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CS-W001157 4
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1-(4,5-Dihydro-1H-1,5-methanobenzo[d]azepin-3(2H)-yl)-2,2,2-trifluoroethanone

  • CAS No. 230615-51-7

  • Cat. No. CS-B0005
  • Purity≥98%
  • MDL No.MFCD11042282

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

1-(4,5-Dihydro-1H-1,5-methanobenzo[d]azepin-3(2H)-yl)-2,2,2-trifluoroethanone|CS-B0005

Structure of 230615-51-7

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General Information

  • CAS No. 230615-51-7
  • Cat. No. CS-B0005
  • Purity ≥98%
  • MDL No. MFCD11042282
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₂F₃NO
  • Molecular Weight 255.24
  • Synonym(s) 2,3,4,5-Tetrahydro-3-(trifluoroacetyl)-1,5-methano-1H-3-benzazepine
  • SMILES O=C(C(F)(F)F)N1CC(C2)C3=CC=CC=C3C2C1

Description

This trifluoromethyl ketone derivative features a rigid, electron-deficient 1,5-methanobenzo[d]azepine scaffold that enhances metabolic stability and facilitates efficient conjugation in synthetic transformations.

Application

1-(4,5-Dihydro-1H-1,5-methanobenzo[d]azepin-3(2H)-yl)-2,2,2-trifluoroethanone serves as a versatile acylating agent for the functionalization of amines and heterocyclic nitrogen centers. The trifluoromethyl ketone moiety enables efficient incorporation into bioactive scaffolds, particularly in medicinal chemistry campaigns targeting CNS-directed therapeutics. Its bench-stable nature and compatibility with standard purification protocols facilitate straightforward integration into multi-step syntheses.

Synthesis

  • Route1
    • null|null
      407-25-0
    • null|null
      357425-93-5
    • ~%
    • In-stock
      1-(4,5-Dihydro-1H-1,5-methanobenzo[d]azepin-3(2H)-yl)-2,2,2-trifluoroethanone|CS-B0005
      230615-51-7

    References

    • WO2009/65872 A2, ; Page/Page column 10-11; 15-16 ;
  • Route2
    • In-stock
      2,3,4,5-Tetrahydro-1H-1,5-methano-3-benzazepine hydrochlortde|CS-B0003
      230615-52-8
    • null|null
      407-25-0
    • ~%
    • In-stock
      1-(4,5-Dihydro-1H-1,5-methanobenzo[d]azepin-3(2H)-yl)-2,2,2-trifluoroethanone|CS-B0005
      230615-51-7

    References

    • US2003/60624 A1, ;
  • Route3
    • In-stock
      2,3,4,5-Tetrahydro-1H-1,5-methano-3-benzazepine|CS-0003843
      69718-72-5
    • null|null
      407-25-0
    • ~97%
    • In-stock
      1-(4,5-Dihydro-1H-1,5-methanobenzo[d]azepin-3(2H)-yl)-2,2,2-trifluoroethanone|CS-B0005
      230615-51-7

    References

    • Coe, Jotham W.; Brooks, Paige R.; Wirtz, Michael C.; Bashore, Crystal G.; Bianco, Krista E.; Vetelino, Michael G.; Arnold, Eric P.; Lebel, Lorraine A.; Fox, Carol B.; Tingley III, F. David; Schulz, David W.; Davis, Thomas I.; Sands, Steven B.; Mansbach, Robert S.; Rollema, Hans; O'Neill, Brian T. Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 22 p. 4889 - 4897

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   20.31
  • LogP   2.662
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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