Description

2-Nitropyridin-3-amine (CAS No. 13269-19-7) is a high-purity nitropyridine derivative with the molecular formula C₅H₅N₃O₂. This compound is a valuable intermediate in organic synthesis, particularly in the development of pharmaceuticals, agrochemicals, and specialty chemicals. Its IUPAC name, 2-nitropyridin-3-amine, reflects its structural features: a pyridine ring substituted with a nitro group at the 2-position and an amino group at the 3-position. The product is supplied as a fine crystalline powder with ≥95% purity (HPLC), ensuring consistency for research and industrial applications. Store in a cool, dry place, protected from light and moisture to maintain stability. Suitable for use in cross-coupling reactions, heterocyclic synthesis, and as a precursor for bioactive molecules.

Properties

• CAS Number: 13269-19-7
• Complexity: 133
• IUPAC Name: 2-nitropyridin-3-amine
• InChI: InChI=1S/C5H5N3O2/c6-4-2-1-3-7-5(4)8(9)10/h1-3H,6H2
• InChI Key: GZBKVUGZEAJYHH-UHFFFAOYSA-N
• Exact Mass: 139.038176411
• Molecular Formula: C5H5N3O2
• Molecular Weight: 139.11
• SMILES: C1=CC(=C(N=C1)[N+](=O)[O-])N
• Topological: 84.7
• Monoisotopic Mass: 139.038176411
• Synonyms: 13269-19-7, 2-Nitropyridin-3-amine, 2-Nitro-3-pyridinamine, 3-Pyridinamine, 2-nitro-, EINECS 236-260-9, DTXSID50157715, DTXCID4080206, 236-260-9, 3-amino-2-nitropyridine, 2-nitro-3-aminopyridine, MFCD00044102, aminonitropyridine, amino nitro pyridine, 2-nitro-3-pyridylamine, 2-Nitrio-3-pyridineamine, 2-Nitro-3-pyridinylamine, Q6TX9YD3KT, 2-nitro-3-amino-pyridine, 3-Amino 2-nitro pyridine, 2-nitro-pyridin-3-ylamine, 2-Nitro-3-pyridinamine #, Pyridine, 3-amino-2-nitro-, SCHEMBL601835, 3-?Pyridinamine, 2-?nitro-, BCP21907, BBL102978, SBB028261, STL556787, AKOS004896987, AKOS006223457, AC-3109, CS-W002218, FA38255, PS-4182, SB52290, SY003847, DB-023721, A2149, NS00024230, EN300-108900, 2-Nitropyridin-3-amine;3-Amino-2-nitropyridine, AC-907/30003027, Z1201618037

Application

2-Nitropyridin-3-amine serves as a versatile building block in medicinal chemistry for the synthesis of nitrogen-containing heterocycles. It is employed in the preparation of potential kinase inhibitors and antimicrobial agents due to its reactive nitro and amino functional groups. Researchers also utilize it in the development of fluorescent probes and coordination complexes for catalytic applications.

Safety and Hazards

GHS Hazard Statements

• H302 (83.3%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (83.3%): 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 (83.3%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2A (100%)
• STOT SE 3 (83.3%)

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