Ioxilan, Oxilan, Imagenil
碘昔兰Chemical Name: N-(2,3-Dihydroxypropyl)-5-[N-(2,3-dihydroxypropyl)acetamido]-N'-(2-hydroxyethyl)-2,4,6-triiodoisophthalamide
CAS No. 107793-72-6
项目整合开发状态: Launched-1996
项目研究机构: Cook Imaging (Originator), Guerbet (Licensee), Japan Tobacco (Licensee), Kyowa Hakko (Licensee), Mitsubishi Pharma (Licensee)
合成路线:The reaction of 5-acetamido-N-(2-hydroxyethyl)isophthalamic acid (I) with 3-chloropropane-1,2-diol (II) and NaOH gives 5-[N-(2,3-dihydroxypropyl)acetamido]-N-(2-hydroxyethyl)-2,4,6-triiodoisophthalamic acid (III),which is acetylated with hot acetic anhydride to the corresponding triacetate (IV).The reaction of (IV) with hot SOCl2 affords the corresponding acyl chloride (V),which is condensed with 2,3-dihydroxypropylamine (VI) by means of triethylamine in dimethylacetamide to give the diamide (VII).Finally,this compound is deacetylated with NaOH in methanol/water.
📌 参考资料/链接：
参考文献标题:Non-ionic polyol contrast media from ionic contrast media
文献作者:Sovak,M.; Ranganathan,R.(Cook Imaging Corp.)
参考来源:WO 8700757
📄 详细内容
合成路线:The reaction of 5-acetamido-N-(2-hydroxyethyl)isophthalamic acid (I) with 3-chloropropane-1,2-diol (II) and NaOH gives 5-[N-(2,3-dihydroxypropyl)acetamido]-N-(2-hydroxyethyl)-2,4,6-triiodoisophthalamic acid (III),which is acetylated with hot acetic anhydride to the corresponding triacetate (IV).The reaction of (IV) with hot SOCl2 affords the corresponding acyl chloride (V),which is condensed with 2,3-dihydroxypropylamine (VI) by means of triethylamine in dimethylacetamide to give the diamide (VII).Finally,this compound is deacetylated with NaOH in methanol/water.
参考文献标题:Ioxilan
文献作者:Prous,J.; Mealy,M.; Castar,J.
参考来源:Drugs Fut 1995,20(1),16
产品链接: CAS No. 107793-72-6››