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CS-W001157 4
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Piperidine-4-carbonitrile

  • CAS No. 4395-98-6

  • Cat. No. CS-0007612
  • Purity≥97%
  • MDL No.MFCD05022468

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

Piperidine-4-carbonitrile|CS-0007612

Structure of 4395-98-6

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General Information

  • CAS No. 4395-98-6
  • Cat. No. CS-0007612
  • Purity ≥97%
  • MDL No. MFCD05022468
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₀N₂
  • Molecular Weight 110.16
  • Synonym(s) 4-Piperidinecarbonitrile
  • SMILES N#CC1CCNCC1

Description

Piperidine-4-carbonitrile features a rigid, nitrogen-rich heterocyclic core with a terminal nitrile group at the 4-position. This configuration imparts enhanced polarity and hydrogen-bonding capacity, enabling efficient integration into medicinal chemistry scaffolds. The nitrile moiety serves as a versatile handle for downstream functionalization, while the piperidine ring provides favorable solubility and metabolic stability under standard conditions.

Application

Piperidine-4-carbonitrile serves as a versatile building block in medicinal chemistry, enabling efficient access to nitrogen-containing heterocycles and bioactive scaffolds. Its nitrile group facilitates diverse transformations—including hydrolysis to carboxylic acids, reductive amination, and cyclization reactions—while the piperidine ring provides a rigid, basic moiety compatible with standard synthetic workflows. The compound exhibits excellent bench stability and ease of purification, making it well-suited for multi-step synthesis and process development.

Synthesis

  • Route1

    References

    • Coburn, Craig A.; Maletic, Milana; Soll, Richard; Li, Chunsing; Luo, Yunfu; Qi, Zhiqi Patent: US2014/5103 A1, 2014 ; Location in patent: Paragraph 0459; 0460 ;
  • Route2

    References

    • Orjales, Aurelio; Mosquera, Ramon; Toledo, Antonio; Pumar, M. Carmen; Garcia, Neftali; Cortizo, Lourdes; Labeaga, Luis; Innerarity, Ana Journal of Medicinal Chemistry, 2003 , vol. 46, # 25 p. 5512 - 5532
  • Route3

    References

    • G.D. SEARLE and CO. Patent: EP1221441 A2, 2002 ; Location in patent: Page 185 - 186 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 3439
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H302-H318
Precautionary Statements : P264-P270-P280-P330-P501

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Computational Chemistry Data

  • TPSA   35.82
  • LogP   0.50958
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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