Description
6-Amino-7-bromo-2,3-dihydro-1H-inden-1-one (CAS No. 681246-49-1) is a high-purity brominated indanone derivative with the molecular formula C9H8BrNO. This compound features a reactive amino group at the 6-position and a bromine substituent at the 7-position, making it a versatile intermediate for organic synthesis and pharmaceutical research. Its rigid indanone scaffold offers unique steric and electronic properties, ideal for developing novel heterocyclic compounds, ligands, or bioactive molecules. Suitable for researchers in medicinal chemistry, this product is supplied with comprehensive analytical data (including 1H NMR, HPLC, and MS) to ensure quality and reproducibility. Store in a cool, dry place under inert conditions to maintain stability.
Properties
- CAS Number: 681246-49-1
- Complexity: 207
- IUPAC Name: 6-amino-7-bromo-indan-1-one
- InChI: InChI=1S/C9H8BrNO/c10-9-6(11)3-1-5-2-4-7(12)8(5)9/h1,3H,2,4,11H2
- InChI Key: VMRJYVAAFYLRCR-UHFFFAOYSA-N
- Exact Mass: 224.97893
- Molecular Formula: C9H8BrNO
- Molecular Weight: 226.07
- SMILES: C1CC(=O)C2=C1C=CC(=C2Br)N
- Topological: 43.1
- Monoisotopic Mass: 224.97893
- Synonyms: 6-AMINO-7-BROMO-2,3-DIHYDRO-1H-INDEN-1-ONE, 681246-49-1, 6-amino-7-bromo-2,3-dihydroinden-1-one, 6-amino-7-bromo-1-indanone, MFCD16249550, 6-amino-7-bromoindanone, SCHEMBL3058573, DTXSID10697945, VMRJYVAAFYLRCR-UHFFFAOYSA-N, AKOS015924487, DS-14049, I11673
Application
6-Amino-7-bromo-2,3-dihydro-1H-inden-1-one serves as a key building block in the synthesis of pharmacologically active indane derivatives, particularly in kinase inhibitor development. Its bromo-amino functionality allows for selective cross-coupling reactions (e.g., Buchwald-Hartwig amination) to construct complex heterocycles. Researchers utilize this compound in fragment-based drug design for CNS targets due to its privileged indanone core. It is also employed in material science as a precursor for functionalized organic semiconductors.
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