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CS-W001157 4
Total: USD 88.00

3-(4-Bromophenyl)-1H-[1,2,4]triazole

  • CAS No. 118863-62-0

  • Cat. No. CS-W005703
  • Purity≥97%
  • MDL No.MFCD16659605

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

3-(4-Bromophenyl)-1H-[1,2,4]triazole|CS-W005703

Structure of 118863-62-0

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General Information

  • CAS No. 118863-62-0
  • Cat. No. CS-W005703
  • Purity ≥97%
  • MDL No. MFCD16659605
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆BrN₃
  • Molecular Weight 224.06
  • Synonym(s) 5-(4-bromophenyl)-1H-1,2,4-triazole
  • SMILES BrC1=CC=C(C=C1)C2=N[NH]C=N2

Description

3-(4-Bromophenyl)-1H-[1,2,4]triazole is a bench-stable heteroaryl building block featuring a brominated phenyl group attached to the triazole core. This configuration enables direct coupling in palladium-catalyzed cross-coupling reactions, facilitating rapid access to bioactive molecules in medicinal chemistry and materials science applications.

Application

3-(4-Bromophenyl)-1H-[1,2,4]triazole serves as a versatile building block for constructing biologically relevant heterocyclic scaffolds. The bromophenyl group enables palladium-catalyzed cross-coupling reactions, facilitating the assembly of complex aryl-aryl architectures. Its stability under standard synthetic conditions and compatibility with diverse functional groups make it well-suited for medicinal chemistry applications and process-scale synthesis.

Synthesis

  • Route1
    • null|null
      1269646-41-4
    • ~67%
    • In-stock
      3-(4-Bromophenyl)-1H-[1,2,4]triazole|CS-W005703
      118863-62-0

    References

    • ARRAY BIOPHARMA INC.; ANDREWS, Steven W.; CONDROSKI, Kevin Ronald; DE MEESE, Lisa A.; FELL, Jay Bradford; FISCHER, John P.; LE HUEROU, Yvan; JOSEY, John A.; KOCH, Kevin; MIKNIS, Gregory F.; RODRIGUEZ, Martha E.; TOPALOV, George T.; WALLACE, Eli M.; XU, Rui Patent: WO2011/29027 A1, 2011 ; Location in patent: Page/Page column 49 ; WO 2011/029027 A1
  • Route2

    References

    • WO2011/29027 A1, ; WO 2011/029027 A1
  • Route3
    • null|null
      64781-78-8
    • null|null
      108-86-1
    • ~%
    • In-stock
      3-(4-Bromophenyl)-1H-[1,2,4]triazole|CS-W005703
      118863-62-0
    • 5-(2-Bromophenyl)-1h-1,2,4-triazole|CS-0689051
      118863-61-9
    • 3-Bromo-1-phenyl-1H-1,2,4-triazole|CS-1310791
      56617-00-6
    • 5-Bromo-1-phenyl-1H-1,2,4-triazole|CS-1688558
      21434-15-1

    References

    • Tetrahedron Letters, , vol. 28, # 28 p. 3221 - 3224

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

Quality Control

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Computational Chemistry Data

  • TPSA   41.57
  • LogP   2.2342
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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