FG-9202, NBQX
二羟基喹酮Chemical Name: 2,3-Dihydroxy-6-nitro-7-sulfamoylbenzo[f]quinoxaline
CAS No. 118876-58-7
项目整合开发状态: Phase I
项目研究机构: Ferrosan A/S (Originator), Schering AG (Originator), ZymoGenetics (Licensee)
合成路线:The condensation of 5-aminonaphthalene-1-sulfonamide (I) with 4-chloroaniline (II) by means of diazotation with NaNO2 and HCl gives 5-amino-6-(4-chlorophenylazo)naphthalene-1-sulfonamide (III),which is reduced with SnCl2 in conc.HCl to yield 5,6-diaminonaphthalene-1-sulfonamide (IV).The cyclization of (IV) with oxalic acid (V) in refluxing 2N HCl affords 2,3-dioxo-1,2,3,4-tetrahydrobenzo[f]quinoxaline-7-sulfonamide (VI),which is finally treated with HNO3 and conc.H2SO4 to provide the target nitro-sulfonamide.
📌 参考资料/链接:
参考文献标题:Heterocyclic cpds.and their preparation and use
文献作者:Jacobsen,P.; Nielsen,F.E.; Honore,T.(Ferrosan A/S)
参考来源:AU 8813260; EP 0283959; US 4889855; US 4912108