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CS-W001157 4
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Quinoxalin-6-ol

  • CAS No. 7467-91-6

  • Cat. No. CS-W006283
  • Molecule weight146.15
  • Purity≥98%
  • MDL No.MFCD07364440

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

Quinoxalin-6-ol|CS-W006283

Structure of 7467-91-6

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General Information

  • CAS No. 7467-91-6
  • Cat. No. CS-W006283
  • Purity ≥98%
  • MDL No. MFCD07364440
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆N₂O
  • Molecular Weight 146.15
  • Synonym(s) 6-Hydroxyquinoxaline
  • SMILES OC1=CC=C2N=CC=NC2=C1

Description

Quinoxalin-6-ol serves as a key heterocyclic scaffold in medicinal chemistry, featuring a phenolic hydroxyl group at the 6-position that enables direct functionalization and hydrogen bonding interactions. This bench-stable derivative exhibits enhanced solubility compared to related quinoxalines, facilitating its use in synthetic routes requiring polar reaction environments.

Application

Quinoxalin-6-ol serves as a versatile heterocyclic building block in medicinal chemistry, enabling direct incorporation into bioactive scaffolds due to its inherent hydrogen-bonding capacity and moderate basicity. Its stability under standard reaction conditions facilitates functionalization at the 6-position, while the phenolic hydroxyl group supports derivatization via esterification or ether formation. This compound functions effectively in coupling reactions and serves as a key intermediate in the synthesis of quinoxaline-based pharmaceutical candidates.

Synthesis

  • Route1

    References

    • Yu, Chao-Wu; Chen, Grace S.; Huang, Chen-Wei; Chern, Ji-Wang Organic Letters, 2012 , vol. 14, # 14 p. 3688 - 3691
  • Route2

    References

    • Silk Journal of the Chemical Society, 1956 , p. 2058,2060
  • Route3
    • null|null
      577-71-9
    • ~%
    • In-stock
      Quinoxalin-6-ol|CS-W006283
      7467-91-6

    References

    • Freeman; Spoerri Journal of Organic Chemistry, 1951 , vol. 16, p. 438,441

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   46.01
  • LogP   1.3354
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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