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CS-W001157 4
Total: USD 88.00

3-Aminopyrazolo[3,4-b]pyridine

  • CAS No. 6752-16-5

  • Cat. No. CS-M2176
  • Purity≥98%
  • MDL No.MFCD04113611

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

3-Aminopyrazolo[3,4-b]pyridine|CS-M2176

Structure of 6752-16-5

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General Information

  • CAS No. 6752-16-5
  • Cat. No. CS-M2176
  • Purity ≥98%
  • MDL No. MFCD04113611
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆N₄
  • Molecular Weight 134.14
  • Synonym(s) 1H-pyrazolo[3,4-b]pyridin-3-amine
  • SMILES NC1=NNC2=NC=CC=C21

Description

3-Aminopyrazolo[3,4-b]pyridine delivers a nitrogen-rich heterocyclic scaffold with enhanced electron density at the pyrazole ring, enabling direct integration into bioactive molecule design. This bench-stable, moisture-tolerant core pairs effectively in transition-metal-catalyzed coupling reactions and serves as a strategic anchor for kinase inhibitors and fluorescent probes.

Application

3-Aminopyrazolo[3,4-b]pyridine serves as a versatile heterocyclic building block for medicinal chemistry and catalyst development. Its fused tricyclic structure enables direct functionalization at the amine and pyridine positions, supporting diverse coupling reactions and derivatization workflows. The compound exhibits good bench stability and facilitates efficient incorporation into bioactive scaffolds due to its favorable solubility and compatibility with standard synthetic protocols.

Synthesis

  • Route1
    • 3-Pyridinecarbonitrile, 2-chloro-|CS-0654103
      6602-54-6
    • ~99%
    • In-stock
      3-Aminopyrazolo[3,4-b]pyridine|CS-M2176
      6752-16-5

    References

    • VERTEX PHARMACEUTICALS INCORPORATED Patent: WO2007/59219 A1, 2007 ; Location in patent: Page/Page column 56 ; WO 2007/059219 A1
  • Route2
    • null|null
      14906-64-0
    • ~%
    • In-stock
      3-Aminopyrazolo[3,4-b]pyridine|CS-M2176
      6752-16-5

    References

    • Canadian Journal of Chemistry, , vol. 66, # 3 p. 420-428

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   67.59
  • LogP   0.5401
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   0

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