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CS-W001157 4
Total: USD 88.00

4-Thiazolecarboxylic acid

  • CAS No. 3973-08-8

  • Cat. No. CS-W009228
  • Purity≥97%
  • MDL No.MFCD00623589

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

4-Thiazolecarboxylic acid|CS-W009228

Structure of 3973-08-8

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General Information

  • CAS No. 3973-08-8
  • Cat. No. CS-W009228
  • Purity ≥97%
  • MDL No. MFCD00623589
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₃NO₂S
  • Molecular Weight 129.14
  • Synonym(s) None
  • SMILES O=C(O)C1=CSC=N1

Description

4-Thiazolecarboxylic acid features a heterocyclic thiazole ring with a carboxylic acid group at the 4-position, enabling direct conjugation in synthetic transformations. This scaffold offers enhanced solubility and stability in aqueous media, facilitating integration into bioconjugation workflows and pharmaceutical intermediates.

Application

4-Thiazolecarboxylic acid serves as a versatile building block in medicinal chemistry and synthetic organic chemistry, enabling the construction of bioactive heterocycles and functionalized scaffolds. Its carboxylic acid group facilitates direct amidation, esterification, and coupling reactions under standard conditions, while the thiazole ring provides metabolic stability and favorable electronic properties. The compound exhibits good bench stability and is compatible with common protecting group strategies, making it a reliable reagent for peptide mimicry, macrocyclic synthesis, and API intermediate development.

Synthesis

  • Route1
    • In-stock
      3-Bromopyruvic acid|CS-5517
      1113-59-3
    • null|null
      77287-34-4
    • ~22%
    • In-stock
      4-Thiazolecarboxylic acid|CS-W009228
      3973-08-8

    References

    • Schiffmann, Rolf; Neugebauer, Alexander; Klein, Christian D. Journal of Medicinal Chemistry, 2006 , vol. 49, # 2 p. 511 - 522
  • Route2

    References

    • Kiener, Andreas Angewandte Chemie, 1992 , vol. 104, # 6 p. 748 - 749
  • Route3
    • null|null
      115-08-2
    • In-stock
      3-Bromopyruvic acid|CS-5517
      1113-59-3
    • ~%
    • In-stock
      4-Thiazolecarboxylic acid|CS-W009228
      3973-08-8

    References

    • Kumar, Sanjai; Pearson, Andre L.; Pratt Bioorganic and Medicinal Chemistry, 2001 , vol. 9, # 8 p. 2035 - 2044

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H317
Precautionary Statements : P261-P272-P280-P302+P352-P362+P364-P501

Quality Control

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Computational Chemistry Data

  • TPSA   50.19
  • LogP   0.8413
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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