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CS-W001157 4
Total: USD 88.00

3-benzyl-3-azabicyclo[3.2.1]octan-8-one

  • CAS No. 83507-33-9

  • Cat. No. CS-D1785
  • Purity≥97%
  • MDL No.MFCD08275096

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

3-benzyl-3-azabicyclo[3.2.1]octan-8-one|CS-D1785

Structure of 83507-33-9

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General Information

  • CAS No. 83507-33-9
  • Cat. No. CS-D1785
  • Purity ≥97%
  • MDL No. MFCD08275096
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₇NO
  • Molecular Weight 215.29
  • Synonym(s) 4-(Boc-ami)-3,6-dichloropyridazine
  • SMILES O=C1[C@H](CC[C@H]1C2)CN2CC3=CC=CC=C3

Description

3-Benzyl-3-azabicyclo[3.2.1]octan-8-one features a rigid, nitrogen-containing bicyclic scaffold that imparts structural constraint and enhanced metabolic stability. The benzyl group provides π-stacking potential, while the ketone functionality enables direct functionalization or conjugation. This compound serves as a high-value scaffold in medicinal chemistry for probing receptor-ligand interactions and constructing bioactive molecules with defined spatial orientation.

Application

3-Benzyl-3-azabicyclo[3.2.1]octan-8-one serves as a rigid, conformationally constrained scaffold for medicinal chemistry campaigns, enabling precise spatial positioning of functional groups. Its tertiary amine and ketone functionalities offer orthogonal reactivity for derivatization via reductive amination, nucleophilic addition, or enolate formation. The bicyclic core exhibits excellent bench stability and facilitates efficient purification, making it well-suited for iterative synthesis and lead optimization in CNS-targeted drug discovery.

Synthesis

  • Route1
    • null|null
      50-00-0
    • null|null
      120-92-3
    • null|null
      100-46-9
    • ~18%
    • In-stock
      3-benzyl-3-azabicyclo[3.2.1]octan-8-one|CS-D1785
      83507-33-9

    References

    • Chytil, Milan; Engel, Sharon R.; Fang, Qun Kevin Patent: US2011/65694 A1, 2011 ; Location in patent: Page/Page column 64 ;
  • Route2

    References

    • Nippon Soda Co., Ltd. Patent: EP2058303 A1, 2009 ; Location in patent: Page/Page column 10 ;
  • Route3
    • null|null
      120-92-3
    • N-Benzyl-1-methoxy-N-(methoxymethyl)methanamine|CS-W000082
      104247-86-1
    • ~%
    • In-stock
      3-benzyl-3-azabicyclo[3.2.1]octan-8-one|CS-D1785
      83507-33-9

    References

    • WO2012/169649 A1, ; Page/Page column 207; 208 ; WO 2012/169649 A1

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   2.0975
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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