Synthesis and Antimycobacterial Activity of Hydrazides Based on Pyridoxine Derivatives


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Resumo

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.

Sobre autores

R. Khaziev

Scientific Educational Center of Pharmaceutics

Email: Yurii.Shtyrlin@gmail.com
Rússia, ul. Kremlevskaya 18, Kazan, Tatarstan, 420008

N. Shtyrlin

Scientific Educational Center of Pharmaceutics

Email: Yurii.Shtyrlin@gmail.com
Rússia, ul. Kremlevskaya 18, Kazan, Tatarstan, 420008

O. Lodochnikova

Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center

Email: Yurii.Shtyrlin@gmail.com
Rússia, ul. Arbuzova 8, Kazan, Tatarstan, 420088

N. Volobueva

Republican Clinical Antitubercular Dispensary

Email: Yurii.Shtyrlin@gmail.com
Rússia, ul. Shalyapina 20, Kazan, Tatarstan, 420049

R. Chestnova

Republican Clinical Antitubercular Dispensary

Email: Yurii.Shtyrlin@gmail.com
Rússia, ul. Shalyapina 20, Kazan, Tatarstan, 420049

A. Alekseev

Republican Clinical Antitubercular Dispensary

Email: Yurii.Shtyrlin@gmail.com
Rússia, ul. Shalyapina 20, Kazan, Tatarstan, 420049

E. Romanova

Scientific Educational Center of Pharmaceutics

Email: Yurii.Shtyrlin@gmail.com
Rússia, ul. Kremlevskaya 18, Kazan, Tatarstan, 420008

K. Balakin

Scientific Educational Center of Pharmaceutics; Sechenov First Moscow State Medical University

Email: Yurii.Shtyrlin@gmail.com
Rússia, ul. Kremlevskaya 18, Kazan, Tatarstan, 420008; Bol’shaya Pirogovskaya ul. 2-4, Moscow, 119991

Yu. Shtyrlin

Scientific Educational Center of Pharmaceutics

Autor responsável pela correspondência
Email: Yurii.Shtyrlin@gmail.com
Rússia, ul. Kremlevskaya 18, Kazan, Tatarstan, 420008

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