Moxadolen, Lu-253, -Drug Synthesis Database

【结构式】

【药物名称】Moxadolen, Lu-253

【化学名称】4-Oxa-5-(N-methylcarbamoyloxy)tricyclo[5,2,1,0(2,6)]dec-8-en-3-one
　　　　　　3a,4,7,7a-Tetrahydro-3-[[(methylamino)carbonyl]oxy]-4,7-methanoisobenzofuran-1(3H)-one

【CA登记号】56232-20-3

【分子式】C₁₁H₁₃NO₄

【分子量】223.23056

【开发单位】Abbott (Originator)

【药理作用】ANALGESIC AND ANESTHETIC DRUGS, Analgesic Drugs, Non-Opioid Analgesics

合成路线1

This compound can be obtained in two different ways: 1) By reaction of 4-oxa-5-hydroxytricyclo[5.2.1.0(2,6)]dec-8-en-3-one (I) with methyl isocyanate (II) in refluxing THF. 2) By a Diels-Alder reaction of cyclopentadiene (III) with 2-(N-methylcarbamoyloxy)-2,5-dihydrofuran-5 one (IV) in THF at 120 C in a pressure vessel.

参考文献中间体

【1】 Wiersdorff, W.W.; Wilsmann, K.; DE 2510714 .
【2】 Ammann, A.; et al. (BASF AG); Carbamates and their use as pharmaceuticals. US 3965119 .
【3】 Blancafort, P.; Neuman, M.; Serradell, M.N.; Castaner, J.; LU-253. Drugs Fut 1981, 6, 2, 89.

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(I)	37407	5-hydroxy-4-oxatricyclo[5.2.1.0(2,6)]dec-8-en-3-one	C₉H₁₀O₃	详情	详情
(II)	11019	(Methylimino)(oxo)methane; methyl isocyanate	C₂H₃NO	详情	详情
(III)	11183	1,3-Cyclopentadiene	C₅H₆	详情	详情
(IV)	37408	5-oxo-2,5-dihydro-2-furanyl methylcarbamate	C₆H₇NO₄	详情	详情

Extended Information