Title page for ETD etd-72297-15249

Type of Document Master's Thesis
Author White, David Charles
Author's Email Address white@novell.chem.utk.edu
URN etd-72297-15249
Title Synthesis of 3-Aryl-2-(2-aryl-2-oxoethyl)pyrido[2,3-d]- 4(3H)pyrimidones and 3-Aryl-2-(2-arylethenyl)pyrido[2,3-d]- 4(3H)pyrimidones as Potential Antiepileptic Drugs
Degree Master of Science
Department Chemistry
Advisory Committee
Advisor Name Title
Anderson, Mark R.
Calter, Michael A.
Wolfe, James F. Committee Chair
  • anticonvulsants
  • antiepileptic drugs
  • pyridopyrimidones
Date of Defense 1997-08-21
Availability restricted
A series of 2-alkyl-3-arylpyrido[2,3-d]pyrimidones were synthesized for testing as

potential antiepileptic drugs. The goal was to achieve better neurological activity and/or

lower toxicity than displayed by a series of 2-alkyl-3-aryl-4(3H)-quinazolinones prepared

previously in our research group. From the pharmacological testing data of these target

compounds, we have found that the additional nitrogen at the C-8 position of the quinazolinone

framework increased the anticonvulsant activity. However, the neurological toxicity increased

as well. The anticonvulsant and neurotoxic activity seen in the variuos 2-alkyl side chains

and 3-aryl substituents incorporated into these new pyridopyrimidones was consistent with the

activity observed with the same substituents on the 4(3H)-quinazolinones. The 3-aryl group

consists of various ortho-substituted phenyl rings, while the 2-alkyl chain consists of a

2-(2-aryl-2-oxo)ethyl or 2-arylethenyl group.

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