Murocainide, MD-750819(HCl), -Drug Synthesis Database

【结构式】

【药物名称】Murocainide, MD-750819(HCl)

【化学名称】4,7-Dimethoxy-5-N-methylcarbamoylamino-6-[2-(N-piperidino)ethoxy]benzofuran
　　　　　　N-[4,7-Dimethoxy-6-[2-(1-piperidinyl)ethoxy]-5-benzofuranyl]-N'-methylurea

【CA登记号】66203-94-9

【分子式】C₁₉H₂₇N₃O₅

【分子量】377.44414

【开发单位】Delalande (Originator)

【药理作用】Antiarrhythmic Drugs, CARDIOVASCULAR DRUGS

合成路线1

The condensation of 5-acetamido-4,7-dimethoxy-6-hydroxybenzofuran (I) with N-(2-chloroethyl)piperidine (II) by means of K2CO3 in refluxing acetone gives 5-acetamido-4,7-dimethoxy-6-[2-(N-piperidino)ethoxy]benzofuran (III), which is hydrolyzed with refluxing 2N HCl yielding 5-amino-4,7-dimethoxy-6-[2-(N-piperidino)ethoxy]benzofuran (IV). Finally, this compound is treated with methyl isocyanate (V) in hot toluene.

参考文献中间体

【1】 Bourgery, G.; Lacour, A.; Pourrias, B.; Bregeon, G.C. (Laboratoires Delalande); Novel aminoalkoxybenzofurans, their process of preparation and their therapeutic use. FR 2358143 .
【2】 Serradell, M.N.; Castaner, J.; Blancafort, P.; Thorpe, P.J.; Murocainide. Drugs Fut 1983, 8, 8, 687.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(I)	34144	N-(6-hydroxy-4,7-dimethoxy-1-benzofuran-5-yl)acetamide		C₁₂H₁₃NO₅	详情	详情
(II)	10117	1-(2-Chloroethyl)piperidine; N-(2-Chloroethyl)piperidine	1932-03-2	C₇H₁₄ClN	详情	详情
(III)	36164	N-[4,7-dimethoxy-6-[2-(1-piperidinyl)ethoxy]-1-benzofuran-5-yl]acetamide		C₁₉H₂₆N₂O₅	详情	详情
(IV)	36165	4,7-dimethoxy-6-[2-(1-piperidinyl)ethoxy]-1-benzofuran-5-amine; 4,7-dimethoxy-6-[2-(1-piperidinyl)ethoxy]-1-benzofuran-5-ylamine		C₁₇H₂₄N₂O₄	详情	详情
(V)	11019	(Methylimino)(oxo)methane; methyl isocyanate		C₂H₃NO	详情	详情

Extended Information