Synthesis and Antimycobacterial Activity of Hydrazides Based on Pyridoxine Derivatives
Khaziev R. M., Shtyrlin N. V., Lodochnikova O. A., Volobueva N. V., Chestnova R. V., Alekseev A. P., Romanova E. I., Balakin K. V., Shtyrlin Y. G.
Russian Journal of Organic Chemistry
Vol.54, Issue3, P. 426-430
Опубликовано: 2018
Тип ресурса: Статья
DOI:10.1134/S1070428018030090
Аннотация:
Pyridoxine derivatives, 3-hydroxy-2-methylpyridine-4- and -5-carbohydrazides, were synthesized according to optimized known procedures, and a method for the synthesis of 5-(hydroxymethyl)-2,2,8-trimethyl-4H-[1,3]dioxino[4,5-c]pyridine-6-carbohydrazide was developed. The hydroxymethyl groups in positions 5 and 6 of 2,2,8-trimethyl-4H-[1,3]dioxino[4,5-c]pyridine showed different reactivities, and only the 6-hydroxymethyl group was selectively oxidized to aldehyde under mild conditions. The lactone ring in 5,6-dihydrofuro[3,4-b]pyridin-7(5H)-one was found to be stable to nucleophiles. The synthesized hydrazides showed no antimycobacterial activity. © 2018, Pleiades Publishing, Ltd.
Язык текста: Английский
ISSN: 1608-3393
Khaziev R. M.
Shtyrlin N. V.
Lodochnikova O. A.
Volobueva N. V.
Chestnova R. V.
Alekseev A. P.
Romanova E. I.
Balakin K. V. Konstantin Valeryevich 1970-
Shtyrlin Y. G.
Хазиев Р. М.
Штyрлин Н. В.
Лодочникова О. А.
Волобуева Н. В.
Честнова Р. В.
Алексеев А. П.
Романова Е. И.
Балакин К. В. Константин Валерьевич 1970-
Штyрлин Y. Г.
Synthesis and Antimycobacterial Activity of Hydrazides Based on Pyridoxine Derivatives
Текст визуальный непосредственный
Russian Journal of Organic Chemistry
Pleiades Publishing, Ltd.
Vol.54, Issue3 P. 426-430
2018
Статья
Pyridoxine derivatives, 3-hydroxy-2-methylpyridine-4- and -5-carbohydrazides, were synthesized according to optimized known procedures, and a method for the synthesis of 5-(hydroxymethyl)-2,2,8-trimethyl-4H-[1,3]dioxino[4,5-c]pyridine-6-carbohydrazide was developed. The hydroxymethyl groups in positions 5 and 6 of 2,2,8-trimethyl-4H-[1,3]dioxino[4,5-c]pyridine showed different reactivities, and only the 6-hydroxymethyl group was selectively oxidized to aldehyde under mild conditions. The lactone ring in 5,6-dihydrofuro[3,4-b]pyridin-7(5H)-one was found to be stable to nucleophiles. The synthesized hydrazides showed no antimycobacterial activity. © 2018, Pleiades Publishing, Ltd.