Synthesis and physical-chemical properties of 3-benzyl-8-propylxanthine and its water-soluble salts

Abstract

Aim. Selection of basic compounds is a key moment of the novel drug substances development process. Nowadays, it is possible to model the properties of biologically active substances with the help of computer technologies and the special software. We selected 3-benzyl-8-propylxanthine as a promising basic compound with a large variability of further chemical modification by insertion of well-known pharmacophores. Our decision was based on in silico-calculations. Materials and methods. This compound has been synthesized by condensation of 1-benzyl-5,6-diaminopyrimidine-2,4-dione with butanic acid. Then we obtained a number of water-soluble 3-benzyl-8-propylxanthinides-7 on the basis of initial substance. Synthesis has been made by reaction of 3-benzyl-8-propylxanthine with inorganic or organic bases in an aqueous or aqueous-alcoholic solution. Conclusion. The structure of synthesized compounds has been proved using elemental analysis and 1H NMR-spectroscopy.

Keywords

• Xanthines
• Organic Synthesis
• NMR-Spectroscopy