SMA-41
Chemical Name: N-(3-Methylphenyl)-6-(3-methyltriazen-1-yl)quinazolin-4-amine
项目整合开发状态: Preclinical
项目研究机构: McGill University (Originator)
合成路线:Coupling of chloroquinazoline (I) with 3-bromoaniline (II) in refluxing isopropanol yielded anilinoquinazoline (III).The nitro group was then reduced with Fe dust and AcOH in aqueous ethanol to give amine (IV).Finally,condensation with acrylic acid (V) using 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide.HCl (EDC) in DMF provided the target acrylamide.
合成路线:Arylamine (I) is converted into the corresponding methyltriazene (II) by formation of the corresponding diazonium salt with NaNO2 in HCl/H2O,followed by reaction with methylamine.Finally,the target compound is obtained by coupling of (II) with the corresponding amine in refluxing isopropanol.
📌 参考资料/链接：
参考文献标题:Tyrosine kinase inhibitors.5.Synthesis and structure-activity relationships for 4-[(phenylmethyl)amino]- and 4-(phenylamino)quinazolines as potent adenosine 5'-triphosphate binding site inhibitors of the tyrosine kinase domain of the epidermal growth f
文献作者:Rewcastle,G.W.; Denny,W.A.; Bridges,A.J.; Zhou,H.; Cody,D.R.; McMichael,A.; Fry,D.W.
参考来源:J Med Chem 1995,38(18),3482
📄 详细内容
合成路线:Arylamine (I) is converted into the corresponding methyltriazene (II) by formation of the corresponding diazonium salt with NaNO2 in HCl/H2O,followed by reaction with methylamine.Finally,the target compound is obtained by coupling of (II) with the corresponding amine in refluxing isopropanol.
参考文献标题:Studies of the model of action of antitumor triazenes and triazines.6.1-Ayl-3-(hydroxymethyl)-3-methyltriazenes: Synthesis,chemistry,and antitumor properties
文献作者:Vaughan,K.; Tang,Y.; Llanos,G.; Horton,J.K.; Simmonds,R.J.; Hickman,J.A.; Stevens,M.F.
参考来源:J Med Chem 1984,27(3),357