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CS-W001157 4
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7-Bromo-4-hydroxyquinoline-3-carboxylic acid

  • CAS No. 860205-92-1

  • Cat. No. CS-0131701
  • Purity≥97%
  • MDL No.None

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

7-Bromo-4-hydroxyquinoline-3-carboxylic acid|CS-0131701

Structure of 860205-92-1

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General Information

  • CAS No. 860205-92-1
  • Cat. No. CS-0131701
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₆BrNO₃
  • Molecular Weight 268.06
  • Synonym(s) 7-bromo-4-oxo-1H-quinoline-3-carboxylic acid
  • SMILES BrC1=CC=C(C(O)=C(C=N2)C(O)=O)C2=C1

Description

7-Bromo-4-hydroxyquinoline-3-carboxylic acid features a rigid quinoline core functionalized with bromine, hydroxyl, and carboxylic acid groups at key positions. This combination enables direct coupling in cross-coupling reactions and facilitates conjugation to biomolecules. The electron-deficient quinoline scaffold enhances reactivity in transition-metal-catalyzed transformations, while the bench-stable hydroxyl and carboxylic acid moieties support straightforward derivatization under standard conditions.

Application

7-Bromo-4-hydroxyquinoline-3-carboxylic acid serves as a versatile building block for the synthesis of quinoline-based pharmaceutical intermediates. Its well-defined functional group array—bromine at C7, hydroxyl at C4, and carboxylic acid at C3—enables diverse transformations including Suzuki-Miyaura coupling, nucleophilic substitution, and esterification. The compound exhibits good bench stability and facilitates straightforward purification, making it suitable for both medicinal chemistry screening and process development workflows.

Synthesis

  • Route1
    • Ethyl 7-bromo-4-oxo-1,4-dihydroquinoline-3-carboxylate|CS-0368428
      208580-23-8
    • ~%
    • In-stock
      7-Bromo-4-hydroxyquinoline-3-carboxylic acid|CS-0131701
      860205-92-1

    References

    • Journal of the American Chemical Society, , vol. 71, p. 3236
  • Route2
    • null|null
      351893-47-5
    • ~%
    • In-stock
      7-Bromo-4-hydroxyquinoline-3-carboxylic acid|CS-0131701
      860205-92-1

    References

    • Journal of Medicinal Chemistry, , vol. 41, # 25 p. 4918 - 4926
  • Route3
    • null|null
      591-19-5
    • ~%
    • In-stock
      7-Bromo-4-hydroxyquinoline-3-carboxylic acid|CS-0131701
      860205-92-1

    References

    • Journal of Medicinal Chemistry, , vol. 41, # 25 p. 4918 - 4926

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   70.42
  • LogP   2.4011
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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