Journal
CHEMISTRY OF HETEROCYCLIC COMPOUNDS
Volume 50, Issue 4, Pages 564-572Publisher
SPRINGER
DOI: 10.1007/s10593-014-1508-1
Keywords
amides; 1-aminopyrazine; 2-aminopyridine; 2-aminopyrimidine; 2,1-benzothiazines; analgesic activity
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An improved method has been proposed for the reaction of the methyl ester of 4-hydroxy-1-methyl-2,2-di-oxo-1H-2 lambda(6),1-benzothiazine-3-carboxylic acid with hetarylamines to give 4-hydroxy-1-methyl-2,2-di-oxo-N-(pyridin-2-yl)-1H-2 lambda(6),1-benzothiazine-3-carboxamides and analogs with the similar structure in good yield and purity. X-ray diffraction structural analysis has indicated that these products exist as internal salts. A mass spectral study of these compounds has shown that they have a characteristically enhanced tendency to extrude SO2. The pharmacological testing has revealed promising compounds with better analgesic properties than those of the known oxicam drugs.
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