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CS-W001157 4
Total: USD 88.00

Thiazole-5-carboxylic acid

  • CAS No. 14527-41-4

  • Cat. No. CS-W003082
  • Purity≥98%
  • MDL No.MFCD03428539

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

Thiazole-5-carboxylic acid|CS-W003082

Structure of 14527-41-4

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General Information

  • CAS No. 14527-41-4
  • Cat. No. CS-W003082
  • Purity ≥98%
  • MDL No. MFCD03428539
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₃NO₂S
  • Molecular Weight 129.14
  • Synonym(s) 1,3-thiazole-5-carboxylate
  • SMILES OC(=O)c1cncs1

Description

Thiazole-5-carboxylic acid integrates a polar carboxylate group at the C5 position of the thiazole ring, enhancing solubility and enabling direct coupling reactions. This scaffold serves as a key building block in medicinal chemistry, where its electron-deficient heterocycle supports target engagement in kinase inhibitors and other bioactive molecules.

Application

Thiazole-5-carboxylic acid serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, enabling efficient access to bioactive scaffolds. Its carboxylic acid functionality facilitates direct amidation, esterification, and coupling reactions under standard conditions. The thiazole ring provides structural rigidity and favorable pharmacophoric properties, enhancing metabolic stability and target affinity in drug discovery campaigns. Bench-stable and readily purified by recrystallization, it functions reliably in multi-step syntheses and is compatible with common protecting group strategies.

Synthesis

  • Route1

    References

    • US5883102 A1, ;
  • Route2
    • null|null
      288-47-1
    • null|null
      124-38-9
    • ~26%
    • In-stock
      Thiazole-5-carboxylic acid|CS-W003082
      14527-41-4
    • In-stock
      Thiazole-2-carboxylic acid|CS-W019827
      14190-59-1

    References

    • Journal of the American Chemical Society, , vol. 132, # 26 p. 8858 - 8859
  • Route3

    References

    • Recueil des Travaux Chimiques des Pays-Bas, , vol. 72, p. 262,267 Helvetica Chimica Acta, , vol. 25, p. 375 Journal of Physical Chemistry, , vol. 52, p. 729,736, 737

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

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