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


  • E. K. Mikhal’chenko Zaporizhzhia State Medical University,
  • K. V. Аleksandrova Zaporizhzhia State Medical University,
  • S. V. Levich Zaporizhzhia State Medical University,



Xanthines, Organic Synthesis, NMR-Spectroscopy


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.


Orlov, V. D., Lipinson, V. V., & Ivanov, V. V. (2005) Medicinskaya khimiya [Medical chemistry]. Kharkiv: Folio. [in Ukrainian].

Kotte, S. Ch. Bose, Tulam, V. Kumar, Raghavan, Sh., Dubey, P. K., & Murali, P. M. (2012) Identification of novel inhibitors of 11B-hydroxysteroid dehydrogenase type 1from natural products library through docking and pharmacophore modeling. International Journal of Research in Pharmacy and Chemistry, 2(1), 137–145.

Shkoda, A. S., Levich, S. V., Aleksandrova, K. V. (2013) 8-Zamishcheni 3-benzylksantynu yak perspektyvni spoluky dlia poshuku biolohichno aktyvnykh rechovyn [8-Substituted 3-benzylxanthines as prospective compounds for search of biological active compounds]. Farmatsevtychnyi chasopys, 1(25), 23–28. [in Ukrainian].

Aleksandrova, K. V., Levich, S. V., Shkoda, O. S., & Diachkov, M. V. (2011) Syntez ta fizyko-khimichni vlastyvosti 3-fenil(benzyl)-ksantynil-8-metyltioatsetatnykh kyslot ta yikh vodorozchynnykh solei [Synthesis and physicochemical properties of 3-phenyl(benzyl)xanthinyl-8-methylthioacetic acids and their water-soluble salts]. Aktualni pytannia farmatsevtychnoi ta medychnoi nauky i praktyky, 2, 45–48. [in Ukrainian].

[Elektronnij resurs]. Retrieved from

[Elektronnij resurs]. Retrieved from

Prijmenko, A. O., Vasil'ev, D. V., & Aleksandrova, E. V. (2013) Sintez, fiziko-himi4eskie i biologi4eskie svojstva nektoryh N7-zameschennyh 8-(gidroksimetil)-3-metil-3,7-digidro-1N-purin-2,6-diona [Synthesis physicochemical and biological properties of some N7-substituted 8-(hydroxymethyl)-3-methyl-3,7-dihydro-1H-purine-2,6-dione]. Nauchnye vedomosti: Seriya Medicina, 4, 203–207. [in Russian].

Taran, A. V., Korniyenko, V. I., Samura, B. A. et al. (2010) Issledovanie diureticheskoj aktivnosti ammonievykh solej 7,8-dizameschennykh proizvodnykh 3-metilksantina [Research of diuretic activity of ammonium salts of 7,8-disubstituted 3-methylxanhtine derivatives]. Ukrainskyi biofarmatsevnychnyi zhurnal, 3, 14–17. [in Ukrainian].

Korniienko, V. I., Samura, B. A., Litarov, V. E., Nikolaev, V. A., Romanenko, N. I., Evseeva, L. V., & Ivanchenko, D.G. (2008) Issledovanie ostroj toksichnosti i diureticheskoj aktivnosti ammonijnykh solej 1,7-dizameschennykh 3-metilksantinil-8-tiouksusnoj kisloty [Research of acute toxicity and diuretic activity of ammonium salts of 1,7-disubstituted 3-methylxanthinyl-8-thioacetic acid]. Zaporozhskij medicinskij zhurnal, 5, 128–130. [in Ukrainian].

How to Cite

Mikhal’chenko EK, Аleksandrova KV, Levich SV. Synthesis and physical-chemical properties of 3-benzyl-8-propylxanthine and its water-soluble salts. CIPM [Internet]. 2016Mar.9 [cited 2023Dec.1];(1). Available from:



Synthesis of the biologically active compounds