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【结 构 式】

【药物名称】Tropisetron, ICS-205930, Novaban, Navoban

【化学名称】1H-Indole-3-carboxylic acid 3alpha-tropanyl ester
      1H-Indole-3-carboxylic acid endo-8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester

【CA登记号】89565-68-4, 105826-92-4 (HCl)

【 分 子 式 】C17H20N2O2

【 分 子 量 】284.36115

【开发单位】Novartis (Originator), Asta Medica (Licensee), Kyowa Hakko (Licensee)

【药理作用】Fibromyalgia, Treatment of, Nausea and Vomiting, Treatment of, NEUROLOGIC DRUGS, Neurologic Drugs (Miscellaneous), Sensation Disorders, Treatment of, 5-HT3 Antagonists

合成路线1

By condensation of indole 3-carbonyl chloride (I) with endo-8-methyl-8-azabicyclo[3.2.1]octan-3-ol (II) by means of butyllithium in THF, or Na2CO3 in the same solvent.

1 Donatsch, P.; Engel, G.; Stadler, P.; Richardson, B.P.; Hügi, B. (Novartis AG; Novartis Deutschland GmbH); Pharmaceutically useful heterocyclic and carbocyclic acid esters and amides of alkylene bridged piperidines. CH 669792; CH 669954; DE 3322574; GB 2166726; GB 2166727; GB 2166728; US 4789673 .
2 Castaner, J.; Serradell, M.N.; ICS-205930. Drugs Fut 1986, 11, 2, 106.
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) 17153 1H-indole-3-carbonyl chloride C9H6ClNO 详情 详情
(II) 27768 (1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-ol 120-29-6 C8H15NO 详情 详情
Extended Information