Vanidipinedilol
Chemical Name: 4-[4-[3-(tert-Butylamino)-2-hydroxypropoxy]-3-methoxyphenyl]-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylic acid dimethyl diester hydrochloride
CAS No. 257284-29-0
项目整合开发状态: Preclinical
项目研究机构: Kaohsiung Medical University (Originator)
合成路线:The condensation of vanillin (I) with epichlorohydrin (II) in ethanolic NaOH produced the glycidyl ether (III).Epoxide ring opening in (III) by means of tert-butylamine (IV) in EtOH furnished amino alcohol (V).The title dihydropyridine derivative was then obtained by reaction between aldehyde (V),methyl acetoacetate (VI),ammonia under Hantzsch condensation conditions,and was isolated after conversion to the hydrochloride salt.
📌 参考资料/链接：
参考文献标题:Method for treating a neoplasm
文献作者:Donovan,S.(Allergan,Inc.)
参考来源:WO 0209743
📄 详细内容
合成路线:The condensation of vanillin (I) with epichlorohydrin (II) in ethanolic NaOH produced the glycidyl ether (III).Epoxide ring opening in (III) by means of tert-butylamine (IV) in EtOH furnished amino alcohol (V).The title dihydropyridine derivative was then obtained by reaction between aldehyde (V),methyl acetoacetate (VI),ammonia under Hantzsch condensation conditions,and was isolated after conversion to the hydrochloride salt.
合成路线:The condensation of vanillin (VII) with epichlorohydrin (VIII) in ethanolic NaOH produced the glycidyl ether (IX).Epoxide ring opening in (IX) by means of amine (VI) in EtOH furnished amino alcohol (X).The title dihydropyridine derivative was then obtained by reaction between aldehyde (X),methyl acetoacetate (XI),and ammonia under Hantzsch condensation conditions.
参考文献标题:The new generation dihydropyridine type calcium blockers,bearing 4-phenyl oxypropanolamine,display alpha-/beta-adrenoceptor antagonist and long-acting antihypertensive activities
文献作者:Liang,J.-C.; Chen,I.-J.; Wang,C.-S.; Liou,S.-F.; Tsai,C.-H.; Yeh,J.-L.
参考来源:Bioorg Med Chem 2002,10(3),719