Mesulergine hydrochloride, CU-32085, CQ-32085
N'-((8alpha)-1,6-二甲基麦角灵-8-基)-N,N-二甲基氨基磺酰胺单盐酸盐 美舒麦角 Chemical Name: N'-(1,6-Dimethylergolin-8alpha-yl)-N,N-dimethylsulfamide monohydrochloride; 1,6-Dimethyl-8alpha-(N,N-dimethylsulfamoylamino)ergoline monohydrochloride; N'-[(8alpha)-1,6-Dimethylergolin-8-yl]-N,N-dimethylsulfamide monohydrochloride
CAS No. 72786-12-0, 64795-35-3 (free base)
项目整合开发状态: Biological Testing
项目研究机构: Novartis (Originator)
合成路线:The hydrogenation of 1-methyl-7,8-lysergic acid ethyl ester (I) with H2 over PtO2 gives 1-methyl-9,10-dihydroisolysergic acid methyl ester (II),which by reaction with hydrazine is converted into the corresponding hydrazide (III).The reaction of (III) with NaNO2-HCl yields the expected azide (IV),which is submitted to a Curtius degradation by heating and hydrolysis to afford 1,6-dimethyl-8(alpha)-aminoergoline (V).Finally,this compound is treated with N,N-dimethylsulfamoyl chloride (VI) and 2,6-lutidine in methylene chloride.
📌 参考资料/链接:
参考文献标题:Sulfonamido and sulfamoylamino-ergoline-I derivatives
文献作者:Stuetz,P.; Fehr,T.; Stadler,P.(Novartis AG)
参考来源:BE 0849745; CA 1092100; CH 620441; DE 2656344; ES 454442; FR 2336135; GB 1567484; JP 7778900; NL 7614018
📄 详细内容
合成路线:The hydrogenation of 1-methyl-7,8-lysergic acid ethyl ester (I) with H2 over PtO2 gives 1-methyl-9,10-dihydroisolysergic acid methyl ester (II),which by reaction with hydrazine is converted into the corresponding hydrazide (III).The reaction of (III) with NaNO2-HCl yields the expected azide (IV),which is submitted to a Curtius degradation by heating and hydrolysis to afford 1,6-dimethyl-8(alpha)-aminoergoline (V).Finally,this compound is treated with N,N-dimethylsulfamoyl chloride (VI) and 2,6-lutidine in methylene chloride.
参考文献标题:Mesulergine Hydrochloride
文献作者:Serradell,M.N.; Koch,H.; Castar,J.
参考来源:Drugs Fut 1984,9(3),191
产品链接: CAS No. 72786-12-0›› 产品链接: CAS No.64795-35-3››