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CS-W001157 4
Total: USD 88.00

4-Phenyl-1H-1,2,3-triazole

  • CAS No. 1680-44-0

  • Cat. No. CS-0171311
  • Purity≥98%
  • MDL No.MFCD00760404

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

4-Phenyl-1H-1,2,3-triazole|CS-0171311

Structure of 1680-44-0

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General Information

  • CAS No. 1680-44-0
  • Cat. No. CS-0171311
  • Purity ≥98%
  • MDL No. MFCD00760404
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇N₃
  • Molecular Weight 145.16
  • Synonym(s) None
  • SMILES C1(C2=CC=CC=C2)=CN=NN1

Description

4-Phenyl-1H-1,2,3-triazole features a rigid, electron-rich triazole core linked to a phenyl group, enabling robust π-stacking and dipole interactions. This structural motif enhances solubility in organic media while maintaining bench-stable handling under standard conditions. The compound serves as a key scaffold for bioactive molecule design and functional material integration.

Application

4-Phenyl-1H-1,2,3-triazole serves as a robust bioisostere in medicinal chemistry, enabling the construction of diverse heterocyclic scaffolds via copper-catalyzed azide-alkyne cycloaddition (CuAAC). Its aromatic phenyl group enhances metabolic stability and facilitates π–π stacking interactions. The triazole ring exhibits excellent bench stability, tolerates a wide range of functional groups, and simplifies purification due to its crystalline nature—making it a practical building block for API development and combinatorial libraries.

Synthesis

  • Route1
    • (E)-(2-Bromovinyl)benzene|CS-0356736
      588-72-7
    • ~92%
    • In-stock
      4-Phenyl-1H-1,2,3-triazole|CS-0171311
      1680-44-0

    References

    • Barluenga, Jose; Valdes, Carlos; Beltran, Gustavo; Escribano, Maria; Aznar, Fernando Angewandte Chemie - International Edition, 2006 , vol. 45, # 41 p. 6893 - 6896
  • Route2
    • null|null
      411211-25-1
    • ~95%
    • In-stock
      4-Phenyl-1H-1,2,3-triazole|CS-0171311
      1680-44-0

    References

    • He, Yun; Sun, Erxiao; Zhao, Yi; Hai, Li; Wu, Yong Tetrahedron Letters, 2014 , vol. 55, # 1 p. 111 - 115
  • Route3
    • null|null
      679842-59-2
    • ~88%
    • In-stock
      4-Phenyl-1H-1,2,3-triazole|CS-0171311
      1680-44-0

    References

    • Kamijo, Shin; Huo, Zhibao; Jin, Tienan; Kanazawa, Chikashi; Yamamoto, Yoshinori Journal of Organic Chemistry, 2005 , vol. 70, # 16 p. 6389 - 6397

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   1.4717
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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