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CS-W001157 4
Total: USD 88.00

1H-Pyrazolo[4,3-b]pyridine

  • CAS No. 272-52-6

  • Cat. No. CS-W003469
  • Purity≥98%
  • MDL No.MFCD08234560

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

1H-Pyrazolo[4,3-b]pyridine|CS-W003469

Structure of 272-52-6

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General Information

  • CAS No. 272-52-6
  • Cat. No. CS-W003469
  • Purity ≥98%
  • MDL No. MFCD08234560
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅N₃
  • Molecular Weight 119.12
  • Synonym(s) PYRAZOLOPYRIDINE
  • SMILES c1cnc2c(c1)[nH]nc2

Description

1H-Pyrazolo[4,3-b]pyridine is a nitrogen-rich heterocycle featuring fused pyrazole and pyridine rings, offering enhanced planarity and electron-deficient character. This scaffold integrates readily into bioactive molecules, enabling strong π-stacking interactions and improved metabolic stability in pharmaceutical applications.

Application

1H-Pyrazolo[4,3-b]pyridine serves as a privileged heterocyclic scaffold in medicinal chemistry, enabling efficient access to bioactive molecules through its inherent planarity and hydrogen-bonding capacity. The core structure exhibits robust bench stability and compatibility with common coupling reactions, facilitating functionalization at multiple positions. Its utility spans catalytic transformations and modular synthesis of kinase inhibitors, GPCR modulators, and other pharmaceutical intermediates.

Synthesis

  • Route1
    • 1-(1h-Pyrazolo[4,3-b]pyridin-1-yl)ethan-1-one|CS-0666616
      52090-62-7
    • ~94%
    • In-stock
      1H-Pyrazolo[4,3-b]pyridine|CS-W003469
      272-52-6

    References

    • F. HOFFMANN-LA ROCHE AG; CHEN, Shaoqing; DE VICENTE FIDALGO, Javier; HAMILTON, Matthew Michael; HERMANN, Johannes Cornelius; KENNEDY-SMITH, Joshua; LI, Hongju; LOVEY, Allen John; LUCAS, Matthew C.; LUK, Kin-Chun Thomas; LYNCH, Stephen M.; O'YANG, Counde; PADILLA, Fernando; SCHOENFELD, Ryan Craig; SIDDURI, Achyutharao; SOTH, Michael; WANG, Ce; WOVKULICH, Peter Michael; ZHANG, Xiaohu Patent: WO2013/30138 A1, 2013 ; Location in patent: Page/Page column 253 ;
  • Route2

    References

    • BAYER SCHERING PHARMA AKTIENGESELLSCHAFT Patent: WO2008/71451 A1, 2008 ; Location in patent: Page/Page column 52 ; WO 2008/071451 A1
  • Route3

    References

    • Herdemann, Matthias; Weber, Alexander; Jonveaux, Jerome; Schwoebel, Frank; Stoeck, Michael; Heit, Isabelle Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 6 p. 1852 - 1856

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   41.57
  • LogP   0.9579
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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