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【结 构 式】 
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【药物名称】Oxamisole hydrochloride, PR-879317A 【化学名称】2,3,5,6,7,8-Hexahydro-2-phenyl-8,8-dimethoxyimidazo[1,2-a]pyridine hydrochloride 【CA登记号】99258-56-7 (free base), 99258-55-6 (monoHCl) 【 分 子 式 】C15H21ClN2O2 【 分 子 量 】296.79982 |
【开发单位】Pennwalt (Originator) 【药理作用】IMMUNOMODULATING AGENTS, Immunomodulators |
合成路线1
The reaction of 2-phenyl-2,3,5,6,7,8-hexahydro imidazo[1,2-a]pyridine (I) with diphenyl sulfide (II) by means of n-butyllithium in THF gives 2-phenyl-8-(phenylthio)-2,3,5,6,7,8-hexahydroimidazo[1,2-a]pyridine (III), which is then oxidized with chloramine T in methanol and simultaneously ketalized.
| 【1】 Murray, R.J.; Loch, J.T. III; Radov, L.A.; Davidson, T.A.; Kamp, D.; Trusso, L.A.; Gawlack, D.L.; Immunomodulatory pyrrolo[1,2-a]imidazoles and imidazol[1,2-a]pyridines. 192nd ACS Natl Meet (Sept 7-12, Anaheim) 1986, Abst MEDI-81. |
| 【2】 Davidson, T.A.; Murray, R.J. (Pennwalt Corp.); Pyrrolo[1,2-a]imidazole and imidazo[1,2-a]pyridine. EP 0150255; US 4507481 . |
| 【3】 Castaner, J.; Prous, J.; PR-879317A. Drugs Fut 1988, 13, 10, 934. |
| 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) | 23187 | 2-phenyl-2,3,5,6,7,8-hexahydroimidazo[1,2-a]pyridine | C13H16N2 | 详情 | 详情 | |
| (II) | 23188 | 1-(phenylsulfanyl)benzene; diphenyl sulfide | 139-66-2 | C12H10S | 详情 | 详情 |
| (III) | 23189 | phenyl 2-phenyl-2,3,5,6,7,8-hexahydroimidazo[1,2-a]pyridin-8-yl sulfide; 2-phenyl-8-(phenylsulfanyl)-2,3,5,6,7,8-hexahydroimidazo[1,2-a]pyridine | C19H20N2S | 详情 | 详情 |
Extended Information