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CS-W001157 4
Total: USD 88.00

1-Benzylpiperidine-3-carboxylic acid

  • CAS No. 141943-04-6

  • Cat. No. CS-0060534
  • Purity≥97%
  • MDL No.None

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

1-Benzylpiperidine-3-carboxylic acid|CS-0060534

Structure of 141943-04-6

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General Information

  • CAS No. 141943-04-6
  • Cat. No. CS-0060534
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₇NO₂
  • Molecular Weight 219.28
  • Synonym(s) N-benzylnipecotic acid
  • SMILES C1=CC=C(C=C1)CN2CCCC(C2)C(=O)O

Description

1-Benzylpiperidine-3-carboxylic acid features a rigid, electron-rich piperidine core functionalized with a benzyl group and a carboxylic acid at the 3-position. This combination enables direct integration into bioactive scaffolds, particularly in CNS-targeted pharmaceuticals, where the polar carboxylate enhances solubility and metabolic stability under standard conditions.

Application

1-Benzylpiperidine-3-carboxylic acid serves as a versatile scaffold for medicinal chemistry, enabling the construction of bioactive heterocycles through standard coupling and functionalization reactions. Its benzylic piperidine core offers enhanced metabolic stability and favorable physicochemical properties. The carboxylic acid group facilitates amide bond formation, esterification, and derivatization under mild conditions, supporting efficient synthesis of peptide-like compounds and drug candidates. Bench-stable and readily purified by recrystallization or chromatography, it functions effectively in both small-scale exploratory studies and process development workflows.

Synthesis

  • Route1

    References

    • Sumitomo Pharmaceuticals Company, Limited Patent: EP1403255 A1, 2004 ; Location in patent: Page 66 ; EP 1403255 A1
  • Route2
    • null|null
      141943-03-5
    • ~63%
    • In-stock
      1-Benzylpiperidine-3-carboxylic acid|CS-0060534
      141943-04-6
    • In-stock
      Nipecotic acid|CS-W020556
      498-95-3

    References

    • Tetrahedron Letters, , vol. 33, # 17 p. 2299 - 2302
  • Route3
    • null|null
      100-44-7
    • In-stock
      Nipecotic acid|CS-W020556
      498-95-3
    • ~%
    • In-stock
      1-Benzylpiperidine-3-carboxylic acid|CS-0060534
      141943-04-6

    References

    • Bioorganic and Medicinal Chemistry, , vol. 15, # 1 p. 350 - 364

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

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Computational Chemistry Data

  • TPSA   40.54
  • LogP   1.9832
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   3

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