Pyridones as potential antitumor agents II: 4-Pyridones and bioisosteres of 3-acetoxy-2-pyridone.

  title={Pyridones as potential antitumor agents II: 4-Pyridones and bioisosteres of 3-acetoxy-2-pyridone.},
  author={Deng Ruey. Hwang and George R. Proctor and John S. Driscoll},
  journal={Journal of pharmaceutical sciences},
  volume={69 9},
Pyridone structural requirements for activity against murine P-388 leukemia have been extended to isosteric analogs of 3-hydroxy-4-pyridone, a compound previously found to have activity. An amino group can be substituted for the 3-hydroxyl function with retention of activity. A sulfur, but not an amino function, can replace the lactam oxygen in the 2-position. Relocation of the lactam oxygen from the 2- to the 4-position in the pyridine ring also produces active pyridones, including 2-methyl-3… 
The title compound, C15H17NO2S, synthesized as an inhibitor for 5-lipoxy­genase, comprises the neutral 1,2-diethyl-3-hydroxy-6-phenyl­thio­pyridin-4(1H)-one mol­ecule. The H atom of the hydroxy group
Synthesis of substituted 1,2-benzoquinones and substituted 3-hydroxy-4 (1H)-pyridinones: Application of oxidation—Michael addition in organic synthesis
Catechol (1) and 2-ethoxy-2-ethyl-3-hydroxy-4(1H)-pyridinone (4) derivatives can be oxidized to give ortho-quinone of 1,2-benzoquinone (2) and 2-ethoxy-2-ethyl-1,2(2H)-pyridine 3,4-dione (5) that
Synthesis of Naphthyridinone Derivatives as Potential Antimalarials
In this paper we present the synthesis of 8-(4′-amino-1′methyl-butylamino)-5-(β,β,β-trifluoroethoxy)-1,6-naphthyridine (4), 8-(4′-amino-1′methylbutylamino)-6-methyl-1,6-naphthyricline-5-one (5), two
Studies on the Different Reaction Pathways between 3-Acetyl-5-benzoyl-6-methyl-2-phenyl-4H-pyran-4-one and Alkylamines
3-Acetyl-5-benzoyl-6-methyl-2-phenyl-4H-pyran-4-one has been subjected to condensation with a series of primary amines (ethylamine – octylamine) to clarify the proposed mechanism in our previous
Chapter 14. Antineoplastic Agents
A study on chemical behaviors of some 4-pyrones synthesized by one-step reactions towards various amines
Cycloaddition of acetylbenzoyl ketene generated in situ as an intermediate during one-step reaction between excess benzoylacetone and oxalylchloride to C=C double bond of cyclic enol form of


Pyridones as potential antitumor agents.
Based on the finding that 3-acetoxy-2-pyridone had reproducible activity against murine P-388 lymphocytic leukemia, derivatives in this series were synthesized and evaluated to determine structural
Catecholamine analogs as potential antitumor agents.
  • J. Driscoll
  • Chemistry, Biology
    Journal of pharmaceutical sciences
  • 1979
The lack of activity of O-alkylated and monosubstituted analogs suggests that o-quinone formation may be important for activity, a possibility supported by the observed P-388 activity of 5-hydroxydopamine compared with the inactivity of the 6-hydroxy isomer.