ACEA-1416
7-氯-6-甲基-5-硝基-1,4-二氢喹喔啉-2,3-二酮Chemical Name: 7-Chloro-6-methyl-5-nitroquinoxaline-2,3(1H,4H)-dione
CAS No. 167415-33-0
项目整合开发状态: Preclinical
项目研究机构: Acea (Originator), Oregon Health and Science University (Originator), University of California, Oakland (Originator), University of Oregon (Originator)
合成路线:Nitration of 2-chloro-5-fluorotoluene (I) at position 4 afforded nitrocompound (II),which was treated with sodium glycinate (III) to displace the fluoro atom providing (IV).Reduction of the nitro group with concomitant cyclization led to quinoxalinone (V).Finally,reaction with fuming nitric acid produced simultaneous nitration and oxidation to quinoxalinedione.
📌 参考资料/链接：
参考文献标题:Alkyl,azido,alkoxy,and fluoro-substd.and fused quinoxalinediones and the use thereof as glycine receptor antagonists
文献作者:Cai,S.X.; Weber,E.; Keana,J.F.W.; Kher,S.(Acea Pharmaceuticals; Oregon Health Sciences University; University of California,Oakland)
参考来源:EP 0732942; JP 1997504794; WO 9512417
📄 详细内容
合成路线:Nitration of 2-chloro-5-fluorotoluene (I) at position 4 afforded nitrocompound (II),which was treated with sodium glycinate (III) to displace the fluoro atom providing (IV).Reduction of the nitro group with concomitant cyclization led to quinoxalinone (V).Finally,reaction with fuming nitric acid produced simultaneous nitration and oxidation to quinoxalinedione.
参考文献标题:Pharmacology of ACEA-1416: A potent systemically active NMDA receptor glycine site antagonist
文献作者:Ilyn,V.I.; Whittemore,E.R.; Tran,M.; Shen,K.-Z.; Cai,S.-X.; Kher,S.M.; Keana,J.F.W.; Weber,E.; Woodward,R.M.
参考来源:Eur J Pharmacol 1996,310107
产品链接: CAS No. 167415-33-0››