Description

2-Pyridinamine, 5-iodo- (CAS No. 20511-12-0) is a high-purity heterocyclic organic compound with the molecular formula C₅H₅IN₂. This specialized chemical, also known as 5-iodopyridin-2-amine, features an iodine substituent at the 5-position of the pyridine ring, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. Its precise molecular structure and reactivity enable applications in cross-coupling reactions, such as Suzuki-Miyaura and Sonogashira couplings, where it serves as a key building block for complex molecular architectures. Available in >98% purity, this compound is rigorously tested via HPLC, NMR, and mass spectrometry to ensure consistency for research and industrial use. Proper storage under inert conditions is recommended to maintain stability.

Properties

• CAS Number: 20511-12-0
• Complexity: 76.8
• IUPAC Name: 5-iodopyridin-2-amine
• InChI: InChI=1S/C5H5IN2/c6-4-1-2-5(7)8-3-4/h1-3H,(H2,7,8)
• InChI Key: IVILGUFRMDBUEQ-UHFFFAOYSA-N
• Exact Mass: 219.94975
• Molecular Formula: C5H5IN2
• Molecular Weight: 220.01
• SMILES: C1=CC(=NC=C1I)N
• Topological: 38.9
• Monoisotopic Mass: 219.94975
• Synonyms: 2-Amino-5-iodopyridine, 20511-12-0, 2-Pyridinamine, 5-iodo-, 5-Iodo-2-aminopyridine, Pyridine, 2-amino-5-iodo-, NSC 31592, DTXSID4066620, DTXCID1036331, 626-319-0, 5-iodopyridin-2-amine, 5-Iodo-2-pyridinamine, 5-Iodo-pyridin-2-ylamine, 2-Amino-5-Iodo Pyridine, MFCD00160312, NSC31592, 5-Iodo-2-pyridinylamine, 5-iodo-2-pyridylamine, EN300-75329, 6-amino-3-iodopyridine, 5-Iodopyridin-2-ylamine, 2-amino-5-iodopyrdine, 2-amino 5-iodopyridine, 2-amino 5-iodo pyridine, 2-amino-5-iodo-pyridine, 5-Iodo-2-pyridinamine #, SCHEMBL18151, 5-iodopyridin-2(1H)-imine, 2-Amino-5-iodopyridine, 98%, CHEMBL1975268, SCHEMBL29001804, BDBM626208, ALBB-005297, BCP27360, NSC-31592, SBB028436, STK029609, STL453502, AKOS000108857, AC-3573, CS-W013150, FA07093, PB25985, BP-21270, NCI60_002715, SY005394, DB-023809, A1842, ST45029704, 9L-900, InChI=1/C5H5IN2/c6-4-1-2-5(7)8-3-4/h1-3H,(H2,7,8

Application

5-Iodo-2-aminopyridine is widely utilized as a versatile intermediate in medicinal chemistry for the synthesis of bioactive molecules, including kinase inhibitors and antiviral agents. Its iodine moiety facilitates palladium-catalyzed cross-coupling reactions, enabling the construction of diverse pyridine-based scaffolds. Researchers also employ it in material science for developing organic semiconductors and ligands in catalytic systems.

Safety and Hazards

GHS Hazard Statements

• H302 (16.3%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (16.3%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H332 (16.3%): Harmful if inhaled [Warning Acute toxicity, inhalation]
• H335 (98%): 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, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (16.3%)
• Acute Tox. 4 (16.3%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)
• Acute Tox. 4 (16.3%)
• STOT SE 3 (98%)

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