93599-95-2Relevant academic research and scientific papers
5-Cinnamoyl-6-aminouracil derivatives as novel anticancer agents. Synthesis, biological evaluation, and structure-activity relationships
Bernier,Henichart,Warin,Trentesaux,Jardillier
, p. 497 - 502 (2007/10/02)
A biological evaluation in the series of 5-cinnamoyl-6-aminouracils has been undertaken. These compounds have been found to be in an extended planar conformation fitting well with a possible stacking interaction between the nucleic bases of DNA; thus an e
N-Acylation of 1,3-Dimethyl-6-aminouracils. A Reversal in the Regiospecificity of an Electrophilic Substitution Induced by an Intramolecular Proton-transfer
Bernier, Jean-Luc,Henichart, Jean-Pierre,Warin, Vincent
, p. 1129 - 1134 (2007/10/02)
Electrophilic reactions of 1,3-dimethyl-6-aminouracil lead to 5-substituted derivatives.The introduction of a dialkylaminoalkylamino chain in the 6-position of 1,3-dimethyluracil modifies the regiospecificity of the acylation reaction to give N-6 acylated compounds.This reversal in acylation is induced by an intramolecular proton-transfer which introduces a change in the electron density of the enamine system.The cyclic transition state and the spatial conformation of the final products substantiate the proposed mechanism, on the basis of X-ray and 1H nmr data.
