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CS-W001157 4
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4-Amino-6-fluoro-1H-pyridin-2-one

  • CAS No. 105252-99-1

  • Cat. No. CS-0051043
  • Purity≥96%
  • MDL No.MFCD18427750

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

4-Amino-6-fluoro-1H-pyridin-2-one|CS-0051043

Structure of 105252-99-1

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General Information

  • CAS No. 105252-99-1
  • Cat. No. CS-0051043
  • Purity ≥96%
  • MDL No. MFCD18427750
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅FN₂O
  • Molecular Weight 128.10
  • Synonym(s) 4-Amino-6-fluoropyridin-2(1H)-one
  • SMILES NC1=CC(=O)NC(F)=C1

Description

4-Amino-6-fluoro-1H-pyridin-2-one features a strategically positioned amino group and fluorine atom on a pyridinone scaffold, enabling enhanced electronic modulation and metabolic stability. This electron-deficient heterocycle integrates readily into bioactive molecules, offering improved solubility and binding affinity in medicinal chemistry applications.

Application

4-Amino-6-fluoro-1H-pyridin-2-one serves as a versatile building block in medicinal chemistry, enabling efficient access to fluorinated pyridinone scaffolds. Its amino and fluoro substituents provide orthogonal reactivity for downstream functionalization, while the pyridinone core offers enhanced solubility and hydrogen-bonding capacity. The compound exhibits good bench stability and compatibility with standard coupling and cross-coupling protocols, facilitating rapid diversification in lead optimization campaigns.

Synthesis

  • Route1

    References

    • McNamara; Cook Journal of Medicinal Chemistry, 1987 , vol. 30, # 2 p. 340 - 347
  • Route2

    References

    • McNamara; Cook Journal of Medicinal Chemistry, 1987 , vol. 30, # 2 p. 340 - 347

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   58.88
  • LogP   0.0962
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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