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CS-W001157 4
Total: USD 88.00

7-Hydroxy-4-phenylcoumarin

  • CAS No. 2555-30-8

  • Cat. No. CS-0269805
  • Purity≥95%
  • MDL No.MFCD00024080

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

7-Hydroxy-4-phenylcoumarin|CS-0269805

Structure of 2555-30-8

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General Information

  • CAS No. 2555-30-8
  • Cat. No. CS-0269805
  • Purity ≥95%
  • MDL No. MFCD00024080
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₁₀O₃
  • Molecular Weight 238.24
  • Synonym(s) 4-Phenylumbelliferone
  • SMILES C1=CC=C(C=C1)C2=CC(=O)OC3=C2C=CC(=C3)O

Description

7-Hydroxy-4-phenylcoumarin features a phenyl-substituted coumarin core with a strategically positioned hydroxyl group at the 7-position, enhancing its electron-rich character and enabling direct participation in hydrogen bonding. This scaffold integrates readily into fluorescent probe architectures and serves as a key building block for bioconjugation applications requiring photostability and moderate solubility in organic solvents.

Application

7-Hydroxy-4-phenylcoumarin serves as a versatile scaffold for the synthesis of bioactive coumarin derivatives, enabling efficient functionalization at the C7 hydroxyl and phenyl-substituted C4 positions. Its stability under standard reaction conditions facilitates downstream modifications, including glycosylation and metal-catalyzed cross-coupling, making it valuable in medicinal chemistry and natural product synthesis workflows.

Synthesis

  • Route1
    • In-stock
      Ethyl 3-oxo-3-phenylpropanoate|CS-W007617
      94-02-0
    • null|null
      108-46-3
    • ~97%
    • In-stock
      7-Hydroxy-4-phenylcoumarin|CS-0269805
      2555-30-8

    References

    • Kuarm, B. Suresh; Madhav, J. Venu; Laxmi, S. Vijaya; Rajitha; Reddy, Y. Thirupathi; Reddy, P. Narsimha; Crooks, Peter A. Synthetic Communications, 2010 , vol. 40, # 22 p. 3358 - 3364
  • Route2
    • In-stock
      Cinnamic acid|CS-W020005
      621-82-9
    • null|null
      108-46-3
    • ~65%
    • In-stock
      7-Hydroxy-4-phenylcoumarin|CS-0269805
      2555-30-8

    References

    • Huazhong University of Science and Technology; NHWA Pharma. Corporation; ZHANG, Guisen; CHEN, Yin; XU, Xiangqing; LIU, Bifeng; LIU, Xin; ZHAO, Song; LIU, Shicheng; YU, Minquan; ZHANG, Heng; LIU, Xinghua Patent: EP2698369 A1, 2014 ; Location in patent: Paragraph 0025; 0071 ;
  • Route3

    References

    • Li, Yaming; Qi, Zisong; Wang, Huifeng; Fu, Xinmei; Duan, Chunying Journal of Organic Chemistry, 2012 , vol. 77, # 4 p. 2053 - 2057

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   50.44
  • LogP   3.1656
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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