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CS-W001157 4
Total: USD 88.00

4-Hydroxy-7-methoxy-2H-chromen-2-one

  • CAS No. 17575-15-4

  • Cat. No. CS-0063810
  • Purity≥95%
  • MDL No.None

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

4-Hydroxy-7-methoxy-2H-chromen-2-one|CS-0063810

Structure of 17575-15-4

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General Information

  • CAS No. 17575-15-4
  • Cat. No. CS-0063810
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈O₄
  • Molecular Weight 192.17
  • Synonym(s) 4-Hydroxy-7-methoxycoumarin
  • SMILES O=C1C=C(O)C2=CC=C(OC)C=C2O1

Description

4-Hydroxy-7-methoxy-2H-chromen-2-one features a fused benzopyran core with strategically positioned hydroxyl and methoxy groups, enabling robust hydrogen bonding and enhanced solubility in polar solvents. This scaffold integrates readily into synthetic routes for bioactive heterocycles, serving as a key intermediate in natural product analogs and medicinal chemistry campaigns.

Application

4-Hydroxy-7-methoxy-2H-chromen-2-one serves as a versatile scaffold in synthetic organic chemistry, enabling efficient access to bioactive flavonoid derivatives. Its ortho-hydroxyl and methoxy substituents facilitate regioselective functionalization and participate in standard coupling reactions. The compound exhibits bench stability and is readily purified by recrystallization or column chromatography, making it well-suited for iterative synthesis workflows in medicinal chemistry and natural product analog development.

Synthesis

  • Route1
    • In-stock
      Paeonol|CS-4269
      552-41-0
    • null|null
      105-58-8
    • ~97%
    • In-stock
      4-Hydroxy-7-methoxy-2H-chromen-2-one|CS-0063810
      17575-15-4

    References

    • Nolan, Karen A.; Doncaster, Jeremy R.; Dunstan, Mark S.; Scott, Katherine A.; Frenkel, A. David; Siegel, David; Ross, David; Barnes, John; Levy, Colin; Leys, David; Whitehead, Roger C.; Stratford, Ian J.; Bryce, Richard A. Journal of Medicinal Chemistry, 2009 , vol. 52, # 22 p. 7142 - 7156
  • Route2
    • In-stock
      Paeonol|CS-4269
      552-41-0
    • null|null
      201230-82-2
    • ~94%
    • In-stock
      4-Hydroxy-7-methoxy-2H-chromen-2-one|CS-0063810
      17575-15-4

    References

    • Mizuno, Takumi; Nishiguchi, Ikuzo; Hirashima, Tsuneaki; Ogawa, Akiya; Kambe, Nobuaki; Sonoda, Noboru Synthesis, 1988 , # 3 p. 257 - 259
  • Route3

    References

    • Russian Chemical Bulletin, , vol. 49, # 3 p. 478 - 481

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-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   59.67
  • LogP   1.5072
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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