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CS-W001157 4
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6-Bromo-1H-benzo[d]imidazole-4-carboxylic acid

  • CAS No. 255064-08-5

  • Cat. No. CS-W009164
  • Molecule weight241.04
  • Purity≥98%
  • MDL No.MFCD06411035

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

6-Bromo-1H-benzo[d]imidazole-4-carboxylic acid|CS-W009164

Structure of 255064-08-5

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General Information

  • CAS No. 255064-08-5
  • Cat. No. CS-W009164
  • Purity ≥98%
  • MDL No. MFCD06411035
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅BrN₂O₂
  • Molecular Weight 241.04
  • Synonym(s) 5-Bromo-1H-benzimidazole-7-carboxylic acid; 6-Bromobenzimidazole-4-carboxylic acid; 6-bromo-1H-benzoimidazole-4-carboxylic Acid
  • SMILES O=C(C1=C2C(N=CN2)=CC(Br)=C1)O

Description

6-Bromo-1H-benzo[d]imidazole-4-carboxylic acid features a brominated imidazole core with a carboxylic acid handle at the 4-position, enabling direct conjugation in synthetic workflows. The electron-deficient heterocycle facilitates palladium-catalyzed coupling reactions, while the bench-stable functionality supports modular diversification in medicinal chemistry and materials synthesis.

Application

6-Bromo-1H-benzo[d]imidazole-4-carboxylic acid serves as a versatile building block for heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-defined bromine handle and carboxylic acid functionality. The molecule exhibits bench stability and facilitates efficient derivatization in medicinal chemistry workflows, particularly in the construction of biologically relevant imidazole-based scaffolds. Its orthogonal reactivity supports modular functionalization under standard conditions.

Synthesis

  • Route1

    References

    • Journal of Medicinal Chemistry, , vol. 42, # 24 p. 5020 - 5028
  • Route2

    References

    • Journal of Medicinal Chemistry, , vol. 42, # 24 p. 5020 - 5028

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   65.98
  • LogP   2.0236
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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