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新产品编号:2104569

Chemical Name: 2-[N-[4-(4-Chlorophenoxy)phenylsulfonyl]-N-methylamino]-3-(4-methylpiperazin-1-ylmethyl)benzohydroxamic acid
项目整合开发状态: Preclinical
项目研究机构: Amgen (Originator), Wyeth Pharmaceuticals (Originator)
合成路线:Acylation of anthranilate (I) with 4-(4-chlorophenoxy)phenylsulfonyl chloride (II) provided the sulfonamide (III).Subsequent alkylation of the sulfonamide N of (III) with iodomethane yielded the N-methyl derivative (IV).Selective ester hydrolysis of (IV) with NaOH afforded the carboxylic acid (V).This was finally converted to the target hydroxamic acid via activation with oxalyl chloride,followed by treatment with hydroxylamine.
📌 参考资料/链接:
参考文献标题:The discovery of anthranilic acid-based MMP inhibitors: Part 3: Incorporation of basic amines
文献作者:Levin,J.I.; Chen,J.M.; Du,M.T.; Nelson,F.C.; Wehr,T.; DiJoseph,J.F.; Killar,L.M.; Skala,S.; Sung,A.; Sharr,M.A.; Roth,C.E.; Jin,G.; Cowling,R.; Di,L.; Sherman,M.; Xu,Z.B.; March,C.J.; Mohler,K.M.; Black,R.A.; Skotnicki,J.S.
参考来源:Bioorg Med Chem Lett 2001,11(22),2975