EGIS-8332
Chemical Name: (+)-7-Acetyl-5-(4-aminophenyl)-8-methyl-8,9-dihydro-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepine-8-carbonitrile
CAS No. 220725-87-1 (undefined isomer), 220725-88-2 (undefined isomer, HCl salt)
项目整合开发状态: Preclinical
项目研究机构: Egis (Originator), Servier (Codevelopment)
合成路线:The cyclization of benzophenone (I) with hydrazine in isopropanol gives 8-methyl-5-(4-nitrophenyl)-9H-1,3-dioxolo[4,5-h][2,3]benzodiazepine (II),which is treated with KCN in AcOH at 70 C in a sealed tube to afford nitrile (III).Subsequent treatment of (III) with acetyl chloride gave the N-acetyl benzodiazepine (IV).Finally,the nitro group of (IV) was reduced to the target amine by transfer hydrogenation using hydrazine and Pd/C.
📌 参考资料/链接：
参考文献标题:5H-2,3-Benzodiazepine derivs.,process for their preparation and pharmaceutical compsns.which contain them
文献作者:Andr醩i,F.; Balogh,T.; Botka,P.; Elekes,I.; Goldschmidt,K.; H醡ori,T.; Korosi,J.; L醤g,T.; Moravcsik,I.; Sineger,E.; Somogyi,G.; Zolyomi,G.(Egis Pharmaceuticals Ltd.)
参考来源:FR 2566774; HU 191702
📄 详细内容
合成路线:The cyclization of benzophenone (I) with hydrazine in isopropanol gives 8-methyl-5-(4-nitrophenyl)-9H-1,3-dioxolo[4,5-h][2,3]benzodiazepine (II),which is treated with KCN in AcOH at 70 C in a sealed tube to afford nitrile (III).Subsequent treatment of (III) with acetyl chloride gave the N-acetyl benzodiazepine (IV).Finally,the nitro group of (IV) was reduced to the target amine by transfer hydrogenation using hydrazine and Pd/C.
参考文献标题:8-Substd.-9H-1,3-dioxolo[4,5-h][2,3]benzodiazepine derivs.,as AMPA/kainate receptor inhibitors
文献作者:Schneider,G.; Bal醶s,L.; Szab? G.; Tihanyi,K.; V間h,M.; Simig,G.; Seres,P.; Gigler,G.; Greff,Z.; Gyerty醤,I.; Dom醤,I.; L関ay,G.; Szabados,T.; Cseleny醟,J.; Gacs醠yi,I.; Egyed,A.; et al.(Egis Pharmaceuticals Ltd.)
参考来源:EP 1003749; WO 9907707
产品链接: CAS No. 220725-87-1››