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CS-W001157 4
Total: USD 88.00

Benzofuran-4-carboxylic acid

  • CAS No. 166599-84-4

  • Cat. No. CS-W007218
  • Purity≥97%
  • MDL No.MFCD10000600

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

Benzofuran-4-carboxylic acid|CS-W007218

Structure of 166599-84-4

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General Information

  • CAS No. 166599-84-4
  • Cat. No. CS-W007218
  • Purity ≥97%
  • MDL No. MFCD10000600
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆O₃
  • Molecular Weight 162.14
  • Synonym(s) 4-BENZOFURANCARBOXYLICACID
  • SMILES O=C(C1=C2C=COC2=CC=C1)O

Description

Benzofuran-4-carboxylic acid features a fused heterocyclic scaffold with a carboxylic acid group at the 4-position, enabling direct conjugation in synthetic transformations. This electron-deficient aryl moiety integrates readily into pharmaceutical intermediates and functional materials, offering enhanced solubility and stability under standard conditions.

Application

Benzofuran-4-carboxylic acid serves as a versatile building block in medicinal chemistry and heterocyclic synthesis. Its carboxylic acid functionality enables direct derivatization into amides, esters, and acyl chlorides, facilitating downstream conjugation and scaffold elaboration. The benzofuran core provides inherent stability and π-conjugation, enhancing its utility in drug discovery programs. Bench-stable and readily purified by recrystallization, it functions effectively in standard coupling reactions and transition-metal-catalyzed transformations.

Synthesis

  • Route1
    • Methyl 2-hydroxy-2,3-dihydrobenzofuran-4-carboxylate|CS-0721500
      166599-85-5
    • ~60%
    • In-stock
      Benzofuran-4-carboxylic acid|CS-W007218
      166599-84-4

    References

    • GLAXO GROUP LIMITED Patent: WO2009/34133 A1, 2009 ; Location in patent: Page/Page column 18 ; WO 2009/034133 A1
  • Route2

    References

    • Eissenstat, Michael A.; Bell, Malcolm R.; D'Ambra, Thomas E.; Alexander, E. John; Daum, Sol J.; et al. Journal of Medicinal Chemistry, 1995 , vol. 38, # 16 p. 3094 - 3105
  • Route3
    • Methyl 3-(allyloxy)benzoate|CS-0365782
      79250-46-7
    • ~%
    • In-stock
      Benzofuran-4-carboxylic acid|CS-W007218
      166599-84-4

    References

    • Journal of Medicinal Chemistry, , vol. 38, # 16 p. 3094 - 3105

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

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Computational Chemistry Data

  • TPSA   50.44
  • LogP   2.131
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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