Because acylurea and carbamate groups are associated with various pharmacological activities, a number of saccharin and 6-nitrosaccharin derivatives containing these groups were synthesized for pharmacological screening. The compounds prepared were: 2-(diethylcarbamoy1)saccharin; 2-(diethylcarbamoy1)-6-nitrosaccharin; 2-(diethylthiocarbamogl)saccharin; and 2-carbethoxysaccharin. Also isolated from the reaction of the N,N-dialkylcarbamoyl chlorides and sodium saccharin (or sodium 6-nitrosaccharin) were compounds whose analyses corresponded to the following structures: 3-(diethylamino)-1,2-benzisothiazole-1,1dioxide; 3-(diethylamino)-6-nitro-1,2-ben~isothiazole-1~ 1-dioxide; and 3-(dimethylamino)-1,2-benzisothiazole-lyl-dioxide. Preliminary pharmacological testing has indicated that 2-(diethylcarbamoyl) saccharin; 2-carbethoxysaccharin; and 3-(diethylamino)-1.2-benzisothiazole-l,~-dioxide possess a low degree of sedative and central nervous system depressant activity, and have no significant anticonvulsant, antitumor, or diuretic activity.
ANY COMPOUNDS containing carbamate or acylurea groups exhibit various types of medicinal activity including those of anticonvulsant, antifungal, antitumor, diuretic, and sedative (1). The purpose of this work was the preparation of some saccharin and nitrosaccharin derivatives containing carbamate and acylurea groups for pharmacological testing.
The compounds prepared have the following general formula (A), and are listed and their properties given in Table I.