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3H-Imidazo[4,5-b]pyridine-6-carboxylic acid

  • CAS No. 24638-31-1

  • Cat. No. CS-0043855
  • Purity≥97%
  • MDL No.None

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

3H-Imidazo[4,5-b]pyridine-6-carboxylic acid|CS-0043855

Structure of 24638-31-1

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General Information

  • CAS No. 24638-31-1
  • Cat. No. CS-0043855
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅N₃O₂
  • Molecular Weight 163.13
  • Synonym(s) 1H-Imidazo[4,5-b]pyridine-6-carboxylic acid
  • SMILES OC(=O)C1=CC2=C(NC=N2)N=C1

Description

3H-Imidazo[4,5-b]pyridine-6-carboxylic acid is a heterocyclic scaffold featuring a fused imidazopyridine core with a carboxylic acid group at the 6-position. This configuration imparts strong hydrogen-bonding capacity and enhanced solubility in polar media, enabling efficient incorporation into bioactive molecules. The electron-deficient ring system supports diverse synthetic transformations, including coupling reactions and derivatization under mild conditions.

Application

3H-Imidazo[4,5-b]pyridine-6-carboxylic acid serves as a versatile heterocyclic building block for medicinal chemistry and materials science applications. Its fused imidazopyridine core exhibits enhanced metabolic stability and favorable pharmacokinetic properties, making it a valuable scaffold in drug discovery. The carboxylic acid functionality enables direct coupling reactions, derivatization, or salt formation, facilitating purification and solubility optimization. Bench-stable and compatible with standard synthetic protocols, it functions effectively in peptide coupling, amide bond formation, and transition-metal-catalyzed transformations.

Safety Information

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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   78.87
  • LogP   0.6561
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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