新产品编号:2481085
Chemical Name: 4-(3-Phenyl-1H-indol-2-yl)benzenesulfonamide
项目整合开发状态: Preclinical
项目研究机构: Chinese Academy of Medical Sciences (Originator), Peking Union Medical College (Originator)
合成路线:Sulfonylation of anthranilic acid (I) with p-toluenesulfonyl chloride under Schotten-Baumann conditions furnishes N-tosyl anthranilic acid (II).After conversion of acid (II) to the corresponding acid chloride (III),Friedel-Crafts condensation with benzene in the presence of AlCl3 leads to the benzophenone (IV).The N-tosyl group of (IV) is then removed upon heating with concentrated sulfuric acid to provide 2-aminobenzophenone (V).Acylation of amine (V) with 4-(aminosulfonyl)benzoyl chloride (VI) yields amide (VII).This is finally cyclized to the target indole compound under McMurry conditions employing an in situ generated low valent titanium reagent.
📌 参考资料/链接:
参考文献标题:Synthesis and biological evaluation of substituted 2-sulfonyl-phenyl-3-phenyl-indoles: A new series of selective COX-2 inhibitors
文献作者:Hu,W.; Guo,Z.; Chu,F.; Bai,A.; Yi,X.; Cheng,G.; Li,J.
参考来源:Bioorg Med Chem 2003,11(7),1153