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CS-W001157 4
Total: USD 88.00

Benzo[d]oxazole-4-carboxylic acid

  • CAS No. 208772-23-0

  • Cat. No. CS-W022582
  • Molecule weight163.13
  • Purity≥98%
  • MDL No.MFCD11890806

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

Benzo[d]oxazole-4-carboxylic acid|CS-W022582

Structure of 208772-23-0

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General Information

  • CAS No. 208772-23-0
  • Cat. No. CS-W022582
  • Purity ≥98%
  • MDL No. MFCD11890806
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅NO₃
  • Molecular Weight 163.13
  • Synonym(s) 4-Benzoxazolecarboxylic acid
  • SMILES OC(=O)C1=CC=CC2=C1N=CO2

Description

Benzo[d]oxazole-4-carboxylic acid features a rigid heteroaromatic core with a carboxylic acid group at the 4-position, enabling direct conjugation or derivatization in synthetic routes. This scaffold imparts enhanced metabolic stability and favorable electronic properties, making it valuable for pharmaceutical intermediates and bioactive molecule design.

Application

Benzo[d]oxazole-4-carboxylic acid serves as a versatile building block for heterocyclic scaffolds in medicinal chemistry and materials science. Its carboxylic acid functionality enables direct amidation, esterification, and coupling reactions under standard conditions. The fused benzoxazole core offers enhanced metabolic stability and planar rigidity, facilitating interactions with biological targets. Bench-stable and readily purified by recrystallization, it functions reliably in multi-step syntheses and API development workflows.

Synthesis

  • Route1
    • null|null
      906096-11-5
    • null|null
      122-51-0
    • ~99%
    • In-stock
      Benzo[d]oxazole-4-carboxylic acid|CS-W022582
      208772-23-0

    References

    • AMR Technology, Inc. Patent: US2008/214601 A1, 2008 ; Location in patent: Page/Page column 14-15 ;
  • Route2

    References

    • Newcastle University Ventures Limited Patent: US6100283 A1, 2000 ;
  • Route3
    • null|null
      149-73-5
    • In-stock
      3-Hydroxyanthranilic acid|CS-W001171
      548-93-6
    • ~%
    • In-stock
      Benzo[d]oxazole-4-carboxylic acid|CS-W022582
      208772-23-0

    References

    • ACTELION PHARMACEUTICALS LTD Patent: WO2009/16560 A2, 2009 ; Location in patent: Page/Page column 83 ; WO 2009/016560 A2

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   63.33
  • LogP   1.526
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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