SYNTHESIS AND ANTITUBERCULAR EVALUATION OF FLUORINATED 2-CYCLOALKYLIMINO SUBSTITUTED 1,3-BENZOTHIAZIN-4-ONES

Add time:07/28/2019    Source:sciencedirect.com

Novel fluorinated 2-substituted 1,3-benzothiazin-4-ones were obtained through the addition of N-nucleophiles to ortho-fluorobenzoylisothiocyanates, followed by cyclization of fluorobenzoyl-thioureas. Synthetic approaches to original 2-cycloalkylimino- and 2-carbonylpiperazino- substituted benzothiazinones, bearing different number of fluorine atoms in the benzene ring have been found. 2-Ethoxycarbonylpiperazino-5-fluoro-1,3-benzothiazin-4-one proved to exhibit a high tuberculostatic activity in vitro (MIC 0.7 microgram/mL), thus indicating that a search of biologically active compounds in this family of heterocycles appears to be a reasonable approach.

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