Histamine H2-수용체길항제의 합성 - 5,6-Dihydroimidazo[2,1-b]thiazole 유도체의 합성 -

Synthesis of Histamine H2-receptor antagonists - Synthesis of 5,6-dihydro[2,1-b]thiazole derivatives -

For the development of new antiulcer agents 5,6-dihydroimidazo[2,1-b]-thiazoles substituted at the 3-position are synthesized. Thus, the reaction of 3-chloromethyl-5,6-dihydroimidazo[2,1-b]thiazole(2) with thiourea and subsequently with 3-chloro-propionitrile gives 3-[3-[5,6-dihydroimidazo[2,1-b]thiazolyl]methylthio]propionitrile(4), which by partial alcoholysis with methanol is converted into methyl-3-[3-[5,6-dihydroimidazo[2,1-b]thiazoyl]methylthio]propionimidate(5). This compound(5) is treated finally with sulfamide or sulfonamides. 3-[3-[5,6-dihydroimidazo[2,1-b]thiazoyl]methylthio]-N2-sulfamoyl-propionamidine(6) inhibited gastric acid secretion (45%) when administered intraduodenally (100 mg/kg) to pylorus-ligated rats.