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CS-W001157 4
Total: USD 88.00

4-Bromo-1-phenyl-1H-pyrazole

  • CAS No. 15115-52-3

  • Cat. No. CS-W002563
  • Purity≥97%
  • MDL No.MFCD00234505

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

4-Bromo-1-phenyl-1H-pyrazole|CS-W002563

Structure of 15115-52-3

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General Information

  • CAS No. 15115-52-3
  • Cat. No. CS-W002563
  • Purity ≥97%
  • MDL No. MFCD00234505
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇BrN₂
  • Molecular Weight 223.07
  • Synonym(s) 4-bromo-1-phenylpyrazole
  • SMILES Brc1cnn(c1)c1ccccc1

Description

4-Bromo-1-phenyl-1H-pyrazole is a bench-stable heterocyclic scaffold featuring a bromine substituent at the 4-position and a phenyl group fused at the 1-position. This configuration enables direct functionalization in cross-coupling reactions, facilitating rapid access to diverse pyrazole-based libraries for medicinal chemistry and materials science applications.

Application

4-Bromo-1-phenyl-1H-pyrazole serves as a versatile building block in medicinal chemistry and heterocyclic synthesis. The bromine substituent enables palladium-catalyzed cross-coupling reactions, facilitating the construction of biaryl architectures. Its phenyl group provides π-stacking potential, while the pyrazole core offers hydrogen-bonding capability and metabolic stability. This compound exhibits excellent bench stability and is compatible with standard purification techniques, making it ideal for iterative synthesis workflows.

Synthesis

  • Route1

    References

    • Suh, Jeehee; Kang, Hee Sung; Kim, Ji-Eun; Yum, Eul Kgun Bulletin of the Korean Chemical Society, 2012 , vol. 33, # 6 p. 2067 - 2070
  • Route2

    References

    • Khan; Mustafa Pharmazie, 1986 , vol. 41, # 11 p. 813 - 814
  • Route3
    • null|null
      100-63-0
    • ~%
    • In-stock
      4-Bromo-1-phenyl-1H-pyrazole|CS-W002563
      15115-52-3

    References

    • Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, , vol. 133, p. 539

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   17.82
  • LogP   2.6348
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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