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CS-W001157 4
Total: USD 88.00

1-Phenylpyrazole-4-carbonitrile

  • CAS No. 709-04-6

  • Cat. No. CS-0060552
  • Purity≥97%
  • MDL No.None

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

1-Phenylpyrazole-4-carbonitrile|CS-0060552

Structure of 709-04-6

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General Information

  • CAS No. 709-04-6
  • Cat. No. CS-0060552
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₇N₃
  • Molecular Weight 169.18
  • Synonym(s) 1-phenyl-1H-pyrazole-4-carbonitrile
  • SMILES C1=CC=C(C=C1)N2C=C(C#N)C=N2

Description

1-Phenylpyrazole-4-carbonitrile features a conjugated pyrazole core bearing a phenyl group at the 1-position and a nitrile substituent at the 4-position, delivering enhanced electronic delocalization and synthetic versatility. This scaffold integrates readily into heterocyclic architectures, offering robust stability under standard conditions and compatibility with transition-metal-catalyzed coupling processes.

Application

1-Phenylpyrazole-4-carbonitrile serves as a versatile building block in heterocyclic synthesis, enabling efficient access to pyrazole-based scaffolds through nucleophilic addition and cycloaddition reactions. The nitrile group provides a handle for functionalization via hydrolysis or reduction, while the phenyl substituent enhances stability and modulates reactivity. Its bench-stable nature and compatibility with standard coupling protocols make it well-suited for medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • In-stock
      5-Amino-1-phenyl-1H-pyrazole-4-carbonitrile|CS-W002125
      5334-43-0
    • ~9%
    • In-stock
      1-Phenylpyrazole-4-carbonitrile|CS-0060552
      709-04-6
    • 5-Chloro-1-phenyl-1h-pyrazole-4-carbonitrile|CS-0685169
      1050619-81-2

    References

    • Moyano, Elizabeth L.; Colomer, Juan Pablo; Yranzo, Gloria I. European Journal of Organic Chemistry, 2008 , # 19 p. 3377 - 3381
  • Route2

    References

    • Dos Santos, Mauricio S.; Bernardino, Alice M. R.; Pinheiro, Luiz C. S.; Canto-Cavalheiro, Marilene M.; Leon, Leonor L. Journal of Heterocyclic Chemistry, 2012 , vol. 49, # 6 p. 1425 - 1428
  • Route3

    References

    • Dos Santos, Mauricio S.; Gomes, Adriana O.; Bernardino, Alice M. R.; De Souza, Marcos C.; Khan, Misbahul A.; De Brito, Monique A.; Castro, Helena C.; Abreu, Paula A.; Rodrigues, Carlos R.; De Leo, Rosa M. M.; Leon, Leonor L.; Canto-Cavalheirr, Marilene M. Journal of the Brazilian Chemical Society, 2011 , vol. 22, # 2 p. 352 - 358

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   41.61
  • LogP   1.74398
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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