|
【结 构 式】 
|
【药物名称】Sematilide hydrochloride, RU-752, ZK-110516, CK-1752A 【化学名称】N-[2-(Diethylamino)ethyl]-4-[(methylsulfonyl)amino]benzamide monohydrochloride 【CA登记号】101526-62-9, 101526-83-4 (free base) 【 分 子 式 】C14H24ClN3O3S 【 分 子 量 】349.88268 |
【开发单位】Berlex (Originator), Schering AG (Originator), Roussel Morishita (Licensee) 【药理作用】Antiarrhythmic Drugs, CARDIOVASCULAR DRUGS |
合成路线1
Reaction of p-aminobenzoic acid methyl ester (I) with methanesulfonyl chloride using pyridine as base provides the methanesulfonyl derivative (II). Heating (II) in heat N,N-diethyl-1,2-ethanediamine (III) at 140-50 C until complete disappearance of (II) gives the crude sematilide, which, after removal of excess diamine under vacuum, is crystallized as the hydrochloride salt from isopropanol/aqueous HCl.
| 【1】 Lumma, W.C. Jr.; Davey, D.D.; Wohl, R.A. (Berlex Laboratories, Inc.); Substituted sulfonamidobenzamides, antiarrhythmic agents and compositions thereof.. EP 0158775; JP 85209559; US 4544654 . |
| 【2】 Lumma, W.C. Jr.; SEMATILIDE HYDROCHLORIDE < Rec INNM; USAN >. Drugs Fut 1989, 14, 3, 234. |