Labetalol hydrochloride, AH-5158A, Sch-15719W, Amipress, Trandate, Normodyne-药物合成数据库

【药物名称】Labetalol hydrochloride, AH-5158A, Sch-15719W, Amipress, Trandate, Normodyne

化学结构式(Chemical Structure):

参考文献No.	800723
标题:	Labetalol
作者:	Casta馿r, J.; Blancafort, P.
来源:	Drugs Fut 1976,1(3),125

合成路线图解说明: 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.

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

合成路线图解说明: 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.

参考文献No.	800724
标题:	1-Phenyl-2-aminoethanol derivatives bronchodilators
作者:	Lunts, L.H.; et al.
来源:	DE 1643224; FR 1557677; FR 8010M; GB 1200886; US 3642896; US 3644353; US 3705233

合成路线图解说明: 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.

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

合成路线图解说明: 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.