申请人:Merck & Co., Inc.
公开号:US04228274A1
公开(公告)日:1980-10-14
The invention disclosed herein relates to novel 1-deoxy-glycopyranosides, preferably 1-deoxy-D-mannopyranosides, having in the 1-position of the pyranoside ring an .omega.-aminoalkylthio, .omega.-aminoalkyloxy or .omega.-aminoalkanoylamino substituent; and to novel processes for preparing these 1-substituted-1-deoxy-glycopyranosides starting with the corresponding tetra-O-acetyl-glycopyranosyl bromide or amine. These .omega.-amino(alkylthio, alkyloxy or alkanoylamino)-1-deoxy-glycopyranosides, and in particular 1-[(6'-aminohexyl)thio or oxy]-1-deoxy-D-mannopyranosides, possess insulin-like activity.
本发明涉及新型1-去氧基-葡萄糖苷,优选为1-去氧-D-甘露糖苷,其在吡喃糖环的1位具有ω-氨基烷硫基、ω-氨基烷氧基或ω-氨基烷酰胺取代基;以及制备这些1-取代-1-去氧基-葡萄糖苷的新型方法,起始原料为相应的四-O-乙酰基-葡萄糖苷溴化物或胺。这些ω-氨基(烷硫基、烷氧基或酰胺基)-1-去氧基-葡萄糖苷,特别是1-[(6'-氨基己基)硫基或氧基]-1-去氧-D-甘露糖苷,具有胰岛素样活性。