Description
5,7-Dibromo-1H-indazole (CAS No. 50477-28-6) is a high-purity halogenated indazole derivative with the molecular formula C7H4Br2N2. This heterocyclic aromatic compound features two bromine atoms at the 5- and 7-positions of the indazole ring system, making it a valuable building block for pharmaceutical and agrochemical research. With a molecular weight of 275.93 g/mol, this off-white to beige crystalline powder exhibits excellent stability under standard laboratory conditions. Our product is rigorously tested by HPLC and NMR to ensure ≥98% purity, ideal for coupling reactions, metal-catalyzed cross-couplings, and as a precursor for more complex heterocycles. Packaged under inert gas in amber glass vials to prevent degradation.
Properties
- CAS Number: 50477-28-6
- Complexity: 153
- IUPAC Name: 5,7-dibromo-1H-indazole
- InChI: InChI=1S/C7H4Br2N2/c8-5-1-4-3-10-11-7(4)6(9)2-5/h1-3H,(H,10,11)
- InChI Key: SBDPXXDRYPLLKE-UHFFFAOYSA-N
- Exact Mass: 275.87207
- Molecular Formula: C7H4Br2N2
- Molecular Weight: 275.93
- SMILES: C1=C(C=C(C2=C1C=NN2)Br)Br
- Topological: 28.7
- Monoisotopic Mass: 273.87412
- Synonyms: 5,7-DIBROMO-1H-INDAZOLE, 50477-28-6, DTXSID70605309, DTXCID90556066, 1H-Indazole, 5,7-dibromo-, MFCD05664000, SCHEMBL11577531, AKOS015835404, AB22171, AC-28259, DS-17065, EN300-264831, O11329, F2199-0481
Application
5,7-Dibromo-1H-indazole serves as a key intermediate in medicinal chemistry for developing kinase inhibitors and anticancer agents. Researchers utilize its dibromo-substituted structure for Suzuki-Miyaura and Buchwald-Hartwig coupling reactions to create novel drug candidates. The compound’s electron-deficient indazole core makes it particularly valuable for designing materials with optoelectronic applications. In agrochemical research, it functions as a scaffold for developing next-generation pesticides.
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