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CS-W001157 4
Total: USD 88.00

Pyrazolo[1,5-a]pyridin-2(1H)-one

  • CAS No. 59942-87-9

  • Cat. No. CS-W000669
  • Molecule weight134.14
  • Purity≥97%
  • MDL No.MFCD09878924

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

Pyrazolo[1,5-a]pyridin-2(1H)-one|CS-W000669

Structure of 59942-87-9

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General Information

  • CAS No. 59942-87-9
  • Cat. No. CS-W000669
  • Purity ≥97%
  • MDL No. MFCD09878924
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆N₂O
  • Molecular Weight 134.14
  • Synonym(s) Pyrazolo[1,5-a]pyridin-2-ol
  • SMILES O=C1NN2C=CC=CC2=C1

Description

Pyrazolo[1,5-a]pyridin-2(1H)-one is a heterocyclic scaffold featuring a fused pyrazole and pyridine ring system with a lactam functionality. This electron-deficient core enables robust integration into bioactive molecules, particularly in kinase inhibitors and targeted therapeutics. The compound exhibits bench-stable behavior and compatibility with diverse synthetic transformations.

Application

Pyrazolo[1,5-a]pyridin-2(1H)-one serves as a privileged heterocyclic scaffold in medicinal chemistry, offering structural rigidity and hydrogen-bonding capacity via its lactam carbonyl and imine nitrogen. It functions as a key building block in the synthesis of kinase inhibitors and other bioactive molecules, demonstrating compatibility with standard coupling reactions and robust bench stability. Its well-defined reactivity profile enables straightforward functionalization at multiple positions, facilitating rapid diversification for structure-activity studies.

Synthesis

  • Route1

    References

    • SCHWARZ PHARMA AG Patent: EP1972628 A1, 2008 ; Location in patent: Page/Page column 31 ; EP 1972628 A1
  • Route2

    References

    • WO2013/43521 A1, ; Page/Page column 54 ;
  • Route3

    References

    • US5334505 A1, ;

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

Quality Control

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Computational Chemistry Data

  • TPSA   32.34
  • LogP   0.2758
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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