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CS-W001157 4
Total: USD 88.00

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

  • CAS No. 27996-86-7

  • Cat. No. CS-W002951
  • Purity≥95%
  • MDL No.MFCD02681969

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

4-[1,2,4]Triazol-1-yl-benzaldehyde|CS-W002951

Structure of 27996-86-7

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General Information

  • CAS No. 27996-86-7
  • Cat. No. CS-W002951
  • Purity ≥95%
  • MDL No. MFCD02681969
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇N₃O
  • Molecular Weight 173.17
  • Synonym(s) 4-(1H-1,2,4-Triazol-1-yl)benzaldehyde
  • SMILES O=CC1=CC=C(N2C=NC=N2)C=C1

Description

4-[1,2,4]Triazol-1-yl-benzaldehyde features a rigid triazole-linked aromatic aldehyde scaffold ideal for click chemistry and bioconjugation. The electron-deficient aldehyde group enables efficient coupling reactions, while the triazole moiety enhances metabolic stability and solubility in polar media. This compound serves as a modular building block for drug discovery and functional materials.

Application

4-[1,2,4]Triazol-1-yl-benzaldehyde serves as a versatile building block in medicinal chemistry and materials science, enabling efficient construction of triazole-containing scaffolds via click chemistry. The aldehyde functionality facilitates direct derivatization through reductive amination or Grignard addition, while the triazole ring provides metabolic stability and hydrogen-bonding capability. Bench-stable and readily purified by column chromatography, it functions effectively in multistep synthesis and offers predictable reactivity in standard coupling protocols.

Synthesis

  • Route1

    References

    • Marrapu, Vijay K.; Chaturvedi, Vinita; Singh, Shubhra; Singh, Shyam; Sinha, Sudhir; Bhandari, Kalpana European Journal of Medicinal Chemistry, 2011 , vol. 46, # 9 p. 4302 - 4310
  • Route2

    References

    • Sircar; Duell; Bristol; Weishaar; Evans Journal of Medicinal Chemistry, 1987 , vol. 30, # 6 p. 1023 - 1029
  • Route3

    References

    • Artico; Silvestri; Stefancich; Avigliano; Di Giulio; Maccarrone; Agostinelli; Mondovi; Morpurgo European Journal of Medicinal Chemistry, 1992 , vol. 27, # 3 p. 219 - 228

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   47.78
  • LogP   1.0798
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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