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CS-W001157 4
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8-Bromoquinoline-4-carboxylic acid

  • CAS No. 121490-67-3

  • Cat. No. CS-0006547
  • Purity≥95%
  • MDL No.MFCD08690745

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

8-Bromoquinoline-4-carboxylic acid|CS-0006547

Structure of 121490-67-3

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General Information

  • CAS No. 121490-67-3
  • Cat. No. CS-0006547
  • Purity ≥95%
  • MDL No. MFCD08690745
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₆BrNO₂
  • Molecular Weight 252.06
  • Synonym(s) 8-Bromoquinoline-4-carboxylicaci
  • SMILES O=C(C1=CC=NC2=C(Br)C=CC=C12)O

Description

8-Bromoquinoline-4-carboxylic acid features a bromine substituent at the 8-position and a carboxylic acid group at the 4-position of the quinoline scaffold, enabling direct functionalization in transition metal-catalyzed couplings. This electron-deficient heterocycle integrates readily into bioactive molecules and materials with enhanced solubility and stability under standard conditions.

Application

8-Bromoquinoline-4-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling direct incorporation into quinoline-based scaffolds via standard coupling reactions. Its bromine and carboxylic acid functionalities provide orthogonal handles for Suzuki-Miyaura cross-coupling and amide bond formation, facilitating rapid diversification. The compound exhibits good bench stability and is readily purified by recrystallization, supporting efficient integration into multi-step synthetic sequences.

Synthesis

  • Route1

    References

    • US2013/281431 A1, ; Paragraph 0268 ;
  • Route2

    References

    • ACS Medicinal Chemistry Letters, , vol. 4, # 5 p. 491 - 496
  • Route3
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    • In-stock
      8-Bromoquinoline-4-carboxylic acid|CS-0006547
      121490-67-3

    References

    • US2013/281431 A1, ;

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   2.6955
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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