Description

3-Bromo-1,3,4,5-tetrahydro-2H-1-benzazepin-2-one (CAS No. 86499-96-9) is a high-purity organic compound with the molecular formula C₁₀H₁₀BrNO. This brominated benzazepinone derivative is a valuable intermediate in pharmaceutical and medicinal chemistry research, particularly in the synthesis of bioactive molecules targeting neurological and psychiatric disorders. The compound features a seven-membered azepine ring fused to a benzene moiety, with a reactive bromine substituent at the 3-position, enabling further functionalization via cross-coupling or nucleophilic substitution reactions. Supplied as an off-white to light brown crystalline powder, it is characterized by excellent batch-to-batch consistency and ≥95% purity (HPLC). Proper storage at 2-8°C under inert atmosphere is recommended to maintain stability. Researchers should handle this product with appropriate PPE due to potential irritant properties.

Properties

• CAS Number: 86499-96-9
• Complexity: 207
• IUPAC Name: 3-bromo-1,3,4,5-tetrahydro-1-benzazepin-2-one
• InChI: InChI=1S/C10H10BrNO/c11-8-6-5-7-3-1-2-4-9(7)12-10(8)13/h1-4,8H,5-6H2,(H,12,13)
• InChI Key: JMXPGCGROVEPID-UHFFFAOYSA-N
• Exact Mass: 238.99458
• Molecular Formula: C10H10BrNO
• Molecular Weight: 240.10
• SMILES: C1CC2=CC=CC=C2NC(=O)C1Br
• Topological: 29.1
• Monoisotopic Mass: 238.99458
• Synonyms: 86499-96-9, 3-bromo-1,3,4,5-tetrahydro-2H-1-benzazepin-2-one, DTXSID40373760, DTXCID40324792, 617-868-7, 3-bromo-4,5-dihydro-1H-benzo[b]azepin-2(3H)-one, 3-Bromo-2,3,4,5-tetrahydro-2H-benzo[b]azepin-2-one, 3-bromo-1,3,4,5-tetrahydro-1-benzazepin-2-one, 3-Bromo-1,3,4,5-tetrahydro-benzo[b]azepin-2-one, MFCD03085918, 2h-1-benzazepin-2-one, 3-bromo-1,3,4,5-tetrahydro-, 3-Bromo-2,3,4,5-tetrahydro-2-OXO-1H-1-benzazepine, 3-bromo-2,3,4,5-trtrahydro-2h-1-benzazepine-2-one, 3-bromo-2,3,4,5-tetrahydro-1H-1-benzazepin-2-one, SCHEMBL2214341, ALBB-029081, BCP34603, BBL010024, SBB099210, STK711122, AKOS005530697, AC-6870, SB39152, AS-10875, SY020870, DB-022302, B3393, CS-0004294, ST51042090, 3-bromo-1H,3H,4H,5H-benzo[f]azepin-2-one, B66109, EN300-171678, 3-bromo-1,3,4,5-tetrahydrobenzo[b]azepin-2-one, AN-668/40768842, 3-bromo-1H,3H,4H,5H-benzo[f]azaperhydroepin-2-one, 3-Bromo-2,3,4,5-tetrahydro-1H-[1]-benzazepin-2-one, 3-Bromo-4,5-dihydro-1H-benzo[b]azepin-2(3H)-one;3-Bromo-2,3,4,5-tetrahydro-2H-benzo[b]azepin-2-one

Application

This brominated benzazepinone serves as a key building block in the development of central nervous system (CNS) active compounds, particularly dopamine and serotonin receptor modulators. It finds application in structure-activity relationship (SAR) studies for neurodegenerative disease therapeutics. The reactive 3-bromo position enables palladium-catalyzed coupling reactions for creating diverse chemical libraries. Researchers also utilize it as a precursor for fused heterocyclic systems with potential pharmacological activity.

Safety and Hazards

GHS Hazard Statements

• H302 (33.3%): Harmful if swallowed [Warning Acute toxicity, oral]
• H303 (33.3%): May be harmful if swallowed [Warning Acute toxicity, oral]
• H312 (33.3%): 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 (33.3%): Harmful if inhaled [Warning Acute toxicity, inhalation]
• H335 (66.7%): 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 (33.3%)
• Acute Tox. 5 (33.3%)
• Acute Tox. 4 (33.3%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2A (100%)
• Acute Tox. 4 (33.3%)
• STOT SE 3 (66.7%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.