Description

(R)-9-hydroxy-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-one (CAS No. 1190363-44-0) is a high-purity chiral compound with the molecular formula C₁₀H₁₁NO₂. This bicyclic ketone derivative features a hydroxyl group at the 9-position in the (R)-configuration, making it a valuable intermediate for asymmetric synthesis and pharmaceutical research. The compound exhibits a molecular weight of 177.20 g/mol and is characterized by its unique cyclohepta[b]pyridine scaffold, which is of interest in medicinal chemistry for the development of bioactive molecules. Available as a white to off-white crystalline solid, it is supplied with comprehensive analytical data including HPLC purity, NMR, and MS spectra to ensure quality and reproducibility. Store under inert conditions at -20°C for long-term stability.

Properties

• CAS Number: 1190363-44-0
• Complexity: 205
• IUPAC Name: (9R)-9-hydroxy-6,7,8,9-tetrahydrocyclohepta[b]pyridin-5-one
• InChI: InChI=1S/C10H11NO2/c12-8-4-1-5-9(13)10-7(8)3-2-6-11-10/h2-3,6,9,13H,1,4-5H2/t9-/m1/s1
• InChI Key: ZZNXHQSAOHUNDA-SECBINFHSA-N
• Exact Mass: 177.078978594
• Molecular Formula: C10H11NO2
• Molecular Weight: 177.20
• SMILES: C1C[C@H](C2=C(C=CC=N2)C(=O)C1)O
• Topological: 50.2
• Monoisotopic Mass: 177.078978594
• Synonyms: 1190363-44-0, (9R)-6,7,8,9-Tetrahydro-9-hydroxy-5H-cyclohepta[b]pyridin-5-one, (R)-9-hydroxy-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-one, (9R)-9-hydroxy-6,7,8,9-tetrahydrocyclohepta[b]pyridin-5-one, (9R)-9-hydroxy-5H,6H,7H,8H,9H-cyclohepta[b]pyridin-5-one, 5H-Cyclohepta[b]pyridin-5-one, 6,7,8,9-tetrahydro-9-hydroxy-, (9R)-, ZZNXHQSAOHUNDA-SECBINFHSA-N, SN8HPZ7WQL, SCHEMBL828433, DB-389040, G83873, EN300-7550071

Application

(R)-9-hydroxy-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-one serves as a key chiral building block in the synthesis of complex heterocyclic compounds, particularly in pharmaceutical applications targeting CNS disorders. Its rigid fused-ring structure is exploited in the design of dopamine receptor modulators and enzyme inhibitors. Researchers also utilize this compound in asymmetric catalysis studies due to its stereocenter and functional group versatility.

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