Imidolol hydrochloride hydrate, Adimolol hydrochloride hydrate, MEN-935

3-[3-[(2-羟基-3-萘-1-基氧基丙基)氨基]-3-甲基丁基]-1H-苯并咪唑-2-酮水合物盐酸盐 阿地洛尔 Chemical Name: 1-[3-[[3-(1-Naphthoxy)-2-hydroxypropyl]amino]-3,3-dimethylpropyl]-2-benzimidazolinone hydrochloride hydrate; 1-[3-[[2-Hydroxy-3-(1-naphthyloxy)propyl]amino]-3-methylbutyl]-2-benzimidazolinone hydrochloride hydrate; 1,3-Dihydro-1-[3-[[2-hydroxy-3-(1-naphthalenyloxy)propyl]amino]-3-methylbutyl]-2H-benzimidazol-2-one hydrochloride hydrate
CAS No. 75708-29-1 (anhydrous), 78459-19-5 (free base, anhydrous)
项目整合开发状态: Biological Testing
项目研究机构: Boehringer Ingelheim (Originator)
合成路线:The condensation of N-(tert-butoxycarbonyl)-L-leucine (I) with 1-2,3,4-trimethoxybenzyl)piperazine (II) by means of N-hydroxysuccinimide (HSI) and dicyclohexylcarbodiimide (DCC) in dichloromethane gives the corresponding acylated piperazine (III),which is deprotected with dry HCl in ethyl acetate yielding the leucine derivative (IV).Finally,this compound is condensed with trans-epoxysuccinic acid monoethyl ester (V) by means of DCC and HSI as before and treated with H2SO4.

合成路线:The reaction of 1-(1-propen-2-yl)-2 benzimidazolinone (I) in hexamethylphosphorus triamide with sodium hydride and 3-benzalamino-3,3-dimethylpropyl chloride (II) and treating the reaction product with hydrochloric acid gives 1-(3 amino-3,3-dimethylpropyl)-2 benzimidazolone (III).The amine (III) is refluxed with 1-(1-naphthyloxy)propylene-(2,3)-oxide (IV) yielding the title compound.