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3-Methyl-1H-pyrazolo[3,4-b]pyridin-5-amine

  • CAS No. 1186608-73-0

  • Cat. No. CS-0051272
  • Purity≥95%
  • MDL No.MFCD13193614

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

3-Methyl-1H-pyrazolo[3,4-b]pyridin-5-amine|CS-0051272

Structure of 1186608-73-0

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General Information

  • CAS No. 1186608-73-0
  • Cat. No. CS-0051272
  • Purity ≥95%
  • MDL No. MFCD13193614
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈N₄
  • Molecular Weight None
  • Synonym(s) 3-Methyl-1H-pyrazolo[3,4-b]pyridine-5-amine
  • SMILES CC1=NNC2=C1C=C(N)C=N2

Description

3-Methyl-1H-pyrazolo[3,4-b]pyridin-5-amine features a fused heterocyclic core with a pendant amine and methyl group, offering enhanced electron density at the pyridine nitrogen. This scaffold enables direct incorporation into kinase inhibitors and bioactive small molecules, serving as a robust platform for medicinal chemistry optimization under standard bench conditions.

Application

3-Methyl-1H-pyrazolo[3,4-b]pyridin-5-amine serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to kinase inhibitor scaffolds and other bioactive architectures. Its electron-rich pyrazolopyridine core exhibits robust bench stability, facilitates straightforward functionalization at the 5-amino and 3-methyl positions, and demonstrates compatibility with standard coupling reactions, protecting group strategies, and late-stage diversification protocols common in API development.

Synthesis

  • Route1

    References

    • ARRAY BIOPHARMA INC.; GENENTECH, INC.; AHRENDT, Kateri A.; BUCKMELTER, Alexandre J.; DE MEESE, Jason; GRINA, Jonas; HANSEN, Joshua D.; LAIRD, Ellen R.; LUNGHOFER, Paul; MORENO, David; NEWHOUSE, Brad; REN, Li; SEO, Jeongbeob; TIAN, Hongqi; WENGLOWSKY, Steven Mark; FENG, Bainian; GUNZNER, Janet; MALESKY, Kim; MATHIEU, Simon; RUDOLPH, Joachim; WEN, Zhaoyang; YOUNG, Wendy B. Patent: WO2009/111279 A1, 2009 ; Location in patent: Page/Page column 84 ; WO 2009/111279 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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362+P364

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Computational Chemistry Data

  • TPSA   67.59
  • LogP   0.84852
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   0

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