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【结 构 式】

【药物名称】Wy-50295 tromethamine

【化学名称】S-(+)-alpha-Methyl-6-(2-quinolinylmethoxy)-2-naphthaleneacetic acid 2-hydroxy-1,1-bis(hydroxymethyl)ethylamine salt

【CA登记号】123016-21-7 (free acid)

【 分 子 式 】C27H30N2O6

【 分 子 量 】478.54995

【开发单位】Wyeth Pharmaceuticals (Originator)

【药理作用】Antiallergy/Antiasthmatic Drugs, Asthma Therapy, RESPIRATORY DRUGS, Lipoxygenase Inhibitors

合成路线1

Alkylation of the disodium salt of the known optically active hydroxyacid (I) with 2-chloromethylquinoline (II) in DMF afforded Wy-50,295 free acid (III). This was reacted with tromethamine in aqueous ethanol to afford the salt (IV).

1 Kreft, A.F.; Musser, J.H.; Bicksler, J.J.; Giberson, J.W.; Kubrak, D.M. (American Home Products Corp.); 2-Aryl substituted heterocyclic compounds as antiallergic and antiinflammatory agents. AU 8819209; EP 0301813; GB 2207428; US 5208344 .
2 Riegl, J.; Maddox, M.L.; Harrison, I.T.; Determination of the absolute configurations of (+)-2-(6-methoxy-2-naphthyl)propionic acid. J Med Chem 1974, 17, 377.
3 Kreft, A.; Musser, J.; Marshall, L.; Grimes, D.; Wy-50,295 TROMETHAMINE. Drugs Fut 1990, 15, 8, 805.
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) 31169 (2S)-2-(6-hydroxy-2-naphthyl)propionic acid 52079-10-4 C13H12O3 详情 详情
(II) 13162 2-(Chloromethyl)quinoline; alpha-Chloroquinaldine 4377-41-7 C10H8ClN 详情 详情
(III) 31170 (2S)-2-[6-(2-quinolinylmethoxy)-2-naphthyl]propionic acid C23H19NO3 详情 详情
Extended Information