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CS-W001157 4
Total: USD 88.00

N-Phenylpiperidine

  • CAS No. 4096-20-2

  • Cat. No. CS-0156104
  • Purity≥97%
  • MDL No.MFCD00129777

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

N-Phenylpiperidine|CS-0156104

Structure of 4096-20-2

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General Information

  • CAS No. 4096-20-2
  • Cat. No. CS-0156104
  • Purity ≥97%
  • MDL No. MFCD00129777
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₅N
  • Molecular Weight 161.24
  • Synonym(s) Piperidine, 1-phenyl-
  • SMILES C1=CC=C(C=C1)N2CCCCC2

Description

N-Phenylpiperidine is a versatile heterocyclic scaffold featuring a phenyl ring directly linked to a piperidine core. This structure imparts enhanced lipophilicity and metabolic stability, enabling efficient membrane penetration. The compound serves as a key intermediate in medicinal chemistry, particularly for CNS-targeted therapeutics, where its balanced solubility and basic nitrogen facilitate target engagement.

Application

N-Phenylpiperidine serves as a versatile scaffold in medicinal chemistry, enabling the construction of bioactive heterocycles and pharmaceutical intermediates. Its stable piperidine core exhibits favorable functional group tolerance and facilitates diverse transformations, including alkylation, acylation, and transition-metal-catalyzed coupling reactions. The N-phenyl substitution enhances lipophilicity and modulates electronic properties, making it valuable for optimizing drug-like characteristics in CNS-targeted compounds.

Synthesis

  • Route1
    • null|null
      110-89-4
    • null|null
      66950-63-8
    • ~91%
    • In-stock
      N-Phenylpiperidine|CS-0156104
      4096-20-2

    References

    • Hie, Liana; Ramgren, Stephen D.; Mesganaw, Tehetena; Garg, Neil K. Organic Letters, 2012 , vol. 14, # 16 p. 4182 - 4185
  • Route2
    • null|null
      110-89-4
    • Phenyl diethylcarbamate|CS-0574627
      65009-00-9
    • ~94%
    • In-stock
      N-Phenylpiperidine|CS-0156104
      4096-20-2

    References

    • THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; GARG, Neil K.; RAMGREN, Stephen D.; SILBERSTEIN, Amanda L.; QUASDORF, Kyle W. Patent: WO2012/94622 A2, 2012 ; Location in patent: Page/Page column 47; 52 ;
  • Route3
    • Piperidin-1-yl benzoate|CS-1634903
      5542-49-4
    • null|null
      591-51-5
    • ~91%
    • In-stock
      N-Phenylpiperidine|CS-0156104
      4096-20-2

    References

    • THE TRUSTEES OF THE UNIVERSITY OF PENNSYLVANIA; HOYE, Adam, T.; KIM, Won-suk; MARTINEZ-SOLORIO, Dionicio; SMITH, Amos, B.; SANCHEZ, Luis; TONG, Rongbiao; NGUYEN, Minh, Huu Patent: WO2013/185021 A2, 2013 ; Location in patent: Paragraph 0095 ;

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   3.24
  • LogP   2.6769
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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