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Granisetron hydrochloride, BRL-43694, Kytril

盐酸格拉司琼 格拉司琼 Chemical Name: endo-1-Methyl-N-(9-methyl-9-azabicyclo[3.3.1]non-3-yl)-1H-indazole-3-carboxamide hydrochloride
CAS No. 107007-99-8, 109889-09-0 (free base)
项目整合开发状态: Launched-1991
项目研究机构: Chugai (Proprietary), Roche (Proprietary), GlaxoSmithKline (Originator)
合成路线:The synthesis of granisetron has been reported:The reaction of 1-methylindazole-3-carboxylic acid (I) with oxalyl chloride and DMF in dichloromethane gives 1-methylindazole-3-carbonyl chloride (II),which is then condensed with endo-9-methyl-9-azabicyclo[3.3.1]nonan-3-amine (III) by means of triethylamine in dichloromethane.
📌 参考资料/链接:
参考文献标题:Indazolyl carboxylic acid amides useful for treating migraine clusters headache,trigeminal neuralgia or emesis
文献作者:King,F.D.(SmithKline Beecham plc)
参考来源:AU 8656579; EP 0200444; EP 0223385; EP 0498466; ES 8707948; JP 1986275276; JP 1993194508; US 4886808; US 5034398

📄 详细内容


合成路线:The synthesis of granisetron has been reported:The reaction of 1-methylindazole-3-carboxylic acid (I) with oxalyl chloride and DMF in dichloromethane gives 1-methylindazole-3-carbonyl chloride (II),which is then condensed with endo-9-methyl-9-azabicyclo[3.3.1]nonan-3-amine (III) by means of triethylamine in dichloromethane.

参考文献标题:5-HT3 RECEPTOR ANTAGONISTS
文献作者:King,F.D.; Sanger,G.J.
参考来源:Drugs Fut 1989,14(9),875


合成路线:The synthesis of granisetron has been reported:The reaction of 1-methylindazole-3-carboxylic acid (I) with oxalyl chloride and DMF in dichloromethane gives 1-methylindazole-3-carbonyl chloride (II),which is then condensed with endo-9-methyl-9-azabicyclo[3.3.1]nonan-3-amine (III) by means of triethylamine in dichloromethane.

参考文献标题:5-Hydroxytryptamine (5-HT3) receptor antagonists.1.Indazole and indolizine-3-carboxylic acid derivatives
文献作者:Bermudez,J.,; Fake,C.S.; Joiner,G.F.; Joiner,K.A.; King,F.D.; Miner,W.D.; Sanger,G.J.
参考来源:J Med Chem 1990,33(7),1924-9


合成路线:A synthesis of [11C]-granisetron has been published: The desmethylation of granisetron (I) with vinyl chloroformate in refluxing dichloroethane gives the intermediate vinyl ester (II),which is decarboxylated with dry HCl in dichloromethane yielding the desmethylgranisetron (III).Finally,this compound is methylated with [11C]-methyl iodide and NaOH in DMF at 145 C.

参考文献标题:Synthesis of [C-11]granisetron,a possible positron emission tomography ligand for 5-HT3 receptor studies
文献作者:Vandersteene,I.; Dierckx,R.A.; Slegers,G.; Audenaert,K.
参考来源:J Label Compd Radiopharm 1998,41(3),171


合成路线:The synthesis of granisetron has been reported:The reaction of 1-methylindazole-3-carboxylic acid (I) with oxalyl chloride and DMF in dichloromethane gives 1-methylindazole-3-carbonyl chloride (II),which is then condensed with endo-9-methyl-9-azabicyclo[3.3.1]nonan-3-amine (III) by means of triethylamine in dichloromethane.
参考文献标题:
文献作者:
参考来源:GB 2125398


产品链接: CAS No. 107007-99-8››

产品链接: CAS No.109889-09-0››