网站主页>>>
项目整合精选>>>
项目整合精选>>>Bisoprolol fumarate, TA-4708(free base), CL-297939(hemifumarate), EMD-33512(free base), Euradal, Cardicor, Soprol, Concor COR, Monocor, Emcor, Fondril, Maintate, Zebeta, Concor
Bisoprolol fumarate, TA-4708(free base), CL-297939(hemifumarate), EMD-33512(free base), Euradal, Cardicor, Soprol, Concor COR, Monocor, Emcor, Fondril, Maintate, Zebeta, Concor
比索洛尔 富马酸比索洛尔 Chemical Name: (?-1-[[alpha-(2-Isopropoxyethoxy)-p-tolyl]oxy]-3-(isopropylamino)-2-propanol fumarate
CAS No. 66722-44-9 (free base), 104344-23-2 (hemifumarate)
项目整合开发状态: Launched-1986
项目研究机构: Merck KGaA (Originator), Bracco (Not Determined), Wyeth Pharmaceuticals (Not Determined), Barr (Licensee), Lacer (Licensee), Tanabe Seiyaku (Licensee)
合成路线:The condensation of 4-hydroxybenzyl alcohol (I) with 2-isopropoxyethanol (II) by heating at 150 C gives the corresponding benzyl ether (III),which is condensed with epichlorohydrin (IV) to yield the adduct (V).Finally,this compound is treated with isopropylamine in ethanol.
📌 参考资料/链接：
参考文献标题:Phenoxy-amino-propanols
文献作者:Schliep,H.-J.; Enenkel,H.-J.; Minck,K.; Becker,K.-H.; Jonas,R.(Merck Patent GmbH)
参考来源:US 4258062
📄 详细内容
合成路线:1) The reaction of phenol (I) with epichlorohydrin (II) gives 1,2-epoxy-3-phenoxypropane (III),which is treated with isopropylamine (IV) to afford 3-(isopropylamino)-1-phenoxy-2-propanol (V).Cyclization of (V) with diethyl carbonate (VI) yields 3-isopropyl-5-(phenoxymethyloxazolidin-2-one) (VII),which is chloromethylated with formaldehyde - HCl giving 3-isopropyl-5-(4-chloromethylphenoxymethyl)oxazolidin-2-one (VIII).Etherification of (VIII) with ethylene glycol monoisopropyl ether (IX) yields the corresponding ether (XI),which is finally deprotected by alkaline hydrolysis.
参考文献标题:Bisoprolol fumarate
文献作者:Castar,J.; Prous,J.
参考来源:Drugs Fut 1986,11(10),829
合成路线:1) The reaction of phenol (I) with epichlorohydrin (II) gives 1,2-epoxy-3-phenoxypropane (III),which is treated with isopropylamine (IV) to afford 3-(isopropylamino)-1-phenoxy-2-propanol (V).Cyclization of (V) with diethyl carbonate (VI) yields 3-isopropyl-5-(phenoxymethyloxazolidin-2-one) (VII),which is chloromethylated with formaldehyde - HCl giving 3-isopropyl-5-(4-chloromethylphenoxymethyl)oxazolidin-2-one (VIII).Etherification of (VIII) with ethylene glycol monoisopropyl ether (IX) yields the corresponding ether (XI),which is finally deprotected by alkaline hydrolysis.
参考文献标题:Pharmacodynamic profile of the selective beta1-adrenoceptor antagonist bisoprolol
文献作者:Harting,J.; et al.
参考来源:Arzneim-Forsch Drug Res 1986,36(2),200
产品链接: CAS No. 66722-44-9›› 产品链接: CAS No.104344-23-2››