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CS-W001157 4
Total: USD 88.00

1H-1,2,3-Triazole-4-carboxylic acid

  • CAS No. 16681-70-2

  • Cat. No. CS-W009031
  • Purity≥97%
  • MDL No.MFCD00196046

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

1H-1,2,3-Triazole-4-carboxylic acid|CS-W009031

Structure of 16681-70-2

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General Information

  • CAS No. 16681-70-2
  • Cat. No. CS-W009031
  • Purity ≥97%
  • MDL No. MFCD00196046
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃H₃N₃O₂
  • Molecular Weight 113.07
  • Synonym(s) 1,2,3-Triazole-5-carboxylic acid; 3H-1,2,3-Triazole-4-carboxylic acid; 4-Carboxy-1,2,3-triazole; NSC 77700; 5-Carboxy-1,2,3-triazole
  • SMILES O=C(C1=CN=NN1)O

Description

1H-1,2,3-Triazole-4-carboxylic acid features a rigid, electron-deficient triazole core paired with a carboxylic acid group, enabling direct conjugation or metal chelation. This scaffold integrates readily into bioconjugation workflows and serves as a stable isostere for phenylalanine in peptidomimetic design.

Application

1H-1,2,3-Triazole-4-carboxylic acid serves as a versatile building block in medicinal chemistry and synthetic methodology, enabling efficient access to triazolyl-containing scaffolds via standard coupling reactions. Its carboxylic acid functionality facilitates direct amidation, esterification, and derivatization under mild conditions, while the triazole ring provides metabolic stability and hydrogen-bonding capability. The compound exhibits excellent bench stability and ease of purification, making it well-suited for high-throughput synthesis and scale-up applications.

Synthesis

  • Route1
    • 1H-1,2,3-triazole-5-carboxamide|CS-0465788
      53897-99-7
    • ~77%
    • In-stock
      1H-1,2,3-Triazole-4-carboxylic acid|CS-W009031
      16681-70-2

    References

    • Nemeryuk, Michal P.; Sedov, Andrej L.; Safonova, Tamara S.; Cerny, Antonin; Krepelka, Jiri Collection of Czechoslovak Chemical Communications, 1986 , vol. 51, # 1 p. 215 - 233
  • Route2

    References

    • Journal of the American Chemical Society, , vol. 76, p. 4931
  • Route3

    References

    • Sibgatulin, Dmytriy A.; Bezdudny, Andrii V.; Mykhailiuk, Pavel K.; Voievoda, Nataliia M.; Kondratov, Ivan S.; Volochnyuk, Dmitry M.; Tolmachev, Andrey A. Synthesis, 2010 , # 7 art. no. Z25709SS, p. 1075 - 1077

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   78.87
  • LogP   -0.4971
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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