THE SYNTHESIS AND PSYCHOTROPIC ACTIVITY OF 8-SUBSTITUTED 1-ETHYL-3-METHYLXANTHINES CONTAINING THIETANE RING

Issue: 
12
Year: 
2016

Yu.V. Shabalina
Ph.D. (Pharm.), Associate Professor, Bashkir State Medical University (Ufa)
E-mail: fil-ko@mail.ru
F.A. Khaliullin
Dr.Sc. (Pharm.), Professor, Bashkir State Medical University (Ufa)
E-mail: khaliullin_ufa@yahoo.com
G.G. Davlyatova
Assistant, Bashkir State Medical University (Ufa)
E-mail: madina_gabashi@mail.ru L.A. Valeeva
Dr.Sc. (Med.), Professor, Bashkir State Medical University (Ufa)
E-mail: bsmu.pharmacology2@yandex.ru
E.A. Kadyrova
Student, Bashkir State Medical University (Ufa)
E-mail: kadirovaelvira23@rambler.ru

Natural methylxanthines exhibit diverse biological activity that attracts the attention of researchers in the search for new biologically active substances. The introduction of benzhydrilpiperazinylalkyl fragment into the 1st and 7th positions of xanthine, led to creation of compounds having antihistaminic activity. A research continues in a number of promising xanthine derivatives containing thietane ring. In previously published work we describe the preparation of 8-substituted 1-alkyl-3-methyl-(7-thietanyl-3)xanthines having hemorheological, antimicrobial activity and exhibiting antiplatelet properties against erythrocytes. 8-Amino-substituted 7-(thietanyl-3)-, 7-(1-oxothietanyl-3)- and 7-(1,1-dioxothietanyl-3)-1-ethyl-3-methylxanthines were synthesized with 46–100% yields by reaction of 8-bromo-1-ethyl-3-methylxanthines containing thietane ring with amines (hexamethyleneimine, benzylamine, cyclohexylamine) in refluxing ethanol, iso-butanol or dimethylformamide for 1–5 hours. The identity and structure of the synthesized compounds were confirmed by thin layer chromatography, elemental analysis data and spectral methods – IR and 1H NMR spectroscopy. During the biological tests the substances having psychotropic activity were identified among the synthesized compounds.

Keywords: 
Key words: xanthines
thietanes
psychotropic activity.