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Mexiletine hydrochloride, Mexitil

盐酸美西律 美西律 Chemical Name: 1-(2,6-Dimethylphenoxy)-2-propanamine hydrochloride
CAS No. 5370-01-4, 31828-71-4 (free base)
项目整合开发状态: Launched-1976
项目研究机构: Boehringer Ingelheim (Originator), Nippon Boehringer Ingelheim (Originator)
合成路线:By hydrogenation of 1-(2',6'-dimethylphenoxy)-2-propanoxime (I) with H2 over Raney-Ni in methanol.
📌 参考资料/链接:
参考文献标题:Mexiletine
文献作者:Thorpe,P.; Castar,J.
参考来源:Drugs Fut 1976,1(4),180

📄 详细内容


合成路线:The addition reaction of 2,6-dimethylphenol (II) to (S)-2-methyloxirane (I) by means of NaOH in acetonitrile gives (S)-1-(2,6-dimethylphenoxy)-2-propanol (III),which is condensed with phthalimide (IV) by means of DEAD and PPh3 (with inversion of configuration) yielding N-[2-(2,6-dimethylphenoxy)-1(R)-methylethyl]phthalimide (V).Finally,this compound is treated with hydrazine and acetic acid in methanol to eliminate the phthalimido group.

合成路线:The addition reaction of 2,6-dimethylphenol (II) to (R)-2-methyloxirane (I) by means of NaOH in acetonitrile gives (R)-1-(2,6-dimethylphenoxy)-2-propanol (III),which is condensed with phthalimide (IV) by means of DEAD and PPh3 (with inversion of configuration) yielding N-[2-(2,6-dimethylphenoxy)-1(S)-methylethyl]phthalimide (V).Finally,this compound is treated with hydrazine and acetic acid in methanol to eliminate the phthalimido group.

参考文献标题:Facile entry to (-)-(R)- and (+)-(S)-mexiletine
文献作者:Carocci,A.; Franchini,C.; Lentini,G.; Loiodice,F.; Tortorella,V.
参考来源:Chirality 2000,12(3),103


合成路线:By hydrogenation of 1-(2',6'-dimethylphenoxy)-2-propanoxime (I) with H2 over Raney-Ni in methanol.
参考文献标题:
文献作者:Koeppe,H.; et al.
参考来源:ZA 6903772


产品链接: CAS No. 5370-01-4››

产品链接: CAS No.31828-71-4››