DDE-236, D-PBT, HI-236
Chemical Name: N-[2-[2,5-Bis(methoxy)phenyl]ethyl]-N'-(5-bromo-2-pyridinyl)thiourea
项目整合开发状态: Preclinical
项目研究机构: Parker Hughes Institute (Originator)
合成路线:2-Amino-5-bromopyridine (I) was condensed with 1,1-thiocarbonyldiimidazole (II) in acetonitrile to furnish the precursor thiocarbonyl derivative (III).Further reaction of (III) with 2-fluorophenethylamine (IV) in DMF at 100 C gave the target thiourea.
合成路线:The reaction of 5-bromopyridin-2-amine (I) with thiocarbonyldiimidazole (II) in acetonitrile gives the thioamide (III),which is finally condensed with 2-(2,5-dimethoxyphenyl)ethylamine (IV) in DMF at 100 C.
📌 参考资料/链接:
参考文献标题:NNI for treatment of multi-drug resistant HIV
文献作者:Uckun,F.M.(Parker Hughes Institute)
参考来源:WO 0056736
📄 详细内容
合成路线:2-Amino-5-bromopyridine (I) was condensed with 1,1-thiocarbonyldiimidazole (II) in acetonitrile to furnish the precursor thiocarbonyl derivative (III).Further reaction of (III) with 2-chlorophenethylamine (IV) in DMF at 100 C gave the target thiourea.
合成路线:2-Amino-5-bromopyridine (I) was condensed with 1,1-thiocarbonyldiimidazole (II) in acetonitrile to furnish the precursor thiocarbonyl derivative (III).Further reaction of (III) with 3-chlorophenethylamine (IV) in DMF at 100 C gave the target thiourea.
合成路线:2-Amino-5-bromopyridine (I) was condensed with 1,1-thiocarbonyldiimidazole (II) in acetonitrile to furnish the precursor thiocarbonyl derivative (III).Further reaction of (III) with 2-fluorophenethylamine (IV) in DMF at 100 C gave the target thiourea.
合成路线:The reaction of 5-bromopyridin-2-amine (I) with thiocarbonyldiimidazole (II) in acetonitrile gives the thioamide (III),which is finally condensed with 2-(2,5-dimethoxyphenyl)ethylamine (IV) in DMF at 100 C.
合成路线:2-Amino-5-bromopyridine (I) was condensed with 1,1-thiocarbonyldiimidazole (II) in acetonitrile to furnish the precursor thiocarbonyl derivative (III).Further reaction of (III) with 3-fluorophenethylamine (IV) in DMF at 100 C gave the target thiourea.
参考文献标题:Rational design and synthesis of phenethyl-5-bromopyridyl thiourea derivatives as potent non-nucleoside inhibitors of HIV reverse transcriptase
文献作者:Vig,R.; Mao,C.; Venkatachalam,T.K.; Tuel-Ahlgren,L.; Sudbeck,E.A.; Uckun,F.M.
参考来源:Bioorg Med Chem 1998,6(10),1789