Troquidazole, EGIS-4136
曲喹达佐Chemical Name: N-(3-Nitro-4-quinolinyl)-4-morpholinecarboxamidine
CAS No. 108001-60-1, 108001-71-4 (HCl)
项目整合开发状态: Preclinical
项目研究机构: Egis (Originator)
合成路线:Nitroacetaldehyde oxime (I) is formed from nitromethane in the presence of NaOH and is converted in acidic media with 2-aminobenzoic acid (II) to 2-(2-nitroethylideneamino)benzoic acid (III).Cyclization of (III) in acetic anhydride by means of potassium acetate yields 4-hydroxy-3-nitroquinoline (IV),which is converted to 4-chloro-3-nitroquinoline (V) in boiling POCl3.Reaction of (V) with morpholinecarboximidamide (VIII) (formed from morpholine (VI) and S-methylisothiourea hemisulfate (VII) in ethanol) affords troquidazole.
📌 参考资料/链接：
参考文献标题:N-(3-Nitroquinolin-4-yl)guanidine derivatives as radiosensitizers.(EGIS Pharm.,Ltd.)
文献作者:Ber閚yi,E.; Varga,L.; Pallos,L.; Pet鯿z,L.; Lad醤yi,L.; T鰉pe,P.; Hartai,E.; Kov醕s,A.(Egis Pharmaceuticals Ltd.)
参考来源:BE 0904864; CH 668069; ES 8707231; GB 2176185; JP 1987048668; US 4652562
📄 详细内容
合成路线:Nitroacetaldehyde oxime (I) is formed from nitromethane in the presence of NaOH and is converted in acidic media with 2-aminobenzoic acid (II) to 2-(2-nitroethylideneamino)benzoic acid (III).Cyclization of (III) in acetic anhydride by means of potassium acetate yields 4-hydroxy-3-nitroquinoline (IV),which is converted to 4-chloro-3-nitroquinoline (V) in boiling POCl3.Reaction of (V) with morpholinecarboximidamide (VIII) (formed from morpholine (VI) and S-methylisothiourea hemisulfate (VII) in ethanol) affords troquidazole.
参考文献标题:Troquidazole
文献作者:N骻r醖i,M.; Ber閚yi,E.; Blask? G.
参考来源:Drugs Fut 1992,17(5),384
产品链接: CAS No. 108001-60-1››