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CS-W001157 4
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1-Methyl-1H-pyrazolo[3,4-b]pyridin-3-ylamine

  • CAS No. 72583-83-6

  • Cat. No. CS-D1080
  • Molecule weight148.17
  • Purity≥98%
  • MDL No.MFCD04117796

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

1-Methyl-1H-pyrazolo[3,4-b]pyridin-3-ylamine|CS-D1080

Structure of 72583-83-6

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General Information

  • CAS No. 72583-83-6
  • Cat. No. CS-D1080
  • Purity ≥98%
  • MDL No. MFCD04117796
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈N₄
  • Molecular Weight 148.17
  • Synonym(s) 1H-pyrazolo[3,4-b]pyridin-3-amine, 1-methyl-
  • SMILES NC1=NN(C)C2=NC=CC=C21

Description

1-Methyl-1H-pyrazolo[3,4-b]pyridin-3-ylamine features a fused heterocyclic core with a methylated pyrazole ring and a primary amine at the 3-position. This electron-rich scaffold integrates readily into bioactive molecules, offering enhanced solubility and metabolic stability in medicinal chemistry applications.

Application

1-Methyl-1H-pyrazolo[3,4-b]pyridin-3-ylamine serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to fused pyrazolopyridine scaffolds. Its nitrogen-rich core exhibits favorable solubility and bench stability, facilitating straightforward functionalization via electrophilic substitution or coupling reactions. The amine functionality supports direct derivatization for target-specific ligand development, while the methyl group enhances metabolic stability and modulates electronic properties—making it a practical scaffold for kinase inhibitor and CNS-targeted compound discovery.

Synthesis

  • Route1
    • 3-Pyridinecarbonitrile, 2-chloro-|CS-0654103
      6602-54-6
    • null|null
      60-34-4
    • ~92%
    • In-stock
      1-Methyl-1H-pyrazolo[3,4-b]pyridin-3-ylamine|CS-D1080
      72583-83-6

    References

    • Lavecchia; Berteina-Raboin; Guillaumet Tetrahedron Letters, 2004 , vol. 45, # 11 p. 2389 - 2392
  • Route2
    • 4-Fluoropyridine-3-carbonitrile|CS-0216048
      1060802-53-0
    • null|null
      60-34-4
    • ~58%
    • In-stock
      1-Methyl-1H-pyrazolo[3,4-b]pyridin-3-ylamine|CS-D1080
      72583-83-6

    References

    • Wheeler, Rob C.; Baxter, Emma; Campbell, Ian B.; MacDonald, Simon J. F. Organic Process Research and Development, 2011 , vol. 15, # 3 p. 565 - 569
  • Route3
    • null|null
      14906-64-0
    • ~%
    • In-stock
      1-Methyl-1H-pyrazolo[3,4-b]pyridin-3-ylamine|CS-D1080
      72583-83-6

    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   56.73
  • LogP   0.5505
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   0

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