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CS-W001157 4
Total: USD 88.00

4,7-Dihydroxycoumarin

  • CAS No. 1983-81-9

  • Cat. No. CS-0119443
  • Purity≥97%
  • MDL No.MFCD00203882

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

4,7-Dihydroxycoumarin|CS-0119443

Structure of 1983-81-9

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General Information

  • CAS No. 1983-81-9
  • Cat. No. CS-0119443
  • Purity ≥97%
  • MDL No. MFCD00203882
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆O₄
  • Molecular Weight 178.14
  • Synonym(s) 4,7-DHC
  • SMILES O=C1C=C(O)C2=CC=C(O)C=C2O1

Description

4,7-Dihydroxy-2H-chromen-2-one features a planar chromenone core with strategically positioned hydroxyl groups that enhance solubility and enable robust hydrogen bonding. This scaffold serves as a key structural motif in natural product derivatives and bioactive molecules, offering high stability under standard conditions and compatibility with diverse synthetic transformations.

Application

4,7-Dihydroxy-2H-chromen-2-one serves as a versatile scaffold for the synthesis of bioactive flavonoids and related natural product analogs. Its ortho-dihydroxy substitution enables robust metal chelation and oxidation to quinones, while the ketone functionality supports nucleophilic addition and condensation reactions. The compound exhibits bench stability and facilitates purification via recrystallization, making it a practical building block for medicinal chemistry campaigns targeting antioxidant and kinase-inhibitory activities.

Synthesis

  • Route1
    • 4-Hydroxy-7-benzyloxycoumarin|CS-0786376
      30992-66-6
    • ~88%
    • In-stock
      4,7-Dihydroxycoumarin|CS-0119443
      1983-81-9

    References

    • Hoechst Celanese Corp. Patent: US5726296 A1, 1998 ;
  • Route2

    References

    • Andres, Julien; Chauvin, Anne-Sophie Physical Chemistry Chemical Physics, 2013 , vol. 15, # 38 p. 15981 - 15994
  • Route3
    • null|null
      141-82-2
    • null|null
      108-46-3
    • ~60%
    • In-stock
      4,7-Dihydroxycoumarin|CS-0119443
      1983-81-9

    References

    • Shen, Qiong; Shao, Jialiang; Peng, Quan; Zhang, Wanjin; Ma, Lin; Chan, Albert S. C.; Gu, Lianquan Journal of Medicinal Chemistry, 2010 , vol. 53, # 23 p. 8252 - 8259

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 : P264-P270-P280-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   70.67
  • LogP   1.2042
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   0

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