Glimepiride, Hoe-490, Roname, Amaryl
格列美脲Chemical Name: 1-[4-[2-(3-Ethyl-4-methyl-2-oxo-2,5-dihydro-1H-pyrrol-1-carboxamido)ethyl]phenylsulfonyl]-3-(trans-4-methylcyclohexyl)urea
CAS No. 93479-97-1
项目整合开发状态: Launched-1996
项目研究机构: Aventis Pharma (Originator), Lacer (Licensee)
合成路线:The condensation of 3-ethyl-4-methyl-3-pyrrolin-2-one (I) with 2-phenylethyl isocyanate (II) at 150 C gives 3-ethyl-4-methyl-2-oxo-N-(2-phenylethyl)-3-pyrrolin-1-carboxamide (III),which is sulfonated with chlorosulfonic acid at 40 C to yield the corresponding benzenesulfonyl chloride (IV).The reaction of (IV) with concentrated NH4OH affords the sulfonamide (V),which is finally condensed with 4-methylcyclohexyl isocyanate (VI) in acetone.
📌 参考资料/链接：
参考文献标题:Sulfonylureas,process for their preparation,pharmaceutical compsns.containing them and their use
文献作者:Weyer,R.; Hitzel,V.; Geisen,K.; Regitz,G.(Aventis SA)
参考来源:EP 0031058; US 4379785
📄 详细内容
合成路线:The condensation of 3-ethyl-4-methyl-3-pyrrolin-2-one (I) with 2-phenylethyl isocyanate (II) at 150 C gives 3-ethyl-4-methyl-2-oxo-N-(2-phenylethyl)-3-pyrrolin-1-carboxamide (III),which is sulfonated with chlorosulfonic acid at 40 C to yield the corresponding benzenesulfonyl chloride (IV).The reaction of (IV) with concentrated NH4OH affords the sulfonamide (V),which is finally condensed with 4-methylcyclohexyl isocyanate (VI) in acetone.
参考文献标题:Acylureidoalkylphenylsulfonylureas with blood glucose lowering efficacy
文献作者:Hitzel,V.; Weyer,R.
参考来源:Arzneim-Forsch Drug Res 1988,38(8),1079
合成路线:The condensation of 3-ethyl-4-methyl-3-pyrrolin-2-one (I) with 2-phenylethyl isocyanate (II) at 150 C gives 3-ethyl-4-methyl-2-oxo-N-(2-phenylethyl)-3-pyrrolin-1-carboxamide (III),which is sulfonated with chlorosulfonic acid at 40 C to yield the corresponding benzenesulfonyl chloride (IV).The reaction of (IV) with concentrated NH4OH affords the sulfonamide (V),which is finally condensed with 4-methylcyclohexyl isocyanate (VI) in acetone.
参考文献标题:Glimepiride
文献作者:Prous,J.; Castar,J.
参考来源:Drugs Fut 1992,17(9),774
产品链接: CAS No. 93479-97-1››