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CS-W001157 4
Total: USD 88.00

3-Hydroxyxanthone

  • CAS No. 3722-51-8

  • Cat. No. CS-W014273
  • Purity≥96%
  • MDL No.MFCD00604748

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

3-Hydroxyxanthone|CS-W014273

Structure of 3722-51-8

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General Information

  • CAS No. 3722-51-8
  • Cat. No. CS-W014273
  • Purity ≥96%
  • MDL No. MFCD00604748
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₈O₃
  • Molecular Weight None
  • Synonym(s) 3-Hydroxy-xanthen-9-one
  • SMILES O=C1C2=C(OC3=C1C=CC=C3)C=C(O)C=C2

Description

3-Hydroxyxanthone delivers a rigid, planar scaffold with a strategically positioned hydroxyl group enabling hydrogen bonding and enhanced solubility in polar solvents. This feature facilitates integration into bioactive molecule design and supports applications in fluorescent probe development and metal chelation studies.

Application

3-Hydroxyxanthone serves as a versatile scaffold in synthetic organic chemistry, enabling direct functionalization at the C3 position and facilitating downstream derivatization for heterocyclic library development. Its phenolic hydroxyl group offers moderate stability and compatibility with standard protecting group strategies, while the xanthone core provides inherent rigidity and π-conjugation beneficial for medicinal chemistry applications. Functions effectively in electrophilic substitution and metal-catalyzed coupling reactions, supporting efficient access to bioactive analogs.

Synthesis

  • Route1
    • null|null
      13087-18-8
    • ~10%
    • In-stock
      3-Hydroxyxanthone|CS-W014273
      3722-51-8

    References

    • Zhang, Xiaojin; Li, Xiang; Tao, Lei; Gao, Yuan; Gong, Dandan; Xi, Meiyang; Xu, Xiaoli; Guo, Qinglong; You, Qidong; Ye, Suofu; Zhang, Yu; Meng, Huyan; Zhang, Mingqian; Gao, Wenlei Medicinal Chemistry, 2012 , vol. 8, # 6 p. 1012 - 1025,14
  • Route2
    • (2,4-Dimethoxyphenyl)(2-methoxyphenyl)methanone|CS-0320359
      33077-87-1
    • ~81%
    • In-stock
      3-Hydroxyxanthone|CS-W014273
      3722-51-8

    References

    • Han; Bontems; Hegyes; Munson; Minor; Kates; Albericio; Barany Journal of Organic Chemistry, 1996 , vol. 61, # 18 p. 6326 - 6339
  • Route3

    References

    • Han; Bontems; Hegyes; Munson; Minor; Kates; Albericio; Barany Journal of Organic Chemistry, 1996 , vol. 61, # 18 p. 6326 - 6339

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 : P260-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   50.44
  • LogP   2.6518
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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