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CS-W001157 4
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6-(Piperazin-1-yl)nicotinonitrile

  • CAS No. 149554-29-0

  • Cat. No. CS-0040818
  • Molecule weightNone
  • Purity≥95%
  • MDL No.MFCD00833024

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

6-(Piperazin-1-yl)nicotinonitrile|CS-0040818

Structure of 149554-29-0

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General Information

  • CAS No. 149554-29-0
  • Cat. No. CS-0040818
  • Purity ≥95%
  • MDL No. MFCD00833024
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₂N₄
  • Molecular Weight None
  • Synonym(s) 6-Piperazinonicotinonitrile, tech
  • SMILES N#CC1=CC=C(N2CCNCC2)N=C1

Description

6-(Piperazin-1-yl)nicotinonitrile features a pyridine core functionalized with a nitrile group and a piperazine moiety, delivering enhanced solubility and hydrogen-bonding capacity. This combination enables efficient integration into medicinal chemistry scaffolds, particularly in kinase inhibitor design and bioactive heterocyclic systems.

Application

6-(Piperazin-1-yl)nicotinonitrile serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocycles through standard coupling and cyclization protocols. Its nitrile group facilitates nucleophilic addition and amide formation, while the piperazine moiety provides solubility and hydrogen-bonding capacity. The molecule exhibits bench stability and compatibility with common reaction conditions, supporting efficient purification and integration into complex scaffolds.

Synthesis

  • Route1
    • Tert-butyl 4-(5-cyanopyridin-2-yl)piperazine-1-carboxylate|CS-0466182
      683274-61-5
    • ~%
    • In-stock
      6-(Piperazin-1-yl)nicotinonitrile|CS-0040818
      149554-29-0

    References

    • WO2012/64569 A1, ; Page/Page column 38 ;
  • Route2
    • null|null
      110-85-0
    • In-stock
      2-Chloro-5-cyanopyridine|CS-W020115
      33252-28-7
    • ~%
    • In-stock
      6-(Piperazin-1-yl)nicotinonitrile|CS-0040818
      149554-29-0

    References

    • WO2007/100990 A2, ; Page/Page column 93-94 ; WO 2007/100990 A2
  • Route3

    References

    • WO2012/64569 A1, ;

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-H312-H315-H319-H332-H335
Precautionary Statements : P260-P261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P304+P341-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P363-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   51.95
  • LogP   0.36288
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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