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CS-W001157 4
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2,3,4,5-Tetrahydro-1H-benzo[c]azepin-1-one

  • CAS No. 6729-50-6

  • Cat. No. CS-0071404
  • Molecule weight161.20
  • Purity≥97%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

2,3,4,5-Tetrahydro-1H-benzo[c]azepin-1-one|CS-0071404

Structure of 6729-50-6

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General Information

  • CAS No. 6729-50-6
  • Cat. No. CS-0071404
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₁NO
  • Molecular Weight 161.20
  • Synonym(s) 2,3,4,5-Tetrahydro-benzo[c]azepin-1-one
  • SMILES O=C1C2=CC=CC=C2CCCN1

Description

This tetrahydrobenzazepinone scaffold features a fused seven-membered ring with a ketone functionality, offering a rigid, electron-deficient platform for medicinal chemistry. Its bench-stable structure integrates readily into bioactive molecule design, enabling efficient access to diverse heterocyclic architectures through functionalization at the carbonyl and aromatic positions.

Application

2,3,4,5-Tetrahydro-1H-benzo[c]azepin-1-one serves as a valuable heterocyclic building block in medicinal chemistry, offering a rigid, partially saturated scaffold with defined stereochemistry. Its ketone functionality enables direct derivatization via nucleophilic addition or reductive amination, while the fused ring system provides enhanced metabolic stability and favorable pharmacokinetic properties. The compound exhibits excellent bench stability and compatibility with standard synthetic transformations, facilitating efficient access to diverse analogs for target-directed drug discovery programs.

Synthesis

  • Route1

    References

    • Darras, Fouad H.; Kling, Beata; Heilmann, Joerg; Decker, Michael ACS Medicinal Chemistry Letters, 2012 , vol. 3, # 11 p. 914 - 919
  • Route2

    References

    • ChemMedChem, , vol. 5, # 8 p. 1300 - 1317
  • Route3
    • null|null
      111944-09-3
    • ~79%
    • In-stock
      2,3,4,5-Tetrahydro-1H-benzo[c]azepin-1-one|CS-0071404
      6729-50-6

    References

    • Kurouchi, Hiroaki; Kawamoto, Kyoko; Sugimoto, Hiromichi; Nakamura, Satoshi; Otani, Yuko; Ohwada, Tomohiko Journal of Organic Chemistry, 2012 , vol. 77, # 20 p. 9313 - 9328,16

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   29.1
  • LogP   1.3626
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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