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【结 构 式】 
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【药物名称】YM-49244 【化学名称】1'-[2-[3-(3,4-Dichlorophenyl)-1-[2-[3-(isopropoxy)phenyl]acetyl]piperidin-3-yl]ethyl]-1'-methyl-3-oxospiro[1,2,3,4-tetrahydroisoquinoline-1,4'-piperidinium] iodide 【CA登记号】173941-19-0 【 分 子 式 】C38H46Cl2IN3O3 【 分 子 量 】790.61902 |
【开发单位】Yamanouchi (Originator) 【药理作用】ANALGESIC AND ANESTHETIC DRUGS, Analgesic Drugs, Asthma Therapy, Bronchodilators, Non-Opioid Analgesics, RESPIRATORY DRUGS, Tachykinin NK1 Antagonists |
合成路线1
The known piperidinoethanol derivative (I) was converted to the mesylate (II) upon treatment with methanesulfonyl chloride and triethylamine. Displacement of the mesylate group of (II) with the spiro-substituted piperidine (III) provided adduct (IV). Finally, quaternization of piperidine (IV) with iodomethane gave the corresponding ammonium salt as a mixture of cis/trans isomers that were separated by column chromatography.
| 【1】 Kubota, H.; Okamoto, Y.; Fujii, M.; Ikeda, K.; Takeuchi, M.; Shibanuma, T.; Isomura, Y.; Synthesis and NK1 receptor antagonistic activity of (±)-1-acyl-3-(3,4-dichlorophenyl)-3-[2-(spiro-substituted piperidin-1'-yl)ethyl]piperidines. Bioorg Med Chem Lett 1998, 8, 12, 1541. |
| 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) | 51324 | 1-[3-(3,4-dichlorophenyl)-3-(2-hydroxyethyl)-1-piperidinyl]-2-(3-isopropoxyphenyl)-1-ethanone | C24H29Cl2NO3 | 详情 | 详情 | |
| (II) | 51325 | 2-[3-(3,4-dichlorophenyl)-1-[2-(3-isopropoxyphenyl)acetyl]-3-piperidinyl]ethyl methanesulfonate | C25H31Cl2NO5S | 详情 | 详情 | |
| (III) | 25126 | 1,2,3,4-tetrahydrospiro[isoquinoline-1,4'-piperidin]-3-one | C13H16N2O | 详情 | 详情 | |
| (IV) | 51326 | C37H43Cl2N3O3 | 详情 | 详情 |