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CS-W001157 4
Total: USD 88.00

4-[1,2,4]Triazol-1-yl-phenylamine

  • CAS No. 6523-49-5

  • Cat. No. CS-W019064
  • Purity≥97%
  • MDL No.MFCD00171470

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

4-[1,2,4]Triazol-1-yl-phenylamine|CS-W019064

Structure of 6523-49-5

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General Information

  • CAS No. 6523-49-5
  • Cat. No. CS-W019064
  • Purity ≥97%
  • MDL No. MFCD00171470
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈N₄
  • Molecular Weight 160.18
  • Synonym(s) 4-(1H-1,2,4-triazol-1-yl)aniline
  • SMILES C1=CC(=CC=C1[N]2C=NC=N2)N

Description

4-[1,2,4]Triazol-1-yl-phenylamine features a rigid triazole-phenylamine scaffold that enables robust π-conjugation and directional hydrogen bonding. This bench-stable heteroaromatic amine integrates readily into functional materials and serves as a key intermediate in bioconjugation and ligand design.

Application

4-[1,2,4]Triazol-1-yl-phenylamine serves as a versatile building block in medicinal chemistry and materials science, enabling the construction of bioactive heterocycles and functionalized aryl scaffolds. Its robust triazole-aryl linkage offers excellent stability, while the pendant amine facilitates further derivatization via amidation, alkylation, or coupling reactions. The molecule exhibits favorable solubility and handling characteristics, making it well-suited for high-throughput synthesis and process-scale applications.

Synthesis

  • Route1

    References

    • Kitazaki, Tomoyuki; Ichikawa, Takashi; Tasaka, Akihiro; Hosono, Hiroshi; Matsushita, Yoshihiro; Hayashi, Ryogo; Okonogi, Kenji; Itoh, Katsumi Chemical and Pharmaceutical Bulletin, 2000 , vol. 48, # 12 p. 1935 - 1946
  • Route2

    References

    • Chemical and Pharmaceutical Bulletin, , vol. 48, # 12 p. 1935 - 1946

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
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   56.73
  • LogP   0.8495
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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