Aim. To analyze the carbonyl derivatives of 7-((3-thio-4-R-4H-1,2,4-triazole-5-yl)methyl)theophylline their mother substance was synthesized and its interaction with α-haloketones series was carried out.Methods and results. The physical-chemical properties of the obtained compounds have been studied and their structures have been confi rmed by elemental analysis, infrared spectrometry, 1 H NMR spectrometry, UV spectrophotometry and gas chromatography mass spectrometry. Preliminary computer study of acute toxicity and biological activity has been also carried out. It has been determined that the obtained compounds may exhibit diuretic and analeptic activity and 1,2,4-triazole fragment can theoretically increase it. Conclusion. Preliminary prediction of acute toxicity has showed that the compounds are low-toxic.Синтез і фізико-хімічні дослідження карбонільних похідних 7-((3-тіо-4-R-4H-1,2,4-тріазол-5-іл)метил)теофілінуКниш З метою дослідження карбонільних похідних 7-((3-тіо-4-R-4H-1,2,4-тріазол-5-іл)метил)теофіліну виконали синтез вихідної речовини та її взаємодію з рядом α-галогенкетонів. Досліджені фізико-хімічні властивості одержаних сполук і підтверджена їхня будова за до-помогою елементного аналізу, ІЧ-спектрометрії, 1 Н ЯМР-спектрометрії, УФ-спектрофотометрії та хромато-мас-спектрометрії. Здій-снили попереднє комп'ютерне дослідження гострої токсичності та біологічної активності. Встановили, що отримані сполуки можуть проявляти діуретичну й аналептичну активності, а фрагмент 1,2,4-тріазолу теоретично може підсилювати цю активність. Попереднє прогнозування гострої токсичності показало: сполуки належать до малотоксичних. Синтез и физико-химическое исследование карбонильных производных 7-((3-тио-4-R-4H-1,2,4-триазол-5-ил) метил)теофиллина А. С. Гоцуля, П. С. Князевич, А. И. Панасенко, Е. Г. КнышС целью исследования карбонильных производных 7-((3-тио-4-R-4H-1,2,4-триазол-5-ил)метил)теофиллина проведен синтез исход-ного вещества и его взаимодействие с рядом α-галогенкетонов. Исследованы физико-химические свойства полученных соединений и подтверждено их строение с помощью элементного анализа, ИК-спектрометрии, 1 Н ЯМР-спектрометрии, УФ-спектрофотометрии и хромато-масс-спектрометрии. Проведённое предварительное компьютерное исследование острой токсичности и биологической активности. Установлено, что полученные соединения могут проявлять диуретические и аналептические активности, а фрагмент 1,2,4-триазола теоретически может усиливать эту активность. Предварительное прогнозирование острой токсичности показало, что соединения относятся к малотоксичным.Ключевые слова : 1,2,4-триазол, теофиллин, синтез, ИК-спектрометрия, 1 Н ЯМР-спектрометрия. Запорожский медицинский журнал.
The rapid development pace of the pharmaceutical science constantly increases the demand for new kind of medicine featured with high biological activity and non-toxicity at the same time. Setting the aim to enlarge the amount of scientific findings in the domain of biologically active substances, 1,2,4-triazole and theophylline were used as the starting material. These compounds form the basis for the majority of drugs, such as diuretics, antifungal and antibacterial medicaments. The combination of heterocycles put under research demonstrate a repeated probability increase in the variety of activities. Therefore, the relevance of the following study is determined by valuable properties of these substances. Besides that, the presence of a hydrazide element accounts for a high probability level of antimicrobial, particularly anti-tuberculosis activity. In order to identify optimal conditions for the synthesis and physicochemical property research, 2-((5-((theophylline-7'-yl)methyl)-4-R-4H-1,2,4-triazole-3-yl)thio) acetohydrazide ylidenderivatives were obtained. The process of production was carried out through long chain reactions, using the sodium salt of theophylline as a substrate. The conversion is well known being described in many papers. Hydrazide was taken as the starting compound. It was dissolved in water-alcoholic medium while separately, aldehyde was dissolved or mixed in ethyl alcohol as well. The resulting solutions were decanted. The precipitate formed immediately or after a certain period of time, which is likely due to the state of matter of the starting aldehyde. 10 compounds (light-yellow crystalline materials with sharp melting point) were synthesized after that. Their structures and physicochemical properties were confirmed with modern methods of analysis. It is established that the reaction proceeds rapidly with a yield of 77‒95% in water-alcoholic medium at a temperature of about 80 °C.
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