Synthesis and Antimycobacterial Activity of Hydrazides Based on Pyridoxine Derivatives |
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| Authors: | R M Khaziev N V Shtyrlin O A Lodochnikova N V Volobueva R V Chestnova A P Alekseev E I Romanova K V Balakin Yu G Shtyrlin |
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| Institution: | 1.Scientific Educational Center of Pharmaceutics,Kazan (Volga Region) Federal University,Kazan, Tatarstan,Russia;2.Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center,Russian Academy of Sciences,Kazan, Tatarstan,Russia;3.Republican Clinical Antitubercular Dispensary,Ministry of Health Protection of Tatarstan Republic,Kazan, Tatarstan,Russia;4.Sechenov First Moscow State Medical University,Moscow,Russia |
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| Abstract: | 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]dioxino4,5-c]pyridine-6-carbohydrazide was developed. The hydroxymethyl groups in positions 5 and 6 of 2,2,8-trimethyl-4H-1,3]dioxino4,5-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-dihydrofuro3,4-b]pyridin-7(5H)-one was found to be stable to nucleophiles. The synthesized hydrazides showed no antimycobacterial activity. |
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