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3-Amino-1,5-dihydro-4H-pyrazolo[4,3-c]pyridin-4-one

  • CAS No. 900863-27-6

  • Cat. No. CS-0171518
  • Molecule weight150.14
  • Purity≥97%
  • MDL No.None

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

3-Amino-1,5-dihydro-4H-pyrazolo[4,3-c]pyridin-4-one|CS-0171518

Structure of 900863-27-6

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General Information

  • CAS No. 900863-27-6
  • Cat. No. CS-0171518
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆N₄O
  • Molecular Weight 150.14
  • Synonym(s) 3-Amino-1H-pyrazolo[4,3-c]pyridin-4(5H)-one
  • SMILES O=C1NC=CC=2NN=C(N)C12

Description

3-Amino-1,5-dihydro-4H-pyrazolo[4,3-c]pyridin-4-one is a nitrogen-rich heterocycle featuring a fused pyrazole-pyridine core with strategically positioned amino and carbonyl groups. This scaffold delivers enhanced solubility and stability under standard conditions, enabling direct incorporation into bioactive molecule design. The electron-donating amino group facilitates efficient coupling reactions, while the lactam functionality supports hydrogen bonding in target recognition.

Application

3-Amino-1,5-dihydro-4H-pyrazolo[4,3-c]pyridin-4-one serves as a versatile heterocyclic building block for medicinal chemistry and synthetic organic applications. Its fused pyrazolopyridinone core exhibits robust bench stability and enables straightforward functionalization at the amino and carbonyl positions. The scaffold functions effectively in amide coupling, Suzuki-Miyaura cross-coupling, and electrophilic substitution reactions, facilitating rapid diversification in target-oriented synthesis.

Synthesis

  • Route1

    References

    • AVENTIS PHARMA S.A. Patent: US2008/39491 A1, 2008 ; Location in patent: Page/Page column 14 ;

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   87.56
  • LogP   -0.1666
  • H_Acceptors   3
  • H_Donors   3
  • Rotatable_Bonds   0

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