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CS-W001157 4
Total: USD 88.00

2,3,4,5-Tetrahydro-1H-benzo[b]azepine

  • CAS No. 1701-57-1

  • Cat. No. CS-W005435
  • Purity≥97%
  • MDL No.MFCD00272363

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

2,3,4,5-Tetrahydro-1H-benzo[b]azepine|CS-W005435

Structure of 1701-57-1

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General Information

  • CAS No. 1701-57-1
  • Cat. No. CS-W005435
  • Purity ≥97%
  • MDL No. MFCD00272363
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₃N
  • Molecular Weight 147.22
  • Synonym(s) 2,3,4,5-Tetrahydro-1H-1-benzazepine
  • SMILES N1CCCCC2=C1C=CC=C2

Description

This bicyclic heterocycle features a saturated seven-membered ring fused to benzene, offering a rigid, electron-rich scaffold ideal for medicinal chemistry. The fully hydrogenated azepine core enhances metabolic stability while preserving favorable binding interactions in target-directed synthesis.

Application

2,3,4,5-Tetrahydro-1H-benzo[b]azepine serves as a valuable heterocyclic building block in medicinal chemistry, offering a rigid, partially saturated azepine core with favorable metabolic stability. Its functionality enables direct incorporation into bioactive molecules, particularly as a scaffold for CNS-targeted therapeutics. The compound exhibits excellent bench stability and compatibility with standard coupling reactions, facilitating efficient derivatization and purification workflows.

Synthesis

  • Route1

    References

    • Robichaud, Albert J.; Lee, Taekyu; Deng, Wei; Mitchell, Ian S.; Chen, Wenting; McClung, Christopher D.; Calvello, Emilie J.; Zawrotny, David M. Patent: US2004/209864 A1, 2004 ; US 20040209864 A1
  • Route2
    • null|null
      1063407-29-3
    • ~83%
    • In-stock
      2,3,4,5-Tetrahydro-1H-benzo[b]azepine|CS-W005435
      1701-57-1

    References

    • MADDAFORD, Shawn; RAMNAUTH, Jailall; RAKHIT, Suman; PATMAN, Joanne; ANNEDI, Subhash C.; ANDREWS, John; DOVE, Peter; SILVERMAN, Sarah; Renton, Paul Patent: US2008/234237 A1, 2008 ; Location in patent: Page/Page column 72 ; US 20080234237 A1
  • Route3
    • 3,4-Dihydronaphthalen-1(2H)-one oxime|CS-W021799
      3349-64-2
    • ~92%
    • In-stock
      2,3,4,5-Tetrahydro-1H-benzo[b]azepine|CS-W005435
      1701-57-1

    References

    • Sasatani, Satoru; Miyazaki, Tohru; Maruoka, Keiji; Yamamoto, Hisashi Tetrahedron Letters, 1983 , vol. 24, # 43 p. 4711 - 4712

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   12.03
  • LogP   2.4348
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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