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CS-W001157 4
Total: USD 88.00

1H-Imidazole-4-carbonitrile

  • CAS No. 57090-88-7

  • Cat. No. CS-W005112
  • Purity≥97%
  • MDL No.None

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

1H-Imidazole-4-carbonitrile|CS-W005112

Structure of 57090-88-7

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General Information

  • CAS No. 57090-88-7
  • Cat. No. CS-W005112
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₃N₃
  • Molecular Weight 93.09
  • Synonym(s) 1H-imidazole-5-carbonitrile
  • SMILES N#CC1=CNC=N1

Description

1H-Imidazole-4-carbonitrile features a nitrogen-rich heterocyclic core paired with a reactive nitrile group, enabling direct incorporation into bioactive scaffolds. This bench-stable compound serves as a key building block for pharmaceutical intermediates and functional materials, offering enhanced solubility in polar solvents and compatibility with standard coupling protocols.

Application

1H-Imidazole-4-carbonitrile serves as a versatile building block in medicinal chemistry, enabling efficient access to heterocyclic scaffolds through palladium-catalyzed cross-coupling and nucleophilic substitution reactions. Its nitrile group offers orthogonal reactivity for downstream functionalization, while the imidazole core provides structural rigidity and hydrogen-bonding capacity. Bench-stable and readily purified by recrystallization, it functions effectively in standard synthetic workflows for API intermediate development.

Synthesis

  • Route1

    References

    • Illig, Carl R.; Ballentine, Shelley K.; Chen, Jinsheng; Meegalla, Sanath K.; Rudolph, M. Jonathan; Wall, Mark J.; Wilson, Kenneth J.; Desjarlais, Renee L.; Manthey, Carl L.; Molloy, Christopher J. Patent: US2008/51402 A1, 2008 ; Location in patent: Page/Page column 74-75 ; US 20080051402 A1
  • Route2

    References

    • Ampac Fine Chemicals LLC Patent: US2009/292122 A1, 2009 ; Location in patent: Page/Page column 12 ;
  • Route3
    • (E)-N-[(1H-Imidazol-5-yl)methylidene]hydroxylamine|CS-0768864
      57090-90-1
    • ~%
    • In-stock
      1H-Imidazole-4-carbonitrile|CS-W005112
      57090-88-7

    References

    • Synthesis, , # 5 p. 677 - 680

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   52.47
  • LogP   0.28138
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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