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CS-W001157 4
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3-Hydroxyquinoline-2-carboxylic acid

  • CAS No. 15462-45-0

  • Cat. No. CS-0136370
  • Molecule weight189.17
  • Purity≥97%
  • MDL No.MFCD08705721

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

3-Hydroxyquinoline-2-carboxylic acid|CS-0136370

Structure of 15462-45-0

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General Information

  • CAS No. 15462-45-0
  • Cat. No. CS-0136370
  • Purity ≥97%
  • MDL No. MFCD08705721
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₇NO₃
  • Molecular Weight 189.17
  • Synonym(s) 3-Hydroxy-2-quinolinecarboxylic acid
  • SMILES O=C(C1=NC2=CC=CC=C2C=C1O)O

Description

3-Hydroxyquinoline-2-carboxylic acid features a fused heterocyclic core combining phenolic hydroxyl and carboxylic acid functionalities, enabling dual hydrogen-bonding interactions. This structural motif enhances solubility and facilitates coordination in metal complexation, making it valuable for ligand design and bioactive molecule synthesis under standard bench conditions.

Application

3-Hydroxyquinoline-2-carboxylic acid serves as a versatile scaffold for medicinal chemistry and materials science, enabling direct access to functionalized quinoline derivatives. Its dual functionality—phenolic hydroxyl and carboxylic acid—facilitates orthogonal derivatization, including esterification, amidation, and metal coordination. The compound exhibits good bench stability and is amenable to standard purification methods, supporting its use in multi-step synthesis, heterocycle construction, and API intermediate development.

Synthesis

  • Route1
    • null|null
      171917-54-7
    • ~93%
    • In-stock
      3-Hydroxyquinoline-2-carboxylic acid|CS-0136370
      15462-45-0

    References

    • Boger, Dale L.; Chen, J.-H. Journal of Organic Chemistry, 1995 , vol. 60, # 22 p. 7369 - 7371
  • Route2
    • null|null
      847547-93-7
    • ~70%
    • In-stock
      3-Hydroxyquinoline-2-carboxylic acid|CS-0136370
      15462-45-0

    References

    • Riego, Estela; Bayo, Nuria; Cuevas, Carmen; Albericio, Fernando; Alvarez, Mercedes Tetrahedron, 2005 , vol. 61, # 6 p. 1407 - 1411
  • Route3

    References

    • Journal of Organic Chemistry, , vol. 60, # 22 p. 7369 - 7371

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

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Computational Chemistry Data

  • TPSA   70.42
  • LogP   1.6386
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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