Synthesis of Some Novel Thiazolo[4,5-b]Pyridines and their Tuberculostatic Activity Evaluation

Taras Chaban, Olena Klenina, Iryna Drapak, Volodymyr Ogurtsov, Igor Chaban and Volodymyr Novikov
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Structural modification of 5,7-dimethyl-6-phenylazo-3Н-thiazolo[4,5-b]pyridin-2-one relative to the 3rd position of basic heterocycle allows to use its functionalization as the convenient method for the synthesis of various derivatives and diversification of a series of N3 substituted thiazolo[4,5-b]pyridines. The efficient synthetic protocol for aminomethylation proceeding was developed which led to obtaining a series of novel 3-(phenylamino)-methyl derivatives of 5,7-dimethyl-6-phenylazo-3Н-thiazolo[4,5-b]pyridin-2-one. The conditions for aminomethylation reaction allowing to obtain 3-(phenylamino)-methyl derivatives of 5,7-dimethyl-6-phenylazo-3H-thiazolo[4,5-b]pyridine-2-on, as well as hydrazide and arylidenhydrazide derivatives of (5,7-dimethyl-2-oxo-6-phenilazo-thiazolo[4,5-b]pyridine-3-yl) acetic acid with high yields have been developed. The tuberculostatic activity of the newly synthesized compounds was evaluated in vitro against Mycobacterium tuberculosis H37Rv stain using Lowenstein Jensen's egg medium.

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