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CS-W001157 4
Total: USD 88.00

1,2-Oxazole-3-carboxylic acid

  • CAS No. 3209-71-0

  • Cat. No. CS-W008200
  • Purity≥98%
  • MDL No.MFCD06738796

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

1,2-Oxazole-3-carboxylic acid|CS-W008200

Structure of 3209-71-0

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General Information

  • CAS No. 3209-71-0
  • Cat. No. CS-W008200
  • Purity ≥98%
  • MDL No. MFCD06738796
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₃NO₃
  • Molecular Weight 113.07
  • Synonym(s) 3-Isoxazolecarboxylic acid
  • SMILES O1C=CC(=N1)C(=O)O

Description

1,2-Oxazole-3-carboxylic acid features a fused heterocyclic core with a carboxylic acid group at the 3-position, enabling direct incorporation into bioactive molecules. The oxazole ring imparts metabolic stability and enhanced polarity, while the acidic functionality facilitates salt formation and conjugation reactions under mild conditions. This scaffold serves as a privileged motif in medicinal chemistry for targeted protein inhibition and kinase modulation.

Application

1,2-Oxazole-3-carboxylic acid serves as a versatile scaffold for heterocyclic synthesis, enabling direct access to bioactive oxazole derivatives through standard functionalization protocols. Its carboxylic acid group facilitates conjugation and derivatization under mild conditions, while the oxazole ring exhibits robust bench stability and favorable solubility profiles. This compound functions as a key building block in medicinal chemistry campaigns targeting kinase inhibitors and antimicrobial agents, offering high compatibility with common coupling reagents and orthogonal protection strategies.

Synthesis

  • Route1
    • Ethyl 5-ethoxy-4,5-dihydroisoxazole-3-carboxylate|CS-0330424
      90088-46-3
    • ~%
    • In-stock
      1,2-Oxazole-3-carboxylic acid|CS-W008200
      3209-71-0

    References

    • US5696271 A1, ;
  • Route2

    References

    • US5696271 A1, ;
  • Route3
    • null|null
      872788-64-2
    • ~%
    • In-stock
      1,2-Oxazole-3-carboxylic acid|CS-W008200
      3209-71-0

    References

    • Gazzetta Chimica Italiana, , vol. 60, p. 172,177, 181

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
Precautionary Statements : P264-P270-P301+P310-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   63.33
  • LogP   0.3728
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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