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CS-W001157 4
Total: USD 88.00

6-Amino-1,4-dihydroquinoxaline-2,3-dione

  • CAS No. 6973-93-9

  • Cat. No. CS-0102806
  • Purity≥98%
  • MDL No.MFCD07643256

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

6-Amino-1,4-dihydroquinoxaline-2,3-dione|CS-0102806

Structure of 6973-93-9

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General Information

  • CAS No. 6973-93-9
  • Cat. No. CS-0102806
  • Purity ≥98%
  • MDL No. MFCD07643256
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇N₃O₂
  • Molecular Weight 177.16
  • Synonym(s) 6-aminoquinoxaline-2,3(1H,4H)-dione
  • SMILES O=C1NC2=C(NC1=O)C=C(C=C2)N

Description

6-Amino-1,4-dihydroquinoxaline-2,3-dione features a reactive amino group flanked by electron-deficient quinoxalinedione rings, enabling direct incorporation into conjugated frameworks. This scaffold delivers enhanced solubility and stability under standard conditions, facilitating use in synthetic intermediates for pharmaceutical and materials applications.

Application

6-Amino-1,4-dihydroquinoxaline-2,3-dione serves as a versatile building block in medicinal chemistry, enabling the synthesis of quinoxaline-based scaffolds through oxidative cyclization or electrophilic substitution. Its amino group facilitates direct functionalization, while the diketone moiety supports condensation reactions and metal-catalyzed coupling processes. Bench-stable and readily purified by recrystallization, it functions effectively in multistep syntheses requiring moderate functional group tolerance and predictable reactivity.

Synthesis

  • Route1

    References

    • Chambers, James J.; Gouda, Hiroaki; Young, David M.; Kuntz, Irwin D.; England, Pamela M. Journal of the American Chemical Society, 2004 , vol. 126, # 43 p. 13886 - 13887
  • Route2
    • null|null
      99-56-9
    • ~%
    • In-stock
      6-Amino-1,4-dihydroquinoxaline-2,3-dione|CS-0102806
      6973-93-9

    References

    • Chambers, James J.; Gouda, Hiroaki; Young, David M.; Kuntz, Irwin D.; England, Pamela M. Journal of the American Chemical Society, 2004 , vol. 126, # 43 p. 13886 - 13887
  • Route3
    • null|null
      95-92-1
    • Benzene-1,2,4-triamine|CS-0737175
      615-71-4
    • ~79%
    • In-stock
      6-Amino-1,4-dihydroquinoxaline-2,3-dione|CS-0102806
      6973-93-9

    References

    • Wang, Limin; Liu, Jijun; Tian, He; Qian, Changtao Synthetic Communications, 2004 , vol. 34, # 8 p. 1349 - 1357

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-H319
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   91.74
  • LogP   -0.2014
  • H_Acceptors   3
  • H_Donors   3
  • Rotatable_Bonds   0

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