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CS-W001157 4
Total: USD 88.00

6-Quinoxalinecarboxylic acid

  • CAS No. 6925-00-4

  • Cat. No. CS-D1100
  • Purity≥96%
  • MDL No.MFCD01365834

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

6-Quinoxalinecarboxylic acid|CS-D1100

Structure of 6925-00-4

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General Information

  • CAS No. 6925-00-4
  • Cat. No. CS-D1100
  • Purity ≥96%
  • MDL No. MFCD01365834
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆N₂O₂
  • Molecular Weight 174.16
  • Synonym(s) Quinoxaline-6-carboxylic acid
  • SMILES O=C(C1=CC=C2N=CC=NC2=C1)O

Description

6-Quinoxalinecarboxylic acid features a rigid, electron-deficient quinoxaline core fused with a carboxylic acid group, enabling direct incorporation into conjugated systems. This structural motif supports efficient metal coordination and enhances solubility in polar solvents. The compound serves as a key scaffold for functional materials in organic electronics and pharmaceutical intermediates.

Application

6-Quinoxalinecarboxylic acid serves as a versatile building block for heterocyclic synthesis, enabling direct functionalization at the carboxylic acid group while maintaining stability under standard reaction conditions. Its rigid, electron-deficient quinoxaline core facilitates integration into pharmaceutical scaffolds and conjugated materials, with broad compatibility in amide coupling, esterification, and metal-catalyzed transformations. The compound exhibits excellent bench stability and ease of purification, making it well-suited for iterative synthetic campaigns in medicinal chemistry and materials science.

Synthesis

  • Route1
    • null|null
      131543-46-9
    • In-stock
      4-Carboxyphenyldiamine|CS-D1364
      619-05-6
    • ~91%
    • In-stock
      6-Quinoxalinecarboxylic acid|CS-D1100
      6925-00-4

    References

    • Duffy, Kevin J.; Fitch, Duke M.; Norton, Beth A. Patent: US2007/179144 A1, 2007 ; Location in patent: Page/Page column 5; 6 ; US 20070179144 A1
  • Route2

    References

    • Eisai Co., Ltd. Patent: EP1669348 A1, 2006 ; Location in patent: Page/Page column 67 ;
  • Route3
    • null|null
      107-83-5
    • In-stock
      Methyl quinoxaline-6-carboxylate|CS-0061852
      23088-23-5
    • ~%
    • In-stock
      6-Quinoxalinecarboxylic acid|CS-D1100
      6925-00-4
    • null|null
      258503-93-4

    References

    • US6432949 B1, ; US 6432949 B1

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   63.08
  • LogP   1.328
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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