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3-Aminopyridin-2(1H)-one

  • CAS No. 33630-99-8

  • Cat. No. CS-W004662
  • Purity≥98%
  • MDL No.None

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

3-Aminopyridin-2(1H)-one|CS-W004662

Structure of 33630-99-8

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General Information

  • CAS No. 33630-99-8
  • Cat. No. CS-W004662
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₆N₂O
  • Molecular Weight 110.11
  • Synonym(s) 3-Amino-2-pyridinone
  • SMILES O=C1C(N)=CC=CN1

Description

3-Aminopyridin-2(1H)-one features a fused pyridone scaffold with a strategically positioned amino group, enabling robust coordination in metal-ligand systems. This bench-stable heterocycle integrates readily into functionalized architectures, offering enhanced solubility and hydrogen-bonding capacity for applications in medicinal chemistry and catalysis.

Application

3-Aminopyridin-2(1H)-one serves as a versatile scaffold in medicinal chemistry, enabling rapid access to heterocyclic libraries through its dual functionality: the amine group facilitates conjugation and derivatization, while the lactam moiety provides hydrogen-bonding capacity and structural rigidity. Its bench-stable nature and compatibility with standard coupling reactions make it a practical building block for drug discovery campaigns involving kinase inhibitors and other target-directed scaffolds.

Synthesis

  • Route1

    References

    • VERTEX PHARMACEUTICALS INCORPORATED Patent: WO2007/27729 A1, 2007 ; Location in patent: Page/Page column 39 ; WO 2007/027729 A1
  • Route2

    References

    • WO2009/27732 A1, ; Page/Page column 70-71 ; WO 2009/027732 A1
  • Route3
    • α-Pyridone Levetiracetam Impurity|CS-0213990
      142-08-5
    • ~%
    • In-stock
      3-Aminopyridin-2(1H)-one|CS-W004662
      33630-99-8

    References

    • Journal of Pharmaceutical Sciences, , vol. 69, # 9 p. 1074 - 1076

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P261-P264-P280-P302+P352

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Computational Chemistry Data

  • TPSA   58.88
  • LogP   -0.0429
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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