Synthesis and biological properties of derivatives of 3-methyl-5-aminoisothiazolo-4-carboxylic acid.
The reaction of 3-methyl-5-aminoisothiazolo-4-carboxylic acid with the chlorides of chloroacetaic acid and chloropropionic acid gave 3-methyl-5-chloroacetyl- and 5-chloropropionylisothiazolo-4-carboxylic acids, which upon heating in anhydrous ethanol with aliphatic and aromatic amines gave the respective 5-aminoacetyl and amino-propionyl derivatives of these acids. Iodoacetyloaminoisothiazolo-4-carboxylic acid in reaction with ammonia was converted in 3-methylo-5-aminoacetylo-aminoisothiazolo-4-carboxylic acid, which upon heating in toluene with isocyanates and isothiocyanates gave the respective derivatives of urea and thiourea. Some of the synthesized compounds showed psychotropic and cytostatic activity.
D000818:Animals; D002264:Carboxylic Acids / Q000627:therapeutic use; D002286:Carcinoma, Ehrlich Tumor / Q000188:drug therapy; D002470:Cell Survival / Q000187:drug effects; D008223:Lymphoma / Q000188:drug therapy; D009374:Neoplasms, Experimental / Q000188:drug therapy*; D013329:Structure-Activity Relationship; D013844:Thiazoles / Q000138:chemical synthesis / Q000494:pharmacology / Q000627:therapeutic use
D002264:Carboxylic Acids; D013844:Thiazoles