point ]
300-302°C | [Boiling point ]
498.5±30.0 °C(Predicted) | [density ]
1.417±0.06 g/cm3(Predicted) | [storage temp. ]
Keep Cold | [form ]
Powder | [pka]
2.11±0.10(Predicted) | [color ]
Off-white to brown | [Detection Methods]
HPLC | [BRN ]
3156 | [InChI]
InChI=1S/C6H6N2O2/c7-5-3-4(6(9)10)1-2-8-5/h1-3H,(H2,7,8)(H,9,10) | [InChIKey]
QMKZZQPPJRWDED-UHFFFAOYSA-N | [SMILES]
C1(N)=NC=CC(C(O)=O)=C1 | [CAS DataBase Reference]
13362-28-2(CAS DataBase Reference) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H302-H315-H319-H335 | [Precautionary statements ]
P261-P264-P270-P301+P312-P302+P352-P305+P351+P338 | [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 ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
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 . | [WGK Germany ]
3 | [Hazard Note ]
Irritant/Keep Cold | [HazardClass ]
IRRITANT | [HS Code ]
29333990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Description]
As an organic acid, 2-Aminoisonicotinic acid (AN) can be grafted onto chitosan chains through amidation, thereby introducing 2-aminopyridine residues with good hydration capacity. Due to its specific chemical structure possessing push-pull effects and suitable length, 2-aminoisonicotinic acid is a promising ligand for the design of functional metal-organic frameworks. In addition, some studies demonstrated that the compounds bearing 2-aminopyridine residues showed good antibacterial activities. Given its functional characteristics, the grafting of 2-amino isonicotinic acid onto chitosan is expected to exhibit good water solubility and antibacterial activity and serve as an effective ligand to form stable chitosan?iodine complexes with iodine for antibacterial applications[1].
| [Chemical Properties]
Light yellow Cryst | [Application]
2-aminoisonicotinic acid (2AIN) is a multifunctional compound that can be employed in the Guareschi-Thorpe condensation reaction for the preparation of its various derivatives, as well as serving as a pharmaceutical intermediate for synthesising HIF-1α inhibitors. Furthermore, 2AIN can be employed in the synthesis of two isostructural three-dimensional interpenetrating amino-functionalised metal-organic frameworks (Co-2AIN-MOF and Cd-2AIN-MOF). | [References]
[1] Zhaoyu Zhang . “Chitosan?iodine complexes: Preparation, characterization, and antibacterial activity.” International Journal of Biological Macromolecules 260 (2024): Article 129598.
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J & K SCIENTIFIC LTD.
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Alfa Aesar
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Energy Chemical
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