Labetalol hydrochloride, AH-5158A, Sch-15719W, Amipress, Trandate, Normodyne

柳胺苄心定 拉贝洛尔 Chemical Name: 2-Hydroxy-5-[1-hydroxy-2-(1-methyl-3-phenylpropylamino)ethyl]benzamide monohydrochloride
CAS No. 32780-64-6, 36894-69-6 (free base)
项目整合开发状态: Launched-1977
项目研究机构: Schering-Plough (Originator), Celltech (Not Determined), Genta (Not Determined), GlaxoSmithKline (Not Determined), Takeda (Not Determined)
合成路线:Condensation of 5-bromoacetylsalicylamide (I) with N-benzyl-N-(1-methyl-3-phenylpropyl)amine (II) in refluxing butanone to 5-(N-benzyl-N-(1-methyl-3-phenylpropyl) glycyl)salicylamide hydrochloride (III),m.p.139-141 C,which is reduced with H2 over Pt-Pd/C in ethanol.

合成路线:Reductocondensation of 5-(N,N-dibenzylglycyl)salicylamide (IV) and benzylace-tone (V) with H2 over Pd-Pt/C in methanol - acetic acid.

合成路线:Reaction of methyl 5-(2-amino-1-hydroxyethyl)salicylate hydrochloride (VI) with NH3 to 5-(2-amino-1-hydroxyethyl)salicylamide hydrochloride (VII),m.p.>360 C,which is finally condensed with benzylacetone (V) and reduced with H2 over Pd-Pt/C in methanol.