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CS-W001157 4
Total: USD 88.00

Deoxyarbutin

  • CAS No. 53936-56-4

  • Cat. No. CS-5188
  • Purity≥97%
  • MDL No.MFCD09970981

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

Deoxyarbutin|CS-5188

Structure of 53936-56-4

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General Information

  • CAS No. 53936-56-4
  • Cat. No. CS-5188
  • Purity ≥97%
  • MDL No. MFCD09970981
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₄O₃
  • Molecular Weight 194.23
  • Synonym(s) None
  • SMILES OC1=CC=C(OC2CCCCO2)C=C1

Description

Deoxyarbutin delivers potent, targeted skin-lightening activity through selective inhibition of melanogenesis. This hydroquinone analog features enhanced stability and reduced cytotoxicity, enabling sustained efficacy in cosmetic formulations. Its ability to suppress tyrosinase activity without compromising cellular integrity makes it a preferred alternative for pigment regulation in dermatological applications.

Application

Deoxyarbutin serves as a stable, synthetically accessible analog of arbutin, enabling selective hydroxylation at phenolic positions without the inherent instability of glycosylated precursors. It functions as a key building block in the synthesis of hydroquinone-based derivatives, offering enhanced bench stability and compatibility with standard protecting group strategies. Its utility extends to the preparation of bioactive heterocycles and skin-lightening agents through well-established coupling and oxidation protocols.

Synthesis

  • Route1
    • null|null
      53936-79-1
    • ~79%
    • In-stock
      Deoxyarbutin|CS-5188
      53936-56-4

    References

    • GIRINDUS AG Patent: WO2006/134124 A1, 2006 ; Location in patent: Page/Page column 7 ;
  • Route2
    • null|null
      110-87-2
    • null|null
      123-31-9
    • ~72%
    • In-stock
      Deoxyarbutin|CS-5188
      53936-56-4

    References

    • Varala, Ravi; Adapa, Srinivas R. Canadian Journal of Chemistry, 2006 , vol. 84, # 9 p. 1174 - 1179
  • Route3
    • null|null
      36637-44-2
    • ~62%
    • In-stock
      Deoxyarbutin|CS-5188
      53936-56-4

    References

    • He, Zhi; Jamison, Timothy F. Angewandte Chemie - International Edition, 2014 , vol. 53, # 13 p. 3353 - 3357 Angew. Chem., 2014 , vol. 126, # 13 p. 3421 - 3425,5

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   38.69
  • LogP   2.2976
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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