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CS-W001157 4
Total: USD 88.00

Pyrazolo[1,5-a]pyridine-2-carboxylic acid

  • CAS No. 63237-88-7

  • Cat. No. CS-W022940
  • Purity≥98%
  • MDL No.None

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

Pyrazolo[1,5-a]pyridine-2-carboxylic acid|CS-W022940

Structure of 63237-88-7

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General Information

  • CAS No. 63237-88-7
  • Cat. No. CS-W022940
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆N₂O₂
  • Molecular Weight 162.15
  • Synonym(s) H-pyrazolo[1,5-a]pyridine-2-carboxylic acid
  • SMILES O=C(C1=NN2C=CC=CC2=C1)O

Description

Pyrazolo[1,5-a]pyridine-2-carboxylic acid features a fused heterocyclic core with a carboxylic acid group at the 2-position, enabling direct conjugation in synthetic scaffolds. This rigid, electron-deficient system integrates readily into bioactive molecules, offering enhanced metabolic stability and tunable solubility for medicinal chemistry applications.

Application

Pyrazolo[1,5-a]pyridine-2-carboxylic acid serves as a versatile scaffold for medicinal chemistry and materials science, enabling the construction of bioactive heterocycles through standard functionalization protocols. Its carboxylic acid group facilitates direct coupling reactions and derivatization under mild conditions, while the fused bicyclic core offers enhanced metabolic stability and π-stacking potential. Bench-stable and amenable to purification via recrystallization or chromatography, it functions effectively in both small-molecule discovery and process-scale synthesis.

Synthesis

  • Route1
    • Pyrazolo[1,5-a]pyridine-2,3-dicarboxylic acid|CS-0085167
      63237-87-6
    • ~94%
    • In-stock
      Pyrazolo[1,5-a]pyridine-2-carboxylic acid|CS-W022940
      63237-88-7

    References

    • Anderson, Paul L.; Hasak, James P; Kahle, Alicia D.; Paolella, Nicholas A.; Shapiro, Michael J. Journal of Heterocyclic Chemistry, 1981 , vol. 18, p. 1149 - 1152
  • Route2
    • Dimethyl pyrazolo[1,5-a]pyridine-2,3-dicarboxylate|CS-0085168
      5825-71-8
    • ~%
    • In-stock
      Pyrazolo[1,5-a]pyridine-2-carboxylic acid|CS-W022940
      63237-88-7

    References

    • Journal of Medicinal Chemistry, , vol. 44, # 17 p. 2691 - 2694

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   54.6
  • LogP   1.0325
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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