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CS-W001157 4
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3-Bromo-5-chlorophenol

  • CAS No. 56962-04-0

  • Cat. No. CS-W005807
  • Purity≥97%
  • MDL No.MFCD07780676

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

3-Bromo-5-chlorophenol|CS-W005807

Structure of 56962-04-0

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General Information

  • CAS No. 56962-04-0
  • Cat. No. CS-W005807
  • Purity ≥97%
  • MDL No. MFCD07780676
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄BrClO
  • Molecular Weight 207.45
  • Synonym(s) 3-BroMo-chlorophenol
  • SMILES BrC1=CC(=CC(=C1)O)Cl

Description

It is suitable for personal care, cosmetic and pharmaceutical applications. It is used widely to reverse the anticoagulant effects of heparin. It acts as a heparin antagonist. It is also a weak anticoagulant. It may be used for the removal of DNA from protein samples or the purification of DNA binding proteins. Protamine sulfate may also be used as an alternative to polybrene in retroviral mediated gene transfer. Protamine sulfate has antibacterial properties and inhibits pepsin activity. Protamine sulfate and other polycations have been shown to inhibit the classical pathway of complement. It neutralizes the anticoagulant activity of heparin, and inhibits turnover of lipoproteins by lipoprotein lipase. The aggregation of erythrocytes in the presence of protamine sulfate, for application to the prediction of MN phenotypes, has been investigated.

Application

3-Bromo-5-chlorophenol serves as a versatile building block in medicinal chemistry and materials science, enabling selective functionalization via palladium-catalyzed cross-coupling reactions. Its orthogonal halogenation pattern facilitates sequential transformations, while the phenolic hydroxyl group offers direct derivatization potential. The compound exhibits good bench stability and is readily purified by recrystallization or column chromatography, making it well-suited for scalable synthesis of complex heterocycles and bioactive scaffolds.

Synthesis

  • Route1

    References

    • SOLVAY PHARMACEUTICALS B.V. Patent: WO2009/115515 A1, 2009 ; Location in patent: Page/Page column 44-45 ; WO 2009/115515 A1
  • Route2

    References

    • Roche Palo Alto LLC Patent: US2005/239881 A1, 2005 ; Location in patent: Page/Page column 41-42 ;
  • Route3
    • 1-Bromo-3-chloro-5-((4-methoxybenzyl)oxy)benzene|CS-0755834
      210992-77-1
    • ~80%
    • In-stock
      3-Bromo-5-chlorophenol|CS-W005807
      56962-04-0

    References

    • Davidson, James P.; Sarma, Keshab; Fishlock, Dan; Welch, Michael H.; Sukhtankar, Sunil; Lee, Gary M.; Martin, Michael; Cooper, Gary F. Organic Process Research and Development, 2010 , vol. 14, # 2 p. 477 - 480

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

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Computational Chemistry Data

  • TPSA   20.23
  • LogP   2.8081
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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