Синтез та біологічні властивості гідрокси-(алкокси)заміщених анілідів 1-r-4-гідрокси-1-2,2-діоксо-1н-2λ6,1-бензотіазин-3-карбонових кислот

• Дата: 2016
• Автори: Ukrainets, I. V., Petrushova, L. A., Gorokhova, O. V., Sidorenko, L. V.
• Формат: Стаття
• Мова: Russian
• Опубліковано: National University of Pharmacy 2016
• Теми: anilides; 4-hydroxy-2; 2-dioxo-1H-2λ6; 1-benzothiazine-3-carboxamides; synthesis; analgesic activity; diuretic action; UDC 547.831.7; 547.831.9; 615.212; 542.951.1; анилиды; 4-гидрокси-2; 2-диоксо-1Н-2λ6; 1-бензотиазин-3-карбоксамиды; синтез; анальгетическая активность; диуретическое действие; УДК 547.831.7; аніліди; 4-гідрокси-2; 2-діоксо-1H-2λ6; 1-бензотіазин-3-карбоксаміди; аналгетична активність; діуретична дія
• Онлайн доступ: https://ophcj.nuph.edu.ua/article/view/ophcj.16.871
• Назва журналу: Journal of Organic and Pharmaceutical Chemistry

Continuing the search for new biologically active substances of 2,1-benzothiazines a series of the corresponding anilides of 1-R-4-hydroxy-2,2-dioxo-1H-2λ6,1-benzothiazine-3-carboxylic acids has been synthesized by the reaction of alkyl-1-R-4- hydroxy-2,2-dioxo-1H-2λ6,1-benzothiazine-3-carboxylates and the equimolar quantities of hydroxy- and alkoxy-substituted anilines. Their structure has been confi rmed by the data of elemental analysis, NMR 1H spectroscopy (1H and 13C), as well as mass spectrometry. All compounds obtained were subjected to pharmacological screening to identify their analgesic properties. Testing was carried out in non-pedigree male rats using the standard model of the thermal tail-fl ick (tail immersion test) in parallel and in comparison with the structurally related drugs – Meloxicam and Piroxicam. Among the substances studied the potent analgesics have been found. When administered orally in the dose of 20 mg/kg they several times exceed the reference medicines in their analgesic effect and are of interest for the profound research. The study of the effect of the compounds synthesized on the urinary function of the kidneys has shown that in this case transition from quinoline analogues to 2,1-benzothiazine ones is accompanied by some decrease in diuretic properties although some compounds increase diuresis at the level of hydrochlorothiazide in a much lower dose.