Synthesis and physical-chemical properties of 8-bromo-3-methyl-7-α-methylbenzylxanthine derivatives
Journal Title: Фармацевтичний журнал - Year 2016, Vol 2, Issue 2
Abstract
The level of modern pharmaceutical science development is determined by the introduction in medical practice of new effective and non-toxic drugs. The problem of new drugs search depends on the presence in the arsenal of pharmacologists significant amount of original and promising bioactive compounds. In this aspect a special role is given to synthetic compounds of natural origin, which are successfully used in medical practice. Recent researches of national and foreign scientists suggest significant perspective synthetic xanthine derivatives in the creation of new drugs with various effects. The aim of this paper is synthesis of 8-bromo-3-methyl-7-α-methylbenzylxanthine derivatives, unspecified in scientific papers earlier, and to study their physical and chemical properties. The melting point has been determined by open capillary method on the device PTP (M). Elemental analysis has been performed on the device Elementar Vario L cube. NMR spectra have been taken using spectrometer Bruker SF-200. Synthesis of 8-bromo-3-methyl-7-α-methylbenzylxanthine was performed through boiling of 8-bromo-3-methylxanthine together with α-methylbenzylchloride. Having applied the reaction of the latter with an excess of a primary or secondary heterocyclic amine in the methoxyethanol environment, a range of corresponding 8-aminosubstituted 3-methylxanthine has been obtained. The heating of initial syntone with an excess of hydrazine hydrate in aqueous dioxane environment leads to the formation of 8-hydrazinoxanthine. Corresponding 8-(indolon-2-ylidene-3)-hydrazinoxanthines have been obtained through short-time heating up 8-hydrazinoxanthine with N-substituted isatin in aqueous dioxane environment. Structure of synthesized compounds has been definitely proved by NMR-spectroscopy. Simple laboratory method has been elaborated to synthesize 8-bromo-3-methyl-7-α-methylbenzylxanthine, which is initial compound for further chemical modification of xanthine molecule. Reactions of 8-bromo-3-methyl-7-α-methylbenzylxanthine with N-containing nucleophiles have been investigated. This allowed to obtain the previously undescribed 8-amino- and 8-hydrazinosubstituted 3-methyl-7-α-methylbenzylxanthine. Physical and chemical properties of new synthesized compounds have been studied. A synthetic perspective of the obtained substances has been shown.
Authors and Affiliations
D. G. Ivanchenko
Keywords
Related Articles
- EP ID EP563103
- DOI 10.32352/0367-3057.2.16.01
- Views 42
- Downloads 0
Volatile oil components of common daisy (Bellis perennis L.)
Common daisy is herbaceous perennial plant from Asteraceae family that grows throughout Ukraine and cultivated as an ornamental garden plant. Common daisy herb has an expectorant, anti-inflammatory, analgesic and cholere...
Morphological and anatomical research of herbs and root tubers stachys Siebold (Stachys sieboldii Miq.)
Stachys Siebold (Stachys Sieboldii Miq.) – is а perennial herb of the family Lamiaceae, culture is grown as an annual. Stahis used in Chinese and Tibetan folk medicine for the treatment of tuberculosis , hypertension an...
Rationale the development composition and of the study physical-chemical properties of the gel with extracts from the leaves of quince oblong and pomace grape on basis of polymethylsiloxane
Creating innovative products of plant origin, in recent times, is very conducive to the development of the domestic pharmaceutical industry. They usually have a number of advantages over the synthetic medicaments: the po...
Classification, general description and procedure of taking of food products to category the «special food products» in Ukraine from position of pharmaceutical law
To date assortment policy pharmacies in Ukraine has grown significantly due to food products such as: dietary supplements, functional foods, foods for special dietary use. In this connection, the purpose of the work was...
The substantiation of plant raw materials ratio and determination of raw materials technological parameters in the development of complex tincture for the telogen effluvium treatment
Telogen effluvium is the most common form of diffuse alopecia in women due to concomitant somatic pathology and adverse exogenous factors. Pharmacotherapy of the disease requires the use of active substances that should...