Ritolukast, Wy-48252

利托司特Chemical Name: 1,1,1-Trifluoro-N-[3-(2-quinolinylmethoxy)phenyl]methanesulfonamide; N-[3-(2-Quinolinylmethoxy)phenyl]trifluoromethanesulfonamide
CAS No. 111974-60-8
项目整合开发状态: Phase II
项目研究机构: Wyeth Pharmaceuticals (Originator)
合成路线:Alkylation of 3-aminophenol (I) with 2-(chloromethyl)quinoline (A) in a mixture of DMSO and THF employing sodium hydride as the base affords the intermediate amine (II).This amine is reacted with trifluoromethanesulfonic anhydride in toluene employing potassium carbonate as a base to afford ritolukast.
📌 参考资料/链接:
参考文献标题:Quinoline compounds as antiallergy and antithrombotic agents
文献作者:Musser,J.H.; Kubrak,D.M.; Kreft,A.F.(American Home Products Corp.)
参考来源:EP 0232954; GB 2185741; JP 1987190159; US 4675405

📄 详细内容


合成路线:Alkylation of 3-aminophenol (I) with 2-(chloromethyl)quinoline (A) in a mixture of DMSO and THF employing sodium hydride as the base affords the intermediate amine (II).This amine is reacted with trifluoromethanesulfonic anhydride in toluene employing potassium carbonate as a base to afford ritolukast.

参考文献标题:N-[(Arylmethoxy)phenyl] and N-[(arylmethoxy)naphthyl]sulfonamides.Potent orally active leukotriene D4 antagonists of novel structure
文献作者:Musser,J.H.; Kreft,A.F.; Bender,R.H.W.; Kubrak,D.M.; Carlson,R.P.; Chang,J.; Hand,J.M.
参考来源:J Med Chem 1989,32(6),1176


合成路线:Alkylation of 3-aminophenol (I) with 2-(chloromethyl)quinoline (A) in a mixture of DMSO and THF employing sodium hydride as the base affords the intermediate amine (II).This amine is reacted with trifluoromethanesulfonic anhydride in toluene employing potassium carbonate as a base to afford ritolukast.

参考文献标题:RITOLUKAST < USAN >
文献作者:Kreft,A.; Musser,J.; Daniel,W.C.; Hand,J.
参考来源:Drugs Fut 1990,15(12),1191


合成路线:The reaction of 2-(chloromethyl)quinoline (I) with 3-nitrophenol (II) by means of Cs2CO3 in refluxing acetone gives the 3-nitrophenyl ether (III),which is reduced with H2 over Raney-Ni in ethanol to afford the 3-aminophenyl ether (IV).Finally this compound is sulfonated with trifluoromethanesulfonic anhydride and Et3N in dichloromethane.
参考文献标题:Substituted-[2-quinolynil(bridged)aryl] compounds: modulators of eicosanoid biosynthesis and action
文献作者:Kreft,A.; Musser,J.
参考来源:Drugs Fut 1990,15(1),73


产品链接: CAS No. 111974-60-8››