ICI-89406
N-[2-[3-(2-氰基苯氧基)-2-羟基丙基氨基]乙基]-N'-苯基脲Chemical Name: N-[2-[3-(2-Cyanophenoxy)-2-hydroxypropylamino]ethyl]-N'-phenylurea
CAS No. 53671-71-9
项目整合开发状态: Discontinued
项目研究机构: AstraZeneca (Originator)
合成路线:1,2-Epoxy-3-(2-cyanophenoxy)propane (I) is added to one equivalent of N-(2-aminoethyl)-4-benzyloxyphenylacetamide (II) in n-propanol and heated to reflux for 18 h,giving N-[2-(3-o-cyanophenoxy-2-hydroxypropylamino)ethyl]-4-benzyloxyphenylacetamide (III).Hydrogenolysis of the 4-benzyl moiety of (III) may be performed under mild conditions (e.g.,hydrogen gas with palladium on carbon in ethanol at room temperature) to yield ICI-141292.
合成路线:The condensation of 1-(2-cyanophenoxy)-2,3-epoxypropane (I) with ethylenediamine (II) gives 1-(2-cyanophenoxy)-3-(2-aminoethylamino)-2-propanol (III),which is finally treated with phenyl isocyanate (IV) in acetonitrile.
📌 参考资料/链接：
参考文献标题:Beta-adrenergic blocking agents.22.1-Phenoxy-3-[[(substituted-amido)alkyl]amino]-2-propanols
文献作者:Large,M.S.; Smith,L.H.
参考来源:J Med Chem 1982,25(11),1286
📄 详细内容
合成路线:The condensation of 1-(2-cyanophenoxy)-2,3-epoxypropane (I) with ethylenediamine (II) gives 1-(2-cyanophenoxy)-3-(2-aminoethylamino)-2-propanol (III),which is finally treated with phenyl isocyanate (IV) in acetonitrile.
合成路线:By condensation of 1-(2-cyanophenoxy)-2,3-epoxypropane (I) with 2-(3-phenylureido)ethylamine (II) in refluxing propanol.
参考文献标题:ICl-89,406
文献作者:Blancafort,P.; Serradell,M.N.; Castar,J.; McGillion,F.B.
参考来源:Drugs Fut 1981,6(9),555
合成路线:By condensation of 1-(2-cyanophenoxy)-2,3-epoxypropane (I) with 2-(3-phenylureido)ethylamine (II) in refluxing propanol.
参考文献标题:
文献作者:Smith,L.H.(Imperial Chem.Inds.,Ltd.)
参考来源:BE 808666; CA 1031362; CH 611876; DE 2362568; FR 2210407; GB 1455116; HU 11305; JP 7494638; NL 7317096; US 3928412; US 4010189; US 4083992; US 4131685; US 4167581; ZA 7309205
产品链接: CAS No. 53671-71-9››