102652-89-1Relevant academic research and scientific papers
Obtention of Anthranil Derivatives by a Modified Bischler-Napieralsky Reaction.
Roblot, Francois,Hocquemiller, Reynald,Cave, Andre
, p. 2637 - 2651 (2007/10/02)
The action of PCl5 or POCl3 on substituted 2-nitro-3,5-dimethoxyphenylacetamide gives 5,7-dimethoxy-2,1-benzisoxazole derivatives in high yields, even in the absence of any alkaline treatment.This special reactivity is due to the position of the two metho
Synthesis and Cardiotonic Activity of a Series of Substituted 4-Alkyl-2(1H)-quinazolinones
Bandurco, Victor T.,Schwender, Charles F.,Bell, Stanley C.,Combs, Donald W.,Kanojia, Ramesh M.,et al.
, p. 1421 - 1426 (2007/10/02)
The synthesis, cardiac fraction III cyclic nucleotide phosphodiesterase (PDE-III) inhibition, and positive inotropic activity of a series of 2(1H)-quinazolinones are reported.A general synthesis of the series involved the cyclization of 2-aminoacetophenones with potassium cyanate in acetic acid.Modifications at the 4-position of the quinazoline nucleus were best achieved by formation of the intermediate N1-acyl-N3-phenylurea from the substituted phenyl isocyanate and appropriate carboxamide.PPA was used to ring close to the quinazoline product.Generally the SAR for the series paralleled the five-point model previously published for PDE-III inhibition.The most active analogue of the series was 5,6-dimethoxy-4-methyl-2(1H)-quinazolinone (1) (ORF 16600), which had about twice the intravenous potency of amrinone.Compound 1 is currently under development as an orally active cardiotonic.
