Description

2-Amino-4-bromo-3-fluoro-5-iodobenzamide (CAS No. 2241721-73-1) is a high-purity halogenated benzamide derivative with the molecular formula C₇H₅BrFIN₂O. This compound features a unique multi-halogenated aromatic structure, incorporating bromine, fluorine, and iodine substituents, along with an amino and carboxamide functional group. Its precise molecular weight is 358.93 g/mol, and it is supplied as a fine crystalline powder with ≥95% purity (HPLC). This reagent is meticulously packaged under inert conditions to ensure stability and longevity. Ideal for pharmaceutical research, medicinal chemistry, and organic synthesis, this compound serves as a versatile building block for the development of novel bioactive molecules, particularly in drug discovery programs targeting halogen-directed coupling reactions.

Properties

• CAS Number: 2241721-73-1
• Complexity: 219
• IUPAC Name: 2-amino-4-bromo-3-fluoro-5-iodo-benzamide
• InChI: InChI=1S/C7H5BrFIN2O/c8-4-3(10)1-2(7(12)13)6(11)5(4)9/h1H,11H2,(H2,12,13)
• InChI Key: UGGBZCUXUAIHRO-UHFFFAOYSA-N
• Exact Mass: 357.86140
• Molecular Formula: C7H5BrFIN2O
• Molecular Weight: 358.93
• SMILES: C1=C(C(=C(C(=C1I)Br)F)N)C(=O)N
• Topological: 69.1
• Monoisotopic Mass: 357.86140
• Synonyms: 2-Amino-4-bromo-3-fluoro-5-iodobenzamide, 2241721-73-1, MFCD32709452, SCHEMBL21378995, AC-37165, BS-46253, DB-376728, E75017

Application

2-Amino-4-bromo-3-fluoro-5-iodobenzamide is primarily utilized as a key intermediate in the synthesis of halogen-rich pharmacophores for drug discovery. Its multi-halogenated structure enables selective cross-coupling reactions (e.g., Suzuki, Sonogashira) in medicinal chemistry. Researchers employ this compound to develop potential kinase inhibitors or radiopharmaceuticals due to its iodine moiety. It also finds use in materials science for creating halogen-bonded supramolecular architectures.

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