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3-Benzyl-piperidine

  • CAS No. 13603-25-3

  • Cat. No. CS-0340621
  • Purity≥95%
  • MDL No.None

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

3-Benzyl-piperidine|CS-0340621

Structure of 13603-25-3

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General Information

  • CAS No. 13603-25-3
  • Cat. No. CS-0340621
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₇N
  • Molecular Weight 175.27
  • Synonym(s) 3-Benzylpiperidine
  • SMILES C1=CC=C(C=C1)CC2CCCNC2

Description

3-Benzylpiperidine features a benzyl-substituted piperidine core, delivering enhanced lipophilicity and metabolic stability. This scaffold integrates readily into bioactive molecules, serving as a key pharmacophore in CNS-targeted compounds. The benzylic position enables efficient functionalization, while the nitrogen center supports salt formation for improved solubility and handling.

Application

3-Benzylpiperidine serves as a versatile scaffold in medicinal chemistry, enabling the construction of bioactive heterocycles through standard functionalization protocols. Its benzylic position facilitates oxidation, halogenation, and cross-coupling reactions, while the piperidine core offers favorable basicity and metabolic stability. The compound exhibits bench-stable handling, compatibility with common protecting group strategies, and broad functional group tolerance, making it a practical building block for lead optimization and API development.

Synthesis

  • Route1

    References

    • SPINIFEX PHARMACEUTICALS PTY LTD; MCCARTHY, Thomas David; NAYLOR, Alan Patent: WO2013/102242 A1, 2013 ; Location in patent: Page/Page column 93 ;
  • Route2

    References

    • Journal of the American Chemical Society, , vol. 55, p. 4625,4626
  • Route3
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      865853-26-5
    • ~90%
    • In-stock
      3-Benzyl-piperidine|CS-0340621
      13603-25-3

    References

    • Igarashi, Junji; Kobayashi, Yuichi Tetrahedron Letters, 2005 , vol. 46, # 37 p. 6381 - 6384

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 3267
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H318
Precautionary Statements : P264-P270-P280-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   12.03
  • LogP   2.2287
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   2

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