Description

2-Amino-5-iodo-3-nitropyridine (CAS No. 25391-57-5) is a high-purity heterocyclic compound with the molecular formula C₅H₄IN₃O₂, widely utilized in pharmaceutical research, agrochemical development, and organic synthesis. This compound features a pyridine core substituted with an amino group at the 2-position, an iodine atom at the 5-position, and a nitro group at the 3-position, offering versatile reactivity for cross-coupling reactions, nucleophilic substitutions, and scaffold modifications. Its IUPAC name, 5-iodo-3-nitropyridin-2-amine, reflects its precise structural configuration. Ideal for researchers and scientists, our product is rigorously tested for purity and stability, ensuring reliable performance in advanced synthetic applications. Available in various quantities with detailed analytical data (HPLC, NMR, MS) upon request.

Properties

• CAS Number: 25391-57-5
• Complexity: 160
• IUPAC Name: 5-iodo-3-nitro-pyridin-2-amine
• InChI: InChI=1S/C5H4IN3O2/c6-3-1-4(9(10)11)5(7)8-2-3/h1-2H,(H2,7,8)
• InChI Key: MDJUWRHSXKZSOJ-UHFFFAOYSA-N
• Exact Mass: 264.93482
• Molecular Formula: C5H4IN3O2
• Molecular Weight: 265.01
• SMILES: C1=C(C=NC(=C1[N+](=O)[O-])N)I
• Topological: 84.7
• Monoisotopic Mass: 264.93482
• Synonyms: 25391-57-5, 2-Amino-5-iodo-3-nitropyridine, DTXSID10391991, DTXCID60342852, 626-879-6, 5-iodo-3-nitropyridin-2-amine, 2-Pyridinamine, 5-iodo-3-nitro-, MFCD04038464, 2-AMINO-3-NITRO-5-IODOPYRIDINE, 5-Iodo-3-nitro-2-aminopyridine, SCHEMBL1601280, 5-iodo-3-nitro-2-pyridylamine, SBB065277, AKOS005257300, PB23379, 2-Amino-5-iodo-3-nitropyridine, 97%, DS-12470, SY041319, DB-046691, CS-0041316

Application

2-Amino-5-iodo-3-nitropyridine serves as a key intermediate in the synthesis of pharmaceuticals, particularly in the development of kinase inhibitors and antimicrobial agents. Its iodine moiety enables participation in palladium-catalyzed cross-coupling reactions (e.g., Suzuki, Heck), facilitating the construction of complex heterocyclic systems. Researchers also employ this compound in agrochemical studies to explore novel pesticidal or herbicidal derivatives. Its nitro and amino functional groups provide sites for further derivatization, making it valuable in medicinal chemistry and material science.

Safety and Hazards

GHS Hazard Statements

• H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P272, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (100%)
• Skin Irrit. 2 (100%)
• Skin Sens. 1 (100%)
• Eye Irrit. 2 (100%)
• STOT SE 3 (100%)

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