Deboxamet, ABC-85

地波沙美Chemical Name: 5-Methoxy-2-methyl-3-indolylacetohydroxamic acid; 5-Methoxy-2-methylindole-3-acetohydroxamic acid; N-Hydroxy-5-methoxy-2-methyl-1H-indole-3-acetamide
CAS No. 34024-41-4
项目整合开发状态: Preclinical
项目研究机构: Istituto Biologico Chemioterapico ABC (Originator)
合成路线:This compound can be obtained by three different ways:1) The reaction of 1-(p-chlorobenzoyl)-2-methyl-5-methoxy-3-indolylacetic acid (indomethacin) (I) with SOCl2 gives the corresponding acetyl chloride (II),which is treated with hydroxylamine hydrochloride and NaOH in water to afford 1-(p-chlorobenzoyl)-2-methyl-5-methoxy-3-indolylacetohydroxamic acid (III).Finally,this compound is hydrolyzed with 0.5 N NaOH in water.2) The reaction of 1-(p-chlorobenzoyl)-2-methyl-5-methoxy-3-indolylacetal-dehyde (IV) with N-hydroxybenzenesulfonamide (V) in DMSO by means of NaOH yields compound (III) already obtained.3) By reaction of tert-butyl-5-methoxy-2-methyl-3-indolylacetate (VI) with hydroxylamine in methanol.
📌 参考资料/链接:
参考文献标题:ABC-8/5
文献作者:Serradell,M.N.; de Angelis,L.; Blancafort,P.; Castar,J.
参考来源:Drugs Fut 1982,7(6),371

📄 详细内容


合成路线:This compound can be obtained by three different ways:1) The reaction of 1-(p-chlorobenzoyl)-2-methyl-5-methoxy-3-indolylacetic acid (indomethacin) (I) with SOCl2 gives the corresponding acetyl chloride (II),which is treated with hydroxylamine hydrochloride and NaOH in water to afford 1-(p-chlorobenzoyl)-2-methyl-5-methoxy-3-indolylacetohydroxamic acid (III).Finally,this compound is hydrolyzed with 0.5 N NaOH in water.2) The reaction of 1-(p-chlorobenzoyl)-2-methyl-5-methoxy-3-indolylacetal-dehyde (IV) with N-hydroxybenzenesulfonamide (V) in DMSO by means of NaOH yields compound (III) already obtained.3) By reaction of tert-butyl-5-methoxy-2-methyl-3-indolylacetate (VI) with hydroxylamine in methanol.

参考文献标题:
文献作者:De Martiis,F.; Arrigoni-Martelli,E.; Tamietto,T.
参考来源:US 3624103


合成路线:This compound can be obtained by three different ways:1) The reaction of 1-(p-chlorobenzoyl)-2-methyl-5-methoxy-3-indolylacetic acid (indomethacin) (I) with SOCl2 gives the corresponding acetyl chloride (II),which is treated with hydroxylamine hydrochloride and NaOH in water to afford 1-(p-chlorobenzoyl)-2-methyl-5-methoxy-3-indolylacetohydroxamic acid (III).Finally,this compound is hydrolyzed with 0.5 N NaOH in water.2) The reaction of 1-(p-chlorobenzoyl)-2-methyl-5-methoxy-3-indolylacetal-dehyde (IV) with N-hydroxybenzenesulfonamide (V) in DMSO by means of NaOH yields compound (III) already obtained.3) By reaction of tert-butyl-5-methoxy-2-methyl-3-indolylacetate (VI) with hydroxylamine in methanol.

参考文献标题:
文献作者:Tamietto,T.
参考来源:US 4186133


合成路线:This compound can be obtained by three different ways:1) The reaction of 1-(p-chlorobenzoyl)-2-methyl-5-methoxy-3-indolylacetic acid (indomethacin) (I) with SOCl2 gives the corresponding acetyl chloride (II),which is treated with hydroxylamine hydrochloride and NaOH in water to afford 1-(p-chlorobenzoyl)-2-methyl-5-methoxy-3-indolylacetohydroxamic acid (III).Finally,this compound is hydrolyzed with 0.5 N NaOH in water.2) The reaction of 1-(p-chlorobenzoyl)-2-methyl-5-methoxy-3-indolylacetal-dehyde (IV) with N-hydroxybenzenesulfonamide (V) in DMSO by means of NaOH yields compound (III) already obtained.3) By reaction of tert-butyl-5-methoxy-2-methyl-3-indolylacetate (VI) with hydroxylamine in methanol.
参考文献标题:Sintesi e propriet?antiflogistiche di alcuni acidi acetoidrossamici
文献作者:Tamietto,T.; Franzone,J.S.; De Martiis,F.
参考来源:Boll Chim Farm 1975,114309-318


产品链接: CAS No. 34024-41-4››