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CS-W001157 4
Total: USD 88.00

3,4-Dihydroquinoxalin-2(1H)-one

  • CAS No. 59564-59-9

  • Cat. No. CS-0046843
  • Purity≥95%
  • MDL No.None

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

3,4-Dihydroquinoxalin-2(1H)-one|CS-0046843

Structure of 59564-59-9

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General Information

  • CAS No. 59564-59-9
  • Cat. No. CS-0046843
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈N₂O
  • Molecular Weight 148.16
  • Synonym(s) 3,4-Dihydroquinoxalin-2-ol
  • SMILES O=C1NC2=C(NC1)C=CC=C2

Description

3,4-Dihydroquinoxalin-2(1H)-one features a saturated quinoxaline core with a lactam functionality, offering enhanced solubility and stability compared to fully aromatic analogs. This scaffold integrates readily into medicinal chemistry libraries, serving as a key heterocyclic motif for kinase inhibitors and CNS-targeted therapeutics.

Application

3,4-Dihydroquinoxalin-2(1H)-one serves as a versatile scaffold in medicinal chemistry, enabling efficient construction of quinoxaline-based heterocycles. Its bench-stable nature and compatibility with diverse functional groups facilitate straightforward derivatization via standard coupling and cyclization protocols. Functions as a key building block for bioactive molecules, particularly in kinase inhibitor and antimicrobial agent development.

Synthesis

  • Route1
    • null|null
      105-36-2
    • null|null
      95-54-5
    • ~80%
    • In-stock
      3,4-Dihydroquinoxalin-2(1H)-one|CS-0046843
      59564-59-9

    References

    • Qiao, Jennifer X.; Wang, Tammy C.; Ruel, Rejean; Thibeault, Carl; L'Heureux, Alexandre; Schumacher, William A.; Spronk, Steven A.; Hiebert, Sheldon; Bouthillier, Gilles; Lloyd, John; Pi, Zulan; Schnur, Dora M.; Abell, Lynn M.; Hua, Ji; Price, Laura A.; Liu, Eddie; Wu, Qimin; Steinbacher, Thomas E.; Bostwick, Jeffrey S.; Chang, Ming; Zheng, Joanna; Gao, Qi; Ma, Baoqing; McDonnell, Patricia A.; Huang, Christine S.; Rehfuss, Robert; Wexler, Ruth R.; Lam, Patrick Y. S. Journal of Medicinal Chemistry, 2013 , vol. 56, # 22 p. 9275 - 9295
  • Route2
    • Methyl (2-nitrophenyl)glycinate|CS-0302118
      389065-48-9
    • ~80%
    • In-stock
      3,4-Dihydroquinoxalin-2(1H)-one|CS-0046843
      59564-59-9

    References

    • Smil, David V.; Manku, Sukhdev; Chantigny, Yves A.; Leit, Silvana; Wahhab, Amal; Yan, Theresa P.; Fournel, Marielle; Maroun, Christiane; Li, Zuomei; Lemieux, Anne-Marie; Nicolescu, Alina; Rahil, Jubrail; Lefebvre, Sylvain; Panetta, Anthony; Besterman, Jeffrey M.; Deziel, Robert Bioorganic and Medicinal Chemistry Letters, 2009 , vol. 19, # 3 p. 688 - 692
  • Route3
    • Ethyl 2-[(2-nitrophenyl)amino]acetate|CS-0209782
      5428-05-7
    • ~90%
    • In-stock
      3,4-Dihydroquinoxalin-2(1H)-one|CS-0046843
      59564-59-9

    References

    • TenBrink, Ruth E.; Im, Wha B.; Sethy, Vimala H.; Tang, Andrew H.; Carter, Don B. Journal of Medicinal Chemistry, 1994 , vol. 37, # 6 p. 758 - 768

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   41.13
  • LogP   1.0506
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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