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6-Bromo-2-oxo-1,2-dihydroquinoline-3-carboxylic acid

  • CAS No. 99465-06-2

  • Cat. No. CS-0060209
  • Molecule weight268.06
  • Purity≥97%
  • MDL No.None

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

6-Bromo-2-oxo-1,2-dihydroquinoline-3-carboxylic acid|CS-0060209

Structure of 99465-06-2

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General Information

  • CAS No. 99465-06-2
  • Cat. No. CS-0060209
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₆BrNO₃
  • Molecular Weight 268.06
  • Synonym(s) 6-Bromo-2-hydroxyquinoline-3-carboxylic acid
  • SMILES C1=C(C=C2C=C(C(=O)NC2=C1)C(=O)O)Br

Description

6-Bromo-2-oxo-1,2-dihydroquinoline-3-carboxylic acid features a brominated quinoline scaffold with dual carbonyl and carboxylic acid functionalities. This electron-deficient heterocycle integrates readily into synthetic sequences requiring halogenation and electrophilic substitution. The molecule exhibits enhanced stability under standard bench conditions and facilitates direct coupling in medicinal chemistry campaigns.

Application

6-Bromo-2-oxo-1,2-dihydroquinoline-3-carboxylic acid serves as a versatile building block for the synthesis of substituted quinoline scaffolds. Its bromine and carboxylic acid functionalities enable direct functionalization via palladium-catalyzed cross-coupling and derivatization reactions. The molecule exhibits bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic campaigns in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • Pfizer Inc. Patent: US4710507 A1, 1987 ;

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   70.16
  • LogP   1.9888
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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