Mivacurium chloride, BW-B1090U, Mivacron, -Drug Synthesis Database

【结构式】

【药物名称】Mivacurium chloride, BW-B1090U, Mivacron

【化学名称】(E)-(1R,1'R)-2,2'-[4-Octenedioylbis(oxytrimethylene)]bis[6,7-dimethoxy-2-methyl-1-(3,4,5-trimethoxybenzyl)-1,2,3,4-tetrahydroisoquinolinium] dichloride
　　　　　　[R-[R*,R*-(E)]]-2,2'-[(1,8-Dioxo-4-octene-1,8-diyl)bis(oxy-3,1-propanediyl)]bis[1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-[(3,4,5-trimethoxyphenyl)methyl]isoquinolinium] dichloride

【CA登记号】106861-44-3

【分子式】C₅₈H₈₀Cl₂N₂O₁₄

【分子量】1100.1953

【开发单位】Abbott (Proprietary), GlaxoSmithKline (Originator)

【药理作用】Adjuncts to Anesthesia, ANALGESIC AND ANESTHETIC DRUGS, Neuromuscular Blockers

合成路线1

The optical resolution of (±)-5'-methoxylaudanosine with (-)-dibenzoyltartaric acid in methanol gives (R)-(-)-5'-methoxylaudanosine (I), which is condensed with 3-chloropropanol (II) by means of NaI and Na2CO3 in refluxing butanone yielding the quinolinium chloride derivative (III). Finally, this compound is esterified with 4(E)-octenedioyl chloride (IV) in hot 1,2-dichloroethane.

参考文献中间体

【1】 Swaringen, R.A. Jr.; El-Sayad, H.A.; Yeowell, D.A.; Savarese, J.J. (General Hospital Corporation; GlaxoSmithKline plc); Bis-dimethoxymethyl(trimethoxybenzyl)isoquinolinium salts, their preparation and pharmaceutical compsns. containing them. EP 0181055; ES 8609260; JP 1986087666; JP 1986087666; US 4761419 .
【2】 Prous, J.; Castaner, J.; MIVACURIUM CHLORIDE < Rec INN; BAN >. Drugs Fut 1989, 14, 7, 632.

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)	19489	(1R)-6,7-dimethoxy-2-methyl-1-(3,4,5-trimethoxybenzyl)-1,2,3,4-tetrahydroisoquinoline; 4-[[(1R)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydro-1-isoquinolinyl]methyl]-2,6-dimethoxyphenyl methyl ether		C₂₂H₂₉NO₅	详情	详情
(II)	19490	3-chloro-1-propanol	627-30-5	C₃H₇ClO	详情	详情
(III)	19491	(1R)-2-(3-hydroxypropyl)-6,7-dimethoxy-2-methyl-1-(3,4,5-trimethoxybenzyl)-1,2,3,4-tetrahydroisoquinolinium chloride		C₂₅H₃₆ClNO₆	详情	详情
(IV)	19492	(E)-4-octenedioyl dichloride		C₈H₁₀Cl₂O₂	详情	详情

Extended Information