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CS-W001157 4
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endo-8-Benzyl-8-azabicyclo[3.2.1]octan-3-amine

  • CAS No. 76272-35-0

  • Cat. No. CS-0003872
  • Purity≥97%
  • MDL No.MFCD08460051

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

endo-8-Benzyl-8-azabicyclo[3.2.1]octan-3-amine|CS-0003872

Structure of 76272-35-0

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General Information

  • CAS No. 76272-35-0
  • Cat. No. CS-0003872
  • Purity ≥97%
  • MDL No. MFCD08460051
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₀N₂
  • Molecular Weight 216.32
  • Synonym(s) 8-Benzyl-3a-amino-1aH,5aH-nortropane
  • SMILES N[C@H]1C[C@@H](CC[C@H]2C1)N2CC3=CC=CC=C3

Description

endo-8-Benzyl-8-azabicyclo[3.2.1]octan-3-amine delivers a rigid, electron-rich scaffold ideal for medicinal chemistry optimization. This bench-stable, moisture-tolerant amine features a strategically positioned benzyl group that enhances lipophilicity and target engagement. The endo stereochemistry ensures precise spatial orientation for receptor binding, enabling efficient incorporation into bioactive molecules.

Application

endo-8-Benzyl-8-azabicyclo[3.2.1]octan-3-amine serves as a rigid, stereochemically defined scaffold for medicinal chemistry exploration. Its tertiary amine functionality enables facile salt formation and modulates solubility, while the bicyclic core provides conformational constraint ideal for probing receptor binding pockets. The benzyl group offers π-stacking potential and enhances metabolic stability. This compound reacts predictably in standard functionalization protocols, including reductive amination and alkylation, and exhibits bench stability under ambient conditions—ideal for high-throughput screening campaigns and analog synthesis.

Synthesis

  • Route1
    • 8-Benzyl-8-azabicyclo[3.2.1]octan-3-one oxime|CS-M0613
      76272-34-9
    • ~46%
    • In-stock
      endo-8-Benzyl-8-azabicyclo[3.2.1]octan-3-amine|CS-0003872
      76272-35-0

    References

    • Bagley; Riley Journal of Heterocyclic Chemistry, 1982 , vol. 19, # 3 p. 485 - 488
  • Route2

    References

    • Journal of Heterocyclic Chemistry, , vol. 19, # 3 p. 485 - 488
  • Route3
    • null|null
      56880-18-3
    • ~%
    • In-stock
      endo-8-Benzyl-8-azabicyclo[3.2.1]octan-3-amine|CS-0003872
      76272-35-0

    References

    • European Journal of Medicinal Chemistry, , vol. 19, # 2 p. 105 - 110

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   29.26
  • LogP   2.1407
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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