Chemistry of salicylic acid and anthranilic acid. IV. Synthesis of 6-chloro-5-sulfamoyl- and 6-chloro-3-sulfamoylanthranilic acid derivatives.
作者:HIROYUKI ASAKAWA、MITSUO MATANO
DOI:10.1248/cpb.27.1287
日期:——
Some derivatives of 6-chloro-5-sulfamoyl-and 6-chloro-3-sulfamoylanthranilic acids, which have a chlorine atom and a sulfamoyl group ortho and meta to the carboxy group, respectively, were synthesized and the diuretic activities of the two positional isomers were compared. The presence of a chlorine atom ortho to the carboxy group, which enhanced the hypoglycemic activity of anthranilic acid derivatives, had no effect on the diuretic activity of sulfamoylanthranilic acid derivatives. The diuretic activity of the 6-chloro-3-sulfamoylanthranilic acid derivatives was greater than that of the 6-chloro-5-sulfamoyl ones.
合成了一些6-氯-5-磺酰胺基和6-氯-3-磺酰胺基蒽醌酸的衍生物,这两种衍生物分别在羧基的邻位和间位上具有氯原子和磺酰胺基,并比较了这两种位置异构体的利尿活性。氯原子在羧基邻位的存在增强了蒽醌酸衍生物的降血糖活性,但对磺酰胺基蒽醌酸衍生物的利尿活性没有影响。6-氯-3-磺酰胺基蒽醌酸衍生物的利尿活性大于6-氯-5-磺酰胺基的衍生物。