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CS-W001157 4
Total: USD 88.00

5-Bromothiazole-4-carboxylic acid

  • CAS No. 103878-58-6

  • Cat. No. CS-W022342
  • Purity≥95%
  • MDL No.MFCD08275714

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

5-Bromothiazole-4-carboxylic acid|CS-W022342

Structure of 103878-58-6

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General Information

  • CAS No. 103878-58-6
  • Cat. No. CS-W022342
  • Purity ≥95%
  • MDL No. MFCD08275714
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₂BrNO₂S
  • Molecular Weight 208.03
  • Synonym(s) 5-broMo-thiazol-4-carboxylic acid
  • SMILES O=C(C1=C(Br)SC=N1)O

Description

5-Bromothiazole-4-carboxylic acid features a brominated thiazole core with a carboxylic acid group at the 4-position, enabling direct coupling reactions. This electron-deficient heterocycle serves as a key scaffold in medicinal chemistry and materials science, offering enhanced reactivity for C–H functionalization and transition-metal-catalyzed transformations.

Application

5-Bromothiazole-4-carboxylic acid serves as a versatile building block for constructing bioactive heterocycles, enabling direct functionalization at the C5 position via cross-coupling reactions. Its carboxylic acid group facilitates amide bond formation and derivatization under standard conditions. The molecule exhibits good bench stability and is compatible with a range of reaction conditions, making it suitable for medicinal chemistry and process development workflows requiring precise regiocontrol.

Synthesis

  • Route1

    References

    • INTERMUNE, INC.; BUCKMAN, Brad, O.; NICHOLAS, John, B.; EMAYAN, Kumaraswamy; SEIWERT, Scott, D. Patent: WO2013/25733 A1, 2013 ; Location in patent: Paragraph 0684 ;
  • Route2

    References

    • Journal of Medicinal Chemistry, , vol. 20, p. 572 - 576

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   50.19
  • LogP   1.6038
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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