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CS-W001157 4
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Pyrazolo[1,5-a]pyridine-3-carboxylic acid

  • CAS No. 16205-46-2

  • Cat. No. CS-W006799
  • Purity≥98%
  • MDL No.MFCD00229214

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

Pyrazolo[1,5-a]pyridine-3-carboxylic acid|CS-W006799

Structure of 16205-46-2

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General Information

  • CAS No. 16205-46-2
  • Cat. No. CS-W006799
  • Purity ≥98%
  • MDL No. MFCD00229214
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆N₂O₂
  • Molecular Weight 162.15
  • Synonym(s) 1-Carboxy-3-aza-pyrrocolin od. 1-Carboxy-pyrazolopyridin
  • SMILES O=C(C1=C2C=CC=CN2N=C1)O

Description

Pyrazolo[1,5-a]pyridine-3-carboxylic acid features a fused heterocyclic core with a carboxylic acid group at the 3-position, enabling direct conjugation or derivatization. This scaffold combines electron-deficient aromaticity with a polar functional handle, offering enhanced solubility and stability for use in medicinal chemistry and materials science applications.

Application

Pyrazolo[1,5-a]pyridine-3-carboxylic acid serves as a versatile scaffold for constructing bioactive heterocycles, enabling efficient access to pharmaceutically relevant architectures. Its carboxylic acid functionality facilitates direct derivatization via amide coupling, esterification, or metal-catalyzed transformations, supporting downstream conjugation and library synthesis. The fused tricyclic core exhibits good bench stability and functional group tolerance, making it well-suited for medicinal chemistry applications and process-scale development.

Synthesis

  • Route1

    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

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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