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Atomfair 5-Iodo-3-nitropyridin-2-ol C5H3IN2O3 CAS 25391-59-7

5-Iodo-3-nitropyridin-2-ol (CAS No. 25391-59-7) is a high-purity heterocyclic compound with the molecular formula C5H3IN2O3, widely used in pharmaceutical and agrochemical research. This nitro-substituted pyridine derivative features an iodine atom at the 5-position, enhancing its reactivity in cross-coupling reactions and nucleophilic substitutions. With a molecular weight of 265.99 g/mol, it is a versatile intermediate for synthesizing bioactive molecules, ligands, and functional materials. Available in ≥97% purity (HPLC), it is supplied as a crystalline solid with excellent stability under standard storage conditions (room temperature, inert atmosphere). Ideal for Suzuki-Miyaura coupling, Buchwald-Hartwig amination, and other transition metal-catalyzed transformations.

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Description

5-Iodo-3-nitropyridin-2-ol (CAS No. 25391-59-7) is a high-purity heterocyclic compound with the molecular formula C5H3IN2O3, widely used in pharmaceutical and agrochemical research. This nitro-substituted pyridine derivative features an iodine atom at the 5-position, enhancing its reactivity in cross-coupling reactions and nucleophilic substitutions. With a molecular weight of 265.99 g/mol, it is a versatile intermediate for synthesizing bioactive molecules, ligands, and functional materials. Available in ≥97% purity (HPLC), it is supplied as a crystalline solid with excellent stability under standard storage conditions (room temperature, inert atmosphere). Ideal for Suzuki-Miyaura coupling, Buchwald-Hartwig amination, and other transition metal-catalyzed transformations.

Properties

  • CAS Number: 25391-59-7
  • Complexity: 276
  • IUPAC Name: 5-iodo-3-nitro-1H-pyridin-2-one
  • InChI: InChI=1S/C5H3IN2O3/c6-3-1-4(8(10)11)5(9)7-2-3/h1-2H,(H,7,9)
  • InChI Key: JCNPQYWDKONAFU-UHFFFAOYSA-N
  • Exact Mass: 265.91884
  • Molecular Formula: C5H3IN2O3
  • Molecular Weight: 265.99
  • SMILES: C1=C(C(=O)NC=C1I)[N+](=O)[O-]
  • Topological: 74.9
  • Monoisotopic Mass: 265.91884
  • Synonyms: 5-Iodo-3-nitropyridin-2-ol, 693-378-7, 25391-59-7, 5-Iodo-3-nitro-1H-pyridin-2-one, 2-Hydroxy-5-iodo-3-nitropyridine, 5-Iodo-3-nitropyridin-2(1H)-one, MFCD09743049, 5-Iodo-3-nitro-pyridin-2-ol, SCHEMBL3991031, SCHEMBL5137768, DTXSID80654686, JCNPQYWDKONAFU-UHFFFAOYSA-N, ABA39159, AKOS015853759, AKOS021983070, CS-W020534, DS-4991, PB17637, 2-Hydroxy-5-iodo-3-nitropyridine, 97%, SY040786, DB-082169, I10209, P13440, EN300-7402531

5-Iodo-3-nitropyridin-2-ol serves as a key building block in medicinal chemistry for designing kinase inhibitors and antimicrobial agents. Its iodine moiety enables palladium-catalyzed cross-coupling reactions to construct complex heterocycles. Researchers also utilize it in material science for developing fluorescent probes and optoelectronic materials. Suitable for high-throughput screening (HTS) libraries due to its reactive handles.

Safety and Hazards

GHS Hazard Statements

  • H302 (100%): 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 (100%): 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 (100%)
  • Skin Irrit. 2 (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.

Disclaimer

Intended Use & Restrictions

This product is sold exclusively for laboratory research, analytical testing, or non-commercial purposes.

  • Strictly prohibited: Resale, repackaging, or formulation into commercial products.
  • Not approved for human/animal use, diagnostics, or manufacturing (including pharmaceuticals, agrochemicals, or consumer goods).

Patent & Regulatory Compliance

Certain molecules may be protected by active patents or regulatory restrictions.

  • Buyers must independently verify patent status (e.g., via USPTO/EPO/CNIPA) and comply with local laws.
  • Atomfair LLC does not provide legal assurances regarding patent non-infringement or jurisdictional compliance.

Liability Release

By purchasing, the buyer agrees to:

  • Use this product only as permitted by law.
  • Indemnify Atomfair LLC against all claims arising from misuse, patent infringement, or regulatory violations.

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