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CS-W001157 4
Total: USD 88.00

5-Nitro-1H-pyrazolo[3,4-b]pyridine

  • CAS No. 63572-73-6

  • Cat. No. CS-0043846
  • Molecule weight164.12
  • Purity≥98%
  • MDL No.None

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

5-Nitro-1H-pyrazolo[3,4-b]pyridine|CS-0043846

Structure of 63572-73-6

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General Information

  • CAS No. 63572-73-6
  • Cat. No. CS-0043846
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄N₄O₂
  • Molecular Weight 164.12
  • Synonym(s) 1H-Pyrazolo[3,4-b]pyridine,5-nitro-
  • SMILES O=[N+](C1=CN=C(NN=C2)C2=C1)[O-]

Description

5-Nitro-1H-pyrazolo[3,4-b]pyridine features a fused heterocyclic core with a nitro group at the 5-position, imparting electron-deficient character ideal for cross-coupling reactions. This bench-stable scaffold integrates readily into bioactive molecule design, offering enhanced solubility and reactivity in medicinal chemistry applications.

Application

5-Nitro-1H-pyrazolo[3,4-b]pyridine serves as a versatile heterocyclic building block for medicinal chemistry and materials science. Its electron-deficient pyrazolopyridine core facilitates electrophilic substitution and transition-metal-catalyzed coupling reactions. The nitro group enables further functionalization via reduction or nucleophilic displacement, offering access to diverse scaffolds. Bench-stable and compatible with common purification methods, it functions reliably in multi-step syntheses.

Synthesis

  • Route1

    References

    • ARRAY BIOPHARMA INC.; GENENTECH, INC.; GRADL, Stefan; LAIRD, Ellen; MORENO, David; REN, Li; WENGLOWSKY, Steven Mark Patent: WO2011/25968 A1, 2011 ; Location in patent: Page/Page column 49 ; WO 2011/025968 A1
  • Route2

    References

    • Gruenenthal GmbH; FRANK, Robert; CHRISTOPH, Thomas; LESCH, Bernhard; LEE, Jeewoo Patent: US2013/29995 A1, 2013 ; Location in patent: Paragraph 0372-0373 ; US 20130029995 A1
  • Route3

    References

    • Lynch; Khan; Teo; Pedrotti Canadian Journal of Chemistry, 1988 , vol. 66, # 3 p. 420-428

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   84.71
  • LogP   0.8661
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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