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Synthesis and Antimycobacterial Activity of Hydrazides Based on Pyridoxine Derivatives


  • Khaziev R.
  • Shtyrlin N.
  • Lodochnikova O.
  • Volobueva N.
  • Chestnova R.
  • Alekseev A.
  • Romanova E.
  • Balakin K.
  • Shtyrlin Y.
Дата публикации:01.03.2018
Журнал: Russian Journal of Organic Chemistry
БД: Scopus
Ссылка: Scopus

Аннтотация

© 2018, Pleiades Publishing, Ltd. 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.


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