NSC-651016
Chemical Name: 4,4'-Carbonylbis(1H-pyrrol-4,2-diyl)bis(carbonylimino)bis(1-methylpyrrol-4,2-diyl)bis(carbonylimino)bis(naphthalene-1,7-disulfonic acid disodium salt)
CAS No. 208576-37-8 (error)
项目整合开发状态: Preclinical
项目研究机构: National Cancer Institute (Originator), University of Vermont (Originator)
合成路线:The reaction of 4-aminonaphthalene-1,7-disulfonic acid disodium salt (I) with 1-methyl-4-nitropyrrole-2-carbonyl chloride (II) by means of NaOAc in water gives the corresponding nitro-amide (III),which is reduced with H2 over Pd/C in water to the amino-amide (IV).The reaction of (IV) with 4-nitropyrrole-2-carbonyl chloride (V) by means of NaOH and NaOAc yields the nitro-diamide (VI),which is reduced with H2 over Pd/C as before affording the amino-diamide (VII).Finally,this compound is dimerized by reaction with phosgene and KOAc in dioxane/water.
📌 参考资料/链接：
参考文献标题:New ureido derivs.of poly-4-amino-2-carboxy-1-methyl cpds.
文献作者:Mongelli,N.; Biasoli,G.; Paio,A.; Grandi,M.; Ciomei,M.(Pharmacia Corp.)
参考来源:EP 0462258; JP 1992504426; US 5260329; US 5420296; WO 9110649
📄 详细内容
合成路线:The reaction of 4-aminonaphthalene-1,7-disulfonic acid disodium salt (I) with 1-methyl-4-nitropyrrole-2-carbonyl chloride (II) by means of NaOAc in water gives the corresponding nitro-amide (III),which is reduced with H2 over Pd/C in water to the amino-amide (IV).The reaction of (IV) with 4-nitropyrrole-2-carbonyl chloride (V) by means of NaOH and NaOAc yields the nitro-diamide (VI),which is reduced with H2 over Pd/C as before affording the amino-diamide (VII).Finally,this compound is dimerized by reaction with phosgene and KOAc in dioxane/water.
参考文献标题:Inhibition of in vitro and in vivo HIV replication by a distamycin analogue that interferes with chemokine receptor function: A candidate for chemotherapeutic and microbicidal application
文献作者:Howard,O.M.Z.; Oppenheim,J.J.; Hollisgshead,M.G.; Covey,J.M.; Bigelow,J.; McCormack,J.J.; Buckheit,R.W.; Clanton,D.J.; Turpin,J.A.; Rice,W.G.
参考来源:J Med Chem 1998,41(13),2184
产品链接: CAS No. 208576-37-8››