Razobazam, HR-175, Hoe-175
雷唑巴占Chemical Name: 4,8-Dihydro-3,8-dimethyl-4-phenylpyrazolo[3,4-b][1,4]diazepine-5,7(1H,6H)-dione
CAS No. 78466-98-5
项目整合开发状态: Biological Testing
项目研究机构: Aventis Pharma (Originator)
合成路线:The reductive cleavage of 4-phenylazo-3-methyl-5-methylaminopyrazole (I) with H2 over RaNi in ethanol gives 4-amino-3-methyl-5-methylaminopyrazole (II),which is acylated with ethoxycarbonylacetyl chloride (III) in toluene yielding 4-(ethoxycarbonylacetylamino)-3-methyl-5-methylaminopyrazole (IV).The cyclization of (IV) by means of sodium ethoxide in ethanol affords 4,8-dihydro-3,8-dimethylpyrazolo[3,4b][1,4]diazepine-5,7(1H,6H) dione (V),which is finally phenylated by a treatment with powdered Cu and potassium acetate in refluxing bromobenzene
📌 参考资料/链接：
参考文献标题:4-Aryl-5,6,7,8-tetrahydropyrazolo[3,4-b]-[1,5]diazepine-1H,4H-5,7-diones and medicaments containing same
文献作者:Rackur,G.; Hoffmann,I.(Aventis SA)
参考来源:DD 152936; DE 2932835; EP 0024038; EP 0050376; JP 5603977; US 4302468
📄 详细内容
合成路线:The reductive cleavage of 4-phenylazo-3-methyl-5-methylaminopyrazole (I) with H2 over RaNi in ethanol gives 4-amino-3-methyl-5-methylaminopyrazole (II),which is acylated with ethoxycarbonylacetyl chloride (III) in toluene yielding 4-(ethoxycarbonylacetylamino)-3-methyl-5-methylaminopyrazole (IV).The cyclization of (IV) by means of sodium ethoxide in ethanol affords 4,8-dihydro-3,8-dimethylpyrazolo[3,4b][1,4]diazepine-5,7(1H,6H) dione (V),which is finally phenylated by a treatment with powdered Cu and potassium acetate in refluxing bromobenzene
参考文献标题:Razobazam
文献作者:Castar,J.; Prous,J.
参考来源:Drugs Fut 1986,11(6),465
产品链接: CAS No. 78466-98-5››