Description

6-Aminopyridine-2-carboxylic acid (CAS No. 23628-31-1) is a high-purity organic compound with the molecular formula C₆H₆N₂O₂. This heterocyclic carboxylic acid features both an amino group and a carboxyl group on a pyridine ring, making it a versatile building block for pharmaceutical, agrochemical, and materials science research. Its IUPAC name is 6-aminopyridine-2-carboxylic acid, and it is supplied as a fine white to off-white crystalline powder with ≥95% purity (HPLC). Ideal for use in coupling reactions, metal-organic frameworks (MOFs), and ligand synthesis, this compound is rigorously tested for consistency and stability. Packaged under inert conditions to ensure longevity, it is suitable for academic, industrial, and diagnostic applications. Synonyms include DTXSID90326004 and DTXCID00277119.

Properties

• CAS Number: 23628-31-1
• Complexity: 138
• IUPAC Name: 6-aminopyridine-2-carboxylic acid
• InChI: InChI=1S/C6H6N2O2/c7-5-3-1-2-4(8-5)6(9)10/h1-3H,(H2,7,8)(H,9,10)
• InChI Key: NMCKJFCJIHCHIS-UHFFFAOYSA-N
• Exact Mass: 138.042927438
• Molecular Formula: C6H6N2O2
• Molecular Weight: 138.12
• SMILES: C1=CC(=NC(=C1)N)C(=O)O
• Topological: 76.2
• Monoisotopic Mass: 138.042927438
• Synonyms: 6-Aminopyridine-2-carboxylic acid, DTXSID90326004, DTXCID00277119, 642-727-1, 23628-31-1, 6-Aminopicolinic Acid, 2-Pyridinecarboxylic acid, 6-amino-, 2-aminopyridine-6-carboxylic acid, 6-Amino-2-pyridinecarboxylic acid, Picolinic acid, 6-amino-, MFCD00233711, 6-AMINOPICOLINICACID, NSC-522596, R6NBL985SU, 2-AMINO-6-PYRIDINECARBOXYLIC ACID, CHEMBL3322863, 6-amino-2-picolinic acid, 6-Amino-pyridine-2-carboxylic acid, 6-Aminopyridine-2-carboxylicacid, NSC522596, UNII-R6NBL985SU, SCHEMBL221380, SCHEMBL5847631, SCHEMBL6285765, 2-amino-6-pyridine carboxylic acid, BDBM50121997, CL0230, SBB053020, AKOS001289632, AC-1759, CS-W002540, FA09788, HY-W002540, PB23179, PS-4090, SY005202, DB-013056, A2188, EN300-25970, AE-842/25003858, Z220336222

Application

6-Aminopyridine-2-carboxylic acid serves as a key intermediate in the synthesis of bioactive molecules, particularly in drug discovery for its role in creating kinase inhibitors and antimicrobial agents. Its bifunctional structure allows for chelation with metal ions, making it valuable in catalysis and coordination chemistry. Researchers also utilize it to develop fluorescent probes and supramolecular materials due to its rigid aromatic backbone and hydrogen-bonding capabilities.

Safety and Hazards

GHS Hazard Statements

• H302 (80%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (20%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (16%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (80%)
• Skin Irrit. 2 (20%)
• Eye Irrit. 2A (100%)
• STOT SE 3 (16%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.