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CS-W001157 4
Total: USD 88.00

6-Bromoindole-2-carboxylic acid

  • CAS No. 16732-65-3

  • Cat. No. CS-W001118
  • Purity≥98%
  • MDL No.MFCD02664469

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

6-Bromoindole-2-carboxylic acid|CS-W001118

Structure of 16732-65-3

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General Information

  • CAS No. 16732-65-3
  • Cat. No. CS-W001118
  • Purity ≥98%
  • MDL No. MFCD02664469
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆BrNO₂
  • Molecular Weight 240.06
  • Synonym(s) Acide 6-bromo-1H-indole-2-carboxylique
  • SMILES O=C(C(N1)=CC2=C1C=C(Br)C=C2)O

Description

6-Bromoindole-2-carboxylic acid integrates a bromine substituent at the 6-position and a carboxylic acid group at the 2-position of the indole core. This configuration enables direct functionalization in cross-coupling reactions and facilitates conjugation to biomolecules via amide bond formation. The molecule exhibits enhanced solubility in polar organic solvents and stability under standard bench conditions, making it suitable for synthetic medicinal chemistry and probe development workflows.

Application

6-Bromoindole-2-carboxylic acid serves as a versatile building block for the synthesis of biologically active indole derivatives. Its bromine and carboxylic acid functionalities enable direct coupling reactions, including Suzuki-Miyaura and Ullmann-type transformations, while maintaining stability under standard bench conditions. The molecule facilitates efficient access to substituted indole scaffolds commonly found in medicinal chemistry programs.

Synthesis

  • Route1

    References

    • Journal of Medicinal Chemistry, , vol. 46, # 19 p. 3957 - 3960

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   53.09
  • LogP   2.6286
  • H_Acceptors   1
  • H_Donors   2
  • Rotatable_Bonds   1

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